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Sandy Bay Vacation Rentals

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    Travellers to Sandy Bay are booking October dates now. Secure your vacation 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! Fully Staffed! Round House1 / 17
    (1)Excellent
    Sandy Bay
    7 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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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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    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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    '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! 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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    '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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    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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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 April 2017
    I highly recommend this Villa! Gavin and his team were amazing! The location and the amenities this Villa offer are one of the best! 5 star all the way! We enjoyed delicious...
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    About this property
    Welcome to the Wheel House Villa! The large airy living room features an indoor garden and French doors that open onto the pool deck and swimming pool with views of the golf course and ocean beyond. All the guest bedrooms are newly renovated with beautiful granite and marble bathrooms. All six...
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    Sandy Bay, Hanover Parish
    Holiday Rental House - 6 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! Pool! Fully Staffed!Avalon-Riverlot1 / 41
    (1)Excellent
    Sandy Bay
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Balcony
    • Grill
    • Washer
    • Wi-Fi
    • Parking
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 March 2017
    This was my first visit to Avalon. Not only is the property and house lovely, the staff was warm and gracious and very professional. Josephine's cooking is made form the heart...
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    About this property
    'Wonderful 4 bedroom villa with lots of gardens and grassy areas - 2 bedrooms in main house + 2 bedroom villa with views to the pool. Great for families sharing! Tryall Resort Membership . Avalon Villa , previously known as Riverlot Gardens, is a newly-renovated Jamaica villa in the Montego Bay...
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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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    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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    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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    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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    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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    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Satellite TV
    • DVD Player
    • Parking
    • Wi-Fi
    • Patio
    • Washer
    • Balcony
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Karma Bay at the Tryall Club on Jamaica is set right at the edge of the Caribbean Sea, arguably the best location on the entire island. This stunning Montego Bay estate offers six bedrooms and inviting outdoor seating areas with panoramic sunrise and sunset water views. Guests enjoy a...
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 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, 7 Bathrooms, Sleeps 14 Quick View
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    Amenities & Details
    • Parking
    • Satellite TV
    • DVD Player
    • Wi-Fi
    • Balcony
    • Terrace
    • Hot Tub
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Phoenix on the Beach at the Tryall Club on Jamaica is a well-situated seven-bedroom estate on the island's famed north coast. Guests at this Montego Bay seaside villa will enjoy outstanding onsite amenities and complimentary membership at the exclusive Tryall Club. Arrive in style at the...
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    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    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
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Air Conditioning
    • Wi-Fi
    Suitability
    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
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    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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    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
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    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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    Luxury Beach Resort! Gym! Tennis! Golf! Fully Staffed!Sea Salt1 / 68
    (1)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Patio
    • Parking
    • Private Outdoor Pool (Unheated)
    • Grill
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 9 December 2011
    I can't even begin to describe how incredible Sea Salt is. As I am writing this, I am sitting in the dining room, overlooking the bluest of oceans, feeling a delicious breeze...
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    About this property
    'The new premier villa Sea Salt Villa , is one of Tryall's most luxurious villas in the gated exclusive club in Montego Bay. The fantastic five-bedroom villa has a regal setting within the Tryall Club, with only a 3-minute golf cart ride to the white-sand beach. Given the distinct vantage point of...
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    Hopewell, Montego Bay
    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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    • Wi-Fi
    • Patio
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From acres of beautifully landscaped and terraced grounds, Longview Manor commands sweeping views of the Caribbean Sea and blue-green mountain range. Large comfortable verandahs ~ one facing east, the other west ~ are vantage points for memorable sunrises and sunsets. * 7,500-square-foot...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Envision yourself in paradise - a tropical Eden where your every wish and desire is fulfilled. This vision captures what it means to make Karma Bay your home away from home. A sprawling complex of six beautiful private bedrooms as well as large living, dining and family spaces serve as your...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Beach Club! Tennis! Pool! Luxury! Golf! Gym! Butler and Chef! Bougainvillea1 / 24
    (2)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Parking
    • Wi-Fi
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2017
    This villa is a well-thought-out gem. The architectural elements and comfortable living spaces appeal to both your body and soul. The 270-degree ocean and mountain view...
    Reviewed 6 September 2011
    We recently got back from our second trip to Bougainvillea House at Tryall, having been three years ago. We had almost forgotten how fantastic Tryall is – beautiful location...
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    About this property
    'Bougainvillea House is a beautiful luxury villa. The lavish villa in Jamaica provides unsurpassed luxury and offers every 21 st century amenity. Designed by a renowned Jamaican architect the villa covers over 8,000 square feet. The expansive verandah at Bougainvillea House is more than 50 feet,...
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    Hopewell, Montego Bay
    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
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Parking
    • Satellite TV
    • Hot Tub
    • Wi-Fi
    • Balcony
    • DVD Player
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    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
    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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    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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    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Balcony
    • Satellite TV
    • DVD Player
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    Villa Following the Seas at the Tryall Club on Jamaica is located in a desirable location on the islands north shore with spectacular views of the sparkling Caribbean Sea. Perched high on a Jamaican hillside, this lovely villa is set on seven beautiful acres surrounded by lush island greenery....
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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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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    Reviewed 17 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, 7 Bathrooms, Sleeps 12 Quick View
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    • Terrace
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    Kid friendly
    Smoking allowed
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    Villa Windward at Tryall on Jamaica features a stylish six-bedroom layout that is ideal for families. Located in desirable Montego Bay, the villa provides three en-suite master bedrooms, each with an adjacent bedroom suitable for children. Arrive in style at the onsite heliport and discover every...
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Hopewell
    7 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Sundance is a stunning 5 bedroom, traditional Palladian style villa completed in 2006, extending to 6,000 square feet and occupying a quiet 2 acre site with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted areas create a magnificant setting for this...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Island House - Tryall Club1 / 17
    (1)Excellent
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed 28 May 2017
    We stayed at Island House for one week. There are few words to describe our experience. First, the house is lovely comfortable and has the most amazing views with an...
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    Island House is a delightfully refurbished home with panoramic views of Tyrall's championship golf course and the Caribbean Sea from every room. The Jamaican style open plan living/dining room and wide verandah overlook and open onto the pool deck, lush gardens and expansive views. The villa is...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    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
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    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
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    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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    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    On seven acres overlooking the Tryall golf course and the Caribbean Sea, Mahogany Hill is among the most beautiful and spacious private homes at the Tryall Club. The unique architecture has situated all bedrooms for maximum privacy. * deluxe 10,000-square-foot 5-bedroom private villa at...
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    Hopewell, Montego Bay JMCJS12
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Almond Hill is a lovely private, 4 bedroom villa surrounded by a 500-acre coconut plantation with a large private pool. The villa and grounds were designed by Prince Kasimir Korybut in 1993 and completely renovated in 2012. An exquisite renovation has created an all new design of stunning picture...
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    Hopewell, Montego Bay 11111
    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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    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
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Yellowbird at the Tryall Club on Jamaica is a well-situated Montego Bay home overlooking the deep blue waters of the Caribbean Sea. This four-bedroom villa features modern furniture with upbeat island colors offset with dark wood trim on shuttered windows that provide Old World Jamaican...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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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, 5 Bathrooms, Sleeps 10 Quick View
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    Designed by one of Jamaica's best known architects, Bougainvillea House is built in classic Caribbean Georgian style but discreetly includes every 21st century luxury. It covers more than 8,000 square feet and sits in a panoramic location with 180 degree sea views. The main Veranda extends to more...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished -- some traditional, some eclectic -- with a designer’s eye to comfort throughout. Named for its seemingly endless private pool,...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    The Round House is a superior villa located on Copperwood Ridge. Nestled in a tropical paradise, the home offers views of the lush Jamaican mountains and Caribbean Sea beyond. The home is built on two levels and offers traditionally styled interiors with some local artwork. The home boasts seven...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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