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Villas and Vacation Rentals in Montego Bay, Jamaica

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    All 711 Rentals in Montego Bay
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    Travelers to Montego Bay are booking December dates now. Secure your vacation rental today, and have the perfect trip.
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    From
    $730
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    1 / 13
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    From
    $1,014
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    1 / 37
    5 of 5 stars (2) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    From
    $642
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    1 / 23
    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    $1,000
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    1 / 18
    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    Amenities & Details
    • Gym
    • Air Conditioning
    • Dryer
    • Stereo System
    • Hot Tub
    • DVD Player
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
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    About this property
    Wild Orchid is located on 220 private of acres of former banana and coconut plantations. The Georgian design captures the ambiance of the original plantation. The interiors are spacious and feature Oriental rugs, hand laid tiled and custom cedar accents. An extensive covered veranda is comfortably... View all property information
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    Montego Bay, Saint James Parish
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    $1,425
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    1 / 31
    Hopewell
    4 Bedrooms / 7 Bathrooms / Sleeps 8
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    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool...
    • Dryer
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    7 bedroom WATERFRONT Premier villa! The highest rating for the exclusive Tryall ClubTryall Resort Membership. Can be rented as a 4, 6 or 7 bedroom villa Phoenix Villa in Montego Bay is one of the most exclusive villas in Jamaica, particularly because of the fabulous location it enjoys. With two... View all property information
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    Location Information
    Hopewell, Montego Bay
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    $928
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    1 / 25
    6 Bedrooms / 6 Bathrooms / Sleeps 13
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    • Dishwasher
    • DVD Player
    • Dryer
    • Grill
    • Washer
    • Microwave
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Nutmeg, which is located in the upscale residential neighborhood of Spring Farm, recently underwent a massive whole house renovation. The villa is located just five minutes from three world-class golf courses, upscale boutiques, shops, bars, restaurants and beaches. Included in the rental rate of... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $2,000
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    1 / 42
    6 Bedrooms / 6 Bathrooms / Sleeps 17
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    Amenities & Details
    • 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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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,284
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    1 / 26
    5 Bedrooms / 6 Bathrooms / Sleeps 13
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    Amenities & Details
    • Dishwasher
    • Washer
    • DVD Player
    • Stereo System
    • Dryer
    • Internet Access
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill. The origin of the name 'Knockando' is a Gaelic term which refers to the distillery in Scotland which is renowned as... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $2,571
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    1 / 44
    5 of 5 stars (7) Excellent
    6 Bedrooms / 14 Bathrooms / Sleeps 17
    Overview Reviews (7) Make Inquiry
    Amenities & Details
    • Gym
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Shared Outdoor Pool...
    • Stereo System
    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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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,140
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    1 / 31
    Hopewell
    6 Bedrooms / 7 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Dryer
    • Shared Outdoor Pool...
    • Washer
    • Satellite TV
    • Grill
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    7 bedroom WATERFRONT Premier villa! The highest rating for the exclusive Tryall ClubTryall Resort Membership. Can be rented as a 4, 6 or 7 bedroom villa Phoenix Villa in Montego Bay is one of the most exclusive villas in Jamaica, particularly because of the fabulous location it enjoys. With two... View all property information
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    Location Information
    Hopewell, Montego Bay
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    From
    $714
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    1 / 37
    6 Bedrooms / 6 Bathrooms / Sleeps 13
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Gym
    • Washer
    • Dishwasher
    • DVD Player
    • Dryer
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located seven miles West of Montego Bay, Jamaica, this 5 acre, 6,000 square foot vacation estate looks across the blue Caribbean Sea to the vibrant city of Montego Bay. The Jamaican setting is truly breathtaking: five acres of lushly landscaped grounds adorned by an abundance of palm trees,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $785
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    1 / 55
    3 Bedrooms / 3 Bathrooms / Sleeps 9
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Gym
    • Hot Tub
    • Washer
    • Satellite TV
    • DVD Player
    • Stereo System
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade-winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally lovely view toward... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,371
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    1 / 30
    5 of 5 stars (10) Excellent
    6 Bedrooms / 8 Bathrooms / Sleeps 14
    Overview Reviews (10) Make Inquiry
    Amenities & Details
    • DVD Player
    • Gym
    • Private Outdoor...
    • Hot Tub
    • Satellite TV
    • Internet Access
    • 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 Greatviews creator and the commitment of its staff... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,428
    Per Night
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    1 / 26
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Gym
    • Safe
    • Ceiling Fans
    • Hairdryer
    • Boat Available
    Suitability
    • 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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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,105
    Per Night
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    1 / 30
    Hopewell
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Microwave
    • Ceiling Fans
    • Shared Outdoor Pool...
    • Stereo System
    • Satellite TV
    • Dishwasher
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Absolute beach front! 2 complimentary kayaks to explore the bay! Complimentary Round Hill Membership for all guests! Serenity Villa is situated on the picturesque northern coast of Jamaica, Serenity Villa’s prized waterfront location eight miles west of Montego Bay makes it absolutely spectacular.... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $2,014
    Per Night
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    1 / 13
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Safe
    • TV
    • Stereo System
    Suitability
    • 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
    Make Inquiry
    Location Information
    Montego Bay, Saint James Parish
    From
    $1,010
    Per Night
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    1 / 14
    7 Bedrooms / 8 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • TV
    • Boat Available
    • Air Conditioning
    • Private Outdoor...
    • Patio
    • DVD Player
    • Internet Access
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Fairway Manor is a private luxury getaway well suited for the avid golfer. The villa is located close to Montego Bay and within minutes of four championship golf courses: the Ritz-Carlton, Half Moon Bay, Wyndham and Ironshore. Perched on a verdant Jamaican hillside, the estate occupies a... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,298
    Per Night
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    1 / 18
    4 Bedrooms / 5 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Air Conditioning
    • Satellite TV
    • Ceiling Fans
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Enjoy the panoramic 360 degree view of the Caribbean Sea, the forest and a championship eighteen hole golf course at Little Hill. Built in 1959 by the architect Robert Hartley, this villa was designed in the Classic West Indies style around a circular swimming pool surrounded by covered terraces.... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,554
    Per Night
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    1 / 17
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Safe
    • DVD Player
    • Dishwasher
    • Grill
    • Washer
    • Satellite TV
    • Stereo System
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Montego Bay, Saint James Parish
    From
    $850
    Per Night
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    1 / 30
    Hopewell
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Ceiling Fans
    • Stereo System
    • Air Conditioning
    • Shared Outdoor Pool...
    • Dishwasher
    • Microwave
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Absolute beach front! 2 complimentary kayaks to explore the bay! Complimentary Round Hill Membership for all guests! Serenity Villa is situated on the picturesque northern coast of Jamaica, Serenity Villa’s prized waterfront location eight miles west of Montego Bay makes it absolutely spectacular.... View all property information
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    Location Information
    Hopewell, Montego Bay
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    From
    $928
    Per Night
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    1 / 15
    5 of 5 stars (8) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Reviews (8) Make Inquiry
    Amenities & Details
    • Stereo System
    • Internet Access
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A stately manor in Montego Bay, Nutmeg South is a magnificent tropical getaway destination right above the sea. Just minutes from shops, bars, restaurants, beaches and three world-class golf courses, you will have no shortage of options during your stay. This five acre playground is lush with... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,857
    Per Night
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    1 / 29
    5 of 5 stars (1) Excellent
    7 Bedrooms / 8 Bathrooms / Sleeps 14
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Stereo System
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • TV
    • DVD Player
    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 Jamaicas 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
    $1,295
    Per Night
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    1 / 24
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Microwave
    • Stereo System
    • Hairdryer
    • Safe
    • Ceiling Fans
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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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    Location Information
    Montego Bay, Saint James Parish
    From
    $428
    Per Night
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    1 / 15
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Dryer
    • Internet Access
    • TV
    • Washer
    • Ceiling Fans
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Star Apple House is a luxurious staffed private home, a comfortable retreat situated high above the Caribbean Sea sitting within it's own fully landscaped, private, secluded 6 acre grounds. The house offers superior accommodation and service for up to six guests and is a 25 minute drive west of... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $705
    Per Night
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    1 / 30
    Hopewell
    2 Bedrooms / 4 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Ceiling Fans
    • Shared Outdoor Pool...
    • Dishwasher
    • Microwave
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Absolute beach front! 2 complimentary kayaks to explore the bay! Complimentary Round Hill Membership for all guests! Serenity Villa is situated on the picturesque northern coast of Jamaica, Serenity Villa’s prized waterfront location eight miles west of Montego Bay makes it absolutely spectacular.... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,071
    Per Night
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    1 / 24
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Shared Outdoor Pool...
    • Hot Tub
    • DVD Player
    • Air Conditioning
    • Grill
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Summerhill Villa is a gated luxury destination located in the Springfarm area of Montego Bay. A private driver meets you upon your arrival at the airport. The scenic fifteen minute drive to your villa then takes you through several seaside resorts, the entrance of the world class Half Moon Golf... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,428
    Per Night
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    1 / 24
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • TV
    • Grill
    • Hot Tub
    • Private Outdoor...
    • Air Conditioning
    • Gym
    • Stereo System
    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 Jamaicas exclusive North Shore. Distinctive in its architecture, Pineapple Houses extensive fret-work and Oliver Messel design is defined by its Messel-green shutters, coral stone exterior,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $642
    Per Night
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    1 / 31
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Dryer
    • Hairdryer
    • Washer
    • Internet Access
    • Stereo System
    • Microwave
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    lt;p class='VLSMain'>Built in the 1940‘s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and gracious service ruled the day in an extraordinary private setting. Today this remarkable hideaway retains many exquisite original features plus... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,285
    Per Night
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    1 / 20
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • DVD Player
    • Stereo System
    • Internet Access
    • Satellite TV
    • Hot Tub
    • Hairdryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Allamanda Villa is a brilliant new contemporary private villa with large pool that will be heated as of December 1 this year, an excellent staff including top-rated chef, and nearby memberships at Round Hill and Golf access at Tryall Golf, Tennis & Beach Club. Brand New 8,000-square-foot private... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,100
    Per Night
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    1 / 31
    Hopewell
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Microwave
    • Satellite TV
    • Washer
    • Grill
    • DVD Player
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    5 bedroom, 5 bathroom waterfront villa in the exclusive Tryall Club! Tryall Resort Membership. Fully staffed villa...pampered vacation! Elysian Plain in Montego Bay is one of the most picturesque villas in Jamaica. Suitably named after the Greek Gods’ resting place, the fabulous villa is literally... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $728
    Per Night
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    1 / 14
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Stereo System
    • Dishwasher
    • DVD Player
    • Dryer
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    When Round Hill was only an undeveloped lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the vision to choose that piece of land most favored by the sun and prevailing tradewinds ... which also happened to have one of the most spectacular views... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $714
    Per Night
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    1 / 9
    8 Bedrooms / 7 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • Microwave
    • Washer
    • Dryer
    • Stereo System
    • Dishwasher
    • Grill
    • DVD Player
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Located on twenty lush acres of abundant tropical gardens, the Spyglass Hill villa offers panoramic ocean views as well as views of nearby Montego Bay. Cool and contemporary furnishings mix with brightly colored artwork and dramatic touches. The main plantation house consists of four bedrooms,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,298
    Per Night
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    1 / 14
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    Amenities & Details
    • Internet Access
    • DVD Player
    • Stereo System
    • Ceiling Fans
    • Shared Outdoor Pool...
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    A stately Romanesque villa with steps leading from the columned verandah directly to the wide crystal clear swimming pool awaits you in Montego Bay. Located at the famous Tryall Club that was ranked by Cond Nast as one of the top places in the world to stay, you are just minutes away from one of... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $680
    Per Night
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    1 / 28
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Shared Outdoor Pool...
    • Internet Access
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Otherwise known as the occurrence of events by chance in a beneficial way, Serendipity villa happens to be one of those places that guests are just so happy to stumble upon. The villa provides a casually elegant atmosphere minutes from the airport. Situated on the Elegant Corridor in Montego Bay,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,140
    Per Night
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    1 / 37
    Hopewell
    5 Bedrooms / 7 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Washer
    • Ceiling Fans
    • Gym
    • Dishwasher
    • Satellite TV
    • Microwave
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The beautiful oceanfront villa, Seaclusion, embodies its name! Tranquil and secluded, the villa rental in Jamaica provides the perfectly peaceful vacation with nature, be it the birds, wind or the lovely waters of Montego Bay. Cool Tradewinds keep the environs cool and the fresh air is surely... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $2,071
    Per Night
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    1 / 3
    5 Bedrooms / 7 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Washer
    • Satellite TV
    • Hot Tub
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool...
    • Stereo System
    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
    From
    $865
    Per Night
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    1 / 21
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • DVD Player
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    No Le Hace is a dream destination for avid golfers. The hilltop villa is located at the elegant Tryall Clubrated by Cond Nast as one of the most desirable places to stay in the worldand fosters an old warm charm among modern amenities. You will cherish the feeling of lounging in the poolside gazebo... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $642
    Per Night
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    1 / 29
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Microwave
    • DVD Player
    • Dryer
    • Dishwasher
    • Stereo System
    • Internet Access
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Almond Hill is a lovely private, 4 bedroom villa surrounded by a 500-acre coconut plantation with a large private pool. The villa and grounds were designed by Prince Kasimir Korybut in 1993 and completely renovated in 2012. An exquisite renovation has created an all new design of stunning picture... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,142
    Per Night
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    1 / 23
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Make Inquiry
    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
    $2,285
    Per Night
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    1 / 25
    Hopewell
    7 Bedrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Grill
    • DVD Player
    • Air Conditioning
    • Washer
    • Satellite TV
    • Stereo System
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    7 bedroom WATERFRONT Premier villa! The highest rating for the exclusive Tryall ClubTryall Resort Membership. Can be rented as a 4, 6 or 7 bedroom villa Phoenix Villa in Montego Bay is one of the most exclusive villas in Jamaica, particularly because of the fabulous location it enjoys. With two... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,948
    Per Night
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    1 / 20
    5 of 5 stars (2) Excellent
    6 Bedrooms / 9 Bathrooms / Sleeps 12
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Internet Access
    • Satellite TV
    • Ceiling Fans
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,057
    Per Night
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    1 / 10
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Safe
    • Gym
    • Hairdryer
    • Ceiling Fans
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Round Hill villas are beautifully decorated by individual owners to Round Hill's standard. The general style is laid back, plantation style elegance. You may find wicker, mahogany or bamboo furniture, slip covers and beautiful wooden floors. Bedrooms may be closed off and air conditioned. Living... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,285
    Per Night
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    1 / 37
    7 Bedrooms / 9 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Gym
    • Grill
    • Internet Access
    • Hot Tub
    • Stereo System
    • Dryer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Completed in 2006, Belle Abri ('beautiful sanctuary') is a large home overlooking the Half Moon golf course and Caribbean Sea offering breathtaking views. A deluxe home, it offers 12,000 square feet and seven bedrooms as well as a private pool and private tennis court. Located in the prestigious... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,500
    Per Night
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    1 / 38
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Stereo System
    • DVD Player
    • Grill
    • Satellite TV
    • Dishwasher
    • Internet Access
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Janus is located on the highest point at the exclusive Round Hill Resort. The home provides exceptional panoramic views of the Caribbean. An stunning home, the villa was named for the Roman God 'Janus' who was the God of entrances, doors as well as endings. Janus was represented by a double... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $785
    Per Night
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    1 / 40
    Hopewell
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Hot Tub
    • Dryer
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Stereo System
    • Washer
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Amazing views day and night. Complimentary Round Hill beach resort membership. Newly refurbished. Excellent staff! Special Offers *SUMMER/FALL SPECIAL* Stay for 7 nights pay for 5 (Selected dates only- check with us!) $7,000 reduced to only $5,000/wk !!! (3 bedroom rate only) Wait! Why you should... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,071
    Per Night
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    1 / 24
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • DVD Player
    • Stereo System
    • Grill
    • Internet Access
    • Dryer
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Summerhill is one of the newest villas located in the Spring Farm area, just past the exclusive Half Moon Golf & Country Club and just ten minutes east of Montego Bay. It is located on lush tropical grounds that offer flowering trees, a massive well-manicured lawn, walking paths and a garden... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,298
    Per 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
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Stereo System
    • Shared Outdoor Pool...
    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 golfers paradise, Tryall Club has been ranked by Cond 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
    $714
    Per Night
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    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Watersports Nearby
    • Private Outdoor...
    • Horse Riding Nearby
    • There Are Tennis...
    • Ocean Views
    • Air Conditioning
    • Wi-Fi
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Welcome to Sunset on the Beach, a charming 3 bedroom private beach front villa located at the exclusively renowned Tryall Club in Montego Bay. The stunning turquoise blue all-day view is topped off by a unique sunset sky and a spectacular nighttime view of the sparkling lights of the town of... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $671
    Per Night
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    1 / 22
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Safe
    • Gym
    • Hairdryer
    • Boat Available
    • Ceiling Fans
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Round Hill villas are beautifully decorated by individual owners to Round Hill's standard. The general style is laid back, plantation style elegance. You may find wicker, mahogany or bamboo furniture, slip covers and beautiful wooden floors. Bedrooms may be closed off and air conditioned. Living... View all property information
    Make Inquiry
    Location Information
    Montego Bay, Saint James Parish
    From
    $1,000
    Per Night
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    Rose Hall
    3 Bedrooms / 5 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Grill
    • Stereo System
    • DVD Player
    • Ceiling Fans
    • Microwave
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    The picture-perfect Jus' Paradise Golf Villa is very appropriately named! Located in the prestigious and gated Rose Hall residential complex, it is one of the very fine luxury villas Jamaica in the compound. Nestled on the lush hills of Rose Hall, the 3-bedroom villa is perfect for golf... View all property information
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    Location Information
    Rose Hall, Montego Bay