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Villas in Montego Bay, Jamaica

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    1 / 12
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    1 / 41
    5 Bedrooms, 14 Bathrooms, Sleeps 14 | Quick View
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    About this property
    This elegant retreat nestled in the prestigious Spring Farm gated community is the ideal setting for a large gathering. At 18,000 square feet it perfectly accommodates five couples, with additional bedding available for groups of up to 17 guests. Once you drive in through the palm tree-lined... View all property information
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    Montego Bay, Saint James Parish JMDWD14
    1 / 9
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    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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    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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    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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    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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    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
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    1 / 12
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Hils Court Villa can simply be described as a personal retreat of “simplistic elegance in paradise.” The villa comfortably sleeps 8-10 people. If one person, two people, etc choose to stay at the villa, the villa is yours ONLY during your stay. You eat, sleep or whatever you have in mind when you... View all property information
    Location Information
    Montego Bay, Saint James Parish JMCJS12
    1 / 26
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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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    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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    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 / 13
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    A stately Romanesque villa with steps leading from the columned verandah directly to the wide crystal clear swimming pool awaits you in Montego Bay. Located at the famous Tryall Club that was ranked by Condé Nast as one of the top places in the world to stay, you are just minutes away from one of... View all property information
    Location Information
    Montego Bay, Saint James Parish JMDWD14
    1 / 6
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    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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    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
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    Hopewell, Montego Bay
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    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
    Location Information
    Hopewell, Montego Bay 11111
    1 / 6
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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
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    Hopewell, Montego Bay
    1 / 8
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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
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    Hopewell, Montego Bay
    1 / 15
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    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
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    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
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    Hopewell, Montego Bay
    1 / 36
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    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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    About this property
    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
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    Hopewell, Montego Bay
    1 / 11
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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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
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    Hopewell, Montego Bay
    1 / 15
    Hopewell
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    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
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    Hopewell, Montego Bay
    1 / 10
    Hopewell
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    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
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    Hopewell, Montego Bay
    1 / 10
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
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    Hopewell, Montego Bay
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    About this property
    Located in the prestigious Bay Pointe complex, just 10 to 15 minutes from the Montego Bay airport, Caribbean Sea Dreams is a 2 bedroom, ground floor unit with relaxing patio views of the harbor. There are 2 spacious bedrooms, each with twin beds which can be converted to a king size bed, and a... View all property information
    Location Information
    Montego Bay, Saint James Parish JAMAICA
    1 / 14
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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
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    Hopewell, Montego Bay
    1 / 28
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Villa Hummingbird House at the Tryall Club on Jamaica is a spectacular 14,000 square foot estate on four beautiful acres. This newly refurbished seven-bedroom villa features traditional English Colonial styling and outstanding interior design. Take advantage of the onsite heliport, then drive along... 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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    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
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    Montego Bay, Saint James Parish JMCJS00
    1 / 34
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    Villa Following the Seas at the Tryall Club on Jamaica is located in a desirable location on the islands north shore with spectacular views of the sparkling Caribbean Sea. Perched high on a Jamaican hillside, this lovely villa is set on seven beautiful acres surrounded by lush island greenery.... View all property information
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    Hopewell, Montego Bay
    1 / 8
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    With a setting inspiring enough to influence original owner Oscar Hammersteins many works, Villa 12 was built to impress. This bungalow style villa boasts furnishings reminiscent of many world travels comfortable wicker chairs, hand-carved couches with pillowy cushions, four-poster beds and a... View all property information
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    Hopewell, Montego Bay
    1 / 11
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    As breathtaking and beautiful as the history made here, Villa 25 is a stunning getaway close to the main beach and lobby yet nestled within landscaping that affords the utmost privacy. It is here where John F. Kennedy rehearsed his infamous inaugural speech right out on the pool deck that offers... View all property information
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    Hopewell, Montego Bay
    1 / 23
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    About this property
    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 / 28
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    Villa Sunset on the Beach at the Tryall Club, also known as VL SBT, is a 3-bedroom beach house located in Montego Bay within steps of the beach and minutes from shopping. Ample doors and windows open to a soft lawn and beach beyond. The interior décor features soothing colors of peach and cream,... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 16
    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Terrace
    • Internet Access
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    With views that will bring you to your knees, its no wonder that Villa 11 received a starring role in 20th Century Fox's movie How Stella Got Her Groove Back. Nestled into the hillside halfway up, this villa makes the most of the Caribbean view by ensuring you can see it lying in your bed,... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 15
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Terrace
    • Internet Access
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Perched at the highest point on Round Hill, Villa 28 boasts magnificent, sweeping views of both Montego Bay and Round Hill Bay, as well as Round Hills Organic Garden. An expansive manicured lawn offers the perfect setting for allowing the children to run and play, or for an intimate wedding with... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 41
    Rose Hall
    12 Bedrooms, 12 Bathrooms, Sleeps 24 | Quick View
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    • Pet-friendly
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    • x
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    • Smoking allowed
    • ?
    About this property
    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic... View all property information
    Location Information
    Rose Hall, Montego Bay
    1 / 33
    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • Satellite TV
    • Grill
    • Balcony
    • Internet Access
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    If the only sounds you want to hear while you're on vacation are the birds, wind and the sea, come to Seaclusion for the quietest environs and possibly the most heavenly blue views in your own front yard. If you are a lover of louvers and trade winds, come for the architecture and the fresh air.... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 6
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Hot Tub
    • Terrace
    • Internet Access
    • Balcony
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    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Multiple shades of vibrant blue greet you at the extraordinary Villa 18 from the expansive sky to the deep blue pool to the never-ending ocean views from every room. Built for entertaining, the villa features a beautiful mahogany bar, large pool deck with gorgeous tiled pool and heated jacuzzi,... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 11
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • ?
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    • Smoking allowed
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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
    Location Information
    Hopewell, Montego Bay JMDWD14
    1 / 25
    Hopewell
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Pet-friendly
    • Child-friendly
    • x
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    • Smoking allowed
    • x
    About this property
    Recently renovated, Villa 21 boasts secluded luxury in a gorgeous tropical garden setting. Two swimming pools, multiple open-air living spaces and incredible outdoor garden showers make the most of the beautiful surroundings. Three bedrooms reside in the main villa, each with its own bathroom and... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 25
    Hopewell
    8 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    • Internet Access
    • Patio
    • Terrace
    • Balcony
    • Grill
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Silent Waters on Jamaica in desirable Montego Bay is an absolutely stunning waterside villa with eight glamorous bedrooms, making it an ideal choice for destination weddings and other special events. Bedrooms are spread out in five detached suites under a separate roof to accommodate up to 20... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 27
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
    • Patio
    • Terrace
    • Internet Access
    • Balcony
    • Satellite TV
    • Parking
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Villa Point of View at the Tryall Club on Jamaica is a gorgeous five-bedroom home with elegant classical furnishings that blend seamlessly with modern amenities and the breathtaking natural environment. This villa offers an outstanding point of view as the name implies. Set at the very highest... View all property information
    Location Information
    Hopewell, Montego Bay
    1 / 41
    Rose Hall
    7 Bedrooms, 12 Bathrooms, Sleeps 14 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • ?
    About this property
    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic... View all property information
    Location Information
    Rose Hall, Montego Bay