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Vacation rentals in Jamaica, Caribbean

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From
$1,283
Per Night
1 / 22
Ocho Rios
5 Bedrooms, 4 Bathrooms, Sleeps 10
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From
$13,709
Per Week
1 / 35
Montego Bay
6 Bedrooms, Sleeps 14
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From
$449
Per Night
1 / 58
Ocho Rios
2 Bedrooms, 2 Bathrooms, Sleeps 6
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$1,043
Per Night
1 / 17
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Duncans
7 Bedrooms, 8 Bathrooms, Sleeps 14
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  • Air Conditioning
  • Dishwasher
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Private Beach
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • Wheelchair access
  • Elder access
About this property
The largest of 3 villas owned by property manager Peggy Wall (Chin) is located approximately 35 minutes from Montego Bay. This luxurious villa is located in Silver Sands, a gated community, with a private beach and club house. This property is located on the north coast. 24 hour security. This... View all property information
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From
$1,450
Per Night
1 / 22
Montego Bay
5 Bedrooms, 7 Bathrooms, Sleeps 16
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  • Balcony
  • Grill
  • Gym
  • Hot Tub
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
About this property
Nestled on the golf course of the prestigious Rose Hall Estate this luxurious villa offers spectacular views of the turquoise waters of the Caribbean Sea and surrounding hills. The great house design of the villa preserves the historical framework of the Rose Hall property, one of the most... View all property information
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From
$1,203
Per Night
1 / 39
Ocho Rios
10 Bedrooms, 11 Bathrooms, Sleeps 20
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  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Pool
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
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About this property
Kai Kala villa in Ocho Rios is a resplendent tropical luxury destination set on a two acre property of lush Jamaican fruit trees and flowers set on a majestic cliff overlooking the sea. This veritable tropical hamlet is composed of four separate cottages—Kai Kala, Hideaway Cottage, Bamboo Cottage... View all property information
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From
$6,180
Per Week
1 / 20
Discovery Bay
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Internet Access
  • Pool
  • Waterfront
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
On its own sugary white sand beach lapped by the clear turquoise waters of Discovery Bay sits the charming home Sea Grapes. The translucent azure waters here are excellent for swimming and kayaking. Surrounding the swimming pool is a spacious grassy lawn, wonderful for children and games.... View all property information
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From
$106
Per Night
1 / 23
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Ocho Rios
1 Bedroom, 1 Bathroom, Sleeps 4
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
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  • Elder access
About this property
Location...Location...Location ..Fabulous spacious one bedroom beachfront apartment... Location is the key , no need for a car...everything is in walking distance...the crystal blue Caribbean sea can be viewed from your balcony..a trip to the shops take but 5 mins...The clubs are literally across... View all property information
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From
$1,751
Per Night
1 / 11
Montego Bay
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Heated Pool
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • Wheelchair access
  • Elder access
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About this property
Infinity is a spectacular recent addition to the Tryall Club family of villas in Montego Bay. Located at one of the top golfer’s paradises in the world, Infinity villa provides relaxation and refinement for the discerning traveler. Go ahead, take a swing! This tropical getaway will surely be one... View all property information
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From
$133
Per Night
1 / 13
Montego Bay
6 Bedrooms, 5 Bathrooms, Sleeps 12
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  • Air Conditioning
  • Balcony
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
'Soon Come' Villa has 6 air-conditioned bedrooms with Cable TV, private bathrooms and ceiling fan, Living Room with Stereo, Cable TV, DVD and CD players. High speed internet . Formal Dining Room, Kitchen, private swimming pool, sun porch accented with beautiful tropical flowers, landscaped with... View all property information
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From
$6,742
Per Week
1 / 20
3 Bedrooms, Sleeps 6
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Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • Wheelchair access
  • Elder access
  • ?
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About this property
Afterglow/ Mamiti Cove Villa is a wonderful tropical escape - waterfront villa with 3 bedrooms, nestled in lush tropical gardens, tended by a dedicated gardener at this charming beachfront villa. Walk down to the seaside gazebo, for a true escape - from here you can slip into the clear blue... View all property information
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From
$887
Per Night
1 / 18
Ocho Rios
5 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Internet Access
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Scotch on the Rocks (affectionately referred to as "Scotchie" is located on the lush and spectacular coast overlooking Sandy Bay in Ocho Rios. Set on a small rise, this oceanfront home is located between the Afterglow villa and the Sandals Royal Plantation near the fabulous Jamaica Inn Resort.View all property information
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From
$225
Per Night
1 / 24
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Montego Bay
2 Bedrooms, 3 Bathrooms, Sleeps 5
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Garden
  • Housekeeping...
  • Internet Access
  • Pool
  • Safe
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
About this property
It's always been our dream to have our own little spot in Jamaica. After a life time of travelling to this beautiful Island and introducing it's many wonders to others, we finally have a place to call our home away from home. Located in the lovely "Reading" area, just 20 minutes from the airport... View all property information
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From
$1,605
Per Night
1 / 23
Montego Bay
6 Bedrooms, 7 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Heated Pool
  • Housekeeping...
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
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About this property
Located high above the renowned Tryall Golf Course, Anticipation is an ideal spot for a Jamaican golf getaway. With a 180 degree panoramic view of the sea and the championship eighteen hole course, this villa is arguably one of the top leisure spots at Tryall Club. Tryall Club itself was ranked by... View all property information
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From
$112
Per Night
1 / 10
Treasure Beach
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Mountain Views
  • Waterfront
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
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About this property
This quaint little fisherman’s cottage offers everything you need. One bedroom, bathroom, kitchen/living/dining area, and the sea just a few steps away. Inquire about booking Heron's Reef now. $100 US per night for 1 – 2 persons. View all property information
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From
$1,459
Per Night
1 / 10
Montego Bay
7 Bedrooms, 8 Bathrooms, Sleeps 14
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Amenities & Details
  • Air Conditioning
  • Housekeeping...
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • Wheelchair access
  • Elder access
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About this property
Phoenix is a colossal, elegant seaside villa located at the famed Tryall Club in Montego Bay. A golfer’s paradise, Tryall Club has been ranked by Condé Nast as one of the top places to stay in the world. Steps from the first tee of an eighteen hole championship course, as well as the beach club and... View all property information
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From
$403
Per Night
1 / 20
Silver Sands
1 Bedroom, 1 Bathroom, Sleeps 2
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Grill
  • Hot Tub
  • Internet Access
  • Ocean Views
  • Washer
  • Wi-Fi
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • x
About this property
Queens Cottage is a 3 bedroom vacation rental that may be rented at a reduced rate as a 1, 2 or 3 bedroom holiday property. If you choose to rent fewer rooms than the property contains, the extra bedrooms will be closed off and no one else will share the villa with you. A holiday home on the... View all property information
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From
$657
Per Night
1 / 10
Runaway Bay
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Bay Watch is a new 5 bedroom beach front home located in Runaway Bay on Jamaica's beautiful North Coast. It is situated 100 feet of white sugary sands and only a 5 minute walk to the famous Breezes SuperClubs Hotel. The Breezes Championship Golf Course is located just a one minute drive from the... View all property information
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From
$1,525
Per Night
1 / 25
Discovery Bay
9 Bedrooms, 10 Bathrooms, Sleeps 18
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Sundown is an exquisite staffed home on a private white sand beach next to the turquoise waters of Discovery Bay. Interiors are beautifully decorated in rich fabrics on dark wicker and mahogany. Living and dining room floors are marble. Five bedrooms are in the Main House. The old two-bedroom Guest... View all property information
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From
$2,360
Per Week
1 / 24
Savanna La Mar
5 Bedrooms, 9 Bathrooms, Sleeps 12
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Amenities & Details
  • Balcony
  • Dryer
  • Internet Access
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
About this property
Want peace and quiet, still off the beaten path, the south coast of Jamaica is unhurried and unfettered. With tranquil crystal clear waters and fantastic sunsets, it boasts beaches to rival any other resort area in the world. The Fanta~Sea~ Villa is a newly built, 6400-square-foot, rental home... View all property information
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From
$449
Per Night
1 / 21
Runaway Bay
3 Bedrooms, 3 Bathrooms, Sleeps 6
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Amenities & Details
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Idle Hours is an attractive and comfortably furnished villa located on the beach in Runaway Bay. The interiors are furnished in cushioned wicker and open onto the verandah overlooking the beach and magnificent blue Caribbean. The home features three bedrooms with en-suite baths and is within... View all property information
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From
$481
Per Night
1 / 20
Montego Bay
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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... View all property information
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From
$2,116
Per Night
1 / 40
Montego Bay
10 Bedrooms, 6 Bathrooms, Sleeps 20
Details Reviews (1) Make Enquiry Similar Properties
Amenities & Details
  • Dishwasher
  • Dryer
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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
$721
Per Night
1 / 18
Ocho Rios
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Emerald Seas is set hillside on just over two acres of lush tropical grounds next to the sea. The home is located on the main North Coast Road and next to hotels. A spacious home, it offers 6,000 square feet of living space. The villa is built around an indoor rock garden through which the... View all property information
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From
$2,023
Per Night
1 / 34
Port Maria
5 Bedrooms, 5 Bathrooms, Sleeps 10
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  • Dishwasher
  • Dryer
  • Hot Tub
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
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About this property
Surrounded by 50 acres of landscaped lawn, fruit trees, and lush, untouched tropical forest, Bolt House is nestled on a hill overlooking Port Maria's beautiful blue harbor on the island of Jamaica. Augmenting this secluded five-bedroom private home, is a one-bedroom cottage at Goldeneye, where Bolt... View all property information
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From
$887
Per Night
1 / 18
Ocho Rios
5 Bedrooms, 6 Bathrooms, Sleeps 10
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Amenities & Details
  • Air Conditioning
  • Housekeeping...
  • Internet Access
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • ?
  • ?
About this property
Perched atop a cliff at the edge of the Caribbean Sea is Scotch on the Rocks, an endearing turquoise villa just minutes from the heart of Ocho Rios. Although the villa sits upon a rock, all of the private ocean swimming areas have cozy, shallow, sandy bottoms—perfect for children. Cool off in the... View all property information
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From
$140
Per Night
1 / 6
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Kingston
1 Bedroom, 1 Bathroom, Sleeps 2
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  • Air Conditioning
  • Balcony
  • Garden
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
About this property
The Bougainvillia Apartment is one of the most comfortable accommodations offered at The "Anchorage Bed And Breakfast" property. Set in the beautiful residential foothills on the outskirts of Kingston, Jamaica's commercial and cultural capital, this B & B is only be a ten minutes drive away from... View all property information
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From
$1,926
Per Night
1 / 30
Discovery Bay
6 Bedrooms, 7 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Housekeeping...
  • Pool
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • Wheelchair access
  • Elder access
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About this property
Keela Wee is a majestic villa that sits proudly atop its own cozy coral cove. Whether you are swimming in the crystal clear swimming pool, soaking in the bubbling Jacuzzi or frolicking in the turquoise sea, you may, from time to time, recall the rich history of this area. Indeed, it is rumored that... View all property information
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From
$4,944
Per Week
1 / 13
Montego Bay
3 Bedrooms, 3 Bathrooms, Sleeps 1
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Amenities & Details
  • Hot Tub
  • Safe
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Pinnacle is a charming three-bedroom villa with a superb location overlooking Tryall Club and the Caribbean Sea. The villa was recently renovated with an interest in balancing its Jamaican Old World elegance with modern decorating tastes and barefoot comfort. Pinnacle is a short walk from Tryall’s... View all property information
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From
$1,283
Per Night
1 / 30
Runaway Bay
6 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Perched above the Runaway Bay coastline with 180-degree Caribbean, lies a secret and secluded treasure, Hidden Bay Villa. Breathtakingly elegant, this grand new property combines the best of traditional Jamaican architecture with the utmost in modern luxuries. Its rich wooden arches and carved... View all property information
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From
$721
Per Night
1 / 28
Montego Bay
4 Bedrooms, 4 Bathrooms, Sleeps 8
Details Reviews (3) Make Enquiry Similar Properties
Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Internet Access
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • ?
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, and... View all property information
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From
$1,056
Per Night
1 / 50
Montego Bay
7 Bedrooms, 8 Bathrooms, Sleeps 14
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Amenities & Details
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • 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
$160
Per Night
1 / 13
Payment Protection
Montego Bay
4 Bedrooms, 5 Bathrooms, Sleeps 8
Bookings
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Amenities & Details
  • Air Conditioning
  • Balcony
  • Dryer
  • Garden
  • Grill
  • Housekeeping...
  • Internet Access
  • Private Outdoor...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
  • ?
  • Wheelchair access
  • Elder access
  • x
  • ?
About this property
Davelyn is a private resort villa situated just outside of Montego Bay, Jamaica, complete with the services of a cook, maid, and caretaker to handle the chores while pampering you with inimitable Jamaican hospitality. Each bedroom at Davelyn Villa has luxury bedding, an en-suite bathroom, air... View all property information
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From
$1,312
Per Night
1 / 12
Montego Bay
5 Bedrooms, 5 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Internet Access
  • Pool
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • ?
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  • Wheelchair access
  • Elder access
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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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From
$112
Per Night
1 / 37
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St. Ann's Bay
2 Bedrooms, 1 Bathroom, Sleeps 4
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  • Garden
  • Housekeeping...
  • Internet Access
  • Mountain Views
  • Private Beach
  • Satellite TV
  • Shared Outdoor Pool...
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • ?
  • Wheelchair access
  • Elder access
  • ?
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About this property
Gorgeous and affordable two bedroom property that can also be rented as a one bedroom property. The perfect getaway, we welcome families, groups of friends and all like-minded to our Oasis that is located in a private, quiet and very secure gated community which is situated on the scenic north... View all property information
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From
$281
Per Night
1 / 25
Negril
1 Bedroom, 1 Bathroom, Sleeps 4
Details Reviews (6) Make Enquiry Similar Properties
Amenities & Details
  • Air Conditioning
  • Balcony
  • Garden
  • Housekeeping...
  • Internet Access
  • Private Beach
  • Safe
  • 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
We also feature two special & elegant 1 bedroom verandah suite which has a romantic four-poster bamboo king-size bed with netting, a full kitchenette with a coffeemaker, blender, toaster, fridge, & 1 burner. The Veranda suites have an exotic outdoor shower as well as a lovely tile bathroom with... View all property information
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From
$1,359
Per Night
1 / 23
Montego Bay
4 Bedrooms, 4 Bathrooms, Sleeps 8
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
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About this property
Half Moon Royal Villas Janis @ TravelKeys.com Wed 11/19/2014 6:07 PM Inbox; Sent Items Janis Gibson Travel Keys Toll Free: 877.815.1242 Ext: 103 International: 404.815.1242 Ext: 103 www.travelkeys.com | www.villascaribe.com Janis @ TravelKeys.com Sun 10/26/2014 4:21 PM Inbox; Sent Items Janis... View all property information
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From
$8,025
Per Night
1 / 43
Ocho Rios
8 Bedrooms, 9 Bathrooms, Sleeps 16
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Amenities & Details
  • Air Conditioning
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Housekeeping...
  • Internet Access
  • Pool
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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
Fourteen acres of abundant tropical vegetation, fresh waterfalls and creeks greet you during the drive across the scenic meandering entryway to Rio Chico. The property comprises 2,000 feet of protected shoreline, two private white sand beaches and breathtaking panoramic views of the crystal... View all property information
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From
$1,751
Per Night
1 / 20
Montego Bay
5 Bedrooms, 5 Bathrooms, Sleeps 10
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  • Air Conditioning
  • Children's Pool
  • Housekeeping...
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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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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From
$1,686
Per Night
1 / 21
7 Bedrooms, 7 Bathrooms, Sleeps 14
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  • Dishwasher
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  • Grill
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  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
  • Elder access
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About this property
Xanadu is superior villa perched on top of Barnes Hill, commanding spectacular views of the green fairways and sparkling Caribbean Sea beyond. The villa is spacious and features tasteful interiors. An expansive living area has cathedral ceilings, a library, music area complete with Steinway grand... View all property information
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$44,948
Per Week
1 / 24
Hopewell
8 Bedrooms, Sleeps 18
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About this property
Haystack is one of the newest villas within the famous Tryall Club estate. With attention to detail in every room, this super deluxe villa offer the most comfortable bedrooms with wide open spaces, spectacular ocean views and cool tradewinds. An exquisite, superbly welcoming villa, Haystack... View all property information
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From
$4,495
Per Week
1 / 30
Montego Bay
5 Bedrooms, 6 Bathrooms, Sleeps 12
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  • Air Conditioning
  • Internet Access
  • Pool
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
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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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From
$1,283
Per Night
1 / 25
Ocho Rios
5 Bedrooms, 5 Bathrooms, Sleeps 10
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Hot Tub
  • Internet Access
  • Safe
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
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About this property
Four Winds is a charming villa located on several lush acres of private gardens, just ten minutes from Ocho Rios in the exclusive residential area of Old Fort Bay. Located directly on the sea with a sheltered lagoon, the villa is just a short walk to a nice beach. Built on two levels, the interiors... View all property information
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From
$2,247
Per Night
1 / 44
Montego Bay
6 Bedrooms, 14 Bathrooms, Sleeps 17
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  • Air Conditioning
  • Hot Tub
  • Internet Access
  • Pool
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
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About this property
This elegant retreat nestled in the prestigious Spring Farm gated community is the ideal setting for a large gathering. At 18,000 square feet it perfectly accommodates five couples, with additional bedding available for groups of up to 17 guests. Once you drive in through the palm tree-lined... View all property information
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From
$4,495
Per Week
1 / 7
Montego Bay
2 Bedrooms, 2 Bathrooms, Sleeps 4
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  • Pool
  • Satellite TV
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  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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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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$2,247
Per Night
1 / 31
Discovery Bay
7 Bedrooms, 8 Bathrooms, Sleeps 14
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  • Air Conditioning
  • Housekeeping...
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
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About this property
Named in reference to the colonial era, Fortlands Point villa resides at the site of the original military fortification leading into Discovery Bay. Indeed, the pronounced geography of the landscape sprawling around this magnificent estate remains a testament to the purpose of this once strategic... View all property information
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From
$393
Per Night
1 / 15
Montego Bay
4 Bedrooms, 4 Bathrooms, Sleeps 12
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Amenities & Details
  • Grill
  • Internet Access
  • Safe
  • Satellite TV
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
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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
$1,444
Per Night
1 / 20
Montego Bay
5 Bedrooms, 5 Bathrooms, Sleeps 12
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Amenities & Details
  • Air Conditioning
  • Dryer
  • Grill
  • Internet Access
  • Pool
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
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  • Wheelchair access
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About this property
Newly-built Allamanda Villa is one of our most family-friendly Jamaica villa rentals. Located 15 minutes from the lively town of Montego Bay on two acres of manicured grounds, this fully-staffed villa includes beach club membership at the exclusive Round Hill resort. Allamanda Villa offers the... View all property information
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From
$1,283
Per Night
1 / 16
Montego Bay
6 Bedrooms, 6 Bathrooms, Sleeps 12
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Amenities & Details
  • Dishwasher
  • Dryer
  • Grill
  • Satellite TV
  • Washer
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
  • x
  • Wheelchair access
  • Elder access
  • x
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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
$134
Per Night
1 / 13
Montego Bay
6 Bedrooms, 7 Bathrooms, Sleeps 16
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  • Air Conditioning
  • Balcony
  • Internet Access
  • Satellite TV
  • Water Views
Suitability
  • Pets allowed
  • Smoking allowed
  • Suitable for children
  • x
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  • Wheelchair access
  • Elder access
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About this property
6 Deluxe air conditioned en-suite rooms starting at only $119 US per room per night based on double occupancy! Additional person fee of $30/person/night in excess of 2 people per room You will receive breakfast each morning and WiFi, all complimentary!! Sugarmill B&B is located on ½ acre... View all property information
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