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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

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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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$1,559

6 BR / 8 BA / Sleeps 14

Rose Cottage at the Tryall Club - Bluefields vacation rentals
1 / 21

$1,559

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Rose Cottage at the Tryall Club

6 BR / 8 BA / Sleeps 14 | Quick view

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Rose Cottage is a large and lavish new home with glorious views of the lush Jamaican mountains and the deep blue Caribbean Sea. Its design is a stylish blend of Jamaican, Asian and European elements with an emphasis on extraordinary comfort. Additional amenities include: ping pong table, piano, snorkel gear, golf on …
  • Heated Pool
  • 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

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$2,116

4 BR / 4 BA / Sleeps 5

Excellent 4 Bedroom Villa in Round Hill - Bluefields vacation rentals
1 / 24

$2,116

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Excellent 4 Bedroom Villa in Round Hill

4 BR / 4 BA / Sleeps 5 | Quick view

Details

Cottage # 17 is a stunning four bedroom villa with beautiful furnishings and a nautical theme throughout. This villa is perfect for your family gathering and a impressive setting. One king four poster bed, one suite with two queen-size beds and two rooms downstairs with queen beds. Luxury Villas are the most …
  • 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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$472

5 BR / 4 BA / Sleeps 10

Culloden Cove - Bluefields vacation rentals
1 / 26

$472

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Culloden Cove

5 BR / 4 BA / Sleeps 10 | Quick view

Details

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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$2,200

7 BR / 8 BA / Sleeps 14

Phoenix - Bluefields vacation rentals
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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$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

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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

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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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$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

Reviews

(11)

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

- Deena K., West Virginia, USA

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$60

1 BR / 1 BA / Sleeps 2

3 Reviews

$60

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Good Hope Retreat

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Welcome to Good Hope Retreat Over looking ocean Good Hope Retreat is a private artists retreat now open to the public. It consists of three extraordinary hand-crafted wood, island cabin-style houses on an estate of four acres, situated majestically in the high Mountains of Westmoreland, Jamaica. Our retreat is off-…
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Deck
  • Books
  • Smoking allowed
  • Suitable for the elderly - ask

Details

Reviews

(3)

Exactly the Jamaican Experience I was looking for

Left on Feb 28, 2011 for a stay in January 2011

I have stayed at Good Hope Retreat a few times and each and every time is wonderful. From the minute I was picked up at the airport, I was treated with genuine, fun, respectful, informative Jamaican hospitality. The grounds are lush with flowers and fruits. The views are beyond spectacular. The food is exquisitely prepared, very tasty, and so unique. I have also brought my children (all ages…

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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

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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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$500

5 BR / 5 BA / Sleeps 10

2 Reviews

$500

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Jupiter Villa

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

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Reviews

(2)

Jupiter is a fun, comfortable, safe, colorful, 5 bedroom vacation getaway with a great staff. You will enjoy the spectacular view of the ocean, the ship port, Montego Bay Yacht Club. the hills, and Montego Bay from the bedrooms, the dining room, roof, pool, and hot tub. This lovely villa has 2 bedrooms, a full bath, a…
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(2)

Vickie saved us and our vacation!

Left on Mar 16, 2014 for a stay in March 2014

As my partner and I were on the pier of Montego Bay watching our cruise ship (Carnival...horrible, horrible horrible) sail away without us, you could only imagine the sinking feeling we had. Thank god we had our passports but all of our luggage, medication, and toiletries were on the ship. We had no where to stay, no way to contact Carnival, and no clue what to do next.

Thank god I had heard…

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$461

4 BR / 4 BA / Sleeps 8

7 Reviews

$461

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4 Bedroom Luxury Villa at Jamaica's Tryall Club

4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 7 Reviews

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Reviews

(7)

This island retreat in Jamaica comes with your own private pool and staff. Just step outside the living room of the Seafore Villa at the Tryall Club,(Jamaica's premier golf and tennis club), and take a cool afternoon plunge in the bright Caribbean sunshine. Steps away from the 16th hole, Seafore Villa is optimally …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Pet friendly
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(7)

Best Vacation

Left on Feb 14, 2013 for a stay in April 2011

This house is absolutely above and beyond! The chefs are incredible and prepare the most delicious meals ever. The house is a perfect layout, with private rooms on different sides of the house, but with the pool and wraparound layout to provide for a great central hangout spot. The private club where it is located is very posh, and has tennis courts, a gold course, and tons of additional …

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$300

5 BR / 5 BA / Sleeps 12

1 / 24

$300

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FantaSea Villa - Five-Bedroom Luxury Rental

5 BR / 5 BA / Sleeps 12 | Quick view

Details

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 with private pool and…
  • Private Pool
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Balcony or terrace
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$800

4 BR / 4 BA / Sleeps 8

1 / 23

$800

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Summerland on Roundhill, Montego Bay

4 BR / 4 BA / Sleeps 8 | Quick view

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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 comfortable, …
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

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$893

5 BR / 7 BA / Sleeps 10

2 Reviews

$893

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Noble House on the Beach

5 BR / 7 BA / Sleeps 10 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean. Its design is a series of airy pavilions with peaked roofs, its living spaces separated by water gardens and bridges. Indoor spaces flow into outdoor with Oriental grace. Additional amenities include: poolside…
  • 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)

Fairy Tales Do Come True

Left on Nov 14, 2013 for a stay in November 2013

After a short 3-1/2 hour non-stop flight from Philadelphia though an annoyingly long wait to get through customs, we arrived at Noble House. Upon entering the beautiful arched and gated drive, we were met by the entire staff of 9 offering ice cold washcloths and rum punch for the adults and fruit punch for the kids and the vibes of the Island playing on the stereo. Our worries, concerns, and …

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$280

3 BR / 3 BA / Sleeps 6

1 Reviews

$280

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Palm Trees

3 BR / 3 BA / Sleeps 6 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Palm Trees is an imposing hillside villa set in its own grounds on the gated Tropical Sunshine Estate it is about 200 feet above sea level and 400 yards from the estates own private beaches. The views are amazing and there is normally a relaxing breeze. Palm Trees has been extended so that staff are on site for added …
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Outdoor Dining Area
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Excellent villa.

Left on Feb 23, 2015 for a stay in February 2015

We had an EXCELLENT time with our friends and family and Burnard and Daisy. This is a very beautiful Villa and I highly recommend it to anyone.

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$70

2 BR / 1 BA / Sleeps 4

15 Reviews

$70

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Montego Bay - Private Getaway

2 BR / 1 BA / Sleeps 4 | Quick view
“ Excellent ” 15 Reviews

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Reviews

(15)

This 800sq ft secure air conditioned 2 bedroom house is perfect for travelers looking to enjoy the local culture away from the resort. Your home away from home is approximately 15 minutes from Sangster International Airport & 10 minutes away from the famous Hip Strip in Montego Bay. Enjoy such amenities of home with…
  • Washing Machine
  • A/C or climate control
  • Patio
  • Parking
  • Books
  • Suitable for children - ask
  • Suitable for the elderly

Details

Reviews

(15)

Great Weekend Escape

Left on Jun 06, 2010 for a stay in April 2010

Perfect for the weekend getaway, only 15min from the airport, with reasonable taxis, information and contact info provided by owner. A great base to hang out in Mobay for the weekend. Could walk to a nearby store for forgotten items, and only 5min ride to local beaches and downtown Mobay.

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$135

4 BR / 4 BA / Sleeps 10

26 Reviews

$135

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Bogue Villa

4 BR / 4 BA / Sleeps 10 | Quick view
“ Excellent ” 26 Reviews

Details

Reviews

(26)

Bogue Villa - is located in a quiet location minutes from the airport and Montego Bay. The villa offers a unique experience of a privately owned villa for people who really want to explore Jamaica culturally--to gain an intimate understanding of Jamaican life, its environs, cuisine, history, music, and beauty. …
  • 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

(26)

Paradise!

Left on Apr 12, 2011 for a stay in April 2011

This was the most amazing villa. The home was tastefully decorated and welcoming. The staff was more like family. I will never vacation in a resort again as long as the Bogue Villa is available.

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$75

1 BR / 1 BA / Sleeps 4

1 / 20

$75

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Enjoy a Bit of Warmth in the Sun

1 BR / 1 BA / Sleeps 4 | Quick view

Details

This apartment complex includes .Twenty four ( 24) hour security patrol...Laundry service ( fee required)...Maid service if needed!( fee required) vast parking lot...One of Jamaica's biggest chain of supermarkets ( Hi-Lo Supermarket) ...A Travel Service...( NTS) national Travel Service...One of our nations' biggest …
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    $78

    2 BR / 1 BA / Sleeps 4

    1 / 28

    $78

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    Sleep well. Stay connected. See more.

    2 BR / 1 BA / Sleeps 4 | Quick view

    Details

    Explore beyond the stereotypical tourist traps such as the hotel star systems and Sandals resort experience. A newly built two-bedroom bungalow on the oversubscribed Bogue Village, in the St James Parish, Montego Bay. It has eco friendly solar powered hot water supplying a bath and shower plumbed to a modern …
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible

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    $500

    4 BR / 4 BA / Sleeps 8

    1 / 21

    $500

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    Windsong

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    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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    $186

    5 BR / 6 BA / Sleeps 14

    1 / 16

    $186

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    Hatfield South Villa

    5 BR / 6 BA / Sleeps 14 | Quick view

    Details

    Hatfield South Villa is located along the beautiful coastline of Montego Bay in Jamaica and offers guests an outdoor swimming pool, tropical gardens and sea views . This is a spacious newly renovated Villa with en-suite bathrooms in every room, a rooftop terrace and beautiful balcony views. You have the option of …
    • Shared outdoor pool (unheated)
    • Housekeeping Optional
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Pet friendly
    • Smoking allowed
    • Suitable for children

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    $2,858

    6 BR / 6 BA / Sleeps 12

    1 / 21

    $2,858

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    Luxury 6 bedroom Montego Bay villa. Extraordinary comfort and exquisite style!

    6 BR / 6 BA / Sleeps 12 | Quick view

    Details

    Twin Palms is perhaps the most amazing feat of architecture and design achieved in the Caribbean in decades. Fit for a king and remarkable for entertaining, the villa is designed to accommodate families and friends in extraordinary comfort and exquisite style. Unparalleled architecture and design have created one of …
    • Shared outdoor pool (unheated)
    • Internet Access
    • Patio
    • Dishwasher
    • Microwave
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $1,200

    3 BR / 5 BA / Sleeps 7

    7 Reviews

    $1,200

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    beachfront villa Monicove

    3 BR / 5 BA / Sleeps 7 | Quick view
    “ Excellent ” 7 Reviews

    Details

    Reviews

    (7)

    On the beach in a gated community, Monicove is a modern yet warm, welcoming villa. Step thru the door and bright caribbean colors immediately tell you 'this is going to be fun'. Lots of fun, from the swim-up pool bar to the master bedroom's outdoor roof top bathtub and the outdoor showers of the other 2 bedrooms, …
    • Waterfront
    • Ocean or water views
    • Internet Access
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - over five
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (7)

    Beachfront Beauty!

    Left on Dec 30, 2013 for a stay in December 2013

    wow is what you say when you enter this ultra modern beachfront villa in a gated community in quiet south coast town of Whitehouse. Local fishermen come to you by boat and sell you fresh lobster and fish at bargain prices. The chef Rhema is fabulous and the butler Leary makes a mean rum punch! This place is so comfortable and relaxing. The outdoor showers connected to the guestroom baths are my …

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    $358

    1 BR / 2 BA / Sleeps 4

    1 / 36

    $358

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    Mirador at the Tryall Club ~ A Great House Villa Suite

    1 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course. Additional amenities include: golf available, beach club, …
    • 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 - ask

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    $1,428

    6 BR / 6 BA / Sleeps 12

    1 / 30

    $1,428

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    Anticipation

    6 BR / 6 BA / Sleeps 12 | Quick view

    Details

    Anticipation is privately nestled on the hillside of the world renowned Tryall Club with an uninterrupted 180 degree panoramic view of the Caribbean Ocean. It is arguably one of the best positioned locations at Tryall Club. The six bedroom contemporary villa is an elegant merger of Caribbean architecture and European …
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Outdoor Dining Area
    • A/C or climate control
    • Deck
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $858

    5 BR / 7 BA / Sleeps 10

    1 / 16

    $858

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    Sensational 5 Bedroom Villa with Ocean View in Montego Bay

    5 BR / 7 BA / Sleeps 10 | Quick view

    Details

    Featured in 'Caribbean Travel and Life,' the villa offers the ambiance of a private retreat with the ultimate in relaxation and pampered service selected by dignitaries, diplomats and CEO's. Ultra modern in conveniences and amenities,yet classically Jamaican, the 5 bedroom luxury home is considered one of the most …
    • Internet Access
    • Washing Machine
    • Clothes Dryer
    • A/C or climate control
    • Balcony or terrace
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $643

    5 BR / 6 BA / Sleeps 12

    1 Reviews

    $643

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    Coconut Cottage

    5 BR / 6 BA / Sleeps 12 | Quick view
    “ Very Good ” 1 Reviews

    Details

    Reviews

    (1)

    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 just a few yards away…
    • 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

    Details

    Reviews

    (1)

    Beautiful views, but needs some work

    Left on Jul 22, 2014 for a stay in July 2014

    We just returned from a 6 night stay at Coconut cottage. While the house was nice and the view was beautiful, our group had several issues. There was no hot water in 4 of the 5 rooms the first 2 days we were there. We all had an invasion of ants in the bathrooms. The wifi only worked 2 out of 6 days and only in the main living area, not in your room. The house needs a GOOD cleaning, it was very …

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    $958

    2 BR / 2 BA / Sleeps 4

    1 / 3

    $958

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    2 Bedroom Villa with Private Garden & Terrace in Round Hill

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    Cottage 2 is a two bedroom villa with a beautiful view and an extended garden/terrace area overlooking the Caribbean Sea. Perfect for a small family, or just as a hideaway for two! One suite with a king bed, the other suite with two twins (may be converted to king). Classic Villas feature many of the original …
    • Wireless Internet
    • A/C or climate control
    • Balcony or terrace
    • Garden
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $2,116

    4 BR / 4 BA / Sleeps 8

    1 / 4

    $2,116

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    4 Bedroom Villa with Private Pool in Round Hill

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    This cottage is situated at the highest point of Round Hill and is the only villa with pool that has a view of the night lights of Montego Bay as well as Round Hill Bay. This cottage was recently expanded with the addition of a beautiful large separate suite and outdoor living area.A large lawn extending from the …
    • Balcony or terrace
    • Fitness Room
    • Books
    • Garden
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $808

    2 BR / 2 BA / Sleeps 4

    1 / 10

    $808

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    2 Bedroom Villa with View in Round Hill

    2 BR / 2 BA / Sleeps 4 | Quick view

    Details

    A two bedroom cottage without pool in typical Round Hill cottage style, a lovely lawn with a beautiful view to watch that sunset! From this cottage it is just a short stroll through the gardens to our private beach and the main swimming pool. One bedroom suite features a king bed the other two have twin beds, a …
    • Wireless Internet
    • Balcony or terrace
    • Fitness Room
    • Books
    • Garden
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children
    • Suitable for the elderly
    • Wheelchair accessible - ask

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    $715

    5 BR / 5 BA / Sleeps 10

    1 / 16

    $715

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    Cliffside Cottage

    5 BR / 5 BA / Sleeps 10 | Quick view

    Details

    Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. Additional amenities include: available for …
    • 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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    $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

    Details

    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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    $708

    4 BR / 4 BA / Sleeps 8

    3 Reviews

    $708

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    Serenity on the Beach

    4 BR / 4 BA / Sleeps 8 | Quick view
    “ Excellent ” 3 Reviews

    Details

    Reviews

    (3)

    SERENITY is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay. Additional amenities include: poolside shower, snorkel gear, connecting bedroom(s), golf on site or nearby, golf available, beach club, complimentary …
    • 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

    (3)

    The Best Vacation Ever

    Left on May 14, 2014 for a stay in May 2014

    We are 2 couples in our 40's and 50's Previously we have stayed in mid to luxury hotels in Jamaica. For similar costs, we decided to try a vacation villa. We had a wonderful time and I am now spoiled for villas. Upon arrival we were shown the whole property and picked which bedroom we wanted. Two rooms are very large and two are smaller but perfectly fine as each room has a sitting area.I would …

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    $450

    3 BR / 7 BA / Sleeps 5

    1 / 11

    $450

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    Beautiful 3 Bed/Bath Villa Private Beach & Pool

    3 BR / 7 BA / Sleeps 5 | Quick view

    Details

    Black River Sunset is a beachcomber's dream, set on a stretch of beach that begs you to explore. The house comfortably sleeps 6. Each bedroom has its own bathroom attached. There is a cozy garden and an intimate swimming pool. A totally relaxing getaway is yours as our excellent housekeeper is also available to take …
    • Waterfront
    • Ocean or water views
    • Wireless Internet
    • Housekeeping Optional
    • Washing Machine
    • Pet friendly
    • Suitable for children
    • Suitable for the elderly

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    $858

    7 BR / 6 BA / Sleeps 14

    2 Reviews

    $858

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    Tranquillity on the Beach

    7 BR / 6 BA / Sleeps 14 | Quick view
    “ Very Good ” 2 Reviews

    Details

    Reviews

    (2)

    True to its name, Tranquillity on the Beach is a place for relaxing into the calm ambiance of an exquisite home on a beautiful beachfront site ~ while being gently pampered by a competent staff. Additional amenities include: available for large groups, connecting bedroom(s), golf available, beach club, complimentary …
    • 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

    Details

    Reviews

    (2)

    noisy road and noisy neighbors

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

    It was a nice location on a beach, but the water was dirty ( lots of debris in water from the nearby river) and because it was so close to a main road it was hard to sleep at night because of honking horns and motorcycle engines racing. The staff were friendly, but not as attentive as I had hoped. Food was very good. All in all, it was an okay villa but I would not go back.

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    $300

    4 BR / 4 BA / Sleeps 12

    11 Reviews

    $300

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    The Buccaneer Villa

    4 BR / 4 BA / Sleeps 12 | Quick view
    “ Excellent ” 11 Reviews

    Details

    Reviews

    (11)

    Discover the simple pleasures of life in Treasure Beach, Jamaica. The Buccaneer, a beautiful beach front villa, is perfect for travelers seeking a destination spot on Jamaica's unspoiled southern coast. This is the escape that you're dreaming about. Your relentlessly sunny getaway awaits you. You can experience the …
    • Waterfront
    • Ocean or water views
    • Mountain Views
    • Internet Access
    • Housekeeping Optional
    • Pet friendly
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly

    Details

    Reviews

    (11)

    Blissful week. Lifetime of memories.

    Left on Mar 13, 2014 for a stay in April 2013

    Quiet beaches, ocean breezes, a majestic landscape and a beautiful community of people--that's what we first encountered at Treasure Beach. At Buccaneer we were immediately welcomed as if it were at our own home. The house itself is stunning, sitting on an overlook in a wonderful community, with stairs leading down to a beach and a pool. The rooms are large, immaculate and comfortable, each …

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    $643

    4 BR / 4 BA / Sleeps 8

    1 / 28

    $643

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    Almond Hill

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    Designed by Prince Kasimir Korybut in 1993 and brilliantly renovated in 2012, Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and one minute from posh Round Hill where guests enjoy complimentary resort membership. Additional amenities include: …
    • 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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    $500

    4 BR / 5 BA / Sleeps 10

    1 / 7

    $500

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    Waters Edge - The Caribbean sea at your feet

    4 BR / 5 BA / Sleeps 10 | Quick view

    Details

    New modern sea side villa. Centrally located less than 30 minutes from the Montego Bay Int'l Airport (MBJ) and many attractions. Bedrooms are spacious, fully air conditioned with sea views. We off er 4 bedrooms of which 3 have en-suite baths. One bed room adjoins an extra family room with 2 single beds, which …
    • Waterfront
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Internet Access
    • Housekeeping Optional
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly
    • Wheelchair accessible

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    $1,299

    6 BR / 8 BA / Sleeps 12

    1 Reviews

    $1,299

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    Viviana at the Tryall Club

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

    Details

    Reviews

    (1)

    On a remarkable six private acres on a plum site at the prestigious Tryall Club, Viviana is distinguished by the top rank of Premier. Uniquely private, the feeling is being in a world of your own, wonderfully quiet and tranquil while just minutes away by complimentary golf cart are the amenities that have defined the …
    • 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)

    Completely Wonderful Experience

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

    If anyone asks me to recommend a villa expert in the Caribbean, Villas By Linda Smith is where I would send them. And my entire family would do the same. Our representatives (we have had more than one over the years) have always exceeded our expectations in service, timeliness, and advice. We are lucky to have a group with both a professional and friendly approach. The home we stayed in, …

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    $1,689

    7 BR / 8 BA / Sleeps 14

    1 / 26

    $1,689

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    Harmony Hill at the Tryall Club

    7 BR / 8 BA / Sleeps 14 | Quick view

    Details

    One of the newest Premier villas in the Tryall Club, Harmony Hill is a very private luxury villa offering the finest in Caribbean living. Its design combines traditional Jamaican architecture with modern amenities and excellent service. Additional amenities include: ping pong table, golf on site or nearby, linda …
    • Heated Pool
    • 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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    $1,766

    4 BR / 4 BA / Sleeps 8

    1 / 15

    $1,766

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    4 Bedroom Villa with Private Jacuzzi in Round Hill

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    White floors, white sofas and the accents of color - a beautiful retreat with a breathtaking view! Four bedrooms with pool (plus a large pool deck with a whirlpool/Jacuzzi) - Two main suites have king size beds and a connecting door - The top level suite has a four post king-size bed and one can view the …
    • Hot Tub/Jacuzzi
    • Wireless Internet
    • Balcony or terrace
    • Fitness Room
    • Books
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $296

    5 BR / 5 BA / Sleeps 14

    192 Reviews

    $296

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    Zimbali Retreats

    5 BR / 5 BA / Sleeps 14 | Quick view
    “ Excellent ” 192 Reviews

    Details

    Reviews

    (192)

    A *FIVE STAR* - "FOODIES PARADISE" - AWAITS YOU! Come and Explore the Lush Tropical Mountains- only 25 min. from Negril. Zimbali Retreats is a 7 acre organic Farm located in a real farming community. This Fertile Mountain Valley has a 300+ year History as some of the most Prized Land in Jamaica. Here the …
    • Mountain Views
    • Internet Access
    • Washing Machine
    • Outdoor Dining Area
    • Deck
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

    Details

    Reviews

    (192)

    My stay at Zimbali Retreats

    Left on Nov 23, 2010 for a stay in October 2010

    I'm a long time vistor of Negril and heard good things about your mountain retreat from friends. After contacting you everything else was taken care care of. I'm so glad I decided to try something different and really see and feel the Jamacia I've been coming to for years. The food was amazing and my room had everything my hotel on the beach had and more. Most important was how I was really able …

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    $786

    3 BR / 3 BA / Sleeps 1

    1 / 14

    $786

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    Reveille

    3 BR / 3 BA / Sleeps 1 | Quick view

    Details

    Reveille By The Sea was totally renovated in 2009 and sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach. It is a lovely three bedroom Villa perfect for the romantic get away or for a family with its own pool on the water’s edge. You can walk to the …
    • Waterfront
    • Ocean or water views
    • Safe
    • Microwave
    • Satellite or cable TV
    • Suitable for children - ask
    • Suitable for the elderly - ask

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    $30

    1 BR / 1 BA / Sleeps 2

    1 / 6

    $30

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    Jardin d'Eden Jamaica

    1 BR / 1 BA / Sleeps 2 | Quick view

    Details

    In the Jardin d'Eden Jamaica, we offer our guests an experience out of the ordinary. Indeed, you will live an authentic stay. You will wake up by the sound of roosters, you will enjoy your coffee quietly on the veranda admiring the morning mist, you could milk the goats, cultivate and harvest the fruits and vegetables…
    • Mountain Views
    • Wireless Internet
    • Balcony or terrace
    • Parking
    • Grill
    • Pet friendly - ask
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible

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    $180

    2 BR / 2 BA / Sleeps 8

    1 / 2

    $180

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    Negril, Jamaica- Beautiful Villa on the Beach

    2 BR / 2 BA / Sleeps 8 | Quick view

    Details

    Beautiful 2 storey villa in Negril, Jamaica. Sleeps 6 people, with 2 bedrooms and 2 bathrooms and full kitchen. Beautiful white sand beach on property, with sea views from both the upstairs and downstairs patios. Modern and comfortable living setting. Renting for 180/night or 1225/week. More pics can be emailed upon …
    • Ocean or water views
    • Shared outdoor pool (unheated)
    • A/C or climate control
    • Porch
    • Books
    • Pet friendly
    • Smoking allowed
    • Suitable for children
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

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    $1,171

    5 BR / 6 BA / Sleeps 10

    1 Reviews

    $1,171

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    Ocean view Mahogany Hill at Tryall golf on 11 acres with 2 freshwater pools & full staff

    5 BR / 6 BA / Sleeps 10 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Mahogany Hill is a beautiful three-level deluxe villa that overlooks a championship golf course, the shimmering Caribbean Sea and Montego Bay. The villa is situated at the world renowned Tryall Club that Condé Nast includes among its top places to stay in the world. Ingenious architectural design combines Asian, …
    • Shared outdoor pool (unheated)
    • Housekeeping Optional
    • A/C or climate control
    • Patio
    • Satellite or cable TV
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (1)

    Our Stay at Mahogany Hill at Tryall

    Left on May 07, 2010 for a stay in December 2009

    The property managers seemed very nice, but a bit anal about their electronics and surround systems (possibly because we were only the 2nd guests ever). They even told us they were going to charge the prior guests a fee from their deposit to cover sending over a techie to fix the system because they didn't know how to. Seemed inappropriate to share that info, as well as wrong to bill the prior …

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    $1,948

    7 BR / 7 BA / Sleeps 12

    4 Reviews

    $1,948

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    Sugar Hill at Tryall Club with gym, pool, amazing ocean view and maid service

    7 BR / 7 BA / Sleeps 12 | Quick view
    “ Excellent ” 4 Reviews

    Details

    Reviews

    (4)

    Sugar Hill is an archetypal Jamaican villa that captures spectacular views of the shimmering Caribbean Sea, the edges of the northwest coastline and the lush surrounding hillside. Beautiful flowers and exotic birds inhabit the manicured tropical gardens. This golfer’s paradise is located at the famed Tryall Club in …
    • Hot Tub/Jacuzzi
    • A/C or climate control
    • Television
    • DVD Player
    • Ceiling Fans
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask

    Details

    Reviews

    (4)

    Our Stay at Sugar Hill at Tryall

    Left on Oct 14, 2011 for a stay in February 2011

    The villa is wonderful, including the staff, whom we viewed as part of the family. The Tryall facilities are wonderful. From the time we were picked up at Sangster to the time, one week later, that we were dropped off there, we felt that we were being looked after by people who really cared that everything was going well for us.

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    $1,300

    4 BR / 4 BA / Sleeps 8

    1 / 18

    $1,300

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    Seaside Cottage on Round Hill

    4 BR / 4 BA / Sleeps 8 | Quick view

    Details

    Seaside Cottage is a four-bedroom private home at famous Round Hill. Its exquisite location provides one of the most spectacular views in the Caribbean. Hidden from the awareness of others ... this cottage is only minutes from all amenities of posh Round Hill Hotel and beach club. Additional amenities include: golf …
    • 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

    PreviousNext property

    $1,215

    4 BR / 5 BA / Sleeps 8

    1 Reviews

    $1,215

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    Destiny

    4 BR / 5 BA / Sleeps 8 | Quick view
    “ Excellent ” 1 Reviews

    Details

    Reviews

    (1)

    Destiny is a dramatic achievement of architecture and design. Its rooms stretch over 10,000 square feet of indoor-outdoor living space. Additional amenities include: piano, poolside shower, golf on site or nearby, golf available, beach club, private tennis court, cook or chef vetted as gourmet, fully staffed villa, …
    • Shared outdoor pool (unheated)
    • Internet Access
    • A/C or climate control
    • Pet friendly - ask
    • Smoking allowed - ask
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible

    Details

    Reviews

    (1)

    Amazing villa, amazing staff, amazing vacation!

    Left on Jun 13, 2013 for a stay in November 2012

    This is as close to perfection as you can get! The villa is simply gorgeous, the chef cooked the most delicious food, and Donald, the butler, took care of everything- we wanted for nothing!! We were incredibly sad to leave and hope to be able to go there again sometime. The best vacation choice we have ever made!!

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    $643

    5 BR / 5 BA / Sleeps 1

    1 / 19

    $643

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    Drambuie

    5 BR / 5 BA / Sleeps 1 | Quick view

    Details

    Drambuie Estate is a spectacular 35 acre hilltop villa with extraordinary views of the sea and Montego Bay. The villa was built in the 1940's by the Duke of Malborough as their private winter residence. Using cut stone walls brought from England over 200 years ago as ships ballast, the villa is constructed to resemble…
    • Ocean or water views
    • Hot Tub/Jacuzzi
    • Patio
    • Satellite or cable TV
    • DVD Player
    • Suitable for children - ask
    • Suitable for the elderly - ask
    • Wheelchair accessible - ask
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