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Vacation Rentals in Sandy Bay, Jamaica

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    1 / 22
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    1 / 28
    5 of 5 bubbles (1) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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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
    Location Information
    Sandy Bay, Hanover Parish
    5 of 5 bubbles 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 / 23
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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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
    Location Information
    Sandy Bay, Hanover Parish
    5 of 5 bubbles 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 / 6
    5 of 5 bubbles (14) Excellent
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    • Waterfront
    • Hot Tub
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    • Mountain Views
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    About this property
    Luxury living is all about the details and Pineapple House has it all. Pineapple House has undergone a multi-million dollar renovation, and it is prepared to please the most discriminating vacationers that appreciate luxury living. Distinctive in its architecture, Pineapple House’s extensive... View all property information
    Location Information
    Sandy Bay, Hanover Parish
    5 of 5 bubbles Reviewed 4 weeks ago
    The stay at the Pineapple House was magnificent. The staff couldn't have been more attentive and the villa and grounds were immaculate. Each meal was outstanding and our every...
    5 of 5 bubbles Reviewed December 20, 2016
    The Pineapple House from the moment we stepped in was so warm and inviting. Perched on the side of a mountain, the view of the ocean was simply breathtaking. The Pineapple House...
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    1 / 22
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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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, Hanover Parish
    1 / 35
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Yard
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    About this property
    Beautiful place in a very very nice area. The place is well decorated, comfortable and peaceful. It is full equipped apartment and you could not be at a better place to enjoy the real Jamaican culture. Quiet, clean and safe place, the area is amazing. Across the street is the Caribbean sea with... View all property information
    Location Information
    Sandy Bay, Hanover Parish HANOVER
    1 / 17
    5 of 5 bubbles (1) Excellent
    7 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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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
    Location Information
    Sandy Bay, Hanover Parish
    5 of 5 bubbles Reviewed 4 weeks ago
    This house was perfectly set up for a family get together. The staff was amazing, especially Harvey, the head of the house. He was the most attentive, easy going host I've ever...
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    1 / 25
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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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
    Location Information
    Sandy Bay, Hanover Parish
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    1 / 39
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | 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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    Sandy Bay, Hanover Parish
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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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, Hanover Parish
    1 / 7
    6 Bedrooms, 6 Bathrooms, Sleeps 14 | Quick View
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    Welcome to the Wheel House Villa! The large airy living room features an indoor garden and French doors that open onto the pool deck and swimming pool with views of the golf course and ocean beyond. All the guest bedrooms are newly renovated with beautiful granite and marble bathrooms. All six... View all property information
    Location Information
    Sandy Bay, Hanover Parish
    1 / 23
    6 Bedrooms, 8 Bathrooms, Sleeps 14 | Quick View
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    • Washer
    • Hot Tub
    • Patio
    • Ocean Views
    • Mountain Views
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    • x
    About this property
    Majestic ocean views and a lion’s head water fountain await you at Villa Annabella. The property is part of the famed Tryall Club, ranked by Condé Nast as one of the best places to stay in the world. A true golfer’s paradise, this villa provides all the perks required for a relaxing and... View all property information
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    Sandy Bay, Hanover Parish
    1 / 20
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Washer
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    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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    Sandy Bay, Hanover Parish
    1 / 31
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • x
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    • ?
    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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    Sandy Bay, Hanover Parish
    1 / 16
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • ?
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    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, Hanover Parish
    1 / 17
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Property description This spacious, newly decorated two bedroom two bath apartment is situated in Montego Bay in the upscale gated community of The Lagoons, just a few minutes from the Montego Bay airport. The apartment has two bedrooms, both with en suite bathrooms, a full equipped kitchen,... View all property information
    Location Information
    Sandy Bay, Hanover Parish 23564
    1 / 38
    5 of 5 bubbles (1) Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Air Conditioning
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    • Pet-friendly
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    • x
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    • ?
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    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
    Location Information
    Sandy Bay, Hanover Parish
    5 of 5 bubbles 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 / 30
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Shared Outdoor Pool...
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    • x
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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, Hanover Parish
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    1 / 28
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Washer
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    • Child-friendly
    • x
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    • ?
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    Deluxe 4 bedroom, 4 bathroom villa.Tryall Resort Membership. 3 minutes golf cart ride to the beach! 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... View all property information
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    Sandy Bay, Hanover Parish
    1 / 31
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Parking
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    • Balcony
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Beautiful studio in Jamaica for rent by days or by month for a holiday experience that will allow you to properly discover the real Jamaica. Conveniently located between Montego Bay and Negril. At 2 minutes from the beach. A perfect place for snorkeling / diving. Located in an upscale area, close... View all property information
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    Sandy Bay, Hanover Parish 0000
    1 / 28
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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, Hanover Parish
    1 / 17
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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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, Hanover Parish
    1 / 41
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Satellite TV
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    • x
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    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
    Location Information
    Sandy Bay, Hanover Parish
    5 of 5 bubbles Reviewed 2 weeks ago
    This was my first visit to Avalon. Not only is the property and house lovely, the staff was warm and gracious and very professional. Josephine's cooking is made form the heart...
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    1 / 52
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    • DVD Player
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    • x
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    • ?
    About this property
    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
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    Sandy Bay, Hanover Parish
    1 / 30
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • x
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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, Hanover Parish
    1 / 34
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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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... View all property information
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    Sandy Bay, Hanover Parish
    1 / 30
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    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, Hanover Parish
    1 / 16
    5 of 5 bubbles (1) Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • ?
    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
    Location Information
    Sandy Bay, Hanover Parish
    5 of 5 bubbles Reviewed May 1, 2016
    We recently stayed at Clive House for a wedding. The house is beautiful and traditional for Jamaica with stunning views. The highlight was the staff. Anne Marie, Mazzie and...
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    1 / 23
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • Washer
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    • Child-friendly
    • x
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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, Hanover Parish
    1 / 60
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • DVD Player
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    • x
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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, Hanover Parish
    1 / 21
    5 of 5 bubbles (2) Excellent
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
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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
    Location Information
    Sandy Bay, Hanover Parish
    5 of 5 bubbles Reviewed April 27, 2016
    Was lucky enough to spend 6 days at Jubilation with ten friends. From the minute we got there, everything was perfect. The literal definition of pampering. The entire staff...
    5 of 5 bubbles Reviewed April 29, 2014
    We had an amazing week at Jubilation. The house is incredible and the staff does a great job at maintaining the property. The chef is very talented and offered a delicious and...
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    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    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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    Sandy Bay, Hanover Parish
    1 / 29
    4 of 5 bubbles (1) Very good
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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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
    Location Information
    Sandy Bay, Hanover Parish
    4 of 5 bubbles Reviewed July 29, 2016
    Just returned from a week at the Tryall Club in Montego Bay. 9 of us, including 5 teens ranging in age from (15- 20) stayed at the Retreat Villa and it was the epitome of...
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