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Vacation Rentals in Montego Bay, Jamaica

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    All 494 Rentals in Montego Bay
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    Travellers to Montego Bay are booking July dates now. Secure your vacation rental today, and have the perfect trip.
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    From
    $2,409
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    1 / 20
    5 of 5 stars (2) Excellent
    6 Bedrooms / 9 Bathrooms / Sleeps 12
    Overview Reviews (2) Make Enquiry
    From
    $1,412
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    1 / 16
    5 of 5 stars (3) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    $148
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    1 / 14
    4.5 of 5 stars (4) Very good
    5 Bedrooms / 6 Bathrooms / Sleeps 14
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    $5,564
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    1 / 30
    4 of 5 stars (1) Very good
    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    COCONUT is a very private 5-bedroom cottage nestled into an acre on a gentle hillside that was the original 500-acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the Main House and two more bedrooms in the Cottage... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,413
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    1 / 21
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Hot Tub
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Endless Summer is one of the most spectacular Spring Farm villas. Located above the Half Moon Bay golf course, with spectacular views of the Caribbean Sea and the Jamaican north coast, Endless Summer is one of the most popular and desired villas in the Montego Bay area for weddings and other... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,489
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    1 / 30
    5 of 5 stars (5) Excellent
    9 Bedrooms / 11 Bathrooms / Sleeps 18
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    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
    From
    $1,501
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    1 / 46
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Destiny is located high above Montego Bay on seven lush acres. A majestic sanctuary of unparalleled peace and beauty, Destiny is an architectural gem. A winding road leads up past well-manicured grounds to the electronic gate that the villa sits behind. The gate opens to a bougainvillea draped... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $1,590
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    1 / 17
    2 of 5 stars (1) Poor
    7 Bedrooms / 9 Bathrooms / Sleeps 14
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    Amenities & Details
    • Gym
    • Hot Tub
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Belle Abri (a beautiful sanctuary) is a spectacular and luxurious new villa in the gorgeous Spring Farm section of Montego Bay. This 7-bedroom, 9 bathroom villa with infinity pool and separate spa, private tennis court, game room with billiards table, and magnificient views of the Caribbean Sea and... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $6,801
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    1 / 25
    Ironshore
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    The villa's layout in three wings and a separate cottage is marvelous for two and three generation families. Cielo is notable for not only its breathtaking views but also for its spacious bedrooms, very large lawns for kids to play and its marvelous, much-lauded Chef Valrie who knows her stuff... View all property information
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    Location Information
    Ironshore, Montego Bay
    From
    $680
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    1 / 15
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Thomas House is a spacious, beautiful, fully staffed 7-bedroom/71/2-bathroom private hillside villa located in the exclusive Spring Farm area. Overlooking the Caribbean Sea this villa provides the both spectacular views and privacy. Thomas House is located on the east side of Montego Bay,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    From
    $1,324
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    1 / 24
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Make Enquiry
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    • Air Conditioning
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    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
    $1,766
    / Night
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    1 / 30
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Housekeeping...
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Anticipation is privately nestled on the hillside of the world renowned Tryall Club with an uninterrupted 180 degree panoramic view of the Caribbean Ocean. It is arguably one of the best positioned locations at Tryall Club. The six bedroom contemporary villa is an elegant merger of Caribbean... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $971
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    1 / 55
    3 Bedrooms / 3 Bathrooms / Sleeps 9
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    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    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
    $15,456
    / Week
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    1 / 24
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    • ?
    About this property
    Seven bedrooms (four bedroom main house and three bedroom cottage) and seven en suite bathrooms. Onsite staff includes butler, cook, housekeeper, laundress and gardeners. Round Hill Membership: Complimentary beach, fitness room, two connecting heated pools for parents and children, jogging... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    1 / 21
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Someday Soon has recently undergone a major renovation and has reopened as a stunning new Premier villa. This secluded villa is located on a gentle sloping hillside, has spectacular views of the Caribbean Sea and is also conveniently located near Tryall's tennis courts and the Great House. This is... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,944
    / Night
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    1 / 20
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is one of the newest villas in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living and 9... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $10,117
    / Week
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    1 / 22
    5 Bedrooms / 5 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Highest Premier rating named villa of the year 2009. Onsite staff includes chef, butler, housekeepers, gardeners and laundress. Excellent multi-speaker sound system and Sirius radio. Private air conditioned gym and steam room. The Tryall Club Temporary Membership Fee (see paragraph below).... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $13,489
    / Week
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    1 / 24
    8 Bedrooms / 9 Bathrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Rated Premier (highest luxury category). Onsite staff include butler, cook, two housekeepers, two gardeners and laundress. Child friendly: baby gates, kids room upstairs and Tryall Kids Club. Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $883
    / Night
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    1 / 37
    6 Bedrooms / 6 Bathrooms / Sleeps 13
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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
    $8,136
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    1 / 30
    7 Bedrooms / 9 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Today's Fairway Manor is a stylish multi-faceted 10,000 square foot private home, massively renovated with upgrades throughout. Its rooms overlook the famous Half Moon 18 hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea. Fairway Manor's well planned rooms open... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    From
    $874
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    1 / 48
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • Air Conditioning
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Round Hill Membership: Complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon and spa, bars and restaurants, gift shops, water sports, Internet room,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $3,906
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    1 / 28
    Ironshore
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Calypso is a charming open-air villa adjacent to the 16th fairway of the championship The Tryall Golf Course. Its lush grounds are graced by palm, lime, avocado, grapefruit, papaya, and poinciana trees, brilliant hibiscus and bougainvillea, and a beautiful lavender orchid tree. The beautiful living... View all property information
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    Location Information
    Ironshore, Montego Bay
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    $7,419
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    1 / 16
    5 Bedrooms / 7 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Featured in 'Caribbean Travel and Life,' the villa offers the ambiance of a private retreat with the ultimate in relaxation and pampered service selected by dignitaries, diplomats and CEO's. Ultra modern in conveniences and amenities,yet classically Jamaican, the 5 bedroom luxury home is considered... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $6,183
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    1 / 17
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    The Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon tea and Manager's... View all property information
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    Montego Bay, Saint James Parish
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    1 / 19
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Private Outdoor...
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Welcome to Scotch on the Rocks a stunning 5 bedroom ocean front villa with wonderful views of the Caribbean Sea, just minutes from lively Ocho Rios. Scotch on the Rocks is a charming 5 bedroom villa overlooking the Caribbean Sea. Its ideal location is a privately-nestled cove between two of... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $874
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    1 / 40
    6 Bedrooms / 7 Bathrooms / Sleeps 13
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon & spa, bars & restaurants, gift shops, water sports, Internet room,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,070
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    1 / 21
    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    No Le Hace is a dream destination for avid golfers. The hilltop villa is located at the elegant Tryall Club—rated by Condé Nast as one of the most desirable places to stay in the world—and fosters an old warm charm among modern amenities. You will cherish the feeling of lounging in the poolside... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,307
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    1 / 10
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Gym
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    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
    $96
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    1 / 28
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    • ?
    About this property
    Explore beyond the stereotypical tourist traps such as the hotel star systems and Sandals resort experience. A newly built two-bedroom bungalow on the oversubscribed Bogue Village, in the St James Parish, Montego Bay. It has eco friendly solar powered hot water supplying a bath and shower... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    1 / 29
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Gym
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    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
    $3,906
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    1 / 6
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Seafore sits on a beautiful private acre at the famous The Tryall Club ... 60 yards off the 16th fairway. Manicured grounds are adorned by graceful palm, lime, mango and poinciana trees and brilliant hibiscus and bougainvillea.Guests may stroll across the lawn directly onto the fairway or green to... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $10,881
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    Ironshore
    5 Bedrooms / 6 Bathrooms / Sleeps 13
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    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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    Location Information
    Ironshore, Montego Bay
    From
    $795
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    1 / 28
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Air Conditioning
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Coconut Cottage is part of the original Round Hill Estate and is located on the lush 'Jamaican Riviera' side of Montego Bay. The villa has a spacious 3 bedroom main house with pool and a lovely, romantically secluded, 2 bedroom cottage for a total of 5 bedrooms. Situated to take advantage of the... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $900
    / Night
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    1 / 7
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    When Round Hill was only an undeveloped knob of lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the wisdom to choose that piece of land most favored by the sun and prevailing tradewinds, which also happened to have one of the most spectacular... View all property information
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    Montego Bay, Saint James Parish
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    1 / 16
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Gym
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Lolita is one of Tryall's newest and most fabulously equipped Premier luxury villas! It is 14,000 square feet of dramatically designed new construction, built in the fall of 2008. You'll be surrounded by beautiful panoramic views of the ocean and mountains found only in the Caribbean. This 5... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,502
    / Night
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    1 / 15
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Balcony
    • Gym
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Destiny Villa is the perfect union of dramatic architecture and spectacular setting. Located in the prestigious Great River Private, Destiny affords dramatic views of both sea and mountains. The 10,000 sq. ft. house sits on 7 acres of spectacularly landscaped gardens and fruit trees. Destiny... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $9,892
    / Week
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    1 / 23
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea. Additional amenities include: poolside shower, available for large groups, connecting bedroom(s), golf available, beach club, complimentary calls to the us, uk and... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $874
    / Night
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    1 / 9
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Tradewinds Villa sits on two acres at the famous Tryall Club directly on the Caribbean Sea. There are 300 feet of waterfront forming the north border of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves break... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,767
    / Night
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    1 / 17
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Ocean Views
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Karma Bay is a 6 bedroom Premier property on a spectacular water front location in the historic Tryall Club. The villa was totally renovated into a series of pavilions with separate living room/dining room and 6 bedrooms all connected by covered walkways lined with spectacular art and landscaping.... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    1 / 24
    2 Bedrooms / 2 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Gym
    • Housekeeping...
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Welcome to Villa Sunrise, a luxurious 2 bedroom private villa located in the exclusive world renowned Round Hill in the stunning Montego Bay area. Villa Sunrise was very recently renovated yet it has retained the original style of classy Round Hill. This pretty cottage style villa immaculately... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $13,489
    / Week
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    1 / 21
    6 Bedrooms / 8 Bathrooms / Sleeps 14
    Overview 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
    Rose Cottage is a large and lavish new home with glorious views of the lush Jamaican mountains and the deep blue Caribbean Sea. Its design is a stylish blend of Jamaican, Asian and European elements with an emphasis on extraordinary comfort. Additional amenities include: ping pong table, piano,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,561
    / Night
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    1 / 3
    5 Bedrooms / 7 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • 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
    $16,861
    / Week
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    1 / 18
    6 Bedrooms / 7 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Six bedroom premier villa (highest luxury category) on five acres overlooking the Caribbean Sea. Onsite staff includes two butlers, chef, housekeepers, gardeners and laundress. The Tryall Club Temporary Membership Fee (see paragraph below). The Tryall Club membership Complimentary beach,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $795
    / Night
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    1 / 10
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    About this property
    This cozy home sits on two acres at the famous Tryall Club directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves break dramatically against... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    1 / 9
    3 Bedrooms / 4 Bathrooms / Sleeps 1
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    • Air Conditioning
    • Hot Tub
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The inviting cobblestone driveway leads you to the most delightful ambiance of Serenity Villa ; a three bedroom hillside property located on the world’s acclaimed Tryall Club resort. Serenity, perched on Copperwood Ridge, has astounding views of the Caribbean Sea and is surrounded by beautiful lush... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $5,564
    / Week
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    1 / 25
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents & children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon & spa, bars and restaurants, gift shops, water sports, Internet room,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $3,091
    / Week
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    1 / 36
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    • Air Conditioning
    • Hot Tub
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Elder access
    • ?
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    About this property
    Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course. Additional amenities include: golf available,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $14,053
    / Week
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    1 / 26
    6 Bedrooms / 8 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Air Conditioning
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Villa VL WWT is among the newest and most stylish villas in the award-winning, gated community, The Tryall Club. Its has been meticulously designed for a family lifestyle in a healthy indoor-outdoor environment. Generously furnished with multiple sitting areas make for easy living throughout the... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $795
    / Night
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    1 / 19
    5 Bedrooms / 5 Bathrooms / Sleeps 1
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Drambuie Estate is a spectacular 35 acre hilltop villa with extraordinary views of the sea and Montego Bay. The villa was built in the 1940's by the Duke of Malborough as their private winter residence. Using cut stone walls brought from England over 200 years ago as ships ballast, the villa is... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    1 / 35
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    traveller have booked this property
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    • Air Conditioning
    • Balcony
    • Grill
    • Gym
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    LOVINGLY RESTORED PROPERTY | PERFECT FOR FAMILY | FRIENDS | GROUPS | GOLFERS | PRIVATE BEACH RESERVE YOUR DATES NOW!!! This is an option to rent the 4-bedroom East Wing of this stunning 7-bedroom villa which is situated directly on the Caribbean Sea and is just a few steps from the club beach and... View all property information
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    Location Information
    Montego Bay, Saint James Parish