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Luxury Rentals in Montego Bay, Jamaica

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    $3,624
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    1 / 22
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 13
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    From
    $3,600
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    12 Bedrooms, 15 Bathrooms, Sleeps 24
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    $3,328
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    1 / 44
    5 of 5 stars (7) Excellent
    6 Bedrooms, 14 Bathrooms, Sleeps 17
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    $3,052
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    1 / 22
    9 Bedrooms, 9 Bathrooms, Sleeps 18
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    About this property
    Tucked away on a hill overlooking the majestic Tryall Golf Course and providing 360 degree panoramas, L’Dor V’Dor is a veritable tropical haven. The villa is the largest at Tryall Club, which has been rated by Condé Nast as one of the best places to stay in the world. L’Dor V’Dor has great... View all property information
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    Montego Bay, Saint James Parish JMDWD14
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    $3,052
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    1 / 30
    5 of 5 stars (5) Excellent
    9 Bedrooms, 11 Bathrooms, Sleeps 18
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    • Air Conditioning
    • DVD Player
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    • Parking
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this... View all property information
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    Montego Bay, Saint James Parish
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    $20,000
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    1 / 21
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12
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    • Patio
    • Microwave
    • Shared Outdoor Pool...
    • Dishwasher
    • Refrigerator
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • x
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    About this property
    Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design... View all property information
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    Hopewell, Montego Bay
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    $2,857
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    1 / 44
    6 Bedrooms, 14 Bathrooms, Sleeps 12
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    • DVD Player
    • Hot Tub
    • Safe
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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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    Montego Bay, Saint James Parish JMDWD14
    From
    $19,313
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    1 / 8
    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Stereo System
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica, garnering numerous awards and accolades for excellence, including the World Travel Award for World's Leading Villa for eight years running. The villas at Round Hill... View all property information
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    Montego Bay, Saint James Parish
    From
    $2,727
    / Night
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    1 / 30
    8 Bedrooms, 11 Bathrooms, Sleeps 16
    Overview Make Inquiry
    Overview
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Dryer
    • Internet Access
    • Parking
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this... View all property information
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    Location Information
    Montego Bay, Saint James Parish JMDWD14
    From
    $2,727
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    1 / 22
    8 Bedrooms, 9 Bathrooms, Sleeps 16
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Tucked away on a hill overlooking the majestic Tryall Golf Course and providing 360 degree panoramas, L’Dor V’Dor is a veritable tropical haven. The villa is the largest at Tryall Club, which has been rated by Condé Nast as one of the best places to stay in the world. L’Dor V’Dor has great... View all property information
    Make Inquiry
    Location Information
    Montego Bay, Saint James Parish JMDWD14
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    From
    $2,714
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    1 / 29
    5 of 5 stars (1) Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 14
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Internet Access
    • Stereo System
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,670
    / Night
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    1 / 11
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 14
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    • Gym
    • Stereo System
    • Private Outdoor...
    • Hot Tub
    • Shared Yard
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A perfect villa setting, excellent for entertaining with its private bar/dining room area. The five suites/bedrooms each feature sprawling veranda and living room areas. The other three suites are on one level separated by living room spaces. This villa is beautifully furnished and features genuine... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $18,185
    / Week
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    1 / 21
    6 Bedrooms, 7 Bathrooms, Sleeps 12
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    • Private Outdoor...
    • Air Conditioning
    • Hairdryer
    • Satellite TV
    • Internet Access
    • Stereo System
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa VL WTC offers 6 bedrooms, is located in the gated community of the Tryall Club and overlooks the golf course and the Caribbean Sea. Tryall is a private club with amenities such as a private beach, water sports, tennis, an excellent gym, the Hummingbird Kids Club, Great House afternoon... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $18,182
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    1 / 33
    7 Bedrooms, 8 Bathrooms, Sleeps 14
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    • Boat Available
    • Waterfront
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    If the only sounds you want to hear while you’re on vacation are the birds, wind and the sea, come to Seaclusion. Completed in February 2015, Seaclusion is one of the newest and most distinctive villas in the posh Tryall Club. Perhaps the most astonishing feature is the oxymoron of Seaclusion’s... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,571
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    1 / 52
    6 Bedrooms, 14 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • TV
    • Stereo System
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Gym: incliner trainer treadmill, double-sided half-cage with Olympic bars and weights bench, elliptical bike, cybex trainer, cable cross, punch kettle bells, fitness balls and yoga mats. Spa with two tables and cedar steam room: massage, facial, body scrub, manicure, pedicure. 100'projection... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,571
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    1 / 44
    5 Bedrooms, 14 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Safe
    • Air Conditioning
    • Hot Tub
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
    Make Inquiry
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    From
    $2,500
    / Night
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    1 / 16
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Air Conditioning
    • Grill
    • Dishwasher
    • Patio
    • Stereo System
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Fleming's retreat is a boutique resort laced with beaches, tropical forest, caves and secluded nooks. Intimate and informal, this idyll attracts celebrities and other lovers of luxury. If these walls could talk they'd tell tales of artists and writers, spies and seducers. The romantic atmosphere is... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,337
    / Night
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    1 / 22
    7 Bedrooms, 9 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Tucked away on a hill overlooking the majestic Tryall Golf Course and providing 360 degree panoramas, L’Dor V’Dor is a veritable tropical haven. The villa is the largest at Tryall Club, which has been rated by Condé Nast as one of the best places to stay in the world. L’Dor V’Dor has great... View all property information
    Make Inquiry
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    From
    $2,337
    / Night
    View Details
    1 / 30
    7 Bedrooms, 11 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • DVD Player
    • Air Conditioning
    • Parking
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this... View all property information
    Make Inquiry
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    From
    $2,314
    / Night
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    1 / 30
    Rose Hall
    6 Bedrooms, 8 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Stereo System
    • Air Conditioning
    • DVD Player
    • Safe
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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 Greatview’s creator and the commitment of its staff... View all property information
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    Location Information
    Rose Hall, Montego Bay JMDWD14
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    From
    $2,285
    / Night
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    1 / 29
    6 Bedrooms, 7 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Air Conditioning
    • DVD Player
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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
    Make Inquiry
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    From
    $2,272
    / Night
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    1 / 25
    5 of 5 stars (4) Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14
    Overview Reviews (4) Make Inquiry
    Overview Reviews (4)
    Amenities & Details
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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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    Location Information
    Montego Bay, Saint James Parish
    5 of 5 stars Reviewed November 24, 2014
    We stayed here with 6 other couples. The pictures were great, the hype was high, you never know until you get there? This exceeded every expectation we could imagine. The resort...
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    $2,200
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    1 / 13
    5 of 5 stars (6) Excellent
    Sandy Bay
    7 Bedrooms, 8 Bathrooms, Sleeps 14
    Overview Reviews (6) Make Inquiry
    Overview Reviews (6)
    Amenities & Details
    • Internet Access
    • Water Views
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Waterfront
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    About this property
    Phoenix is a private, luxury, fully staffed villa located directly on the Caribbean Sea in Jamaica, West Indies. Located in Sandy Bay, Phoenix is part of the exclusive Tryall Club, giving guests all the amnesties of a First Class Resort, while offering the privacy and spaciousness of a personal... View all property information
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    Location Information
    Sandy Bay, Montego Bay NONE
    5 of 5 stars Reviewed May 26, 2015
    We stayed with a group of friends to catch up, enjoy the weather and play a little golf. Phoenix at Tryall delivered on all counts. The service at the house was professional and...
    5 of 5 stars Reviewed May 19, 2015
    Simply put, Phoenix is the finest villa in the best resort (Tryall Club) near Montego Bay. The villa's location is directly on the ocean with what must be 500ft of frontage...
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    From
    $2,143
    / Night
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    1 / 29
    7 Bedrooms, 7 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Water Views
    • Gym
    • Stereo System
    • Shared Outdoor Pool...
    • Satellite TV
    • Safe
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Sugar Hill is an elegant new island home perched atop a manicured 3-acre property overlooking the breathtaking Caribbean Sea and magnificent Tryall Club Resort. The one level floor plan allows views of the glittering turquoise sea and curvaceous coastline from every room. It is built in the... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,142
    / Night
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    1 / 24
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    With a sweeping view of the Caribbean Sea, Pineapple House is a spacious villa located on Copper Ridge, along Jamaica’s exclusive North Shore. Distinctive in its architecture, Pineapple House’s extensive fret-work and ‘Oliver Messel’ design is defined by its Messel-green shutters, coral stone... View all property information
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    Location Information
    Hopewell, Montego Bay JMDWD14
    From
    $2,142
    / Night
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    1 / 23
    9 Bedrooms, 9 Bathrooms, Sleeps 18
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Ceiling Fans
    • Satellite TV
    • DVD Player
    • Microwave
    • Stereo System
    • Dishwasher
    • Outdoor Dining Area
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Tucked away on a hill overlooking the majestic Tryall Club and providing 360 degree panoramic views of Montego Bay and Hanover, LDor VDor is a haven waiting to be discovered The largest villa on the property; it has great flexibility to meet the needs of the most discriminating adult or large... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,116
    / Night
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    1 / 7
    Hopewell
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • Gym
    • Balcony
    • Shared Yard
    • Private Outdoor...
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Recently upgraded and renovated, this stunning four bedroom villa with a pool has two main suites upstairs with connecting doors and two bedrooms downstairs, completely renovated, in the classic tradition of Round Hill - simple, elegant, and luxurious at the same time.The villa is also very private... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $2,116
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    1 / 4
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Terrace
    • Gym
    • Shared Yard
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    This cottage is situated at the highest point of Round Hill and is the only villa with pool that has a view of the night lights of Montego Bay as well as Round Hill Bay. This cottage was recently expanded with the addition of a beautiful large separate suite and outdoor living area.A large lawn... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $14,545
    / Week
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    1 / 15
    7 Bedrooms, 8 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Stereo System
    • DVD Player
    • Hot Tub
    • Hairdryer
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Villa VL PTC sits on a spectacular seascape on Jamaica's lush North Coast at the luxurious Tryall Club 12 miles west of Montego Bay. The beach club, pro shop, first tee, and driving range are within walking distance of the villas front door. Nine Laykold tennis courts are just a golf cart ride up... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,078
    / Night
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    1 / 10
    4 of 5 stars (1) Very good
    7 Bedrooms, 8 Bathrooms, Sleeps 14
    Overview Reviews (1) Make Inquiry
    Overview Reviews (1)
    Amenities & Details
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,071
    / Night
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    1 / 15
    5 Bedrooms, 7 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Internet Access
    • Safe
    • Air Conditioning
    • Dryer
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Located at the famed Tryall Club, Trinity Villa is a deluxe luxury destination situated high above the Caribbean Sea that boasts breathtaking views of the ocean, tropical forests and a championship eighteen hole golf course. The infinity pool itself is a feat of architecture with the stairs from... View all property information
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    Location Information
    Montego Bay, Saint James Parish JMDWD14
    From
    $2,029
    / Night
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    1 / 30
    Rose Hall
    6 Bedrooms, 8 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • DVD Player
    • Stereo System
    • Safe
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • 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 Greatview’s creator and the commitment of its staff... View all property information
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    Rose Hall, Montego Bay JMDWD14
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    Rose Hall
    6 Bedrooms, 8 Bathrooms, Sleeps 12
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    • Internet Access
    • Safe
    • DVD Player
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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 Greatview’s creator and the commitment of its staff... View all property information
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    Rose Hall, Montego Bay JMDWD14
    From
    $2,014
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    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Safe
    • TV
    • Stereo System
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    There are 27 individually owned villas with 74 suites surrounded by 30 acres of tropical gardens. Villas or cottages contain 2, 3, 4 and 5 suites, each with private, complete villa with private pool or suites in villas with a shared pool; 23 villas have their own pool. The villas are beautifully... View all property information
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    Montego Bay, Saint James Parish
    From
    $2,013
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    6 Bedrooms, 11 Bathrooms, Sleeps 12
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    • Air Conditioning
    • Dryer
    • Internet Access
    • Parking
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Expect touches of art and glamour at this sleek luxury getaway, one of our most impressive Jamaica villa rentals. Owned by one of the world’s premier Jamaican art collectors, Hanover Grange’s interiors and expansive grounds are decorated with pieces from the owner’s collection. Opened in 2010, this... View all property information
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    Montego Bay, Saint James Parish JMDWD14
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    5 Bedrooms, 5 Bathrooms, Sleeps 1
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    • Microwave
    • Stereo System
    • Safe
    • Satellite TV
    • Ceiling Fans
    • Patio
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
    • x
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    About this property
    Completed in January of 2007, Trinity Villa is an ultra-luxurious paradise. The 4 acre estate is home to royal palms, numerous fruit trees, and indigenous flowers. Grand in luxury and in scale, Trinity is comprised of 13,000 square feet of living space under the roof, and an additional 6000 square... View all property information
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    Montego Bay, Saint James Parish
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    $2,000
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    6 Bedrooms, 6 Bathrooms, Sleeps 17
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    • DVD Player
    • Stereo System
    • Washer
    • Dryer
    • Satellite TV
    • Gym
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Flower Hill is one of the newest villas in Montego Bay's, Spring Farm neighborhood. This Premier 19,000-sq-ft villa sits on 4 beautifully landscaped acres overlooking the Half Moon Beach Resort and Golf Club. A special amenity of the villa is the complementary membership to the nearby Half Moon... View all property information
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    Montego Bay, Saint James Parish
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    $2,000
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    6 Bedrooms, 14 Bathrooms, Sleeps 12
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    • Mountain Views
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • DVD Player
    • Hot Tub
    • Water Views
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Flower Hill - This breathtaking and luxurious 18,000 sq. ft. villa completed in the summer of 2012 is located in the Montego Bay, Spring Farm villas overlooking the Half Moon Resort golf course and the Caribbean Sea. The 6-bedroom 14-bathroom villas was constructed using the finest materials and... View all property information
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    Montego Bay, Saint James Parish
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    $13,640
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    6 Bedrooms, 8 Bathrooms, Sleeps 12
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    • Private Outdoor...
    • Internet Access
    • Stereo System
    • Gym
    • Hairdryer
    • Air Conditioning
    • Outdoor Dining Area
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Villa VL VVT has a quarter-mile driveway with brilliant bougainvillea on all sides and leads to a Travertine-paved Italianate courtyard, and dramatic entrance. On a remarkable six private acres at the prestigious Tryall Club, VL VVT is uniquely private, wonderfully quiet, and tranquil while just... View all property information
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    Montego Bay, Saint James Parish
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    $1,948
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    6 Bedrooms, 9 Bathrooms, Sleeps 12
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    • Air Conditioning
    • Internet Access
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    • Pet-friendly
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    • Child-friendly
    • ?
    • ?
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    • Elder access
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    About this property
    Tucked away on a hill overlooking the majestic Tryall Golf Course and providing 360 degree panoramas, L’Dor V’Dor is a veritable tropical haven. The villa is the largest at Tryall Club, which has been rated by Condé Nast as one of the best places to stay in the world. L’Dor V’Dor has great... View all property information
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    Location Information
    Montego Bay, Saint James Parish JMDWD14
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    6 Bedrooms, 7 Bathrooms, Sleeps 12
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    • Air Conditioning
    • DVD Player
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    • Pet-friendly
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    • Child-friendly
    • ?
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    • Elder access
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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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    Montego Bay, Saint James Parish JMCJS00
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    6 Bedrooms, 6 Bathrooms, Sleeps 12
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    • Internet Access
    • DVD Player
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    • Pet-friendly
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    • Child-friendly
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    About this property
    Majestic ocean views and a lion’s head water fountain await you at Villa Viviana. The property is part of the famed Tryall Club, ranked by Condé Nast as one of the best places to stay in the world. A true golfer’s paradise, this villa provides all the perks required for a relaxing and rejuvenating... View all property information
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    Montego Bay, Saint James Parish JMDWD14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Internet Access
    • DVD Player
    • Air Conditioning
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    About this property
    Windrush villa offers the sophistication and elegance of true Caribbean luxury chic. Located on five acres of private gardens and nestled on a privileged vantage point of the prestigious Tryall Club, it offers privacy, yet ease of access to all the five star facilities offered by the resort.... View all property information
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    Montego Bay, Saint James Parish JMDWD14
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    4 of 5 stars (1) Very good
    6 Bedrooms, 6 Bathrooms, Sleeps 12
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    • Air Conditioning
    • Safe
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Elder access
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    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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    Montego Bay, Saint James Parish
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    $1,948
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    6 Bedrooms, 7 Bathrooms, Sleeps 12
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    • Air Conditioning
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Elder access
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    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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    Montego Bay, Saint James Parish JMDWD14
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    $1,948
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    6 Bedrooms, 6 Bathrooms, Sleeps 12
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    About this property
    Flanked by palm trees and overlooking the deep blue Caribbean Sea, Following Seas marks a prime spot to unwind in the warm Jamaican sun. Located at the Tryall Club, which is ranked by Condé Nast as one of the best places to stay in the world, Following Seas is a golfer’s paradise. Feel free to ask... View all property information
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    Location Information
    Montego Bay, Saint James Parish JMDWD14
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    5 of 5 stars (2) Excellent
    6 Bedrooms, 9 Bathrooms, Sleeps 12
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    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Elder access
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    About this property
    Rose Cottage is a magnificently designed luxury villa located at the world renowned Tryall Club in Montego Bay. Designed by Nancy D. Maffasanti, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica and Europe. Rose Cottage is an expansive, meticulously crafted,... View all property information
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    Montego Bay, Saint James Parish
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    $1,928
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    5 of 5 stars (4) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • DVD Player
    • Air Conditioning
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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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 golfer’s 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... View all property information
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    Montego Bay, Saint James Parish
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    $1,883
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    5 of 5 stars (2) Excellent
    10 Bedrooms, 6 Bathrooms, Sleeps 20
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    Amenities & Details
    • Stereo System
    • Patio
    • Satellite TV
    • Dryer
    • Dishwasher
    • Washer
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Silent Waters Villa won the Caribbean World Travel Awards Best Villa of the Year for 2004, 2005, 2006, & 2007! Silent Waters is a spectacular private home located on 18 acres on one of the highest mountaintops overlooking Montego Bay. Glamour, romance and flair define this remarkable vacation site,... View all property information
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    Montego Bay, Saint James Parish
    5 of 5 stars Reviewed January 26, 2015
    I just returned from a eight day stay and I can tell you each day was special from the entire staff greeting us at the entrance until we had to say good-by. From day one the...
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    5 of 5 stars (12) Excellent
    10 Bedrooms, 6 Bathrooms, Sleeps 20
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    Amenities & Details
    • Air Conditioning
    • Ping Pong Table
    • Mountain Views
    • Ocean Views
    • Housekeeping...
    • Watersports Nearby
    • Wi-Fi
    • Staffed Property
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Elder access
    • ?
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    About this property
    Winner of the Caribbean Travel & Living Awards 'Best Luxury Villa of the Year' for 2004 - 2012! Silent Waters Villa is a superb location for a family reunion, corporate retreat, destination wedding (seating 54 guests) or just a small group of friends seeking a most unusual holiday experience.... View all property information
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    Montego Bay, Saint James Parish 00000
    5 of 5 stars Reviewed February 25, 2015
    The service at Silent Waters is top notch, from the staff adapting their gourmet menus for individual dietary needs, to your clothes magically reappearing washed and pressed, to...
    5 of 5 stars Reviewed December 13, 2014
    I organized my husband's 40th bday celebration at Silent Waters. Words can not express how amazing the villa and staff are but I'll try. Jean Lawrence, the property manager, is...
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