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Montego Bay House Rentals

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    234 Matching Rentals in Montego BayView all 728 rentals
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    Travellers to Montego Bay are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    3 Bedrooms, Sleeps 6Quick View
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    7 Bedrooms, Sleeps 14Quick View
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    About this property
    Imagine touring Jamaica and returning to your own luxurious vacation home, nestled in a quiet, residential community. This well maintained, lovely, affordable 3 bedroom home, offers, air conditioned rooms, accommodates 6, has comfy queen and full size beds, bedrooms with en-suite bathrooms, easy...
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    Montego Bay, Saint James Parish JMCHO8
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 6Quick View
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    Unique to this villa is the Tryall Resort Membership. Please read for the exclusive resort features for this villa. Reveille Villa is a fabulous waterfront luxury villa Jamaica, located within the Tryall Club Resort and provides enchanting panoramic views of Tryall's championship golf course and...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, Sleeps 6Quick View
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    • Washer
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    7,500sq. ft. brand new super deluxe villa with 5 luxurious bedrooms, own tennis court, spectacular infinity pool. Great River House is a very elegant luxury villa Jamaica that combines an elegant ambiance, stunning expanse and modern conveniences with a well-planned layout. Designed originally in...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    6 Bedrooms, Sleeps 12Quick View
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    Pet friendly
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    Anticipation Villa in Tryall Club is one of the newest and most contemporary villas in Jamaica. The fabulous luxury villa Jamaica is rated premier class, the highest rating in Tryall Club and is located within the club's gated community. Being positioned directly over the golf course, it offers...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1 Bedroom, Sleeps 2Quick View
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    Located in an exclusive Rose Hall Gated community, Beach access to local beach 2 minutes drive away- luxury 4 bedroom, 4 bathroom villa. Only 14 minutes from the Montego Bay airport! Plum Paradise is adjacent to the beautifully manicured White Witch Golf Course in Caribbean Heights, a private,...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 1 Bedroom, 4 Bathrooms, Sleeps 2
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    1 Review
    5 Bedrooms, Sleeps 10Quick View
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    One of the most luxirous villas in Jamaica, with 5+ bedrooms and suites, Flower Hill is an amazing new villa located in Spring Farm. Flower Hill is an 18,000 sq. ft. luxurious villa with panoramic views of the sea, 3 bars, a spa, games room, home theatre, fully equipped gym and a magnificent...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    3 Bedrooms, Sleeps 6Quick View
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    Cliffside Cottage is perched dramatically on a lush green hillside next to the Caribbean Sea. The cottage is one of the most beautiful villas in Jamaica that provides a fantastic view of the deep blue sea during the day, and the romantic lights that sparkle across Montego Bay through the night. The...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    • Washer
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    Satisfy My Soul Villa at the Tryall Club- TWO bedroom is perfect for couples, small families or honeymooners! Satisfy My Soul Villa is a deluxe 2 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...
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    Hopewell, Montego Bay
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, Sleeps 6Quick View
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    • Satellite TV
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    Pet friendly
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    Smoking allowed
    About this property
    Allamanda Jamaica Villa is a newly built in end 2012, 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...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    2 Bedrooms, Sleeps 4Quick View
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    • Patio
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    This 800sq ft secure air conditioned 2 bedroom house is perfect for travelers looking to enjoy the local culture away from the resort. Your home away from home is approximately 15 minutes from Sangster International Airport & 10 minutes away from the famous Hip Strip in Montego Bay. Enjoy such...
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    Montego Bay, Saint James Parish WI
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, Sleeps 10Quick View
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    Sundance Villa in Tryall, Montego Bay is a traditional Palladian style Jamaica villa, located on two acres of beautifully landscaped gardens.  Completed in 2006, the spectacular 6,000 square feet villa is positioned off Mahogany Drive, offering picturesque views of the sparkling Caribbean Sea. The...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, Sleeps 14Quick View
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    The perfectly named Tranquility Villa is a lovely and luxurious Jamaica villa, the perfect place to relax. The serene ambience of the villa is complemented by its location on an exquisite beach front.  The luxurious rooms at Tranquility Villa are spread over 5,200 square feet. The beautifully...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    4 Bedrooms, Sleeps 8Quick View
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    Villa Lolita is a very magnificent luxury villa Jamaica located within the gated community of the renowned Tryall Club. Apart from being one of the newest and most spectacular villas at Tryall, the Jamaica villa also offers impressive views of the sparkling Caribbean Sea. The 14,000 square feet...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    Villa Lolita is a very magnificent luxury villa Jamaica located within the gated community of the renowned Tryall Club. Apart from being one of the newest and most spectacular villas at Tryall, the Jamaica villa also offers impressive views of the sparkling Caribbean Sea. The 14,000 square feet...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    1 Bedroom, Sleeps 2Quick View
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    • Wi-Fi
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    Pet friendly
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    Nature’s Bliss is a lifestyle retreat center and health ministry founded on the belief that a healthy mind, body and soul are within reach for each one of us. Our goal is to provide our guests the resources they need to live in tune with nature as God intended. We help our guests learn to adopt a...
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    Ironshore, Montego Bay 8766
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, Sleeps 8Quick View
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    About this property
    Walk to the beach in a few minutes!!!Tryall Resort Membership. This villa can be rented as a 4 , 5 or 8 bedroom villa! Retreat Villa in Montego Bay is one of the most charming and gracious Jamaica villas located within the renowned Tryall Club Resort. Being situated near the 18th fairway of the...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 10Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Following Seas at the Tryall Club is a fabulous private villa in Montego Bay, with premier rating among villa rentals in Jamaica. The 8,000 square foot villa has recently been renovated with tasteful décor, thoughtful amenities and every imaginable comfort. The villa's architecture is classic...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
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    16 Reviews
    2 Bedrooms, Sleeps 4Quick View
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    • DVD Player
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    Pet friendly
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    About this property
    Brand new fully furnished 2 bedroom townhouse available in gated communty with 24 hour security for weekly monthly rental. Central air, hot water, internet/cable and washing machine with pool on site. 5 minutes from Sangsters airport, entertainment, shopping area and beach. Additional cost...
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    Montego Bay, Saint James Parish 250000
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, Sleeps 2Quick View
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    • Satellite TV
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    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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, Sleeps 6Quick View
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    Deluxe 3 bedroom villa, wonderful open living spaces, infinity swimming poolTryall Resort Membership. Only 4 minutes golf cart ride to the beach! A Royal Palm alley leads up to Vista del Mar, a remarkable villa located on a hill top with picturesque views of the sparkling Caribbean Sea and the...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    6 Bedrooms, Sleeps 12Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Following Seas at the Tryall Club is a fabulous private villa in Montego Bay, with premier rating among villa rentals in Jamaica. The 8,000 square foot villa has recently been renovated with tasteful décor, thoughtful amenities and every imaginable comfort. The villa's architecture is classic...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    1 Review
    4 Bedrooms, Sleeps 8Quick View
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    Bambu villa in Jamaica is located at Tamarind Hill which is approximately nine miles west of Montego Bay International Airport. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant hotel and five miles from the Tryall Club with its internationally...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    6 Bedrooms, Sleeps 12Quick View
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    About this property
    One of the most spectacular luxury villas in Jamaica! 15,000 sq ft. of luxury! Contemporary and spacious, a villa with WOW FACTOR! Elegant with first class service. You will be impressed! *9 bedrooms, 9 bathrooms (can be rented as a 6,7,8 or 9 br) * Large wrap-around verandah * Alfresco dining area...
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    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 9 Bathrooms, Sleeps 12
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    2 Bedrooms, Sleeps 4Quick View
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    Absolute beach front! 2 complimentary kayaks to explore the bay! Complimentary Round Hill Membership for all guests! Serenity Villa is situated on the picturesque northern coast of Jamaica, Serenity Villa's prized waterfront location eight miles west of Montego Bay makes it absolutely spectacular....
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    Hopewell, Montego Bay
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    4 Bedrooms, Sleeps 8Quick View
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    Tryall Resort Membership. Spacious 4 bedroom villa with large grassy areas. Folly Villa at Tryall is a lovely four bedroom villa set in the midst of three acres of beautifully landscaped lawns. The villa in Jamaica provides a fantastic view of the glittering Caribbean Sea and Montego Bay. Unique...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    1 Bedroom, Sleeps 2Quick View
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    Mahogany Mews is a one bedroom Great House villas! Perfect for couples or honeymoons! Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Tryall Club's Villa Suites look out over the club's legendary championship golf course to bewitching...
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    Hopewell, Montego Bay
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, Sleeps 6Quick View
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    Absolute beach front! 2 complimentary kayaks to explore the bay! Complimentary Round Hill Membership for all guests! Serenity Villa is situated on the picturesque northern coast of Jamaica, Serenity Villa's prized waterfront location eight miles west of Montego Bay makes it absolutely spectacular....
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    4 Bedrooms, Sleeps 8Quick View
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    • Washer
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    About this property
    Absolute beach front! 2 complimentary kayaks to explore the bay! Complimentary Round Hill Membership for all guests! Serenity Villa is situated on the picturesque northern coast of Jamaica, Serenity Villa's prized waterfront location eight miles west of Montego Bay makes it absolutely spectacular....
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, Sleeps 10Quick View
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    About this property
    Family style, comfortable home in a quiet and comfortable space. Rooms are spacious and private and provides spectacular view of the beach with their own balcony . Coastlines and city lights. Parking is available in the yard space come and enjoy the comforts of our hill view home. 3 min to the...
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    Hopewell, Montego Bay JMCHR11
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, Sleeps 8Quick View
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    Rose Cottage is a fabulous new villa in Tryall, perched dramatically on a plateau, offering extraordinary views of the surrounding mountains and ocean waters. The traditional Jamaican styled luxury villa Jamaica was designed by Nancy D. Maffasanti. The décor is elegant and influenced by Asian,...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Unique to this villa is the complimentary Tryall Club Membership! Noble House is a fabulous 5 acre Jamaica villa, completely unique due to its palatial architectural design. Caribbean Travel and Life Magazine calls Nobel House the ‘idyllic choice for a family holiday'. Located right on the beach,...
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    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    • Grill
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    Pet friendly
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    About this property
    Following Seas at the Tryall Club is a fabulous private villa in Montego Bay, with premier rating among villa rentals in Jamaica. The 8,000 square foot villa has recently been renovated with tasteful décor, thoughtful amenities and every imaginable comfort. The villa's architecture is classic...
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    Montego Bay, Saint James Parish
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 8
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    7 Bedrooms, Sleeps 14Quick View
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    Unique to this villa is the complimentary Round Hill Resort Membership. Please read for the exclusive resort features for this villa. Long View Manor is a fabulous luxury 7 bedroom  villa Jamaica, located within the impressive Round Hill estate. The spectacular 7,000 square foot Long View Villa...
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    Hopewell, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    3 Bedrooms, Sleeps 6Quick View
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    5 bedroom, 5 bathrooms, 2 swimming pools! 3 minutes golf cart ride to the beach!Tryall Resort Membership. Exclusive resort features for this villa. villa rentals in Jamaica, Mahogany Hill Villa in Montego Bay is one of the most attractive and spacious Jamaica villas located within the renowned...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    5 Bedrooms, Sleeps 10Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Rose Cottage is a fabulous new villa in Tryall, perched dramatically on a plateau, offering extraordinary views of the surrounding mountains and ocean waters. The traditional Jamaican styled luxury villa Jamaica was designed by Nancy D. Maffasanti. The décor is elegant and influenced by Asian,...
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    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, Sleeps 8Quick View
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    Jamaica Dream Villa is a charming 4 bedroom villa that is located in the gated community of Rose Hall, Montego Bay - about 14 minutes from the Montego Bay airport.  This Jamaican villa sits between two renowned golf courses: the challenging White Witch and championship Cinnamon Hill course. Five...
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    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    3 Bedrooms, Sleeps 6Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique to this villa is the complimentary Tryall Club Membership! Noble House is a fabulous 5 acre Jamaica villa, completely unique due to its palatial architectural design. Caribbean Travel and Life Magazine calls Nobel House the ‘idyllic choice for a family holiday'. Located right on the beach,...
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    Hopewell, Montego Bay
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 6
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    6 Bedrooms, Sleeps 12Quick View
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    • DVD Player
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    5 bedrooms, Luxury villa! Great staff!Tryall Resort Membership. Please read for the exclusive resort features for this villa. Point of View Villa in Montego Bay is a premier Jamaica villa located on the highest point in the world-class Tryall Club, one of the most fabulous sites in the Caribbean....
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    5 Bedrooms, Sleeps 10Quick View
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    Smoking allowed
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    The beautiful oceanfront villa, Seaclusion, embodies its name! Tranquil and secluded, the villa rental in Jamaica provides the perfectly peaceful vacation with nature, be it the birds, wind or the lovely waters of Montego Bay. Cool Tradewinds keep the environs cool and the fresh air is surely...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 7 Bathrooms, Sleeps 10
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    7 Bedrooms, Sleeps 16Quick View
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    • Air Conditioning
    • Grill
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    One of the most glamorous villas in Jamaica!! On site gym,  Butler service, A perfect wedding venue! Resort Membership to Half Moon Resort for all guests staying at Endless Summer Villa. This full membership offers the following to our guests. Use of Sunrise Beach, Hibiscus & Oleander Pools The...
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    Location Information
    Rose Hall, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 16
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    4 Bedrooms, Sleeps 8Quick View
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    • Air Conditioning
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    • Hot Tub
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    RENTING 4 BEDROOMS OF THIS LUXURY 7 BEDROOM VILLA - Brand new PREMIER villa in the exclusive Tryall Club! Seven+ Bedrooms with fantastic views! Deluxe furnishings! Over 12,000 square feet premier villa! Sugar Hill is a brand new PREMIER villa. Seven luxurious bedrooms, with own ensuite bathrooms....
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 7 Bathrooms, Sleeps 8
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    5 Bedrooms, Sleeps 10Quick View
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    • Washer
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    • Satellite TV
    • DVD Player
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    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tryall's brand new PREMIER villa listing - newly completed Jan 2007! Trinity is one of Tryall's most deluxe villas! Trinity is one of Tryall's newest and most architecturally inspired luxury villa in this exclusive Tryall Club. Trinity's exquisitely appointed great room opens out to the top patio...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    7 Bedrooms, Sleeps 15Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Dreamtime by the Sea is a contemporary luxury villa Jamaica with an enviable beachfront location. The Jamaica villa has seven beautiful bedrooms and 7.5 bathrooms. Located in the picturesque Montego Bay area, at a 12 minutes' drive from Montego Bay Airport, this is one of the newest villa rentals...
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    Location Information
    Ironshore, Montego Bay
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 15
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    4 Bedrooms, Sleeps 8Quick View
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    • DVD Player
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    • Shared Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Unique to this villa is the complimentary Round Hill Resort Membership. Please read for the exclusive resort features for this villa. Long View Manor is a fabulous luxury 7 bedroom  villa Jamaica, located within the impressive Round Hill estate. The spectacular 7,000 square foot Long View Villa...
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    Location Information
    Hopewell, Montego Bay
    Holiday Rental House - 4 Bedrooms, 7 Bathrooms, Sleeps 8
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    2 Bedrooms, Sleeps 4Quick View
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    Unique to this villa is the complimentary Round Hill Resort Membership. Please read for the exclusive resort features for this villa. Windsong Villa is one of the most beautiful luxury villas Jamaica, located splendidly on three acres of lush green landscape. A fantastic courtyard, divine fountains...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 4
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    Haystack, Tryall, Montego Bay 8BR
    2 Reviews
    8 Bedrooms, Sleeps 16Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brilliant views of the Caribbean Sea...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 8 Bedrooms, 8 Bathrooms, Sleeps 16
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    7 Bedrooms, Sleeps 14Quick View
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    • Air Conditioning
    • Satellite TV
    • Washer
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Haystack Villa is one of the newest villas within the celebrated and exclusive Tryall Club estate. The highest rated premier villa in Tryall Club, the gorgeous and very welcoming Haystack Villa provides an unmatched vacation experience in elegance and serenity. Brilliant views of the Caribbean Sea...
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    Location Information
    Montego Bay, Saint James Parish
    Holiday Rental House - 7 Bedrooms, 8 Bathrooms, Sleeps 14
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