Jamaica Vacation Rentals

Jamaica makes a great holiday destination, with many perfect vacation rental properties available for your enjoyment, catering to a wide range of specific needs - anything a visitor to Jamaica could possibly require. Select a destination or property from the list below for more information about the specific Jamaica vacation rental properties available in each location.

Vacation Home Rentals in Jamaica

Listings provided by
  • /imagecache/rentals/jm/56553ad16859b95d09d72b1cb7994082-90x90.png

    2 MIN. GOLF CART RIDE TO BEACH! FULL STAFF! POOL! GYM! GOLF! Serenity-Tryall 3

    3 bedroom villa, with exclusive Tryall Resort Membership. Only 3 minutes golf cart ride to the white sandy beach of Tryall! Serenity Villa sits on a hillside in the renowned Tryall Club Resort, near the Montego Bay area. The villa offers picturesque views of the surrounding landscapes including the Caribbean Sea and the beautifully landscaped gardens with vibrant tropical flowers. A cobbled stone driveway leads to the villa's front. Several celebrities including a world renowned...

    • From $682 to $1,396 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/8f175c1d720483f80d9ec3a50d2c68cf-90x90.png

    20 STEPS TO THE BEACH! YOUR PRIVATE COOK! Dreamin, Silver Sands 1BR

    2 bedrooms, recently refurbished villa, only a few minutes walk to the beach!!!The charming Dreamin Villa in Silver Sands Jamaica is a delightful two bedroom cottage located less than 100 yards from the pristine white-sand Silver Sands beach and the sparkling Caribbean Sea. The cottage has wonderfully fresh interiors after being renovated and upgraded. The warm and welcoming atmosphere at the lovely luxury villa Jamaica makes it an excellent venue for a picture-perfect vacation. Dreamin...

    • From $245 to $490 Weekly
    • villa
    • 1 bedroom, 2 bathrooms, sleeps 2
  • /imagecache/rentals/jm/2067d6d9a9541f507b6e336dba3ab8bf-90x90.png

    20 STEPS TO THE BEACH! YOUR PRIVATE COOK! Dreamin, Silver Sands 2BR

    2 bedrooms, recently refurbished villa, only a few minutes walk to the beach!!!The charming Dreamin Villa in Silver Sands Jamaica is a delightful two bedroom cottage located less than 100 yards from the pristine white-sand Silver Sands beach and the sparkling Caribbean Sea. The cottage has wonderfully fresh interiors after being renovated and upgraded. The warm and welcoming atmosphere at the lovely luxury villa Jamaica makes it an excellent venue for a picture-perfect vacation. Dreamin...

    • From $295 to $490 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/1619cbd05374f39d99790a8e65df4647-90x90.png

    40 STEPS TO THE BEACH, POOL! STAFF! DUKES -5BR

    One of the newest villas in Silver Sands - 6 bedrooms, 6 bathrooms All bedrooms air-conditioned! Great Jamaican getaway!Duke's Hideaway Villa in Silver Sands, Jamaica is 60 seconds walk to the white sandy beach! 6 new bedrooms, 6 bathrooms completed in April 2014. All bedrooms are air-conditioned for your comfort and also has ceiling fans.This villa belongs to the gated community of Silver Sands, and has the use of the Silver Sands tennis court and club house. You will be very...

    • From $785 to $1,071 Weekly
    • villa
    • 5 bedrooms, 6 bathrooms, sleeps 10
  • /imagecache/rentals/jm/c79ec5150dc78b22a77a5a0599ff034b-90x90.png

    ABSOLUTE BEACHFRONT! POOL! STAFF! TENNIS COURT! LUXURY! Villa Mara-6BR

    Villa Mara Jamaica with 7 bedrooms, beachfront luxury villa, is more than just a beautiful and luxurious house. Your stay will be a memorable one as you enjoy your vacations swimming at the beachfront or at the swimming pool. Relaxing in the Jacuzzi or playing tennis on our private Tennis Court. The trained staff at Villa Mara is comprised of a Concierge/Manager, Cook, Three Maids, and Two Gardeners. They will provide for your every need and our cook will prepare wonderful meals including...

    • From $1,540 to $3,000 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/75210bb480577f33b1ea6f1cd21a7662-90x90.png

    ABSOLUTE BEACHFRONT! POOL! STAFF! TENNIS COURT! LUXURY! Villa Mara-7BR

    Villa Mara Jamaica with 7 bedrooms, beachfront luxury villa, is more than just a beautiful and luxurious house. Your stay will be a memorable one as you enjoy your vacations swimming at the beachfront or at the swimming pool. Relaxing in the Jacuzzi or playing tennis on our private Tennis Court. The trained staff at Villa Mara is comprised of a Concierge/Manager, Cook, Three Maids, and Two Gardeners. They will provide for your every need and our cook will prepare wonderful meals including...

    • From $1,800 to $3,000 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 17
  • /imagecache/rentals/jm/f031c0a09c513f09629f16c7bd8a0760-90x90.png

    ABSOLUTE WATERFRONT LUXURY! BUTLER! CHEF! JACUZZI! Sea Star, Port Antonio 5BR

    Located on the famous Blue Lagoon, an exquisite 5-bedroom waterfront villa Sea Star Sea Star Villa is one of the most amazing luxury villas Jamaica nestled between the sparkling Caribbean Sea in Port Antonio and the lush foliage of Portland. The latest addition to the exceedingly luxurious villas situated on the world renowned Blue Lagoon strip, offers the perfect setting for family vacation or a secluded, quiet romantic getaway. This exquisite five-bedroom waterfront Jamaica villa has a...

    • From $1,300 to $1,643 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/68764be68c1fdb63c15bb5a4dfedddb5-90x90.png

    AFFORDABLE BEACH UNITS! SELF CATERING! HOUSEKEEPING!Rondel Village, Negril 1BR

    THE PARTICULAR RATES FOR THIS PAGE REFER TO THE 1 BEDROOM GARDEN ROOMS AT RONDEL VILLAGE:Rondel Village is a fascinating beach front retreat, located on Jamaica's romantic west coast, Negril Beach! 1, 2 and 3 bedroom units on the white sandy beach - the famous 7 mile stretch of beach in Negril!Our unique family owned and operated boutique hotel on Negril's famous 7-mile beach with spacious, elegant accommodations amid lush tropical gardens. This enchanting paradise offers...

    • From $250 to $255 Weekly
    • apartment
    • 1 bedroom, 1 bathroom, sleeps 2
  • /imagecache/rentals/jm/f9141948010220b1a6722abe4a224842-90x90.png

    AFFORDABLE VILLA! COOK! SEAVIEWS! WALK TO BEACH IN A FEW MINS-Seagull Cottage, 3

    Seagull Cottage is a beautiful and very comfortable luxury villa Jamaica located within the gated community in the picturesque Silver Sands. The charming cottage sits on the hillside looking over the fabulous Silver Sands Beach that is less than a two minutes' walk away. Being one of the original cottages at Silver Sands, Seagull Cottage still retains its charm and character. The cottage features three air-conditioned bedrooms, two bathrooms, a large kitchen and dining room, and a...

    • From $225 to $446 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/af14759bb65651a813f5995acfe407be-90x90.png

    AFFORDABLE! COOK! SWIMMING POOL! Island Breeze - Montego Bay 1BR

    Contemporary Villa at a very affordable price! 3 bedroom, 3 bathroom villa with private swimming pool, all the conveniences of home! Complimentary airport transfer!Located in Jamaica's magnificent Ironshore Resort Estate at Montego Bay, Island Breeze Villa has a beautiful panoramic view of the Caribbean.Located 15 minutes from the center of activity in Montego Bay, Island Breeze Villa has a beautiful panoramic view of the Caribbean. Located in magnificent Ironshore Estates, this...

    • From $186 to $429 Weekly
    • villa
    • 1 bedroom, 3 bathrooms, sleeps 2
  • /imagecache/rentals/jm/64b538c4b913ec58324198b87d7c7dd2-90x90.png

    AFFORDABLE! FULLY STAFFED! POOL! MONTEGO BAY! Skylark 4BR

    Skylark Villa is a fabulous luxury villa, located on two acres of beautiful tropical gardens with flowers, fruit and palm trees, plants and lush grassy lawns. The villa offers picturesque views of the sparkling Caribbean Sea directly overlooking Half Moon Bay. Neighboring villas are also located on large properties of two to five acres with rolling lawns. The exclusive neighborhood includes other luxury villas Jamaica. The grounds at Skylark are gated and well-fenced. The houseman and villa...

    • From $475 to $1,035 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/d8640195d55aaa347dbfe9fe8fbd3ead-90x90.png

    AFFORDABLE! OWN COOK! POOL! SECURED AREA! WALK TO BEACH IN 5 MIN - Marina- 2BR

    3 bedroom, 3 bathroom, swimming pool, short walk to the beach of Silver SandsVilla Marina is a fabulous Jamaica villa located at Silver Sands, Duncans in the parish of Trelawny on the North Coast in beautiful Jamaica, known for its beautiful beaches, amazing sunsets, deep moonlight and welcoming people. The luxury villa Jamaica is located high above the best beach in Jamaica in the luxurious and secure gated beach community of Silver Sands. Dedicated towards ensuring the comfort and pleasure...

    • From $221 to $343 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/cb6a1877bb09d71862370d0008fef849-90x90.png

    AFFORDABLE! POOL! STAFF! WALK TO BEACH-Mi Amor, Silver Sands 5BR

    Mi Amor is a villa is family friendly and a short walk to the beach. With 5 bedrooms and 5 bathrooms, this Jamaican villa is great for family reunions and can sleep 10 persons comfortably. Private swimming pool, fully staffed villa and only 35 minutes drive from the Montego Bay airport, Mi Amor is popular for returning guests. The living areas for Mi Amor are open plan and fabulous for family gatherings, flowing to the dining room area and spacious kitchen which opens up onto the living...

    • From $579 to $719 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/bbc53cb02b66393d947a5be8cef163c5-90x90.png

    BEACH CLUB MEMBERSHIP! POOL! STAFF! GYM! GOLF! TENNIS! Vista Del Mar, 3BR

    Deluxe 3 bedroom villa, wonderful open living spaces, infinity swimming poolTryall Resort Membership. Only 4 minutes golf cart ride to the beach! A Royal Palm alley leads up to Vista del Mar, a remarkable villa located on a hill top with picturesque views of the sparkling Caribbean Sea and the lovely greens of the Tryall Golf Course. The very private and peaceful location is a valued site, high above the sea level. The Jamaica Villa is only a few minutes away from the Tryall Club Great...

    • From $1,039 to $2,429 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/cc25150830ed74b4c7ccca57d83eb78c-90x90.png

    BEACH CLUB MEMBERSHIP! TENNIS! GYM! GOLF! Windrush, Tryall - Montego Bay 5BR

    5 bedroom, 5 bathroom, deluxe villa 3 minutes golf cart ride to the beach!!! Tryall Resort Membership. Please read for the exclusive resort features for this villa. Windrush Villa is majestically located on a charming hillside within the world renowned Tryall estate. Recent renovations have transformed it into one of the most luxurious Jamaica villas within Tryall. The sprawling private home has seven bedrooms, five of which are available to guests. Attractively landscaped gardens in this...

    • From $2,597 to $3,896 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/576facde030010f6d7e1f10d346b823a-90x90.png

    BEACH CLUB! CHEF! BUTLER! POOL! ELEGANT LUXURY! Pimento Hill, Montego Bay 3BR

    6 bedroom, 6 bathrooms, over 9,000 sq ft mansion, Complimentary private driver, Round Hill membership with Beach club, Water sports, Tennis, kids club, Spa, Fitness center MORE ABOUT PIMENTO HILL VILLA, MONTEGO BAY:Pimento Hill is a glamorous 9,000 sq foot mansion located on 6 acres of tropical gardens in Montego Bay. With Caribbean sea views, this 6 bedroom, 6.5 batroom villa is one of Jamaica's most spacious.QUEEN'S VILLA *•glamorous 9,000-square-foot private estate on 6...

    • From $778 to $2,700 Weekly
    • villa
    • 3 bedrooms, 6 bathrooms, sleeps 6
  • /imagecache/rentals/jm/3cfa685a511210240cf7430ee2353882-90x90.png

    BEACH CLUB! CHEF! BUTLER! POOL! ELEGANT LUXURY! Pimento Hill, Montego Bay 4BR

    6 bedroom, 6 bathrooms, over 9,000 sq ft mansion, Complimentary private driver, Round Hill membership with Beach club, Water sports, Tennis, kids club, Spa, Fitness center MORE ABOUT PIMENTO HILL VILLA, MONTEGO BAY:Pimento Hill is a glamorous 9,000 sq foot mansion located on 6 acres of tropical gardens in Montego Bay. With Caribbean sea views, this 6 bedroom, 6.5 batroom villa is one of Jamaica's most spacious.QUEEN'S VILLA *•glamorous 9,000-square-foot private estate on 6...

    • From $994 to $2,700 Weekly
    • villa
    • 4 bedrooms, 6 bathrooms, sleeps 8
  • /imagecache/rentals/jm/a573a25e4fff00ba71b3972b4b893e9d-90x90.png

    BEACH CLUB! CHEF! BUTLER! POOL! ELEGANT LUXURY! Pimento Hill, Montego Bay 6BR

    6 bedroom, 6 bathrooms, over 9,000 sq ft mansion, Complimentary private driver, Round Hill membership with Beach club, Water sports, Tennis, kids club, Spa, Fitness center MORE ABOUT PIMENTO HILL VILLA, MONTEGO BAY:Pimento Hill is a glamorous 9,000 sq foot mansion located on 6 acres of tropical gardens in Montego Bay. With Caribbean sea views, this 6 bedroom, 6.5 batroom villa is one of Jamaica's most spacious.QUEEN'S VILLA *•glamorous 9,000-square-foot private estate on 6...

    • From $1,694 to $2,700 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/98dea617577f456edc41d3166e045b1f-90x90.png

    BEACH CLUB! CHEF! BUTLER! POOL! ELEGANT LUXURY! Pineapple House, Tryall -5BR

    Newly refurbished and spectacular Premier villa!! 5 bedrooms, 5 bathrooms. Tryall Resort Membership. Spectacular ocean views, 3 minutes golf cart ride to the beach! for this villa. Pineapple House is a premier villa located in the exclusive Tryall Club overlooking the ruins of the historic sugar plantation and the Caribbean Sea. In this unspoiled setting in the midst of world-class golfing and beaches, you're surrounded by a naturalist's world of sea, sky and pristine land. A short...

    • From $1,948 to $5,357 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/a7dea71823029fe8ef875a7f28b3ff12-90x90.png

    BEACH CLUB! CHEF! BUTLER! POOL! ELEGANT LUXURY!Pimento Hill, Montego Bay 5BR

    6 bedroom, 6 bathrooms, over 9,000 sq ft mansion, Complimentary private driver, Round Hill membership with Beach club, Water sports, Tennis, kids club, Spa, Fitness center MORE ABOUT PIMENTO HILL VILLA, MONTEGO BAY:Pimento Hill is a glamorous 9,000 sq foot mansion located on 6 acres of tropical gardens in Montego Bay. With Caribbean sea views, this 6 bedroom, 6.5 batroom villa is one of Jamaica's most spacious.QUEEN'S VILLA *•glamorous 9,000-square-foot private estate on 6...

    • From $1,210 to $2,700 Weekly
    • villa
    • 5 bedrooms, 6 bathrooms, sleeps 10
  • /imagecache/rentals/jm/439fb1c2c1224e74ca92c7a552304f8d-90x90.png

    BEACH CLUB! FULLY STAFFED! TENNIS! GOLF! GYM! Jubilation,5BR

    Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four poster beds and uniquely crafted local wood carvings. With its soaring ceilings and cool travertine floors there is a warm and welcoming old world feel that will make it your home away from home. A comfortable getaway where friends and family of all ages can...

    • From $2,078 to $5,000 Weekly
    • villa
    • 5 bedrooms, 6 bathrooms, sleeps 10
  • /imagecache/rentals/jm/f6dd26014a32e69a6b30bba75d9dea65-90x90.png

    BEACH CLUB! GOLF! TENNIS! POOL! FULLY STAFFED! GYM! Retreat, Tryall -5BR

    Walk to the beach in a few minutes!!!Tryall Resort Membership. This villa can be rented as a 4 , 5 or 8 bedroom villa! Retreat Villa in Montego Bay is one of the most charming and gracious Jamaica villas located within the renowned Tryall Club Resort.Being situated near the 18th fairway of the golf course greens, the charming villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea. Retreat Villa's distinctive architecture makes it very...

    • From $785 to $2,043 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/d31198e6d386ccecaa618314fd454fd5-90x90.png

    BEACH CLUB! GOLF! TENNIS! POOL! GYM! FULLY STAFFED! Island House 3BR

    3 bedroom villa , views to the Caribbean sea. Tryall Resort Membership. Please read for the exclusive resort features for this villa. Island House is a delightfully refurbished villa with lovely crafts and artifacts, each reflecting Jamaican culture. The warm, tropical colors used all through the villa add vibrancy and warmth to the environment. The pleasant ambience of the Jamaica villa is very relaxing. Each room provides spectacular panoramic views of the Caribbean Sea and the Tryall Golf...

    • From $571 to $1,532 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/41c097156cd5173555095d8d18f4e3db-90x90.png

    BEACH CLUB! POOL! GOLF! TENNIS! GYM! FULLY STAFFED Ma Moura, Tryall - 4BR

    Charming 4 bedroom villa, 5 minutes golf cart ride to the white sandy beach!Tryall Resort Membership. Enjoy this exclusive gated resort - private membership.Ma' Moura Villa in Montego Bay is a fabulous Jamaica villa located within the renowned Tryall Club Resort estate. Being situated on a hill near the 17th green of the golf course, the charming villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea. The current owners built Ma'...

    • From $773 to $2,599 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/626f1dc5c1e8f788010fb285c9f5baa5-90x90.png

    BEACH CLUB! POOL! TENNIS! GYM! GOLF! Mahogany Hill, 3BR

    5 bedroom, 5 bathrooms, 2 swimming pools! 3 minutes golf cart ride to the beach!Tryall Resort Membership. Exclusive resort features for this villa.villa rentals in Jamaica,Mahogany Hill Villa in Montego Bay is one of the most attractive and spacious Jamaica villas located within the renowned Tryall Club Resort. Being situated near the golf course greens, the charming villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea. Mahogany Hill...

    • From $1,753 to $4,286 Weekly
    • villa
    • 3 bedrooms, 5 bathrooms, sleeps 6
  • /imagecache/rentals/jm/d641e1496c389a330d6ae8043f4d4921-90x90.png

    BEACH CLUB! POOL! TENNIS! GYM! GOLF! Mahogany Hill, Tryall - 5BR

    5 bedroom, 5 bathrooms, 2 swimming pools! 3 minutes golf cart ride to the beach!Tryall Resort Membership. Exclusive resort features for this villa.villa rentals in Jamaica,Mahogany Hill Villa in Montego Bay is one of the most attractive and spacious Jamaica villas located within the renowned Tryall Club Resort. Being situated near the golf course greens, the charming villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea. Mahogany Hill...

    • From $1,785 to $4,286 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/3b1c07454159d78044bdd62daf17718e-90x90.png

    BEACH CLUB! TENNIS! GOLF! GYM! WATERFRONT VILLA! Reveille, Tryall Club 3BR

    Unique to this villa is the Tryall Resort Membership. Please read for the exclusive resort features for this villa.?Reveille Villa is a fabulous waterfront luxury villa Jamaica, located within the Tryall Club Resort and provides enchanting panoramic views of Tryall's championship golf course and the magnificent Caribbean Sea. Being one of very few villa rentals in Jamaica to have such a magnificent spot in front of a small white sand private beach cove, the simple and cozy villa is a...

    • From $714 to $2,043 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/31ff1f7e41b2d7c5294bdcc06fce4c30-90x90.png

    BEACH MEMBERSHIP! FULLY STAFFED! LUXURY! TENNIS! POOL- Long View - 4BR

    Unique to this villa is the complimentary Round Hill Resort Membership. Please read for the exclusive resort features for this villa.Long View Manor is a fabulous luxury 7 bedroom villa Jamaica, located within the impressive Round Hill estate. The spectacular 7,000 square foot Long View Villa commands sweeping views of the rolling grassy hills, the blue-green mountain range, the sparkling Caribbean Sea and the lovely Montego Bay. Several acres of lush green beautifully landscaped lawns and...

    • From $1,857 to $5,000 Weekly
    • villa
    • 4 bedrooms, 7 bathrooms, sleeps 8
  • /imagecache/rentals/jm/195276b7ce801ab12b739c047a31d88f-90x90.png

    BEACH MEMBERSHIP! FULLY STAFFED! LUXURY! TENNIS! POOL- Long View - 7BR

    Unique to this villa is the complimentary Round Hill Resort Membership. Please read for the exclusive resort features for this villa.Long View Manor is a fabulous luxury 7 bedroom villa Jamaica, located within the impressive Round Hill estate. The spectacular 7,000 square foot Long View Villa commands sweeping views of the rolling grassy hills, the blue-green mountain range, the sparkling Caribbean Sea and the lovely Montego Bay. Several acres of lush green beautifully landscaped lawns and...

    • From $2,571 to $5,000 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/8cccfc9bdf1d39d0f6ab8bc2f0e20909-90x90.png

    BEACH MEMBERSHIP! VIEWS! FAMILY FRIENDLY! CHEF! BUTLER SERVICE! Knockando 3BR

    Knockando Villa at Round Hill is a delightful and luxury villa Jamaica located within the prestigious Round Hill Resort. This property gives a true feeling of relaxing in luxury while in Jamaica, with contemporary comforts and amenities. This is a very family friendly Jamaica villa and children are welcome.The expansive living room at Knockando Villa is equipped with cable TV, DVD and internet connection. This living room has parquet floors and opens wide to the central section of the house...

    • From $971 to $3,621 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/34a2a739e33c83e5a71bbd56f2508af5-90x90.png

    BEACH MEMBERSHIP! VIEWS! FAMILY FRIENDLY! CHEF! BUTLER SERVICE! Knockando - 5BR

    Knockando Villa at Round Hill is a delightful and luxury villa Jamaica located within the prestigious Round Hill Resort. This property gives a true feeling of relaxing in luxury while in Jamaica, with contemporary comforts and amenities. This is a very family friendly Jamaica villa and children are welcome.The expansive living room at Knockando Villa is equipped with cable TV, DVD and internet connection. This living room has parquet floors and opens wide to the central section of the house...

    • From $1,279 to $3,621 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/1e6522c1395a6eaee240110b73a458dc-90x90.png

    BEACHFRONT LUXURY! FULLY STAFFED! POOL! JACUZZI! Sweet Spot, Runaway Bay 4BR

    Sweet Spot Villa is fabulous luxury beachfront villa rental in Jamaica in the picturesque Runaway Bay area. Its remarkable location is the best of all worlds offering a 6,000-square-foot private home with a huge lawn and beach. The lovely two story villa is located directly on the beach front with a fabulous stretch of white sandy beach in the back yard! The Jamaica villa is surrounded by beautifully landscaped lush green lawns. With brand new refurbishments in 2008, the spacious villa now...

    • From $1,210 to $3,286 Weekly
    • villa
    • 4 bedrooms, 6 bathrooms, sleeps 8
  • /imagecache/rentals/jm/0452204bf017e7282ca0ca10e1b459a8-90x90.png

    BEACHFRONT VILLA, FULLY STAFFED IN JAMAICA! Culloden Cove,South Coast 2BR

    Culloden Cove Villa is a fabulous waterfront villa on the South Coast of Jamaica with an infinity swimming pool, gorgeous sunsets, stunning sunrises and luxurious accommodation for ten persons. The villa offers a private beach on the natural and unspoiled coast line. The newly refurbished luxury villa Jamaica is located within an acre of tranquil, tropical gardens with abundant bird and plant life, providing the perfect place to relax and unwind. One of the most unique features of Culloden...

    • From $520 to $1,071 Weekly
    • villa
    • 2 bedrooms, 4 bathrooms, sleeps 4
  • /imagecache/rentals/jm/bcfff8d4244a071c66bdf431c8b42b19-90x90.png

    BEACHFRONT VILLA, FULLY STAFFED IN JAMAICA,Culloden Cove,South Coast 3BR

    Culloden Cove Villa is a fabulous waterfront villa on the South Coast of Jamaica with an infinity swimming pool, gorgeous sunsets, stunning sunrises and luxurious accommodation for ten persons. The villa offers a private beach on the natural and unspoiled coast line. The newly refurbished luxury villa Jamaica is located within an acre of tranquil, tropical gardens with abundant bird and plant life, providing the perfect place to relax and unwind. One of the most unique features of Culloden...

    • From $565 to $1,071 Weekly
    • villa
    • 3 bedrooms, 4 bathrooms, sleeps 6
  • /imagecache/rentals/jm/aec43b99102839865ad64e911976b7f8-90x90.png

    BEACHFRONT VILLA, FULLY STAFFED, PRIVATE POOL,Coral Cove-Discovery Bay 4BR

    Absolute Beachfront!! 4 bedroom villa!. White sandy beach, kayaks, fully staffed villa, swimming pool, large lawn space, ADSL internet!Coral Cove villa is a delightful waterfront villa on the sparkling Discovery Bay. The luxury villa Jamaica has a beautifully landscaped, large lawn and an expansive swimming pool. Right beyond the villa is the amazing 150' white sand beach with thatched umbrellas. The picnic table and outdoor barbeque is perfect for outdoor meals, whereas the charming...

    • From $743 to $1,843 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/f4d0d7cb9d59904a301d3550ba446e81-90x90.png

    BEACHFRONT! CHEF! POOL! LARGE FAMILIES! WEDDING-Fortlands Point 7BR

    Spectacular beach front home with commanding views of the Caribbean Sea. Squash court and 3 private beaches. A magical property.Flortlands Point, Jamaica villa -This is a most stunning and newly built property located at the peninsula of Discovery Bay.Fortlands Point on the beach is a fabulous seven-bedroom villa set on three acres of stunning Caribbean peninsula. The Jamaica villa sits on the tip of the peninsula, which was once the site of an old stone fort, providing picturesque views of...

    • From $2,570 to $4,429 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/f65aa5d98904acbccaa4ac6c4f6681e9-90x90.png

    BEACHFRONT! FAMILIES WELCOME! STAFFED! INFINITY POOL! SECURITY Tallawah Villa 4

    Dreaming of the ultimate getaway to a tropical paradise? Tallawah Villa will transform those dreams into a reality. This new premier villa is latest reason to visit the secret havens of Silver Sands. There's 24 hrs. security so your safety is ensured as you leisurely walk along the long stretch of soft powdery white sands and turquoise clear water. Tallawah Villa is certainly among the most exquisite villas as is apparent with the unsurpassed luxury it provides. It renders panoramic...

    • From $855 to $2,000 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/144ebeafbd03cf68d57afb93e31e7067-90x90.png

    BEACHFRONT! FAMILY! FULLY STAFFED! POOL! SECURITY! Red Fox, Silver Sands 3BR

    Red Fox Villa By the Sea is a wonderful 5 bedroom villa rental in Jamaica, located within the gated community of the beautiful Silver Sands. The breathtaking sandy beach of Silver Sands, protected by coral reef, lies midway between Montego Bay and Ocho Rios. The villa is situated 27 miles east of the Montego Bay Airport and offers an affordable Jamaican vacation!The beachfront location of Red Fox Villa by the Sea allows great sea breezes for a wonderful Jamaican villa vacation. The interiors...

    • From $599 to $1,071 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/7723b64d0dd3e151478aaade1a6578a9-90x90.png

    BEACHFRONT! FAMOUS 7 MILE BEACH! CHEF! POOL! Idle Awile, Palm Villa, 5BR, Negril

    Palm Villa, Negril - Beachfront - 5 Bedrooms, 5 ½ bathrooms- 5000 Sq. Ft + Verandahs (Private pool and Beachfront!)Palm is 5,000 square feet of beach front luxury. Surrounded by beautiful gardens, Palm offers privacy, comfort and relaxation. The lower level features two king-size bedrooms with en-suite baths and private verandahs, as well as a spacious living room. The living area is impressive, with fully stocked wet bar, entertainment center, and seating for 12. Upstairs,...

    • From $1,500 to $2,000 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/56d268e4941c47138c512d6d6fe39138-90x90.png

    BEACHFRONT! FULLY STAFFED! GATED COMMUNITY! Ebb Tide, Silver Sands 3BR

    Ebb Tide Villa is a very luxurious four bedroom cottage located on the Silver Sand beach, the perfect place to relax and explore all that Jamaica has to offer. With just a beautifully landscaped lawn standing between the Jamaica villa and the sparkling Caribbean Sea, villa guests enjoy quick access to the beach along with fantastic ocean views. Ebb Tide Villa is the perfect luxury villa Jamaica for a traditional beach vacation, very appropriate for families or a group of friends. The...

    • From $340 to $476 Weekly
    • villa
    • 3 bedrooms, 4 bathrooms, sleeps 6
  • /imagecache/rentals/jm/e2344898131a9144eb0add14e5a7d399-90x90.png

    BEACHFRONT! FULLY STAFFED! POOL! AWESOME WHITE BEACH! Mai Tai Villa-4BR

    This 4 bedroom, 4 1/2 bathroom, with a special feature of an outside shower off the master bedroom is located right on the water in a gated community with a wonderful beach.All four bedrooms are beautifully decorated and equipped with air conditioners, cable televisions and en-suite bathrooms.This newly constructed four bedroom villa, takes advantage of it's premium location with an unobstructed view of the beautiful Caribbean Sea just feet away from your own patio.Our superb staff...

    • From $685 to $915 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/b76e8f96724d39a053e6664e1f081ed8-90x90.png

    BEACHFRONT! FULLY STAFFED! SWIMMING POOL!Noble House- Montego Bay 3BR

    Unique to this villa is the complimentary Tryall Club Membership!Noble House is a fabulous 5 acre Jamaica villa, completely unique due to its palatial architectural design. Caribbean Travel and Life Magazine calls Nobel House the ‘idyllic choice for a family holiday'. Located right on the beach, the water-front villa's design is based on a series of airy pavilions, peaked roofs, water bridges and gardens. Spacious, private, rule-free and equipped with resort style...

    • From $890 to $2,657 Weekly
    • villa
    • 3 bedrooms, 5 bathrooms, sleeps 6
  • /imagecache/rentals/jm/37534cf0bd0b68534d1697193d4c550d-90x90.png

    BEACHFRONT! LUXURY! FULLY STAFFED! CHEF! BUTLER! TENNIS! KAYAKS! Sugar Bay -3BR

    Sugar Bay is one of the most elegant villas in Jamaica. Beachfront Luxury villa, Tennis court, sea kayaks, butler service. First class service!Sugar Bay Villa is a luxurious Jamaica villa with a very interesting and colorful history. The divine property has been a home to a lovely family from Ireland since the early 1800's. The current Sugar Bay Villa was built in 1995 and is situated in a very beautiful part of Discovery Bay, the place that Christopher Columbus is believed to have first...

    • From $1,350 to $3,643 Weekly
    • villa
    • 3 bedrooms, 5 bathrooms, sleeps 6
  • /imagecache/rentals/jm/8168cadfda055a2e4a0bfad1c06b41d8-90x90.png

    BEACHFRONT! STAFF! POOL! FAMILY FRIENDLY!Eirie Blue, Silver Sands, Jamaica 4BR

    Eirie Blue is a sea front cottage with 4 bedrooms, 4 bathrooms - Affordable vacation, yet one of the nicest villas in Silversands. With your own private swimming pool and outdoor hot tub, this villa enjoys direct northern Caribbean seaviews. For the main swimming beach, beach bar and grill of Silver Sands - this is a short 4 minute walk away. Not only do you have a wonderful pool deck facing the Caribbean sea, walk up the sprial staircase for a secret hideaway for another outdoor living...

    • From $605 to $791 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/abdf6977a796cb1ec8fdd3332bac7f82-90x90.png

    BEACHFRONT! STAFF! POOL! FAMILY! KAYAKS! Siesta - Runaway Bay 4BR

    This is one of Jamaica's most beautiful beaches, and prime beachfront location for this 5 bedroom family friendly villa.Siesta is a wonderful 5 bedroom, 5 bathroom seaside villa which has its own white sandy beach just steps away from the living room. This is one of Jamaica's most beautiful beaches, and prime waterfront location for this 5 bedroom family friendly villa.For families looking for larger villas, you are also able to rent next door rustic cottage, Bahia, for an extra...

    • From $670 to $1,143 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/81590cfa963bb7347f16dab6edca8378-90x90.png

    BEACHFRONT! ULTIMATE LUXURY! BUTLER! CHEF! BEACH CLUB! GOLF! GYM! Seaclusion-5BR

    The beautiful oceanfront villa, Seaclusion, embodies its name! Tranquil and secluded, the villa rental in Jamaica provides the perfectly peaceful vacation with nature, be it the birds, wind or the lovely waters of Montego Bay. Cool Tradewinds keep the environs cool and the fresh air is surely revitalizing! The exclusive architectural orientation lends the villa exclusivity and grandeur!Seaclusion has been completed recently, in February 2015, which makes it one of the latest and most...

    • From $3,714 to $6,494 Weekly
    • villa
    • 5 bedrooms, 7 bathrooms, sleeps 10
  • /imagecache/rentals/jm/699786ea71505ca8575087333ab6d1d7-90x90.png

    BEACHFRONT! ULTIMATE LUXURY! BUTLER! CHEF! BEACH CLUB! GOLF! GYM! Seaclusion-7BR

    The beautiful oceanfront villa, Seaclusion, embodies its name! Tranquil and secluded, the villa rental in Jamaica provides the perfectly peaceful vacation with nature, be it the birds, wind or the lovely waters of Montego Bay. Cool Tradewinds keep the environs cool and the fresh air is surely revitalizing! The exclusive architectural orientation lends the villa exclusivity and grandeur!Seaclusion has been completed recently, in February 2015, which makes it one of the latest and most...

    • From $3,714 to $7,143 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/0fd28575fbf1aa2dab80f6125abf67b8-90x90.png

    BEACHFRONT-CHEF! POOL! GYM! TENNIS! GOLF! KIDS CLUB! LUXURY Phoenix, Tryall -7BR

    7 bedroom WATERFRONT Premier villa! The highest rating for the exclusive Tryall ClubTryall Resort Membership. Can be rented as a 4, 6 or 7 bedroom villa Phoenix Villa in Montego Bay is one of the most exclusive villas in Jamaica, particularly because of the fabulous location it enjoys. With two private white sand beaches and wide seafront verandahs, the traditionally constructed Jamaican villa enjoys gentle sea breezes and the musical sounds from the lapping waves of the Caribbean Ocean,...

    • From $2,314 to $3,636 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/addf0b3778cb401266394e76524b8226-90x90.png

    BEACHFRONT-CHEF! POOL! GYM! TENNIS! GOLF! KIDS CLUB! LUXURY VILLAPhoenix, 6BR

    7 bedroom WATERFRONT Premier villa! The highest rating for the exclusive Tryall ClubTryall Resort Membership. Can be rented as a 4, 6 or 7 bedroom villa Phoenix Villa in Montego Bay is one of the most exclusive villas in Jamaica, particularly because of the fabulous location it enjoys. With two private white sand beaches and wide seafront verandahs, the traditionally constructed Jamaican villa enjoys gentle sea breezes and the musical sounds from the lapping waves of the Caribbean Ocean,...

    • From $2,078 to $3,214 Weekly
    • villa
    • 6 bedrooms, 7 bathrooms, sleeps 12
  • /imagecache/rentals/jm/661e3ae36f7c838536240abe0b0b866d-90x90.png

    Beautiful Avalon Luxury villa

    Surrounded by this arcadia is the main house with a separate guest cottage to the right. Built on one level and approached on the ocean facing side by a stone Venetian staircase or on the other side through two grand solid wood doors, Avalon encapsulates the spirit of the natural beauty in its interior design with polished wood floors and soft neutral shades punctuated with blue, green and coral. You enter into the large, lofty sitting room which has a dining area to one side of the room and...

    • From $786 to $2,071 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/02288d578d139a4b4d1dbe02e3be2b6f-90x90.png

    Beautiful Camelot Luxury villa

    This two bedroom Tryall great house villa offers absolutely wonderful views from a covered deck and spacious, welcoming interiors. The suite enjoys close proximity to the hub of the Tryall Club's activities and has a well-designed floor plan that maximizes privacy.Camelot is on the ridge of the hill adjacent to the elegant 18th century Georgian great house. It is just two minutes by golf cart or shuttle to the club's private beach and championship Tryall Golf Course and a short...

    • From $481 to $1,390 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/94fad67bf12f0b77886dde6f73d2a1fd-90x90.png

    Beautiful Mi Way Luxury villa

    Mi Way is a colonial style two bedroom villa that offers spectacular views from its long veranda. The clever floor plan makes Mi Way perfect for entertaining and it is ideally suited for a couple or small families.Mi Way sits on the ridge of the hill at the heart of the Tryall property, adjacent to the elegant 18th century Georgian Great House. It is only two to three minutes by golf cart or property shuttle, to the cub's private beach and golf course. Nearby and within easy walking...

    • From $429 to $1,390 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/bc8bed144f89c89f8e180618a8c7bbee-90x90.png

    Beautiful Mirador Luxury villa

    Mirador is an extremely smart one-bedroom apartment with a splendid location offering panoramic views out to sea and across the Tryall Golf Course. Guests staying at Mirador are provided with free overseas calls to United States, Canada and the United Kingdom (applies to all land lines and cell phones in United States and Canada, and to all land lines in United Kingdom).Built on two levels, Mirador offers nearly 1 000 square feet of living space. The central location is a short walk away...

    • From $357 to $929 Weekly
    • villa
    • 1 bedroom, 1 bathroom, sleeps 2
  • /imagecache/rentals/jm/46428f1e6647be7612192adf279ffce5-90x90.png

    Beautiful Phoenix Luxury villa

    Built in the traditional Caribbean style, Phoenix features a fabulous location on the sea with two private sand beaches and extensive seafront verandas that take full advantage of the splendid ocean views and ever present trade winds.Situated on Country Club Drive East, Phoenix is a brief one minute walk to the first tee, driving range and club beach. Constructed on one level, the villa is welcoming to all ages. Grab bars and shower benches in the bathrooms provide an extra measure of...

    • From $2,338 to $3,636 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/ee80b1f9b1678d73d37f5cd62394e7dd-90x90.png

    Braata Villa, Silver Sands, Jamaica 2BR

    Braata Villa in Silver Sands Jamaica is a 3 bedroom, 3 bathroom villa which is fully staffed. With your own private swimming pool, ourdoor gazebo. All bedrooms are air conditioned and has your own ensuite bathrooms. As you enter Braata Villa, you walk into a spacious living room / Dining room - and these have doubl doors that open up onto your own private swimming pool. The outdoor gazebo is also great for a change of tempo for dining ourdoors. There is a unique rooftop deck at Braata...

    • From $235 to $314 Weekly
    • villa
    • 2 bedrooms, 3 bathrooms, sleeps 4
  • /imagecache/rentals/jm/8f7a14caf504e1a71526b48ca0ca094f-90x90.png

    Braata Villa, Silver Sands, Jamaica 3BR

    Braata Villa in Silver Sands Jamaica is a 3 bedroom, 3 bathroom villa which is fully staffed. With your own private swimming pool, ourdoor gazebo. All bedrooms are air conditioned and has your own ensuite bathrooms. As you enter Braata Villa, you walk into a spacious living room / Dining room - and these have doubl doors that open up onto your own private swimming pool. The outdoor gazebo is also great for a change of tempo for dining ourdoors. There is a unique rooftop deck at Braata...

    • From $260 to $343 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/14e2ab645b4279a40a6cd1a70ecee758-90x90.png

    Buena Vista, Silver Sands 2BR

    Buena vista Villa in Silver Sands is a lovely 3 bedroom villa that has been refurbished to reflect the tropical caribbean decor. This villa also has its own private swimming pool. All rooms have ceiling fans and you will sleep comfortably with the air conditioned bedrooms. This villa is a short 5 minute walk to the swimming beach of Silver Sands. Fully staffed with own cook/ housekeeper, this comfortable 3 bedroom villa has its own private swimming pool, patio and poolside gazebo. There...

    • From $240 to $350 Weekly
    • villa
    • 2 bedrooms, 3 bathrooms, sleeps 4
  • /imagecache/rentals/jm/7a524322782219128da62bf6ff827b7e-90x90.png

    Bumpers Nest at Tryall - Montego Bay 4BR

    Luxury 6 bedroom villa, fully staffed villa. Tryall Resort Membership. Fully staffed, 3 minutes golf cart ride to the beach. Exclusive resort features for this villa.The elegantly designed Bumper's Nest nestles on three acres of glorious land, with an imposing view of the tranquil Caribbean Sea. The luxuriant Tryall Club golf course and lush green mountains give Bumper's Nest a picture perfect setting. Designed by Kasimir Korybut, the three bedroom deluxe villa was constructed in...

    • From $1,948 to $4,286 Weekly
    • villa
    • 4 bedrooms, 6 bathrooms, sleeps 8
  • /imagecache/rentals/jm/243873621241b0563222d3fa9501c581-90x90.png

    BUTLER SERVICE! POOL! CHEF! BEACH MEMBERSHIP! Highland House - Montego Bay 5BR

    MORE ABOUT HIGHLAND HOUSE VILLA, MONTEGO BAY:Highland House is one of the most beautiful luxury villas Jamaica, an exquisite estate with an enchanted history. The six bedroom Jamaica villa is located on 17 acres of lush hillside terrain that overlooks the sparkling Caribbean Sea. Vacationing at Highland House is a memorable and extraordinary experience due to picturesque scenic beauty, luxurious accommodations and lavish service.Highland House was originally constructed for the English...

    • From $1,000 to $2,286 Weekly
    • villa
    • 5 bedrooms, 12 bathrooms, sleeps 10
  • /imagecache/rentals/jm/f1217ae78bab5cbeceaa0f3e09809787-90x90.png

    BUTLER SERVICE! POOL! CHEF! BEACH MEMBERSHIP! Highland House - Montego Bay 6BR

    MORE ABOUT HIGHLAND HOUSE VILLA, MONTEGO BAY:Highland House is one of the most beautiful luxury villas Jamaica, an exquisite estate with an enchanted history. The six bedroom Jamaica villa is located on 17 acres of lush hillside terrain that overlooks the sparkling Caribbean Sea. Vacationing at Highland House is a memorable and extraordinary experience due to picturesque scenic beauty, luxurious accommodations and lavish service.Highland House was originally constructed for the English...

    • From $1,070 to $2,286 Weekly
    • villa
    • 6 bedrooms, 12 bathrooms, sleeps 12
  • /imagecache/rentals/jm/0076570cea27f135c739682423521db7-90x90.png

    Butterfly Villa - Silver Sands, Jamaica Villas 2BR

    Butterfly Villa is a fabulous luxury villa in picturesque Silver Sands! Silver Sands is a beautiful jewel in Jamaica located approximately 60 minutes from the Montego Bay airport. It is this special community of wonderful villas that shares one of Jamaica's most beautiful white sandy beaches. This sunny luxury villa Jamaica is only a short 10 minute walk to Silver Sand's white sandy beach. The tall peaked ceilings of Butterfly Villa make it spacious, airy and large. The interiors of...

    • From $325 to $500 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/102f12bc1d93506d187f05e087053157-90x90.png

    Butterfly Villa - Silver Sands, Jamaica Villas 3BR

    Butterfly Villa is a fabulous luxury villa in picturesque Silver Sands! Silver Sands is a beautiful jewel in Jamaica located approximately 60 minutes from the Montego Bay airport. It is this special community of wonderful villas that shares one of Jamaica's most beautiful white sandy beaches. This sunny luxury villa Jamaica is only a short 10 minute walk to Silver Sand's white sandy beach. The tall peaked ceilings of Butterfly Villa make it spacious, airy and large. The interiors of...

    • From $355 to $500 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/588945cda5ac66760d2a8deddfa09275-90x90.png

    Cannon Cottage, Silver Sands 2BR

    Lovely 3 bedroom cottage with spectacular ocean views, only one minute walk away to the white sandy beach! New - WIRELESS internet access!SPECIAL DISCOUNT!Sept 20% discountOctober 20% discountNovember 10% discount..........for bookings of a week minimum or more.Cannon Cottage villa in Silver Sands, Jamaica is a wonderful, spacious 3 bedroom en suite villa with its tropical colours, distinctive art work and furnishings that are tasteful, stylish and one of a kind. Cannon Cottage, which boasts...

    • From $250 to $400 Weekly
    • villa
    • 2 bedrooms, 3 bathrooms, sleeps 4
  • /imagecache/rentals/jm/878f156d9bce36567fa56bd0ead0f3ca-90x90.png

    Cannon Cottage, Silver Sands 3BR

    Lovely 3 bedroom cottage with spectacular ocean views, only one minute walk away to the white sandy beach! New - WIRELESS internet access!SPECIAL DISCOUNT!Sept 20% discountOctober 20% discountNovember 10% discount..........for bookings of a week minimum or more.Cannon Cottage villa in Silver Sands, Jamaica is a wonderful, spacious 3 bedroom en suite villa with its tropical colours, distinctive art work and furnishings that are tasteful, stylish and one of a kind. Cannon Cottage, which boasts...

    • From $300 to $450 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/3cfd4ea6d1f4d3171b9fda5a51065f02-90x90.png

    Casuarina at Tryall, Montego Bay 4BR

    Casurina Villa is a divine luxury villa Jamaica that nestles among some of the finest homes in Montego Bay, Jamaica. Situated in the famous Tryall Club estate, the delightful four bedroom villa has been recently refurbished. All guests at Casurina have complimentary membership to the Tryall facilities. The beach is only a two minute golf ride away. The remarkably welcoming Casuarina Villa offers the most magical views of the Caribbean Sea from its prestigious vantage point on Barnes Hill....

    • From $1,299 to $2,597 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/e5af57d1e952ad82042a65f53a173f2f-90x90.png

    Charles-Earl, 2 br, Tryall Club 2BR

    Wonderful 2 bedroom suite - spacious living room, dining room and bedroom for luxury living! Amenities of the club at your door step! Charles-Earl Great House Suite is a charming 2-bedroom villa at Tryall Club. Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. These fabulous suites are luxury villas Jamaica that look out over the club's fabulous championship golf course to bewitching views of the sparkling Caribbean Sea. There...

    • From $429 to $1,414 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/955d2615346de7ca9481beefccaf9bd1-90x90.png

    Cielo at Tryall - Montego Bay 4BR

    4 luxury bedroom villa at the famous Tryall Club, expansive Caribbean Seaviews, wonderful and loyal staff!Cielo villa in Jamaica is perched high on Barnes Hill, providing a stunning and breathtaking view of the sloping manicured green lawns, the infinity pool and the vast expanse of the golf course at Tryall Club. The picturesque view of the sparkling Caribbean Sea from the Jamaica villas' verandah is completely mesmerizing!Cielo villa at Tryall is sophisticated, yet very comfortable,...

    • From $786 to $2,750 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/e00127ac120af71f6f214c6d6a268332-90x90.png

    Cliffside Cottage - Montego Bay 3BR

    Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay through the night. The mesmerizing sunsets and sunrises from the wrap-around verandah at Cliffside Cottage are spectacular. Cliffside Cottage has five delightfully decorated bedrooms, fully air-conditioned and...

    • From $710 to $1,929 Weekly
    • villa
    • 3 bedrooms, 5 bathrooms, sleeps 6
  • /imagecache/rentals/jm/7ce9c96d95eb27aba48bea5743d1e9b5-90x90.png

    Cliffside Cottage - Montego Bay 5BR

    Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay through the night. The mesmerizing sunsets and sunrises from the wrap-around verandah at Cliffside Cottage are spectacular. Cliffside Cottage has five delightfully decorated bedrooms, fully air-conditioned and...

    • From $925 to $1,929 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/4df25ae9c49fc91a768022cf00d06a67-90x90.png

    Clive House at Tryall - Montego Bay 4BR

    Deluxe 4 bedrooms, 4 bathrooms, spectacular oceansea views! Loyal staff, you will be pampered! Tryall Resort Membership. 5 minutes golf cart ride to the beach!Clive House at Tryall has the most impressive driveway, since it is situated on the Copper Ridge Drives' higher side. The spectacular hillside location makes the villa unique among Jamaica villas as the view from every section of the villa is absolutely breathtaking. In comparison to other villa rentals in Jamaica, Clive House is a...

    • From $643 to $1,736 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/83d454cc7a602dd57c151249a36894f7-90x90.png

    Coo Yah at Tryall - Vacation Rental

    Villa Coo Yah at the Tryall Club on Jamaica is a golfers paradise offering a prime location on the Tryall Clubs 13th and 14th greens in Montego Bay.Arrive by helicopter at the onsite heliport and find the tastefully decorated villa with furnishings and an upbeat color scheme that reflect the ambiance of the island. The living room features wood shuttered doorways that open wide to a covered verandah with golf course and water views. Vaulted ceilings and lazy ceiling fans augment the cooling...

    • From 1,231 to 3,520 CAD Weekly
    • house
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/9bdff9c071af8d5589d4adf3da4e62b0-90x90.png

    COOL RUNNINGS VILLA! LARGE POOL! FULLY STAFFED! GATED SECURE! Thomas House- 3

    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea!Wait! Why you should book this villa?You have found a villa that has:** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach!** Membership to for all guests staying at Thomas HouseROSE HALL BEACH MEMBERSHIP - ACCESS TO THIS WHITE SANDY BEACH 2 MINUTES DRIVE AWAY!Rose Hall Beach Club with a wonderful white sandy beach and a large swimming pool!Thomas House is one of the most...

    • From $550 to $1,929 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/a72787c3900b3d83a3c8daaa278b81ba-90x90.png

    COOL RUNNINGS VILLA! LARGE POOL! FULLY STAFFED! GATED SECURE! Thomas House- 4

    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea!Wait! Why you should book this villa?You have found a villa that has:** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach!** Membership to for all guests staying at Thomas HouseROSE HALL BEACH MEMBERSHIP - ACCESS TO THIS WHITE SANDY BEACH 2 MINUTES DRIVE AWAY!Rose Hall Beach Club with a wonderful white sandy beach and a large swimming pool!Thomas House is one of the most...

    • From $650 to $1,929 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/622897a6aefc69bad1d18beb362fd7b4-90x90.png

    COOL RUNNINGS VILLA! LARGE POOL! FULLY STAFFED! GATED SECURE! Thomas House- 5

    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea!Wait! Why you should book this villa?You have found a villa that has:** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach!** Membership to for all guests staying at Thomas HouseROSE HALL BEACH MEMBERSHIP - ACCESS TO THIS WHITE SANDY BEACH 2 MINUTES DRIVE AWAY!Rose Hall Beach Club with a wonderful white sandy beach and a large swimming pool!Thomas House is one of the most...

    • From $800 to $1,929 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/2e7cd3b027ed5a5c0efea4d32619519b-90x90.png

    COOL RUNNINGS VILLA! LARGE POOL! FULLY STAFFED! GATED SECURE! Thomas House- 6

    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea!Wait! Why you should book this villa?You have found a villa that has:** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach!** Membership to for all guests staying at Thomas HouseROSE HALL BEACH MEMBERSHIP - ACCESS TO THIS WHITE SANDY BEACH 2 MINUTES DRIVE AWAY!Rose Hall Beach Club with a wonderful white sandy beach and a large swimming pool!Thomas House is one of the most...

    • From $950 to $1,929 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/5c8a25b74acafe29dd65dfff26d9aa44-90x90.png

    COOL RUNNINGS VILLA! LARGE POOL! FULLY STAFFED! GATED SECURE! Thomas House- 7

    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea!Wait! Why you should book this villa?You have found a villa that has:** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach!** Membership to for all guests staying at Thomas HouseROSE HALL BEACH MEMBERSHIP - ACCESS TO THIS WHITE SANDY BEACH 2 MINUTES DRIVE AWAY!Rose Hall Beach Club with a wonderful white sandy beach and a large swimming pool!Thomas House is one of the most...

    • From $1,100 to $1,929 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/2040fe605ca54b7745816ed4c2db4588-90x90.png

    COUPLE'S RETREAT! BEACH CLUB! GYM! TENNIS! GOLF!-Mi Way-Tryall- 2 br 2BR

    Mi Way Villa is a TWO bedroom, double story Great House Tryall Villa. Great for Couples, honeymooners, young families.Mi Way Villa is a deluxe TWO bedroom at Tryall Club.- Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa Suites look out over the club's legendary championship golf course to bewitching views of the Caribbean Sea. There are four two-bedroom and nine one-bedroom air-conditioned Great...

    • From $470 to $1,414 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/462908b32f66fe7d5e476d8989359e1b-90x90.png

    COUPLE'S RETREAT! POOL! GYM! TENNIS! GOLF! Mirador, Tryall, 1 br 1BR

    Mirador is a deluxe one bedroom villa at Tryall Club's Great Houses Villas! Great for couples or honeymoon getaway!Mirador Villa is a deluxe 1 bedroom at Tryall Club.- Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa Suites look out over the club's legendary championship golf course to bewitching views of the Caribbean Sea. There are four two-bedroom and nine one-bedroom air-conditioned Great...

    • From $357 to $1,021 Weekly
    • villa
    • 1 bedroom, 1 bathroom, sleeps 2
  • /imagecache/rentals/jm/730b9f49210741b2e795f32e0462bfa0-90x90.png

    COUPLES RETREAT! BEACH ONLY! Nathan's Beachfront Villa, Ocho Rios 2BR

    Beautiful beachfront villa in Ocho Rios with 2 air conditioned bedrooms and 2 bathrooms.Living area walks out onto Veranda with Ocean view and direct beach access! What more could you want for rest and relaxation! Few minutes drive into the town of Ocho Rios and only 5 minutes drive to the famous Dunns River Falls! Your own cook / housekeeper to keep you pampered for your vacation! Features & Amenitiies Bedroom 1 - 1 Bamboo Queen Size bed Air...

    • From $500 to $600 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/3b959e8ba94cf256a0bea9e6f2634ef3-90x90.png

    ELEGANT! POOL! FULLY STAFFED! SEAVIEWS! NEAR BEACH!Kelso Villa 3BR

    Kelso Villa reflects the grand era of Jamaican colonial charm. With that wonderful plantation feeling, this 4 bedrooms plus children's room, 5 bathroom has spectacular views and access to 3 white sandy beaches nearby!Kelso Villa has one of the most spectacular views of the Caribbean Sea and district views of Silver Sands and Jamaica's north coast. This is a luxurious 4 bedroom PLUS children's room - villa which has charm and elegance shown in the living room, dining room -...

    • From $500 to $1,000 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/62dea56090e734a253459833aa246ec5-90x90.png

    ELEGANT! POOL! FULLY STAFFED! SEAVIEWS! NEAR BEACH!Kelso Villa 4BR

    Kelso Villa reflects the grand era of Jamaican colonial charm. With that wonderful plantation feeling, this 4 bedrooms plus children's room, 5 bathroom has spectacular views and access to 3 white sandy beaches nearby!Kelso Villa has one of the most spectacular views of the Caribbean Sea and district views of Silver Sands and Jamaica's north coast. This is a luxurious 4 bedroom PLUS children's room - villa which has charm and elegance shown in the living room, dining room -...

    • From $650 to $1,000 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/930e47da9c4ba8da35b7df8009602ee1-90x90.png

    Elysian Plain Luxury villa

    Aptly named Elysian Plain, the resting place of the Greek Gods, this spacious villa sits literally at the edge of the clear, blue Caribbean Sea. An abundantly comfortable villa with soft, chic lines and a distinct flair for Caribbean tradition reflected in its furnishings, Elysian Plain offers a memorable seaside retreat. Just steps away from the ocean and in their own private cottage are two king bedrooms fronting the shore. Be lulled to sleep by the rhythmic waves in these beautifully...

    • From $1,100 to $2,750 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/e3952c644a06c72061314861eb222086-90x90.png

    EXPANSIVE OCEAN VIEWS, SHORT STROLL TO BEACH! POOL! STAFF! 3 BR SOL MAR

    Sol Mar Villa is a delightful villa in Silver Sands offering three lovely bedrooms and three luxurious en suite bathrooms. This luxury villa Jamaica provides spectacular views of the sparkling Caribbean Sea and is just five minutes' walk to the pristine white sand beach of Silver Sands. The living room is quite spacious and has beautiful décor, dominated by the vibrant yellow walls, very comfortable sofas and lovely art work displayed on the walls. The fabrics and...

    • From $325 to $460 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/30c8c4bb3542d5a4d2eee9e7b0403972-90x90.png

    FAMILY OF 4! BEACH CLUB MEMBERSHIP! GYM! POOL! TENNIS! GOLF! Satisfy My Soul-2BR

    Satisfy My Soul Villa at the Tryall Club- TWO bedroom is perfect for couples, small families or honeymooners!Satisfy My Soul Villa is a deluxe 2 bedroom at Tryall Club.- Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa Suites look out over the club's legendary championship golf course to bewitching views of the Caribbean Sea. There are four two-bedroom and nine one-bedroom air-conditioned Great House...

    • From $429 to $1,414 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/3b8db170e2f12218ef390e451a61d382-90x90.png

    FAMILY VILLA! POOL! AFFORDABLE! WALK TO BEACH! Sun Villa, Ocho Rios 5BR

    Sun Villa is a lovely 3,000 square foot villa in Jamaica, located in the Old Fort Bay in the lively town of Ocho Rios. The beach is only five minutes' walk away, making this luxury villa Jamaica an excellent option for large families or groups of friends who want to be near the beach. Being located within the gated community, the villa enjoys 24-hour security. Sun Villa offers five fabulous and very spacious bedrooms with en suite bathrooms. Each bedroom has a television. The master...

    • From $650 to $857 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/daf18aa2882fa398075e407e97c20823-90x90.png

    FAMILY! BEACH CLUB! TENNIS! POOL! CHEF! GOLF! Haystack, Tryall 5BR

    Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brilliant views of the Caribbean Sea set the backdrop for this majestic villa, styled in British Colonial architecture. Enjoy the grandeur of Haystack, Tryall's newest and most spacious, deluxe 8 bedroom villa in Jamaica!Classic...

    • From $1,818 to $6,493 Weekly
    • villa
    • 5 bedrooms, 8 bathrooms, sleeps 10
  • /imagecache/rentals/jm/42dc1efb5b2d56562952100e8a909bef-90x90.png

    FAMOUS 7 MILE BEACH! CHEF! BUTLER! BEACH!!Idle Awile, Mango, 2 BR, Negril

    Mango - 2 Bedrooms, 2 bathrooms (Not beachfront but steps to the beach!) 2700 Sq. Ft + VerandahsPerfect for smaller families, Mango is a well-appointed, two-bedroom, two bathroom villa with lots of outdoor space. The living room features a plasma TV on the wall and ample room for everyone. The adjacent dining room looks out over the private garden. A king-size bedroom downstairs features a seating area, private veranda, and en-suite bath with a soaking tub. Upstairs, the...

    • From $600 to $800 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/a26412d47aca992fbf13f91184e1be83-90x90.png

    FAMOUS 7 MILE BEACH! CHEF! BUTLER! POOL! Idle Awile, Cottonwood, 5BR, Negril

    Cottonwood Villa 5 Bedrooms (Beachfront and Private pool!)A perfect retreat for large families, our five-bedroom Cottonwood Villa has a private swimming pool and covered outdoor living room overlooking the ocean. This exquisitely furnished villa features five bedrooms with king beds, en-suite bathrooms and private verandas, a fully equipped kitchen, living room, dining area and powder room. Max. occupancy: 10 guestsCotton - 5 Bedroom, 5 ½ bathrooms 5500 Sq. Ft +...

    • From $1,500 to $2,000 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/ddb89a169741773abeddbd226d68211d-90x90.png

    FULLY STAFFED! CHEF! POOL! LUXURY! Jus Paradise Golf Villa in Rose Hall 2BR

    The picture-perfect Jus' Paradise Golf Villa is very appropriately named! Located in the prestigious and gated Rose Hall residential complex, it is one of the very fine luxury villas Jamaica in the compound. Nestled on the lush hills of Rose Hall, the 3-bedroom villa is perfect for golf enthusiasts. The Jamaica villa lies in the midst of two famous golf courses, Cinnamon Hill and White Witch. Half Moon is at a five minutes' drive, while Montego Bay Convention Center is four minutes...

    • From $743 to $1,457 Weekly
    • villa
    • 2 bedrooms, 5 bathrooms, sleeps 4
  • /imagecache/rentals/jm/c05775293f4b0d62006b8a5d09bf9bf4-90x90.png

    FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 2BR

    6 bedroom villa located in the prestigious area of Springfarm, only 10 minutes from the airportSerendipity Villa is a magnificent Jamaica villa, located in the fashionable gated community of pristine Spring Farm in Montego Bay. The villa has been renovated recently, making it even more comfortable and elegant. The spectacular views from Serendipity Villa's every room, balcony or window are truly remarkable.** Beach membership at the Rose Hall Beach Club - only 2 minutes drive away or...

    • From $500 to $2,071 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/7f2d23b742dd051460cc8efe416db565-90x90.png

    FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 3BR

    6 bedroom villa located in the prestigious area of Springfarm, only 10 minutes from the airportSerendipity Villa is a magnificent Jamaica villa, located in the fashionable gated community of pristine Spring Farm in Montego Bay. The villa has been renovated recently, making it even more comfortable and elegant. The spectacular views from Serendipity Villa's every room, balcony or window are truly remarkable.** Beach membership at the Rose Hall Beach Club - only 2 minutes drive away or...

    • From $680 to $2,071 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/109dcf1f8f5e807116bfc6949c0196f4-90x90.png

    FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 5BR

    6 bedroom villa located in the prestigious area of Springfarm, only 10 minutes from the airportSerendipity Villa is a magnificent Jamaica villa, located in the fashionable gated community of pristine Spring Farm in Montego Bay. The villa has been renovated recently, making it even more comfortable and elegant. The spectacular views from Serendipity Villa's every room, balcony or window are truly remarkable.** Beach membership at the Rose Hall Beach Club - only 2 minutes drive away or...

    • From $960 to $2,071 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/fe4c28b4458b591bb9e727d07be8ebf1-90x90.png

    FULLY STAFFED! POOL! BUTLER! CHEF! BEACH CLUB! SEAVIEWS! Serendipity, 6BR

    6 bedroom villa located in the prestigious area of Springfarm, only 10 minutes from the airportSerendipity Villa is a magnificent Jamaica villa, located in the fashionable gated community of pristine Spring Farm in Montego Bay. The villa has been renovated recently, making it even more comfortable and elegant. The spectacular views from Serendipity Villa's every room, balcony or window are truly remarkable.** Beach membership at the Rose Hall Beach Club - only 2 minutes drive away or...

    • From $1,050 to $2,071 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/417e87e364085468469b4bcca4a61e10-90x90.png

    Hidden Bay - Travel Keys

    Not far from the historic town of Runaway Bay, lies a secret and secluded treasure, the Hidden Bay Villa. Breathtakingly elegant, this grand new property combines the best of traditional Jamaican architecture with the utmost in modern luxuries. Its rich wooden arches and carved accents perfectly compliment its light furnishings for a warm and cozy feel, though it's anything but small. The expansive main house is perfect for families and friends with four spectacular bedrooms, each with...

    • From $1,929 to $3,571 Weekly
    • villa
    • 6 bedrooms, 7 bathrooms, sleeps 12
  • /imagecache/rentals/jm/86ada46c7e3d53b2ecec5c83eee4769b-90x90.png

    Hillside Cottage - Montego Bay 4BR

    Unique to this villa is the complimentary Round Hill Resort Membership. Please read for the exclusive resort features for this villa.Hillside Cottage is one of the most fabulous luxury villas in Jamaica located on a lush green hillside that rises over the Caribbean Ocean. The Jamaican villa has a prime location that provides spectacular views of the surrounding landscape and is favored by refreshing trade winds. Hillside Cottage provides complete privacy, yet is literally just a few minutes...

    • From $929 to $2,143 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/e2fed29f5e77063070665181d5f3006e-90x90.png

    HONEY MOON! COUPLES! BEACH CLUB! TENNIS! GOLF! BEACH CLUB! HIibiscus Villa 1BR

    Hibiscus Great House Suite is a double story one bedroom villa. Great for couples and small families!Hibiscus Villa is a deluxe 1 bedroom at Tryall Club.- Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa Suites look out over the club's legendary championship golf course to bewitching views of the Caribbean Sea. There are four two-bedroom and nine one-bedroom air-conditioned Great House Villa...

    • From $357 to $1,021 Weekly
    • villa
    • 1 bedroom, 1 bathroom, sleeps 2
  • /imagecache/rentals/jm/de007ad59865ee8e3dd46083606aaace-90x90.png

    HONEY MOON! COUPLES! OWN COOK/HOUSEKEEPER! BEACHFRONT! Silver Pointe, 1BR

    Silver Pointe Villa is a charming, very romantic one-bedroom holiday home located in the lovely Silver Sands. The prime beach-front location is simply perfect! As the Jamaica villa is located on the swimming beach and jetty at Silver Sands, the natural beauty of the beach and the sparkling Caribbean Sea is right at the villa's doorstep. The luxury villa Jamaica is just right for a honeymoon couple or a small family, looking for a traditional beach holiday. The living room is very...

    • From $220 to $300 Weekly
    • villa
    • 1 bedroom, 1 bathroom, sleeps 2
  • /imagecache/rentals/jm/710e2c6ad3337f4e645daff1d4269e0d-90x90.png

    HONEYMOON VILLA! STEPS TO BEACH! OWN COOK! PERFECT COTTAGE! Sea Wyf Cottage, 1BR

    Sea Wyf is a beautiful luxury villa in Jamaica, located within the Silver Sands Estates, less than 50 yards of the white-sand beach of Silver Sands. The two-bedroom, two-bathroom villa is perfect for two couples or a small family. Being located within 50 yards of the beautiful white sand beach at Silver Sands, this villa in Jamaica offers the opportunity for a perfect Jamaican vacation within the safe environment offered by the gated community of Silver Sands. The two bedrooms at Sea Wyf are...

    • From $175 to $340 Weekly
    • villa
    • 1 bedroom, 2 bathrooms, sleeps 2
  • /imagecache/rentals/jm/ed437b084f22981e441a90704c5f8731-90x90.png

    Hummingbird House - Vacation Rental

    Villa Hummingbird House at the Tryall Club on Jamaica is a spectacular 14,000 square foot estate on four beautiful acres. This newly refurbished seven-bedroom villa features traditional English Colonial styling and outstanding interior design.Take advantage of the onsite heliport, then drive along the palm lined entrance to the exclusive Tryall Club and reach Hummingbird House atop Barnes Hill. Prepare to be awed by views of mountain greenery, lush tropical landscaping and the azure waters...

    • From 3,860 to 7,141 CAD Weekly
    • house
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/7547a3d0a4679e1a8db6b831de0a3756-90x90.png

    INFINITY POOL! LUXURY! CHEF! TENNIS! GOLF!Harmony Hill 7BR

    Stunning 7 bedroom, Premier rated villa - Brand New Villa! 15,000 aquare ft of Luxurious Living...the finest in Caribbean living, combining Jamaica's rich architectural tradition with today's modern amenities and service.The newest member to the Tryall Club; Harmony Hill is a private oasis offering the finest in Caribbean living, combining Jamaica's rich architectural tradition with today's modern amenities and service.Nestled over 350 feet above sea level on seven acres of...

    • From $2,857 to $5,584 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/b73d19420167f2b006f12f07dfedf29b-90x90.png

    JAMAICA'S SPECTACULAR! STAFFED! INFINITY! EXECUTIVE! FAMILY! Silent Waters - 5BR

    Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service. The excellent staff includes the head chef, assistant chef, butler, housekeepers, night watchman, maintenance supervisor, gardeners, marketing assistant and property manager … 14 in all. This property is 4.6 miles west of Montego Bay on the North Coast Road. Located on one of the...

    • From $2,320 to $5,490 Weekly
    • villa
    • 5 bedrooms, 6 bathrooms, sleeps 10
  • /imagecache/rentals/jm/431a6e6dc8b52d337897ae2ad6da1fcf-90x90.png

    JAMAICA'S SPECTACULAR! STAFFED! INFINITY! EXECUTIVE! FAMILY! Silent Waters - 6BR

    Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service. The excellent staff includes the head chef, assistant chef, butler, housekeepers, night watchman, maintenance supervisor, gardeners, marketing assistant and property manager … 14 in all. This property is 4.6 miles west of Montego Bay on the North Coast Road. Located on one of the...

    • From $3,106 to $6,276 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/2d0eb1a8b3be2c862dd0ac92478d0e66-90x90.png

    JAMAICA'S SPECTACULAR! STAFFED! INFINITY! EXECUTIVE! FAMILY! Silent Waters - 7BR

    Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service. The excellent staff includes the head chef, assistant chef, butler, housekeepers, night watchman, maintenance supervisor, gardeners, marketing assistant and property manager … 14 in all. This property is 4.6 miles west of Montego Bay on the North Coast Road. Located on one of the...

    • From $2,598 to $5,490 Weekly
    • villa
    • 7 bedrooms, 6 bathrooms, sleeps 14
  • /imagecache/rentals/jm/3936c4f3eb8ccd2fc1126c0446e69341-90x90.png

    Knockando - Travel Keys

    Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill.The origin of the name "Knockando" is a Gaelic term which refers to the distillery in Scotland which is renowned as the home of the finest single malt scotch in the world.The villa is a deluxe home located within the prestigious Round Hill Resort just outside of Montego Bay. The home offers...

    • From $1,279 to $3,336 Weekly
    • villa
    • 5 bedrooms, 6 bathrooms, sleeps 13
  • /imagecache/rentals/jm/5266fb7b65e48fbbff8f07026b2f0180-90x90.png

    LARGE MANSION! FAMILY REUNIONS! WEDDINGS! Dream Castle Villa, Montego Bay 6BR

    8 luxurious air conditioned bedrooms, infinity pool, 6 staff and only 15 minutes from the airport!Dream Castle Villa is a beautiful Jamaica villa that provides a relaxing and comfortable environment, luxurious surroundings, the finest staff and numerous other amenities available on the property. The villa has a private gate and offers incredible views of the sparkling Caribbean Sea and the fabulous Iron Shore Golf Course. The lovely gardens that surround the luxury villa Jamaica are planted...

    • From $855 to $2,429 Weekly
    • villa
    • 6 bedrooms, 8 bathrooms, sleeps 12
  • /imagecache/rentals/jm/89274ba1e6dddd92b3d584e7ab7347c6-90x90.png

    LARGE VILLA! LARGE SWIMMING POOL! BEACH MEMBERSHIP! FULLY STAFFED-Summerhill - 5

    Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is located in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living.Wait! Why you should book this villa?*** A first class Half Moon Club Beach and resort membership !(click) Keeping the kids busy at HALF MOON!Half Moon Resort Membership Benefits: One of Jamaica's most prestigious...

    • From $1,140 to $2,714 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/4b1170adbd5ab0cde050b0ed1cc0dd1e-90x90.png

    LARGE VILLA! LARGE SWIMMING POOL! BEACH MEMBERSHIP! FULLY STAFFED-Summerhill - 6

    Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is located in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living.Wait! Why you should book this villa?*** A first class Half Moon Club Beach and resort membership !(click) Keeping the kids busy at HALF MOON!Half Moon Resort Membership Benefits: One of Jamaica's most prestigious...

    • From $1,285 to $2,714 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/74330f88d39425fdbebe9eab381601e6-90x90.png

    Little Palm Luxury villa

    Tryall's only two bedroom estate villa, Little Palm lives large nestled amidst an acre of garden on the 17th fairway and a short walk or quick golf car ride to the beach. Two large bedroom suites, grand entry hall, private pool, indoor outdoor lounges, and experienced staff, including private chef, are some of the features that ensure guests enjoy a luxurious and memorable holiday.A favourite of honeymooners, this spacious yet intimate hideaway is also the choice for couples, small...

    • From $585 to $1,689 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/6881f474b38c854dcd6166313fe9c0c0-90x90.png

    LIVING LARGE LUXURY! BEACH MEMBERSHIP! GYM! TENNIS! GOLF! STAFF! Sundance 5BR

    Sundance Villa in Tryall, Montego Bay is a traditional Palladian style Jamaica villa, located on two acres of beautifully landscaped gardens. Completed in 2006, the spectacular 6,000 square feet villa is positioned off Mahogany Drive, offering picturesque views of the sparkling Caribbean Sea. The luxurious Sundance Villa is characterized by antique brick and Italian tiled terraces, lovely pathways and widespread planted spaces, all creating a magnificent setting for this beautiful villa....

    • From $1,558 to $3,571 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/498adbc0b9b6f42542192fd53868df28-90x90.png

    LUXURY VILLA! CHEF! POOL! FULLY STAFFED! TENNIS! GOLF! GYM! BEACHJubilation, 6BR

    Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four poster beds and uniquely crafted local wood carvings. With its soaring ceilings and cool travertine floors there is a warm and welcoming old world feel that will make it your home away from home. A comfortable getaway where friends and family of all ages can...

    • From $2,078 to $5,000 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/00ddd6a52432a7b380b0b05a45910290-90x90.png

    LUXURY VILLA! FULLY STAFFED! BEACH CLUB! TENNIS! GOLF! GYM! KIDS Sugar Hill, 5BR

    Brand new PREMIER villa in the exclusive Tryall Club! Seven+ Bedrooms with fantastic views! Deluxe furnishings! Over 12,000 square feet premier villa!Sugar Hill is a brand new PREMIER villa. Seven luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living room opens up to the views of the large swimming pool, and the grand views of the Tryall club Golf course and Caribbean seaviews. SUGAR HILL is an elegant new 7-bedroom island home privately perched...

    • From $2,727 to $4,545 Weekly
    • villa
    • 5 bedrooms, 7 bathrooms, sleeps 10
  • /imagecache/rentals/jm/c26acf1dac1266011dbf1abc563c9c10-90x90.png

    LUXURY VILLA! FULLY STAFFED! POOL! GOLF! SECURITY! Golden Castle Villa 7BR

    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic Cinnamon Hill Golf Course, this sprawling new villa provides breath-taking views of the Caribbean Sea, which can be enjoyed from any of our twelve (12) beautifully appointed bedrooms.Wait! Why you...

    • From $2,248 to $3,043 Weekly
    • villa
    • 7 bedrooms, 12 bathrooms, sleeps 14
  • /imagecache/rentals/jm/4eab322446ba1bcc2bd36bd3d4eb94b3-90x90.png

    LUXURY! BUTLER SERVICE! GYM! GOLF! 2 POOLS! BEACH CLUB!TENNIS! Rose Cottage, 5BR

    Rose Cottage is a fabulous new villa in Tryall, perched dramatically on a plateau, offering extraordinary views of the surrounding mountains and ocean waters. The traditional Jamaican styled luxury villa Jamaica was designed by Nancy D. Maffasanti. The décor is elegant and influenced by Asian, Jamaican and European lifestyles. Being very elegant, yet comfortable, the Jamaica villa is designed to be enjoyed. Rose Cottage has two large swimming pools and is surrounded by expansive...

    • From $2,338 to $5,000 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/f80beca3a5b0a04dbeae715e12d72c2a-90x90.png

    LUXURY! BUTLER SERVICE! GYM! GOLF! 2 POOLS! BEACH CLUB!TENNIS! Rose Cottage, 6BR

    Rose Cottage is a fabulous new villa in Tryall, perched dramatically on a plateau, offering extraordinary views of the surrounding mountains and ocean waters. The traditional Jamaican styled luxury villa Jamaica was designed by Nancy D. Maffasanti. The décor is elegant and influenced by Asian, Jamaican and European lifestyles. Being very elegant, yet comfortable, the Jamaica villa is designed to be enjoyed.Rose Cottage has two large swimming pools and is surrounded by expansive...

    • From $2,338 to $4,546 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/4c6746fe276a3a84eb20c1e366db415b-90x90.png

    LUXURY! CHEF! BUTLER! GOLF! POOL! BEACH CLUB! Following Seas, 5BR

    Following Seas at the Tryall Club is a fabulous private villa in Montego Bay, with premier rating among villa rentals in Jamaica. The 8,000 square foot villa has recently been renovated with tasteful décor, thoughtful amenities and every imaginable comfort. The villa's architecture is classic Jamaican, with all the rooms opening wide into the gardens, typical for a tropical lifestyle. The six bedroom villa is located on seven acres of beautifully landscaped gardens at the...

    • From $2,922 to $6,250 Weekly
    • villa
    • 5 bedrooms, 6 bathrooms, sleeps 10
  • /imagecache/rentals/jm/8f9be21e326fb59f5f163dbd5790f302-90x90.png

    LUXURY! CHEF! POOL! GOLF! TENNIS! BEACH CLUB! Haystack, Tryall, Montego Bay 6BR

    Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brilliant views of the Caribbean Sea set the backdrop for this majestic villa, styled in British Colonial architecture. Enjoy the grandeur of Haystack, Tryall's newest and most spacious, deluxe 8 bedroom villa in Jamaica!Classic...

    • From $2,208 to $6,493 Weekly
    • villa
    • 6 bedrooms, 8 bathrooms, sleeps 12
  • /imagecache/rentals/jm/0908185f387d6302f47c758cefc40046-90x90.png

    LUXURY! FULLY STAFFED! GOLF! TENNIS! BEACH CLUB! Following Seas, Tryall 4BR

    Following Seas at the Tryall Club is a fabulous private villa in Montego Bay, with premier rating among villa rentals in Jamaica. The 8,000 square foot villa has recently been renovated with tasteful décor, thoughtful amenities and every imaginable comfort. The villa's architecture is classic Jamaican, with all the rooms opening wide into the gardens, typical for a tropical lifestyle. The six bedroom villa is located on seven acres of beautifully landscaped gardens at the...

    • From $2,922 to $6,250 Weekly
    • villa
    • 4 bedrooms, 6 bathrooms, sleeps 8
  • /imagecache/rentals/jm/e480cd0a0a90784f2985dd16228c65c6-90x90.png

    MODERN LUXURY! BEACH CLUB! GYM! TENNIS! GOLF! FULLY STAFFED! Villa Lolita, 3BR

    Villa Lolita is a very magnificent luxury villa Jamaica located within the gated community of the renowned Tryall Club. Apart from being one of the newest and most spectacular villas at Tryall, the Jamaica villa also offers impressive views of the sparkling Caribbean Sea. The 14,000 square feet dramatically designed newly constructed villa was built in the fall of 2008. Villa Lolita is an elegant sanctuary in a breathtaking setting. The five bedrooms home nestles in a hillside on four...

    • From $1,818 to $3,896 Weekly
    • villa
    • 3 bedrooms, 5 bathrooms, sleeps 6
  • /imagecache/rentals/jm/76ebf11f46bb1f41cb317276b6cd1433-90x90.png

    MODERN LUXURY! CHEF! BUTLER! INFINITY POOL! TENNIS! GOLF! Hummingbird House 5BR

    7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beachHummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms! Hummingbird House is one of the finest villas located within the world renowned Tryall Club estate. Located on four acres of lovely gardens on the prestigious Barnes Hill, the 14,000 square feet of residential area offers magnificent views of the Tryall greens and the sparkling Caribbean Sea from every common area and...

    • From $2,857 to $5,714 Weekly
    • villa
    • 5 bedrooms, 7 bathrooms, sleeps 10
  • /imagecache/rentals/jm/b269ad77eeaac9e225cc6ffc5e91d081-90x90.png

    OCEAN VIEWS! STAFF! POOL! TENNIS! GOLF!Eve Song, Tryall - Montego Bay 4BR

    4 bedroom, 4 bathroom,. spectacular views to the sea and golf course! Tryall Resort Membership. 4 minutes golf cart ride to the white sandy beach!Eve Song in Montego Bay is one of the very enchanting luxury villas in Jamaica that everyone falls in love with the moment they enter the beautiful driveway, lined with twisted trunks and enticing greenery.The entrance to Eve Song is inconspicuous but opens into a fascinating foyer that overlooks a two-storey drawing room. Light floods the room...

    • From $643 to $1,736 Weekly
    • villa
    • 4 bedrooms, 5 bathrooms, sleeps 8
  • /imagecache/rentals/jm/961e3dc2631cb4db6b5385fa59333efe-90x90.png

    Pineapple House Luxury villa

    Pineapple House is nestled on the brow of Copperwood Ridge, overlooking an extensive portion of the Tryall Club 18 hole golf course and with 180 degree views of the Caribbean Sea. It is within easy walking distance of the Great House, gym and tennis courts, massage center and a short ride by the villa's complimentary golf cart to the legendary Tryall Golf Course and the beach.Extensively renovated in 2013, it has been transformed into a new villa on dual levels, with hints of Caribbean...

    • From $1,949 to $5,000 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/43ad5b440e57fcf31d8e0f6fcc052ec8-90x90.png

    POOL! BEACH CLUB! TENNIS! GOLF! STAFF-Folly - Montego Bay 4BR

    Tryall Resort Membership. Spacious 4 bedroom villa with large grassy areas.Folly Villa at Tryall is a lovely four bedroom villa set in the midst of three acres of beautifully landscaped lawns. The villa in Jamaica provides a fantastic view of the glittering Caribbean Sea and Montego Bay. Unique specimen trees are the most prominent feature of the gardens. A reflecting pool and Moorish fountain beautify the entry courtyard. Folly Villa is situated on Barnes Hill Road, one of the original...

    • From $643 to $1,736 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/ca1c6c809ccbcfc038eaa0882888ba32-90x90.png

    POOL! FULLY STAFFED! AFFORDABLE! Island Breeze - Montego Bay 3BR

    Contemporary Villa at a very affordable price! 3 bedroom, 3 bathroom villa with private swimming pool, all the conveniences of home! Complimentary airport transfer!Located in Jamaica's magnificent Ironshore Resort Estate at Montego Bay, Island Breeze Villa has a beautiful panoramic view of the Caribbean.Located 15 minutes from the center of activity in Montego Bay, Island Breeze Villa has a beautiful panoramic view of the Caribbean. Located in magnificent Ironshore Estates, this...

    • From $286 to $429 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/64a004bf5b09195807f56f66c37ff134-90x90.png

    PREMIER VILLA! BEACH CLUB! TENNIS! GYM! CHEF! BUTLER! POOL! Overlook, 5BR

    Overlook Villa is one of the most fabulous and latest additions to Tryall's extravagant villa collection in Montego Bay. The luxury villa Jamaica offers spectacular views of the sparkling Caribbean Sea and the famous Tryall Golf Course. Previously Fern Hill Villa, Overlook Villa was completed in November 2006. Located on one of the major sites at Tryall, this fantastic villa in Jamaica is very conveniently located within walking distance to the Great House, gym and tennis courts at...

    • From $1,558 to $3,571 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/a402ebfd2b2ea976868704f7f011ab01-90x90.png

    Round Hill Villa 22

    Does a garden villa in a luxurious tropical setting appeal to you? If so, the delightful Round Hill Villa 22 awaits. Part of the historic Round Hill resort in the Montego Bay area of Jamaica, this delightful, two-bedroom villa is one of the original gems and features iconic island style and design. White painted verandahs with rattan furnishings and tropical printed textiles gaze out to the sea and the gardens. Mature gardens full of bold orange, yellow and fuchsia hues appear wherever you...

    • From 785 to 3,643 CAD Weekly
    • house
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/8d0429704817d5c7637f9051a206815e-90x90.png

    Round House Luxury villa

    Located on a brow of Copperwood Ridge, Round House is an easy walk to Tryall's world class tennis courts, its gym, spa and other amenities, and a three minute ride by the villa's complimentary golf cart to the championship Tryall Golf Course and private beach.Designed on two levels, the house is built in a classic Caribbean style with wide verandas and lofty cathedral ceilings. Interior spaces are warm and inviting with furnishings that combine rich Jamaican heritage with elegant...

    • From $2,143 to $2,598 Weekly
    • villa
    • 8 bedrooms, 8 bathrooms, sleeps 16
  • /imagecache/rentals/jm/ca18b816c1b28fc67a9a35d1d1d33065-90x90.png

    San Cove, Blue Lagoon, Port Antonio 4BR

    San Cove Villa is an exquisite luxury villa Jamaica, located on the waters of the lovely Blue Lagoon Villa, a short swim to Pellou or Monkey Island. The exquisite, fully renovated four-bedroom San Cove Villa has three bedrooms on the first floor and one at sea level. All bedrooms are air-conditioned and have en suite bathrooms, except one. The master bedroom at this lovely villa in Jamaica is furnished with a king-sized bed, while the other three bedrooms have queen-sized beds. The living...

    • From $1,000 to $1,143 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/2c6e248d8ffc3beeda2c4e6b50ca2f5f-90x90.png

    Sea Salt - Tryall - Travel Keys

    If you are inspired by the ocean and all that is associated with the marine world, this remarkable villa that stands in over five acres of gardens on Mahogany Drive will be a balm to your soul. From the elevated situation there are far reaching sea views across the valley to Sandy Bay and towards Negril and eastwards to Round Hill and Montego Bay. There is too a definite discernible hint of sea salt carried on the breeze.Sea Salt is a celebration of living life in the tropics and a place...

    • From $1,949 to $3,896 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/a65f1ea03a8a6352761e88b8953e45d7-90x90.png

    Sea Spray 50 Steps to the Sea, COOK, POOL! BEACH! AFFORDABLE! FAMILY!, 3 BR

    Sea Spray Villa...Just 50 Steps To The Sea is a wonderful 3 bedroom casual villa rental in Jamaica, located within the gated community of the beautiful Silver Sands. The breathtaking sandy beach of Silver Sands, protected by coral reef, lies midway between Montego Bay and Ocho Rios. The villa is situated 27 miles east of the Montego Bay Airport and offers an affordable Jamaican vacation! One of the most charming 3 bedroom villas in Silver sands with only 40 meters to the beach!! Step out of...

    • From $359 to $469 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/50a9c3addf17c1084d7b845ea8fab733-90x90.png

    Seaclusion - Tryall Club

    Those who have read "Rebecca" by Daphne du Maurier wistfully imagine themselves being at Manderley, running through the rooms, out of the doors, through the garden and into the sea. Seaclusion offers a twenty-first century experience of being able to do just this but in an environment that is simply inspirational in its celebration of the ocean, the sky and modern Jamaican creativity and craftsmanship.Occupying three acres of oceanfront with a private beach this utterly bewitching...

    • From $3,701 to $6,494 Weekly
    • villa
    • 7 bedrooms, 8 bathrooms, sleeps 14
  • /imagecache/rentals/jm/581565c52a42211960009de914c4e6c7-90x90.png

    Seaclusion Luxury villa

    Seaclusion is a home that has been built for a family and for families to enjoy. It offers a continuous flow of open space, lofty ceilings that circulate the air thereby rarely needing an air-conditioner to be switched on and yet a configuration of bedrooms that provide privacy as well as space to retreat and hide.There is something classically Grecian about this home which begins from the moment you approach the tall entrance; white rendering, off-white natural stone flooring and straight...

    • From $3,701 to $6,494 Weekly
    • villa
    • 7 bedrooms, 8 bathrooms, sleeps 14
  • /imagecache/rentals/jm/f6dd3c916f3d6b45a2dfe901fd9d425b-90x90.png

    Seaspray - Tryall Club

    Seaspray is a deluxe oceanfront villa that is within a short walk of Tryall's Beach Club. Seaspray's shady courtyard entrance leads to an inviting living room with a covered dining terrace that opens to the pool deck. This idyllic setting sets a splendid tone for invigorating days in the sun and sea. The rush of wind and gently breaking tide create a welcome lull as you enjoy the delightful cove in which Seaspray rests.This seaside cottage is radiant with Jamaican touches from its...

    • From $786 to $2,071 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/72ab8ceabe7dd2edb0e5217af8b20662-90x90.png

    Serendipity - Jamaica

    Serendipity (formerly Ladywood villa) is nestled in the lush hillside above the golf course of the Half Moon Resort and offers 180 degree panoramic views of the sparkling Caribbean.  A spacious home, it is an excellent  choice for families and large groups.  Built on two floors, the villa offers several spacious living areas, six bedrooms and baths and a large private pool. The interiors feature rattan, wicker and tropical fabrics. Two of the bedrooms are...

    • From $1,050 to $2,071 Weekly
    • villa
    • 6 bedrooms, 8 bathrooms, sleeps 12
  • /imagecache/rentals/jm/6b3979ecaa17eb4189a4b9a8ea4612f4-90x90.png

    SHORT WALK TO BEACH! STAFFED! POOL! GATED! Windjammer, Silver Sands 3BR

    Windjammer Villa is a delightful villa rental in Jamaica located within the gated community in the prestigious Silver Sands Resort. The incredible sandy beach of Silver Sands lies midway between Montego Bay and Ocho Rios. This villa is situated at a 30 minutes' drive from Montego Bay Airport! Only two minutes' walk to the beach! The spacious four bedroom luxury villa Jamaica can comfortably accommodate up to eight persons. The fabulous Windjammer Villa has a lovely exterior with...

    • From $325 to $557 Weekly
    • villa
    • 3 bedrooms, 4 bathrooms, sleeps 6
  • /imagecache/rentals/jm/d150c69b5150bd5f336b9bf49ccf9268-90x90.png

    SPECTACULAR MODERN VILLA, PRIVATE POOL! STAFF!Destiny Villa- Montego Bay 5BR

    One of the finest private residences in the Caribbean. 2 infinity swimming pools! Spectacular views of the Caribbean Sea, One of our favorites!!! Absolutely Glamorous 5 bedroom villa!MORE ABOUT DESTINY VILLA, MONTEGO BAY:Destiny Villa in Montego Bay offers some of the most spectacular views of the sparkling Caribbean Sea, the densely wooded great river valley, dramatic mountains and Montego Bay. The villa itself has the most dramatic architecture, beautifully landscaped gardens, lovely...

    • From $2,429 to $4,286 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/e837c4fa853ca078171208e6a4ab298f-90x90.png

    SPECTACULAR VIEWS! BEACH CLUB! GOLF! TENNIS! Hummingbird House, 6BR

    7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beach.Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms! Hummingbird House is one of the finest villas located within the world renowned Tryall Club estate. Located on four acres of lovely gardens on the prestigious Barnes Hill, the 14,000 square feet of residential area offers magnificent views of the Tryall greens and the sparkling Caribbean Sea from every common area and...

    • From $2,857 to $5,714 Weekly
    • villa
    • 6 bedrooms, 7 bathrooms, sleeps 12
  • /imagecache/rentals/jm/c3deb73a6cdf44e7d9a2daec51693809-90x90.png

    SPECTACULAR VIEWS! BEACH MEMBERSHIP! STAFF! POOL! Goat Hill - Montego Bay 3BR

    Amazing views day and night. Complimentary Round Hill beach resort membership. Newly refurbished. Excellent staff!Special Offers*SUMMER/FALL SPECIAL* Stay for 7 nights pay for 5 (Selected dates only- check with us!)$7,000 reduced to only $5,000/wk !!! (3 bedroom rate only) Wait! Why you should book this villa?You have found a villa that has:** A Round Hill Resort and Beach Club membership!MORE ABOUT GOAT HILL VILLA, MONTEGO BAY:NEW RENOVATIONS now completed!-+ Deluxe 3 bedroom, 3 bathroom...

    • From $1,000 to $2,143 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/60859fea04d5f19cdefc9b35d1355a98-90x90.png

    SPECTACULAR VIEWS! POOL! CHEF! BUTLER! GOLF! TENNIS! BEACH!Hummingbird House 7BR

    7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beach.Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms! Hummingbird House is one of the finest villas located within the world renowned Tryall Club estate. Located on four acres of lovely gardens on the prestigious Barnes Hill, the 14,000 square feet of residential area offers magnificent views of the Tryall greens and the sparkling Caribbean Sea from every common area and...

    • From $2,857 to $5,714 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/c3ca702d3aca334d571ddcbc4215e2b5-90x90.png

    SPECTACULAR VIEWS! POOL! STAFF! TENNIS! MONTEGO BAY!-Windsong - 4BR

    Unique to this villa is the complimentary Round Hill Resort Membership. Please read for the exclusive resort features for this villa.Windsong Villa is one of the most beautiful luxury villas Jamaica, located splendidly on three acres of lush green landscape. A fantastic courtyard, divine fountains and a beautifully landscaped lawn, form a lovely indoor garden. The pool side of this fabulous Jamaica villa offers spectacular views of the sparkling Caribbean Sea and the most perfect sunsets....

    • From $1,000 to $1,843 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/02dc7c2b647c72f03b12290b05e010de-90x90.png

    STROLL TO A WHILE SANDY BEACH! COOK! BUTLER! FAMILY!Pineapple,Silver Sands- 5BR

    Pineapple Villa 1 is a luxurious and comfortable villa rental in Jamaica. The seven bedroom villa offers all the facilities needed to make a vacation unforgettable. This Jamaica villa is only a short 3 minute walk to Silver Sand's white sandy beach. Silver Sands is a beautiful jewel in Jamaica, located approximately 60 minutes from the Montego Bay airport. It is this special community of wonderful villas that shares one of Jamaica's most beautiful white sandy beaches. The open plan...

    • From $785 to $1,143 Weekly
    • villa
    • 5 bedrooms, 7 bathrooms, sleeps 10
  • /imagecache/rentals/jm/f46bae7a78effa91da1849fd99b6a37c-90x90.png

    STROLL TO A WHILE SANDY BEACH! COOK! BUTLER! FAMILY-Pineapple, Silver Sands 7BR

    Pineapple Villa 1 is a luxurious and comfortable villa rental in Jamaica. The seven bedroom villa offers all the facilities needed to make a vacation unforgettable. This Jamaica villa is only a short 3 minute walk to Silver Sand's white sandy beach. Silver Sands is a beautiful jewel in Jamaica, located approximately 60 minutes from the Montego Bay airport. It is this special community of wonderful villas that shares one of Jamaica's most beautiful white sandy beaches. The open plan...

    • From $925 to $1,143 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/77531ddcae14e3561fbf752eedb110b1-90x90.png

    The Charles and the Earl

    With over 2 500 square feet of living space, the Charles, the Earl is the largest of the two bedroom condominium suites and offers spectacular views and a spacious patio.Located within the great house Villas, many facilities such as tennis, the Tryall shops, gym and Kid's Club are within easy walking distance. The golf course is a short ride away with the villa golf cart. Upon entering the villa, a lovely painting which depicts the vibrant rhythm of Caribbean life welcomes guests and...

    • From $429 to $1,390 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/5ce82697ac91f2c3c0be462edcc92624-90x90.png

    ULTIMATE LUXURY! BEACH CLUB! TENNIS! GOLF! GYM! CHEF! BUTLER! Twin Palms, 6BR

    One of Jamaica's most Super Deluxe Villas! Brand new and GLAMOROUS! Tryall Resort Membership. Please read for the exclusive resort features for this villa.Twin Palms in Tryall is possibly the most remarkable achievement in design and architecture in the Caribbean in several decades. Regal and royal, the 12,000 square foot private Jamaica villa located near Montego Bay could qualify for a king's residence. Twin Palms Villa can accommodate friends and family in superb style and...

    • From $3,506 to $5,195 Weekly
    • villa
    • 6 bedrooms, 7 bathrooms, sleeps 12
  • /imagecache/rentals/jm/93a20c6d8b509fcf9ea59aafd9dd7117-90x90.png

    ULTIMATE LUXURY! BUTLER! CHEF! BEACH MEMBERSHIP! Flower Hill Villa- 5BR

    One of the most luxirous villas in Jamaica, with 5+ bedrooms and suites, Flower Hill is an amazing new villa located in Spring Farm. Flower Hill is an 18,000 sq. ft. luxurious villa with panoramic views of the sea, 3 bars, a spa, games room, home theatre, fully equipped gym and a magnificent infinity pool with waterfall and jacuzzi. It has 5 bedrooms, 4 sitting rooms and 14 bathrooms and can accommodate up to 18 persons by turning sitting rooms into bedrooms (ensuite bathrooms with showers)...

    • From $2,857 to $5,715 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/684c42081e4ea7d0c6339fd28d1b452d-90x90.png

    ULTIMATE LUXURY! CHEF! BUTLER! POOL! SECURITY!Flower Hill Villa, Montego Bay 4BR

    One of the most luxirous villas in Jamaica, with 5+ bedrooms and suites, Flower Hill is an amazing new villa located in Spring Farm. Flower Hill is an 18,000 sq. ft. luxurious villa with panoramic views of the sea, 3 bars, a spa, games room, home theatre, fully equipped gym and a magnificent infinity pool with waterfall and jacuzzi. It has 5 bedrooms, 4 sitting rooms and 14 bathrooms and can accommodate up to 18 persons by turning sitting rooms into bedrooms (ensuite bathrooms with showers)...

    • From $2,857 to $5,715 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/36dc5614fbf0f4dc0fc664e5cf01df0d-90x90.png

    ULTIMATE MODERN LUXURY! FULLY STAFFED! TENNIS! GOLF! BEACH! Hanover Grange, 9BR

    One of the most spectacular luxury villas in Jamaica! 15,000 sq ft. of luxury! Contemporary and spacious, a villa with WOW FACTOR! Elegant with first class service. You will be impressed!*9 bedrooms, 9 bathrooms (can be rented as a 6,7,8 or 9 br)* Large wrap-around verandah* Alfresco dining area* Dining room with dining table for up to 30* Swimming pool with childrens' pool* Family TV room with DVD library* Air conditioning and ceiling fans* Wifi and internet access* Integrated music...

    • From $3,052 to $7,143 Weekly
    • villa
    • 9 bedrooms, 9 bathrooms, sleeps 18
  • /imagecache/rentals/jm/5d490c793b9e3b9863543a63bb5a0f2f-90x90.png

    Villa Janus - Travel Keys

    Villa Janus is located on the highest point at the exclusive Round Hill Resort. The home provides exceptional panoramic views of the Caribbean.An stunning home, the villa was named for the Roman God "Janus" who was the God of entrances, doors as well as endings. Janus was represented by a double faced head with each looking in an opposing direction. Aptly named, the villa features extraordinary views both east and west so that both sunrises and sunsets are spectacular. Janus is...

    • From $1,500 to $3,571 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/81ca5796e8b211beebb35de5fde268a6-90x90.png

    Villa Stella Luxury villa

    This stunning villa, offers breathtaking views of the Caribbean Sea and the Tryall Club estate. Stylish interiors, attention to details, travertine marble, wooden floors and a gorgeous terrace with over sized swimming pool and deck overlooking the sea make Villa Stella one of the most sought after properties at Tryall Club.The spectacular entrance and spacious living room also overlook the coastline and boast: built in bar, stereo system and a covered terrace that wraps around the house...

    • From $1,559 to $3,247 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/64434f4233b28de4d9673ad2de88a332-90x90.png

    Villa Stella, Tryall - Montego Bay 5BR

    5 bedrooms, 5 bathrooms - Premier rated villa (the highest rateing within the Tryall Club!Tryall Resort Membership. Exclusive resort features for this villa. Villa Stella is one of the most stunning villas in Jamaica, located on the gorgeous white sand beach and the sparkling blue Caribbean Sea. Being situated within the renowned 2,200 acre Tryall Club Resort, the Jamaica villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea. A superb...

    • From $1,948 to $4,286 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/107fba839911831969279158b4608ba4-90x90.png

    Vista del Mar Luxury villa

    Aptly named for the glorious views of the ocean, this villa's elegant interiors and beautiful location delivers timeless comfort.At almost the peak of Barnes Hill, Vista del Mar exhibits traditional Caribbean architecture with vaulted ceilings and floor to ceiling mahogany louvered windows throughout. The design is enhanced with charming living pavilions and topically inspired furnishings and decoration. The master suite has a king-sized bed and the two guest bedrooms each have twin beds...

    • From $1,039 to $2,208 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/9e986cfb6d6143beae0fc44dabb78acd-90x90.png

    Viviana, Tryall, Montego Bay 6BR

    Annabelle-Viviana Villa is one of Tryall's newest luxury deluxe editions located in the picturesque Montego Bay. The brand new Tryall villa is a glamorous mansion with Tryall club facilities for all guests.The very luxurious interiors and magnificent views offered by this villa rental in Jamaica are remarkable! This spectacular mansion offers only the best quality furnishings and fixtures.The six luxurious bedrooms at Annabelle-Viviana Villa are very spacious and have very elegant...

    • From $1,714 to $3,896 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/764879541e055a51601c0ff30db9bbd5-90x90.png

    WALK TO BEACH IN MINUTES! COOK/MAID! POOL! CASUAL JAMAICA -Miss Ps Place- 2BR

    Only 2 minutes' walk to beach! 3 bedrooms, 2 bathrooms. Capture the sea views from all bedrooms and living areas! Affordable Jamaican vacation with all the comforts of home!Miss P's Place is a lovely 3 bedroom, 2 bathroom villa rental in Jamaica. Positioned on the hillside overlooking the fabulous Silver Sands Bay, the fantastic Jamaica villa is less than two minutes' walk to the beach. This is a luxurious villa in Jamaica, with a very accommodating staff in a secure, gated...

    • From $305 to $536 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/bf2307a0989b25f8b2b32fa88381bd6a-90x90.png

    WALK TO BEACH IN MINUTES! COOK/MAID! POOL! CASUAL JAMAICA -Miss Ps Place- 3BR

    Only 2 minutes' walk to beach! 3 bedrooms, 2 bathrooms. Capture the sea views from all bedrooms and living areas! Affordable Jamaican vacation with all the comforts of home!Miss P s Place is a lovely 3 bedroom, 2 bathroom villa rental in Jamaica. Positioned on the hillside overlooking the fabulous Silver Sands Bay, the fantastic Jamaica villa is less than two minutes walk to the beach. This is a luxurious villa in Jamaica, with a very accommodating staff in a secure, gated international...

    • From $335 to $536 Weekly
    • villa
    • 3 bedrooms, 2 bathrooms, sleeps 6
  • /imagecache/rentals/jm/2daaa59bac50d552ff14cef77011ed71-90x90.png

    WATERFRONT BALINESE STYLE! POOL! STAFF! SUNSETS! Little Waters Negril 3BR

    Waterfront on the cliffs, Balinese style, modern design, secluded, tranquil environment. Modern luxury waterfront villa, butler service!Little Waters Villa is a very sophisticated and exclusive private villa that nestles on the cliff side at the western most point in Jamaica. The newest addition to Negril's villa rentals in Jamaica offers its guests an uninterrupted picturesque view of the setting sun. The Jamaica villa has been architecturally designed to offer visitors a secluded,...

    • From $800 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/3b7524517edcac0e9e67ded4fa317619-90x90.png

    WATERFRONT LUXURY! CHEF! BUTLER! KAYAKS! 2 POOLS! TENNIS! Golden Clouds 11BR

    Situated on a picturesque banana port village of Oracabessa, 15 minutes from Ocho Rios - a luxurious, 6 acre estate, gated and private. Waterfront villa!Golden Clouds Villa is a luxurious estate located on the northern coast of Jamaica, in the picturesque banana port village of Oracabessa and is only at a fifteen minute drive from Ocho Rios. The ocean front Jamaica villa is surrounded by six acres of beautifully landscaped gardens and lawns. The nine suite villa overlooks a spectacular white...

    • From $2,071 to $3,429 Weekly
    • villa
    • 11 bedrooms, 11 bathrooms, sleeps 22
  • /imagecache/rentals/jm/afad34ddfd43f2b359638deef5e3265c-90x90.png

    WATERFRONT LUXURY! CHEF! POOL! BE SPOILED!Kai Kala, Ocho Rios 5BR

    10 bedroom villa in Ocho Rios, Waterfront Spectacular!! Only 5 minutes to town and activities!Own private full tennis court!Kai Kala property is spectacular waterfront private villa compound with 4 unique villas for a total of 10 bedrooms set in 2 ½ acres of fruit trees and flowers, on a cliff overlooking the sea.The property is composed of the one bedroom Hideaway Cottage, right on the cliff's edge looking down onto the wooden deck entryway into the sea, the 2 bedroom Bamboo...

    • From $1,328 to $3,500 Weekly
    • villa
    • 5 bedrooms, 10 bathrooms, sleeps 10
  • /imagecache/rentals/jm/c8c4bc2643e5a8189280d682c22cd8f1-90x90.png

    WATERFRONT VILLA! FAMILY REUNIONS! WEDDINGS!Coral Cay - Ocho Rios 12BR

    Coral Cay Villas in Jamaica are luxurious beach front villas and studios. The four bedroom villas and studios are fully staffed and great for weddings. Guests can rent the entire complex or individual units. The three villas and two studios are set serenely among blossoms in the lush acre of landscaped gardens that includes a Jacuzzi, fresh water and sea water pools, a barbeque and a bar. Each Coral Cay Villa is approximately 2,000 square feet and has four bedrooms with their own en suite...

    • From $2,069 to $2,583 Weekly
    • villa
    • 12 bedrooms, 14 bathrooms, sleeps 24
  • /imagecache/rentals/jm/8ffc15562e4f932e6f7e565218615b8c-90x90.png

    WATERFRONT VILLA! STAFFED! Elysian Plain, Tryall - Montego Bay 5BR

    5 bedroom, 5 bathroom waterfront villa in the exclusive Tryall Club! Tryall Resort Membership. Fully staffed villa...pampered vacation!Elysian Plain in Montego Bay is one of the most picturesque villas in Jamaica. Suitably named after the Greek Gods' resting place, the fabulous villa is literally placed at the edge of the sparkling Caribbean Sea. The villa is very profusely comfortable with chic, yet soft lines and furnishings that are clearly a reflection of Caribbean culture. Elysian...

    • From $1,105 to $2,750 Weekly
    • villa
    • 5 bedrooms, 5 bathrooms, sleeps 10
  • /imagecache/rentals/jm/ecbed5edc6738335c9c6c4a417dcae7b-90x90.png

    WATERFRONT VILLA! SWIMMING POOL! STAFF! Je Suis Content, Silver Sands 2BR

    Je Suis Content Villa is a pleasant luxury villa Jamaica, offering three lovely bedrooms and bathrooms, and magnificent views of Silver Sands Beach and the Northern Shore of Jamaica. This charming villa in Jamaica provides excellent views of the sparkling Caribbean Sea, perhaps the best in the entire Silver Sands community. The fabulous Je Suis Content Villa is appropriate for a family or group of friends comprising six persons.Je Suis Content Villa is rather special due to its position...

    • From $410 to $529 Weekly
    • villa
    • 2 bedrooms, 2 bathrooms, sleeps 4
  • /imagecache/rentals/jm/4fe7b55c2ef984c4755f73d52bab567b-90x90.png

    WATERFRONT Villas! SNORKEL! KAYAKS! CHEF! POOL! 4 to 16BR

    4 Waterfront villas with 4 luxury bedrooms for a total of 16 bedrooms! Great for weddings, family reunions, special events!Newly refurbished waterfront luxury villas! Enjoy the luxury and peaceful surroundings of these four luxury villas with your own beachfront, sea kayaks - this venue is great for snorkeling some of Jamaica's beautiful north coast reefs!Golden Cove Villas is a private oasis tucked away near Ocho Rios, in Oracabessa. Four (4) luxurious waterfront villas with four...

    • From $1,571 to $2,000 Weekly
    • villa
    • 8 bedrooms, 12 bathrooms, sleeps 16
  • /imagecache/rentals/jm/43c0279fc7651ba6fc1d7d042ee4d326-90x90.png

    WATERFRONT! CHEF! STAFF! FAMILY FRIENDLY! POOL! KAYAKS! Scotch on the Rocks 3BR

    Renting 3 bedrooms of this 5 bedroom waterfront villa!!! New renovations reveals a very comfortable and elegant home with wonderful furnishings both indoor and outdoor. The spectacular views from the living rooms, dining room, TV room, and outside verandas are absolutely amazing.Scotch on the Rocks with 5 bedrooms is an exquisite turquoise villa that overlooks the glittering Caribbean Sea. The Jamaica villa is ideally located between two of the most prestigious hotels in Jamaica, the...

    • From $870 to $1,571 Weekly
    • villa
    • 3 bedrooms, 5 bathrooms, sleeps 6
  • /imagecache/rentals/jm/ec8e6b562e6491c7c31e0f4a6f067489-90x90.png

    WATERFRONT! COOK! POOL! AFFORDABLE! Kima - Ocho Rios 3BR

    Kima Villa is a very charming cottage by the sea! The waterfront Jamaica villa in Ocho Rios offers 3 bedrooms, private pool, and is fully staffed. The fabulous Kima Villa is located close to all the Ocho Rios amenities. The fabulous luxury villa Jamaica is only at a 5 minutes' drive to the famous Dunns River Falls, and 10 minutes' drive to all the local craft markets, duty free shopping, restaurants, swimming with the Dolphins, new Island Village Shopping mall and much more!The...

    • From $429 to $714 Weekly
    • villa
    • 3 bedrooms, 3 bathrooms, sleeps 6
  • /imagecache/rentals/jm/f1f04113b49db6e63cc152c5140d20b6-90x90.png

    WATERFRONT! FULLY STAFFED! BEACH CLUB! GYM! TENNIS! GOLF! Reef House, 4BR

    4 bedrooms - WATERFRONT villa!Tryall Resort Membership. Fully staffed villa. Reef House in Montego Bay is one of the most serene and tranquil water front luxury villas Jamaica, only a few steps from the sea. Located within the Tryall Golf Club and Resort, the villa provides enchanting panoramic views of Tryall's championship golf course and the magnificent Caribbean Sea. Guests entering Reef House fall in love with the lovely octagonal foyer at the entrance that opens into the...

    • From $643 to $1,736 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/928aa3c60b10104d4bf179493c678070-90x90.png

    WATERFRONT! FULLY STAFFED! POOL! Eight Rivers - Ocho Rios 4BR

    On the sea, easy access to the Caribbean waters, a perfect place. Unique to this villa is situated within the Prospect Plantation. Please read about the Plantation features.Eight Rivers at a glance:•• 4 bedrooms - air conditioned• 5 Star service• Full staff: cook, butler & housekeeper• Private swimming pool and terrace• Lush, tropical landscaped gardens• Telephone• Wireless broadband internet access• Cable...

    • From $861 to $1,575 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/c8fb040d389a93c9cf3f8fb4617946ae-90x90.png

    WATERFRONT! FULLY STAFFED! POOL! GYM! GOLF! TENNIS! KIDS CLUB-Tradewinds,4BR

    4 bedroom, 4 bathroom WATERFRONT!. Please read for the exclusive resort features for this villa.Tradewinds Villa is one of the most beautiful waterfront Jamaica villas, located within the world famous Tryall Club Resort. This lovely villa in Jamaica is located on two acres of beautifully landscaped gardens, a few minutes from the famous Tryall Beach Club, driving range, pro shop and first fairway.Tradewinds Villa is located right at the edge of the Caribbean Sea and looks over the beautiful...

    • From $643 to $1,736 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/f7c1eb8d38f1f9c5938e1c3d7b4ff21c-90x90.png

    WATERFRONT! POOL! BEACH! COOK! HOUSEKEEPING! SPOILT! Quadrille, Silver San

    Quadrille Villa is a fantastic luxury villa Jamaica situated within the private gated community of Silver Sands on Jamaica's northern shore. The Silver Sands Community is second home to several affluent and wealthy people of Jamaica and offers white sand beaches, sparkling pristine waters and the most welcoming people in the Caribbean. Perched on a cliff side right over the Caribbean Sea, the luxurious villa presents picturesque views of the surrounding landscape from the villa and the...

    • From $785 to $1,086 Weekly
    • villa
    • 4 bedrooms, 4 bathrooms, sleeps 8
  • /imagecache/rentals/jm/915370129f0d3a3dea8358f588fade3b-90x90.png

    WATERFRONT! POOL! KAYAKS! COOK! TENNIS COURT!Golden Clouds, Oracabessa 6BR

    Situated on a picturesque banana port village of Oracabessa, 15 minutes from Ocho Rios - a luxurious, 6 acre estate, gated and private. Waterfront villa!Golden Clouds Villa is a luxurious estate located on the northern coast of Jamaica, in the picturesque banana port village of Oracabessa and is only at a fifteen minute drive from Ocho Rios. The ocean front Jamaica villa is surrounded by six acres of beautifully landscaped gardens and lawns. The nine suite villa overlooks a spectacular white...

    • From $1,429 to $3,000 Weekly
    • villa
    • 6 bedrooms, 11 bathrooms, sleeps 12
  • /imagecache/rentals/jm/89a6107f911f6c343c5e481547d7c72b-90x90.png

    Wheel House Luxury villa

    There are six newly renovated bedrooms which are split between the east and west wings of the villa. Each bedroom is air conditioned, has a king size bed, which can be configured as a twin if required, and en suite bathroom finished in granite and marble with walk-in showers with rain heads. The large airy living room with its clean white lines and comfortable furniture opens out to fabulous views of the sea, surrounding countryside and the beautiful pool deck. Meals can be enjoyed inside in...

    • From $1,043 to $2,339 Weekly
    • villa
    • 6 bedrooms, 6 bathrooms, sleeps 12
  • /imagecache/rentals/jm/dd9c3e1aaab50389cd25eabdfab39ec8-90x90.png

    Zion Hill Luxury villa

    From its splendid location 300 feet above sea level, this luxurious seven bedroom villa offers bewitching, unobstructed views of the ocean, its own private spa and Turkish bath, a putting green and a cinema.Zion Hill comprises 14 000 square feet of stylish accommodation amidst six acres of immaculate garden on the summit of Ocean View Close. It is surrounded by scores of fruit trees and over 29 species of palm tree. The accommodation is spread between three distinct buildings one built on...

    • From $2,338 to $3,636 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14
  • /imagecache/rentals/jm/b9b9abf81d5bd0d87ddd70e6ac28c80b-90x90.png

    Luxurious, six acre gated estate located in the picturesque banana port village of Orcabessa

    Golden Clouds is a luxurious, six acre gated estate located in the picturesque banana port village of Orcabessa, just a 15-minute drive from Ocho Rios. The villa sits directly above the sea overlooking its own palm fringed beach and the Caribbean Sea. Entrance is down a dramatic and long palm tree lined driveway.The main house is built on two levels. The interiors are defined by spacious rooms unto multi-level terraces running the entire waterfront length of the estate. The indoor dining...

    • From $2,143 to $3,571 Weekly
    • villa
    • 12 bedrooms, 12 bathrooms, sleeps 24
  • /imagecache/rentals/jm/008725eedd5f39157cbdc9d1667e1df1-90x90.png

    Villa Mara - Travel Keys

    An absolutely enchanting beachfront villa, Villa Mara offers its guests the quintessential tropical lifestyle. All of the rooms in this two-story home are beautifully decorated in soft woods with bright tropical-colored fabrics.The main living and entertainment areas feature striking pink marbled floors, while the seven bedrooms have cozy wooden floors.Villa Mara has a total of seven bedrooms, all of them fully furnished with a contemporary modern style, hard wood floors, TV, air...

    • From $1,800 to $3,000 Weekly
    • villa
    • 7 bedrooms, 7 bathrooms, sleeps 14