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Montego Bay House Rentals

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    1 / 39
    6 Bedrooms, 14 Bathrooms, Sleeps 12 | Quick View
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    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 1 | Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Wonderful 5 bedroom villa - very family friendly! Beach Membership for all guests! Wait!! Why you should book this villa!! Half Moon Resort membership for all guests staying at Pavilion Villa. FAMILY FRIENDLY - Keeping the kids busy at HALF MOON! *Complimentary Half Moon Golf  & Beach Club... View all property information
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    Montego Bay, Saint James Parish
    1 / 38
    Ironshore
    6 Bedrooms, 8 Bathrooms, Sleeps 12 | Quick View
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    8 luxurious air conditioned bedrooms, infinity pool, 6 staff and only 15 minutes from the airport! Dream Castle Villa is a beautiful Jamaica villa that provides a relaxing and comfortable environment, luxurious surroundings, the finest staff and numerous other amenities available on the property.... View all property information
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    Ironshore, Montego Bay
    1 / 28
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    4 bedroom villa - BEACHFRONT!  Fully staffed villa, secure gated resort - exclusive membership facilities! Sunrise Villa is a fabulous waterfront Jamaica villa located within the renowned Tryall Club Resort. The emerald green fairways of the golf club are just across the lane from the villa. The... View all property information
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    Hopewell, Montego Bay
    1 / 32
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick 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,... View all property information
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    Montego Bay, Saint James Parish
    1 / 32
    2 Bedrooms, 4 Bathrooms, Sleeps 4 | Quick 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,... View all property information
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    Montego Bay, Saint James Parish
    1 / 40
    Rose Hall
    5 Bedrooms, 12 Bathrooms, Sleeps 10 | Quick View
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    About this property
    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic... View all property information
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    Rose Hall, Montego Bay
    1 / 26
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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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... View all property information
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    Montego Bay, Saint James Parish
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    1 / 27
    Ironshore
    14 Bedrooms, 10 Bathrooms, Sleeps 42 | Quick View
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    Large mansion with 10 bedrooms, 10 bathrooms, infinity swimming pool. Located in the prestigious Spring Farm neighborhood - driving through the gates of the Half Moon golf and Country club. Villa with Internet WiFi, Flat screen TV, butler service, chef, laundress, housekeeper, gardeners.  Also has... View all property information
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    Ironshore, Montego Bay
    1 / 25
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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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... View all property information
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    Montego Bay, Saint James Parish
    1 / 24
    Hopewell
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Overlook Villa is one of the most fabulous and latest additions to Tryall's extravagant villa collection in Montego Bay. The luxury villa Jamaica offers spectacular views of the sparkling Caribbean Sea and the famous Tryall Golf Course. Previously Fern Hill Villa, Overlook Villa was completed in... View all property information
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    Hopewell, Montego Bay
    1 / 24
    Hopewell
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    Stunning 7 bedroom, Premier rated villa - Brand New Villa! 15,000 aquare ft of Luxurious Living...the finest in Caribbean living, combining Jamaica's rich architectural tradition with today's modern amenities and service. The newest member to the Tryall Club; Harmony Hill is a private oasis... View all property information
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    Hopewell, Montego Bay
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Sea Island villa is sheer luxury. 6 bedrooms, 6 bathrooms. Total new renovations makes Sea Island one of the most Deluxe villas in Jamaica Sea Island Villa is a wonderful, spacious luxury villa Jamaica that sits on seven acres of hillside and rolling grounds near Montego Bay. The recently renovated... View all property information
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    Montego Bay, Saint James Parish
    1 / 39
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    Spectacular 7 bedroom villa with 5 star Half Moon beach resort membership, Jacuzzi on pool deck, fabulous views! BRAND NEW RENOVATIONS!!! - Come and view all our top quality finishes in the bedrooms and our new bathrooms and kitchen! Half Moon Resort membership for all guests staying at Fairway... View all property information
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    Montego Bay, Saint James Parish
    1 / 22
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Knockando Villa at Round Hill is a delightful and luxury villa Jamaica located within the prestigious Round Hill Resort. This property gives a true feeling of relaxing in luxury while in Jamaica, with contemporary comforts and amenities. This is a very family friendly Jamaica villa and children are... 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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    About this property
    Stunning 7 bedroom, Premier rated villa - Brand New Villa! 15,000 aquare ft of Luxurious Living...the finest in Caribbean living, combining Jamaica's rich architectural tradition with today's modern amenities and service. The newest member to the Tryall Club; Harmony Hill is a private oasis... View all property information
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    Hopewell, Montego Bay
    1 / 32
    1 Bedroom, 4 Bathrooms, Sleeps 2 | Quick 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,... View all property information
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    Montego Bay, Saint James Parish
    1 / 46
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Georgian House is located in an exclusive Rose Hall Gated community, Beach access to local beach 2 minutes drive away- luxury 5 bedroom, 5 bathroom villa. Only 14 minutes from the Montego Bay airport!  Georgian House has expansive Caribbean sea views and is adjacent to the beautifully manicured... View all property information
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    Montego Bay, Saint James Parish
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    1 / 24
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Overlook Villa is one of the most fabulous and latest additions to Tryall's extravagant villa collection in Montego Bay. The luxury villa Jamaica offers spectacular views of the sparkling Caribbean Sea and the famous Tryall Golf Course. Previously Fern Hill Villa, Overlook Villa was completed in... View all property information
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    Hopewell, Montego Bay
    1 / 39
    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick 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,... View all property information
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    Hopewell, Montego Bay
    1 / 1
    5 of 5 bubbles (2) Excellent
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    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... 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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    7 bedroom WATERFRONT Premier villa! The highest rating for the exclusive Tryall ClubTryall Resort Membership. Can be rented as a 4, 6 or 7 bedroom villa Phoenix Villa in Montego Bay is one of the most exclusive villas in Jamaica, particularly because of the fabulous location it enjoys. With two... View all property information
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    Hopewell, Montego Bay
    1 / 35
    Hopewell
    9 Bedrooms, 9 Bathrooms, Sleeps 18 | Quick View
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    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... View all property information
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    Hopewell, Montego Bay
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    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    Wait!  Why you should book this villa? You have found a villa that has a first class Tryall Club Beach and Resort membership available for all guests! The Tryall Club is one of Jamaica's premier private resort club offering: Complimentary beach, 9 tennis courts, gym, pool, Hummingbird Kids Club,... View all property information
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    Montego Bay, Saint James Parish
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Absolute Beachfront!! 5 bedroom villa!. White sandy beach, kayaks, fully staffed villa, swimming pool, large lawn space, ADSL internet! Coral Cove villa is a delightful waterfront villa on the sparkling Discovery Bay. The luxury villa Jamaica has a beautifully landscaped, large lawn and an... View all property information
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    Montego Bay, Saint James Parish
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea! Wait!  Why you should book this villa? You have found a villa that has: ** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach! ** Membership to for all guests staying at Thomas... View all property information
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    Montego Bay, Saint James Parish
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    Rose Hall
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Resort Membership to Half Moon Beach Resort for all guests staying at Nutmeg Villa. COMPLIMENTARY HALF MOON BEACH CLUB MEMBERSHIP  (for 2017 bookings) Please note the Half Moon Golf Course is doing course renovations between May- October 2017 - so we have added the Rose Hall Golf below. HALF MOON... View all property information
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    Rose Hall, Montego Bay
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    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Unique to this villa is the Tryall Resort Membership. Waterfront villa with Jacuzzi! Seaspray Villa is one of the most luxurious villas in Jamaica, located on the shores of the sparkling Caribbean Sea, nearly 12 miles to the west of Montego Bay. The private Jamaica villa is located within the... View all property information
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    Hopewell, Montego Bay
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    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Wait!  Why you should book this villa? You have found a villa that has a first class Tryall Club Beach and Resort membership available for all guests! The Tryall Club is one of Jamaica's premier private resort club offering: Complimentary beach, 9 tennis courts, gym, pool, Hummingbird Kids Club,... View all property information
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    Montego Bay, Saint James Parish
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    Hopewell
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick 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... View all property information
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    Hopewell, Montego Bay
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    Rose Hall
    7 Bedrooms, 12 Bathrooms, Sleeps 14 | Quick View
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    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic... View all property information
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    Rose Hall, Montego Bay
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea! Wait!  Why you should book this villa? You have found a villa that has: ** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach! ** Membership to for all guests staying at Thomas... View all property information
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    Montego Bay, Saint James Parish
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    Rose Hall
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    For the tennis enthusiast! 7 bedroom villa , fully staffed, private swimming pool and only 10 minutes from the airport. The comfortable Ladywood House has a total of 7 bedrooms. Two bedrooms with king size bed, two bedrooms with queen beds that share a bathroom The spacious house has a large living... View all property information
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    Rose Hall, Montego Bay
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    4 Bedrooms, 4 Bathrooms, Sleeps 1 | Quick View
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    Skylark Villa is a beautiful 4 bedroom, 4 bathroom villa located in the exclusive Spring Farm neighborhood of Montego Bay on two acres of lush tropical gardens with flowering plants, palms and fruit trees. The property is very private and secure. The villa overlooks the Half Moon golf course and... 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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    One of Jamaica's most Super Deluxe Villas! Brand new and GLAMOROUS! Tryall Resort Membership. Please read for the exclusive resort features for this villa. Twin Palms in Tryall is possibly the most remarkable achievement in design and architecture in the Caribbean in several decades. Regal and... View all property information
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    Hopewell, Montego Bay
    1 / 42
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Wonderful 3 bedroom, 4 bathroom private villa with own swimming pool and fully staffed! Montego Bay and prestigious area! MORE ABOUT PLEASANT VIEW VILLA, MONTEGO BAY: Pleasant View Villa is a fantastic new villa, designed in the old traditional Jamaican style. The luxury villa Jamaica is located on... View all property information
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    Montego Bay, Saint James Parish
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea! Wait!  Why you should book this villa? You have found a villa that has: ** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach! ** Membership to for all guests staying at Thomas... View all property information
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    Montego Bay, Saint James Parish
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
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    • x
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    About this property
    Large 7 bedroom, 7 bathroom villa, large pool deck with Jacuzzi! Views of the Caribbean sea! Wait!  Why you should book this villa? You have found a villa that has: ** Rose Hall / Palmyra Beach club! - 2 minutes drive away!!! White sandy beach! ** Membership to for all guests staying at Thomas... View all property information
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    Montego Bay, Saint James Parish
    1 / 40
    10 Bedrooms, 12 Bathrooms, Sleeps 20 | Quick View
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    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic... View all property information
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    Montego Bay, Saint James Parish
    1 / 39
    Hopewell
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Air Conditioning
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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,... View all property information
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    Hopewell, Montego Bay
    1 / 19
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
    • Hot Tub
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    • Mountain Views
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    • Private Outdoor...
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    • x
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    • x
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    Drambuie Estate is a spectacular 35 acre hilltop villa with extraordinary views of the sea and Montego Bay. The villa was built in the 1940's by the Duke of Malborough as their private winter residence. Using cut stone walls brought from England over 200 years ago as ships ballast, the villa is... View all property information
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    Montego Bay, Saint James Parish
    1 / 27
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Annabelle-Viviana Villa is one of Tryall's newest luxury deluxe editions located in the picturesque Montego Bay. The brand new Tryall villa is a glamorous mansion with Tryall club facilities for all guests.The very luxurious interiors and magnificent views offered by this villa rental in Jamaica... View all property information
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    Montego Bay, Saint James Parish
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Many comfortable moments will be spent here on the lovely wicker chaises, draped with flowering vines and overlooking the spectacular blue waters of the Caribbean Sea. Sea Haven is a private waterfront Jamaica villa located near Discovery Bay. Discovery Bay is magnificent and completely unique,... View all property information
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    Montego Bay, Saint James Parish
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Absolute Beachfront!! 4 bedroom villa!. White sandy beach, kayaks, fully staffed villa, swimming pool, large lawn space, ADSL internet! Coral Cove villa is a delightful waterfront villa on the sparkling Discovery Bay. The luxury villa Jamaica has a beautifully landscaped, large lawn and an... View all property information
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    Montego Bay, Saint James Parish
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    Hopewell
    4 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four poster beds and uniquely crafted local wood carvings. With its... View all property information
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    Hopewell, Montego Bay
    1 / 40
    Rose Hall
    12 Bedrooms, 12 Bathrooms, Sleeps 24 | Quick View
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    About this property
    12 bedroom, 12 bathroom luxury mansion in Montego Bay. Located in one of the most prestigious neighbours in Montego Bay, Jamaica lies your fantasy escape. The Golden Castle Golf & Spa will host you with consummate elegance in our lush, tropical and exquisite ambiance. Nestled on the majestic... View all property information
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    Rose Hall, Montego Bay
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    Hopewell
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • x
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    About this property
    Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four poster beds and uniquely crafted local wood carvings. With its... View all property information
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    Hopewell, Montego Bay
    1 / 52
    5 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beach Hummingbird House, is the newly refurbished Premier villa with 7 luxury bedrooms! Hummingbird House is one of the finest villas located within the world renowned Tryall Club estate. Located on four acres of... View all property information
    Location Information
    Montego Bay, Saint James Parish