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Saint Ann Parish Luxury Holiday Homes

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    AU$2,753 Average
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    Travellers to Saint Ann Parish are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    114 Matching Rentals in Saint Ann ParishView all 758 rentals
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    7 Bedrooms, 9 Bathrooms, Sleeps 14 Quick View
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    Canoe Cove1 / 35
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Sundown - Discovery Bay 9 Bedrooms Beachfront1 / 33
    (2)Excellent
    5 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 June 2016
    Enjoyed this Gem of a place for my parents 50th celebration of marriage.The property is located in a gated community with security cameras and guard at the gate 24/7. Down...
    Reviewed 28 April 2016
    Trisha and Dijohn and their staff were unbelievable. Every thing we needed , they accommodated with us with the utmost of graciousness. Every night was a different venue on...
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    About this property
    Sundown Villa epitomizes what an exquisite, vacation villa should be. This beautiful, totally renovated in 2012, nine-bedroom villa nestled in the secluded Discovery Bay, on Jamaica's North Coast, is spread across 5.500 square feet of gorgeous, Caribbean-styled living. From four-poster, Mahogany...
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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 5 Bedrooms, 9 Bathrooms, Sleeps 18
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    Sundown - Jamaica1 / 25
    (3)Excellent
    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 14 May 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 7 July 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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    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 9 Bedrooms, 10 Bathrooms, Sleeps 18
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    *PLEASE ENQUIRE FOR SPECIAL RATES* Luxury 7 Bed Fully Staffed Beachfront Villa1 / 25
    (2)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Air Conditioning
    • Housekeeping Included
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Wi-Fi
    • Grill
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    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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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    9 bedrooms in this luxury beachfront Jamaican villa - 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....
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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    8 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Grill
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renting 8 bedrooms of this 9 bedroom Luxury Villa -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...
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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    7 Bedrooms, 8 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Jamaica's most spectacular contemporary beachfront villa, Canoe Cove is located on 200 feet of white sandy beachfront - a very rare asset to be found! Located on three private acres of beachfront property, this fabulous villa is a one of a kind that gives first class service, with a staff of 9, and...
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    Mammee Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 16
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brand new half million dollar renovation! Restored 17th Century fortress! Unique to this villa is situated within the Prospect Plantation. Please read about the Plantation's features. Frankfort is one of Jamaica's most famous 17th Century fortress which has been resorted with over half a million...
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    Ocho Rios, Saint Ann Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Frankfort is possibly the most desirable property in Jamaica. The secluded white sand beach is an attraction that has been enjoyed by some of the greatest luminaries of the 20th century including: Sir Winston Churchill, Dr. Henry Kissinger, Mr. Pierre Trudeau as well as royalty and other prime...
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    Ocho Rios, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Balcony
    • Air Conditioning
    • Grill
    • Internet Access
    • Sauna
    • Housekeeping Included
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NEW FOR 2017: 2 bedroom rates available at luxury spa villa Roaring Pavilion! SPECIAL OFFER FOR BOOKINGS FROM NOW THROUGH DEC. 15th 2017: $1,500 Concierge Credit for new bookings (minimum 7 night stay). Guests may apply to any additional services not included in the rental, such as groceries,...
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    Ocho Rios, Saint Ann Parish JM
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Wi-Fi
    • Grill
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    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Fleming Villa at GoldenEye on Jamaica is an oceanside Ocho Rios retreat with a celebrated history. Known as the home where Ian Fleming conjured up his James Bond character, The Fleming Villa continues to attract writers, artists and others who cherish their privacy and rejoice in the inspiring...
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    Ocho Rios, Saint Ann Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Hot Tub
    • Patio
    • Porch
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in Discovery Bay and built in 2000, Amanoka Villa (Aman-oka or 'peaceful home' in Indonesian) is living proof that imagination when it is executed to perfection can produce magical results. All materials are of the finest quality and many of the authentic design elements were imported from...
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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
    • Hot Tub
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Malatai Villa is one of the most deluxe luxury villas in picturesque Ocho Rios. Newly built, the glamorous villa offers eight deluxe bedrooms, exuding pure luxury on the seaside!! The luxury villa Jamaica has a delightful stretch of white sandy beach, great for morning or evening walks! An...
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    Mammee Bay, Saint Ann Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Fortlands Point on Discovery Bay1 / 33
    (11)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Housekeeping Included
    • DVD Player
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 December 2016
    Jamaica is a 3 hour flight from Houston which is an ideal flying time. Our children came from Seattle, WA, Saratoga Springs NY, and Fargo ND. with their children making 14 in...
    Reviewed 18 April 2013
    We visited Fortland's Point with our extended family, including 4 children ranging from 9 months to 6 years. We found it to be an ideal villa for families. The house...
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    About this property
    What was once the finest lookout in Jamaica can be the view from your veranda at Fortlands Point on Discovery Bay. Though it’s named for the military installation that once sat nearby, this luxury vacation rental now only has strategic value when it comes to planning a beachfront Caribbean holiday...
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    Location Information
    Discovery Bay, Saint Ann Parish JMCAN10
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Fortlands Point1 / 37
    (3)Excellent
    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 13 June 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 16 October 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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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • 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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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    7 Bedrooms, 7 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • 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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    7 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Grill
    • Balcony
    • Wi-Fi
    • Hot Tub
    • Patio
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the 1950s, Jamaican attorney Clinton Hart happened onto this remarkable three-acre oceanfront location and built a simple beach cottage for his family. Since then, Canoe Cove has been a virtually unembellished and beloved family home for generations. Recently, Hart’s grandson replaced the worn...
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    Ocho Rios, Saint Ann Parish JMCAN23
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Discover the way indoor-outdoor living is meant to be at Makana on Discovery Bay. This beautifully designed Jamaica vacation rental tempts guests outdoors with its oceanfront setting and private beach—and brings the water views indoors with its open architecture. Seven bedrooms and a full staff...
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    Discovery Bay, Saint Ann Parish JMCAN10
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Makana - Discovery Bay 6 Bedroom Beachfront1 / 26
    (1)Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Patio
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 February 2013
    We left Makana earlier today and just returned home. I often read Trip Advisor comments and wanted to share the information we learned. We give Makana a fantastic review with...
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    About this property
    Makana Villa , completed in December 2006, continues the tradition of Discovery Bay as having the finest collection of luxurious homes in Jamaica, and possibly the Caribbean. This beautiful 6-bedroom villa is designed to provide an unforgettable setting for a memorable vacation. The furnishings are...
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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makana Villa is a luxurious beachfront villa and a stunning new addition to Millionaires' Row in picturesque Discovery Bay. This fabulous luxury villa Jamaica has its own private cove and sandy beach for the exclusive use of its guests. An epitome of luxury, the fabulous 7 bedroom mansion offers...
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    Discovery Bay, Saint Ann Parish JMCAN10
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    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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    Discovery Bay, Saint Ann Parish 11111
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    Amanoka on the Beach1 / 40
    (2)Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 April 2015
    Amanoka is a beautiful place and the wait staff were outstanding. They catered to our every whim. We were part of a group of 7 couples that traveled there for a celebration of...
    Reviewed 28 March 2015
    We were a group of 13 made up of six 40-50 year olds and seven 20-ish year olds. We stayed ~ 1 week. Everyone had a wonderful time. There is so much to do without leaving the...
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    About this property
    Located on beautiful Discovery Bay, Amanoka is one of the largest and most stunning villas in this collection. From the spacious verandah and pool, a barefoot stroll leads down a soft lawn to the 70’ white sand beach, clear turquoise water and waterfront gazebo with suspended canvas swings....
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    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    20 Bedrooms, 17 Bathrooms, Sleeps 40 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Special catering for REUNIONS, RETREATS, YOGA, WEDDINGS Private Luxury Villa Retreat with Exotic Tropical Ambience: Jaquar Villas is a retreat offering an exiting and unique location for a large group, with lots of space to spread out. This large hillside property consists of 4 buildings,...
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    Runaway Bay, Saint Ann Parish 00000
    Holiday Rental House - 20 Bedrooms, 17 Bathrooms, Sleeps 40
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    Whispering Waters on Discovery Bay1 / 30
    (9)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Grill
    • Hot Tub
    • Internet Access
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 December 2012
    Whispering Waters welcomed our extensive family of 14 - ranging in ages from 26 to 92, to a week of unforgettable beauty, grace and culinary delight. From the moment we stepped...
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    About this property
    Settle into laid-back island living at Whispering Waters on Discovery Bay. Everything about this oceanfront vacation rental in Jamaica, from its private beach and range of amenities to its vibrant decor, is designed to relax and rejuvenate. There’s even a full staff to ensure that you and up to...
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    Location Information
    Discovery Bay, Saint Ann Parish JMCAN00
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Grill
    • Housekeeping Included
    • Balcony
    • Hot Tub
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find a Bali-inspired hideaway tucked into a lush garden at Amanoka on Discovery Bay. Rooted in East Asian architecture and named after the Indonesian word for “peaceful home,” this Jamaica vacation rental draws on traditions from around the world—and a location on a private white-sand beach—to...
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    Location Information
    Discovery Bay, Saint Ann Parish JMDWD14
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    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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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Waterfront
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Whispering Waters Villa was completed in December 2006 and continues the tradition of Discovery Bay luxury. This super luxury 7 bedroom villa offers the finest in appointments; from the extensive use of tropical woods featuring bamboo ceilings, to the tasteful decor and marble and stone finishes....
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Jamaica's most spectacular contemporary beachfront villa, Canoe Cove is located on 200 feet of white sandy beachfront - a very rare asset to be found! Located on three private acres of beachfront property, this fabulous villa is a one of a kind that gives first class service, with a staff of 9, and...
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    Mammee Bay, Saint Ann Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Hot Tub
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Malatai Villa is one of the most deluxe luxury villas in picturesque Ocho Rios. Newly built, the glamorous villa offers eight deluxe bedrooms, exuding pure luxury on the seaside!! The luxury villa Jamaica has a delightful stretch of white sandy beach, great for morning or evening walks! An...
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    Location Information
    Mammee Bay, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Makana on Discovery Bay1 / 33
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
    • Hot Tub
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the way indoor-outdoor living is meant to be at Makana on Discovery Bay. This beautifully designed Jamaica vacation rental tempts guests outdoors with its oceanfront setting and private beach—and brings the water views indoors with its open architecture. Seven bedrooms and a full staff...
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    Location Information
    Discovery Bay, Saint Ann Parish JMCAN10
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    13 Bedrooms, 13 Bathrooms, Sleeps 26 Quick View
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    • Air Conditioning
    • DVD Player
    • Grill
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly refurbished in 2017! Three well appointed four bedroom villas and one Deluxe King Room offers everything you need for a relaxing vacation. It is the perfect vacation rental for families of any size, with friendly and efficient staff bringing you the finest in Jamaican hospitality. 3 Ocean...
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    Location Information
    Ocho Rios, Saint Ann Parish
    Holiday Rental House - 13 Bedrooms, 13 Bathrooms, Sleeps 26
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Housekeeping Included
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    What was once the finest lookout in Jamaica can be the view from your veranda at Fortlands Point on Discovery Bay. Though it’s named for the military installation that once sat nearby, this luxury vacation rental now only has strategic value when it comes to planning a beachfront Caribbean holiday...
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    Location Information
    Discovery Bay, Saint Ann Parish JMDWD14
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Balcony
    • Housekeeping Included
    • Terrace
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Find a Bali-inspired hideaway tucked into a lush garden at Amanoka on Discovery Bay. Rooted in East Asian architecture and named after the Indonesian word for “peaceful home,” this Jamaica vacation rental draws on traditions from around the world—and a location on a private white-sand beach—to...
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    Location Information
    Discovery Bay, Saint Ann Parish JMDWD14
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Grill
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Washer
    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, one of Jamaica's most elegant and luxurious! Fortlands Point on the beach is a fabulous seven-bedroom villa set on three acres of stunning Caribbean peninsula. The Jamaica villa sits on...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From the homeowner who created the wonderful villa Keela Wee comes its new sister house, Whispering Waters. Located immediately next door to Keela Wee, this brand new villa offers seven bedrooms and en-suite bathrooms. Whispering Waters overlooks one of Jamaica’s loveliest crystal clear bodies of...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Internet Access
    • Grill
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Settle into laid-back island living at Whispering Waters on Discovery Bay. Everything about this oceanfront vacation rental in Jamaica, from its private beach and range of amenities to its vibrant decor, is designed to relax and rejuvenate. There’s even a full staff to ensure that you and up to...
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    Location Information
    Discovery Bay, Saint Ann Parish JMCAN00
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    Crystal Cove Villa1 / 34
    (7)Excellent
    5 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Hot Tub
    • Ocean Views
    • Waterfront
    • Wi-Fi
    • Air Conditioning
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 February 2018
    Whatever pictures you see online ignore them, that's not how the place looks. It is amazing and looks WAY BETTER! This place beat my expectations! The host is amazing and...
    Reviewed 25 January 2018
    We stayed at Crystal Cove for a week in December, 2017.  Arthur and Evette were very helpful in communicating before our stay to help us with arranging transportation, tours and...
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    About this property
    Located in the heart of Ocho Rios, Jamaica, Crystal Cove Villas boasts 6 bedrooms and 7 bathrooms. There are 3 bedrooms and 4 bathrooms in the Main House. Each bathroom has its own distinct feature. The Master Bathroom has a Jacuzzi whilst another bathroom has a Rustic Outdoor Effect; built...
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    Location Information
    Ocho Rios, Saint Ann Parish 0000
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 12
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    Makana on the Beach1 / 33
    (1)Excellent
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    • Waterfront
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay. The site itself is remarkable: a spacious villa with private tennis court and swimming pool on a sugary white sand beach bordering translucent swimming and kayaking water. Additional...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Makana Villa is a luxurious beachfront villa and a stunning new addition to Millionaires' Row in picturesque Discovery Bay. This fabulous luxury villa Jamaica has its own private cove and sandy beach for the exclusive use of its guests. An epitome of luxury, the fabulous 6 bedroom mansion offers...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    4 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Internet Access
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Discover the way indoor-outdoor living is meant to be at Makana on Discovery Bay. This beautifully designed Jamaica vacation rental tempts guests outdoors with its oceanfront setting and private beach—and brings the water views indoors with its open architecture. Seven bedrooms and a full staff...
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    Location Information
    Discovery Bay, Saint Ann Parish JMDWD14
    Holiday Rental House - 4 Bedrooms, 7 Bathrooms, Sleeps 8
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    Villa Paradiso - Jamaica1 / 33
    (2)Very good
    8 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    • Internet Access
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 April 2018
    Villa Paradiso is the best vacation spot I've ever been to by far. The location is just unbeatable; there's a white sandy beach just a few feet from the house, and if you go...
    Reviewed 1 September 2014
    We had the best time of our lives. The staff, view, and house were all amazing. There were a few misses. The house gets warm in the evenings after dinner and we had to turn on...
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    About this property
    Villa Paradiso, newly constructed in 2006, is situated on a spectacular 150 foot, white sand beach in Mammee Bay Estates. Surrounded by 1.75 acres of lush tropical gardens and lawns the villa comprises a large main house with 5 bedrooms and a separate 2 bedroom cottage. This spectacular villa is...
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    Location Information
    Ocho Rios, Saint Ann Parish 11111
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 16
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    12 Bedrooms, 12 Bathrooms, Sleeps 24 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly refurbished in 2017! Three well appointed four bedroom villas and one Deluxe King Room offers everything you need for a relaxing vacation. It is the perfect vacation rental for families of any size, with friendly and efficient staff bringing you the finest in Jamaican hospitality. 3 Ocean...
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    Location Information
    Ocho Rios, Saint Ann Parish
    Holiday Rental House - 12 Bedrooms, 12 Bathrooms, Sleeps 24
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    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Patio
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Internet Access
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Paradiso, newly constructed in 2006, is situated on a spectacular 150 foot, white sand beach in Mammee Bay Estates. Surrounded by 1.75 acres of lush tropical gardens and lawns the villa comprises a large main house with 5 bedrooms and a separate 2 bedroom cottage. This spectacular villa is...
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    Location Information
    Ocho Rios, Saint Ann Parish
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    8 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    • DVD Player
    • Housekeeping Included
    • Washer
    • Hot Tub
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Paradiso is a spectacular beachfront residence located in Ocho Rios, along the north coast of Jamaica. Perched on two acres of private estate bordering exquisite white sands, the villa blends vintage Caribbean elegance with high-end contemporary comforts. Extraordinary amenities and perks...
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    Location Information
    Mammee Bay, Saint Ann Parish JMCAN00
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 18
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    Sugar Bay - Jamaica1 / 22
    (4)Excellent
    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 1 week ago
    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 29 December 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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Washer
    • DVD Player
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Discovery Bay, Saint Ann Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Malatai Villa is a spectacular and beautiful addition to our Ocho Rios villas. Completed in 2004 this spacious and luxurious 6-bedroom villa is the ultimate in refined living. Every attention was given to the finishing details of this beautiful villa; from the exquisite Jerusalem Stone floors,...
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    Location Information
    Ocho Rios, Saint Ann Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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