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Villas and Vacation Rentals in Montego Bay, Jamaica

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    All 671 Rentals in Montego Bay
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    $750
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    1 / 20
    Rose Hall
    3 Bedrooms / 6 Bathrooms / Sleeps 6
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    $750
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    Rose Hall
    4 Bedrooms / 6 Bathrooms / Sleeps 8
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    $1,000
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    1 / 22
    Rose Hall
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    $785
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    1 / 22
    Rose Hall
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    Amenities & Details
    • Washer
    • Satellite TV
    • Shared Outdoor Pool...
    • Microwave
    • Grill
    • Stereo System
    • Ceiling Fans
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Ginger Lilly is a wonderful villa that is located in the prestigious Springfarm, Montego Bay neighbourhood. Wait!! Why you should book this villa! ** Complimentary van and driver when renting 4 bedrooms for the week! ** Complimentary return airport transfers when renting 3 bedrooms for the week **... View all property information
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    Rose Hall, Montego Bay
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    $6,825
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    1 / 48
    5 of 5 stars (5) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Amenities & Details
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    • Boat Available
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    SERENITY is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Additional amenities include: poolside shower, snorkel gear, connecting bedroom(s), golf on site or nearby, golf available, beach... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $3,855
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    1 / 20
    Hopewell
    7 Bedrooms / Sleeps 14
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    Amenities & Details
    • Satellite TV
    • Stereo System
    • Washer
    • DVD Player
    • Gym
    • Dryer
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    One of Jamaica's most Super Deluxe Villas! Brand new and GLAMOROUS! Tryall Resort Membership. Please read for the exclusive resort features for this villa. Twin Palms in Tryall is possibly the most remarkable achievement in design and architecture in the Caribbean in several decades. Regal and... View all property information
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    Location Information
    Hopewell, Montego Bay
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    $1,570
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    1 / 34
    9 Bedrooms / 9 Bathrooms / Sleeps 18
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    • Shared Outdoor Pool...
    • Dryer
    • DVD Player
    • Stereo System
    • Grill
    • Air Conditioning
    • Washer
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • 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 located in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living. Wait! Why you should... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,285
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    1 / 19
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Allamanda Jamaica Villa is a newly built in end 2012, elegant five bedroom Caribbean vacation home. All on one level, the villa boasts a dramatic fifteen hundred square foot great room with soaring twenty foot ceilings and fifty feet of sliding glass doors that open up onto an expansive covered... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,285
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    1 / 19
    3 Bedrooms / 5 Bathrooms / Sleeps 6
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Allamanda Jamaica Villa is a newly built in end 2012, elegant five bedroom Caribbean vacation home. All on one level, the villa boasts a dramatic fifteen hundred square foot great room with soaring twenty foot ceilings and fifty feet of sliding glass doors that open up onto an expansive covered... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $11,818
    / Week
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    1 / 26
    7 Bedrooms / 8 Bathrooms / Sleeps 14
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    Amenities & Details
    • Internet Access
    • Boat Available
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
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    About this property
    One of the newest Premier villas in the Tryall Club, Harmony Hill is a very private luxury villa offering the finest in Caribbean living. Its design combines traditional Jamaican architecture with modern amenities and excellent service. Additional amenities include: ping pong table, golf on site... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $2,140
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    1 / 25
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Grill
    • Washer
    • Shared Outdoor Pool...
    • Satellite TV
    • Dryer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
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    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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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,710
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    1 / 30
    Sandy Bay
    5 Bedrooms / 7 Bathrooms / Sleeps 10
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Zion Hill is one of Tryall's newest Premier villas in the Tryall Club!! This premier villa can be rented as a 5 or a 7 bedroom villa. Zion Hill boasts a three-­‐bedroom main building, a two-­‐bedroom guests building and an optional two bedroom cottage, which is available to groups interested in... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $2,855
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    1 / 32
    Hopewell
    7 Bedrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Stereo System
    • Satellite TV
    • Washer
    • Hot Tub
    • Air Conditioning
    • Gym
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Brand new PREMIER villa in the exclusive Tryall Club! Seven+ Bedrooms with fantastic views! Deluxe furnishings! Over 12,000 square feet premier villa! Sugar Hill is a brand new PREMIER villa. Seven luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,280
    / Night
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    1 / 23
    5 Bedrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Microwave
    • Safe
    • Dryer
    • Satellite TV
    • Dishwasher
    • DVD Player
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Knockando Villa at Round Hill is a delightful and luxury villa Jamaica located within the prestigious Round Hill Resort. This property gives a true feeling of relaxing in luxury while in Jamaica, with contemporary comforts and amenities. This is a very family friendly Jamaica villa and children are... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $7,070
    / Week
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    1 / 30
    7 Bedrooms / 9 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • Internet Access
    • Hot Tub
    • Air Conditioning
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $860
    / Night
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    1 / 24
    Sandy Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Shared Outdoor Pool...
    • Grill
    • Dryer
    • Gym
    • DVD Player
    • Satellite TV
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    Deluxe 4 bedroom villa at the famous Tryall Club, expansive Caribbean Seaviews, wondful and loyal staff! Cielo villa in Jamaica is perched high on Barnes Hill, providing a stunning and breathtaking view of the sloping manicured green lawns, the infinity pool and the vast expanse of the golf course... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $2,710
    / Night
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    1 / 40
    Hopewell
    7 Bedrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Stereo System
    • DVD Player
    • Washer
    • Dryer
    • Shared Outdoor Pool...
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
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    About this property
    Stunning 7 bedroom, Premier rated villa - Brand New Villa! 15,000 aquare ft of Luxurious Living...the finest in Caribbean living, combining Jamaica’s rich architectural tradition with today’s modern amenities and service. The newest member to the Tryall Club; Harmony Hill is a private oasis... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,285
    / Night
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    1 / 21
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Shared Outdoor Pool...
    • Grill
    • Dishwasher
    • Air Conditioning
    • Gym
    • DVD Player
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    One of the most glamorous villas in Jamaica!! On site gym, Butler service, A perfect wedding venue! Resort Membership to Half Moon Resort for all guests staying at Endless Summer Villa. This full membership offers the following to our guests. Resort Membership Benefits Use of Sunrise Beach,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $785
    / Night
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    1 / 35
    3 Bedrooms / 4 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • Satellite TV
    • Washer
    • Gym
    • Air Conditioning
    • DVD Player
    • Dryer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Jamaica Villa on the beach, Brand new waterfront villa, own private beach and infinity edge swimming pool. The community has 24 hour security, 2 tennis courts with tennis pro, large main pool and gym. A Beach Villa: AFIMI is one of the most beautiful beachfront brand new luxury villas Jamaica, with... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $630
    / Night
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    1 / 14
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Private Outdoor...
    • Ocean Views
    • DVD Player
    • Shared Tennis Court
    • Mountain Views
    • Satellite TV
    • Water Views
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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    About this property
    Calabash at Tryall is a 3 bedroom house on the water, which provides guests with the unique opportunity of stepping off your lawn and into the inviting Caribbean Sea for swimming and snorkeling when the water is calm. It is also within walking distance of The Tryall Clubs beach and golf course. Its... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $880
    / Night
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    1 / 36
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Jamaica Villa on the beach, Brand new waterfront villa, own private beach and infinity edge swimming pool. The community has 24 hour security, 2 tennis courts with tennis pro, large main pool and gym. A Beach Villa: AFIMI is one of the most beautiful beachfront brand new luxury villas Jamaica, with... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $710
    / Night
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    1 / 35
    2 Bedrooms / 4 Bathrooms / Sleeps 4
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • Air Conditioning
    • DVD Player
    • Dryer
    • Satellite TV
    • Shared Outdoor Pool...
    • Gym
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Jamaica Villa on the beach, Brand new waterfront villa, own private beach and infinity edge swimming pool. The community has 24 hour security, 2 tennis courts with tennis pro, large main pool and gym. A Beach Villa: AFIMI is one of the most beautiful beachfront brand new luxury villas Jamaica, with... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $3,355
    / Night
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    1 / 35
    Hopewell
    6 Bedrooms / 1 Bathroom / Sleeps 18
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Dryer
    • Gym
    • Stereo System
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    One of the most spectacular luxury villas in Jamaica! 15,000 sq ft. of luxury! Contemporary and spacious, a villa with WOW FACTOR! Elegant with first class service. You will be impressed! *9 bedrooms, 9 bathrooms (can be rented as a 6,7,8 or 9 br) * Large wrap-around verandah * Alfresco dining area... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $2,310
    / Night
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    1 / 32
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    Amenities & Details
    • Air Conditioning
    • Washer
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Stereo System
    • Gym
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
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    About this property
    One of Jamaica's most stunning and luxurious homes. Stunning ocean views. Amazing infinity pool! MORE GOLF!!! I am pleased to announce that effective September 1, 2014 Greatview and Flower Hill guests will be able to play at both Cinnamon Hill and White Witch golf courses for $59 a round of 18... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,215
    / Night
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    1 / 15
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Amenities & Details
    • Ocean Views
    • Water Views
    • Stereo System
    • Satellite TV
    • Private Outdoor...
    • Deck
    • Mountain Views
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
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    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
    $625
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    1 / 28
    3 Bedrooms / Sleeps 6
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    3 bedroom, 3 bathroom WATERFRONT villa!!. Exclusive private club facilities! Seagrape is a magnificent three-bedroom villa facing the edge of the blue waters of the Caribbean Sea. With an impressive panorama of sea, horizon, and twinkling night views of Montego Bay; Seagrape is the ideal spot to... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,210
    / Night
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    1 / 26
    Rose Hall
    5 Bedrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Water Views
    • Private Outdoor...
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Satellite TV
    • Ping Pong Table
    • Mountain Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Resort Membership to Half Moon Resort for all guests staying at Nutmeg Villa. COMPLIMENTARY HALF MOON GOLF, TENNIS & BEACH CLUB MEMBERSHIP GOLF MEMBERSHIP BENEFITS unlimited free greens fees unlimited use of practice facilities and range balls 25% discount on optional cart rental 25% discount on... View all property information
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    Location Information
    Rose Hall, Montego Bay
    From
    $600
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    1 / 21
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Air Conditioning
    • Dishwasher
    • Shared Outdoor Pool...
    • Satellite TV
    • DVD Player
    • Grill
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
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    About this property
    Bienvenue villa in Jamaica is a 4 bedroom villa, fully staffed. Located in the prestigious Spring Farm neighbourhood. 2 minutes to golf courses! Wait! Why you should book this villa? You have found a villa that has: ** Montego Bay Yacht Club and Seawinds Membership + Captains Watersports... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $3,000
    / Night
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    1 / 41
    10 Bedrooms / 12 Bathrooms / Sleeps 20
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    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,351
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    1 / 19
    Hopewell
    8 Bedrooms / 10 Bathrooms / Sleeps 16
    Overview Make Inquiry
    Amenities & Details
    • Gym
    • Satellite TV
    • Refrigerator
    • Boat Available
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    A sweeping spiral staircase leads up to the eponymous round dining gazebo. Adjacent is the long curved balcony overlooking the pool and breathtaking blue view of the Caribbean Sea. White wicker sofas and rocking chairs make this shaded overlook everyone's favorite gathering place. With six rocking... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $390
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    1 / 11
    Hopewell
    2 Bedrooms / Sleeps 2
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Satellite TV
    • Stereo System
    • Microwave
    • Safe
    • Dryer
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    Ma Mer Bleu - One Bedroom Great House Villa - Great for couples or honeymooners! Ma Mer Blue Villa - Tryall Club’s historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa Suites look out over the club’s legendary championship golf course to... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,100
    / Night
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    1 / 29
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    Amenities & Details
    • Satellite TV
    • Ceiling Fans
    • DVD Player
    • Stereo System
    • Air Conditioning
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea! Wait! Why you should book this villa? You have found a villa that has: ** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach! ** Membership to for all guests staying at Thomas House... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,490
    / Night
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    1 / 40
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Dryer
    • Satellite TV
    • Air Conditioning
    • Hot Tub
    • Washer
    • Stereo System
    • DVD Player
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Spectacular 7 bedroom villa with 5 star Half Moon beach resort membership, Jacuzzi on pool deck, fabulous views! BRAND NEW RENOVATIONS!!! - Come and view all our top quality finishes in the bedrooms and our new bathrooms and kitchen! Half Moon Resort membership for all guests staying at Fairway... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $925
    / Night
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    1 / 26
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Washer
    • DVD Player
    • Dishwasher
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Wonderful 5 bedroom villa - very family freindly! Beach Membership for all guests! * ONE free night when booking a week! (not holiday weeks) - EXPIRES DEC 15, 2013 Wait!! Why you should book this villa!! Half Moon Resort membership for all guests staying at Pavilion Villa. FAMILY FRIENDLY - Keeping... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,558
    / Night
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    1 / 11
    Hopewell
    6 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Stereo System
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • DVD Player
    • Gym
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • 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. While nestled in the chic Tryall Club among other upscale... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $500
    / Night
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    1 / 42
    3 Bedrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Washer
    • Dishwasher
    • DVD Player
    • Grill
    • Shared Outdoor Pool...
    • Air Conditioning
    • Safe
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Wonderful 3 bedroom, 4 bathroom private villa with own swimming pool and fully staffed! Montego Bay and prestigious area! Pleasant View villa guests can now enjoy first class resort facilities ! Wait! Why you should book this villa? You have found a villa that has a first class Tryall Club Beach... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,140
    / Night
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    1 / 17
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool...
    • Ceiling Fans
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Viviana Villa is one of Tryall's newest luxury deluxe editions located in the picturesque Montego Bay. The brand new Tryall villa is a glamorous mansion with Tryall club facilities for all guests.The very luxurious interiors and magnificent views offered by this villa rental in Jamaica are... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $2,855
    / Night
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    1 / 20
    Sandy Bay
    6 Bedrooms / 7 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool...
    • Air Conditioning
    • Washer
    • Dryer
    • Gym
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    One of Jamaica's most Super Deluxe Villas! Brand new and GLAMOROUS! Tryall Resort Membership. Please read for the exclusive resort features for this villa. Twin Palms in Tryall is possibly the most remarkable achievement in design and architecture in the Caribbean in several decades. Regal and... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $3,355
    / Night
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    1 / 17
    Sandy Bay
    9 Bedrooms / 9 Bathrooms / Sleeps 18
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Nine luxury bedrooms in this spectacular luxury villa -L'Dor V'Dor villa is one of the newest and grandest premier villas located inside the Tryall club. Tucked away on a hill overlooking the majestic Tryall Club and providing 360 degree panoramic views of Montego Bay and Hanover, L’Dor V’Dor is a... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $671
    / Night
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    1 / 7
    Rose Hall
    3 Bedrooms / 5 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Wi-Fi
    • Refrigerator
    • Stove
    • Private Outdoor...
    • Gym
    • Stereo System
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Jus' Paradise is an aptly named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall. This well located home sits between two renowned golf courses: the challenging White Witch and championship Cinnamon Hill course. Five minutes west is the famous Half... View all property information
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    Location Information
    Rose Hall, Montego Bay
    From
    $785
    / Night
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    1 / 27
    Sandy Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Grill
    • Satellite TV
    • Shared Outdoor Pool...
    • DVD Player
    • Dryer
    • Gym
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Deluxe 4 bedroom villa, backing onto the expansive golf course views.Tryall Resort Membership. Please read for the exclusive resort features for this villa. Coo Yah at Tryall is a golfer’s paradise, located only a few steps from Tryall Club golf course and a lovely option among villas in Jamaica.... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $1,500
    / Night
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    1 / 35
    Sandy Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool...
    • Dryer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    5 bedroom, 5 bathrooms, 2 swimming pools! 3 minutes golf cart ride to the beach!Tryall Resort Membership. Exclusive resort features for this villa. villa rentals in Jamaica, Mahogany Hill Villa in Montego Bay is one of the most attractive and spacious Jamaica villas located within the renowned... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $1,425
    / Night
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    1 / 31
    Sandy Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • DVD Player
    • Shared Outdoor Pool...
    • Satellite TV
    • Grill
    • Dryer
    • Dishwasher
    • Air Conditioning
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    4 bedroom,4 bathroom, elegant and luxurious in everyway. Tryall Resort Membership. Staff of 10 - you will certainly be papmered on this vacation! Little Hill is truly a one of a kind villa located in the Tryall Club Resort. It is located on a little hill, surrounded by 8 acres of manicured gardens... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $625
    / Night
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    1 / 28
    Sandy Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    3 bedroom villa , views to the Caribbean sea. Tryall Resort Membership. Please read for the exclusive resort features for this villa. Island House is a delightfully refurbished villa with lovely crafts and artifacts, each reflecting Jamaican culture. The warm, tropical colors used all through the... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $5,000
    / Week
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    1 / 24
    5 Bedrooms / 5 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Refrigerator
    • DVD Player
    • Private Outdoor...
    • Satellite TV
    • Stereo System
    • Wi-Fi
    • Air Conditioning
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Pavilion is an exquisite villa privately located at the end of a cul-de-sac with magnificent views of the Caribbean Sea to the north and a tranquil ten mile view of the mountains to the south. It is spacious, quiet, peaceful and beautiful. Architecturally, Pavilion is designed as five 400 square... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $625
    / Night
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    1 / 31
    Sandy Bay
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Shared Outdoor Pool...
    • DVD Player
    • Gym
    • Grill
    • Dryer
    • Satellite TV
    • Stereo System
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Wonderful 3 bedroom villa, casual villa, fully staffed, 3 minutes ride to the beach!!!Tryall Resort Membership. Please read for the exclusive resort features for this villa. No Problem Villa in Montego Bay is an attractive two-storey Jamaica villa with fantastic views of Tryall Golf Course and the... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $2,140
    / Night
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    1 / 33
    Sandy Bay
    6 Bedrooms / 6 Bathrooms / Sleeps 12
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • DVD Player
    • Dryer
    • Air Conditioning
    • Shared Outdoor Pool...
    • Gym
    • Washer
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Luxury 6 bedroom villa, fully staffed villa. Tryall Resort Membership. Fully staffed, 3 minutes golf cart ride to the beach. Exclusive resort features for this villa. The elegantly designed Bumper’s Nest nestles on three acres of glorious land, with an imposing view of the tranquil Caribbean Sea.... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $860
    / Night
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    1 / 28
    Sandy Bay
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Grill
    • Shared Outdoor Pool...
    • Gym
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    Deluxe 4 bedroom, 4 bathroom villa.Tryall Resort Membership. 3 minutes golf cart ride to the beach! Yellowbird Villa in one of the finest and most luxurious villas in Jamaica located within one of the most exclusive gated resorts, the Tryall Club. The privately owned villa combines the indulgence... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $2,140
    / Night
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    1 / 30
    Sandy Bay
    5 Bedrooms / 5 Bathrooms / Sleeps 10
    Overview Make Inquiry
    Amenities & Details
    • Ceiling Fans
    • Satellite TV
    • Air Conditioning
    • Stereo System
    • Shared Outdoor Pool...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    5 bedrooms, 5 bathrooms - Premier rated villa (the highest rateing within the Tryall Club!Tryall Resort Membership. Exclusive resort features for this villa. Villa Stella is one of the most stunning villas in Jamaica, located on the gorgeous white sand beach and the sparkling blue Caribbean Sea.... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $9,100
    / Week
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    1 / 17
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Satellite TV
    • Refrigerator
    • Private Outdoor...
    • Gym
    • Waterfront
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • 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. Floors are cool... View all property information
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    Location Information
    Montego Bay, Saint James Parish