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Vacation Rentals in Sandy Bay, Jamaica

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    $943
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    1 / 5
    6 Bedrooms / 6 Bathrooms / Sleeps 14
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    $2,200
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    1 / 13
    5 of 5 stars (5) Excellent
    7 Bedrooms / 8 Bathrooms / Sleeps 14
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    $2,285
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    5 of 5 stars (1) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    About this property
    4 bedroom villa - 3 minutes golf cart ride to the beach club! Tryall Resort Membership. Fully staffed, private swimming pool, exclusive gated community! Blue bird at Tryall at Montego Bay is one of the most magnificent villas in Jamaica that overlooks a glorious tropical garden and the sparkling... View all property information
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    Sandy Bay, Montego Bay
    5 of 5 stars Reviewed June 5, 2014
    Usually when we rent a house it can become a "relocation" instead of a "vacation". This was soooo not the case here. The house, like all the houses at Tryall, come fully staffed...
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    1 / 28
    5 of 5 stars (1) Excellent
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    About this property
    6 bedrooms, 6 batrooms, spectacular views - and only 3 minutes golf cart ride to the beach!!! Tryall Resort Membership. The fabulous Wheel House offers picturesque views of the surrounding landscape and ultimate privacy at this six bedroom villa in Jamaica. The spacious and wonderful villa rental... View all property information
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    Sandy Bay, Montego Bay
    5 of 5 stars Reviewed July 7, 2014
    We have just returned from Wheelhouse at Tryall Club in Jamaica. It far exceded our expectations. Wheelhouse has 6 bedrooms with ensuite baths. The villa is tiered. Three...
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    1 / 27
    5 of 5 stars (1) Excellent
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    About this property
    Newly refurbished and spectacular Premier villa!! 5 bedrooms, 5 bathrooms. Tryall Resort Membership. Spectacular ocean views, 3 minutes golf cart ride to the beach! for this villa. Pineapple House is a premier villa located in the exclusive Tryall Club overlooking the ruins of the historic sugar... View all property information
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    Sandy Bay, Montego Bay
    5 of 5 stars Reviewed April 18, 2015
    We rented Pineapple House in The Tryall Club for spring break. The house was perfect and the staff were so friendly and welcoming that we immediately felt like family. The...
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    1 / 22
    7 Bedrooms / 6 Bathrooms / Sleeps 14
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Enjoy the first class resort amenities of the Tryall Resort Membership. Please read for the exclusive resort features for this villa. Round House is one of the largest and most spacious villas in Jamaica located within the renowned 2,200 acre Tryall Club Resort. Being situated near the golf course... View all property information
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    Sandy Bay, Montego Bay
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    $2,140
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    1 / 39
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Pets allowed
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    • Suitable for children
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    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,... View all property information
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    Sandy Bay, Montego Bay
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    $540
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    1 / 18
    2 Bedrooms / 2 Bathrooms / Sleeps 4
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Charming 2 bedroom villa, across from the ocean, and a few minutes walk to the Tryall Beach ClubTryall Resort Membership. Please read for the exclusive resort features for this villa. Little Palm Villa in Montego Bay is one of the very captivating private Jamaica villas, across the street from the... View all property information
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    Sandy Bay, Montego Bay
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    $1,710
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    1 / 60
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    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.... View all property information
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    Sandy Bay, Montego Bay
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    $625
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    1 / 28
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    3 bedroom villa , views to the Caribbean sea. Tryall Resort Membership. Please read for the exclusive resort features for this villa. Island House is a delightfully refurbished villa with lovely crafts and artifacts, each reflecting Jamaican culture. The warm, tropical colors used all through the... View all property information
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    Sandy Bay, Montego Bay
    From
    $495
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    1 / 25
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Washer
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    • Pets allowed
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    • Suitable for children
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    About this property
    Charming villa with 4 bedrooms. Tryall Resort Membership. 5 minutes golf cart ride to the beach club! Sandy white beach! Calypso at Tryall is one of the most delightful and serene Jamaica villas, situated in four acres of scenic terrain, right next to the Tryall Golf Course. The large grounds... View all property information
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    Sandy Bay, Montego Bay
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    $2,210
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    1 / 19
    6 Bedrooms / 7 Bathrooms / Sleeps 12
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    • Gym
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    • Washer
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    • Pets allowed
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    • Suitable for children
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    About this property
    7 bedrooms, 7 bathrooms, spectacular sea views!!! 4 minutes golf cart ride to the beachTryall Resort Membership. 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.... View all property information
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    Sandy Bay, Montego Bay
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    $860
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    1 / 24
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
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    About this property
    Deluxe 4 bedroom villa at the famous Tryall Club, expansive Caribbean Seaviews, wondful and loyal staff! Cielo villa in Jamaica is perched high on Barnes Hill, providing a stunning and breathtaking view of the sloping manicured green lawns, the infinity pool and the vast expanse of the golf course... View all property information
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    Sandy Bay, Montego Bay
    From
    $1,100
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    1 / 32
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Dryer
    • Grill
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    5 Bedroom Deluxe villa - Infinity pool! Spectacular views! Unique to this villa is the Tryall Resort Membership. No Le Hace Villa in Montego Bay is one of the most fabulous Jamaica villas located within the renowned Tryall Club & Resort. Being situated near the golf course greens, the delightful... View all property information
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    Sandy Bay, Montego Bay
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    $495
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    1 / 29
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
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    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    4 bedroom, 4 bathrooms - casula villa, fully staffed. Tryall Resort Membership. Please read for the exclusive resort features for this villa. Seafore Villa in Montego Bay is a beautiful luxury villa Jamaica, located within the luxurious Tryall Resort and Club. Being adjacent to the 16th fairway of... View all property information
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    Sandy Bay, Montego Bay
    From
    $2,140
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    1 / 30
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Pets allowed
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    About this property
    5 bedrooms, 5 bathrooms - Premier rated villa (the highest rateing within the Tryall Club!Tryall Resort Membership. Exclusive resort features for this villa. Villa Stella is one of the most stunning villas in Jamaica, located on the gorgeous white sand beach and the sparkling blue Caribbean Sea.... View all property information
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    Sandy Bay, Montego Bay
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    $750
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    1 / 28
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    3 bedroom villa, with exclusive Tryall Resort Membership. Only 3 minutes golf cart ride to the white sandy beach of Tryall! Serenity Villa sits on a hillside in the renowned Tryall Club Resort, near the Montego Bay area. The villa offers picturesque views of the surrounding landscapes including the... View all property information
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    Sandy Bay, Montego Bay
    From
    $855
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    1 / 30
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    Deluxe 3 bedroom villa, 3 minutes golf cart ride to the beach! Tryall Resort Membership. Please read for the exclusive resort features for this villa. Linger Longer Villa is one of the most fabulous villas in Jamaica, located within the renowned Tryall Club Resort estate. Being situated on a... View all property information
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    Sandy Bay, Montego Bay
    From
    $785
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    1 / 28
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Satellite TV
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    First class resort amenities of the Tryall Resort Membership. Please read for the exclusive resort features for this villa. Pinnacle Villa in Montego Bay provides the perfect balance between casual comfort and modern décor, by bringing together the best of old and new Jamaican culture at one of the... View all property information
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    Sandy Bay, Montego Bay
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    $2,855
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    1 / 20
    6 Bedrooms / 7 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    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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    Sandy Bay, Montego Bay
    From
    $1,710
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    1 / 30
    5 Bedrooms / 7 Bathrooms / Sleeps 10
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    About this property
    Zion Hill is one of Tryall's newest Premier villas in the Tryall Club!! This premier villa can be rented as a 5 or a 7 bedroom villa. Zion Hill boasts a three-­‐bedroom main building, a two-­‐bedroom guests building and an optional two bedroom cottage, which is available to groups interested in... View all property information
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    Sandy Bay, Montego Bay
    From
    $860
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    1 / 41
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
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    • Grill
    • Gym
    • Safe
    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Wonderful 4 bedroom villa, with lots of gardens and grassy areas - 2 bedrooms in main house + 2 bedroom villa with views to the pool. Great for families sharing! Tryall Resort Membership. Avalon Villa, previously known as Riverlot Gardens, is a newly-renovated Jamaica villa in the Montego Bay area.... View all property information
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    Sandy Bay, Montego Bay
    From
    $625
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    1 / 31
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Dishwasher
    • Dryer
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    • Gym
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    • Satellite TV
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Wonderful 3 bedroom villa, casual villa, fully staffed, 3 minutes ride to the beach!!!Tryall Resort Membership. Please read for the exclusive resort features for this villa. No Problem Villa in Montego Bay is an attractive two-storey Jamaica villa with fantastic views of Tryall Golf Course and the... View all property information
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    Sandy Bay, Montego Bay
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    $1,710
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    1 / 30
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    About this property
    5 bedroom, 5 bathroom, deluxe villa 3 minutes golf cart ride to the beach!!! Tryall Resort Membership. Please read for the exclusive resort features for this villa. Windrush Villa is majestically located on a charming hillside within the world renowned Tryall estate. Recent renovations have... View all property information
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    Sandy Bay, Montego Bay
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    $860
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    1 / 25
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    About this property
    Casurina Villa is a divine luxury villa Jamaica that nestles among some of the finest homes in Montego Bay, Jamaica. Situated in the famous Tryall Club estate, the delightful four bedroom villa has been recently refurbished. All guests at Casurina have complimentary membership to the Tryall... View all property information
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    Location Information
    Sandy Bay, Montego Bay
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    $2,140
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    1 / 33
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Gym
    • Safe
    • Satellite TV
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    • Washer
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Luxury 6 bedroom villa, fully staffed villa. Tryall Resort Membership. Fully staffed, 3 minutes golf cart ride to the beach. Exclusive resort features for this villa. The elegantly designed Bumper’s Nest nestles on three acres of glorious land, with an imposing view of the tranquil Caribbean Sea.... View all property information
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    Sandy Bay, Montego Bay
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    $785
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    1 / 29
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
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    • Grill
    • Gym
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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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... View all property information
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    Sandy Bay, Montego Bay
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    $785
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    1 / 27
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
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    About this property
    Deluxe 4 bedroom villa, backing onto the expansive golf course views.Tryall Resort Membership. Please read for the exclusive resort features for this villa. Coo Yah at Tryall is a golfer’s paradise, located only a few steps from Tryall Club golf course and a lovely option among villas in Jamaica.... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $1,570
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    1 / 23
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Dishwasher
    • Dryer
    • Grill
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    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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    Location Information
    Sandy Bay, Montego Bay
    From
    $705
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    1 / 23
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
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    About this property
    4 bedroom, 4 bathroom,. spectacular views to the sea and golf course! Tryall Resort Membership. 4 minutes golf cart ride to the white sandy beach! Eve Song in Montego Bay is one of the very enchanting luxury villas in Jamaica that everyone falls in love with the moment they enter the beautiful... View all property information
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    Sandy Bay, Montego Bay
    From
    $3,355
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    1 / 17
    9 Bedrooms / 9 Bathrooms / Sleeps 18
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    About this property
    Nine luxury bedrooms in this spectacular luxury villa -L'Dor V'Dor villa is one of the newest and grandest premier villas located inside the Tryall club. Tucked away on a hill overlooking the majestic Tryall Club and providing 360 degree panoramic views of Montego Bay and Hanover, L’Dor V’Dor is a... View all property information
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    Sandy Bay, Montego Bay
    From
    $1,500
    / Night
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    1 / 35
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $1,425
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    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    4 bedroom,4 bathroom, elegant and luxurious in everyway. Tryall Resort Membership. Staff of 10 - you will certainly be papmered on this vacation! Little Hill is truly a one of a kind villa located in the Tryall Club Resort. It is located on a little hill, surrounded by 8 acres of manicured gardens... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $705
    / Night
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    1 / 17
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Deluxe 4 bedrooms, 4 bathrooms, spectacular oceansea views! Loyal staff, you will be pampered! Tryall Resort Membership. 5 minutes golf cart ride to the beach! Clive House at Tryall has the most impressive driveway, since it is situated on the Copper Ridge Drives’ higher side. The spectacular... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $855
    / Night
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    1 / 20
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Gym
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    3 deluxe bedrooms, 3 bathroom deluxe villa. Tryall Resort Membership Wonderful fairway and Seaviews! Eureka in Montego Bay is one of the very special deluxe villa rentals in Jamaica, situated in an attractive and private location at the end of a cul-de-sac. The villa provides spectacular views of... View all property information
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    Location Information
    Sandy Bay, Montego Bay
    From
    $705
    / Night
    View Details
    1 / 29
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Charming 4 bedroom villa, 5 minutes golf cart ride to the white sandy beach!Tryall Resort Membership. Enjoy this exclusive gated resort - private membership. Ma’ Moura Villa in Montego Bay is a fabulous Jamaica villa located within the renowned Tryall Club Resort estate. Being situated on a hill... View all property information
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    Location Information
    Sandy Bay, Montego Bay