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Sandy Bay Holiday Rentals

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    Travellers to Sandy Bay are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    All 201 Rentals in Sandy Bay
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    Luxury Beach Resort! Gym! Tennis! Golf! Fully Staffed!Clive House1 / 16
    (1)Excellent
    Sandy Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Luxury Beach Resort! Gym! Tennis! Golf! Pool! Fully Staffed!Avalon-Riverlot1 / 41
    (1)Excellent
    Sandy Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Wheelhouse at Tryall 6 Bedroom fully staffed Villa1 / 7
    (1)Excellent
    Sandy Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    Luxury Beach Resort! Gym! Tennis! Golf! Fully Staffed! Round House1 / 17
    (1)Excellent
    Sandy Bay
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    • Grill
    • Air Conditioning
    • Washer
    • Balcony
    • Parking
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 February 2017
    This house was perfectly set up for a family get together. The staff was amazing, especially Harvey, the head of the house. He was the most attentive, easy going host I've ever...
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    About this property
    'Enjoy the first class resort amenities of the Tryall Resort Membership . Please read for the exclusive resort features for this villa. Round House is one of the largest and most spacious villas in Jamaica located within the renowned 2200 acre Tryall Club Resort. Being situated near the golf course...
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    Sandy Bay, Hanover Parish
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 14
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    Sandy Bay
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Property description This spacious, newly decorated two bedroom two bath apartment is situated in Montego Bay in the upscale gated community of The Lagoons, just a few minutes from the Montego Bay airport. The apartment has two bedrooms, both with en suite bathrooms, a full equipped kitchen,...
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    Sandy Bay, Hanover Parish 23564
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Luxury Beach Resort! Gym! Tennis! Golf! Fully Staffed! Pineapple House1 / 38
    (1)Excellent
    Sandy Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Air Conditioning
    • Wi-Fi
    • Balcony
    • Parking
    • Private Outdoor Pool (Unheated)
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2015
    We rented Pineapple House in The Tryall Club for spring break. The house was perfect and the staff were so friendly and welcoming that we immediately felt like family. The...
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    About this property
    'Newly refurbished and spectacular Premier villa!! 5 bedrooms 5 bathrooms. Tryall Resort Membership . Spectacular ocean views, 3 minutes golf cart ride to the beach! for this villa. Pineapple House is a premier villa located in the exclusive Tryall Club overlooking the ruins of the historic sugar...
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    Sandy Bay, Hanover Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Luxury Beach Resort! Gym! Tennis! Golf! Fully Staffed!Retreat1 / 29
    (1)Very good
    Sandy Bay
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Wi-Fi
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Parking
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 July 2016
    Just returned from a week at the Tryall Club in Montego Bay. 9 of us, including 5 teens ranging in age from (15- 20) stayed at the Retreat Villa and it was the epitome of...
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    About this property
    'Walk to the beach in a few minutes!!! Tryall Resort Membership . This villa can be rented as a 4 5 or 8 bedroom villa! Retreat Villa in Montego Bay is one of the most charming and gracious Jamaica villas located within the renowned Tryall Club Resort. Being situated near the 18 th fairway of the...
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    Sandy Bay, Hanover Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Luxury Beach Resort! Gym! Tennis! Golf! Fully Staffed! Wheel House1 / 28
    (1)Excellent
    Sandy Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2014
    We have just returned from Wheelhouse at Tryall Club in Jamaica. It far exceded our expectations. Wheelhouse has 6 bedrooms with ensuite baths. The villa is tiered. Three...
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    About this property
    '6 bedrooms 6 batrooms, spectacular views - and only 3 minutes golf cart ride to the beach!!! Tryall Resort Membership . The fabulous Wheel House offers picturesque views of the surrounding landscape and ultimate privacy at this six bedroom villa in Jamaica. The spacious and wonderful villa rental...
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    Sandy Bay, Hanover Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Sandy Bay
    6 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Housekeeping Included
    • Washer
    • Hot Tub
    • Patio
    • Ocean Views
    • Mountain Views
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Majestic ocean views and a lion’s head water fountain await you at Villa Annabella. The property is part of the famed Tryall Club, ranked by Condé Nast as one of the best places to stay in the world. A true golfer’s paradise, this villa provides all the perks required for a relaxing and...
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    Sandy Bay, Hanover Parish
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 14
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    Sandy Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Private Garden
    • Air Conditioning
    • Parking
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful place in a very very nice area. The place is well decorated, comfortable and peaceful. It is full equipped apartment and you could not be at a better place to enjoy the real Jamaican culture. Quiet, clean and safe place, the area is amazing. Across the street is the Caribbean sea with...
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    Sandy Bay, Hanover Parish HANOVER
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Luxury Beach Resort! Gym! Tennis! Golf! Fully Staffed!Blue Bird1 / 23
    (1)Excellent
    Sandy Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Balcony
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2014
    Usually when we rent a house it can become a "relocation" instead of a "vacation". This was soooo not the case here. The house, like all the houses at Tryall...
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    About this property
    '4 bedroom villa - 3 minutes golf cart ride to the beach club! Tryall Resort Membership . Fully staffed private swimming pool, exclusive gated community! Blue bird at Tryall at Montego Bay is one of the most magnificent villas in Jamaica that overlooks a glorious tropical garden and the sparkling...
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    Sandy Bay, Hanover Parish
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Luxury Beach Resort! Gym! Tennis! Golf! Fully Staffed! Jubilation1 / 21
    (2)Excellent
    Sandy Bay
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Grill
    • Balcony
    • Washer
    • Parking
    • Wi-Fi
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 April 2016
    Was lucky enough to spend 6 days at Jubilation with ten friends. From the minute we got there, everything was perfect. The literal definition of pampering. The entire staff...
    Reviewed 29 April 2014
    We had an amazing week at Jubilation. The house is incredible and the staff does a great job at maintaining the property. The chef is very talented and offered a delicious and...
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    About this property
    'Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures locally built mahogany four poster beds and uniquely crafted local wood carvings. With its...
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    Sandy Bay, Hanover Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Sandy Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Washer
    • Balcony
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful studio in Jamaica for rent by days or by month for a holiday experience that will allow you to properly discover the real Jamaica. Conveniently located between Montego Bay and Negril. At 2 minutes from the beach. A perfect place for snorkeling / diving. Located in an upscale area, close...
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    Location Information
    Sandy Bay, Hanover Parish 0000
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The following rentals are within 10 kilometres of Sandy Bay.
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Entering the world of Reef House is one of total serene and tranquility. You approach Reef House over a stepped bridge and enter into a world of serene, comfortable living. The magnificent arc of the Caribbean Sea refreshes your spirit and sets the scene for memorable days of freedom. There are 3...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Cielo at the Tryall Club - Ideal for Couples and Families, Beautiful Pool and1 / 21
    (1)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 2017
    We stayed at Cielo as a family. My mother, grandmother, brother, husband and I. The staff was beyond perfection. From groundskeepin, laundress, housekeeping, butler to cook...
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    About this property
    Cielo means 'sky' and 'heaven' and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and 'heaven' gets even better! * Great for families * Flat-screen tv's in every room * Wifi internet access *...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located on the highest point at the renowned Tryall Club, Point of View sits on one of the most spectacular sites in the Caribbean … indeed, in the world. From its unique vantage point, a sweeping panorama stretches down the mountain and across the 18-hole championship golf course to the deep blue...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Villa Viviana - Tryall Club1 / 14
    (1)Excellent
    Hopewell
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2013
    This was our third stay at Tryall. The first time was 10 years ago when we got married. The second time was 7 years ago when we went back to celebrate my sister's 40th Birthday...
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    About this property
    Luxurious yet intimate, this utterly charming villa enjoys a location that is not only serene but totally enchanting. Flower-filled gardens, sophisticated interiors and multiple balconies that embrace the glittering Caribbean create an atmosphere of warmth and intimacy. Constructed on two levels,...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade-winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally lovely view toward...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Hopewell
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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. * remarkable new 7-bedroom 15,000-sq-ft villa on 7...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    Pleasant View Villa1 / 17
    (2)Excellent
    Hopewell
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Unheated)
    • Patio
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Ocean Views
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 May 2017
    From Bobby picking us up at the airport to our final conversation with Murine. Everything was tranquil and luxurious. By far the best trip I have ever been on. Thanks to Bobby's...
    Reviewed 6 November 2015
    I stayed at this villa for a week with my family, 6 adults and 1 toddler, and this villa ended up being the icing on the cake for our trip. The grounds are beautiful and there...
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    About this property
    Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturously secluded providing your personal...
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    Hopewell, Montego Bay READING PO
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Hopewell
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Patio
    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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. * 8 bedroom/10 bathroom deluxe villa at...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    River Lot Gardens is a superior villa located on a lush hillside on Copperwood Ridge. Newly decorated, it is situated amidst lush tropical foliage. Gently sloping, red brick steps lead both to the main house and the separate guest cottage. The interiors are spacious and feature tasteful furnishings...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lolita is a remarkable architectural achievement: a 14,500-square-foot modern villa on a four-acre site chosen for its breathtaking view of the deep blue Caribbean Sea! * 5-bedroom luxury villa at the prestigious Tryall Club ~ highest Premier rating * breathtaking ocean view *...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    This cozy home sits on two acres at the famous Tryall Club ~ directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves break dramatically...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Elysian Plain is a superior villa located at the edge of the blue Caribbean Sea on Country Club Drive. The home is aptly named 'Elysian Plain', the resting place of the Greek Gods. A spacious home villa, the interiors are tastefully furnished with a mixture of wicker and wooden pieces. The dining...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    About this property
    Xanadu is superior villa perched on top of Barnes Hill, commanding spectacular views of the green fairways and sparkling Caribbean Sea beyond. The villa is spacious and features tasteful interiors. An expansive living area has cathedral ceilings, a library, music area complete with Steinway grand...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Caribbean Jewel is a 5,000 square-foot Mediterranean style villa, with a blend of modern Caribbean elegance, privately located on the exclusive gated Spring Farm Estate with spectacular sea views & Golf privileges for 2017 at Cinnamon Hill & White Witch Golf Courses * Deluxe 4 bedroom, 4...
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    Hopewell, Montego Bay 00000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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. Mirador is a stylish one-bedroom apartment...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    About this property
    Fairwinds is a beautiful four-bedroom private home with views of the golf course, sea and Montego Bay. * superior 4-bedroom 4-bathroom private villa at the famous Tryall Club * staff of four: cook, housekeeper, laundress, gardener - please note, no butler is among the Fairwinds staff...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Linger Longer is located directly overlooking the 13th hole of the Tryall Resort's golf course and the ocean beyond. The villa is distinguished by a unique entrance featuring an enclosed courtyard with the private swimming pool. The interiors feature tasteful furnishings and a spacious living room...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Vista del Mar is remarkable for its magnificent view of the deep blue Caribbean Sea and peaceful, private location. On a prize site above the sea, it is only minutes by complimentary shuttle or private golf cart from the Tryall Club Great House and shops, private beach, and golf and tennis pro...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Luxury Beach Resort! Gym! Tennis! Golf! Fully Staffed! Rose Cottage1 / 39
    (1)Excellent
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Balcony
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Washer
    • Grill
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2017
    Our family of 17 ages 1 to 86, stayed at Rose Cottage for five nights last week. Words cannot thoroughly describe the wonderful time that we had, the service that was provided...
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    About this property
    'Rose Cottage is a fabulous new villa in Tryall perched dramatically on a plateau, offering extraordinary views of the surrounding mountains and ocean waters. The traditional Jamaican styled luxury villa Jamaica was designed by Nancy D. Maffasanti. The decor is elegant and influenced by Asian,...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Right at the water's edge,Sunrise looks out over a private beach and the clear-blue shallows of the Caribbean Sea to a snorkeling reef and the indigo waters beyond. Just across the lane are the emerald-green fairways of Tryall Club's famous golf course. In true Caribbean tradition, this most serene...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Parking
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Balcony
    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
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    Villa Rose Cottage at the Tryall Club on Jamaica is a stylish premiere estate with traditional Jamaican styling. This luxurious Montego Bay six-bedroom villa offers outstanding views of the lush mountainside and the crystalline Caribbean Sea. Enjoy beautifully landscaped grounds that offer...
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Sunset is a charming three-bedroom beach house on a fabulous site: a double lot absolutely on the edge of the beach and the sea. The wide blue all-day view is topped off by a sunset sky and a stunning nighttime view of the sparkling lights of the town of Montego Bay 12 miles across the sea....
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    About this property
    More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    A professional staff of ten serves your every whim at Little Hill, where a circular swimming patio serves as a delightful focal point. Five spacious, air-conditioned bedrooms, including a private 'his and hers' suite, provide the ultimate in refined luxury. Each bedroom has its own deluxe bathroom....
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Located at the highest point on one of the largest individual tracts of land on Round Hill, Janus is one of the most stylish additions to this collection. A stunning four-bedroom villa, Janus has been totally renovated … designed to be extraordinarily comfortable and chic. * stunning...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Little Palm - Tryall Club1 / 17
    (1)Excellent
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Reviewed 7 August 2017
    I had a wonderful stay at the Little Palm. Its very sophisticated, yet comfortable with its furnishing. The 3 acre grounds are kept up beautifully. Its a host/hostess dream! If...
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    About this property
    The ideal honeymoon hideaway! This spacious villa is built around the swimming pool with vine covered verandah. The spacious master bedroom with its king bed with separate dressing room and the guest bedroom are both air conditioned and open onto both the pool deck and an arched, covered patio....
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
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    • Grill
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    • Balcony
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    About this property
    'RENTING 5 BEDROOMS OF THIS 9 BEDROOM LUXURY VILLA- Nine luxury bedrooms in this spectacular luxury villa -Create Abundance 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...
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    Hopewell, Montego Bay 00000
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
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    About this property
    'Charming 2 bedroom villa across from the ocean, and a few minutes walk to the Tryall Beach Club. This wonderful villa with own private swimming pool can sleep up to 6 persons. Little Palm Villa in Montego Bay is one of the very captivating private Jamaica villas, across the street from the...
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    Hopewell, Montego Bay 00000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Hopewell
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    About this property
    'Mahogany Mews is a one bedroom Great House villas! Perfect for couples or honeymoons! 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 bewitching...
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    Hopewell, Montego Bay 00000
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Hopewell
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Rose Cottage is a large and lavish 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. * glamorous new 6-bedroom villa at the famous Tryall Club...
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    Hopewell, Montego Bay 00000
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Private Outdoor Pool (Unheated)
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    'Rose Cottage is a fabulous new villa in Tryall perched dramatically on a plateau, offering extraordinary views of the surrounding mountains and ocean waters. The traditional Jamaican styled luxury villa Jamaica was designed by Nancy D. Maffasanti. The decor is elegant and influenced by Asian,...
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    Hopewell, Montego Bay 00000
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Presenting a newly-renovated stylish two-bedroom villa at the legendary Tryall Club Great House. Chic contemporary interiors. Ideal for two couples or a family of three or four or five on request. This impressive two-bedroom Tryall Great House villa is notable for its stylish renovation and...
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    Hopewell, Montego Bay 00000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Hopewell
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    One of the finest villas at Tryall Club, Anticipation has all the inviting atmosphere of an elegant private island home and all the amenities necessary to ensure a successful Caribbean vacation. There are three bedrooms in the main villa and one in a separate cottage a breath away from the pool....
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Satellite TV
    • Private Garden
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    About this property
    Family style, comfortable home in a quiet and comfortable space. Rooms are spacious and private and provides spectacular view of the beach with their own balcony . Coastlines and city lights. Parking is available in the yard space come and enjoy the comforts of our hill view home. 3 min to the...
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    Hopewell, Montego Bay JMCHR11
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Reveille By The Sea sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach. It is a lovely three bedroom Villa perfect for the romantic get away or for a family with its own pool on the water’s edge. You can walk to the beach, Tryall’s famous golf...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay. BEAUTIFULLY RENOVATED in 2013! * 6-bedroom private villa at the famous Tryall Club * rated Premier...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    A row of tall coconut palms leads up to Vista Del Mar at the top of the Tryall Resort. Aptly names, this magnificent villa commands a breathtaking view over the rolling greens of the property's famous golf course and glittering Caribbean Sea. The entrance hall opens on to a 40' x 40' living room...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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