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Montego Bay Villas

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    1 / 32
    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Villa Yellowbird at the Tryall Club on Jamaica is a well-situated Montego Bay home overlooking the deep blue waters of the Caribbean Sea. This four-bedroom villa features modern furniture with upbeat island colors offset with dark wood trim on shuttered windows that provide Old World Jamaican... View all property information
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    Hopewell, Montego Bay
    1 / 21
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Villa Cielo at the Tryall Club on Jamaica is indeed a little slice of heaven and sky as the name implies. Perched on a gentle island hillside overlooking the Tryall Golf Course and the blue waters of the Caribbean Sea, Villa Cielo is layed out with three wings plus a cottage, making it the ideal... View all property information
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    Hopewell, Montego Bay
    1 / 34
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Villa Bambu on Jamaica is an elegant six-bedroom Montego Bay estate with breathtaking panoramic views of the Caribbean Sea, making it the ideal choice for discriminating vacationers. Enjoy 10,000 square feet of living space on 8.5 acres featuring well-designed West Indian architecture along with... View all property information
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    Hopewell, Montego Bay
    1 / 12
    Hopewell
    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... View all property information
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    Hopewell, Montego Bay 11111
    1 / 22
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Patio
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    • x
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    • x
    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... View all property information
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    Hopewell, Montego Bay
    1 / 19
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    • x
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    About this property
    Villa Pimento Hill on Jamaica is a distinctive Montego Bay private home with a storied history. Built for a French Count and Countess in an era when Jamaica was the prime destination for the jet set, the villa hosted notables including Ian Fleming, the Kennedys and Noel Coward. A letter from Queen... View all property information
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    Hopewell, Montego Bay
    1 / 37
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Someday Soon is near the hub of the Tryall property, along Ackee Walk. Its location commands sweeping views of the ocean and the house is positioned so that there is not another villa in sight. ¨The villa features Jamaican influenced architecture and furnishings with a wonderful collection of... View all property information
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    Hopewell, Montego Bay
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    1 / 22
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Villa Windsong on Jamaica is an open and airy Montego Bay home designed by a noted architect to capture cooling tradewinds and offer spectacular views of the Caribbean Sea. This lovely private home is situated on parklike grounds with lush tropical landscaping including colorful hibiscus,... View all property information
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    Hopewell, Montego Bay
    1 / 18
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    About this property
    A feeling of joy greets you as you enter Casuarina, with its lush ferns, vibrant decor and lovely views of the Tryall property and azure Caribbean ocean.Casuarina is a great fit for families, couples or executive retreats, the villas design and location give the impression that you have this estate... View all property information
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    Hopewell, Montego Bay
    1 / 22
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Villa Tradewinds at the Tryall Club on Jamaica is an island-style Montego Bay home perched right at the edge of the turquoise waters of the Caribbean Sea. The villa features 300 feet of waterfront on the desirable northern coast of the island. Two lush acres of tropical vegetation form the backdrop... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 26
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Villa Tranquillity Jamaica offers more than 6,300 square feet of living space with six luxurious bedrooms right at the edge of the gorgeous Caribbean Sea. Villa Tranquillity is designed for soothing relaxation as the name suggests. Unplug and unwind in landscaped, parklike environment lush with... View all property information
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    Hopewell, Montego Bay
    1 / 13
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
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    • x
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    About this property
    Villa Coo Yah at the Tryall Club on Jamaica is a golfers paradise offering a prime location on the Tryall Clubs 13th and 14th greens in Montego Bay. Arrive by helicopter at the onsite heliport and find the tastefully decorated villa with furnishings and an upbeat color scheme that reflect the... View all property information
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    Hopewell, Montego Bay
    1 / 18
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • Grill
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    • x
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    • x
    About this property
    Villa Allamanda on Jamaica is an impressive five-bedroom estate designed for indoor/outdoor living. Guests will enjoy every amenity for a pampered tropical vacation, including a full staff and membership at two nearby private clubs. This 8,000 square foot private villa is set on two glorious acres,... View all property information
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    Hopewell, Montego Bay
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Private Garden
    • Wi-Fi
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    • x
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    • x
    About this property
    Welcome to Jamaica! Our lovely 3 Bedroom, 3/12 bathroom Ironshore villa offers you a private home with built in swimming pool. Caretaker lives on-site while you visit preparing authentic Jamaican meals daily.<BR><BR>Only 10-15 minuted from the airport. Four world class golf courses within a 5... View all property information
    Location Information
    Montego Bay, Saint James Parish NA
    1 / 25
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
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    • x
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    • x
    About this property
    Villa Pinnacle at the Tryall Club on Jamaica is a lovely Montego Bay home overlooking the azure waters of the Caribbean Sea. The villa is well-situated within the upscale Tryall Club overlooking the historical Great House with scenic views of the manicured golf championship course. Villa Pinnacle... View all property information
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    Hopewell, Montego Bay
    1 / 17
    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    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 / 11
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sweeping views of the changing hues of the sea, gentle waves lapping against the reef and pleasant trade winds fanning the trees all combine to create a tranquil respite at Seaspray. This delightful four bedroom villa set in an idyllic cove at the edge of the water, is just a stones throw from the... View all property information
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    Hopewell, Montego Bay
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    1 / 16
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Balcony
    • Terrace
    • DVD Player
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    • Pet-friendly
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    • x
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    • x
    About this property
    Villa Janus on Round Hill on Jamaica, built by the Princess of Lichtenstein, is a luxurious estate on seven beautiful acres in desirable Montego Bay. Homes in this upscale Round Hill gated community host celebrity entrepreneurs, Academy Award winning directors and well-known movie stars. Villa... View all property information
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    Hopewell, Montego Bay
    1 / 12
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Close to the main lobby, beach and pool yet secluded for privacy, Villa 24 elevates the classic cottage design while staying true to the original vision of Round Hill. This two bedroom villa features en suite bathrooms with one with a stunning outdoor shower, open-air living spaces and bedrooms... View all property information
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    Hopewell, Montego Bay
    1 / 6
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Few experiences can rival the spellbinding views from Clive House from the pool deck to the patios, bedrooms to verandas as well as the terrace dining. It is the perfect setting to enjoy the majestic views of the green fairways, vibrant flowers, lush gardens as well as the azure waters of the... View all property information
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    Hopewell, Montego Bay
    1 / 35
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    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... View all property information
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    Hopewell, Montego Bay
    1 / 39
    8 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Modern, airy and full of natural sunlight, the resplendent Asian themed Silent Waters in Montego Bay instills a Zen feeling on its fortunate guests. Jump into the monumental swimming pool from the decorative walking stones that serve as a bridge across. Or gaze at the lush green mountain views on... View all property information
    Location Information
    Montego Bay, Saint James Parish JMCJS00
    1 / 9
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Staying true to the original cottage design, Villa 4 marries the elegance of yesteryear with the comfort of modern amenities to make you feel right at home. Hidden like a treasure amongst tropical foliage, the Villa is secluded for privacy. This Classic Villa provides the perfect getaway for small... View all property information
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    Hopewell, Montego Bay
    1 / 32
    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 13 | Quick View
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    • x
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    • x
    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... View all property information
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    Hopewell, Montego Bay
    1 / 21
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Balcony
    • Sauna
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    • x
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    About this property
    Villa Lolita at the Tryall Club on Jamaica is a stunning 14,500 square foot contemporary villa designed by a noted Chicago architect. Set on four acres in Montego Bay with breathtaking panoramic views of the Caribbean Sea, the villa offers beautiful living areas both indoors and out. Touches of... View all property information
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    Hopewell, Montego Bay
    1 / 10
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    In Arthurian legend, Avalon is where King Arthur sword Excalibur was forged and where he was taken to recover from his wounds after the battle of Camlann. It was reputed to be an island of extraordinary and ethereal beauty, abundant with flowering and fruiting trees. It is entirely apt therefore... View all property information
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    Hopewell, Montego Bay
    1 / 29
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Villa Sea Salt at the Tryall Club on Jamaica is an exquisite five-bedroom mansion with an expansive 11,000 square feet of living space on five beautiful acres. Discover classic Jamaican architecture and beautiful finishings to provide the perfect backdrop for your memorable Montego Bay vacation.... View all property information
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    Hopewell, Montego Bay
    1 / 27
    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    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... View all property information
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    Hopewell, Montego Bay
    1 / 26
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    About this property
    Villa Goat Hill on Jamaica is set in a prime Montego Bay location with unobstructed views of the turquoise waters of the Caribbean Sea. Enjoy cooling tradewinds and the natural beauty of the island from this outstanding architectural achievement. Villa Goat Hill is composed of a grouping of... View all property information
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    Hopewell, Montego Bay
    1 / 15
    Hopewell
    1 Bedroom, 2 Bathrooms, Sleeps 4 | Quick View
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    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... View all property information
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    Hopewell, Montego Bay
    1 / 7
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Wheel House is one of the Tryall Clubs best kept secrets combining all the attributes of Caribbean living with privacy and seclusion. The open floor plan and indoor garden embraces the mountain breezes whilst celebrating the fabulous ocean and countryside views. Located on Copperwood Ridge,... View all property information
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    Hopewell, Montego Bay
    1 / 17
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Combining subdued luxury and effortless chic with stunning views and world-class service, Villa 13 provides a cozy and beautiful retreat for your party. This Classic Villa features four bedrooms, two dual masters in the main house with king beds, connecting doors, their own living spaces and en... View all property information
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    Hopewell, Montego Bay
    1 / 18
    Hopewell
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    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... View all property information
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    Hopewell, Montego Bay
    1 / 19
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    Villa Summertime on Jamaica is a grand Montego Bay Colonial manor set on five lovely acres overlooking the Caribbean Sea. Nestled in landscaped grounds replete with hibiscus, bougainvillea and palm trees, this gorgeous six-bedroom estate offers 6,000 square feet of living space with every amenity... View all property information
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    Hopewell, Montego Bay
    1 / 6
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Perched high on the hill with dual views of both Round Hills bay and Montego Bay, Villa 15 is a charming, multi-level secluded hideaway perfect for a small family or two couples. This Villa combines whitewashed walls with tropical accents throughout, complete with large open-air patios, a sparkling... View all property information
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    Hopewell, Montego Bay
    1 / 7
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Patio
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    • Balcony
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    • Pet-friendly
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    • x
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    • x
    About this property
    Coastal chic meets laid-back comfort in Villa 7. Newly renovated, this villa boasts a main house, guesthouse and sparkling pool situated on a beautifully terraced tropical landscape. Tucked into the hillside for privacy, expect magnificent views of the bay from each room on the upper level - with... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 6
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • x
    About this property
    This updated three bedroom property, is an elegant, family- friendly villa that sits right on the waters edge, with a unique private pool deck overlooking the water and beautiful views of Montego Bay in the distance. ¨A contemporary beach cottage with elegant interiors and its own secret stairwell... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 8
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Retreat is a gracious sanctuary in a charming setting with views of the Caribbean Sea. The house sits alongside the 18th fairway and is a stone's throw from Tryall Club's private beach.The old Jamaican charm of this Villa with its expansive lawns with rows of regal Royal Palms and fruit trees is... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 15
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Luxury living is all about the details and Pineapple House does just this and more. Distinctive in its architecture, Pineapple Houses extensive fret-work and a Oliver Messels design is defined by its Messel-green shutters, coral stone exterior, authentic Saltillo tile and rustic elegance. Pineapple... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 8
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Situated close to the beach and main area yet secluded for privacy, Villa 23 boasts lovely views of the Caribbean Sea, beautifully-decorated living spaces and a gorgeous, updated infinity pool. This Luxury Villa features three bedrooms, two in the main house and one on the lower level each... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 36
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Satellite TV
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    • Parking
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    • Washer
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    • Pet-friendly
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    • x
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    • x
    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... View all property information
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    Hopewell, Montego Bay
    1 / 6
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Villa 3 was the very first villa built at Round Hill and its original onwer was Sir Noel Coward. Located near the front of the property and just steps from the lobby, beach, pool and restaurant, Villa 3 provides an idyllic escape for a couple or small family. Maintaining many original design... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 11
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
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    Boasting sweeping views of the Caribbean and an almost Olympic size swimming pool, Villa 5 is the ideal destination for families who love to swim or couples traveling together. The main villa boasts three bedrooms connected by a beautiful wraparound patio that overlooks the pool. Each bedroom... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 15
    Hopewell
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Situated at the top of the hill, the expansive, upgraded Villa 9 offers sweeping views, ample space, and arguably the most incredible bathtub you've ever set your eyes on. Perfect for large families, getaways with friends or a small retreat, this villa has it all and then some. Villa 9 is a Luxury... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 10
    Hopewell
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Villa 17 is one of the most desired Villas at Round Hill, boasting the ultimate in laid-back luxury. This impressive villa sits perched on the side of the hill with stunning ocean views, meandering walkways and chic nautical decor throughout. Beautifully-decorated rooms open onto expansive patios,... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 10
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    The architecturally beautiful Villa 6 not only features a sunken pool and wraparound pool deck, but boasts breathtaking views of the sprawling Caribbean Sea. The open and airy main living space overlooks the pool, and breakfasts are enjoyed alfresco while taking in the views. This Deluxe Villa has... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 14
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Elegantly secluded yet mere steps from the main beach, pool and restaurant, Villa 1 is a sprawling four bedroom retreat ideal for families or couples traveling together. This Deluxe Villa boasts a main floor with two living spaces opening to a breathtaking infinity pool that seems to pull the ocean... View all property information
    Location Information
    Hopewell, Montego Bay