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Montego Bay Villas

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    1 / 10
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 7
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    1 / 9
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    1 / 9
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Relive the Jamaica of yesteryear, enjoy all the conveniences of modern day, and at every turn, have your breath taken away by outstanding hill top views of the seas, sky and golf course. No Le Hace sits on the brow of Barnes Hill Ridge. With its mahogany-framed windows, brick courtyard, classic... 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
    Tucked away on Copperwood Ridge and laid out on one level in classical Jamaican style, the accommodation at Island House is split between the main house and a cottage which are in close proximity to each other. The master suite occupies the cottage and has a king sized mahogany bed and a... View all property information
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    Hopewell, Montego Bay
    1 / 40
    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Pimento Hill is a spacious private home with a legendary history. The villa overlooks the Caribbean Sea and is located just five minutes from chic Round Hill where guests enjoy complimentary membership. * glamorous 9,000-square-foot private estate on 6 landscaped acres overlooking the sea * 6... View all property information
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    Hopewell, Montego Bay 00000
    1 / 20
    8 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Silent Waters Villa is one of the most glamorous luxury rental villas in Jamaica. This award winning Jamaican holiday home is distinguished by world class architecture, design and decor, breathtaking location, and exquisite accommodations and service. This luxury villa rental includes the... View all property information
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    Montego Bay, Saint James Parish
    1 / 35
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Noble House is a unique architectural gem by the sea. Its design is a series of airy pavilions with peaked roofs, its living spaces separated by water gardens and bridges. Indoor spaces flow into outdoor with Oriental grace. Rooms are walled by tall mahogany French doors that open to private... View all property information
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    Montego Bay, Saint James Parish
    1 / 11
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Yellowbird is a spacious and cheerfully tropical deluxe villa that celebrates the joys of island living with traditional Jamaican design and spaces that open on every side to embrace views of the sea and the lush Tryall property. Situated on Barnes Hill, Yellowbird commands spectacular views of... View all property information
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    Hopewell, Montego Bay
    1 / 49
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Serenity is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre eight miles west of Montego Bay. This pretty villa is the recipient of more positive guest reviews than any other in this collection. In Caribbean style... View all property information
    Location Information
    Montego Bay, Saint James Parish
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    1 / 11
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Pineapple House is nestled on the brow of Copperwood Ridge, overlooking an extensive portion of the Tryall Club 18 hole golf course and with 180 degree views of the Caribbean Sea. It is within easy walking distance of the Great House, gym and tennis courts, massage center and a short ride by the... View all property information
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    Hopewell, Montego Bay
    1 / 8
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Sunrise is a classical beach cottage with an enviable oceanfront location and its own private sandy beach. The lovely laid-back atmosphere is just perfect for such a magical location. The Golf Club House is moments away and the main Club private beach and water sports are just a short stroll.... View all property information
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    Hopewell, Montego Bay
    1 / 8
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Fairwinds offers rustic charm, amazing views, lovely gardens and two peaceful fresh water lily ponds with goldfish. Fairwinds was designed and built by the renowned architect Bob Hartley and features Caribbean architecture with delightful whimsical highlights. Located on Copperwoood Ridge , the... View all property information
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    Hopewell, Montego Bay
    1 / 12
    Hopewell
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    About this property
    One of the newest additions to the Tryall Club, Hanover Grange which may be rented with five, six, seven, eight or nine bedrooms has become one of the highest profile, privately owned villas in the Caribbean, welcoming a succession of international celebrities, politicians and business leaders as... View all property information
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    Hopewell, Montego Bay
    1 / 23
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    About this property
    On lush acres of beautifully landscaped and terraced grounds atop posh Round Hill, Longview Manor commands sweeping views of the Caribbean Sea and blue-green mountain range. Large furnished verandah are vantage points for memorable sunrises and sunsets. After sunset, the lights of the town of... View all property information
    Location Information
    Montego Bay, Saint James Parish
    1 / 34
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    The well appointed rooms of Tranquillity stretch over 6 300 square feet of rich marble floors. Artful landscaping ensures year-round flowers in bloom which in turn ensure regular visits from hummingbirds and parrots. The grounds resemble a private park dotted with mango, guava, banana, plantain,... View all property information
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    Montego Bay, Saint James Parish
    1 / 19
    Hopewell
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    About this property
    With one of the most panoramic views in all of the Tryall Club and a meticulous attention to detail and design, guests staying at the seven bedroom Hummingbird House are often so captivated that they book it again before completing their current vacation. The villa is a sprawling 14 000 square... View all property information
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    Hopewell, Montego Bay
    1 / 7
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Retreat enjoys 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 the perfect place for... View all property information
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    Hopewell, Montego Bay
    1 / 9
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Little Hill was built in 1959 by the acclaimed architect Robert Hartley. It is built in the classic West Indies style around a 30 foot diameter swimming pool with extensive covered terraces throughout. The house is superbly situated on its own hill of five and three quarter acres and 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
    Sundance was built in 2006 and occupies a sprawling site on Mahogany Drive with magnificent views across sweeping lawns to the sea in the distance. In 2014, the villa was refurbished to an exacting standard by the new owner resulting in a level of comfort and luxury associated with a Four Seasons... View all property information
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    Hopewell, Montego Bay
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    1 / 14
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    The La Casita architect and homeowner have succeeded in creating a remarkable two-bedroom villa in the stylish Spring Farm area of Rose Hall. Overlooking the sea, this is a brand new small but luxurious villa . The living room with 42' HDTV (both satellite and cable) is on the main level. This... View all property information
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    Montego Bay, Saint James Parish
    1 / 14
    Hopewell
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Sugar Hill is a stunning eight bedroom, luxury island home privately perched atop a lush three acre property overlooking the glittering Caribbean Sea and the historic Tryall Club estate. Built in the traditional Jamaican plantation style, the beautifully appointed four bedroom main villa and... View all property information
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    Hopewell, Montego Bay
    1 / 24
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. The central part of... View all property information
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    Montego Bay, Saint James Parish
    1 / 40
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Pimento Hill is a spacious private home with a legendary history. The villa overlooks the Caribbean Sea and is located just five minutes from chic Round Hill where guests enjoy complimentary membership. It was originally built in the late 1950's for French Count and Countess Jacques and Vera di... View all property information
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    Montego Bay, Saint James Parish
    1 / 9
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Coo Yah is a four bedroom villa set amid lush landscaping overlooking the golf course and Caribbean Sea. Surrounded by beautiful gardens, Coo Yah wraps around a circular swimming pool. Coo Yah is located along Mahogany Drive between the 13th and 14th hole of the of the Tryall Golf Course.... View all property information
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    Hopewell, Montego Bay
    1 / 9
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Overlook is an exceptional home with a perfect location offering commanding views and proximity to the many facilities of the Tryall Club. It is ideally suited to both families and groups of friends who seek optimum levels of hospitality. Overlook sits on the upper elevation of Copperwood Ridge... View all property information
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    Hopewell, Montego Bay
    1 / 12
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Named for its spectacular swimming pool, Infinity is designed to be both luxurious as well as child friendly. It has sea views and large, spacious rooms furnished with a designer’s eye to detail. Built in the Georgian style, Infinity enjoys an elevated location on Mahogany Drive. The... View all property information
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    Hopewell, Montego Bay
    1 / 9
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Tryall's only two bedroom estate villa, Little Palm lives large nestled amidst an acre of garden on the 17th fairway and a short walk or quick golf car ride to the beach. Two large bedroom suites, grand entry hall, private pool, indoor outdoor lounges, and experienced staff, including private chef,... View all property information
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    Hopewell, Montego Bay
    1 / 7
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Mi Way is a colonial style two bedroom villa that offers spectacular views from its long veranda. The clever floor plan makes Mi Way perfect for entertaining and it is ideally suited for a couple or small families. Mi Way sits on the ridge of the hill at the heart of the Tryall property,... View all property information
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    Hopewell, Montego Bay
    1 / 21
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Summerhill Villa, one of the newest villas in the Spring Farm area, is a 10 000 square foot, comfortable nine bedroom private villa. Summerhill is surrounded in lush tropical flowers, walking paths and a garden sitting area designed for meditating, moments of privacy or a garden wedding ceremony.... View all property information
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    Montego Bay, Saint James Parish
    1 / 41
    4 Bedrooms, 14 Bathrooms, Sleeps 8 | 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 / 10
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Surrounded by this arcadia is the main house with a separate guest cottage to the right. Built on one level and approached on the ocean facing side by a stone Venetian staircase or on the other side through two grand solid wood doors, Avalon encapsulates the spirit of the natural beauty in its... View all property information
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    Hopewell, Montego Bay
    1 / 13
    Hopewell
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    About this property
    Located on a brow of Copperwood Ridge, Round House is an easy walk to Tryall's world class tennis courts, its gym, spa and other amenities, and a three minute ride by the villa's complimentary golf cart to the championship Tryall Golf Course and private beach. Designed on two levels, the house... View all property information
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    Hopewell, Montego Bay
    1 / 9
    Hopewell
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    With over 2 500 square feet of living space, the Charles, the Earl is the largest of the two bedroom condominium suites and offers spectacular views and a spacious patio. Located within the great house Villas, many facilities such as tennis, the Tryall shops, gym and Kid's Club are within easy... View all property information
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    Hopewell, Montego Bay
    1 / 10
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Aptly named Elysian Plain, the resting place of the Greek Gods, this spacious villa sits literally at the edge of the clear, blue Caribbean Sea. An abundantly comfortable villa with soft, chic lines and a distinct flair for Caribbean tradition reflected in its furnishings, Elysian Plain offers a... View all property information
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    Hopewell, Montego Bay
    1 / 11
    Rose Hall
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Jamaican Dream is an aptly named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall. This well located home sits between two renowned golf courses: the challenging White Witch and championship Cinnamon Hill course. Five minutes west is the famous Half... View all property information
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    Rose Hall, Montego Bay
    1 / 20
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    About this property
    Wonderful 9 bedroom, 9 bathroom villa. Great for family reunions of up to 18 persons.! Resort membership for all guests. Summerhill Villa is one of the newest villas in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living and 9... View all property information
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    Montego Bay, Saint James Parish
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    Hopewell
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    From its splendid location 300 feet above sea level, this luxurious seven bedroom villa offers bewitching, unobstructed views of the ocean, its own private spa and Turkish bath, a putting green and a cinema. Zion Hill comprises 14 000 square feet of stylish accommodation amidst six acres of... View all property information
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    Hopewell, Montego Bay
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Flanking the tropical forest and affording the utmost in privacy, Villa 22A exudes the classic elegance that was part of founder John Pringle's original vision. Each bedroom boasts its own bathroom and living space, and may be closed off and air conditioned for comfort. An open common area spills... View all property information
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    Hopewell, Montego Bay
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    Hopewell
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    There are six newly renovated bedrooms which are split between the east and west wings of the villa. Each bedroom is air conditioned, has a king size bed, which can be configured as a twin if required, and en suite bathroom finished in granite and marble with walk-in showers with rain heads.... View all property information
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    Hopewell, Montego Bay
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    Hopewell
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    About this property
    Linger Longer is a lovely three bedroom villa with a warm Caribbean charm and wonderful views of the 13th hole of Tryall Club's golf course and the sea. With a 35 foot swimming pool, beautiful surrounding gardens and its wide roomy veranda overlooking the beautiful fairways, Linger Longer is a... View all property information
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    Hopewell, Montego Bay
    1 / 30
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | 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 Great River. The western view is an equally lovely vista toward Round Hill,... View all property information
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    Montego Bay, Saint James Parish
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    On 220 private acres of former banana and coconut plantation stretching from mountain to sea, Wild Orchid is a glamorous and luxurious hideaway in the tropics. The Georgian design of the new mansion captures the ambiance and grace of the original plantation enhanced by modern amenities of air... View all property information
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    Montego Bay, Saint James Parish
    1 / 16
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Built in the 1940's by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and gracious service ruled the day in an extraordinary private setting. Today this remarkable hideaway retains many exquisite original features plus contemporary amenities... View all property information
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    Montego Bay, Saint James Parish
    1 / 10
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    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 / 24
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    About this property
    Welcome to Villa Sunrise, a luxurious 2 bedroom private villa located in the exclusive world renowned Round Hill in the stunning Montego Bay area.<BR><BR> Villa Sunrise was very recently renovated yet it has retained the original style of classy Round Hill. This pretty cottage style villa... View all property information
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    Montego Bay, Saint James Parish
    1 / 28
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Great River House is located in a private gated neighborhood of other upscale villas, the entire property is fenced and entered through wrought iron gates, ensuring complete privacy. Grounds include a hard-surface tennis court and a spacious grassy lawn with badminton and croquet. Fruit trees... View all property information
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    Montego Bay, Saint James Parish
    1 / 30
    5 Bedrooms, 6 Bathrooms, Sleeps 5 | Quick View
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    Coconut is a very private five bedroom cottage nestled into an acre on a gentle hillside that was the original 500 acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the main house and two more bedrooms in the... View all property information
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    Montego Bay, Saint James Parish
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    6 Bedrooms, 14 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Gym: incliner trainer treadmill, double-sided half-cage with Olympic bars and weights bench, elliptical bike, cybex trainer, cable cross, punch kettle bells, fitness balls and yoga mats. Spa with two tables and cedar steam room: massage, facial, body scrub, manicure, pedicure. 100"projection... View all property information
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    Montego Bay, Saint James Parish
    1 / 20
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    About this property
    A massive whole house renovation has created this lovely vacation villa in the upscale residential neighborhood of Spring Farm, just five minutes from three world class golf courses, designer shops, bars, restaurants and beaches. Through carved entrance doors with antique brass fittings, the... View all property information
    Location Information
    Montego Bay, Saint James Parish