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Vacation Rentals in Jamaica, Caribbean

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    From
    $304
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    1 / 31
    5 of 5 stars (22) Excellent
    Port Antonio
    2 Bedrooms / 1 Bathroom / Sleeps 5
    traveller have booked this property
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    $1,911
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    1 / 27
    5 of 5 stars (1) Excellent
    Discovery Bay
    7 Bedrooms / 9 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Enquiry
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    $85
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    1 / 58
    4 of 5 stars (26) Very good
    Negril
    1 Bedroom / 1 Bathroom / Sleeps 3
    traveller have booked this property
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    $112
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    1 / 31
    5 of 5 stars (3) Excellent
    Negril
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Reviews (3) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Housekeeping...
    • Internet Access
    • Ocean Views
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    This is a luxurious one bedroom condo tastefully decorated an boasts a beautiful ocean view. The condo comfortably sleeps 4 people and is great for a small family or 2 couples. There is an LCD television a Queen size bed and 2 fold out futons. You can expect to enjoy the beautiful ocean view while... View all property information
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    $6,021
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    1 / 25
    White House
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Internet Access
    • Private Outdoor...
    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.In Caribbean-style architecture, spaces are defined by airy octagonal gazebos and high cedar ceilings. Pretty blue and white fabrics... View all property information
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    $2,085
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    1 / 30
    5 of 5 stars (2) Excellent
    Discovery Bay
    6 Bedrooms / 7 Bathrooms / Sleeps 12
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Keela Wee is a majestic villa that sits proudly atop its own cozy coral cove. Whether you are swimming in the crystal clear swimming pool, soaking in the bubbling Jacuzzi or frolicking in the turquoise sea, you may, from time to time, recall the rich history of this area. Indeed, it is rumored that... View all property information
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    $2,433
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    1 / 35
    5 of 5 stars (2) Excellent
    Discovery Bay
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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... View all property information
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    $2,372
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    1 / 21
    5 of 5 stars (1) Excellent
    Sandy Bay
    6 Bedrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • 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
    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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    $10,935
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    1 / 32
    5 of 5 stars (2) Excellent
    Montego Bay
    5 Bedrooms / 6 Bathrooms / Sleeps 13
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a... View all property information
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    $17,028
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    1 / 31
    Montego Bay
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    From the homeowner who created the wonderful villa Keely Villa comes its new sister house, Whispering Waters Villa. Located side by side, these neighboring villas combine to offer 13 bedrooms, 2 swimming pools, 2 private beaches and 2 tennis courts lit for night play. Each villa has its own private... View all property information
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    $521
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    1 / 22
    5 of 5 stars (1) Excellent
    Discovery Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Located on a private waterfront acre, Sea Haven is a traditional West Indian home dressed in charming periwinkle blue. It sits directly on the edge of beautiful Discovery Bay. The living room is sunshine yellow with a vaulted ceiling painted to match the sky. Antiques include a 200-year-old rocker... View all property information
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    $1,433
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    1 / 51
    5 of 5 stars (6) Excellent
    Montego Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Bambu Villa, a Montego Bay luxury property, is located at Tamarind Hill on the lush west side of Montego Bay. Bambu is located approximately nine miles west of Montego Bay International Airport. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant... View all property information
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    From
    $626
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    1 / 28
    5 of 5 stars (65) Excellent
    White House
    5 Bedrooms / 4 Bathrooms / Sleeps 10
    Overview Reviews (65) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Culloden Cove is a beautiful villa with a private beach, jetty, swimming pool and an acre of tropical gardens on the unspoilt south coast of Jamaica. It is ideal for family vacations, groups of friends, and romantic getaways. The villa combines tranquility and complete privacy with access to top... View all property information
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    $573
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    1 / 21
    5 of 5 stars (4) Excellent
    Runaway Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Idle Hours is an attractive and comfortably furnished villa located on the beach in Runaway Bay. The interiors are furnished in cushioned wicker and open onto the verandah overlooking the beach and magnificent blue Caribbean. The home features three bedrooms with en-suite baths and is within... View all property information
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    $11,057
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    1 / 17
    White House
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Situated directly on the Caribbean Sea, steps from the first tee, beach club and beach bar, Phoenix is ideally located to take advantage of all The Tryall Club has to offer. The large, open, airy rooms and verandas are quintessentially Jamaican in feel and function. The villa takes advantage of the... View all property information
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    $140
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    1 / 18
    5 of 5 stars (30) Excellent
    Negril
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (30) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Ease into your day with coffee on the balcony. Gaze at the sparkling clear blue Caribbean water in front of you. Our airy, 2nd floor end unit is located in Point Village, a 14-acre private, secure condo community on 7 mile beach, between Grand Lido and Hedonism II. Snorkel just steps from the door... View all property information
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    From
    $712
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    1 / 14
    5 of 5 stars (1) Excellent
    Montego Bay
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Gym
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Exclusive 9 room French Style Luxury Villas. Located in a serene setting with a magnificent ocean view, swimming pool, and just 200 yards from a 18 hole golf course. Seaview Chateau in Montego Bay is a 9 bedroom French Style luxury property. Elegant furnishings and spectacular views help to make... View all property information
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    From
    $10,339
    / Week
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    1 / 29
    5 of 5 stars (1) Excellent
    Montego Bay
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Destiny is a dramatic achievement of architecture and design. Its rooms stretch over 10,000 square feet of indoor-outdoor living space. Additional amenities include: piano, poolside shower, golf on site or nearby, golf available, beach club, cook or chef vetted as gourmet, fully staffed villa,... View all property information
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    $304
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    1 / 62
    5 of 5 stars (23) Excellent
    Kingston
    3 Bedrooms / 5 Bathrooms / Sleeps 11
    Overview Reviews (23) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Mountain Views
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Kingsington Villa has been honored with TripAdvisor's Top Vacation Rental Award. Choice of one & two bedroom fully furnished Apartments or 3 bedroom Villa. See many photos and reviews. Get great discounts. Each 7 days get 1 day free; stay 30 days get 7 days free; Up to 40% discount for longer... View all property information
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    From
    $9,730
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    1 / 32
    White House
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Endless Summer is a turreted mansion with views of the Caribbean Sea. From the porte-cochere, beveled glass doors open to a dramatic 80' columned space.A sweeping white stone staircase curves gracefully from the foyer to a balustraded gallery encircling and overlooking the sunken living room,... View all property information
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    From
    $1,460
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    1 / 23
    5 of 5 stars (1) Excellent
    Montego Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly luxurious and cater to the most discerning travelers. The Royal Villas are surrounded by magnificent gardens and designed with impressive Georgian architecture with elegantly appointed living and... View all property information
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    From
    $85
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    1 / 10
    4.5 of 5 stars (15) Very good
    Montego Bay
    2 Bedrooms / 1 Bathroom / Sleeps 4
    traveller have booked this property
    Overview Reviews (15) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    This 800sq ft secure air conditioned 2 bedroom house is perfect for travelers looking to enjoy the local culture away from the resort. Your home away from home is approximately 15 minutes from Sangster International Airport & 10 minutes away from the famous Hip Strip in Montego Bay. Enjoy such... View all property information
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    From
    $2,259
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    1 / 29
    5 of 5 stars (1) Excellent
    Montego Bay
    7 Bedrooms / 8 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Harmony Hill is a private oasis offering the finest in Caribbean living. The villa combines Jamaica’s rich architectural tradition with the latest modern amenities and five star service. The villa enjoys one of the finest views in the entire Tryall Golf Course and Club, which has been described by... View all property information
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    $955
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    1 / 25
    5 of 5 stars (2) Excellent
    Discovery Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Set on its own private white sand beach on the shores of a perfect horseshoe bay, Sea Grapes is a standard but charming three-bedroom villa with a separate two-bedroom cottage offering a total of five bedrooms. In the main house are two bedrooms upstairs and one downstairs. In the separate cottage... View all property information
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    $2,189
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    1 / 34
    Port Maria
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Surrounded by 50 acres of landscaped lawn, fruit trees, and lush, untouched tropical forest, Bolt House is nestled on a hill overlooking Port Maria's beautiful blue harbor on the island of Jamaica. Augmenting this secluded five-bedroom private home, is a one-bedroom cottage at Goldeneye, where Bolt... View all property information
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    $960
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    1 / 17
    5 of 5 stars (3) Excellent
    Ocho Rios
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    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
    • ?
    • ?
    About this property
    Perched atop a cliff at the edge of the Caribbean Sea is Scotch on the Rocks, an endearing turquoise villa just minutes from the heart of Ocho Rios. Although the villa sits upon a rock, all of the private ocean swimming areas have cozy, shallow, sandy bottoms—perfect for children. Cool off in the... View all property information
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    $2,369
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    1 / 25
    5 of 5 stars (4) Excellent
    Montego Bay
    7 Bedrooms / 7 Bathrooms / Sleeps 12
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Sugar Hill is an archetypal Jamaican villa that captures spectacular views of the shimmering Caribbean Sea, the edges of the northwest coastline and the lush surrounding hillside. Beautiful flowers and exotic birds inhabit the manicured tropical gardens. This golfer’s paradise is located at the... View all property information
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    $1,579
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    1 / 21
    4 of 5 stars (1) Very good
    Montego Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Enjoy a splash in the kidney shaped pool right by the water’s edge at Karma Bay Villa. The villa is located at the famed Tryall Club in Montego Bay, rated by Condé Nast as one of the most desirable destinations in the world. A paradise for avid golfers, the lush and opulent surroundings at Karma... View all property information
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    $781
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    1 / 34
    5 of 5 stars (2) Excellent
    Montego Bay
    3 Bedrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This wonderful home was designed by Prince Kasimir Korybut in 1993. One of the most spectacular views from this home of the Caribbean sea and wonderful lawn areas which lead to a sparkling blue swimming pool. There are 3 bedrooms with lovely interiors and another private bedroom with a twin bed... View all property information
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    $1,185
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    1 / 11
    Negril
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Dishwasher
    • Dryer
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Negril Beach Villa is a little slice of paradise on 1 1/2 acres of lushly landscaped gardens and pristine beach. There's no place like a villa on Negril Beach. Nothing else even comes close. A wonderful two story, 3 bedroom villa with a most prized location on the famous stretch of Negril's white... View all property information
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    From
    $826
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    1 / 16
    4 of 5 stars (1) Very good
    Ocho Rios
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Frangipani is a cozy, unostentatious cottage in Ocho Rios named in reference to the fragrant white, pink or yellow flowers of the apocynaceae. This villa is the place for horse lovers as the rental includes unlimited riding. Close to golf and shopping, Frangipani is also ideally situated for day... View all property information
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    From
    $6,081
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    1 / 34
    5 of 5 stars (2) Excellent
    Montego Bay
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Sunset is a charming three-bedroom beach house on a fabulous site: a double lot absolutely on the edge of the beach and the sea. The wide blue all-day view is topped off by a sunset sky and a stunning nighttime view of the sparkling lights of the town of Montego Bay 12 miles across the sea.... View all property information
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    From
    $1,824
    / Night
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    1 / 25
    5 of 5 stars (1) Excellent
    Discovery Bay
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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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... View all property information
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    5 of 5 stars (1) Excellent
    Montego Bay
    6 Bedrooms / Sleeps 12
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    Amenities & Details
    • Balcony
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Deluxe 6 bedrooms, 6 bathrooms, with brand new refurbishments. Highland House has got new bathrooms and soft furnishings to show off! It has also been an absolute pleasure to experience the top service and the warm welcome and friendliness from the staff at Highland House. Vincent the butler is... View all property information
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    White House
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Pets allowed
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    About this property
    Pinnacle is a casual open-air Caribbean-style villa overlooking the historic Tryall Great House, golf course and the sea. Nine tennis courts (with pro’s standing by) are within walking distance. The golf pro shop is four minutes down the hill in Pinnacle's complimentary golf cart. Designed for... View all property information
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    5 of 5 stars (2) Excellent
    Montego Bay
    6 Bedrooms / Sleeps 12
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    This wonderful, spacious property which sits on 7 hillside and rolling acres near Montego Bay. This villa now enjoys the luxuries of a new renovation which has produced a wonderful tropical home with gracious floors of rich mahogany and local limestone. This stunning villa features an extra large... View all property information
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    4 of 5 stars (1) Very good
    Silver Sands
    3 Bedrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
    About this property
    Sol Mar Villa is a wonderful 3 bedroom, 3 bathroom villa in Silver Sands. This villa has a spectacular view of the Caribbean Sea and only 5 minutes walk to the white sandy beach of Silver Sands! There is a master bedroom with a king bed with pool view and sea views, and two other bedrooms with two... View all property information
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    5 of 5 stars (1) Excellent
    Sandy Bay
    5 Bedrooms / Sleeps 10
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    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Newly refurbished and spectacular Premier villa!! 5 bedrooms, 5 bathrooms. Tryall Resort Membership . Spectacular ocean views, 3 minutes golf cart ride to the beach! for this villa. Pineapple House is a premier villa located in the exclusive Tryall Club overlooking the ruins of the historic... View all property information
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    4.5 of 5 stars (2) Very good
    Discovery Bay
    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • ?
    About this property
    This 3-bedroom casual cottage shares a delightful waterfront site with its sister property, Coral Cove Villa, on the clear waters of Discovery Bay. Linga-Awile sits on a lovely, long, large lawn. Beyond the lawn and swimming pool is its sugary white sand beach with two thatched roof umbrellas for... View all property information
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    Runaway Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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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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    About this property
    Located on a wide sandy beach, VL SWB is a jewel box by the sea. The villas remarkable location offers privacy just yards from the Jewel Runaway Bay golf pro shop, which offers unlimited complimentary greens fees to VL SWB guests. VL SWB is a 6,000-square-foot private home with a huge lawn and... View all property information
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    $1,668
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    1 / 29
    5 of 5 stars (3) Excellent
    Montego Bay
    7 Bedrooms / 7 Bathrooms / Sleeps 12
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Greatview is one of the newest and most luxurious of the Montego Bay, Spring Farm villas overlooking the Half Moon Bay golf course and the Caribbean Sea. It is immediately apparent why the owners chose this name for their villa. From the colorful blue hues of the Caribbean Sea to the green... View all property information
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    5 of 5 stars (4) Excellent
    Ocho Rios
    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Dishwasher
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    • Grill
    • Safe
    • Satellite TV
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    About this property
    Lime Tree Villa, located in the lovely Hermosa section of Ocho Rios, has been completely remodeled and redecorated with great style and taste. Entrance to the gated home is down a long impressive drive through the magnificent and lush grounds. A casually elegant home, the villa is beautifully... View all property information
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    $1,389
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    5 of 5 stars (3) Excellent
    Montego Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Satellite TV
    • Washer
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • x
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    About this property
    Located above the Half Moon Golf Course, Endless Summer is a mansion that offers panoramic ocean views. Entrance is onto the porte-cochere where beveled glass doors open dramatically to an 80 columned space. A dramatic stone staircase curves gracefully from the foyer to a gallery encircling and... View all property information
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    5 of 5 stars (2) Excellent
    Discovery Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    A recent renovation has created a second floor, fifth bedroom and updated interiors ~ all without compromising this villa's comfy put-your-feet-up signature. The feeling is an at-home, informal, relaxed lifestyle. Additional amenities include: poolside shower, golf available, golf on site or... View all property information
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    Ironshore
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
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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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    4 of 5 stars (1) Very good
    Discovery Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • ?
    About this property
    On its own sugary white sand beach lapped by the clear turquoise waters of Discovery Bay sits the charming home Sea Grapes. The translucent azure waters here are excellent for swimming and kayaking. Surrounding the swimming pool is a spacious grassy lawn, wonderful for children and games.... View all property information
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    5 of 5 stars (1) Excellent
    Montego Bay
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Mahogany Hill is a beautiful three-level deluxe villa that overlooks a championship golf course, the shimmering Caribbean Sea and Montego Bay. The villa is situated at the world renowned Tryall Club that Condé Nast includes among its top places to stay in the world. Ingenious architectural design... View all property information
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    $2,345
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    5 of 5 stars (4) Excellent
    Montego Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
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    About this property
    Infinity is a spectacular recent addition to the Tryall Club family of villas in Montego Bay. Located at one of the top golfers paradises in the world, Infinity villa provides relaxation and refinement for the discerning traveler. Go ahead, take a swing! This tropical getaway will surely be one for... View all property information
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    4 of 5 stars (1) Very good
    Montego Bay
    7 Bedrooms / 8 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
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    About this property
    Phoenix is a colossal, elegant seaside villa located at the famed Tryall Club in Montego Bay. A golfer’s paradise, Tryall Club has been ranked by Condé Nast as one of the top places to stay in the world. Steps from the first tee of an eighteen hole championship course, as well as the beach club and... View all property information
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    White House
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
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    About this property
    Lime Acre is a beautiful and unique 3 bedroom, 3.5 bathroom beachfront villa with separate 2 bedroom cottage located in Whitehouse on Jamaica's tranquil south coast. The villa is about 1 mile to the new Sandals Whitehouse resort. Built in the 1920's as the residence of a lime plantation owner the... View all property information
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