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Villas and Vacation Rentals in Montego Bay, Jamaica

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    $7,750
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    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    $1,285
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    1 / 29
    Studio, 5 Bathrooms, Sleeps 2
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    $10,500
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    1 / 24
    6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1 / 20
    5 Bedrooms, 5 Bathrooms, Sleeps 12
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    About this property
    ALLAMANDA is a brilliant new contemporary private villa with large heated pool, an excellent staff including top-rated chef, and nearby memberships at Round Hill and the Tryall Golf, Tennis Additional amenities include: pool table, ping pong table, complimentary use of the new round hill gym,... View all property information
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    Montego Bay, Saint James Parish
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    $4,500
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    1 / 28
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    About this property
    Designed by Prince Kasimir Korybut in 1993 and brilliantly renovated in 2012, Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and one minute from posh Round Hill where guests enjoy complimentary resort membership. Additional... View all property information
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    Montego Bay, Saint James Parish
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    $1,429
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    1 / 17
    6 Bedrooms, 6 Bathrooms, Sleeps 12
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    • Hot Tub
    • Ocean Views
    • Water Views
    • Satellite TV
    • Waterfront
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    • DVD Player
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    • Pet-friendly
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    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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    Montego Bay, Saint James Parish
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    $1,572
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    1 / 20
    9 Bedrooms, 9 Bathrooms, Sleeps 18
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    • Air Conditioning
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    • Stereo System
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    • Washer
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    • Pet-friendly
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    • Child-friendly
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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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    Montego Bay, Saint James Parish
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    $10,780
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    1 / 15
    6 Bedrooms, 7 Bathrooms, Sleeps 12
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    • Hot Tub
    • Satellite TV
    • Stereo System
    • Outdoor Dining Area
    • Gym
    • Internet Access
    • Shared Outdoor Pool...
    • DVD Player
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    About this property
    Villa VL PIM is a sprawling, glamorous 9,000-square-foot private estate on six landscaped acres. The villa was built in the late 1950's for French Count and Countess Jacques and Vera di Sibour in the period when Jamaica was a glamorous party destination for the early jet set. Today, VL PIM is a... View all property information
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    Montego Bay, Saint James Parish
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    $8,500
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    1 / 18
    6 Bedrooms, 6 Bathrooms, Sleeps 10
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    • Hot Tub
    • Shared Outdoor Pool...
    • Gym
    • DVD Player
    • Stereo System
    • Internet Access
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Elder access
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    About this property
    VL NUT is a lovely vacation villa in the upscale residential neighborhood of Spring Farm, just five minutes from three world class golf courses, designer shops, bars, restaurants and beaches. Through carved entrance doors with antique brass fittings, the magnificent view is immediately apparent.... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $9,100
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    1 / 18
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Shared Outdoor Pool...
    • Waterfront
    • Air Conditioning
    • Internet Access
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Elder access
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    About this property
    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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    Montego Bay, Saint James Parish
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    1 / 15
    4 Bedrooms, 4 Bathrooms, Sleeps 1
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    • Air Conditioning
    • Satellite TV
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    • Stereo System
    • Ocean Views
    • Water Views
    • Mountain Views
    • Staffed Property
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    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Elder access
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    About this property
    Skylark Villa is a beautiful 4 bedroom, 4 bathroom villa located in the exclusive Spring Farm neighborhood of Montego Bay on two acres of lush tropical gardens with flowering plants, palms and fruit trees. The property is very private and secure. The villa overlooks the Half Moon golf course and... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $19,313
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    1 / 8
    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Stereo System
    • Shared Outdoor Pool...
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    • Pet-friendly
    • Wheelchair access
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    • ?
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    About this property
    Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica, garnering numerous awards and accolades for excellence, including the World Travel Award for World's Leading Villa for eight years running. The villas at Round Hill... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $200
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    1 / 3
    1 Bedroom, 1 Bathroom, Sleeps 2
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    • Dryer
    • TV
    • Internet Access
    • Air Conditioning
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    This lovely seaside cottage has all the amenities that will make your vacation relaxing, in front of your own white sandy beach. Bahia villa in Jamaica is a wonderful rustic and quaint cottage for couples or friends who want to get away to Jamaica at an affordable cost. This lovely seaside cottage... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $680
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    1 / 18
    6 Bedrooms, 6 Bathrooms, Sleeps 1
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    • Staffed Property
    • DVD Player
    • Satellite TV
    • Private Outdoor...
    • Water Views
    • Mountain Views
    • Ocean Views
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Serendipity Villa is located in the prestigious Spring Farm neighborhood above and overlooking Half Moon Bay resort and the blue Caribbean Sea. The villa has been totally remodeled with style and for comfort in 2008. Serendipity will delight you. The quiet entrance through a flowering vine covered... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $629
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    1 / 9
    3 Bedrooms, Sleeps 6
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    • Microwave
    • Satellite TV
    • Waterfront
    • Ceiling Fans
    • Stereo System
    • Water Views
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
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    About this property
    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 make vacation dreams come true.-Bedroom 1 Master bedroom is is furnished with a... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $707
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    1 / 9
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • Mountain Views
    • Shared Tennis Court
    • Staffed Property
    • Private Outdoor...
    • Air Conditioning
    • Satellite TV
    • Ocean Views
    • Waterfront
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • 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
    $2,143
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    1 / 29
    7 Bedrooms, 7 Bathrooms, Sleeps 14
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    • Hot Tub
    • Internet Access
    • Water Views
    • Gym
    • Stereo System
    • Shared Outdoor Pool...
    • Satellite TV
    • Safe
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
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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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    Montego Bay, Saint James Parish
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    $18,182
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    1 / 33
    7 Bedrooms, 8 Bathrooms, Sleeps 14
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    • Boat Available
    • Waterfront
    • Internet Access
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    If the only sounds you want to hear while you’re on vacation are the birds, wind and the sea, come to Seaclusion. Completed in February 2015, Seaclusion is one of the newest and most distinctive villas in the posh Tryall Club. Perhaps the most astonishing feature is the oxymoron of Seaclusion’s... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,720
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    1 / 22
    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Air Conditioning
    • Staffed Property
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Satellite TV
    • Mountain Views
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Bougainvillea House completed in the Fall of 2007 is one of Tryall's newest villas which is quickly apparent in the unsurpassed luxury it provides. Designed by one of Jamaica's best known architects, it is built in classic Caribbean Georgian style but discreetly includes every 21st century luxury.... View all property information
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    Montego Bay, Saint James Parish
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    1 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4
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    • Stereo System
    • Watersports Nearby
    • Housekeeping...
    • Internet Access
    • Private Outdoor...
    • TV
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • 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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    Montego Bay, Saint James Parish
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    1 / 36
    1 Bedroom, 2 Bathrooms, Sleeps 4
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    • Air Conditioning
    • Internet Access
    • Hot Tub
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
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    • Smoking allowed
    • Elder access
    • ?
    • ?
    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
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    $630
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    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 6
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    • 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
    • ?
    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
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    $2,571
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    1 / 52
    6 Bedrooms, 14 Bathrooms, Sleeps 14
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    • Hot Tub
    • TV
    • Stereo System
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    Gym: incliner trainer treadmill, double-sided half-cage with Olympic bars and weights bench, elliptical bike, cybex trainer, cable cross, punch kettle bells, fitness balls and yoga mats. Spa with two tables and cedar steam room: massage, facial, body scrub, manicure, pedicure. 100'projection... View all property information
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    Montego Bay, Saint James Parish
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    $1,298
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    1 / 40
    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Satellite TV
    • Wi-Fi
    • Private Outdoor...
    • Air Conditioning
    • Boat Available
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    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 Cocktail Party. For various fees: golf, tennis lessons, Happy Hour,... View all property information
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    Montego Bay, Saint James Parish
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    $9,600
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    1 / 37
    6 Bedrooms, 8 Bathrooms, Sleeps 14
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    • Hot Tub
    • Microwave
    • Satellite TV
    • Stove
    • Wi-Fi
    • Air Conditioning
    • Private Outdoor...
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    About this property
    Seventh very private bedroom available on request; ask us for rates and availability. Onsite staff includes two butlers, chef, housekeepers, gardener laundress and 24 hour concierge service. Air conditioned gym with recumbent bicycle, treadmill, stair master, free weights, exercise balls, mats... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $728
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    1 / 7
    4 Bedrooms, 4 Bathrooms, Sleeps 8
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    • DVD Player
    • Wi-Fi
    • Private Outdoor...
    • Satellite TV
    • Balcony
    • Refrigerator
    • Air Conditioning
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • 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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    $12,500
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    1 / 24
    7 Bedrooms, 7 Bathrooms, Sleeps 14
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    • Stereo System
    • Air Conditioning
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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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    Montego Bay, Saint James Parish
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    1 / 35
    1 Bedroom, 2 Bathrooms, Sleeps 2
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    • Dryer
    • Internet Access
    • Hot Tub
    • Boat Available
    • Washer
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    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. Guests are provided free overseas calls to... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $1,171
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    1 / 44
    5 Bedrooms, 5 Bathrooms, Sleeps 10
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    • Wi-Fi
    • DVD Player
    • Private Outdoor...
    • Boat Available
    • Satellite TV
    • Gym
    • Air Conditioning
    • Stereo System
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    On seven acres overlooking the Tryall golf course and the Caribbean Sea, Mahogany Hill boasts one of the most breathtaking views day and night of all the homes at the Tryall Club. Stone steps lead from the entrance landing to a sunken living room with 27' Sony television and 24' window wall that... View all property information
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    Montego Bay, Saint James Parish
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    $8,500
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    1 / 29
    4 Bedrooms, 5 Bathrooms, Sleeps 8
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    • Stereo System
    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Remarkable 10,000 square foot private villa on spectacular seven acre site in Great River Private gated community. An architectural gem with a 270-degree panorama. Second infinity-edge pool outside owners suite. Onsite staff includes an excellent butler, head chef, pastry chef, housekeepers,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
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    $8,000
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    1 / 23
    6 Bedrooms, 6 Bathrooms, Sleeps 12
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    • Hot Tub
    • Grill
    • TV
    • Private Outdoor...
    • Air Conditioning
    • Stereo System
    • Internet Access
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Endless Summer is a turreted mansion with views of the Caribbean Sea. From the porte cochere, beveled glass doors open to a dramatic 80' columned space. A sweeping white stone staircase curves gracefully from the foyer to a balustraded gallery encircling and overlooking the sunken living room,... View all property information
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    Montego Bay, Saint James Parish
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    $2,116
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    1 / 7
    Hopewell
    4 Bedrooms, 2 Bathrooms, Sleeps 8
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    • Wi-Fi
    • Hot Tub
    • Gym
    • Balcony
    • Shared Yard
    • Private Outdoor...
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
    • ?
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    About this property
    Recently upgraded and renovated, this stunning four bedroom villa with a pool has two main suites upstairs with connecting doors and two bedrooms downstairs, completely renovated, in the classic tradition of Round Hill - simple, elegant, and luxurious at the same time.The villa is also very private... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $2,116
    / Night
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    1 / 4
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Balcony
    • Terrace
    • Gym
    • Shared Yard
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    This cottage is situated at the highest point of Round Hill and is the only villa with pool that has a view of the night lights of Montego Bay as well as Round Hill Bay. This cottage was recently expanded with the addition of a beautiful large separate suite and outdoor living area.A large lawn... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $958
    / Night
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    1 / 4
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Terrace
    • Gym
    • Balcony
    • Wi-Fi
    • Air Conditioning
    • Shared Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    A two bedroom villa with pool, very much the typical cottage style, private. Perfect for a small family, or just a getaway for two! One suite with a king bed, the other with two twin beds, which may be connected to king bed; plus adjoining doors between bedrooms. Classic villas feature many of... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,766
    / Night
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    1 / 16
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Shared Yard
    • Hot Tub
    • Terrace
    • Wi-Fi
    • Balcony
    • Private Outdoor...
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    White floors, white sofas and the accents of color - a beautiful retreat with a breathtaking view! Four bedrooms with pool (plus a large pool deck with a whirlpool/Jacuzzi) - Two main suites have king size beds and a connecting door - The top level suite has a four post king-size bed and... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $958
    / Night
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    1 / 7
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Gym
    • Balcony
    • Shared Yard
    • Wi-Fi
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    This two bedroom villa with pool features a romantic setting, perfect for your honeymoon or to rekindle your love! Both suite bedrooms feature king size beds. The cottage is surrounded by beautiful gardens and large mango trees. Classic Villas feature many of the original design elements on... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,816
    / Night
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    1 / 2
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Terrace
    • Wi-Fi
    • Gym
    • Balcony
    • Private Outdoor...
    • Shared Yard
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    A four bedroom villa with a pool, beautiful view, an infinity pool and is located close to the main area and beach.There are four-post beds in three of the bedrooms, and two double beds in the other bedroom. There is also a connecting door between the two main suites, an ideal setting for families... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,462
    / Night
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    1 / 5
    Hopewell
    3 Bedrooms, 2 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Terrace
    • Wi-Fi
    • Private Outdoor...
    • Shared Yard
    • Balcony
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    The big screen picture by 20th Century Fox 'How Stella Got Her Groove Back' with Angela Bassett, Taye Diggs and Whoppie Goldberg was filmed in this very cottage. This cottage is so perfect for your honeymoon! There are three bedrooms with pool, and the two main suites have connecting doors. You... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,381
    / Night
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    1 / 7
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • Air Conditioning
    • Satellite TV
    • Gym
    • Shared Yard
    • Stove
    • Refrigerator
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Flanking the tropical forest and affording the utmost in privacy, Villa 22A exudes the classic elegance that was part of founder John Pringle's original vision. Each bedroom boasts its own bathroom and living space, and may be closed off and air conditioned for comfort. An open common area spills... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,712
    / Night
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    1 / 7
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Shared Yard
    • Gym
    • Balcony
    • Air Conditioning
    • Terrace
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    This four bedroom villa features a very large, almost Olympic size swimming pool. The two main suites are composed of one king bedded room and one with two double beds. There is also a connecting door between the suites. The perfect setting for the avid swimmer, the pool is located footsteps from... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,816
    / Night
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    1 / 5
    Hopewell
    4 Bedrooms, 2 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Terrace
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    • Gym
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    A four bedroom villa with pool which could easily be used as a five bedroom villa for large families. Cottage 5 and 6 are connected by garden walk way. They are great for two families who wish to stay next to each other. Beautifully decorated and near the tennis courts for the tennis... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,816
    / Night
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    1 / 12
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • Gym
    • Balcony
    • Shared Yard
    • Terrace
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Privately situated four bedroom villa with pool, with breathtaking views from your open living room areas. This villa is nestled on three different levels the guest house level, main villa level and pool deck level. This cottage makes for a wonderful retreat for just one couple or for the whole... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $808
    / Night
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    1 / 10
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Terrace
    • Shared Yard
    • Balcony
    • Wi-Fi
    • Gym
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
    • ?
    About this property
    A two bedroom cottage without pool in typical Round Hill cottage style, a lovely lawn with a beautiful view to watch that sunset! From this cottage it is just a short stroll through the gardens to our private beach and the main swimming pool. One bedroom suite features a king bed the other two have... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $958
    / Night
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    1 / 4
    Hopewell
    2 Bedrooms, 1 Bathroom, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Private Outdoor...
    • Gym
    • Shared Yard
    • Boat Available
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
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    • Smoking allowed
    • Elder access
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    About this property
    This two bedroom villa was Noel Coward's second home in Jamaica, his desk is still there! This cottage features a typical cottage style with a lovely view and a garden/lawn setting. One suite has a king bed, the other with two twin beds, which may be converted to a king bed, plus adjoining... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $958
    / Night
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    1 / 4
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Wi-Fi
    • Private Outdoor...
    • Shared Yard
    • Terrace
    • Air Conditioning
    • Balcony
    • Boat Available
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    Cottage 2 is a two bedroom villa with a beautiful view and an extended garden/terrace area overlooking the Caribbean Sea. Perfect for a small family, or just as a hideaway for two! One suite with a king bed, the other suite with two twins (may be converted to king). Classic Villas feature many... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,712
    / Night
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    1 / 15
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Stereo System
    • Wi-Fi
    • Satellite TV
    • Shared Yard
    • Private Outdoor...
    • Gym
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    A three bedroom villa with pool which has a view on both sides, from the dining area you will view the other side of Montego Bay and from the upstairs living room you will have a view of Round Hill's Bay. Beautifully decorated, in a very private setting this is a perfect villa for a small family or... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $2,670
    / Night
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    1 / 11
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 14
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Gym
    • Stereo System
    • Private Outdoor...
    • Hot Tub
    • Shared Yard
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
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    • Smoking allowed
    • Elder access
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    About this property
    A perfect villa setting, excellent for entertaining with its private bar/dining room area. The five suites/bedrooms each feature sprawling veranda and living room areas. The other three suites are on one level separated by living room spaces. This villa is beautifully furnished and features genuine... View all property information
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    Location Information
    Hopewell, Montego Bay
    From
    $1,430
    / Night
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    1 / 32
    6 Bedrooms, 7 Bathrooms, Sleeps 12
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Internet Access
    • Staffed Property
    • Mountain Views
    • Water Views
    • Shared Tennis Court
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
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    • Smoking allowed
    • Elder access
    • x
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    About this property
    A most serene and enchanting location, Viviana is located at Tryall Club on 6 landscaped acres. This beautiful villa offers the finest balance of sophisticated luxury and private comfort – elegant and cozy, majestic and inviting. From the entrance gardens trimmed with pink and yellow hibiscus to... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $9,455
    / Week
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    1 / 1
    8 Bedrooms, 10 Bathrooms, Sleeps 16
    Overview Make Inquiry
    Overview
    Amenities & Details
    • Boat Available
    • Hot Tub
    • Internet Access
    • 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
    From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club. Additional amenities include: poolside shower,... View all property information
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    Location Information
    Montego Bay, Saint James Parish
    From
    $1,714
    / Night
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    1 / 19
    5 Bedrooms, 5 Bathrooms, Sleeps 10
    Overview Make Inquiry
    Overview
    Amenities & Details
    • DVD Player
    • Patio
    • Ceiling Fans
    • Water Views
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Villa Stella, just recently completely renovated, offers breathtaking views of the Caribbean Sea and the Tryall Club estate from Copperwood Ridge. Stylish interiors, attention to details, travertine marble, wooden floors and a gorgeous terrace with oversized swimming pool and deck overlooking the... View all property information
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    Location Information
    Montego Bay, Saint James Parish