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Wiltshire Vacation Rentals

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    5 Bedroom Luxury and Affordable Villa on 9 acres1 / 34
    (45)Excellent
    Wiltshire
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Wiltshire
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    Wiltshire
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Wiltshire
    4 Bedrooms, 12 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    MORE ABOUT HIGHLAND HOUSE VILLA, MONTEGO BAY: Highland House is one of the most beautiful luxury villas Jamaica, an exquisite estate with an enchanted history. The six bedroom Jamaica villa is located on 17 acres of lush hillside terrain that overlooks the sparkling Caribbean Sea. Vacationing at...
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    Wiltshire, Saint James Parish
    Rental Home - 4 Bedrooms, 12 Bathrooms, Sleeps 8
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    Wiltshire
    6 Bedrooms, 12 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    MORE ABOUT HIGHLAND HOUSE VILLA, MONTEGO BAY: Highland House is one of the most beautiful luxury villas Jamaica, an exquisite estate with an enchanted history. The six bedroom Jamaica villa is located on 17 acres of lush hillside terrain that overlooks the sparkling Caribbean Sea. Vacationing at...
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    Wiltshire, Saint James Parish
    Rental Home - 6 Bedrooms, 12 Bathrooms, Sleeps 12
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    Datura Villa1 / 24
    (2)Very good
    Wiltshire
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Washer
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 30, 2017
    10 of us stayed at Datura Villa in March 2017. The food, the view, the weather, the staff, the amenities, the price all were excellent. We had a very nice birthday party with a...
    Reviewed July 2, 2011
    Amazing view from any area of this property. Large house with many full bathrooms and an onsite staff of cooks, house and ground keepers. Excellent pool and hot tub, fruit...
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    About this property
    Your stay at Datura is one that can be tailored to fit almost anyone's needs, from couples and families to groups and retreats. Your accommodations can be as inclusive as an all-inclusive or as casual as a luxury hotel or resort. The only difference is that your visit will always feel personal and...
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    Wiltshire, Saint James Parish 11111
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    The following rentals are within 5 miles of Wiltshire.
    Pleasant View Villa1 / 20
    (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
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 13, 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 November 6, 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
    Rental Home - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Grill
    • Hot Tub
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Karma Bay sits on the Tryall plains, along Country Club Drive. The villa is a brief stroll to the Club’s private white sand beach and the legendary Tryall Golf Course. A short golf cart ride will take you up to the Great House, tennis courts, shops, Kid’s Club and gym. Karma Bay’s six bedrooms...
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    Hopewell, Montego Bay 11111
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Air Conditioning
    • Grill
    • Cable/satellite TV
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill. The origin of the name 'Knockando' is a Gaelic term which refers to the distillery in Scotland which is renowned...
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    Hopewell, Montego Bay
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • Washer
    • Air Conditioning
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    8 Bedrooms, 10 Bathrooms, Sleeps 16 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
    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
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Cable/satellite TV
    • Grill
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reef House comprises a one story, mid-century Jamaican beach house and guest cottage. The design highlights the natural beauty of the setting and embodies the concept of “outdoor living.” The house has been updated to accommodate modern day necessities while keeping its original character. The main...
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    Hopewell, Montego Bay 11111
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Hot Tub
    • Housekeeping Included
    • Washer
    • 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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • DVD Player
    • Hot Tub
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • 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
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
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    • Grill
    Suitability
    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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Parking
    • DVD Player
    • Cable/satellite TV
    • Grill
    • Patio
    • Wi-Fi
    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
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Hopewell
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Parking
    • Private Yard
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    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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    Location Information
    Hopewell, Montego Bay 00001
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Washer
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    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
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Waterfront
    • Cable/satellite TV
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    Suitability
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • DVD Player
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    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On three acres of land with a commanding view of the Caribbean Sea, lush green mountains and golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut in 1995. A brilliant renovation completed in 2015 has recreated one of the most glamorous homes at the Tryall Club. Here is...
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    Hopewell, Montego Bay JMCJS12
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Hopewell
    8 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Wi-Fi
    • Air Conditioning
    • DVD Player
    • Patio
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    • Shared Outdoor Pool (Unheated)
    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
    Rental Home - 8 Bedrooms, 10 Bathrooms, Sleeps 16
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
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    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Yellowbird is an excellent family home on a large, lovely landscaped site overlooking the Tryall golf course and the Caribbean Sea. The tradewinds are delightful; the view is wonderful. * deluxe 4-bedroom private villa at the famous Tryall Club * excellent for families * large...
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    Hopewell, Montego Bay JMCJS12
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Overlook - Tryall Club1 / 15
    (1)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 2, 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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
    • Shared Outdoor Pool (Unheated)
    • Washer
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    • Hot Tub
    • Cable/satellite TV
    Suitability
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 9
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    Villa Viviana - Tryall Club1 / 14
    (1)Excellent
    Hopewell
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 20, 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
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Shared Outdoor Pool (Unheated)
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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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
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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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Suitability
    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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 16 Quick View
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    • Balcony
    • Grill
    • Washer
    • 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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    Location Information
    Hopewell, Montego Bay JMCJS00
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 16
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    Hopewell
    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Rental Home - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    Island House - Tryall Club1 / 17
    (1)Excellent
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 28, 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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Patio
    • Shared Outdoor Pool (Unheated)
    Suitability
    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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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Washer
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    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
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Patio
    • Hot Tub
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Grill
    • Washer
    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
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hummingbird House has recently undergone a two year renovation and expansion, becoming one of the finest properties within the Tryall Club! * Premier 7 bedroom private villa on 4 acres of meticulously landscaped grounds * magnificent views of the Caribbean Sea * heated infinity...
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    Hopewell, Montego Bay JMCJS12
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    Hopewell
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    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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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
    • Grill
    • DVD Player
    • Patio
    • Parking
    • Cable/satellite TV
    Suitability
    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
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Rose Cottage at Tryall Club1 / 16
    (2)Excellent
    Hopewell
    6 Bedrooms, 9 Bathrooms, Sleeps 12 Quick View
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    • Housekeeping Included
    • Internet Access
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rose Cottage is a magnificently designed luxury villa located at the world renowned Tryall Club in Montego Bay. Designed by Nancy D. Maffasanti, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica and Europe. Rose Cottage is an expansive, meticulously crafted,...
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    Hopewell, Montego Bay JMCJS00
    Rental Home - 6 Bedrooms, 9 Bathrooms, Sleeps 12
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    Infinity at Tryall Club1 / 22
    (4)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Housekeeping Included
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Infinity is a spectacular recent addition to the Tryall Club family of villas in Montego Bay. Located at one of the top golfer’s paradises in the world, Infinity villa provides relaxation and refinement for the discerning traveler. Go ahead, take a swing! This tropical getaway will surely be one...
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    Location Information
    Hopewell, Montego Bay JMCJS00
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Parking
    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Patio
    • DVD Player
    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
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 14
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    Pineapple House - Tryall Club1 / 13
    (2)Excellent
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 23, 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 November 19, 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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    Location Information
    Hopewell, Montego Bay 11111
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Harmony Hill at Tryall Club1 / 29
    (1)Excellent
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Internet Access
    • DVD Player
    • Balcony
    • Housekeeping Included
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Harmony Hill is a private oasis offering the finest in Caribbean living. The villa combines Jamaica’s rich architectural tradition with the latest modern amenities and five star service. The villa enjoys one of the finest views in the entire Tryall Golf Course and Club, which has been described by...
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    Location Information
    Hopewell, Montego Bay JMCJS00
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Wi-Fi
    • Shared Outdoor Pool (Unheated)
    • Patio
    • Air Conditioning
    Suitability
    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
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Wi-Fi
    • DVD Player
    • Patio
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Cable/satellite TV
    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 JMCJS12
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    Hopewell
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Hot Tub
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Mirador at the Tryall Club on Jamaica is a chic one-bedroom apartment with stunning views of the world-class golf course and the deep blue waters of the Caribbean Sea. The villa is set in a prime location within the exclusive Tryall Club just a minutes stroll from the Great House, which...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Little Palm - Tryall Club1 / 17
    (1)Excellent
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Grill
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 7, 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
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Patio
    • Wi-Fi
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    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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    Location Information
    Hopewell, Montego Bay JMCJS12
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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