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Holiday Rentals with Pools in Jamaica

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    Travellers to Jamaica are booking July dates now. Secure your holiday rental today, and have the perfect trip.
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    From
    $316
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    1 / 25
    5 of 5 stars (6) Excellent
    Silver Sands
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 20
    5 of 5 stars (1) Excellent
    3 Bedrooms / Sleeps 6
    Overview Reviews (1) Make Enquiry
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    $1,631
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    1 / 24
    5 of 5 stars (1) Excellent
    Silver Sands
    7 Bedrooms / 7 Bathrooms / Sleeps 18
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    $634
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    1 / 44
    5 of 5 stars (4) Excellent
    Duncans
    5 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Enquiry
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    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
    About this property
    Sleeps 1-10 (8 adults, 2 children in child's room off of Master Bedroom) VILLA KELSO is conveniently located in the town of Duncans only moments from Silver Sands Beach (guests have full access to the beach and bar/restaurant) and within a short drive to Glistening Waters (1 of 3 bioluminescent... View all property information
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    $7,925
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    1 / 35
    5 of 5 stars (2) Excellent
    Montego Bay
    5 Bedrooms / 7 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean. Its design is a series of airy pavilions with peaked roofs, its living spaces separated by water gardens and bridges. Indoor spaces flow into outdoor with Oriental grace. Additional... View all property information
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    5 of 5 stars Reviewed 4 March 2015
    Noble House~ 5 Star~Resort within itself!! 5 couples 35-55 years old One week stay Arrangements~ We worked with Sharon from Linda Smith Villa's. She was great at answering my...
    5 of 5 stars Reviewed 14 November 2013
    After a short 3-1/2 hour non-stop flight from Philadelphia though an annoyingly long wait to get through customs, we arrived at Noble House. Upon entering the beautiful arched...
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    $7,006
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    1 / 27
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    About this property
    Scotch on the Rocks is a charming turquoise villa that sits on a small rise overlooking Sandy Bay in Ocho Rios. This oceanfront, 4+ bedroom, 5 bathroom villa is nestled in a lush tropical, orchid filled, gardens overlooking the sea. It is ideally located in a privately-nestled cove between two of... View all property information
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    Location Information
    Jamaica, Caribbean
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    $271
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    1 / 42
    5 of 5 stars (10) Excellent
    Treasure Beach
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (10) Make Enquiry
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    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Sleeps 1-6 A dream of a holiday house for 1-6 guests. Privately perched unseen on a bluff overlooking the ocean and 3/4 mile long Billy's Bay beach, which it shares with local fishers and only 6 other villas. La Sirena is built in a minimalist Palladian style -- all pure, gleaming white and... View all property information
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    5 of 5 stars Reviewed 22 July 2013
    My mom and I stayed at La Sirena for a week in June for our first trip to Jamaica. It is difficult to find much info on this villa, so hopefully this will help: Check in: You...
    5 of 5 stars Reviewed 16 March 2011
    I am hesitant to write this review because I don't want to give this place up. But it is the right thing to do. La Sirena was an amazing place to stay. We had 3 fabulous days...
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    $723
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    1 / 21
    5 of 5 stars (1) Excellent
    Runaway Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Sleeps 1-10 Siesta is one hour from MoBay, 20 min. from Ocho Rios, this airy, spacious, modern villa with 300 ft of beach frontage, plus, a night lit oceanfront swimming pool. This is a perfect choice for groups and families with small children. Siesta has 5 large bedrooms, 5 baths, large living... View all property information
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    5 of 5 stars Reviewed 14 December 2013
    In Sept 2011 we did a girls trip, found Siesta online through Villasinjamaica. This was my 10th trip to the Island I consider my home away from home. I had always stayed in all...
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    1 / 16
    White House
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Built in the 1940s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica. Today this remarkable hideaway boosts 7,200 sqft of floor space and retains many exquisite original features plus contemporary amenities of air-conditioned bedrooms, cable TV and internet access the best of... View all property information
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    Location Information
    White House, Westmoreland Parish
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    $6,277
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    1 / 48
    5 of 5 stars (4) Excellent
    Montego Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    SERENITY is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Additional amenities include: poolside shower, snorkel gear, connecting bedroom(s), golf on site or nearby, golf available, beach... View all property information
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    5 of 5 stars Reviewed 22 April 2015
    We have rented many homes or villas on trips but this ones the topper. Because the house was on the water, perfect to swim, paddle board, kayak and have dinners at sunset. Because...
    5 of 5 stars Reviewed 22 November 2014
    We were a group of 3 couples. This property was perfect. The view was spectacular and the villa beautiful and clean. The open air feel was the best part. There was a view from...
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    $1,738
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    1 / 30
    5 of 5 stars (8) Excellent
    Montego Bay
    6 Bedrooms / 8 Bathrooms / Sleeps 14
    Overview Reviews (8) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Almost like an illusion perched on the side of a mountain is Greatview, a magnificent villa in the Montego Bay area of Jamaica. The cliffhanging swimming pools at differing levels make a splendid sight from across the valley. The guiding hand of Greatviews creator and the commitment of its staff... View all property information
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    5 of 5 stars Reviewed 9 April 2013
    I wanted to take time to let you know how much we enjoyed spending time at Greatview. It is a phenomenally, amazing villa and I only have good reviews to offer about the...
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    $3,260
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    1 / 44
    5 of 5 stars (7) Excellent
    Montego Bay
    6 Bedrooms / 14 Bathrooms / Sleeps 17
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Gym
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    This elegant retreat nestled in the prestigious Spring Farm gated community is the ideal setting for a large gathering. At 18,000 square feet it perfectly accommodates five couples, with additional bedding available for groups of up to 17 guests. Once you drive in through the palm tree-lined... View all property information
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    5 of 5 stars Reviewed 25 June 2014
    I am not sure if there is a word in the English dictionary that I could used to aptly describe my experience last week in this fabulous home! From the unbelievable...
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    $190
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    1 / 15
    4.5 of 5 stars (5) Very good
    Treasure Beach
    2 Bedrooms / 2 Bathrooms / Sleeps 5
    Overview Reviews (5) Make Enquiry
    Amenities & Details
    • Grill
    • Private Outdoor...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Besides sun, sand, sea and seclusion, here you can sit back and enjoy the blessed absence of no/cell/24-7/hurry-hurry life. This charming Fort Charles villa offers 1-5 guests total escape -- at a surprisingly affordable price. Nestled on an acre of open farmland, Villa Arcadia faces sunsets on... View all property information
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    $2,333
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    1 / 42
    5 of 5 stars (2) Excellent
    Discovery Bay
    5 Bedrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Sugar Bay is one of our favourite and most wonderful waterfront villa. It has been a holiday home to a Jamaican family who arrived from Ireland in the early 1800's and have made their living from farming and developing the natural resources of the Jamaican land. Sugar Bay was built in 1995 and is... View all property information
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    Location Information
    Discovery Bay, Saint Ann Parish 1
    5 of 5 stars Reviewed 17 May 2012
    We stayed at this wonderful villa for a week with our children and another family. From the outset, the staff made us feel incredibly welcome and nothing was too much trouble for...
    5 of 5 stars Reviewed 14 May 2012
    We are a family of four and we recently joined up with friends and their kids for a dream come true week at Sugar Bay Villa - Discovery Bay. We arrived with high expectations and...
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    $5,009
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    1 / 8
    Montego Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Designed by Prince Kasimir Korybut in 1993, Almond Hill is a lovely private home located on a former coconut plantation just 20 minutes from Montego Bay and one minute from posh Round Hill where guests enjoy complimentary resort membership. The villa is tastefully decorated with comfortable... View all property information
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    $543
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    1 / 17
    5 of 5 stars (9) Excellent
    Discovery Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (9) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Located in Discovery Bay where Columbus is said to have first landed in Jamaica, Sea Haven offers entryway into this tropical paradise that so marveled its first explorers. The periwinkle blue exterior, sunshine yellow interior and barrel vaulted blue sky ceiling within the classic structure of the... View all property information
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    Location Information
    Discovery Bay, Saint Ann Parish
    5 of 5 stars Reviewed 21 January 2015
    Vacations normally take a least a day to settle into.....not here. The moment you walk into the house it feels like home. The house is beautifully decorated, your eyes are drawn...
    5 of 5 stars Reviewed 11 August 2014
    After an easy 50 minute drive from the airport, we arrived at Sea Haven. Elva, Angela, and Comoy greeted us in the front yard with a smile and a welcome to our new home in...
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    $1,084
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    1 / 24
    5 of 5 stars (1) Excellent
    Discovery Bay
    6 Bedrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    EXTRAORDINARY DISCOUNTS! (new reservations only) 1 NIGHT FREE WHEN BOOKING A WEEK Limited time offer only, book now! Idleawile is a wonderful 6 bedroom, all with ensuite bathrooms, ceiling fans and aircondioning for your comfort! Oceanfront villa in Rio Bueno Harbour which is only 5 minutes from... View all property information
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    Location Information
    Discovery Bay, Saint Ann Parish 1
    5 of 5 stars Reviewed 7 July 2012
    We stayed here for a week from May-June 2012, using all 6 rooms. Everything was wonderful and I would definitely stay here again. The staff couldn't have been nicer or more...
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    $1,629
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    1 / 18
    5 of 5 stars (6) Excellent
    Discovery Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Enjoy the sweet and stylish surroundings at Sugar Bay. Completed in 1995, this villa was designed to emulate the architecture of an archetypal Jamaican villa. The quality of the construction materials speak volumes about the care and workmanship put into building this estate. Close to the Green... View all property information
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    Location Information
    Discovery Bay, Saint Ann Parish
    From
    $596
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    1 / 12
    4.5 of 5 stars (2) Very good
    Runaway Bay
    3 Bedrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
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    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Idle Hours located in Runaway Bay offers one of Jamaica's largest privately owned white sandy beaches. All amenties are close by such as Breezes eighteen-hole golf course and watersport facilities are only minutes away. There is great scuba diving and snorkelling directly off Idle Hours beach. In... View all property information
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    5 of 5 stars Reviewed 23 October 2014
    Myself and three friends stayed at this property in Oct and absolutely loved it!! Sandy the dog needed a bit of obedience training, but understandably as she was locked up for...
    4 of 5 stars Reviewed 11 June 2012
    My friends and i stayed at Idle Hours for 5 days. We had a great time, the beach view every morning through our window was perfect. The sunlight and the waves crashing is the...
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    $4,006
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    1 / 28
    Ironshore
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Calypso is a charming open-air villa adjacent to the 16th fairway of the championship The Tryall Golf Course. Its lush grounds are graced by palm, lime, avocado, grapefruit, papaya, and poinciana trees, brilliant hibiscus and bougainvillea, and a beautiful lavender orchid tree. The beautiful living... View all property information
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    From
    $1,631
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    1 / 27
    4.5 of 5 stars (2) Very good
    Ocho Rios
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    With your own private beach, pool and a child-friendly cove Four Winds has everything – from Wi-Fi to kayaks, from the infinity hot-tub which seats 10, to the diurnal breezes for poolside dining or for a sunset moment from the gazebo at the end or start of another beautiful day. Tennis at 10am or... View all property information
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    Location Information
    Ocho Rios, Saint Ann Parish
    4 of 5 stars Reviewed 13 November 2014
    Jamaica is indeed a beautiful place and the Four Winds Villas, located in Mamee Bay, St. Anns, just outside Ochi Rios was serenity. Perfect for a private wedding, perfect for...
    5 of 5 stars Reviewed 4 August 2014
    What an awesome trip! We stayed at the wonderful Four Winds Villa for 8 nights with my parents, teenage siblings, my sister and her boyfriend. Everyone had such a great time and...
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    $425
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    1 / 22
    4 of 5 stars (2) Very good
    Silver Sands
    3 Bedrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Miss P's Place is a 3 bedroom, 2 bathroom vacation villa. It sits on the hillside, overlooking the fabulous Silver Sands Bay, less than a two minute walk to the beach. This home is charmingly furnished with an emphasis on West Indian culture. Each bedroom has air conditioning and ceiling fans.... View all property information
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    Location Information
    Silver Sands, Trelawny Parish 1
    5 of 5 stars Reviewed 18 March 2015
    We loved our week at Miss P's Place. Christine and Faylyn (sp?) were wonderfully attentive. We had delicious food, including saltfish and ackee for breakfast one morning, shrimp...
    3 of 5 stars Reviewed 23 July 2014
    I stayed at Miss Ps place in July 2014. The staff were excellent and very attentive. I was expecting jamaican culinary dishes. We were given Eggos for breakface and Jerk...
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    $2,265
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    1 / 29
    5 of 5 stars (1) Excellent
    Runaway Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Located on a wide, sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds: a 6,000 sq. ft. private home with a huge lawn and beach, just yards from the Breezes Golf Pro Shop which offers unlimited complimentary green fees to Sweet Spot... View all property information
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    5 of 5 stars Reviewed 17 August 2014
    I traveled with a group of 5 other adults. The house itself was lovely as was the pool and outdoor seating area, with beautiful beach just steps outside of the back gate. The...
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    $4,438
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    1 / 28
    5 of 5 stars (3) Excellent
    Ocho Rios
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Reviews (3) Make Enquiry
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    • Dryer
    • Grill
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Relax and let your worries melt away as you arrive at Morgan's Cliff. Just sit back on your Muskoka chair and spend a few minutes taking in the spectacular ocean view. Our guests say it feels like a week's vacation in itself. But wait, much more awaits you at this brand new finely appointed ocean... View all property information
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    Location Information
    Ocho Rios, Saint Ann Parish N A
    5 of 5 stars Reviewed 30 April 2015
    Private and secure, this beautiful villa is poised on one of Jamaica's stunning cliffs overlooking the spectacular Caribbean! Located 15 minutes from downtown Ocho Rios, this...
    5 of 5 stars Reviewed 22 April 2015
    Beautiful spot! My bedroom had many personal touches like fresh flowers. The on property chef was amazing with lots of yummy options. The owners were happy to accommodate all of...
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    $8,698
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    Christiana
    8 Bedrooms / 9 Bathrooms / Sleeps 22
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Palm l'Horizon Villa invites you to experience the Caribbean vacation of a lifetime whether with family and friends, business incentive, romantic wedding or reunion. The villa was designed and built with guests in mind, providing luxury, privacy and security without losing that homely... View all property information
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    From
    $1,268
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    1 / 23
    5 of 5 stars (3) Excellent
    Mammee Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    A magnificent, golden 350 square foot beach awaits you at Seven Seas in Mammee Bay. Enjoy a fun ride down the slide into the crisp blue swimming pool overlooking the turquoise Caribbean Sea. Close to shopping, golf and the heart of Ocho Rios, there is no shortage of options at this villa. Whether... View all property information
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    $815
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    1 / 19
    5 of 5 stars (1) Excellent
    Discovery Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Ocean Views
    • Private Outdoor...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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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... View all property information
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    Location Information
    Discovery Bay, Saint Ann Parish
    5 of 5 stars Reviewed 17 March 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 do...
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    5 of 5 stars (1) Excellent
    Ironshore
    8 Bedrooms / Sleeps 16
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    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    Dream Castle Villa is a private gated villa where the focus is on relaxation....in your luxurious surroundings where the staff and all amenities of the property are at your full disposal. Enjoy incredible views of the Caribbean Sea and the Iron Shore Golf Course. Gardens planted wtih natural fruit... View all property information
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    5 of 5 stars Reviewed 28 October 2011
    I have stayed at the Dream Castle five different times with five different groups and we have always been totally satisfied and happy. The staff is great and strives to serve you...
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    5 of 5 stars (1) Excellent
    Ironshore
    4 Bedrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • x
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    About this property
    SKYLARK nestles among two peaceful acres of gated tropical gardens of lawn, flowers, palms, fruit trees and plantings. SKYLARK nestles among two peaceful acres of gated tropical gardens of lawn, flowers, palms, fruit trees and plantings. The property is very private and secure. There are views of... View all property information
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    5 of 5 stars Reviewed 22 February 2015
    Our family immensely enjoyed our first trip to Jamaica, thanks in large part to our comfortable home away from home at Skylark Villa. Howard, Delores and Sonia warmly welcomed us...
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    Stewart Town
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Pets allowed
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    • Suitable for children
    • ?
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    About this property
    Located on a private waterfront acre, Sea Haven is a traditional West Indian Villa dressed in a miracle of colour. Periwinkle blue exterior, sunshine yellow inside, with a barrel vaulted blue sky ceiling. Antiques include a 200 year old twig rocker made by slaves, and tortoise-back mahogany dining... View all property information
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    5 of 5 stars (1) Excellent
    Sandy Bay
    6 Bedrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • x
    About this property
    Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four poster beds and uniquely crafted local wood carvings. With its... View all property information
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    5 of 5 stars Reviewed 30 April 2014
    We had an amazing week at Jubilation. The house is incredible and the staff does a great job at maintaining the property. The chef is very talented and offered a delicious and...
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    5 of 5 stars (1) Excellent
    Ocho Rios
    1 Bedroom / 1 Bathroom / Sleeps 4
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Gym
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    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    The Space: Centrally located in the charming, historic West Indian city of Ocho Rios, Jamaica, this one-bedroom villa condo—with an amazing view of downtown Ocho Rios—is perfectly suited for a couple, a small family or single person interested in renting a unit for themselves. The villa has its own... View all property information
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    Location Information
    Ocho Rios, Saint Ann Parish OCHO RIOS PO
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    5 of 5 stars (1) Excellent
    St. Ann's Bay
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    About this property
    Seabreeze Shangri-La is a private villa in The Palms, a gated complex in Richmond Estates, St. Ann Jamaica. This 3 bedroom 2 bathroom villa has all the modern comforts. A combination of scenery, atmosphere, and amenities makes Seabreeze Shangri-La an affordable luxury villa well suited as a... View all property information
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    Location Information
    St. Ann's Bay, Saint Ann Parish 0
    5 of 5 stars Reviewed 16 October 2014
    The house is within a gated community, The Palms and each bungalow is accentuated with beautiful gardens which makes for wonderful scenery and delightful strolls. Botanists and...
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    5 of 5 stars (2) Excellent
    Wiltshire
    5 Bedrooms / Sleeps 10
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    • Air Conditioning
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    About this property
    Datura Villa is a five bedroom, fully staffed, private vacation destination that is located just seven miles from the Montego Bay airport in the town of Reading. The villa sits 500 feet above sea level, on nine private acres, and affords spectacular views of Montego Bay and its islands. Originally... View all property information
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    5 of 5 stars Reviewed 4 January 2012
    We have twice spent a week in January at Datura Villa, and both weeks were perfection. In 2007, we relaxed at the Villa in between excursions with Chisolm to local attractions and...
    5 of 5 stars Reviewed 5 May 2011
    I picked Datura Villa from Trip Advisor after researching numerous other Villas' in and around Montego Bay, Jamaica area. I emailed the owner Randel Cole, who got in touch with me...
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    Ocho Rios
    7 Bedrooms / 7 Bathrooms / Sleeps 16
    Overview Make Enquiry
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Villa Viento is a beautiful ocean front villa located in the lively town of Ocho Rios. Two acres of lush tropical gardens and grassy lawns surround the luxurious 7 bedroom villa rental in Jamaica. This is an excellent wedding venue with seaside gazebo! Tucked away in a lovely corner, the Jamaica... View all property information
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    Location Information
    Ocho Rios, Saint Ann Parish
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    $1,358
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    4 of 5 stars (2) Very good
    Ocho Rios
    10 Bedrooms / 11 Bathrooms / Sleeps 20
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Kai Kala villa in Ocho Rios is a resplendent tropical luxury destination set on a two acre property of lush Jamaican fruit trees and flowers set on a majestic cliff overlooking the sea. This veritable tropical hamlet is composed of four separate cottagesKai Kala, Hideaway Cottage, Bamboo Cottage... View all property information
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    Location Information
    Ocho Rios, Saint Ann Parish
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    $139
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    5 of 5 stars (1) Excellent
    Montego Bay
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Balcony
    • Gym
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Pool Table
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
    About this property
    The Space Affordable, Luxury and Spacious Studio Apartment available for vacation rental on the Hip Strip, Montego Bay, Jamaica King-size bed with orthopedic mattress 50 inch LED Smart TV Wifi Internet and Cable tv Solid bamboo flooring Fully equipped kitchen with granite countertops,... View all property information
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    5 of 5 stars Reviewed 22 April 2015
    I am so happy I pick this apartment. Location is amazing, best in Montego Bay but building is OLD. I was renting in this building few another apartments before, with original 40...
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    $212
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    1 / 9
    5 of 5 stars (2) Excellent
    Ocho Rios
    1 Bedroom / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Balcony
    • Grill
    • Housekeeping...
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Timberlea's cosy cottage sits on 2 acres of beautiful gardens and is surrounded by 14 acres of mature fruit trees and woodlands and just a short walk from the 18 hole Sandals Golf and Country Club. This is an ideal location for golfers, writers, artists, day dreamers, adventurers, romantics and... View all property information
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    Location Information
    Ocho Rios, Saint Ann Parish UPTON
    5 of 5 stars Reviewed 8 April 2015
    So nice I went twice in six weeks! When we first got to Timberlea it was really dark, so we didn’t get to see much, but the next morning we were welcomed by a beautiful sunrise...
    5 of 5 stars Reviewed 28 March 2015
    We really enjoyed our time at Timberlea, so much so that we have stayed 3 times since! The cottage and surroundings are clean and beautiful. The staff are amazing and always there...
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    $888
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    5 of 5 stars (1) Excellent
    Montego Bay
    7 Bedrooms / 7 Bathrooms / Sleeps 18
    travellers have booked this property
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    About this property
    Come to Celebrity Villa Jamaica where the luxurious accommodations and impeccable service are fit for a STAR celebrity! The beautiful mansion is a NEW CONSTRUCTION 6,000 sq ft 7 BR/ 7 BA plush estate home nestled on an ocean view mountain in the prestigious Iron Shore resort community in Montego... View all property information
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    5 of 5 stars Reviewed 23 March 2015
    The layout and condition of the Villa was perfect! The staff were great; Chef Michael always had a wonderful meal primed and ready! Richard drive us to the best spots on the...
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    Tower Isle
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    Emerald Seas Villa offers 6,000 sqft of stately accommodation. Recently restored using only the best materials and a fine attention to detail, Emerald Seas Villa more resembles a private resort than a rental home. The villa is an elegant two-level private home built into a mountainside beside the... View all property information
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    $1,539
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    5 of 5 stars (17) Excellent
    Runaway Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Grill
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    Walk across the perfectly manicured, expansive lawn on your way to your own pristine white sand beach. Just a stone’s throw away from Breezes Golf Pro Shop, enjoy the unlimited complimentary access to the greens that is included with your stay at Sweet Spot. Unwind in this 6,000 square foot house... View all property information
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    5 of 5 stars Reviewed 10 February 2014
    Incredibly delicious home cooked food. Staff was friendly, attentive and kind. I would highly recommend this villa. Probably one of the best vacations I have ever had.
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    5 of 5 stars (21) Excellent
    Montego Bay
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    Amenities & Details
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Great Value , Family Friendly Air-conditioned split level Two Bedroom Townhouse in gated community with 24 hour security, five minutes from airport, city centre , Doctors Cave Beach and Hip Strip .Perfect Home away from Home in relaxed quiet area .Comfortably furnished living and dining area ,... View all property information
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    5 of 5 stars Reviewed 3 March 2015
    My husband and I spend 5 glorious weeks, from January 24-February 28, 2015, at the Campbell's townhouse in Mango Walk Country Club, Montego Bay. We absolutely loved our time...
    5 of 5 stars Reviewed 31 July 2014
    I enjoyed my stay at this town house. It is literally a home away from home. I couldn't ask for better. All the amenities are readily available. All you need to do is buy food...
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    $824
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    5 of 5 stars (3) Excellent
    Negril
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dryer
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    There’s an old Jamaican song about a special “Cottage in Negril.” Few villas could so eloquently capture the romantic nostalgia conjured by this beautiful tune as Little Waters on the Cliff. This private villa is nestled on the cliff side at the western most point of the island, allowing guests to... View all property information
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    $1,084
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    5 of 5 stars (1) Excellent
    Montego Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Welcome to Calypso Shores, a luxurious contemporary 4-bedroom beachfront villa located on its own private beach on a calm lagoon in Montego Bay in Jamaica. Calypso Shores, located in a stunning California-style residential neighbourhood named Lagoons, is possibly one of the most magical Jamaican... View all property information
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    5 of 5 stars Reviewed 16 April 2015
    From the moment we stepped off the plane we were treated like queens!We hired a driver for the full 2 weeks.(the very best idea ever!) The house is beautiful! Spotless and well...
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    $2,441
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    Oracabessa
    9 Bedrooms / Sleeps 22
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Ping Pong Table
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    About this property
    Special offer: One Night FREE when booking a week!! OR Complimentary driver and air conditioned minivan for the week!! Complimentary airport transfers included with all bookings at Golden Clouds Golden Clouds, has one of the highest return guest record, is an outstanding and magical place,... View all property information
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    5 of 5 stars (1) Excellent
    Ocho Rios
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Hotel Features. The resort features a pool attached to a swim-up bar and an eight- person jetted tub. Beach 7 minutes away. One king bed, two-person jetted Jacuz tub, vanity sink in master bedroom located in loft with peaked wood ceilings and dormer windows accessible by spiral staircase.... View all property information
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    Location Information
    Ocho Rios, Saint Ann Parish DF45TG
    5 of 5 stars Reviewed 14 January 2015
    Resort offers all you can ask for. Massive swimming pool, restaurant tennis courts etc. Rental property was great, lovely balcony views, all rooms was of a good size and...
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    1 / 9
    5 of 5 stars (1) Excellent
    Montego Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Villa VL TTC sits on two acres in the famous gated community of The Tryall Club, directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass, and other times its... View all property information
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    5 of 5 stars Reviewed 6 June 2014
    The tradewinds is perfect, from location to amities. We went for a girls trip and loved being pampered by the staff and enjoying the grounds of the tryall country club. We...
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    $158
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    5 of 5 stars (2) Excellent
    Runaway Bay
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    travellers have booked this property
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    Amenities & Details
    • Gym
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Ping Pong Table
    • Pool Table
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Contemporary stylish beach villa located along Jamaica's picturesque north coast Runaway Bay :) Villa is located in a secure upmarket gated community called Richmond. The community is quiet and safe with 24 hour security. There is also a supermarket located on the community. Visitors are welcome... View all property information
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    5 of 5 stars Reviewed 4 May 2015
    Fantastic Villa located on the Richmond Estate an up and coming area and was just what we needed, 6 of us wanted somewhere clean, presentable, chilled and secure. A family group...
    5 of 5 stars Reviewed 24 March 2015
    New, contemporary, clean little holiday home. On complex gym, pool house and children's play area. Safe gated community. I recently stayed here with a small group and...
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    $132
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    5 of 5 stars (1) Excellent
    Ocho Rios
    1 Bedroom / 1 Bathroom / Sleeps 3
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Safe
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Chrisanns Beach Resort is a complex of beach front vacation apartments located four miles east of Ocho Rios that offer any holidaymaker an experience of Jamaica they could never forget. This enchanting property has its own private pool and beach with gazebo that overlooks the ocean, giving you a... View all property information
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    Location Information
    Ocho Rios, Saint Ann Parish 00876
    5 of 5 stars Reviewed 6 February 2015
    Chrisanns Apt #9 was great! Spotless, nicely decorated, roomy. Dulcea the owner was constantly available by email and checked in on us. She helped us obtain a driver named Christy...
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    $792
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    Silver Sands
    5 Bedrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Sand Dollar is a newly renovated villa of over 6,000 sq feet of living areas, with 5 bedrooms and 5 bathrooms. Located in a 24 hour security, gated community, this luxury villa is only a short walk to the white sandy beach of Silver Sands! This is a villa with a bright and airy tropical atmosphere,... View all property information
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    Location Information
    Silver Sands, Trelawny Parish 1