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Villas and Vacation Rentals in Montego Bay, Jamaica

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    All 458 Rentals in Montego Bay
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    $1,350
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    1 / 31
    Rose Hall
    9 Bedrooms / Sleeps 18
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    $1,000
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    1 / 20
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    $870
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    1 / 25
    Sandy Bay
    4 Bedrooms / Sleeps 8
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    $575
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    1 / 28
    Sandy Bay
    3 Bedrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
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    • Pets allowed
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    • Suitable for children
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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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    $707
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    1 / 40
    6 Bedrooms / 7 Bathrooms / Sleeps 13
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    • Hot Tub
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    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    About this property
    Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon & spa, bars & restaurants, gift shops, water sports, Internet room,... View all property information
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    $1,715
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    1 / 30
    Sandy Bay
    5 Bedrooms / Sleeps 10
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    • Suitable for children
    • x
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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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    $700
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    1 / 29
    Sandy Bay
    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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    • x
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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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    $2,140
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    1 / 30
    Sandy Bay
    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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    $1,720
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    1 / 28
    Hopewell
    5 Bedrooms / Sleeps 10
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Sundance is a stunning five bedroom, traditional Palladian style villa completed in 2006, extending to 6,000 square feet and occupying a quiet two-acre site, off Mahogany Drive, with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted areas create a... View all property information
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    1 / 17
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Hot Tub
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Karma Bay is a 6 bedroom Premier property on a spectacular water front location in the historic Tryall Club. The villa was totally renovated into a series of pavilions with separate living room/dining room and 6 bedrooms all connected by covered walkways lined with spectacular art and landscaping.... View all property information
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    $2,150
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    1 / 29
    Hopewell
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Viviana is one of Tryall's newest Luxury deluxe editions. 6 luxurious bedrooms, each with high quality ensuite bathrooms, large games room and disco room. This spectaular mansion is made of only the best quality furnishings and fixtures. All the bathroom tiles have been imported and tiled from... View all property information
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    $545
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    1 / 16
    Sandy Bay
    2 Bedrooms / Sleeps 4
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    • Pets allowed
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    • Suitable for children
    • x
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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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    $685
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    1 / 41
    Sandy Bay
    4 Bedrooms / Sleeps 8
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    • Waterfront
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • x
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    • Elder access
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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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    $2,142
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    1 / 17
    Sandy Bay
    9 Bedrooms / Sleeps 18
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    • 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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    $9,091
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    1 / 28
    5 of 5 stars (1) Excellent
    6 Bedrooms / 8 Bathrooms / Sleeps 12
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    On a remarkable six private acres on a plum site at the prestigious Tryall Club, Viviana is distinguished by the top rank of Premier. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart are the amenities... View all property information
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    $1,000
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    1 / 31
    Rose Hall
    4 Bedrooms / Sleeps 8
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    • Air Conditioning
    • Grill
    • Mountain Views
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Casa Bella villa in Jamaica is a 4 bedroom villa -Nestled in the foothills of exotic Montego Bay, Jamaica lies your hidden treasure… Casa Bella. We will host you with consummate elegance in our lush, tropical and exquisite ambiance. Tucked away in the Highlands Community of Springfarm, this... View all property information
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    $1,350
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    1 / 32
    Rose Hall
    9 Bedrooms / Sleeps 18
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    • Air Conditioning
    • Dishwasher
    • Grill
    • Internet Access
    • Ping Pong Table
    • Private Outdoor...
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Summerhill Villa is one of the newest villas in the prestigious Springfarm, Montego Bay area. This spacious three story villa boasts 10,000 square feet of elegant living and 9 spacious bedrooms. Resort Membership to Half Moon Resort for all guests staying at Summerhil Villa. FAMILY FRIENDLY -... View all property information
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    $5,110
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    1 / 18
    5 of 5 stars (1) Excellent
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Located in a lovely California-style residential neighborhood named Lagoons, Calypso Shores is one of the newest homes in this collection. Its prize location is a beachfront acre on a calm lagoon. Lovers of water sports will revel in this location. Additional amenities include: poolside shower,... View all property information
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    $8,500
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    1 / 29
    5 of 5 stars (1) Excellent
    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Destiny is a dramatic achievement of architecture and design. Its rooms stretch over 10,000 square feet of indoor-outdoor living space. Additional amenities include: piano, poolside shower, golf on site or nearby, golf available, beach club, cook or chef vetted as gourmet, fully staffed villa,... View all property information
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    $707
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    1 / 48
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Round Hill Membership: Complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon and spa, bars and restaurants, gift shops, water sports, Internet room,... View all property information
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    $6,250
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    1 / 36
    5 of 5 stars (2) Excellent
    5 Bedrooms / 7 Bathrooms / Sleeps 10
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean. Its design is a series of airy pavilions with peaked roofs, its living spaces separated by water gardens and bridges. Indoor spaces flow into outdoor with Oriental grace. Additional... View all property information
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    $8,990
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    1 / 32
    5 of 5 stars (2) Excellent
    5 Bedrooms / 6 Bathrooms / Sleeps 13
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    Amenities & Details
    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
    • ?
    About this property
    More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a... View all property information
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    $4,500
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    1 / 30
    4 of 5 stars (1) Very good
    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    COCONUT is a very private 5-bedroom cottage nestled into an acre on a gentle hillside that was the original 500-acre plantation of Round Hill Estate. Set in a storybook wooded lot, the villa accommodates couples and families in three bedrooms in the Main House and two more bedrooms in the Cottage... View all property information
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    $5,000
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    1 / 34
    5 of 5 stars (2) Excellent
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Sunset is a charming three-bedroom beach house on a fabulous site: a double lot absolutely on the edge of the beach and the sea. The wide blue all-day view is topped off by a sunset sky and a stunning nighttime view of the sparkling lights of the town of Montego Bay 12 miles across the sea.... View all property information
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    $728
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    1 / 7
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    When Round Hill was only an undeveloped knob of lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the wisdom to choose that piece of land most favored by the sun and prevailing tradewinds, which also happened to have one of the most spectacular... View all property information
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    $4,500
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    1 / 20
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    The Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club membership: complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon tea and Manager's... View all property information
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    $8,182
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    1 / 28
    6 Bedrooms / 8 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Balcony
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Highest premier rating. Onsite staff includes chef, butler, housekeepers, gardeners and laundress. Personal gym. Laptop, printer, copier and scanner. Free overseas calls to United States, United Kingdom and Canada. The Tryall Club Temporary Membership Fee (see paragraph below). The Tryall... View all property information
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    $196
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    1 / 3
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Private Outdoor...
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Swarm villa is a gorgeous one storey villa. Why not come home to swarm villa and relax by your private pool or check out the tropical plants and birds in our well kept gardens. Remember, this is a sea view property so your sure to see a luxury cruise ship pull into harbour in the distance. Swarm... View all property information
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    $7,070
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    1 / 30
    7 Bedrooms / 9 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Private Outdoor...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean... View all property information
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    1 / 19
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Villa Stella, just recently completely renovated, offers breathtaking views of the Caribbean Sea and the Tryall Club estate from Copperwood Ridge. Stylish interiors, attention to details, travertine marble, wooden floors and a gorgeous terrace with oversized swimming pool and deck overlooking the... View all property information
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    $7,750
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    1 / 25
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Gym
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Safe
    • Satellite TV
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Villa VL SRB is a 4-bedroom private home on a jewel-like location by the sea. VL SRB is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre, 8 miles west of Montego Bay. Complimentary Round Hill and Tryall Beach Club... View all property information
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    $9,100
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    1 / 18
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
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    About this property
    Seaside Cottage is a four-bedroom private home at famous Round Hill. Its exquisite location provides one of the most spectacular views in the Caribbean. Hidden from the awareness of others ... this cottage is only minutes from all amenities of posh Round Hill Hotel and beach club. Additional... View all property information
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    $714
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    1 / 24
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Ocean Views
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    About this property
    Welcome to Sunset on the Beach, a charming 3 bedroom private beach front villa located at the exclusively renowned Tryall Club in Montego Bay. The stunning turquoise blue all-day view is topped off by a unique sunset sky and a spectacular nighttime view of the sparkling lights of the town of... View all property information
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    $643
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    1 / 10
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Inquiry
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    • Air Conditioning
    • Gym
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
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    • Wheelchair access
    • Elder access
    About this property
    This cozy home sits on two acres at the famous Tryall Club directly on the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves break dramatically against... View all property information
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    1 / 21
    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Gym
    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
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    About this property
    Endless Summer is one of the most spectacular Spring Farm villas. Located above the Half Moon Bay golf course, with spectacular views of the Caribbean Sea and the Jamaican north coast, Endless Summer is one of the most popular and desired villas in the Montego Bay area for weddings and other... View all property information
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    8 Bedrooms / 9 Bathrooms / Sleeps 16
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    • Air Conditioning
    • Balcony
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Rated Premier (highest luxury category). Onsite staff include butler, cook, two housekeepers, two gardeners and laundress. Child friendly: baby gates, kids room upstairs and Tryall Kids Club. Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary... View all property information
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    7 Bedrooms / 9 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Today's Fairway Manor is a stylish multi-faceted 10,000 square foot private home, massively renovated with upgrades throughout. Its rooms overlook the famous Half Moon 18 hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea. Fairway Manor's well planned rooms open... View all property information
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    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Grill
    • Hot Tub
    • Internet Access
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Bumper's Nest is an elegantly designed 13,000 sq foot, deluxe three bedroom villa sitting on three acres of magnificent land over looking the Caribbean Sea. The well manicured lawns of the Tryall Club's golf course and the green mountains of Jamaica are part of this magnificent view. The elegant... View all property information
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    4 Bedrooms / 4 Bathrooms / Sleeps 1
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    • Air Conditioning
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    • Satellite TV
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    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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    1 / 11
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Vista Del Mar - is a beautiful 4 bedroom villa in the exclusive Tryall Club; however, the owners' suite is not available for rent, so the villa rents as a 3 bedroom house. An alley of Royal Palms leads up to Vista Del Mar, located at the top of a hill. Aptly named, this luxurious villa commands... View all property information
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. Additional amenities... View all property information
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    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Internet Access
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    8,000 square foot five bedroom private villa at the famous Tryall Club. Rated Premier (highest luxury category) heated pool. Air conditioned media room for movies or quiet computer time. Wireless internet access throughout. Onsite staff includes a cook, butler, housekeeper, gardener and... View all property information
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    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Internet Access
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally... View all property information
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    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Mountain Views
    • Ocean Views
    • Private Outdoor...
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
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    About this property
    Great River House - featured in 'Caribbean Travel and Life' and selected one of Luxury Retreats favorite Jamaican villas; Great River House tops the luxury list for privacy & exceptional staff! Set on over four acres of rolling lawns, the house commands sweeping views of the sea with included... View all property information
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    1 / 21
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Hot Tub
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Someday Soon has recently undergone a major renovation and has reopened as a stunning new Premier villa. This secluded villa is located on a gentle sloping hillside, has spectacular views of the Caribbean Sea and is also conveniently located near Tryall's tennis courts and the Great House. This is... View all property information
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    $6,000
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    5 Bedrooms / 7 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Gym
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Elder access
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    About this property
    Featured in 'Caribbean Travel and Life,' the villa offers the ambiance of a private retreat with the ultimate in relaxation and pampered service selected by dignitaries, diplomats and CEO's. Ultra modern in conveniences and amenities,yet classically Jamaican, the 5 bedroom luxury home is considered... View all property information
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    1 Bedroom / 2 Bathrooms / Sleeps 4
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    About this property
    Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course. Additional amenities include: golf available,... View all property information
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    6 Bedrooms / 8 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Hot Tub
    • Internet Access
    • Shared Outdoor Pool...
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    • Pets allowed
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    • Suitable for children
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    About this property
    Rose Cottage is a large and lavish new home with glorious views of the lush Jamaican mountains and the deep blue Caribbean Sea. Its design is a stylish blend of Jamaican, Asian and European elements with an emphasis on extraordinary comfort. Additional amenities include: ping pong table, piano,... View all property information
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    6 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Gym
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    • Waterfront
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    About this property
    Villa VL TRB is a stunning 4,800-square-foot beachfront home on a sweeping acre of soft, beautifully landscaped lawn with a stone walkway that leads through the lush garden to the beach. 100 yards offshore is Holden's Reef, a continuation of the barrier reef complex that fronts much of Jamaica's... View all property information
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    1 / 29
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Inquiry
    Amenities & Details
    • Gym
    • Hot Tub
    • Internet Access
    • Safe
    • Satellite TV
    • Shared Outdoor Pool...
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
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    • Wheelchair access
    • Elder access
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    About this property
    Sugar Hill is an elegant new island home perched atop a manicured 3-acre property overlooking the breathtaking Caribbean Sea and magnificent Tryall Club Resort. The one level floor plan allows views of the glittering turquoise sea and curvaceous coastline from every room. It is built in the... View all property information
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