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Vacation Rentals in Montego Bay, Jamaica

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All 488 Rentals in Montego Bay
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From
$75
Per Night
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1 / 13
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2 Bedrooms, 1 Bathroom, Sleeps 5
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$99
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1 / 31
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2 Bedrooms, 1 Bathroom, Sleeps 4
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$99
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1 / 21
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6 Bedrooms, 7 Bathrooms, Sleeps 16
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$400
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1 / 64
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2 Bedrooms, 3 Bathrooms, Sleeps 4
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  • Number Of Bedrooms
  • # Of Bathrooms
  • Guest Count
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  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Palmyra is a luxury and unique vacation opportunity in a quiet and relaxed setting featuring a private white sand beach, an infinity edge pool, lounge chairs, private parking, exercising amenities, 24 hour security and concierge services. The Space A luxury destination, 10 minutes from... View all property information
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From
$935
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1 / 6
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3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Microwave
  • # Of Bathrooms
  • Linens Provided
  • Dishwasher
  • Double Beds:(3)
  • Guest Count
  • Number Of Bedrooms
  • Telephone
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Bumper's Nest is a deluxe villa located on Mahogany Hill with expansive ocean views. Set in a lush garden, the villa has been professionally decorated and offers the Old World charm of Jamaica. Located on three acres of land, entrance is via a central atrium complete with a fountain in the shape of... View all property information
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From
$910
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1 / 11
5 Bedrooms, 8 Bathrooms, Sleeps 12
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Amenities & Details
  • Microwave
  • Dryer
  • Stereo System
  • Satellite TV
  • Hot Tub
  • Washer
  • Parking
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Located in Montego Bay, Tek Time is a grand villa overlooking an angel shaped swimming pool. Minutes from premiere golf courses, a fitness facility, tennis courts and town, you are perfectly positioned for a fun filled Caribbean getaway. Nestled on the hills of the prestigious Rose Hall Estate,... View all property information
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From
$65
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1 / 2
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Studio, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Microwave
  • Garage
  • Internet Access
  • Parking
  • Air Conditioning
  • Satellite TV
  • Porch
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Fully furnished in lovely island ambiance large one and two bedroom spacious apartments, Air Conditioned, private large bath & shower, cable TV, refrigerator, microwave, coffee maker and free wireless internet connection. These comfortable accommodations are located in beautiful surroundings with... View all property information
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From
$770
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1 / 29
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Hopewell
4 Bedrooms, 4 Bathrooms, Sleeps 8
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  • Linens Provided
  • Hot Tub
  • Dishwasher
  • # Of Bathrooms
  • Telephone
  • Microwave
  • Air Conditioning
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Almond Hill is a lovely private, 4 bedroom villa surrounded by a 500-acre coconut plantation with a large private pool. The villa and grounds were designed by Prince Kasimir Korybut in 1993 and completely renovated in 2012. An exquisite renovation has created an all new design of stunning picture... View all property information
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From
$1,428
Per Night
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1 / 12
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Guest Count
  • Patio
  • Shared Outdoor Pool...
  • Ceiling Fans
  • Gym
  • DVD Player
  • TV
  • Stereo System
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
High above the Caribbean Sea in Montego Bay, Villa Lolita is a dream destination up in the clouds. The predominantly white decor with well chosen dreamlike accessories and accents add to the fantasy feel of this villa. The villa is located at the famed Tryall Golf Course and Club that was ranked by... View all property information
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$2,470
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1 / 37
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Rose Hall
7 Bedrooms, 9 Bathrooms, Sleeps 14
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Amenities & Details
  • Air Conditioning
  • # Of Bathrooms
  • Guest Count
  • Double Beds:(7)
  • Telephone
  • Single Beds:(2)
  • Number Of Bedrooms
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Completed in 2006, Belle Abri (''beautiful sanctuary'') is a large home overlooking the Half Moon golf course, Ritz Carlton, and the vast panorama of Caribbean Sea. The architecture is impressive and the views are breathtaking. A deluxe home, it offers 12,000 square feet and seven bedrooms as... View all property information
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From
$943
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1 / 5
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Sandy Bay
6 Bedrooms, 6 Bathrooms, Sleeps 14
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  • Guest Count
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
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
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$3,429
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1 / 22
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Hopewell
7 Bedrooms, 9 Bathrooms, Sleeps 16
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Amenities & Details
  • Hot Tub
  • Gym
  • Refrigerator
  • DVD Player
  • Grill
  • TV
  • Patio
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
SUGAR HILL is a gorgeous 7-bedroom island home privately perched atop a lush 3-acre property, overlooking the glittering Caribbean Sea and The Tryall Club. The 4- bedroom Main Villa, and 3- bedroom Guest House are rented together and provide a luxurious, yet relaxed setting for getaways with... View all property information
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From
$500
Per Night
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1 / 71
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3 Bedrooms, 4 Bathrooms, Sleeps 8
Booking
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Amenities & Details
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Palmyra is a luxury and unique vacation opportunity in a quiet and relaxed setting featuring a private white sand beach, an infinity edge pool, lounge chairs, private parking, exercising amenities, 24 hour security and concierge services. The Space A luxury destination, 10 minutes from Montego... View all property information
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From
$350
Per Night
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1 / 57
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2 Bedrooms, 3 Bathrooms, Sleeps 5
Bookings
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Amenities & Details
  • Dryer
  • Refrigerator
  • Stove
  • Dishwasher
  • TV
  • Microwave
  • Gym
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
The Palmyra is a luxury and unique vacation opportunity in a quiet and relaxed setting featuring a private white sand beach, an infinity edge pool, lounge chairs, private parking, exercising amenities, 24 hour security and concierge services. The Space A luxury destination, 10 minutes from Montego... View all property information
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From
$1,558
Per Night
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1 / 20
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Books
  • DVD Player
  • Children's Pool
  • Guest Count
  • Air Conditioning
  • # Of Bathrooms
  • TV
  • Shared Outdoor Pool...
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Bougainvillea House is a stately destination located right atop the inviting Caribbean Sea. The villa is located at the world renown Tryall Golf Course and Club, which has been rated by Condé Nast as one of the top places to visit around the globe. As you step outside at Bougainvillea House, the... View all property information
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5 of 5 stars Reviewed March 1, 2012
House, grounds, pool, views, and staff are all first class. Like being in a 5 star hotel except you have the hotel to yourself. And you feel like you're outside the entire time...
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From
$1,240
Per Night
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1 / 25
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5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Double Beds:(5)
  • Microwave
  • Single Beds:(4)
  • Linens Provided
  • Dishwasher
  • Grill
  • Hot Tub
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Nutmeg, which is located in the upscale residential neighborhood of Spring Farm, recently underwent a massive whole house renovation. The villa is located just five minutes from three world-class golf courses, upscale boutiques, shops, bars, restaurants and beaches.  Included in the rental rate of... View all property information
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From
$470
Per Night
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1 / 15
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Ironshore
4 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Hot Tub
  • Telephone
  • Grill
  • # Of Bathrooms
  • Number Of Bedrooms
  • Double Beds:(4)
  • Microwave
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
At Skylark the terrace and pool enjoy the warm ocean views and breezes. Guests will be pampered by our skilled staff who will cook, clean and make guests feel welcome in a real home away from home environment. Skylark is located on a hill above Half Moon Bay amongst 2 acres of gardens providing... View all property information
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From
$3,940
Per Night
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1 / 40
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10 Bedrooms, 6 Bathrooms, Sleeps 20
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Amenities & Details
  • Microwave
  • Guest Count
  • Linens Provided
  • Number Of Bedrooms
  • Telephone
  • Double Beds:(10)
  • Shared Outdoor Pool...
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Silent Waters Villa won the Caribbean World Travel Awards Best Villa of the Year for 2004, 2005, 2006, & 2007! Silent Waters is a spectacular private home located on 18 acres on one of the highest mountaintops overlooking Montego Bay. Glamour, romance and flair define this remarkable vacation site,... View all property information
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From
$490
Per Night
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1 / 44
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5 Bedrooms, 6 Bathrooms, Sleeps 10
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Amenities & Details
  • Refrigerator
  • Dishwasher
  • Air Conditioning
  • Stove
  • Ceiling Fans
  • Dryer
  • Washer
  • Playground
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Fairlea Estate at Fairfield in Montego Bay, St. James, Jamaica is over 100 years old and was purpose built as a holiday home. It is located on five acres of land in the gentle hills surrounding Montego Bay with only 5 minutes to Fairview Shopping Center with all it's shops, restaurants and... View all property information
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From
$5,000
Per Week
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1 / 16
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Number Of Bedrooms
  • Internet Access
  • # Of Bathrooms
  • Shared Outdoor Pool...
  • Guest Count
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
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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From
$1,060
Per Night
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1 / 15
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6 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Linens Provided
  • Double Beds:(6)
  • Hot Tub
  • # Of Bathrooms
  • Air Conditioning
  • Telephone
  • Microwave
  • Single Beds:(8)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Pavilion is a gorgeous villa located at the end of a cul-de-sac with stunning views of the Caribbean Sea to the north and a tranquil 10-mile view of the mountains to the south. The villa is very spacious and beautiful. Pavilion is a fabulous spacious, grassy lawn property for families. Not... View all property information
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From
$1,080
Per Night
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1 / 30
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Hopewell
3 Bedrooms, 3 Bathrooms, Sleeps 9
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Amenities & Details
  • Telephone
  • Hot Tub
  • Air Conditioning
  • Dishwasher
  • Microwave
  • Guest Count
  • Single Beds:(2)
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade-winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally lovely view toward... View all property information
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From
$935
Per Night
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1 / 17
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Grill
  • Microwave
  • Telephone
  • Number Of Bedrooms
  • Double Beds:(4)
  • Linens Provided
  • Shared Outdoor Pool...
  • Single Beds:(6)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Coral Cove Cottage is a wonderful property located in the exclusive Fortlands Road section of Discovery Bay. This 3 bedrooms cottage has living room (12 x 14), dining room (10 x 14), and an open, covered patio looking out to the bay. The Coral Cove interior is comfortably furnished. The villa comes... View all property information
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From
$925
Per Night
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1 / 28
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Single Beds:(2)
  • Microwave
  • Guest Count
  • Grill
  • Dishwasher
  • Number Of Bedrooms
  • Linens Provided
  • Double Beds:(4)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Welcome to Calypso Shores, a stunning Fully-Staffed, Waterfront Villa with its own Private Beach and Pool, 10 minutes from the Sangster Airport in beautiful Montego Bay. Calypso Shores is located in a lovely Gated Community with 24 hr. Security, shared Tennis Courts, shared Work-out Facilities,... View all property information
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From
$5,500
Per Week
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1 / 28
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Internet Access
  • Guest Count
  • # Of Bathrooms
  • Satellite TV
  • DVD Player
  • Stereo System
  • Air Conditioning
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Round Hill membership: complimentary beach, tennis, two connecting heated pools for parents & children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon & spa, bars and restaurants, gift shops, water sports, Internet room,... View all property information
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From
$900
Per Night
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1 / 20
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Double Beds:(4)
  • Number Of Bedrooms
  • # Of Bathrooms
  • Telephone
  • Microwave
  • Guest Count
  • Dishwasher
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Paradise Plum Villa is a magnificent, luxury villa Jamaica located in Caribbean Heights, a private gated community, adjacent to the beautiful White Witch Golf Course and only 14 minutes away from the Montego Bay Airport. Caribbean Heights offers a 24/7 guard for the gated community. This luxurious... View all property information
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From
$935
Per Night
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1 / 24
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Linens Provided
  • Single Beds:(2)
  • Grill
  • Air Conditioning
  • Guest Count
  • Double Beds:(4)
  • Telephone
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Cielo is located on Barnes Hill at the deluxe Tryall Resort. It commands spectacular views of the nearby golf course and Caribbean Sea. The interiors are elegant yet casual. The spacious living room opens to a comfortably furnished verandah.  All of the bedrooms have en-suite baths but only three... View all property information
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From
$850
Per Night
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1 / 17
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3 Bedrooms, 2 Bathrooms, Sleeps 10
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Amenities & Details
  • Number Of Bedrooms
  • Telephone
  • Microwave
  • Linens Provided
  • Double Beds:(3)
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Pinnacle is a superior villa set on Copperwood Ridge at the Tryall Resort with views over the golf course and out to the Caribbean Sea. The interiors are tastefully designed with gleaming parquet wood floors and rattan furnishings. The living room opens to an outdoor covered dining verandah.... View all property information
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From
$1,855
Per Night
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1 / 14
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Hopewell
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Gym
  • Telephone
  • # Of Bathrooms
  • Air Conditioning
  • Hot Tub
  • Guest Count
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Villa Lolita is Tryall's newest and most fabulously equipped luxury villa! It is 14,000 square feet of dramatically designed new construction, built in the fall of 2008 on four lush acres.  The home offers exceptional and breathtaking views of the Caribbean. A vacation at Villa Lolita ushers... View all property information
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From
$714
Per Night
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1 / 26
Hopewell
3 Bedrooms, 4 Bathrooms, Sleeps 6
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Amenities & Details
  • Stereo System
  • Balcony
  • Boat Available
  • Internet Access
  • # Of Bathrooms
  • DVD Player
  • Shared Outdoor Pool...
  • Guest Count
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Pinnacle is a casual open-air Caribbean-style villa overlooking the historic Tryall Great House, golf course and the sea. Nine tennis courts (with pro’s standing by) are within walking distance. The golf pro shop is four minutes down the hill in Pinnacle's complimentary golf cart. Designed for... View all property information
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From
$930
Per Night
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1 / 37
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Hopewell
6 Bedrooms, 6 Bathrooms, Sleeps 13
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Amenities & Details
  • Grill
  • Number Of Bedrooms
  • Guest Count
  • Linens Provided
  • Air Conditioning
  • Double Beds:(6)
  • Single Beds:(1)
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located seven miles West of Montego Bay, Jamaica this 5 acre, 6,000 square foot vacation estate looks across the blue Caribbean Sea to the vibrant city of Montego Bay. The Jamaican setting is truly breathtaking: five sunny acres of landscaped grounds adorned by an abundance of palm trees,... View all property information
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From
$1,390
Per Night
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1 / 16
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Ironshore
6 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • Grill
  • Telephone
  • Air Conditioning
  • Single Beds:(1)
  • Microwave
  • # Of Bathrooms
  • Gym
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Located above the Half Moon Golf Course, Endless Summer is a mansion that offers panoramic ocean views. Entrance is onto the porte-cochere where beveled glass doors open dramatically to an 80 columned space. A dramatic stone staircase curves gracefully from the foyer to a gallery encircling and... View all property information
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From
$2,320
Per Night
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1 / 31
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Hopewell
6 Bedrooms, 7 Bathrooms, Sleeps 12
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Amenities & Details
  • Linens Provided
  • Guest Count
  • Telephone
  • Microwave
  • # Of Bathrooms
  • Hot Tub
  • Number Of Bedrooms
  • Double Beds:(6)
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Rose Cottage, a six-bedroom villa, 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 and... View all property information
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From
$1,855
Per Night
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1 / 27
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Hopewell
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Microwave
  • Linens Provided
  • Guest Count
  • Single Beds:(6)
  • Hot Tub
  • Telephone
  • Dishwasher
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and tastefully furnished—some traditional, some eclectic—with a designer’s eye to comfort throughout. Named for its seemingly endless private pool, Infinity is... View all property information
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From
$12,500
Per Week
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1 / 19
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Wi-Fi
  • DVD Player
  • Deck
  • Balcony
  • Patio
  • Air Conditioning
  • Safe
  • Terrace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
Welcome to Scotch on the Rocks a stunning 5 bedroom ocean front villa with wonderful views of the Caribbean Sea, just minutes from lively Ocho Rios. Scotch on the Rocks is a charming 5 bedroom villa overlooking the Caribbean Sea. Its ideal location is a privately-nestled cove between two of... View all property information
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From
$2,470
Per Night
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Hopewell
7 Bedrooms, 7 Bathrooms, Sleeps 14
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Amenities & Details
  • Linens Provided
  • Parking
  • Deck
  • Telephone
  • Single Beds:(10)
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Entertaining in style, this dramatic seaside villa has a large covered terrace as well as an open circular pool deck. the dining area, living room and all four bedrooms open onto the pool deck. the master suite features a walk-in shower and magnificent mirrored bath with tub for two inside a walled... View all property information
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From
$1,535
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Rose Hall
7 Bedrooms, 8 Bathrooms, Sleeps 14
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Amenities & Details
  • Guest Count
  • Single Beds:(8)
  • Double Beds:(7)
  • Number Of Bedrooms
  • Grill
  • Air Conditioning
  • Telephone
  • Linens Provided
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Fairway Manor is a glamorous seven-bedroom villa overlooking the famous Half Moon Golf Course and the Caribbean Sea. Nestled on a hillside, its rooms open onto an 85' verandah, where the sweeping 120-degree views of manicured grounds, golf course, sea and sky are truly breathtaking. The villa is... View all property information
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From
$2,785
Per Night
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Hopewell
7 Bedrooms, 7 Bathrooms, Sleeps 14
Details Make Inquiry
Amenities & Details
  • Linens Provided
  • Stove
  • Number Of Bedrooms
  • Guest Count
  • Microwave
  • Telephone
  • Single Beds:(2)
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
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 seven bedroom villa enjoys inspirational panoramic... View all property information
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From
$700
Per Night
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1 / 23
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4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Stove
  • Grill
  • Playground
  • Washer
  • Ceiling Fans
  • DVD Player
  • Microwave
  • Refrigerator
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
Summerland is a beautiful private home situated on 2 acres within the luxurious Round Hill Hotel compound. Its unique location atop Round Hill offers magnificent views of Montego Bay, pleasant tropical breezes and spectacular sunsets. The furnishings reflect the colonial ambience of Jamaica with... View all property information
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From
$11,050
Per Week
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1 / 9
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Shared Outdoor Pool...
  • Stereo System
  • Satellite TV
  • Gym
  • # Of Bathrooms
  • Internet Access
  • Outdoor Dining Area
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Villa VL TTC sits on two acres in the famous gated community of The 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, and other times its... View all property information
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5 of 5 stars Reviewed June 6, 2014
The tradewinds is perfect, from location to amities. We went for a girls trip and loved being pampered by the staff and enjoying the grounds of the tryall country club. We...
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From
$1,315
Per Night
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1 / 46
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4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • Guest Count
  • Grill
  • Double Beds:(4)
  • Shared Outdoor Pool...
  • Linens Provided
  • # Of Bathrooms
  • Telephone
  • Gym
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Destiny is located high above Montego Bay on seven lush acres. A majestic sanctuary of unparalleled peace and beauty, Destiny is an architectural gem.   A winding road leads up past well-manicured grounds to the electronic gate that the villa sits behind. The gate opens to a bougainvillea draped... View all property information
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From
$1,240
Per Night
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1 / 5
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4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Grill
  • Single Beds:(2)
  • Double Beds:(4)
  • Guest Count
  • Number Of Bedrooms
  • Linens Provided
  • Telephone
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
A row of tall coconut palms leads up to Vista Del Mar at the top of the Tryall Resort. Aptly names, this magnificent villa commands a breathtaking view over the rolling greens of the property's famous golf course and glittering Caribbean Sea. The entrance hall opens on to a 40' x 40' living room... View all property information
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From
$390
Per Night
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Rose Hall
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Telephone
  • Microwave
  • Double Beds:(2)
  • Air Conditioning
  • Linens Provided
  • Guest Count
  • # Of Bathrooms
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Situated east of Montego Bay across from the Half Moon Club and Ritz Carlton, La Casita is the latest addition to the deluxe collection of villas in prestigious Spring Farm Estates.  The main floor features a beautifully appointed, air conditioned living area with 42 inch high definition plasma tv,... View all property information
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From
$2,195
Per Night
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1 / 29
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Rose Hall
7 Bedrooms, 7 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Gym
  • Linens Provided
  • Deck
  • Sauna
  • Balcony
  • Hot Tub
  • Parking
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Greatview is one of the newest and most luxurious of the Montego Bay, Spring Farm villas overlooking the Half Moon Bay golf course and the Caribbean Sea. It is immediately apparent why the owners chose this name for their villa. From the colorful blue hues of the Caribbean Sea to the green... View all property information
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From
$92
Per Night
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1 Bedroom, 1 Bathroom, Sleeps 2
Details Reviews (4) Make Inquiry
Amenities & Details
  • Stove
  • Ceiling Fans
  • Microwave
  • Washer
  • Stereo System
  • Patio
  • Parking
  • Air Conditioning
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
BRAND NEW APARTMENTS | PERFECT FOR COUPLES | BUSINESS TRAVELLERS | SMALL FAMILY RESERVE YOUR DATES NOW!!! These amazing value-for-money, spacious 1-bedroom apartments feature a queen-size bed, beautiful hand-made Jamaican furnishings, cable television, wireless internet, A/C and ceiling fans. Each... View all property information
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5 of 5 stars Reviewed February 18, 2014
I book this on very short notice. I arrived at the property and it was exactly like the photos clean and had everything needed for you stay. Reo & Trish were very helpful...
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From
$1,855
Per Night
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Hopewell
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Linens Provided
  • Hot Tub
  • Dishwasher
  • Air Conditioning
  • Number Of Bedrooms
  • Double Beds:(5)
  • Microwave
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
'Bougainvillea House is one of Tryall's premier villas. This is quickly apparent in the unsurpassed luxury it provides. Designed by one of Jamaica's best known architects, it is built in classic Caribbean Georgian style but discreetly includes every 21st century luxury. It covers more than 8,000... View all property information
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From
$78
Per Night
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1 / 15
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2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
Details Reviews (2) Make Inquiry
Amenities & Details
  • Stereo System
  • Microwave
  • Balcony
  • Wi-Fi
  • Washer
  • Stove
  • TV
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Apartment comprises 2 double bedrooms both with double beds. Lounge/dinning room comprise sofa, TV with dinning table and chairs. Now with WiFi The kitchen is fully working with cooker, fridge and Microwave. utility room washing machine and fridge freezer. property is located close to Westgate... View all property information
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5 of 5 stars Reviewed April 28, 2013
My parents are originally from Jamaica, but I hadn't been to Montego Bay until I stayed at Joe's beautiful rental property this year. We were greeted by Wilbert upon arrival, the...
5 of 5 stars Reviewed April 6, 2013
My stay at westgate hills was truly a home away from home, on arrival at the property I was greeted by the caretaker wilbert one of the nicest people you will ever meet the...
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From
$1,050
Per Night
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1 / 58
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6 Bedrooms, 7 Bathrooms, Sleeps 12
Details Reviews (11) Make Inquiry
Amenities & Details
  • Refrigerator
  • Ceiling Fans
  • Dryer
  • Washer
  • TV
  • Dishwasher
  • Patio
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
About this property
S E R E N D I P I T Y: The faculty or phenomenon of finding delightful, pleasant or valuable things not sought for, while having the wisdom to discern it. This is how we, while aimlessly exploring the island of Jamaica on an anniversary retreat, unexpectedly discovered the spectacular view at... View all property information
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5 of 5 stars Reviewed November 11, 2014
Spectacular views!!! beautiful and clean place . Excellent service, the staff will attend to your every need. I enjoyed my stay at Serendipity.
5 of 5 stars Reviewed October 31, 2014
The property is ideally located on a mountain overlooking the ocean. The view was absolutely AMAZING! When we arrived, the friendly property staff was waiting outside the villa to...
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From
$65
Per Night
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Ironshore
1 Bedroom, 3 Bathrooms, Sleeps 4
Details Make Inquiry
Amenities & Details
  • Balcony
  • Deck
  • Stereo System
  • Satellite TV
  • TV
  • Stove
  • Terrace
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
This is a four bedroom villa all with private bathrooms, however this unit is rented per room at a nightly rate of 65.00 USD , plus a one time cleaning fee of $25.00. At this property you will share all common area's with the other guess, pool, kitchen, living and dining rooms, wash room and yard.... View all property information
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From
$120
Per Night
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1 / 15
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1 Bedroom, 1 Bathroom, Sleeps 2
Details Make Inquiry
Amenities & Details
  • Air Conditioning
  • DVD Player
  • Fax
  • Ceiling Fans
  • Grill
  • Patio
  • Parking
  • Satellite TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
PERFECT FOR FAMILY | COUPLES | GROUPS | FRIENDS | FREQUENT TRAVELLERS | GREAT RESTAURANT | LOVELY PLACE TO STAY RESERVE YOUR DATES NOW!!! This unique, European-styled, beachfront boutique-hotel is located in Greenwood, on the border of Trelawny and St James. It features 19 beautifully decorated... View all property information
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Suitability

  • Wheelchair access (77)
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  • Smoking allowed (16)

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  • Air Conditioning (384)
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  • Other outdoor space (301)
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