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Vacation Rentals in Montego Bay, Jamaica

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From
$1,000
Per Night
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1 / 28
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6 Bedrooms, 6 Bathrooms, Sleeps 12
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$75
Per Night
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1 / 13
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2 Bedrooms, 1 Bathroom, Sleeps 5
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From
$99
Per Night
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1 / 31
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2 Bedrooms, 1 Bathroom, Sleeps 4
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From
$4,200
Per Week
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1 / 24
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5 Bedrooms, 15 Bathrooms, Sleeps 10
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Amenities & Details
  • Grill
  • Gym
  • Dishwasher
  • Stove
  • Refrigerator
  • Washer
  • DVD Player
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • x
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Datura Villa is a five bedroom, fully staffed, private vacation destination that is located just seven miles from the Montego Bay airport in the town of Reading. The villa sits 500 feet above sea level, on nine private acres, and affords spectacular views of Montego Bay and its islands. Originally... View all property information
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5 of 5 stars Reviewed January 11, 2015
We stayed at Datura Villa for a whole week this past December and I have been day dreaming about returning ever since. There were 3 couples total and one brought their college age...
5 of 5 stars Reviewed October 31, 2014
A friend invited me to spend a couple of days in Jamaica at Datura Villa last month, and I can't say enough about this beautiful property and the wonderful staff running the show...
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From
$75
Per Night
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1 / 15
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2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
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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
$10,000
Per Week
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1 / 16
3 Bedrooms, 4 Bathrooms, Sleeps 10
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Amenities & Details
  • Internet Access
  • DVD Player
  • Air Conditioning
  • Guest Count
  • Boat Available
  • Number Of Bedrooms
  • # Of Bathrooms
  • TV
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • 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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From
$11,800
Per Week
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1 / 26
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Ironshore
6 Bedrooms, 6 Bathrooms, Sleeps 12
Booking
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Amenities & Details
  • Safe
  • Washer
  • Microwave
  • Parking
  • Stove
  • TV
  • Refrigerator
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Dreamtime is a contemporary luxury villa Jamaica with an enviable beachfront location. The Jamaica villa has 6 beautiful bedrooms and 6.5 bathrooms. Located in the picturesque Montego Bay area, at a 12 minutes' drive from Montego Bay Airport, this is one of the newest villa rentals in Jamaica. The... View all property information
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5 of 5 stars Reviewed December 22, 2014
Dreamtime is so appropriately named because that is what it is- a dream come true! The location is great- minutes from the airport, and on a private piece of beach. The house is...
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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
$428
Per Night
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1 / 20
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Internet Access
  • Stereo System
  • Dryer
  • Ceiling Fans
  • Microwave
  • Hairdryer
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Plum Paradise is located in a secure gated community, only 15 minutes from the Montego Bay airport - great Caribbean Sea views from this villa. Offering 4 spacious air-conditioned bedrooms with bathrooms en suite, all with king-size four poster mahogany beds. All bedrooms are elegantly furnished... View all property information
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5 of 5 stars Reviewed September 13, 2014
We stayed at the Paradise Plum (booked through a different website) for a week to celebrate our daughter's first birthday in a relaxed family getaway in Jamaica. We had a...
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From
$2,470
Per Night
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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
$900
Per Night
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1 / 20
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4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
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
$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
$3,429
Per Night
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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
$1,390
Per Night
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1 / 16
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Ironshore
6 Bedrooms, 6 Bathrooms, Sleeps 12
Details Make Inquiry
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
$1,883
Per Night
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1 / 40
10 Bedrooms, 6 Bathrooms, Sleeps 20
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Amenities & Details
  • Safe
  • Patio
  • DVD Player
  • Washer
  • Stereo System
  • Microwave
  • VCR
  • Fax
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • 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
$378
Per Night
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1 / 11
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Hopewell
3 Bedrooms, 2 Bathrooms, Sleeps 6
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Amenities & Details
  • Refrigerator
  • Parking
  • DVD Player
  • Grill
  • Stereo System
  • Washer
  • TV
  • Patio
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • x
About this property
Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturously secluded providing your personal... View all property information
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From
$65
Per Night
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1 / 9
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Studio, 1 Bathroom, Sleeps 2
Booking
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Amenities & Details
  • TV
  • Parking
  • Porch
  • Refrigerator
  • Garage
  • Air Conditioning
  • Patio
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
Welcome to the Irie Inn! A truly incredible value in the best location possible for those who want to be in Montego Bay's premier tourist area 'The Hip Strip'. We are stumbling distance from Jimmy Buffett's Margaritaville, a walk across the road from the beach, and we sell discount tours on site... View all property information
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From
$943
Per Night
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1 / 5
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Sandy Bay
6 Bedrooms, 6 Bathrooms, Sleeps 14
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Amenities & Details
  • 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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From
$1,240
Per Night
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1 / 25
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5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Inquiry
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
$1,071
Per Night
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1 / 24
9 Bedrooms, 9 Bathrooms, Sleeps 18
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Amenities & Details
  • Grill
  • Microwave
  • Stereo System
  • TV
  • Dishwasher
  • VCR
  • Washer
  • Hot Tub
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Summerhill is one of the newest villas located in the Spring Farm area, just past the exclusive Half Moon Golf & Country Club and just ten minutes east of Montego Bay. It is located on lush tropical grounds that offer flowering trees, a massive well-manicured lawn, walking paths and a garden... View all property information
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From
$3,940
Per Night
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1 / 40
Payment Protection
10 Bedrooms, 6 Bathrooms, Sleeps 20
Details Make Inquiry
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
$935
Per Night
View Details
1 / 24
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Make Inquiry
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
$1,240
Per Night
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1 / 5
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
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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
$2,035
Per Night
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1 / 27
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Hopewell
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Make Inquiry
Amenities & Details
  • Microwave
  • Linens Provided
  • Double Beds:(5)
  • Telephone
  • Hot Tub
  • Guest Count
  • Dishwasher
  • Number Of Bedrooms
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... View all property information
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From
$1,583
Per Night
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1 / 4
Hopewell
2 Bedrooms, 1 Bathroom, Sleeps 4
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Amenities & Details
  • Shared Yard
  • Internet Access
  • Guest Count
  • Number Of Bedrooms
  • # Of Bathrooms
  • Gym
  • Boat Available
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
This two bedroom villa was Noel Coward's second home in Jamaica, his desk is still there! This cottage features a typical cottage style with a lovely view and a garden/lawn setting. One suite has a king bed, the other with two twin beds, which may be converted to a king bed, plus adjoining... 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
$2,035
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 you... View all property information
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From
$935
Per Night
View Details
1 / 17
Payment Protection
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
$1,535
Per Night
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1 / 50
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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
$7,070
Per Week
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1 / 30
7 Bedrooms, 9 Bathrooms, Sleeps 16
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Amenities & Details
  • Private Outdoor...
  • Internet Access
  • Air Conditioning
  • Shared Outdoor Pool...
  • Guest Count
  • Hot Tub
  • # Of Bathrooms
  • Number Of Bedrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
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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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
$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
$2,785
Per Night
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1 / 28
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Hopewell
7 Bedrooms, 7 Bathrooms, Sleeps 14
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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
$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
$8,000
Per Week
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1 / 7
2 Bedrooms, 2 Bathrooms, Sleeps 4
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Amenities & Details
  • Ceiling Fans
  • Telephone
  • Stereo System
  • Satellite TV
  • Shared Outdoor Pool...
  • Number Of Bedrooms
  • Guest Count
  • # Of Bathrooms
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • ?
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Little Palm is a charming 2 bedroom villa, located on Tryall Resort and backing onto the 17th fairway of the famous Tryall golf course. The villa is located across the street from the ocean. The lovely setting of the swimming pool is the focal point of the villa as the rooms are built around this... 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
$935
Per Night
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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
$850
Per Night
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1 / 17
Payment Protection
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
$770
Per Night
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1 / 29
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Hopewell
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • 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
$928
Per Night
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1 / 18
5 Bedrooms, 5 Bathrooms, Sleeps 10
Details Reviews (8) Make Inquiry
Amenities & Details
  • # Of Bathrooms
  • Grill
  • Number Of Bedrooms
  • Guest Count
  • Satellite TV
  • Books
  • Air Conditioning
  • Internet Access
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
A stately manor in Montego Bay, Nutmeg South is a magnificent tropical getaway destination right above the sea. Just minutes from shops, bars, restaurants, beaches and three world-class golf courses, you will have no shortage of options during your stay. This five acre playground is lush with... View all property information
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5 of 5 stars Reviewed March 28, 2013
We are in the final days of a week stay at Nutmeg South Jamaica, and are so impressed with the facility, I feel compelled to pass along this recommendation now, rather than risk...
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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
$2,035
Per Night
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1 / 36
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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
$2,720
Per Night
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1 / 16
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Hopewell
7 Bedrooms, 7 Bathrooms, Sleeps 14
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Amenities & Details
  • Linens Provided
  • Deck
  • # Of Bathrooms
  • Air Conditioning
  • Microwave
  • Telephone
  • Guest Count
  • Parking
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... View all property information
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From
$1,315
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1 / 46
Payment Protection
4 Bedrooms, 4 Bathrooms, Sleeps 8
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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
$680
Per Night
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1 / 28
6 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • Microwave
  • Fax
  • DVD Player
  • Air Conditioning
  • Safe
  • Ceiling Fans
  • Parking
  • Grill
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
Otherwise known as “the occurrence of events by chance in a beneficial way,” Serendipity villa happens to be one of those places that guests are just so happy to stumble upon. The villa provides a casually elegant atmosphere minutes from the airport. Situated on the “Elegant Corridor” in Montego... View all property information
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From
$390
Per Night
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1 / 20
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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
$149
Per Night
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1 / 30
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2 Bedrooms, 2 Bathrooms, Sleeps 6
Bookings
Details Reviews (11) Make Inquiry
Amenities & Details
  • Waterfront
  • Refrigerator
  • Stove
  • Internet Access
  • Microwave
  • Air Conditioning
  • Parking
  • Terrace
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
  • ?
About this property
Montego Bay furnishes 2 bedroom beach penthouses Apartment with spectacular view of the beach and pool. Feature an upstairs master bedroom with own private bathroom, 2 twin beds that easily transfer into a king-size bed, second bedroom downstairs has a queen bed with a full bathroom, Kitchen,... View all property information
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5 of 5 stars Reviewed April 13, 2014
If only it could have lasted forever, I was amazed how much fun my 2 kids were having.I was having an awesome time myself.They have a relaxing beach that I would lay in while my...
4 of 5 stars Reviewed January 1, 2014
Pleasant experience with personable on the ground staff. Relaxing environment. Areas outside the apartment needs facelift (along stairs) and common area. Near to shopping and...
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From
$110
Per Night
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1 / 54
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2 Bedrooms, 1 Bathroom, Sleeps 5
Bookings
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Amenities & Details
  • TV
  • Refrigerator
  • Stereo System
  • Grill
  • Patio
  • Washer
  • Stove
  • Microwave
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
About this property
This condo is located in the quiet, upscale community of Westgate Hills, Montego Bay. It is approx. 15-20 minutes drive from the Sangster International Airport. The location is ideal as it is:>>1 minute away from a commercial shopping area that has a bank, supermarket, restaurants, pharmacy and... View all property information
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4 of 5 stars Reviewed December 17, 2014
This place is just simply the best. The accommodation is basically great , provides you with everything that you need if your holiday plan is truly about getting out and about...
5 of 5 stars Reviewed October 1, 2014
I inquired about The Tallyman through Trip Advisor and received an immediate response from Andre Boswell, the Manager, regarding questions about the rental possibilities. Andre...
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From
$800
Per Night
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1 / 33
Payment Protection
5 Bedrooms, 4 Bathrooms, Sleeps 10
Bookings
Details Reviews (11) Make Inquiry
Amenities & Details
  • Microwave
  • Patio
  • TV
  • Grill
  • Refrigerator
  • Washer
  • Gym
  • Dishwasher
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • x
  • x
  • Smoking allowed
  • Elder access
  • x
About this property
COZY COVE is an exquisite, brand new, waterfront hideaway located in Montego Bay's most coveted new address: 22 Freeport. This impeccable house benefits from a powdery white sand beach mere steps in front of the breezy, spacious patio, and an infinity-edge swimming pool. The infinity pool is... View all property information
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5 of 5 stars Reviewed November 19, 2014
I went to Jamaica for a long weekend with a group of 8 friends. We are in our mid-20s. Cozy Cove was beautiful, effortless, and convenient for us. First of all, the house was...
5 of 5 stars Reviewed November 18, 2014
Jaimie, Winnie and Marcia are great and we thank them for making our holiday one to remember. This is a great place to rent, we had a fantastic holiday. The property was...
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From
$1,214
Per Night
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1 / 25
4 Bedrooms, 5 Bathrooms, Sleeps 8
Details Reviews (1) Make Inquiry
Amenities & Details
  • Grill
  • Microwave
  • Satellite TV
  • Dishwasher
  • Stove
  • Ceiling Fans
  • Air Conditioning
  • DVD Player
Suitability
  • Pet-friendly
  • Wheelchair access
  • Child-friendly
  • ?
  • ?
  • ?
  • Smoking allowed
  • Elder access
  • ?
  • ?
About this property
The striking view of the lush green mountainside and deep blue Caribbean Sea from the cliff side infinity swimming pool at Destiny Villa helps this luxury destination in Montego Bay earn its sterling name. The pristine decor and well chosen viewing angles instill guests with the feeling that they... View all property information
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