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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
    7 Bedrooms / 8 Bathrooms / Sleeps 14
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    $1,950
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    1 / 21
    5 of 5 stars (1) Excellent
    6 Bedrooms / Sleeps 12
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    1 / 20
    4 of 5 stars (1) Very good
    3 Bedrooms / Sleeps 6
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    • x
    About this property
    Island House has been delightfully refurbished in a most comfortable and wonderful warm tropical colours. This villa has the most spectacular panoramic views of Tryall's championship golf course and the Caribbean Sea from every room. The Jamaican style open living room and dining room area have... View all property information
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    4 of 5 stars Reviewed June 27, 2013
    Tryall is a playground for multimillionaires. Island House is a charming Caribbean casual style house with a million dollar view. We enjoyed a week with friends relaxing on the...
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    1 / 29
    5 of 5 stars (1) Excellent
    5 Bedrooms / 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... View all property information
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    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 / 28
    5 of 5 stars (1) Excellent
    6 Bedrooms / Sleeps 12
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    • x
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    About this property
    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 in Jamaica is situated on the pristine, quiet coast of Jamaica, on the lush 2,200 acre property, within the world... View all property information
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    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 / 26
    5 of 5 stars (1) Excellent
    4 Bedrooms / Sleeps 8
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    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    • Elder access
    • x
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    About this property
    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 vista of the Caribbean Sea. The spacious living room has an uplifting ambience with its soft furnishing in shades of yellow and blue, accented with crisp... View all property information
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    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 / 32
    5 Bedrooms / Sleeps 10
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    • x
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    • x
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    • x
    • ?
    About this property
    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 villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea. Built... View all property information
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    $710
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    1 / 28
    4 Bedrooms / Sleeps 8
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    About this property
    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 driveway, lined with twisted trunks and enticing greenery. The entrance to Eve Song is inconspicuous but opens into a fascinating foyer that... View all property information
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    $860
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    1 / 25
    3 Bedrooms / Sleeps 6
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    • x
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    About this property
    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 the sparkling Caribbean Sea, the rolling Hanover Hills and Tryall Club's eighth fairway. Eureka has... View all property information
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    $1,430
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    1 / 31
    4 Bedrooms / Sleeps 8
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    • x
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    About this property
    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 within Tryall and is the only villa to have such a prized location. Total service, with a professional staff of 10, a holiday retreat that is... View all property information
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    $865
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    1 / 27
    4 Bedrooms / Sleeps 8
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    About this property
    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. The villa is situated very near the 13 th green and 14 th tee of the golf course and provides a picturesque view of the long expanse of the velvet greens... View all property information
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    $785
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    1 / 28
    3 Bedrooms / Sleeps 6
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    • x
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    About this property
    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 most fantastic luxury villas Jamaica. Located within Tryall Club Resort, Pinnacle Villa provides enchanting panoramic views... View all property information
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    1 / 60
    5 Bedrooms / Sleeps 10
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    • x
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    About this property
    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. The spectacular position provides breathtaking views of a sweeping landscape that stretches down the mountain, all across the... View all property information
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    $1,450
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    1 / 33
    5 Bedrooms / 1 Bathroom / Sleeps 10
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    About this property
    villa rentals in Jamaica, Mahogany Hill Villa in Montego Bay is one of the most attractive and spacious Jamaica villas located within the renowned Tryall Club Resort. Being situated near the golf course greens, the charming villa provides picturesque views of the Tryall Golf Course and the... View all property information
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    $710
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    1 / 25
    4 Bedrooms / Sleeps 8
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    • x
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    • x
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    About this property
    Clive House at Tryall has the most impressive driveway, since it is situated on the Copper Ridge Drives' higher side. The spectacular hillside location makes the villa unique among Jamaica villas as the view from every section of the villa is absolutely breathtaking. In comparison to other villa... View all property information
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    1 / 29
    5 Bedrooms / Sleeps 10
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    • x
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    • x
    • ?
    About this property
    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 18 th fairway of the golf course greens, the charming villa provides picturesque views of the Tryall Golf Course and the shimmering waters of... View all property information
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    $1,715
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    1 / 21
    7 Bedrooms / Sleeps 14
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    About this property
    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 greens, the charming villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea. A... View all property information
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    $2,145
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    1 / 36
    6 Bedrooms / Sleeps 12
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    • x
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    • x
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    About this property
    Rose Cottage, a six-bedroom new villa to Tryall, sits quietly yet dramatically on a plateau affording exceptional mountain and ocean views. Designed by Nancy D. Maffasanti in the old traditional Jamaican style, the house is decorated in an elegant arrangement of themes influenced by Asia, Jamaica... View all property information
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    $860
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    1 / 30
    3 Bedrooms / Sleeps 6
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    • x
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    • x
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    About this property
    Linger Longer Villa is one of the most fabulous villas in Jamaica, located within the renowned Tryall Club Resort estate. Being situated on a hillside near the 13 th hole of the golf course, the lovely villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the... View all property information
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    $860
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    1 / 28
    4 Bedrooms / Sleeps 8
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    • x
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    About this property
    Yellowbird Villa in one of the finest and most luxurious villas in Jamaica located within one of the most exclusive gated resorts, the Tryall Club. The privately owned villa combines the indulgence of a luxury villa Jamaica, with the intimacy of a private home. Nestling in the hills at one of... View all property information
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    1 / 29
    4 Bedrooms / Sleeps 8
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    • x
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    • x
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    • x
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    About this property
    Ma' Moura Villa in Montego Bay is a fabulous Jamaica villa located within the renowned Tryall Club Resort estate. Being situated on a hill near the 17 th green of the golf course, the charming villa provides picturesque views of the Tryall Golf Course and the shimmering waters of the Caribbean Sea.... View all property information
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    $630
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    1 / 28
    3 Bedrooms / Sleeps 6
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    About this property
    Island House is a delightfully refurbished villa with lovely crafts and artifacts, each reflecting Jamaican culture. The warm, tropical colors used all through the villa add vibrancy and warmth to the environment. The pleasant ambience of the Jamaica villa is very relaxing. Each room provides... View all property information
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    $1,500
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    1 / 56
    7 Bedrooms / Sleeps 14
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    About this property
    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 lovely gardens on the prestigious Barnes Hill, the 14,000 square feet of residential area... View all property information
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    1 / 21
    3 Bedrooms / Sleeps 6
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    • Air Conditioning
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    • x
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    • x
    About this property
    Situated on the Caribbean with its own private beach, Sunset villa with 3 bedroom and 3 bathrooms, presents breathtaking vistas of the ocean and Montego Bay. In less than two minutes you can walk to the golf practice range, putting green, and first tee. Sunset is a wonderful villa with manicured... View all property information
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    1 / 29
    6 Bedrooms / 1 Bathroom / Sleeps 12
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    About this property
    Hanover Grange opened in 2010. It was designed and built as the Jamaican home of Theresa and Andrew Roberts. Theresa was born in Jamaica (St Elizabeth) and is now one of Europe's most prominent collectors of Jamaican art. The house was designed to accommodate a number of art works from Theresa's... View all property information
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    $870
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    1 / 24
    4 Bedrooms / Sleeps 8
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    About this property
    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 at Tryall Club. The picturesque view of the sparkling Caribbean Sea from the Jamaica villas' verandah is... View all property information
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    1 / 31
    6 Bedrooms / Sleeps 12
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    About this property
    Windward villa is one of the Tryall Club's newest Premier rated luxury edition of villas. 5 luxury bedrooms, 5 ensuite bathrooms. One of the most elegant villas in the Tryall Club in Montego Bay, Winward villa is fully staff with your own butler, chef, housekeepers, laundress, poolman/gardener.... View all property information
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    1 / 22
    4 Bedrooms / Sleeps 10
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    • x
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    About this property
    Sunrise is an absolute waterfront villa located within the famous Tryall Club resort. This villa is right at the water's edge which over looks out over a private beach and the blue azures of the Caribbean Sea. From this private beach you can swim out to the reefs and snorkel around to your delight.... View all property information
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    1 / 20
    7 Bedrooms / Sleeps 14
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    About this property
    Twin Palms in Tryall is possibly the most remarkable achievement in design and architecture in the Caribbean in several decades. Regal and royal, the 12,000 square foot private Jamaica villa located near Montego Bay could qualify for a king's residence. Twin Palms Villa can accommodate friends and... View all property information
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    4 Bedrooms / Sleeps 8
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    • x
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    • x
    About this property
    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 surrounding the villa are beautifully landscaped with brilliant bougainvillea and hibiscus, avocado, palm, grapefruit, lime,... View all property information
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    4 Bedrooms / Sleeps 8
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    About this property
    Fairwinds is a lovely four-bedroom private villa with a fantastic view of the glittering Caribbean Sea and the renowned Tryall Club golf course. The interior has been designed meticulously to create a fantastic home away from home. Mahogany parquet floors, sunken Roman baths, cable television,... View all property information
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    $1,235
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    5 Bedrooms / Sleeps 10
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    About this property
    Knockando Villa at Round Hill is a wonderful deluxe villa located within the prestigious Round Hill Resort. You will be pampered here with an attentive staff of 6 with cook, butler, housekeeper, laundress and gardeners. This property gives a true feeling of relaxing in luxury while in Jamaica,... View all property information
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    3 Bedrooms / Sleeps 6
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    About this property
    No Problem Villa in Montego Bay is an attractive two-storey Jamaica villa with fantastic views of Tryall Golf Course and the glittering Caribbean Sea. The villa's location within the renowned Tryall Club Resort estate makes it one of the most popular villa rentals in Jamaica. The spacious living... View all property information
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    5 Bedrooms / Sleeps 10
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    About this property
    Windrush Villa is majestically located on a charming hillside within the world renowned Tryall estate. Recent renovations have transformed it into one of the most luxurious Jamaica villas within Tryall. The sprawling private home has seven bedrooms, five of which are available to guests.... View all property information
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    $685
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    1 / 41
    4 Bedrooms / Sleeps 8
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    About this property
    Avalon Villa , previously known as Riverlot Gardens, is a newly-renovated Jamaica villa in the Montego Bay area. The villa now has a fabulous new look! The four-bedroom villa is located within the Tryall Club Resort and provides captivating panoramic views of Tryall's championship golf course and... View all property information
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    $870
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    4 Bedrooms / Sleeps 8
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    • Satellite TV
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    About this property
    Casurina villa in Jamaica -This lovely Jamaican villa is situated in the famous Tryall Club estate. Nestled among some of the finest homes found in Jamaica. Casurina has been newly refurbished and this 4 bedroom villa is a new addition to Jamaican Treasures Villa collection. All guests at Casurina... View all property information
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    $575
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    1 / 28
    3 Bedrooms / Sleeps 6
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    • Internet Access
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    • Safe
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    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 Caribbean Sea and the beautifully landscaped gardens with vibrant tropical flowers. A cobbled stone driveway leads to the... View all property information
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    4 Bedrooms / Sleeps 8
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    • Waterfront
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    About this property
    Seafore Villa in Montego Bay is a beautiful luxury villa Jamaica, located within the luxurious Tryall Resort and Club. Being adjacent to the 16 th fairway of Tryall's golf course, guests at the villa can stroll across the garden and use the hole as their own until around 10:30 every morning and... View all property information
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    $1,860
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    7 Bedrooms / Sleeps 14
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Wheelchair access
    • Elder access
    About this property
    One of my favourites villas in the Tryall Club..... Harmony Hill is a private oasis offering the finest in Caribbean living, combining Jamaica's rich architectural tradition with today's modern amenities and service. Nestled over 350 feet above sea level on seven acres of tropical splendor, the... View all property information
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    $2,140
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    1 / 30
    5 Bedrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Stella is one of the most stunning villas in Jamaica, located on the gorgeous white sand beach and the sparkling blue Caribbean Sea. Being situated within the renowned 2,200 acre Tryall Club Resort, the Jamaica villa provides picturesque views of the Tryall Golf Course and the shimmering... View all property information
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    $1,715
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    5 Bedrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Villa Lolita is one of the newest and most stunning villas in the Tryall Club. With commanding views of the Caribbean Sea, Villa Lolita has 5 luxurious bedrooms, 5 ensuite bathrooms, all air conditioned and with ceiling fans. Large open plan living with the entry (wheelchair freindly), opening to... View all property information
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    $545
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    2 Bedrooms / Sleeps 4
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    • Pets allowed
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    About this property
    Charming 2 bedroom villa, across from the ocean, and a few minutes walk to the Tryall Beach Club Tryall 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... View all property information
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    $2,142
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    9 Bedrooms / Sleeps 18
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    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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    1 / 29
    7 Bedrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Zion Hill -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 renting seven bedrooms only. This exotic and enchanting... View all property information
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