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$1,714

5 BR / 5 BA / Sleeps 10

Bouganvillea - Tryall Club - Jamaica vacation rentals
1 / 46

$1,714

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Bouganvillea - Tryall Club

5 BR / 5 BA / Sleeps 10 | Quick view

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Designed by one of Jamaica's best known architects, Bougainvillea House is built in classic Caribbean Georgian style but discreetly includes every 21st century luxury. It covers more than 8,000 square feet and sits in a panoramic location with 180 degree sea views. The main Veranda extends to more than 50 feet and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Books
  • Suitable for children
  • Suitable for the elderly - ask

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$730

4 BR / 4 BA / Sleeps 8

Beautiful Beachfront Villa with Private Pool - Jamaica vacation rentals
1 / 13

$730

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Beautiful Beachfront Villa with Private Pool

4 BR / 4 BA / Sleeps 8 | Quick view

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Welcome to Calypso Shores, a stunning fully staffed, waterfront villa with its own private beach and pool. Ten minutes from the airport in beautiful Montego Bay. Exclusive VIP service at the airport upon arrival. Located in a lovely gated community with round the clock security, tennis courts, work out facilities, and…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Clothes Dryer
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,071

11 BR / 11 BA / Sleeps 22

5 Reviews

$1,071

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Golden Clouds

11 BR / 11 BA / Sleeps 22 | Quick view
“ Excellent ” 5 Reviews

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Reviews

(5)

Golden Clouds is a luxurious, six acre gated estate located in the picturesque banana port village of Orcabessa, just a 15-minute drive from Ocho Rios. The villa sits directly above the sea overlooking its own palm fringed beach and the Caribbean Sea. Entrance is down a dramatic and long palm tree lined driveway. The …
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Books
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(5)

A fairy tale wedding and family vacation

Left on Dec 03, 2011 for a stay in November 2011

We stayed at Golden Clouds for one week and held our daughter''s wedding on the property. The service was excellent. The wedding in particular exceeded our expectations in every way.

The first morning of our visit we were greeted by a double rainbow over the sea and that set the scene for our experience of this magical place. The property is absolutely gorgeous and well kept. Stunning sea …

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$615

4 BR / 4 BA / Sleeps 8

4 Bedroom Villa with Large Veranda in Discovery Bay - Jamaica vacation rentals
1 / 16

$615

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4 Bedroom Villa with Large Veranda in Discovery Bay

4 BR / 4 BA / Sleeps 8 | Quick view

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Located on a private waterfront acre, Sea Haven is a traditional West Indian cottage dressed in charming periwinkle blue. It sits directly on the edge of beautiful Discovery Bay. The living room is sunshine yellow with a vaulted ceiling painted to match the sky. Antiques include a 200 year old rocker made of twigs. …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$325

4 BR / 4 BA / Sleeps 8

1 Reviews

$325

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Windjammer - Silver Sands

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Windjammer is a very luxurious and spacious 4 bedroom, 4 bathroom home, located just a two minute walk from the sea at Silver Sands, on Jamaica's fabulous North Coast. This gorgeous villa has all the amenities you desire for that dream vacation. There is a large breezy front verandah providing lovely sea views. The …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

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Reviews

(1)

Finally - My Home Away From Home!!!

Left on Jul 17, 2012 for a stay in July 2012

I booked our stay from MySilversands.com

I have stayed at several properties at Silver Sands and have really enjoyed myself with every staff that we've had but Windjammer took service for a large group to another level. They really made us feel at home. I cannot thank Ms. Eileen, Ms. Cassie and our Chef Ricardo enough. They provided top notch service. We cannot wait to get back. Thank you for …

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$707

6 BR / 7 BA / Sleeps 15

2 Reviews

$707

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Pimento Hill

6 BR / 7 BA / Sleeps 15 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Pimento Hill is a beautiful home with a legendary history. The home overlooks the Caribbean Sea and is conveniently located just a five minute drive from the exclusive Round Hill Resort where guests enjoy complementary beach membership. The villa was originally built in the late 1950's for the French Count and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

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(2)

Be prepared to be spoiled in a luxurious setting

Left on Jun 09, 2013 for a stay in May 2013

Pimento Hill House Villa is most definitely a hidden treasure, the Jamaican staff went above and beyond to make our stay wonderfull. Take the 6 acre grounds tour and taste a fresh mango ripe off the tree or climb the giant coconut palm in the front yard (how cool). The view from the main house veranda is spectacular, we had every meal served outdoors with fresh picked flowers from the property. …

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$928

5 BR / 5 BA / Sleeps 10

8 Reviews

$928

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Ocean view Nutmeg South- near beach & 3 golf courses, pool, full staff

5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 8 Reviews

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Reviews

(8)

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 flowers, oranges, limes, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Books
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(8)

Our Stay at Nutmeg South

Left on May 07, 2010 for a stay in January 2010

So accommodating and personal in the approach, going the distance to meet specific needs. All questions answered promptly and thoroughly. We would definitely use LR again and again.

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$500

4 BR / 4 BA / Sleeps 8

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$500

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Windsong

4 BR / 4 BA / Sleeps 8 | Quick view

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Windsong is an exquisite and very private home just minutes from Round Hill. Designed by noted architect Kasimir Coribut, the site benefits from spectacular views day and night and the most favorable tradewinds. The east view captures the sunrise and Montego Bay ... the west view is an equally lovely vista of Round …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,214

6 BR / 6 BA / Sleeps 12

17 Reviews

$1,214

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Beachfront Sweet Spot- adjacent to golf course with pool & full staff

6 BR / 6 BA / Sleeps 12 | Quick view
“ Excellent ” 17 Reviews

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Reviews

(17)

Walk across the perfectly manicured, expansive lawn on your way to your own pristine white sand beach. Just a stone’s throw away from Breezes Golf Pro Shop, enjoy the unlimited complimentary access to the greens that is included with your stay at Sweet Spot. Unwind in this 6,000 square foot house that features …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Fitness Room
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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Reviews

(17)

Our Stay at Sweet Spot

Left on Jul 26, 2010 for a stay in June 2010

It was a great vacation. Our families were able to offer our two graduating son\'s a vacation of a lifetime at an amazing resort. Almost every day I found myself living in a postcard world. Everything was amazing; From Donnie\'s drinks and professional serving demeanor to Rose\'s amazing Jamaican cuisine. Rudolph (our driver) was outstanding and provided us safe and relaxing travel to and from …

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$680

6 BR / 6 BA / Sleeps 12

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$680

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Serendipity with pool, full staff and 180º sea views & of Half Moon Golf Course

6 BR / 6 BA / Sleeps 12 | Quick view

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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 Bay, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,500

6 BR / 6 BA / Sleeps 12

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$1,500

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None VL TRB

6 BR / 6 BA / Sleeps 12 | Quick view

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Villa VL TRB is a stunning 4,800-square-foot beachfront home on a sweeping acre of soft, beautifully landscaped lawn with a stone walkway that leads through the lush garden to the beach. 100 yards offshore is Holden's Reef, a continuation of the barrier reef complex that fronts much of Jamaica's north coast. This live…
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • Outdoor Dining Area
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$585

5 BR / 5 BA / Sleeps 10

1 Reviews

$585

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Bay Watch

5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

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 villa. <br /><…
  • Dishwasher
  • Microwave
  • Television
  • DVD Player
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

What more could I ask for?

Left on Mar 20, 2013 for a stay in March 2005

I have been to Jamaica before and stayed in Ocho Rios and Montego Bay and I have always enjoyed myself. However, words cannot adequately express the feelings I had (and still have) regarding my stay at Bay Watch.Upon our arrival, we walked through the house ohhhing and ahhing. But it wasn\'t until I saw the beach, that I was in heaven. The house was airy and comfortable, the beds were comfortable…

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$928

5 BR / 6 BA / Sleeps 10

1 / 16

$928

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Lime Acre

5 BR / 6 BA / Sleeps 10 | Quick view

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Lime Acre is a beautiful and unique 3 bedroom, 3.5 bathroom beachfront villa with separate 2 bedroom cottage located in Whitehouse on Jamaica's tranquil south coast. The villa is about 1 mile to the new Sandals Whitehouse resort. Built in the 1920's as the residence of a lime plantation owner the villa sits on …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask

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$2,000

7 BR / 8 BA / Sleeps 14

10 Reviews

$2,000

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Fortlands Point on Discovery Bay - Find Traditional Jamaica here

7 BR / 8 BA / Sleeps 14 | Quick view
“ Excellent ” 10 Reviews

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Reviews

(10)

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 vantage point. Today…
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Patio
  • Fitness Room
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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(10)

Our Stay at Fortlands Point on Discovery Bay

Left on May 25, 2010 for a stay in April 2009

Repeat Costumer, awesome service.

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$643

5 BR / 5 BA / Sleeps 16

1 / 26

$643

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Five-person staff, elegant rooms, prime location

5 BR / 5 BA / Sleeps 16 | Quick view

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Whereas Jamaica is a vacationer's Caribbean paradise, Ocho Rios offers you the best of what the Jamaican holiday has in store for you. Just a 1-hour-and-15-minute drive from the nearby Montego Bay airport our Ocho Rios villa is situated among towering palm trees and soft sands while the typical Caribbean breeze …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,858

6 BR / 7 BA / Sleeps 14

1 / 30

$1,858

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Comfortable 6 Bedroom Villa in Discovery Bay

6 BR / 7 BA / Sleeps 14 | Quick view

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Onsite staff includes butlers, cook, housekeepers, gardener and laundress. Air conditioned gym (Bowflex, treadmill, stairmaster), spa and outdoor shower. Apple television. Free phone calls to the United States, Canada and land lines in the United Kingdom. Makana is one of the most glamorous private villas on the…
  • Waterfront
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,285

5 BR / 6 BA / Sleeps 10

2 Reviews

$1,285

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Sugar Bay - Jamaica

5 BR / 6 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Sugar Bay is located on a perfect crescent of sugar, white sand at the lapping shores of tranquil Discovery Bay. It is a stunning haven of luxury and style.<br /><br />The interiors are defined by elegant custom-designed furniture, color washed walls and fascinating objects of art from Jamaican the …
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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(2)

Sugar Bay

Left on Mar 20, 2013 for a stay in May 2007

I have been to Sugar Bay twice with my all girls tennis and bridge group. Sugar Bay is a gorgeous, upscale villa where you feel right at home! Reds, the wonderful houseman, is a delight and makes sure you have everything you need. The cook is fabulous and makes all sorts of delicious meals! The bedrooms are gorgeous and everyone slept like a baby! Peaches and the rest of the house staff keep the …

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$571

8 BR / 8 BA / Sleeps 16

2 Reviews

$571

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Coral Cove Estate

8 BR / 8 BA / Sleeps 16 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Coral Cove Estate consists of Coral Cove Villa & Coral Cove Cottage; Descriptions of both properties are noted below.<br /><br /><br />Coral Cove Villa is a delightful beach front property located in the exclusive Fortlands Road section of Discovery Bay. The newly renovated and expanded villa (2009) …
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Microwave
  • Satellite or cable TV
  • Suitable for children
  • Suitable for the elderly - ask

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(2)

Absolutely Beautiful!

Left on Aug 25, 2011 for a stay in August 2011

We just returned from Coral Cove on Aug 20th. We rented the larger home. This house was perfect for our extended family. The pool, beach, and landscaping were awesome. The staff at the house was wonderfully attentive. The staff Kevin, Devon, Penny, Louise, Paul and Norma made our vacation a truly enjoyable. Thank you all. I would recommend this house whole heartly.

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$629

4 BR / 4 BA / Sleeps 8

2 Reviews

$629

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Mai Tai

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Mai Tai is one of the newset villas in the Silver Sands resort. This beautiful and spacious 4 bedroom, 4 bathroom home sits on a prime waterfront location with a small beach and is just a few hundred yards fron the main Silver Sands, on Jamaica's fabulous North Coast. Enjoy the beautiful Caribbean Sea views from …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

Details

Reviews

(2)

A delightful relaxing vacation in style and comfort with friendly staff and excellent service and am

Left on Nov 24, 2014 for a stay in October 2014

Our family of 6 spent a week at Mai Tai Villas in Silver Sands to celebrate one of my sister's significant milestone. The villa certainly met our expectations and was a splendid mix of tasteful modern amenities and subtle charm. Being on the beach made it that more special and it was just so refreshing to be able to laze on the beach lawn or at the salt water pool.

We were spoiled by the …

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$1,285

5 BR / 5 BA / Sleeps 10

6 Reviews

$1,285

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Private Beachfront Sugar Bay on Discovery Bay with pool/spa, tennis court & full staff

5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

Enjoy the sweet and stylish surroundings at Sugar Bay. Completed in 1995, this villa was designed to emulate the architecture of an archetypal Jamaican villa. The quality of the construction materials speak volumes about the care and workmanship put into building this estate. Close to the Green Grotto Caves and Dunn…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Outdoor Dining Area
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(6)

Our Stay at Sugar Bay on Discovery Bay

Left on Jun 03, 2010 for a stay in November 2008

Villa and staff were the best ever. Jamaica did not have the caliber of snorkeling we like but other than that it was ok.

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$790

5 BR / 5 BA / Sleeps 12

1 / 22

$790

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5 Bedroom Villa overlooking the Caribbean Sea in Ocho Rios

5 BR / 5 BA / Sleeps 12 | Quick view

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SCOTCH ON THE ROCKS is a charming turquoise villa overlooking the Caribbean Sea. Its ideal location is a privately-nestled cove between two of Jamaica's most prestigious hotels: Royal Plantation five star boutique hotel and the legendary Jamaica Inn. While completely private, Scotch on the Rocks is just minutes from …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,000

4 BR / 4 BA / Sleeps 12

2 Reviews

$1,000

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Seven Seas

4 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Seven Seas has been completely renovated in early '2010. The villa is situated on a gorgeous stretch of beach in Mamee Bay 3 acres of lush grounds with over 200 coconut palms. <br /> <br />The Great Room and dining rooms are access through pocket doors that disappear completely into side walls and open …
  • Hot Tub/Jacuzzi
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask

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(2)

Time of our lives!

Left on Mar 20, 2013 for a stay in February 2006

My friends and I have just returned from a marvelous vacation to the Seven Seas villa in Jamaica. The first thing you notice upon arriving at the villa is the view, it is breathtaking and can be enjoyed from almost every part of the villa. The pool outside was enjoyed by all of us and we were in shock when we saw the gate opened right onto the beach. It was like something out of a movie! As if …

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$572

5 BR / 5 BA / Sleeps 10

2 Reviews

$572

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Coral Cove Villa on the Beach

5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

A recent renovation has created a second floor, fifth bedroom and updated interiors ~ all without compromising this villa's comfy put-your-feet-up signature. The feeling is an at-home, informal, relaxed lifestyle. Additional amenities include: poolside shower, golf available, golf on site or nearby, available for …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(2)

Amazing

Left on Jun 15, 2013 for a stay in June 2012

We cannot wait to come back! This was the most amazing vacation. The staff were like family and made our stay so pleasant and memorable. The food was fantastic! The home was amazing and the beach was beautiful!

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$2,670

5 BR / 5 BA / Sleeps 14

1 / 11

$2,670

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5 Bedroom Villa with Private Pool & Veranda in Round Hill

5 BR / 5 BA / Sleeps 14 | Quick view

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A perfect villa setting, excellent for entertaining with its private bar/dining room area. The five suites/bedrooms each feature sprawling veranda and living room areas. The other three suites are on one level separated by living room spaces. This villa is beautifully furnished and features genuine Jamaican mahogany …
  • Hot Tub/Jacuzzi
  • Balcony or terrace
  • Fitness Room
  • Books
  • Garden
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$714

7 BR / 7 BA / Sleeps 14

1 / 17

$714

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Cary Island

7 BR / 7 BA / Sleeps 14 | Quick view

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Located 1 ½ hours from Montego Bay, this 1930’s Tudor house is the holiday escape that is totally spoilt, relaxing and unique. This quintessential historical abode is equipped with modern day amenities.<br /><br />The main house has four wonderfully furnished and air-conditioned bedrooms, with…
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Parking
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

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$472

5 BR / 4 BA / Sleeps 10

1 / 26

$472

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Culloden Cove

5 BR / 4 BA / Sleeps 10 | Quick view

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Culloden Cove is a remarkably private and authentic Jamaican country house on the beautiful South Coast of Jamaica about 75 minutes from the Montego Bay airport. It is located near the fishing village of Whitehouse. The newly-refurbished property can sleep up to 10 in a 3 bedroom main house and 2 bedroom cottage. …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Patio
  • Safe
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,284

5 BR / 6 BA / Sleeps 13

1 / 26

$1,284

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Knockando

5 BR / 6 BA / Sleeps 13 | Quick view

Details

Knockando is the former home of the visionary John Pringle who dreamed over fifty years ago of turning it in a spectacular property into a luxurious retreat he later named Round Hill. The origin of the name "Knockando" is a Gaelic term which refers to the distillery in Scotland which is renowned as the home of the …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$550

4 BR / 4 BA / Sleeps 7

1 / 32

$550

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Spanish Cove

4 BR / 4 BA / Sleeps 7 | Quick view

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Spanish Cove is nestled on a delightful stretch of beach in the historic resort village of Runaway Bay - so named after the fleeing Spaniards. A two-story villa, the casual interiors are done in brightly colored tropical fabrics. Of special note is the large furnished verandah overlooking the beach and ocean - a …
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Grill
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

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$928

5 BR / 6 BA / Sleeps 10

11 Reviews

$928

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Elegant British Colonial estate, Lime Acre boasts a private beach, pool & full staff

5 BR / 6 BA / Sleeps 10 | Quick view
“ Excellent ” 11 Reviews

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Reviews

(11)

Step across the threshold of Lime Acre villa and enter the Jamaica of long ago. Set on the islands largely untouched South Coast, famed for its wild natural beauty and preserved local charms, Lime Acre lies near the fishing village Whitehouse. The old estate house of a former lime plantation, the villa has been …
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

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(11)

Left on Aug 03, 2013 for a stay in August 2013

- Deena K., West Virginia, USA

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$1,178

6 BR / 7 BA / Sleeps 14

6 Reviews

$1,178

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Bambu Villa

6 BR / 7 BA / Sleeps 14 | Quick view
“ Excellent ” 6 Reviews

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Reviews

(6)

Bambu Villa, a Montego Bay luxury property, is located at Tamarind Hill on the lush west side of Montego Bay. Bambu is located approximately nine miles west of Montego Bay International Airport. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant hotel and five miles …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(6)

A beautiful home w/ a top notch staff!

Left on Jul 23, 2013 for a stay in November 2012

My husband and I lead very hectic lives, and we needed a convenient place for a quick, relaxing get away. The moment we arrived at Bambu House and were greeted by the warm friendly staff, we began to relax. Every need was met from the dry martini's in the afternoon to the fresh juice and traditional breakfast in the morning. We were made to feel right at home with an attentive but non-intrusive …

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$1,858

6 BR / 7 BA / Sleeps 12

1 Reviews

$1,858

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Makana on the Beach

6 BR / 7 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

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Reviews

(1)

Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay. The site itself is remarkable: a spacious villa with private tennis court and swimming pool on a sugary white sand beach bordering translucent swimming and kayaking water. Additional amenities include: …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(1)

Beautiful home, excellent staff and perfect setting for a wonder

Left on Jun 27, 2013 for a stay in March 2013

From the moment we arrived in Jamaica and were greeted by our driver for our ride to the villa to the moment we were driven back to our departing planes it was evident that all details were taken care of so as to insure us a wonderful vacation. It is hard to single out one staff member who was the "best"- all were excellent at their jobs. They were friendly and accomodating.
The home and its …

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$1,285

5 BR / 6 BA / Sleeps 13

2 Reviews

$1,285

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Knockando on Round Hill

5 BR / 6 BA / Sleeps 13 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill. He sat upon the hill, gazed over the deep blue sea and selected the site for his own home, the genesis of what was to become a renowned resort for …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

Details

Reviews

(2)

Knockando villa is delightful with a spectacular view and a warm

Left on Jun 14, 2013 for a stay in January 2013

This was our 10th stay in Linda Smith's villas and 5th time at Knockando which is our favorite. Trip #11 is already reserved at Knockando in 2014. The view is magnificent down the coastline and changes as the sun moves across the sky each day. The villa is perfect for our group of 8 women with lots of spots to gather or just relax and read a book. And the Staff!!! They're the best!! After 5 …

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$2,200

7 BR / 8 BA / Sleeps 14

1 / 13

$2,200

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Phoenix

7 BR / 8 BA / Sleeps 14 | Quick view

Details

Phoenix is a private, luxury, fully staffed villa located directly on the Caribbean Sea in Jamaica, West Indies. Located in Sandy Bay, Phoenix is part of the exclusive Tryall Club, giving guests all the amnesties of a First Class Resort, while offering the privacy and spaciousness of a personal residence. With a …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$572

4 BR / 4 BA / Sleeps 8

1 / 15

$572

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None VL SHB

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Located on a private waterfront acre, VL SHB is a traditional West Indian cottage dressed in charming periwinkle blue. It sits directly on the edge of beautiful Discovery Bay. The living room is sunshine yellow with a vaulted ceiling painted to match the sky. Antiques include a 200-year-old rocker made of twigs. …
  • Internet Access
  • Patio
  • Satellite or cable TV
  • DVD Player
  • Stereo or CD player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,000

7 BR / 7 BA / Sleeps 14

1 / 38

$2,000

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Whispering Waters

7 BR / 7 BA / Sleeps 14 | Quick view

Details

Located on the Discovery Bay, sits this magnificent 7 bedroom home-the ultimate in comfort and luxury. Set on its own large and completely private white sand beach cove, Whispering Waters is an elegant, 12000 square foot, two story home with seven air-conditioned bedrooms with en-suite baths that is beautifully …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Fitness Room
  • Grill
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$2,598

7 BR / 8 BA / Sleeps 14

1 / 33

$2,598

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Seaclusion on the Sea at the Tryall Club

7 BR / 8 BA / Sleeps 14 | Quick view

Details

If the only sounds you want to hear while you’re on vacation are the birds, wind and the sea, come to Seaclusion. Completed in February 2015, Seaclusion is one of the newest and most distinctive villas in the posh Tryall Club. Perhaps the most astonishing feature is the oxymoron of Seaclusion’s prize location in…
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$2,142

6 BR / 8 BA / Sleeps 12

1 Reviews

$2,142

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Villa Viviana - Tryall Club

6 BR / 8 BA / Sleeps 12 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

A most serene and enchanting location, Viviana is the ideal place to re-discover the secret to falling in love with nature and with life. This beautiful villa offers the finest balance of sophisticated luxury and private comfort, elegant and cozy, majestic and inviting. From the entrance gardens trimmed with pink and …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Great Vacation Spot for Family and Friends!

Left on Jul 20, 2013 for a stay in June 2013

This was our third stay at Tryall. The first time was 10 years ago when we got married. The second time was 7 years ago when we went back to celebrate my sister's 40th Birthday. This time we went back to celebrate my 40th birthday and our 10th year wedding anniversary. We travelled with my two kids, a four year old and a 2 1/2 year old. My god children (6 1/2 year old and 4 year old) and their …

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$1,883

10 BR / 6 BA / Sleeps 20

12 Reviews

$1,883

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Silent Waters Villa - Private Luxury Villa

10 BR / 6 BA / Sleeps 20 | Quick view
“ Excellent ” 12 Reviews

Details

Reviews

(12)

Winner of the Caribbean Travel & Living Awards "Best Luxury Villa of the Year" for 2004 - 2012! Silent Waters Villa is a superb location for a family reunion, corporate retreat, destination wedding (seating 54 guests) or just a small group of friends seeking a most unusual holiday experience. Nestled in the hills of …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(12)

Fantasic experince - can't wait to go back

Left on Jul 16, 2011 for a stay in April 2011

Breath takng views overlooking Montego Bay; 5 star accomodations, 5 star service and 5 star dining. Have gone there numerous times, can't wait to go back. Highly recommended.

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$790

5 BR / 5 BA / Sleeps 10

1 / 22

$790

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Scotch on the Rocks

5 BR / 5 BA / Sleeps 10 | Quick view

Details

SCOTCH ON THE ROCKS is a charming turquoise villa overlooking the Caribbean Sea. Its ideal location is a privately-nestled cove between two of Jamaica’s most prestigious hotels: Royal Plantation 5-star boutique hotel and the legendary Jamaica Inn. While completely private, Scotch on the Rocks is just minutes from …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$725

4 BR / 4 BA / Sleeps 12

3 Reviews

$725

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Chateau en exotica, Port Antonio SPECIAL OFFER!!!!

4 BR / 4 BA / Sleeps 12 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

FOR A LIMITED TIME! COMPLIMENTARY ARRIVAL DINNER AND BREAKFAST FOR UP TO 8 GUESTS? PRIVATE 5 ACRE LUXURY STAFFED ESTATE WITH BEAUTIFUL OCEAN AND MOUNTAIN VIEWS- CONSISTING OF 4 BEDROOMS, 4 BATHROOMS ,OPEN AIR CONCEPT, GORGEOUS COURTYARD WITH JACCUZI, SWIMMING POOL FREE WIFI, OVERSEAS CALLS Jamaica villa rental …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(3)

Paradise Found

Left on May 01, 2010 for a stay in March 2010

The first time I traveled to the Chateau was in 1995 for my honeymoon. Since then I have returned four times. There was no internet then, and only a few pictures provided via snail mail. We were so suprised at the wonder of the Chateau and surrounding area.

Getting to the Chateau is the biggest challenge best to fly into Kingston and rent a car and driver. The driver will get you there safetly …

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$220

5 BR / 7 BA / Sleeps 10

1 Reviews

$220

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Jamholidays Vacation Home near Ocho Rios

5 BR / 7 BA / Sleeps 10 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

Enjoy Jamaica for less in a peaceful environment, but close to the action when you want it... Family-friendly and ideal for groups who need a much-needed relaxation and getaway. This beautiful 6,000 sq ft., fully-furnished 5 bedroom 6.5 bathroom property is located in the cool hills of Three Hills, St. Mary, just 15 …
  • Mountain Views
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - over five
  • Suitable for the elderly - ask

Details

Reviews

(1)

Awsome!

Left on Mar 17, 2014 for a stay in January 2014

My family and I stayed at the Jamholidays Vacation Home for 8 day. We had wonderful time. The staff was very helpful. I would recommend to friends and family. I will definately visit again.

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$1,558

5 BR / 5 BA / Sleeps 10

1 Reviews

$1,558

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Bougainvillea at Tryall has private verandas with sea view, pool and housekeeper

5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

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 pièce de résistance…
  • Shared outdoor pool (unheated)
  • Housekeeping Optional
  • A/C or climate control
  • Patio
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Perfect place for a family get away

Left on Mar 01, 2012 for a stay in February 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. Outdoor showers are awesome. Views from the pool, living areas, and bedrooms are amazing. Food is great. Sherry Ann, the chef, provided a variety of meals, all very good, with impressive presentation. Ruel, the …

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$1,500

6 BR / 6 BA / Sleeps 12

1 / 10

$1,500

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San Bar

6 BR / 6 BA / Sleeps 12 | Quick view

Details

In this luxurious villa located in Jamaica's world-renowned Port Antonio, you'll never want to leave. This luxurious 6 bedroom villa sleeps a total of 8 adults and 6 children. Relax in exotic comfort & style. Sun tan on the beautiful deck, dine in our gorgeous dining room, or on the balcony. Swim in our plunging pool …
  • Waterfront
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$685

4 BR / 5 BA / Sleeps 10

1 Reviews

$685

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Sleepy Shallows

4 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Located on Bengal beach in Rio Bueno, approximately 50 minutes from Montego Bay, Sleepy Shallows is a spacious and lovely family vacation home. The white sand beach runs the entire length of the property and offers easy access into the water for both adults and small children. The large open plan downstairs features …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Fantastic

Left on Jan 31, 2012 for a stay in January 2012

Chef...excellent, every meal was finger licking good.

Staff...very attentive, top class service.

House very relaxed and comfortable.

Beach - big and beautiful.

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$1,072

4 BR / 5 BA / Sleeps 8

1 / 12

$1,072

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Bonne Amie

4 BR / 5 BA / Sleeps 8 | Quick view

Details

Bonne Amie is an exquisite 4-bedroom waterfront villa located directly on the water at San San, close to the town of Port Antonio. This beautiful villa offers the ultimate in casual luxury and professional service. Built right at the water's edge, Bonne Amie is the perfect setting for those seeking privacy and …
  • Waterfront
  • Ocean or water views
  • A/C or climate control
  • Patio
  • Safe
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$315

4 BR / 3 BA / Sleeps 8

1 / 17

$315

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Blue Marlin

4 BR / 3 BA / Sleeps 8 | Quick view

Details

Blue Marlin Villa, is a charming 4 bedroom, 3 bathroom seaside cottage located on Jamaica's quiet South Coast in the beautiful Treasure Beach area. The house was built by the father of the current owners as a tranquil family get-away by the sea. In recent years it has developed a loyal group of repeat guests who keep …
  • Waterfront
  • Ocean or water views
  • Patio
  • Microwave
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$980

8 BR / 9 BA / Sleeps 18

1 / 9

$980

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Jamaica Villa

8 BR / 9 BA / Sleeps 18 | Quick view

Details

Villa L'Horizon invites you to experience the Caribbean vacation of a lifetime whether with family and friends, Business incentive related, Romantic wedding or reunion. Villa L'horizon was designed and built with you in mind, providing Luxury, privacy and security without loosing that homely feeling. Situated on …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,286

6 BR / 6 BA / Sleeps 12

13 Reviews

$1,286

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Sea Island Villa/Tennis Court/5-Star Staff

6 BR / 6 BA / Sleeps 12 | Quick view
“ Excellent ” 13 Reviews

Details

Reviews

(13)

Sea Island is a fully-staffed luxury villa situated in Jamaica's beautiful Montego Bay. With over seven private acres and sweeping views of the Carribean Sea, this 6,000 square-foot, 6-bedroom (each with en-suite bathrooms) home is the perfect place to create memories to last a lifetime. Your culinary- trained chef…
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(13)

Luxe comfort, with privacy - everything you need in one place.

Left on Nov 05, 2014 for a stay in January 2012

This gorgeous home has everything you need: amenities, a fabulous pool, tennis courts and top notch, friendly service. We went into town a few times, but I would have been happy to stay put. Sea breezes and the smell of the ocean immediately relax you, and the staff is incredibly attentive without being too 'present.' It was one of the most rejuvenating trips I ever took. We went as a couple…

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$683

4 BR / 4 BA / Sleeps 8

5 Reviews

$683

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Frangipani - Jamaica

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 5 Reviews

Details

Reviews

(5)

Frangipani is a deluxe home overlooking the crystal clear waters of the Caribbean. Nestled into a lush tropical hillside, the home offers outstanding views of the ocean. Beautifully furnished, the interiors feature tiled floors, comfortable and tasteful upholstered pieces and bright tropical colors. A spacious living …
  • Internet Access
  • Grill
  • Dishwasher
  • Microwave
  • Satellite or cable TV
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(5)

Service Beyond Expectations

Left on Sep 05, 2011 for a stay in September 2011

On September 1, 2011 seven of us landed on the island of Jamaica. We went directly to Frangipani Villa. As our driver entered the driveway, the first thing we saw was the open great room with the view of the Caribbean Sea! The view was breathtaking. As soon as the van stopped the staff was there to greet us. The greeting was special, it was as if they were welcoming their relatives home. They…

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$500

4 BR / 4 BA / Sleeps 8

1 / 43

$500

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Terra Nova

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Located oceanfront, Terra Nova is an older, comfortable family home. The living areas are spacious and there is a large covered verandah overlooking the large, private seaside pool. The villa has four large bedrooms and four baths. The master bedroom is quite private and offers spectacular views of the Caribbean Sea, …
  • Waterfront
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Television
  • Ceiling Fans
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask
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