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Holiday Rentals and Apartments in Hopewell, Jamaica

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    Travellers to Hopewell are booking October dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 69
    5 of 5 stars (1) Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 17
    5 of 5 stars (1) Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    1 / 27
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 25
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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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 21st 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,... View all property information
    Location Information
    Hopewell, Montego Bay
    5 of 5 stars Reviewed 7 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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    1 / 10
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Outdoor...
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    About this property
    This three bedroom property, is a breezy family friendly villa that sits right on the water's edge, with a unique private pool deck overlooking the water and beautiful views of Montego Bay in the distance. The villa is contemporary in design with clean architectural lines. Inside, the style is... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 30
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Wonderful 3 bedroom villa that is waterfront/ beachfront at the famous Tryall Club! Unique to this villa is the resort Tryall Membership. One of our favorite villas! Sunset Villa is a luxurious villa in Jamaica, situated right on the Caribbean near the Montego Bay area. The Jamaica villa has a... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 27
    5 of 5 stars (2) Excellent
    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... View all property information
    Location Information
    Hopewell, Montego Bay
    5 of 5 stars Reviewed 20 December 2010
    Upon arriving for our stay Dec 2-12, 2010 I breathed a sigh of relief when I saw just how beautiful this home and view actually are. The photos are true to what you will find...
    5 of 5 stars Reviewed 19 December 2010
    Cliffside cottage begins with a heartwarming welcome from the professional friendly staff as you take your first steps onto the lush green property. It was awesome meeting some...
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    1 / 16
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Hanover Grange is located on one of the brows of Mahogany Drive, surrounded by sweeping lawns and a breathtaking 270 degree view of the coastline and Tryall forests. The complimentary golf carts provided facilitate the short ride to the golf course and private beach as well as the tennis courts,... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 9
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Waterfront
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    About this property
    Waters Edge Guest house is a very luxurious Guest house located on the Unity hall main road, its taste of luxury will far reach all guest expectation, the Guest house boast eleven (11) 50 inches Samsung Smart Television , state of the art bathroom fixtures by Moen, exquisite furnishing by... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 10
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Wi-Fi
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    About this property
    Aptly named 'Elysian Plain', the resting place of the Greek Gods, this spacious villa sits literally at the edge of the clear, blue Caribbean Sea. An abundantly comfortable villa with soft, chic lines and a distinct flair for Caribbean tradition reflected in its furnishings, Elysian Plain offers a... View all property information
    Location Information
    Hopewell, Montego Bay
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    1 / 8
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Air Conditioning
    • Secure Parking
    • Waterfront
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    • x
    • x
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    About this property
    Waters Edge Guest house is a very luxurious Guest house located on the Unity hall main road, its taste of luxury will far reach all guest expectation, the Guest house boast eleven (11) 50 inches Samsung Smart Television , state of the art bathroom fixtures by Moen, exquisite furnishing by... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 17
    1 Bedroom, 2 Bathrooms, Sleeps 2 | Quick View
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    • Air Conditioning
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    • x
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    About this property
    Blue Heaven in Montego Bay one of the most picturesque villas in Jamaica. Surrounded by a beautifully landscaped garden, the bougainvillea, hibiscus, periwinkle, frangipani, ginger lilies, bamboo, lavender, ferns and elegant palm trees, the villa enjoys a luxuriant environment. The velvet soft... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 18
    6 Bedrooms, 6 Bathrooms, Sleeps 16 | Quick View
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    • Air Conditioning
    • Internet Access
    • Terrace
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    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... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 18
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Terrace
    • DVD Player
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    About this property
    With one of the most panoramic views in all of The Tryall Club and a meticulous attention to detail and design, guests staying at the 7-bedroom Hummingbird House are often so captivated that they book it again before completing their current vacation. The villa is a sprawling 14,000 square feet... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 21
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
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    About this property
    One of Jamaica's most Super Deluxe Villas! Brand new and GLAMOROUS! Tryall Resort Membership. Please read for the exclusive resort features for this villa. Twin Palms in Tryall is possibly the most remarkable achievement in design and architecture in the Caribbean in several decades. Regal and... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 18
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
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    • Pet-friendly
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    About this property
    Mirador is a deluxe one bedroom villa at Tryall Club's Great Houses Villas! Great for couples or honeymoon getaway! Mirador Villa is a deluxe 1 bedroom at Tryall Club. - Tryall Club’s historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Air Conditioning
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    Blue Heaven in Montego Bay one of the most picturesque villas in Jamaica. Surrounded by a beautifully landscaped garden, the bougainvillea, hibiscus, periwinkle, frangipani, ginger lilies, bamboo, lavender, ferns and elegant palm trees, the villa enjoys a luxuriant environment. The velvet soft... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 31
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
    • DVD Player
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    • x
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    About this property
    4 bedroom villa - BEACHFRONT! Tryall Resort Membership. Fully staffed villa, secure gated resort - exclusive membership facilities! Sunrise Villa is a fabulous waterfront Jamaica villa located within the renowned Tryall Club Resort. The emerald green fairways of the golf club are just across the... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 16
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Patio
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    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... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 37
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Grill
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    About this property
    The beautiful oceanfront villa, Seaclusion, embodies its name! Tranquil and secluded, the villa rental in Jamaica provides the perfectly peaceful vacation with nature, be it the birds, wind or the lovely waters of Montego Bay. Cool Tradewinds keep the environs cool and the fresh air is surely... View all property information
    Location Information
    Hopewell, Montego Bay
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    1 / 9
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    About this property
    Seafore is centrally located adjacent to the golf course's 16th green with convenient access to Tryall's private beach and restaurant and a short golf cart ride away to the tennis courts, fitness center, spa, and club house. Classic Caribbean architectural features prevail with high vaulted... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 12
    10 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    • Satellite TV
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    • Wi-Fi
    • Waterfront
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    • Pet-friendly
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    • ?
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    About this property
    Haystack is found on Ocean View Drive and is set in rolling lawns with views of the ocean and landscapes of Tryall. Configured on three levels, Haystack features architecture with Colonial influences and interiors that are open and airy. Classic black and white marble tiles set the stage for a... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 35
    5 of 5 stars (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
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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... View all property information
    Location Information
    Hopewell, Montego Bay
    5 of 5 stars Reviewed 10 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, and...
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    1 / 9
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • ?
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    About this property
    A feeling of joy greets you as you enter Casuarina, with its vibrant decor and lovely views of the Tryall property and azure Caribbean ocean. The villa occupies a prestigious vantage point on Barnes Hill and is built in a single level, wrapped around the villa's circular pool and features... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 33
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • Hot Tub
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    • Pet-friendly
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    • x
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    About this property
    Brand new PREMIER villa in the exclusive Tryall Club! Seven+ Bedrooms with fantastic views! Deluxe furnishings! Over 12,000 square feet premier villa! Sugar Hill is a brand new PREMIER villa. Seven luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 33
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • Grill
    • Hot Tub
    • Satellite TV
    • DVD Player
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    • Pet-friendly
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    • x
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    About this property
    Brand new PREMIER villa in the exclusive Tryall Club! Seven+ Bedrooms with fantastic views! Deluxe furnishings! Over 12,000 square feet premier villa! Sugar Hill is a brand new PREMIER villa. Seven luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 33
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
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    • Grill
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • ?
    About this property
    Brand new PREMIER villa in the exclusive Tryall Club! Seven+ Bedrooms with fantastic views! Deluxe furnishings! Over 12,000 square feet premier villa! Sugar Hill is a brand new PREMIER villa. Seven luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 16
    8 Bedrooms, 10 Bathrooms, Sleeps 16 | Quick View
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    • Terrace
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    • Washer
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    • Pet-friendly
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    About this property
    Located on a brow of Copperwood Ridge, Round House is an easy walk to Tryall's world class tennis courts, its gym, spa and other amenities, and a threeminute ride by the villa's complimentary golf cart to the championship Tryall Golf course and private beach. Designed on two levels, the house is... View all property information
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    Hopewell, Montego Bay
    1 / 31
    5 of 5 stars (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    4 bedroom, 4 bathroom WATERFRONT!. Please read for the exclusive resort features for this villa. Tradewinds Villa is one of the most beautiful waterfront Jamaica villas, located within the world famous Tryall Club Resort. This lovely villa in Jamaica is located on two acres of beautifully... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 4
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Waterfront
    • DVD Player
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    • Pet-friendly
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    • ?
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    About this property
    Newly built, Stella by the Sea is a breathtaking villa surrounded by immaculate sprawling lawns and with a private white sand beach that gently slopes into the sea. With six bedrooms, a large courtyard, a private state-of-the-art movie theatre and a gourmet kitchen complete with a wood-fired... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 8
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • ?
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    About this property
    There are six newly renovated bedrooms which are split between the east and west wings of the villa. Each bedroom is air conditioned, has a king size bed, which can be configured as a twin if required, and en suite bathroom finished in granite and marble with walk-in showers with rain heads.... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 34
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Grill
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    • x
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    About this property
    7,500sq. ft. brand new super deluxe villa with 5 luxurious bedrooms, own tennis court, spectacular infinity pool. Great River House is a very elegant luxury villa Jamaica that combines an elegant ambiance, stunning expanse and modern conveniences with a well-planned layout. Designed originally in... View all property information
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    Hopewell, Montego Bay
    1 / 9
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    The villa is a typical Jamaican design with its spacious inner courtyard and beautiful entry colonnade. There are classic vaulted ceilings, floor to ceiling mahogany louver windows and outside, plenty of lawn space for children to run around on. All bedrooms have air conditioning, ceiling fans and... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 35
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    • x
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    About this property
    One of the most spectacular luxury villas in Jamaica! 15,000 sq ft. of luxury! Contemporary and spacious, a villa with WOW FACTOR! Elegant with first class service. You will be impressed! *9 bedrooms, 9 bathrooms (can be rented as a 6,7,8 or 9 br) * Large wrap-around verandah * Alfresco dining area... View all property information
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    Hopewell, Montego Bay
    1 / 11
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Built on one of the prime sites at Tryall Club, Overlook villa is a golfer’s paradise designed with 180 degree views of the golf course and Caribbean Sea—from indoors, to its pool deck and one hundred foot long verandah. While providing a setting of classic elegance, Overlook is also fitted with... View all property information
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    Hopewell, Montego Bay
    1 / 5
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Reef is located on Country Club Drive. The championship Tryall Golf Course and the private Beach Club and restaurant are a short walk away. A golf cart ride up the hill takes you to the 18th century Georgian Great House. The Great House offers a restaurant, bar, boutique, market as well as world... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 14
    7 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Terrace
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    • Shared Garden
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    • Balcony
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    About this property
    Seaclusion is a home that has been built for a family and for families to enjoy. It offers a continuous flow of open space, lofty ceilings that circulate the air thereby rarely needing an air-conditioner to be switched on and yet a configuration of bedrooms that provide privacy as well as space to... View all property information
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    Hopewell, Montego Bay
    1 / 21
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • Smoking allowed
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    About this property
    6 bedroom, 6 bathrooms, over 9,000 sq ft mansion, Complimentary private driver, Round Hill membership with Beach club, Water sports, Tennis, kids club, Spa, Fitness center MORE ABOUT PIMENTO HILL VILLA, MONTEGO BAY: Pimento Hill is a glamorous 9,000 sq foot mansion located on 6 acres of tropical... View all property information
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    Hopewell, Montego Bay
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • Shared Outdoor Pool...
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    About this property
    Amazing views day and night. Complimentary Round Hill beach resort membership. Newly refurbished. Excellent staff! Special Offers *SUMMER/FALL SPECIAL* Stay for 7 nights pay for 5 (Selected dates only- check with us!) $7,000 reduced to only $5,000/wk !!! (3 bedroom rate only) Wait! Why you should... View all property information
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    Hopewell, Montego Bay
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Wonderful 2 bedroom suite - spacious living room, dining room and bedroom for luxury living! Amenities of the club at your door step! Charles-Earl Great House Suite is a charming 2-bedroom villa at Tryall Club. Tryall Club’s historic Georgian Great House is the site for thirteen exquisite Great... View all property information
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    Hopewell, Montego Bay
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    Ma Mer Bleu - One Bedroom Great House Villa - Great for couples or honeymooners! Ma Mer Blue Villa - Tryall Club’s historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa Suites look out over the club’s legendary championship golf course to... View all property information
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    Hopewell, Montego Bay
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Housekeeping...
    • Waterfront
    • Balcony
    • Porch
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    • Secure Parking
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    • Pet-friendly
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    About this property
    Waters Edge Guest house is a very luxurious Guest house located on the Unity hall main road, its taste of luxury will far reach all guest expectation, the Guest house boast eleven (11) 50 inches Samsung Smart Television , state of the art bathroom fixtures by Moen, exquisite furnishing by... View all property information
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    Hopewell, Montego Bay
    1 / 1
    6 Bedrooms, 6 Bathrooms, Sleeps 17 | Quick View
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    On floors of cool Jamaican marble in hues of gray, pink, cream and salmon; rich mahogany; high ceilings and lovely antiques. Knockando evokes a sense of old Jamaica updated with contemporary comforts and amenities. The living room opens wide to the heart of the house. A 1 300 square foot veranda... View all property information
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    Hopewell, Montego Bay
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Wi-Fi
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    Tucked away on Copperwood Ridge and laid out on one level in classical Jamaican style, the accommodation at Island House is split between the main house and a cottage which are in close proximity to each other. The master suite occupies the cottage and has a king sized mahogany bed and a... View all property information
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    Hopewell, Montego Bay
    1 / 9
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Terrace
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    About this property
    Easily earning its name, the Villa Elysian Plain at the Tryall Club does have the distinct feel of a resting place for other worldly beings. Set just a short walk from the lapping waves of the Caribbean, the five-bedroom villa is a stylish and colorful space to savor a private and relaxing holiday.... View all property information
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    Hopewell, Montego Bay
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    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... View all property information
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    Hopewell, Montego Bay
    1 / 33
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
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    About this property
    The newly built Villa Seaclusion on the Sea at the Tryall Club is a true stunner. Set directly along the shore, it features gorgeous architectural details, world-class amenities, non-stop scenery and the full array of services and amenities that only a premium resort can offer. Set among more than... View all property information
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    Hopewell, Montego Bay
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Satellite TV
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    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
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    About this property
    Villa Bougainvillea at the Tryall Club on Jamaica is a spectacular five-bedroom Montego Bay vacation home with gorgeous views of the sparkling Caribbean Sea. Guests at this premiere private club have the advantage of an array of onsite amenities including tennis, events and water sports. Spend the... View all property information
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    Hopewell, Montego Bay
    1 / 23
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • DVD Player
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    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
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    Villa Longview Manor at Round Hill on Jamaica is a stunning 7,500 estate with seven-bedrooms distributed in a main house and a separate private cottage. Located in the upscale area of Round Hill in Montego Bay, Villa Longview Manor offers panoramic views of the lush mountainside and the sparkling... View all property information
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    Hopewell, Montego Bay
    1 / 32
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Grill
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    • Patio
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    • Pet-friendly
    • Child-friendly
    • x
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    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 of... View all property information
    Location Information
    Hopewell, Montego Bay