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Montego Bay Vacation Rentals

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    Travelers to Montego Bay are booking July dates now. Secure your vacation rental today, and have the perfect trip.
    7 Bedrooms, Sleeps 18Quick View
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    4 Bedrooms, Sleeps 8Quick View
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    6 Bedrooms, Sleeps 12Quick View
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    About this property
    Wonderful 1 bedroom suite - spacious living room, dining room and bedroom for luxury living! Amenities of the club at your door step! Captain's Choice Villa is a luxurious one-bedroom Jamaica villa, perfect for couples or honeymooners. It is one of the thirteen air-conditioned exquisite Great House...
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    Hopewell, Montego Bay
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    • Grill
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    • Private Outdoor Pool (Unheated)
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    • Housekeeping Included
    • Patio
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    Pet friendly
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    Montego Bay, Saint James Parish
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 17
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    6 Bedrooms, Sleeps 12Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Jubilation is a lovely tropical paradise, beautifully furnished with carefully chosen antiques, locally built mahogany four poster beds, unique wood carvings and an atmosphere that celebrates the heritage of Jamaica. With its soaring ceilings and cool travertine floors there is a warm and...
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    Hopewell, Montego Bay
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    29 Bedrooms, Sleeps 50Quick View
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    • Private Yard
    • Satellite TV
    • Secure Parking
    • Wi-Fi
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    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
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    Pet friendly
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    Smoking allowed
    About this property
    Hotel Tropik Leadonna is newly constructed 29 rooms hotel located 20 minutes from the Sangster International Airport in Montego Bay, Jamaica; 60 minutes from the famous Dunn's River Falls, Ocho Rios; 10 minutes from the historic Great House - White Witch of Rosehall (Anne Palmer) and 15 minutes...
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    Rose Hall, Montego Bay HALF MOON
    Condo/Apartment - 29 Bedrooms, 29 Bathrooms, Sleeps 50
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    4 Bedrooms, Sleeps 10Quick View
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    • Terrace
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Caribbean Jewel Villa is located within the exclusive gated Spring Farm Estates community and offers secure and luxurious accommodations with spectacular sea views. Caribbean Jewel represents the perfect blend of modern Caribbean elegance with a staff committed to the highest standards of...
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    Montego Bay, Saint James Parish
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    7 Bedrooms, Sleeps 14Quick View
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    • Shared Yard
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    Pet friendly
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    Smoking allowed
    About this property
    Built in the traditional Caribbean style, Phoenix features a fabulous location on the sea with two private sand beaches and extensive seafront verandas that take full advantage of the splendid ocean views and ever present trade winds. Situated on Country Club Drive East, Phoenix is a brief one...
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    Hopewell, Montego Bay
    Rental Home - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    6 Bedrooms, Sleeps 14Quick View
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Six bedroom glamorous villa magnificently renovated in 2011. 10,000 sq ft home on eight and a half acres overlooking breathtaking panorama of Caribbean Sea. Onsite staff includes a butler, cook, housekeeper, gardeners and a laundress. 45' diameter round pool with special section for toddlers....
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    Montego Bay, Saint James Parish
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    6 Bedrooms, Sleeps 12Quick View
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    • Terrace
    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Large and professionally decorated, this magnificent villa is noted for its immaculate presentation, original art and exceptional comfort. Set on a peaceful cusp of Barnes Hill, Windrush sits amidst five acres of beautifully landscaped grounds and is positioned so that every room enjoys ocean...
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    Hopewell, Montego Bay
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    7 Bedrooms, Sleeps 14Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    • Terrace
    • DVD Player
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Designed to ensure optimum relaxation, privacy and entertainment, Harmony Hill leaves no detail left unattended. This 15 000 square feet private oasis boasts one of the most spectacular views at Tryall. Elegant interiors, grand open living spaces, manicured lawns and covered patios are in...
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    Hopewell, Montego Bay
    Rental Home - 7 Bedrooms, 9 Bathrooms, Sleeps 14
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    5 Bedrooms, Sleeps 10Quick View
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    • Satellite TV
    • Shared Yard
    • Terrace
    • Balcony
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    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With a breathtaking setting, Villa Lolita is an elegant sanctuary and one of the finest villas in Jamaica. The villa features exceptional suites that offer optimum privacy with sensational views and meticulous attention to detail. It will appeal to those who are not willing to compromise and seek...
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    Hopewell, Montego Bay
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    6 Bedrooms, Sleeps 12Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Air Conditioning
    • DVD Player
    • Grill
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Greatview is one of the newest and most luxurious of the Montego Bay, Spring Farm villas overlooking the Half Moon Bay golf course and the Caribbean Sea. It is immediately apparent why the owners chose this name for their villa. From the colorful blue hues of the Caribbean Sea to the green...
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    Montego Bay, Saint James Parish
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    • Balcony
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Shared Yard
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The villa looks out from the crest of the hill on Mahogany Drive, a short three to four minute golf cart drive to the golf course, world class tennis courts, massage center, fitness center and the 18th century Georgian Great House which is home of the Great House Restaurant, and the club's private...
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    Hopewell, Montego Bay
    Rental Home - 6 Bedrooms, 8 Bathrooms, Sleeps 12
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    6 Bedrooms, Sleeps 15Quick View
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    • Balcony
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bumper's Nest encapsulates all that is synonymous with elegant Caribbean living with its lavish master cottage, handsome interiors and stunning views. Many families have an enduring love affair with Bumper's Nest, returning year-after-year and enjoying it as their home away from home. From a...
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    Hopewell, Montego Bay
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 15
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    1 Bedroom, Sleeps 2Quick View
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    • Air Conditioning
    • Grill
    • Satellite TV
    • Shared Outdoor Pool (Unheated)
    • DVD Player
    • Washer
    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
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon tea and Manager's Cocktail Party. For various fees: golf, tennis lessons, Happy Hour,...
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    Montego Bay, Saint James Parish
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, Sleeps 10Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If unreserved luxury, unobstructed views of the glorious Caribbean ocean and the exotic experience of discreet outdoor showers under the open skies appeal to you, Bougainvillea House has all that and more. Five bedroom Bougainvillea has four grand master suites, world class luxury amenities and...
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    Hopewell, Montego Bay
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    Studio, Sleeps 2Quick View
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    • Hot Tub
    • Patio
    • Balcony
    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Air Conditioning
    • Porch
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Allamanda Villa completed in 2012, is an elegant five bedroom Caribbean vacation home. All on one level, the villa boasts a dramatic fifteen hundred square foot great room with soaring twenty foot ceilings and fifty feet of sliding glass doors that open up onto an expansive covered terrace.Master...
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    Montego Bay, Saint James Parish
    Rental Home - 5 Bathrooms, Sleeps 2
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    5 Bedrooms, Sleeps 10Quick View
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    • Balcony
    • Wi-Fi
    • Satellite TV
    • Shared Yard
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Trinity is a sprawling paradise boasting extraordinary views, two full sized swimming pools, SONOS music system throughout and is the only Tryall villa fully equipped for wheelchair access, including a state of the art custom wheelchair stair lift by Savaria, Inc. Along with the great views and...
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    Hopewell, Montego Bay
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    5 Bedrooms, Sleeps 10Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Shared Yard
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you are inspired by the ocean and all that is associated with the marine world, this remarkable villa that stands in over five acres of gardens on Mahogany Drive will be a balm to your soul. From the elevated situation there are far reaching sea views across the valley to Sandy Bay and towards...
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    Hopewell, Montego Bay
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    3 Bedrooms, Sleeps 6Quick View
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    • Balcony
    • Air Conditioning
    • Terrace
    • Satellite TV
    • Washer
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    High on the hillside of Copperwood Ridge and almost hidden among its exceptionally pretty gardens and surrounded by an aura of blissful calm is a uniquely special house called Serenity. It was named so by Lady Lorna Howard for the sanctuary that it offered her and indeed a sanctuary it is as well...
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    Hopewell, Montego Bay
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, Sleeps 12Quick View
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    • DVD Player
    • Balcony
    • Air Conditioning
    • Terrace
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The perfect destination to put a little distance between yourself and the outside world. Rose Cottage is an exquisite home, offering beautiful detailing, lovely views of the mountains and the sea. With two spectacular swimming pools, (a 75 foot infinity lap pool and a heated garden pool), charming...
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    Hopewell, Montego Bay
    Rental Home - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    6 Bedrooms, Sleeps 12Quick View
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    • Terrace
    • Balcony
    • DVD Player
    • Hot Tub
    • Satellite TV
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This stunning villa, offers breathtaking views of the Caribbean Sea and the Tryall Club estate. Stylish interiors, attention to details, travertine marble, wooden floors and a gorgeous terrace with over sized swimming pool and deck overlooking the sea make Villa Stella one of the most sought after...
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    Hopewell, Montego Bay
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1 Bedroom, Sleeps 2Quick View
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    • Satellite TV
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mirador is a deluxe one bedroom villa at Tryall Club's Great Houses Villas! Great for couples or honeymoon getaway! Mirador Villa is a deluxe 1 bedroom at Tryall Club. - Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa...
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    Hopewell, Montego Bay
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, Sleeps 6Quick View
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    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Washer
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This three bedroom property, is a breezy family- friendly villa that sits right on the water's edge, with a unique private pool deck overlooking the water and beautiful views of Montego Bay in the distance. The club private beach and water sports are just seconds away and the Beach Cafe a few...
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    Hopewell, Montego Bay
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 Bedroom, Sleeps 4Quick View
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    • Satellite TV
    • Balcony
    • Terrace
    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Hopewell, Montego Bay
    Rental Home - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    7 Bedrooms, Sleeps 14Quick View
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    • Patio
    • Hot Tub
    • Satellite TV
    • DVD Player
    • Mountain Views
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fairway Manor is a 6,000 square foot fully staffed 7-bedroom/8-bathroom private villa nestled on a hillside amidst lush tropical gardens and overlooking the prestigious Half Moon Bay golf course. The villa is located in the Spring Farm neighborhood on the east side of Montego Bay. Fairway Manor was...
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    Montego Bay, Saint James Parish
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    2 Bedrooms, Sleeps 8Quick View
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    • Air Conditioning
    • Wi-Fi
    • Satellite TV
    • Secure Parking
    • Private Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wild Palm Villa is a gated, secure, self catering, two bedrooms, one bath, air conditioned, fully equipped vacation rental property offering short and long term accommodations to vacation and business travellers, conference attendees, medical missionaries, etc. The villa is ideally suited for...
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    Montego Bay, Saint James Parish 00000
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    • Private Outdoor Pool (Heated)
    • Air Conditioning
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    • Shared Yard
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunset is a beautiful five bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love waterside living. Breathtaking vistas of Montego Bay and the Jamaica’s spectacular coastline greet guests from all areas of the villa and...
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    Hopewell, Montego Bay
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, Sleeps 12Quick View
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    • Terrace
    • Wi-Fi
    • Hot Tub
    • Balcony
    • Satellite TV
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surrounded by seven acres of meticulously landscaped gardens, this is a house that is true to its name for as you stroll from drawing room to veranda, from flower filled gardens to pool or from bed to patio; the view follows the line of the glistening sea below. Stylistically, Following Seas...
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    Hopewell, Montego Bay
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    4 Bedrooms, Sleeps 8Quick View
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    • Balcony
    • Shared Yard
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Grill
    • Terrace
    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at the highest point on one of the largest individual tracts of land on Round Hill, Janus is one of the most stylish additions to this collection. A stunning four bedroom villa, Janus has been totally renovated, designed to be extraordinarily comfortable and chic. Interiors are enhanced by...
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    Hopewell, Montego Bay
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 10Quick View
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    • Satellite TV
    • Terrace
    • Balcony
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    • Wi-Fi
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As you draw up at the entrance to Cielo it is impossible not to break into a wide smile. Straight ahead of you the two wide entrance doors flanked by gently bubbling lily ponds are thrown back revealing a widescreen view of the sea and the sky. In fact you feel as though you could reach in and pull...
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    Hopewell, Montego Bay
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, Sleeps 8Quick View
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    • Hot Tub
    • Wi-Fi
    • Terrace
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Hopewell, Montego Bay
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 8Quick View
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    • Shared Yard
    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built and owned by the same family for over forty years, Ma Moura's unique setting comprised of four lots, sits high on a hill overlooking the 17th green and the Caribbean Sea. Enjoying cool breezes and unobstructed views, this villa provides one of the most private yet outdoor experiences at...
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    Hopewell, Montego Bay
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, Sleeps 12Quick View
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    • DVD Player
    • Air Conditioning
    • Balcony
    • Private Outdoor Pool (Unheated)
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    • Wi-Fi
    • Terrace
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    For a taste of paradise where the waves lap the shore and the trade winds caress the palm trees, Karma Bay has all the attributes that make for an unforgettable experience. With six private bedrooms, this magnificent waterfront villa melds influences from Asia and the Caribbean together with...
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    Hopewell, Montego Bay
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 12Quick View
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    • Air Conditioning
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Wi-Fi
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon and spa, bars and restaurants, gift shops, water sports, Internet room,...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, Sleeps 6Quick View
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    • Satellite TV
    • Terrace
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    No Problem has sweeping views of the Caribbean Sea and surrounding countryside. Is has a very child-friendly layout making it ideal for families or for couples who seek a calming, peaceful environment. No Problem sits on the brow of Copperwood Ridge, facing the Caribbean and the fairways of the...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Balcony
    • Shared Yard
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Aptly named for the glorious views of the ocean, this villa's elegant interiors and beautiful location delivers timeless comfort. At almost the peak of Barnes Hill, Vista del Mar exhibits traditional Caribbean architecture with vaulted ceilings and floor to ceiling mahogany louvered windows...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    8 Bedrooms, Sleeps 16Quick View
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    Amenities & Details
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Waterfront
    • Shared Yard
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With superb sea views, masses of space and a fabulous art collection, Haystack is the perfect villa for multi-generational family travel with a raft of facilities designed to appeal to all ages. Located on Ocean View Drive, Haystack is surrounded by rolling lawns with lovely sea views to the...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Wi-Fi
    • Private Outdoor Pool (Heated)
    • Satellite TV
    • Air Conditioning
    • DVD Player
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Bluebird is a four-bedroom villa overlooking a tropical garden and with views of the Caribbean Sea. Bluebird is set on Copperwood Ridge and has a split level floor plan that takes advantage of the wonderful ocean views. Built in traditional Caribbean style, a notable feature is the great room...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    7 Bedrooms, Sleeps 14Quick View
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    Amenities & Details
    • Patio
    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Fairway Manor’s well-planned rooms open onto terraces and balconies where the sweeping panorama of multi-colored gardens, lush green golf course and...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Terrace
    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casuarina is an extremely pretty house surrounded by well-tended flower-filled gardens and positioned to take full advantage of the stunning sea views. The villa occupies a superb vantage point on Barnes Hill and is built in a single level, wrapped around the circular pool. It features classic...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 8Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Shared Yard
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reef House celebrates beach life with its casual breezy feel and beautiful setting right on the ocean front. The entrance features a foot bridge over a koi pond, exuberant gardens and views of the turquoise blue water. Reef House is located on Country Club Drive. The championship Tryall Golf...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 4Quick View
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    Amenities & Details
    • Satellite TV
    • Balcony
    • Washer
    • Terrace
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This two bedroom Tryall great house villa offers absolutely wonderful views from a covered deck and spacious, welcoming interiors. The suite enjoys close proximity to the hub of the Tryall Club's activities and has a well-designed floor plan that maximizes privacy. Satisfy My Soul is on the...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    5 Bedrooms, Sleeps 10Quick View
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    Amenities & Details
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Shared Yard
    • Wi-Fi
    • Balcony
    • Terrace
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, Sleeps 6Quick View
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    Amenities & Details
    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Shared Yard
    • Private Outdoor Pool (Unheated)
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Hopewell, Montego Bay
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, Sleeps 14Quick View
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    Amenities & Details
    • Private Outdoor Pool (Unheated)
    • Satellite TV
    • DVD Player
    • Patio
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Hopewell, Montego Bay 00000
    Rental Home - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    8 Bedrooms, Sleeps 20Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Montego Bay, Saint James Parish
    Rental Home - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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