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Bengal Holiday Vacation with Pools

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    Bengal is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    157 Matching Rentals in the Bengal AreaView all 241 rentals
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    Bengal
    3 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Bengal
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Bengal
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Bengal
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fantasy Villa is located on the golden sandy beach in Rio Bueno,Trelawy Fantasy Villa is a charming beach house located on the golden sandy beach in Rio Bueno and the most spectacular Bengal Bay. This luxury villa Jamaica ensures a most relaxing Jamaican holiday. The Jamaica villa, with 3 bedroom...
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    Bengal, Saint Ann Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Bengal
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachfront Jamaica Villa, this Balinese Beach House is totally refurbished with modern lines and fresh interiors - this wonderful 4 bedroom villa is family friendly and only 45 minutes from the Montego Bay airport. This luxury villa located on the North Coast of Jamaica on the shores of Bengal...
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    Bengal, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Bengal
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • DVD Player
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 5 bedrooms of this wonderful ocean front villa, 6 bedrooms near Discovery Bay. Own white sandy beach! Great for families! Idleawile Villa is a fabulous new luxury villa Jamaica, located on the Rio Bueno Harbor, only a five minutes away from Discovery Bay. The water-front villa in Jamaica...
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    Bengal, Saint Ann Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Bengal
    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • DVD Player
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 3 bedrooms of this 6 bedroom oceanfront villa- Ocean front villa, 6 bedrooms near Discovery Bay. Own white sandy beach! Great for families! Idleawile Villa is a fabulous new luxury villa Jamaica, located on the Rio Bueno Harbor, only a five minutes away from Discovery Bay. The water-front...
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    Bengal, Saint Ann Parish
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    BEACHFRONT! SEA KAYAKS! POOL! FULLY STAFFED! FAMILY! Sleepy Shallows 4BR1 / 25
    (1)Very good
    Bengal
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 6, 2018
    Stayed here in February as a group of 8. The location is perfect for a quiet beach getaway. The best part of this villa is the yard and the staff. Robert the yard man is a hard...
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    About this property
    Beachfront villa in Jamaica! 4 bedrooms, sea kayaks, fully staffed villa! Sleepy Shallows Villa is a fabulous beachfront villa in the picturesque Rio Bueno Bay is situated between Montego Bay and Discovery Bay. The brand new Jamaica villa, with 4 bedroom and 4 bathrooms is situated in a...
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    Bengal, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    The following rentals are within 10 kilometres of Bengal.
    Sol Mar Villa1 / 19
    (16)Excellent
    Silver Sands
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Washer
    • Housekeeping Included
    • Ocean Views
    • Air Conditioning
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 20, 2017
    The villa was great, with a fantastic view overlooking the Silver Sands beach. The kids took full advantage of mornings at the beach and afternoons in the pool. Meals were...
    Reviewed February 5, 2017
    Sol Mar was so perfect for our family vacation. We were traveling with our two teenage daughters and my parents. The villa's layout worked great for all of us. The staff...
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    About this property
    Charming 3-bedroom villa located in the gated community of Silver Sands. Enjoy a 180° view of the ocean from a spacious pool deck or take a 5 minute trek to the beautiful white sand beach. Feel the cool tropical breeze while sitting under the gazebo. Villa sleeps 6. Rates: Summer (Low Season):...
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    Silver Sands, Trelawny Parish 00000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Seadrift Villa w/ private pool, great entertainment space, easy walk to beach.1 / 7
    (10)Excellent
    Duncans
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 days ago
    We came to our grandma's funeral and we booked this villa. We could not ask for more the kids enjoyed every minute of it which was their first visit to the Island. Dawn and...
    Reviewed 1 week ago
    Fabulous!!! Dawn and Stone made us very welcome. Beautiful home, gardens, pool and guest rooms. Spotless throughout. Delicious food. (Almost) private beach about 1 minute walk...
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    About this property
    Spacious, relaxing villa within easy walking distance to the beach, living room opens onto patio that extends to pool deck, with lounge chairs and umbrellas, verandah looks out to garden plants and several local fruit trees, wet bar (stock on request $), housekeeping service, fully equipped...
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    Location Information
    Duncans, Trelawny Parish 00000
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Blissfull Bay View (Discovery Bay)1 / 11
    (1)Excellent
    Discovery Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 12, 2016
    Beautiful views, peaceful location and has everything you need. Has a great Jamaican feel to it and has a beach just down the road, what more could you need?! We had a bit of...
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    About this property
    Blissful baybiew is a well tucked away villa in the hills of Discovery bay. It is equipped with 2 bedrooms,2 private bathroom s and A modern kitchen,air condition and is 3 mins walk to the Puerto Seco beach,free WiFi, a pool,and a basket ball hoop. Blissful Bayview is 25 mins from the Trelawny...
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    Location Information
    Discovery Bay, Saint Ann Parish 10000000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Sugar Bay - Jamaica1 / 22
    (4)Excellent
    Discovery Bay
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Internet Access
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 7, 2018
    Beautiful house and great staff! We couldn't have had a better vacation. The staff catered to our every need (5 couples), fed us wonderful Jamaican meals and even made us...
    Reviewed December 29, 2017
    The home is exactly as described but it really doesn't do justice to the experience which was five star amazing!! First the home is on Fortlands Road which is gated beyond the...
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    About this property
    Sugar Bay is located on a perfect crescent of sugar, white sand at the lapping shores of tranquil Discovery Bay. It is a stunning haven of luxury and style. The interiors are defined by elegant custom-designed furniture, color washed walls and fascinating objects of art from Jamaican the Caribbean...
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    Location Information
    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Seagrapes - Jamaica1 / 25
    (2)Excellent
    Discovery Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Air Conditioning
    • Waterfront
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 11, 2013
    We arrived at Seagrapes with great expections and were not disappointed in any way. As a matter of fact, the home, staff and owners delighted and exceeded our expectations!The...
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    About this property
    Set on its own private white sand beach on the shores of a perfect horseshoe bay, Sea Grapes is a standard but charming three-bedroom villa with a separate two-bedroom cottage offering a total of five bedrooms. In the main house are two bedrooms upstairs and one downstairs. In the separate cottage...
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    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 10
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    Pineapple Cottage      The Hidden Gem1 / 11
    (19)Excellent
    Silver Sands
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Hot Tub
    • Housekeeping Included
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    • Wi-Fi
    • Air Conditioning
    • Sauna
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 8, 2013
    We stayed at Pineapple Cottage for Jamaica Jazz and Blues in January and we loved it! We loved the fact that we had access to the internet, the ability to call family in the...
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    About this property
    One of 3 villas at Silver Sands owned & managed by Peggy Wall (Chin), Pineapple Cottage is located in this gated private community which is approximately 35 minutes from Montego Bay. This charming cottage has two air conditioned bedrooms en suite. The cottage is next to Pineapple Villa,...
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    Location Information
    Silver Sands, Trelawny Parish JAMAICA
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Discovery Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Secure Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated in Discovery Bay, Paradise Villas features accommodation with a hot tub, complimentary wifi is offered throughout the property. All units come with a living room, a seating area with a sofa, flat-screen TV with satellite channels, a fully equipped kitchen and a private bathroom with hot...
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    Location Information
    Discovery Bay, Saint Ann Parish JMCAN19
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Discovery Bay
    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Waterfront
    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Summer Place is a lovely villa located on beautiful, private white sand beach cove in Discovery Bay. Recently renovated, the villa is the perfect setting for family reunions and larger groups. The design of A Summer Place is charming West Indian gingerbread complete with hand-carved fretwork...
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    Location Information
    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 7 Bedrooms, 9 Bathrooms, Sleeps 14
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    Sun Kissed - Rio Bueno 4 Bedroom Beachfront1 / 19
    (2)Very good
    Discovery Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Porch
    • Patio
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 2, 2016
    We were 5 couples vacationing at the Sunkissed Villa in February 2016. Rory, the owner, answered my emails very quickly and all my many questions. He also arranged a driver...
    Reviewed March 16, 2015
    I simply can not express how awesome our experience was at Sunkissed Villa!! From the moment we arrived, we were warmly greeted by the gracious staff. Pictures really do not...
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    About this property
    Sun Kissed Villa is a beautiful new 4 bedroom, 4 ½ bathroom, beachfront villa completed in the spring of 2014. Situated on Bengal Beach, just east of the small town of Rio Bueno and west of Discovery Bay, Sun Kissed offers guests the benefits of a lovely house and setting, but also the convenience...
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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sea Haven1 / 22
    (1)Excellent
    Discovery Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Internet Access
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on a private waterfront acre, Sea Haven is a traditional West Indian home dressed in charming periwinkle blue. It sits directly on the edge of beautiful Discovery Bay. The living room is sunshine yellow with a vaulted ceiling painted to match the sky. Antiques include a 200-year-old...
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    Location Information
    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Coral Cove Cottage - Linga Awile1 / 14
    (8)Excellent
    Discovery Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Grill
    • Washer
    • Parking
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 4, 2017
    Discovery Bay and Linga Awhile Cottage were everything we could ever dream of.Casita, Daniel, and Dawn became family as soon as we stepped out of the car. This family of 5...
    Reviewed December 17, 2016
    Just returned from a girls get-away at this beautiful villa and did not want to leave! The accommodations, setting, grounds were perfect for us and we were totally spoiled by...
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    About this property
    Coral Cove Cottage is a wonderful property located in the exclusive Fortlands Road section of Discovery Bay. This 3 bedrooms cottage has living room (12 x 14), dining room (10 x 14), and an open, covered patio looking out to the bay. The Coral Cove interior is comfortably furnished. The villa comes...
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    Location Information
    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Discovery Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Grill
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the Discovery Bay, sits this magnificent 7 bedroom home-the ultimate in comfort and luxury. Set on its own large and completely private white sand beach cove, Whispering Waters is an elegant, 12000 square foot, two story home with seven air-conditioned bedrooms with en-suite baths that...
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    Location Information
    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Chef, Butler, Beach, Pool, Spa, Billiards, Rooftop Movies, Tennis, Family Fun!1 / 51
    (16)Excellent
    Discovery Bay
    8 Bedrooms, 7 Bathrooms, Sleeps 21 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Housekeeping Included
    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 8, 2019
    Our family of 15 booked the villa to celebrate our parents 50th wedding anniversary; it was a phenomenal experience. The villa is very spacious and comfortable and the staff is...
    Reviewed January 7, 2019
    This is the PERFECT spot if you want to vacation with your extended family! The staff at this villa are so personable and helpful! The chefs prepared meals that appealed to...
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    About this property
    Our love affair with Jamaica led us to create Mais Oui Tennis and Spa Villa as more than a home away from home. We wanted to share the island’s vibrant culture in a setting that offered unique amenities reminiscent of a boutique hotel rather than a private home. Our 18 years of experience has...
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    Discovery Bay, Saint Ann Parish DISCOVERY BAY PO JAMAICA
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 21
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    Fortlands Point1 / 37
    (3)Excellent
    Discovery Bay
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 12, 2017
    A group of 14 took our annual trip from Texas, and the destination this year was Fortland's Point. The pictures of this property simply don't do it justice. It is beautifully...
    Reviewed October 16, 2013
    Our group of 12 family and friends included one child of ten. This sprawling villa and large property provided enough space that each of us could have all of the privacy and...
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    About this property
    Fortlands Point is a fabulous villa located at the lookout point where Discovery Bay meets the Caribbean Sea. Two old canons still remain on the shore of this property providing testimony to the role the land of this wonderful property once played in the defense of Jamaica. The views from its...
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    Location Information
    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    Sunset 1 - Silversands Ja1 / 28
    (2)Excellent
    Duncans
    3 Bedrooms, 6 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 31, 2018
    We stayed at Sunset 2 villa for 3 nights this September and loved everything about it!! The villa was extremely comfortable, spacious and decorated beautifully. The entire house...
    Reviewed February 21, 2016
    This property was just as pictures describe it.. The pool was maintained during our entire visit. Everything was very clean and kept clean/organized by Marva. The food was...
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    About this property
    Less than a 2 minute walk from the pristine beaches of Silver sands Ja, Sunset 1 offers a wondrous getaway from everyday life. This 3 bedroom, 3 bathroom family owned villa offers it's own private pool and gazebo and is ideal for entertaining adults and children alike. All bedrooms are beautifully...
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    Location Information
    Duncans, Trelawny Parish DUNCANS TREWLAWNY JA
    Holiday Rental House - 3 Bedrooms, 6 Bathrooms, Sleeps 6
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    Coral Cove Estate1 / 35
    (3)Excellent
    Discovery Bay
    8 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Parking
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Washer
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 12, 2016
    We cannot say enough good words for the staff and their care of our family. Being candid, hopefully helpful, the only negatives, and they're very minor, would be:1. Noisey...
    Reviewed July 31, 2013
    WOW! If it isn't enough that you have access to two pools and your own beach, the staff here will blow you away! They are beyond helpful, and courteous, and the meals here are...
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    About this property
    Coral Cove Estate consists of Coral Cove Villa & Coral Cove Cottage; Descriptions of both properties are noted below. Coral Cove Villa is a delightful beach front property located in the exclusive Fortlands Road section of Discovery Bay. The newly renovated and expanded villa (2009) has 5 air...
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    Location Information
    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 18
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    Complete Relaxation at OH BOY VILLA at Silver Sands Beach at and affordable rate1 / 20
    (1)Excellent
    Silver Sands
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 10, 2018
    After some debate, my family decided to spend Thanksgiving at a warm location this year. Luckily we found Oh Boy through a co-worker and I can’t say how perfect our stay was...
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    About this property
    Oh Boy Villa is a 4-bedroom, 3-bath private villa tucked away in Silver Sands, a private gated villa community built along one of Jamaica's most pristine white sand beaches. While only 45 minutes away from Montego Bay Airport, Oh Boy could not feel further away from the all-inclusive resorts and...
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    Location Information
    Silver Sands, Trelawny Parish TY
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    DUKES Hideaway at Silver Sands Resort1 / 9
    (7)Excellent
    Silver Sands
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Housekeeping Included
    • Waterfront
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2019
    Duke’s Hideaway is one of dozens of Villas in Silver Sands on the North Shore of Jamaica. This was our sixth trip to this area with family of ten to fourteen, all ages. Duke’s...
    Reviewed August 17, 2015
    First off I want to let everyone know that I'm about to reveal an amazing place to stay, I would. Love to keep this hideaway my own secret but was just so impressed with Dukes...
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    About this property
    Dukes. 31 steps to the beautiful private white sand beach . A 6 Bedrooms/ 6 bathrooms ensuite may be rented as 4,5,or 6 Bedrooms Fabulous panoramic Sea view. Heated Infinity pool . Gated family oriented resort , 24 hour Security. Located 35 miles from Montego Bay on the North coast. Flexible...
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    Location Information
    Silver Sands, Trelawny Parish 00000
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    *PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 7 Bed Fully Staffed Beachfront Villa1 / 25
    (2)Excellent
    Discovery Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Housekeeping Included
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Fortlands Point on the Beach, one of the world's most exquisite and luxurious 7 bedroom beachfront mansions located on a private promontory with its own private beach, swimming pool extensive gardens. Set amongst stunning landscaped gardens with tropical flowers Fortlands Point is...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Sundown - Jamaica1 / 25
    (3)Excellent
    Discovery Bay
    9 Bedrooms, 10 Bathrooms, Sleeps 18 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Parking
    • Washer
    • Cable/satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 13, 2018
    I don't even know where to start. We had our wedding at Summer Place villa (next door) in May 2018 and rented Sundown as well as we couldn't fit all of the family in Summer...
    Reviewed July 7, 2015
    Hands down the best vacation we have ever taken. The villa itself, grounds, location, staff all top quality. I simply do not have enough space here to list everything individually.
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    About this property
    Sundown is an exquisite staffed home on a private white sand beach next to the turquoise waters of Discovery Bay. Interiors are beautifully decorated in rich fabrics on dark wicker and mahogany. Living and dining room floors are marble. Five bedrooms are in the Main House. The old two-bedroom Guest...
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    Location Information
    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    Discovery Bay
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Air Conditioning
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Mountain Views
    • Wi-Fi
    • Cable/satellite TV
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on Bengal beach in Rio Bueno, approximately 50 minutes from Montego Bay, Sleepy Shallows is a spacious and playful family vacation home. Luxurious thunbergia, allamanda, plumbago, palms and various fruit and other trees adorn the gardens and welcome you to your home in Jamaica. The white...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    Dukes Hideaway - Silver Sands 6 Bedroom1 / 10
    (1)Excellent
    Silver Sands
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Waterfront
    • Cable/satellite TV
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 4, 2018
    Dukes Hideaway was booked by my friend Roxanne for her 50th Birthday Celebration, but I was a guest (Cathy). The house was amazing and the staff was equally amazing! There were...
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    About this property
    The website is currently under construction and should be up in a few weeks with new pictures. Current pictures are preliminary to give you an early peek at the villa. In the mean time, if you need more information on Dukes Hideaway in Silver Sands, please contact us. Dukes Hideaway is a new...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Silver Sands
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Silver Sands
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 5 bedrooms of this 6 bedroom villa - just steps to the white sandy beach! 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...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Discovery Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Air Conditioning
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the newest of the Discovery Bay luxury properties, Fortlands Point is located at the point of land at the entrance to the bay. The villa offers panoramic views of the Caribbean Sea and Discovery Bay from its expansive terraces and dramatic infinity pool area. In 2018 an additional 2 bedrooms...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Silver Sands
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Balcony
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset 1 is truly the hidden gem of the Silver sands community. This 3 bedroom, 3 bathroom vacation rental is less than a 2 minute stroll from the pristine beaches . Breezy living room, comfortable dinning. Let our onsite housekeeper and butler cater to your every need. (Both available at your...
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    Location Information
    Silver Sands, Trelawny Parish JAMAICA
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Silver Sands
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Outdoor Dining Area
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Windjammer is a very luxurious and spacious 4 bedroom, 4 bathroom home, located just a two minute walk from the sea at Silver Sands, on Jamaica's fabulous North Coast. This gorgeous villa has all the amenities you desire for that dream vacation. There is a large breezy front verandah providing...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Discovery Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Patio
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Waterfront
    • Hot Tub
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sugar Bay is one of the jewels of Discovery Bay, a gorgeous 5-bedroom beach front villa designed and built by its present owners to capture the authentic style of a traditional Caribbean villa. Although built only in 1995, the quality of materials and workmanship recall a sadly lost construction...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Luxury 7 Bedroom Seafront Villa(Make me an offer!)1 / 41
    (13)Excellent
    Discovery Bay
    7 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Ocean Views
    • Housekeeping Included
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 17, 2018
    Wonderful sea front view. Great hospitable hosts. If you're looking for a place to stay where you can relax with family or friends, this is the place.Make sure you experience...
    Reviewed August 3, 2018
    This location is amazing! The seafront view is incredible. Inside is spacious and clean. Our family stayed here with 3 other families and there was more than enough room for us...
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    About this property
    Beach front villa at Discovery Bay on the beautiful Carribean Sea. BOOK TWO WEEKS AND GET THE THIRD WEEK FREE!!!! This private and exclusive villa is located on 2 acres of land in the quiet atmosphere of Discovery Bay overlooking the blue waters of the Caribbean Sea. You can go fishing and...
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    Location Information
    Discovery Bay, Saint Ann Parish JAMAICA
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 18
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    Pineapple Villa1 / 17
    (25)Excellent
    Duncans
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Housekeeping Included
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 19, 2017
    A group of 12 of us stayed in Pineapple Villa in March and it was the most relaxing trip we could have ever asked for. The cottage is so big with 2 levels of outside seating...
    Reviewed December 30, 2016
    Pineapple Villa is the perfect house for myself, my four children, their "significant others", and three granddaughters (ages 2, 4, and 6). The floor plan is ideal and...
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    About this property
    The largest of 3 villas owned and managed by Peggy Wall (Chin) is located on the North Coast approximately 35 minutes from Montego Bay. This luxurious villa is located in Silver Sands, a gated community, with a private beach and club house and 24 hour security. This Villa offers 3 large living...
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    Location Information
    Duncans, Trelawny Parish JAMAICA
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    Silver Sands
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Grill
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Discovery Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Wi-Fi
    • Housekeeping Included
    • Waterfront
    • Hot Tub
    • Patio
    • Air Conditioning
    • Ocean Views
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 Villas on Cliff: Dramatic ocean waves, cascading water walls and unobstructed views greet you at Paradise Villas. Built on a cliff with panoramic views of the Caribbean Sea, this home-away-from-home includes 5 private villas. Each villa with their own entrances, rooms, full baths, living room,...
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    Location Information
    Discovery Bay, Saint Ann Parish 0000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Silver Sands
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 1 bedroom of this comfortable 3 bedroom villa: 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...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    Duncans
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Housekeeping Included
    • Private Outdoor Pool (Unheated)
    • Ocean Views
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Je Suis Content Villa is one of only 5 Villas located on the cliffs of the beautiful Silvar Sands Estate and has pride of place of commanding the most picturesque view. As a matter of fact most pictures taken of the white sands stretch of Beach at Silver Sands are taken from the Villa as Guests...
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    Location Information
    Duncans, Trelawny Parish 0000
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Discovery Bay
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Grill
    • Cable/satellite TV
    • Waterfront
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makana is a deluxe beachfront villa located on the white sands of beautiful Discovery Bay. It offers a gorgeous setting and private pool, private tennis court and full staff. Built on two levels, the interiors are both stylish and comfortable. An expansive living room and dining room opens to...
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    Location Information
    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    Discovery Bay
    4 Bedrooms, 9 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Summer Place villa in Jamaica, Villa in Jamaica on the beach-Great for the family, spacious and playful. 7 bedrooms, 9 bathrooms Luxury beachfront villa! Own gym and tennis court. Sea kayaks to explore the bay! ** 7 bedrooms, 9 bathrooms ** Own private beachfront villa!! ** Private...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 9 Bathrooms, Sleeps 8
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    Silver Sands
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Secure Parking
    • Private Garden
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A 2 minute walk from approximately 2 miles long sandy natural beach of Duncans Bay. A few minutes along the beach, Jacob Taylor Beach, with restaurants, bars, fishing boats, woodcarvers and even a small music studio. Built 2016 and opened in January 2017 Beautiful rooms, all directed towards the...
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    Location Information
    Silver Sands, Trelawny Parish CTY06
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    *PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 5 Bed Fully Staffed Beachfront Villa1 / 24
    (7)Excellent
    Discovery Bay
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Patio
    • Ocean Views
    • Private Garden
    • DVD Player
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Noble House on the Beach, a luxurious 5 bedroom private beach front villa located in the beautiful Montego Bay. Noble House is perched on one of the most coveted sites on Jamaica's lush north coast. This iconic villa is a unique, sprawling 15,000-square-foot private home. Noble House is...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Sea Grapes on the Beach1 / 23
    (3)Very good
    Discovery Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 31, 2018
    We spent 6 days at Seagrapes Villa in Discovery Bay with 3 friends and everyone loved their vacation. The house is homey and comfortable with comfy chairs all over the place...
    Reviewed January 11, 2016
    We have just returned from a week at SeaGrapes with 12 people from ages 72 to 6. It was the best vacation I have ever been on - by far! We loved how big the property was...
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    About this property
    On its own sugary white sand beach lapped by the clear turquoise waters of Discovery Bay sits the charming home Sea Grapes. The translucent azure waters here are excellent for swimming and kayaking. Surrounding the swimming pool is a spacious grassy lawn, wonderful for children and games....
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Linga-Awile - Discovery Bay 3 Bedrooms1 / 13
    (1)Excellent
    Discovery Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Porch
    • Air Conditioning
    • Waterfront
    • Patio
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 8, 2016
    The staff were all outstanding and we never went out to eat elsewhere. We just let our wonderful staff prepare what they thought we would enjoy. The beach area is perfect for...
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    About this property
    Linga-Awile at Coral Cove is located in the exclusive Fortlands Road section of Discovery Bay. This popular beach front cottage has 3 bedrooms, living room (12 x 14), dining room (10 x 14), and a lovely open, covered patio looking out to the bay. The cottage is comfortably furnished for beach front...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Mai Tai - Silver Sands 4 Bedrooms beachfront1 / 12
    (4)Excellent
    Silver Sands
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Outdoor Dining Area
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 25, 2017
    Our group of 4 couples (now 50-60’s in age) just returned from a week-long stay at Mai Tai just 3 days ago. Collectively, we have visited 10+ Caribbean locations preferring a...
    Reviewed May 2, 2017
    I am not sure a vacation could get much better. Despite the weather being a little overcast and too much wind to fly my kite, we could not of had a better time. The house was...
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    About this property
    Mai Tai is one of the newest villas in the Silver Sands resort. This beautiful and spacious 4 bedroom, 4 bathroom home sits on a prime waterfront location with a small beach and is just a few hundred yards from the main Silver Sands, on Jamaica's fabulous North Coast. Enjoy the beautiful Caribbean...
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    Location Information
    Silver Sands, Trelawny Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Discovery Bay
    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spectacular beach front home with commanding views of the Caribbean Sea. 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...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
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