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Holiday Rentals in Hopewell

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    All 116 Rentals in Hopewell
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    Pleasant View Villa1 / 20
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Island House - Tryall Club1 / 17
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    Reviewed 29 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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    About this property
    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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    Overlook - Tryall Club1 / 15
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 July 2014
    This is our second time to Tryall and first to Overlook Villa. Last year we stayed at Bumpers Nest. Overlook is first class all around. The views are breathtaking from any where...
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    About this property
    Overlook is one of Tryall's newest additions to their collection of luxury villas in Montego Bay. With spectacular views of the Caribbean Sea and Tryall's famous golf course, Overlook villa lives up to its name with mesmorizing views. There are 5 wonderful bedrooms all with air conditioning for...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Annabella - Tryall Club1 / 14
    (1)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 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
    Formerly Villa Viviana and now in new ownership, Annabella is built on two levels and surrounded by 6 acres of gardens on an elevated stretch of Mahogany Drive. The world famous Tryall Golf Course, private white sand beach, world class tennis, Restaurants, Kids Club and more of the resort’s...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Hot Tub
    • Housekeeping Included
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    • Waterfront
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located between Lucea and Montego Bay on the northern coast of Jamaica, this beachfront luxury villa is island living at its finest. Situated within The Tryall Club’s estate, Sunset is just a short walk from tennis, restaurants, and Tryall’s oceanside golf course. With five beautiful bedrooms, all...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Grill
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    Pet friendly
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    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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    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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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Balcony
    • Grill
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    • Wi-Fi
    • Housekeeping Included
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Make your home away from home at one of the most exclusive addresses in Jamaica at Bumper’s Nest. Not only is it part of the five-star Tryall Club on the island’s northwest coast, this luxury six-bedroom vacation rental is perched on the top of Mahogany Hill and affords panoramic views of the...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Infinity at the Tryall Club on Jamaica is a premiere five-bedroom estate with breathtaking views of the Caribbean Sea. Arrive in style on the convenient onsite helipad and discover a full staff including the services of a personal chef, a butler, housekeepers and a laundress. The interior of...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    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. A stunning...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Bumper's Nest at the Tryall Club on Jamaica is an extraordinary private home surrounded by tropical vegetation of the hillside within view of the blue Caribbean Sea. Designed by a distinguished architect, this Montego Bay estate is a bright and airy residence that exudes the upbeat charm...
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    About this property
    Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay through the night. The...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunrise is a classical beach cottage with an enviable oceanfront location and its own private sandy beach. The lovely laid-back atmosphere is just perfect for such a magical location. The Golf Club House is moments away and the main Club private beach and water sports are just a short stroll....
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    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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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Harmony Hill at the Tryall Club, Jamaica.  Harmony Hill is an elegant seven-bedroom estate with the ambiance of an intimate boutique hotel. This very private Montego Bay property blends classic Jamaican styling with all the amenities you desire for a carefree getaway. Enjoy the services...
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    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Smoking allowed
    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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Waterfront
    • Private Outdoor Pool (Heated)
    • Private Garden
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Serenity on the Beach, a wonderful 4 bedroom beachfront villa located on Jamaica’s stunning north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Villa Serenity artfully combines contemporary and Caribbean-style architecture with its superb spaces defined by...
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    Hopewell, Montego Bay 0000
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Pineapple House - Tryall Club1 / 13
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 March 2018
    We spent an amazing week at Pineapple House. Everything was absolutely perfect. The villa is spacious, tastefully decorated and meticulously maintained. It has everything you...
    Reviewed 19 November 2016
    The house offered an amazing view of the water with stunning landscaping! The villa was very relaxing and comfortable. This villa is a wonderful place for families and friends...
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    About this property
    Rated Premier, the highest rating in the Tryall Club, Pineapple House is an elegant home offering over 6000 square feet of total indulgence your very own Caribbean island private home. The soft, gentle sounds of the waterfall grotto greet you upon arrival...along with the extensive collection of...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Patio
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    • Hot Tub
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    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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    Haystack - Tryall Club1 / 28
    (6)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 March 2018
    We have had the good fortune to vacation in some of the best places in the world. In November 2017 our crew dined at the French Laundry. Chef Rodney’s meals would hold up...
    Reviewed 3 May 2016
    Three generations of our family (10 of us) spent a week together at the Haystack Villa at Tryall. It was perfect for an extended family gathering. The kids loved the spacious...
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    About this property
    An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched in elegance and serenity. Brilliant views of the Caribbean Sea set the backdrop for this lovely villa styled in British Colonial architecture under a sunny Jamaican influence. Classic black and white...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 8 Bedrooms, 9 Bathrooms, Sleeps 16
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    Harmony Hill at Tryall Club1 / 29
    (1)Excellent
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • DVD Player
    • Balcony
    • Housekeeping Included
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Indulge in a heavenly retreat in the heights of Harmony Hill at Tryall Club. Set high above lush hills and azure ocean, this picture-perfect Jamaica vacation rental is a wonderful place to get away from it all—along with up to fourteen friends or family members. A full staff and the option to take...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    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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    Little Palm - Tryall Club1 / 17
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 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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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
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    Pet friendly
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    Smoking allowed
    About this property
    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 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Mahogany Hill at the Tryall Club on Jamaica is a spectacular seven-acre estate overlooking the Tryall golf course and the blue waters of the Caribbean Sea. This stunning five-bedroom villa is a medley of distinctive architectural detailing and outstanding amenities surrounded by lush...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    1 bedroom 900 sqr ft spacious condo in a new secure gated community across from the natural beach. Close to public transport. Only 7 minutes away from downtown Montego Bay and 15- 20 minutes away from the airport. Great amenities including 24 hour security, pool, gym, laundry, fully equipped...
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    Hopewell, Montego Bay 00001
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Lolita at Tryall1 / 21
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Sauna
    • Cable/satellite TV
    • Patio
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 May 2018
    A group of us stayed a Villa Lolita for a birthday celebration. We didn't have to draw straws for rooms because there was not a room that you wouldn't want to stay in. The...
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    About this property
    Villa Lolita at the Tryall Club on Jamaica is a stunning 14,500 square foot contemporary villa designed by a noted Chicago architect. Set on four acres in Montego Bay with breathtaking panoramic views of the Caribbean Sea, the villa offers beautiful living areas both indoors and out. Touches of...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Folly is a superior villa located on Barnes Hill on the grounds of the famous Tryall Resort & Golf Club. The interiors are tastefully furnished and traditionally styled. Just past the garden courtyard and indoor/outdoor dining area, there is spacious living room that opens on four sides. Sunlit...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Shared Outdoor Pool (Unheated)
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    • Grill
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ma Moura is a lovely, superior villa located on Pimento Place on the grounds of the exceptional Tryall Golf & Beach Resort. The home is owned by the same family that built it over 40 years ago and offers spectacular views of the Caribbean Sea. The home is a wonderful example of an octagonal design...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Cable/satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bumper's Nest is a deluxe villa located on Mahogany Hill with expansive ocean views. Set in a lush garden, the villa has been professionally decorated and offers the Old World charm of Jamaica. Located on three acres of land, entrance is via a central atrium complete with a fountain in the shape of...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
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    Round Hill Villa 20 Jamaica. Crafted with stunning architectural style, the expansive Round Hill Villa 20 is an estate-like property that seems to cradle the endless views of Montego Bay in Jamaica. A luxurious, six-bedroom villa, it offers multiple levels of indoor and outdoor living that puts a...
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    • Patio
    • Cable/satellite TV
    • DVD Player
    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, 8 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Grill
    • Cable/satellite TV
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Eureka is located on Ackee Walk on a hillside lush with tropical landscaping. A superior and attractive home, it offers commanding views of the nearby golf course and the Caribbean Sea. A very special retreat, the spacious and appealing interiors feature tropical rattans and cathedral ceilings....
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    Rose Cottage at Tryall Club1 / 16
    (2)Excellent
    6 Bedrooms, 9 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Internet Access
    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Caribbean charm and five-star luxury are a perfect pairing at Rose Cottage at Tryall Club. In spite of its name, this Jamaica vacation rental is a fully staffed six-bedroom villa that can accommodate parties of up to twelve friends or family members. Reserve this ocean-view property for a special...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 12
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    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Washer
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    • Cable/satellite TV
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    • Internet Access
    Suitability
    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
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
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    • Air Conditioning
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Wheel House is located high atop Copperwood Ridge at the deluxe Tryall Resort. It is set within lush grounds and offers panoramic ocean views. The interiors are spacious and feature lightly colored fabrics and cool white tiled floors. The large and airy living room features an indoor garden and...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
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    • Washer
    • Shared Outdoor Pool (Unheated)
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    • Internet Access
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    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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    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Patio
    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Parking
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Knockando at Round Hill in Montego Bay is a gorgeous island estate built by the visionary John Pringle who created the luxurious retreat of Round Hill. Guests at the villa will have all the best of Jamaica at their fingertips, with complimentary amenities including membership at the Round...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    • Shared Outdoor Pool (Unheated)
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    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Mahogany Hill at Tryall Club1 / 12
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Housekeeping Included
    • Balcony
    • Terrace
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mahogany Hill is a beautiful three-level deluxe villa that overlooks a championship golf course, the shimmering Caribbean Sea and Montego Bay. The villa is situated at the world renowned Tryall Club that Condé Nast includes among its top places to stay in the world. Ingenious architectural design...
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    Hopewell, Montego Bay JMCJS00
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
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    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reef House celebrates beach life with its casual breezy feel and beautiful setting right on the ocean front. The entrance features a foot bridge over a koi pond, exuberant gardens and views of the turquoise blue water. Reef House is located on Country Club Drive East. The championship Tryall...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cielo is located on Barnes Hill at the deluxe Tryall Resort. It commands spectacular views of the nearby golf course and Caribbean Sea. The interiors are elegant yet casual. The spacious living room opens to a comfortably furnished verandah. All of the bedrooms have en-suite baths but only three of...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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