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Hopewell Holiday Homes

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    Travellers to Hopewell are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 173 Rentals in Hopewell
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    Pleasant View Villa1 / 17
    (2)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Waterfield Retreat1 / 69
    (2)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    Reveille By The Sea sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach. It is a lovely three bedroom Villa perfect for the romantic get away or for a family with its own pool on the water’s edge. You can walk to the beach, Tryall’s famous golf...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    A row of tall coconut palms leads up to Vista Del Mar at the top of the Tryall Resort. Aptly names, this magnificent villa commands a breathtaking view over the rolling greens of the property's famous golf course and glittering Caribbean Sea. The entrance hall opens on to a 40' x 40' living room...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Satellite TV
    • Washer
    • Air Conditioning
    • Grill
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Hopewell, Montego Bay
    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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    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
    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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    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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    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Garden
    • Secure Parking
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    VACATION CALCIUM VILLA is the most spectacular views you would see in Montego Bay and is located close the the town center close to everything! It is located in a nice residential street very quiet is design specifically with you in mind. All rooms are outfitted with beds, ceiling fans storage...
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    Hopewell, Montego Bay 00000
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Satellite TV
    • Private Garden
    • Secure Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Family style, comfortable home in a quiet and comfortable space. Rooms are spacious and private and provides spectacular view of the beach with their own balcony . Coastlines and city lights. Parking is available in the yard space come and enjoy the comforts of our hill view home. 3 min to the...
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    Hopewell, Montego Bay JMCHR11
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset is a luxury five-bedroom beachfront villa located in Tryall Club. This beautiful villa was totally renovated in 2016 with a new 2 bedroom cottage, new bathrooms with outdoor showers, new furnishings and renovated pool and terrace. Sunset sits on the edge of the Caribbean Sea with its own...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    9 Bedrooms, 9 Bathrooms, Sleeps 18 Quick View
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    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Hopewell, Montego Bay
    Holiday Rental House - 9 Bedrooms, 9 Bathrooms, Sleeps 18
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    Villa Lolita, Tryall Club, Montego Bay 5BR1 / 44
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Reviewed 29 April 2017
    Our group of six had the best time at Villa Lolita! It wasn’t our first time in Jamaica but it was the first time staying at a property at Tryall Club and we must say that we...
    Reviewed 15 April 2016
    Villa Lolita is truly an elegant sanctuary within a breathtaking setting. The estate-sized home is as beautiful as the pictures depict - the views beyond the home are simply...
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    About this property
    Villa Lolita is a very magnificent luxury villa Jamaica located within the gated community of the renowned Tryall Club. Apart from being one of the newest and most spectacular villas at Tryall, the Jamaica villa also offers impressive views of the sparkling Caribbean Sea. The 14,000 square feet...
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    Hopewell, Montego Bay
    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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    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Hopewell, Montego Bay
    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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    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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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Grill
    • Air Conditioning
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique to this villa is the Tryall Resort Membership. Waterfront villa with Jacuzzi! Seaspray Villa is one of the most luxurious villas in Jamaica, located on the shores of the sparkling Caribbean Sea, nearly 12 miles to the west of Montego Bay. The private Jamaica villa is located within the...
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    Hopewell, Montego Bay
    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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    About this property
    Entering the world of Reef House is one of total serene and tranquility. You approach Reef House over a stepped bridge and enter into a world of serene, comfortable living. The magnificent arc of the Caribbean Sea refreshes your spirit and sets the scene for memorable days of freedom. There are 3...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Sea Salt, Tryall Club, Montego Bay 5BR1 / 34
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Washer
    • Satellite TV
    • Grill
    • Shared Outdoor Pool (Unheated)
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    About this property
    The new premier villa, Sea Salt Villa, is one of Tryall's most luxurious villas in the gated exclusive club in Montego Bay. The fantastic five-bedroom villa has a regal setting within the Tryall Club, with only a 3-minute golf cart ride to the white-sand beach. Given the distinct vantage point of...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Villa Viviana - Tryall Club1 / 14
    (1)Excellent
    6 Bedrooms, 8 Bathrooms, Sleeps 12 Quick View
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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
    Luxurious yet intimate, this utterly charming villa enjoys a location that is not only serene but totally enchanting. Flower-filled gardens, sophisticated interiors and multiple balconies that embrace the glittering Caribbean create an atmosphere of warmth and intimacy. Constructed on two levels,...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTING 6 BEDROOMS OF THIS 7 BEDROOM LUXURY VILLA - 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....
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    6 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    About this property
    One of the finest villas at Tryall Club, Anticipation has all the inviting atmosphere of an elegant private island home and all the amenities necessary to ensure a successful Caribbean vacation.<br /><br />There are three bedrooms in the main villa and one in a separate cottage a breath away from...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 12
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Wi-Fi
    • Satellite TV
    • Terrace
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For those seeking the ultimate, private retreat with views of the sea and a surrounding garden of lush palms, the stunning Villa Wheel House at the Tryall Club awaits. The six-bedroom villa features fantastic décor and remarkable architectural style. To ensure that the amazing setting and delicious...
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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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    • Wi-Fi
    • Terrace
    • DVD Player
    • Satellite TV
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Easily living up to its name, the appealing Villa Retreat at the Tryall Club is a private but spacious place to enjoy a Caribbean holiday. With a wonderful assortment of indoor and outdoor living spaces, it provides guests with many sunny or shady spots to relax and rejuvenate in luxury and style....
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Balcony
    • Patio
    • Hot Tub
    • Washer
    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 of...
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    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 as...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    Cliffside Cottage - Montego Bay 5BR1 / 26
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    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...
    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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    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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    Haystack - Tryall Club1 / 28
    (5)Excellent
    8 Bedrooms, 9 Bathrooms, Sleeps 16 Quick View
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    Reviewed 4 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...
    Reviewed 19 February 2016
    Went with a group of friends and had a wonderful time. Staff was great, home was spotless, and the experience was awesome. Breakfast, lunch and dinner were made to order and...
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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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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    About this property
    Envision yourself in paradise - a tropical Eden where your every wish and desire is fulfilled. This vision captures what it means to make Karma Bay your home away from home. A sprawling complex of six beautiful private bedrooms as well as large living, dining and family spaces serve as your...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    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...
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    Hopewell, Montego Bay
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Satellite TV
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    4 bedroom villa - BEACHFRONT!  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 lane from the villa. The...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 7 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    • Satellite TV
    • Grill
    • Hot Tub
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTING 5 BEDROOMS OF THIS 7 BEDROOM LUXURY VILLA - 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....
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    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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    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    • Air Conditioning
    • Grill
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
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    Pet friendly
    Kid friendly
    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...
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    Hopewell, Montego Bay
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    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...
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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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    • Grill
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    • Shared Outdoor Pool (Unheated)
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    Smoking allowed
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    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...
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    Hopewell, Montego Bay
    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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    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning 7 bedroom, Premier rated villa - Brand New Villa! 15,000 aquare ft of Luxurious Living...the finest in Caribbean living, combining Jamaica's rich architectural tradition with today's modern amenities and service. The newest member to the Tryall Club; Harmony Hill is a private oasis...
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    Location Information
    Hopewell, Montego Bay
    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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    About this property
    Cooyah is a beautiful villa that offers total privacy amongst spectacular landscaping. Overlooking the sea, this charming home has beautiful interiors with a formal dining room, sitting room and alfresco dining terrace. The living room features stylish rattan and mahogany pieces with colonial...
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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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    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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    Overlook - Tryall Club1 / 15
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
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    Reviewed 3 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.<br /><br />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...
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    Location Information
    Hopewell, Montego Bay 11111
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Hot Tub
    • Washer
    • Satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Hopewell, Montego Bay
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    7 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design...
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    Hopewell, Montego Bay 11111
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Grill
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique to this villa is the complimentary Tryall Club Membership! Noble House is a fabulous 5 acre Jamaica villa, completely unique due to its palatial architectural design. Caribbean Travel and Life Magazine calls Nobel House the ‘idyllic choice for a family holiday'. Located right on the beach,...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • Satellite TV
    • Wi-Fi
    • Grill
    • Balcony
    • Parking
    • DVD Player
    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, 7 Bathrooms, Sleeps 12
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Satellite TV
    • Washer
    • Air Conditioning
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    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...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bougainvillea House, Tryall, Montego Bay 5BR1 / 24
    (2)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Grill
    • Shared Outdoor Pool (Unheated)
    • Air Conditioning
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 23 January 2017
    This villa is a well-thought-out gem. The architectural elements and comfortable living spaces appeal to both your body and soul. The 270-degree ocean and mountain view...
    Reviewed 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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    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,...
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    Location Information
    Hopewell, Montego Bay
    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
    • Terrace
    • Wi-Fi
    • Grill
    • DVD Player
    • Balcony
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Villa Harmony Hill at the Tryall Club on Jamaica 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 of a full staff to...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    • Satellite TV
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    7 bedroom WATERFRONT Premier villa! The highest rating for the exclusive Tryall ClubTryall Resort Membership. Can be rented as a 4, 6 or 7 bedroom villa Phoenix Villa in Montego Bay is one of the most exclusive villas in Jamaica, particularly because of the fabulous location it enjoys. With two...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    5 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Patio
    • Grill
    • DVD Player
    • Wi-Fi
    • Washer
    • Satellite TV
    • Balcony
    • 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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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 13
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    Pineapple House - Tryall Club1 / 13
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
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    Reviewed 20 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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    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
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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