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Vacation Rentals in Jamaica, Caribbean

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    From
    $3,046
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    1 / 36
    Montego Bay
    1 Bedroom / 2 Bathrooms / Sleeps 4
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    $1,916
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    1 / 20
    Montego Bay
    9 Bedrooms / 9 Bathrooms / Sleeps 18
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    $13,294
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    1 / 21
    Montego Bay
    6 Bedrooms / 8 Bathrooms / Sleeps 14
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    $1,828
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    1 / 31
    Sandy Bay
    6 Bedrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    About this property
    Windward villa is one of the Tryall Club's newest Premier rated luxury edition of villas. 5 luxury bedrooms, 5 ensuite bathrooms. One of the most elegant villas in the Tryall Club in Montego Bay, Winward villa is fully staff with your own butler, chef, housekeepers, laundress, poolman/gardener.... View all property information
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    1 / 24
    5 of 5 stars (1) Excellent
    Silver Sands
    6 Bedrooms / 5 Bathrooms / Sleeps 16
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    Amenities & Details
    • Balcony
    • Grill
    • Internet Access
    • Ocean Views
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Rum Jetty Villa is a 6 bedroom vacation rental that may be rented at a reduced rate as a 3, 4, 5 or 6 bedroom holiday property. If you choose to rent fewer rooms than the property contains, the extra bedrooms will be closed off and no one else will share the villa with you. In the 1800s, it was a... View all property information
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    $609
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    1 / 37
    Duncans
    4 Bedrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    SPECIAL OFFER TO KELSO GUESTS!!!! * One free horseback riding tour at Braco Stables for each guest staying at Kelso * One free hike/bike and swim tour at Braco Estates for each guest staying at Kelso * One free hour massage for group leader * On call masseuse * On call yoga/aerobics instructor at... View all property information
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    $887
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    1 / 14
    Montego Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $557
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    1 / 22
    Silver Sands
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Windjammer Villa at Silver Sands is a wonderful 4 bedroom, 4 bathroom villa which is only two minutes walk to the beach! With all the comforts of home, this villa is luxurious and has been furnished with all the amenities that you will need for your vacation. Enjoy your own private swimming pool,... View all property information
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    $1,877
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    1 / 78
    Rose Hall
    5 Bedrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Over 8,000 sq ft of new luxury villa! Absolute luxury! One of our newest villas in our villa collections with 24/7 gated security, prestigious neighbourhood. Nestled on the golf course of the prestigious Rose Hall Estate this luxurious villa offers spectacular views of the turquoise waters of the... View all property information
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    1 / 20
    Silver Sands
    2 Bedrooms / 3 Bathrooms / Sleeps 4
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    About this property
    Lilikoi Villa is a 3 bedroom vacation rental that may be rented at a reduced rate as a 2 or 3 bedroom holiday property. If you choose to rent fewer rooms than the property contains, the extra bedrooms will be closed off and no one else will share the villa with you. Lilikoi Villa comes with... View all property information
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    $9,749
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    1 / 23
    Montego Bay
    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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    $1,138
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    1 / 18
    Ocho Rios
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Scotch On The Rocks (a.k.a. Scotchie) on the coast overlooking Sandy Bay in Ocho Rios. Scotchie is a short walk away from the Royal Plantation where guests may use the resort's beach for $20 per person per day and tennis for $10 per hour. Also guests can use the resort's gym, sauna, steam room and... View all property information
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    $11,089
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    1 / 18
    Montego Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Seaside Cottage is a four-bedroom private home at famous Round Hill. Its exquisite location provides one of the most spectacular views in the Caribbean. Hidden from the awareness of others ... this cottage is only minutes from all amenities of posh Round Hill Hotel and beach club. Additional... View all property information
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    From
    $1,706
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    1 / 21
    Hopewell
    7 Bedrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Brand new PREMIER villa in the exclusive Tryall Club! Six Bedrooms with fantastic views! Deluxe furnishings! Sugar Hill is a brand new PREMIER villa. Six luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living room opens up to the views of the large... View all property information
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    1 / 27
    Discovery Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Sea Grapes is a charming and well appointed 3-bedroom beach villa with separate 2-bedroom cottage. The villa is located on a private white sand beach on exclusive Fortlands Road in Discovery Bay. The two-story entry leads into a living room with vaulted ceiling and second floor gallery and indoor... View all property information
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    $522
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    1 / 30
    Hopewell
    3 Bedrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    New Amenity for guests of Pleasant View Villa! Tryall Club Beach and Resort membership available for all guests! Read the amenties you will enjoy here. Tryall Club Resort. ONLY 5 MINUTES DRIVE AWAY! Pleasant View Villa is located in the prestigious area of Great River Private, Montego Bay and is a... View all property information
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    From
    $1,219
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    1 / 18
    Port Antonio
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Ocean Views
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    San Cove is the sister villa to San Bar next door. There's no place like a villa on the sea. In this elegant villa at Jamaica's world-renowned Port Antonio, you'll never want to leave. This luxurious 4 bedroom villa sleeps a total of 8 guests. Relax in comfort & style. Sun tan on the beautiful... View all property information
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    From
    $1,305
    / Night
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    1 / 24
    Montego Bay
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • 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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    From
    $9,971
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    1 / 22
    Montego Bay
    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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    1 / 17
    Runaway Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • 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
    Bay Watch Villa is a new 5 bedroom villa on the beach in Runaway Bay, Jamaica. This charming villa has a large living room furnished in a contemporary tropical style and a indoor dining area. Both rooms open up onto a covered L shaped verandah, perfect for dining or lounging, overlooking the... View all property information
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    From
    $696
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    1 / 18
    Discovery Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Coral Cove Villa is a delightful beach front property located in the exclusive Fortlands Road section of Discovery Bay. The newly renovated and expanded villa (2009) has 5 air conditioned bedrooms on two levels with great views out to the sea. There is a new front entrance leading into a much... View all property information
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    $2,176
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    1 / 15
    Ocho Rios
    7 Bedrooms / 8 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • 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
    Villa Mara is located on the beach in Ocho Rios and offers 7 bedrooms and baths in a totally renovated classic beach front villa. All of the rooms are fully air conditioned in this two-story home and are beautifully decorated in soft woods with bright tropical-colored fabrics. The first floor... View all property information
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    $1,740
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    1 / 12
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Enquiry
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Sugar Hill Villas are situated on a gorgeous three-acre property atop Barnes Hill at the magnificent Tryall Club in Sandy Bay, Jamaica. There is a spacious four-bedroom villa and three-bedroom guesthouse. Every room boasts spectacular views of the glittering Caribbean Sea, curvaceous northwest... View all property information
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    $862
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    1 / 48
    Montego Bay
    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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    1 / 29
    Discovery Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Gym
    • Hot Tub
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Keela Wee Villa, named after the beach paradise of the legendary 'Phantom', is located on a private coral cove. The yellow stone villa overlooks the crystal clear Discovery Bay and Keela Wee's own private white sand beach. The villa interior consists of a lovely living room and dining area which... View all property information
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    $870
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    1 / 24
    Montego Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • 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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    $6,093
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    1 / 16
    Montego Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. Additional amenities... View all property information
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    $1,044
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    1 / 40
    Duncans
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Make Enquiry
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Pineapple Villa is a luxurious and comfortable Jamaican villa rental - 7 bedroom villa with all the facilities needed to make a vacation memorable. A staff of three tend to your needs leaving you time to do all the things you ever dreamt about doing on a tropical vacation. The open plan villa... View all property information
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    $609
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    1 / 18
    Ocho Rios
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Terra Nova is a wonderful 4 bedroom, 4 bathroom villa located on Mammee Bay’s waterfront. This villa is one of the best ways to spend your holiday in Jamaica at an affordable price. With all the amenities of home, the staff at Terra Nova will make sure that your holiday is restful and pleasurable.... View all property information
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    1 / 11
    Montego Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
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    • Air Conditioning
    • 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
    Vista Del Mar - is a beautiful 4 bedroom villa in the exclusive Tryall Club; however, the owners' suite is not available for rent, so the villa rents as a 3 bedroom house. An alley of Royal Palms leads up to Vista Del Mar, located at the top of a hill. Aptly named, this luxurious villa commands... View all property information
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    $2,089
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    1 / 32
    6 Bedrooms / 7 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Dryer
    • Hot Tub
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Rose Cottage, a six-bedroom villa in Tryall, built in 2008, sits quietly yet dramatically on a plateau affording exceptional mountain and ocean views. Designed by Nancy D. Maffasanti in traditional Jamaican style, the house is decorated in an elegant arrangement of themes influenced by Asia,... View all property information
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    $1,054
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    1 / 21
    Montego Bay
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • 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
    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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    $1,479
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    1 / 21
    Runaway Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Gym
    • Internet Access
    • 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
    Sweet Spot Villa sits on Runaway Bay's famous, mile long, white sand beach. If your idea of a vacation is intimate and relaxing, Sweet Spot is perfect. With your own private 20x40 ft. pool and spacious yet secluded lawns, you can get away from it all. Its remarkable location is the best of all... View all property information
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    $1,132
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    1 / 17
    Discovery Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Harmony lives here…the house keeps you in touch with the surrounding elements in such subtle ways that you wonder why you feel so good . A spacious verandah waits to accommodate your drifting moods and a large green cushion of a lawn extends down to your own private beach cove. Here, you can decide... View all property information
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    5 of 5 stars (1) Excellent
    Ocho Rios
    4 Bedrooms / 4 Bathrooms / Sleeps 1
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Stonaway Villa is situated on the Ridge above Ocho Rios, this hill side villa commands wonderful breezes and a splendid panorama of the sea and town. Stonaway is a luxury villa, with only the finest of furnishings and detail. The elegantly appointed living room, with large overstuffed sofas and... View all property information
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    $14,623
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    Stewart Town
    6 Bedrooms / 6 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • 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
    Just west of Ocho Rios, a small lane leads to a brilliant new oceanfront villa. An electronic gate opens to reveal the large and splendid private home named Malatai. Stately lions, koi and lily ponds grace the covered entrance. On textures of gleaming Jotoba wood, Italian tile, Jerusalem stone,... View all property information
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    $146
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    1 / 16
    Runaway Bay
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    **Accommodations are NOT SHARED** *This Guesthouse has spacious GUEST ROOMS and 1 & 2 BEDROOM SUITES: -1 or 2 Full Bathrooms in each, Fully Equipped Kitchen, Queen & King-size Beds - 2 UNITS have JACUZZI TUBS - Living Room with Sofa-bed, Cable TV, Ceiling Fans in every room - Balcony, WiFi... View all property information
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    $13,294
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    1 / 24
    Montego Bay
    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
    • ?
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    • 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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    $1,481
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    1 / 20
    Montego Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Gym
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Destiny Villa in Montego Bay offers some of the most spectacular views of the sparkling Caribbean Sea, the densely wooded great river valley, dramatic mountains and Montego Bay. The villa itself has the most dramatic architecture, beautifully landscaped gardens, lovely décor and very spacious... View all property information
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    Discovery Bay
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    Amenities & Details
    • Air Conditioning
    • Gym
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    One of the newest of the Discovery Bay luxury properties, Fortlands Point is located at the point of land at the entrance to the bay. The villa offers panoramic views of the Caribbean Sea and Discovery Bay from its expansive terraces and dramatic infinity pool area. The 7-bedroom, 7.5-bathroom... View all property information
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    $1,305
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    Ocho Rios
    10 Bedrooms / 10 Bathrooms / Sleeps 20
    Overview Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Kai Kala is a spectacular oceanfront private villa compound with 4 unique villas providing a total of 10 bedrooms set in 2½ acres of lush fruit trees and flowers, located on a dramatic cliff overlooking the sea. It is the perfect choice for large groups and reunions as it can comfortably... View all property information
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    $862
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    1 / 12
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Entering the world of Reef House is one of total serene and tranquility. You approach Reef House over a stepped bridge and enter into a world of serene, comfortable living. The magnificent arc of the Caribbean Sea refreshes your spirit and sets the scene for memorable days of freedom. There are 3... View all property information
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    $1,288
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    Montego Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Gym
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • 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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    $452
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    Silver Sands
    4 Bedrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Yellow Bird is a wonderful 4 bedroom villa located in the gated community of Silver Sands and only 8 minutes walk to the beach! The open living room and dining room area makes this villa spacious and with high ceilings. Fully staffed with your own cook/housekeeper, this villa is also the sister... View all property information
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    Montego Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    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
    Coo Yah is a deluxe four-bedroom villa located in the renowned Tryall Club on the west side of Montego Bay. Coo yah is Jamaican patois for Look here. And what you will find is a spectacular newly renovated (2009) villa overlooking the golf course and Caribbean Sea. The villa is architect designed... View all property information
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    $697
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    1 / 42
    Ocho Rios
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Afterglow / Mamiti Cove Villa is a 3 bedroom, 3 bathroom, air conditioned waterfront home with beach frontage. Jamaica is often times referred to as a cultural superpower, because though a very small island nation, it’s name and various aspects of it’s culture especially music is world renowned.... View all property information
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    $1,219
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    1 / 39
    Montego Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    + Deluxe 3 bedroom, 3 bathroom private villa on 3 acres of magnificient Caribbean seaviews + hot tub and large private pool + private tennis court with lights for night play + 50' flat screen television in living room + individual flat screen television in every bedroom + music selection in every... View all property information
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    $1,743
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    Montego Bay
    6 Bedrooms / Sleeps 12
    Overview Make Enquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Following Seas at the Tryall Club is a fabulous private villa in Montego Bay, with premier rating among villa rentals in Jamaica. The 8,000 square foot villa has recently been renovated with tasteful décor, thoughtful amenities and every imaginable comfort. The villa's architecture is classic... View all property information
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    $1,584
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    1 / 31
    Port Antonio
    5 Bedrooms / 6 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Sea Star is the latest addition to the ultra luxurious villas located on the world famous Blue Lagoon in romantic Port Antonio. This exquisite newly built 5-bedroom waterfront villa is nestled in between the lush vegetation of Portland and the sparkling Caribbean Sea. You will find the atmosphere... View all property information
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    Montego Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Hot Tub
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • 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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