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$1,057

3 BR / 3 BA / Sleeps 6

Round Hill 3br - Hope Well vacation rentals
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$1,057

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Round Hill 3br

Montego Bay villa – 2.1 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Round Hill villas are beautifully decorated by individual owners to Round Hill's standard. The general style is laid back, plantation style elegance. You may find wicker, mahogany or bamboo furniture, slip covers and beautiful wooden floors. Bedrooms may be closed off and air conditioned. Living rooms convey a very …
  • Fitness Room
  • Safe
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - ask

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$714

6 BR / 6 BA / Sleeps 13

Summertime - Hope Well vacation rentals
1 / 37

$714

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Summertime

Montego Bay villa – 3.8 mi away
6 BR / 6 BA / Sleeps 13 | Quick view

Details

Located seven miles West of Montego Bay, Jamaica, this 5 acre, 6,000 square foot vacation estate looks across the blue Caribbean Sea to the vibrant city of Montego Bay. The Jamaican setting is truly breathtaking: five acres of lushly landscaped grounds adorned by an abundance of palm trees, bougainvillea and hibiscus…
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$710

4 BR / 0 BA / Sleeps 10

BEACHFRONT! GOLF! TENNIS! STAFF! Sunrise, Tryall - Hope Well vacation rentals
1 / 22

$710

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BEACHFRONT! GOLF! TENNIS! STAFF! Sunrise, Tryall

Sandy Bay house – 1.1 mi away
4 BR / Sleeps 10 | Quick view

Details

Sunrise is an absolute waterfront villa located within the famous Tryall Club resort. This villa is right at the water's edge which over looks out over a private beach and the blue azures of the Caribbean Sea. From this private beach you can swim out to the reefs and snorkel around to your delight. This four bedroom …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly

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$642

3 BR / 0 BA / Sleeps 6

2 Reviews

$642

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RESORT MEMBERSHIP! STAFF! POOL! Almond Hill

Montego Bay house – 2.2 mi away
3 BR / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

This wonderful home was designed by Prince Kasimir Korybut in 1993. One of the most spectacular views from this home of the Caribbean sea and wonderful lawn areas which lead to a sparkling blue swimming pool. There are 3 bedrooms with lovely interiors and another private bedroom with a twin bed located conveniently …
  • Waterfront
  • Wireless Internet
  • A/C or climate control
  • Patio
  • Parking
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

Just Right

Left on Dec 16, 2012 for a stay in December 2012

Over the years, I have booked a dozen or so villas in and around Montego Bay. Each was idiosynchratic in both good and somewhat annoying ways. If you are a believer, though, sooner or later your Diogenesian search will lead you to the the right place. Almond Hill is that place.

It doesn't have the geatest view over Montego Bay, but it has a really nice view. It isn't within the gates of …

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$715

8 BR / 0 BA / Sleeps 16

FAMILY! BEACH ACCESS! WEDDINGS! Spyglass Hill - Hope Well vacation rentals
1 / 25

$715

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FAMILY! BEACH ACCESS! WEDDINGS! Spyglass Hill

Hope Well house
8 BR / Sleeps 16 | Quick view

Details

Spyglass Hill is a original plantation house located on 10 acres composed of beautiful expansive lawns and the most beautiful tropical gardens. This Jamaican Villa Plantation house is large and spacious at 7,000 sq feet with breathtaking oceanviews. The views from this villa is totally spectacular taking in the …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Sauna
  • Wireless Internet
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$708

4 BR / 4 BA / Sleeps 1

Fairwinds - Hope Well vacation rentals
1 / 18

$708

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Fairwinds

Montego Bay house – 1.1 mi away
4 BR / 4 BA / Sleeps 1 | Quick view

Details

Located in the Tryall Golf and Beach Club, Fairwinds Villa offers the best of both worlds; the privacy and personalized attention of villa living, and the amenities of the Tryall resort. With its spectacular views, lush gardens with waterfall, fountains and lily ponds, this beautiful villa is truly the place at which …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Satellite or cable TV
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,400

7 BR / 0 BA / Sleeps 14

1 / 21

$1,400

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TENNIS! GOLF! STAFF! BEACH CLUB! FAMILY!Sugar Hill

Hope Well house
7 BR / Sleeps 14 | Quick view

Details

Brand new PREMIER villa in the exclusive Tryall Club! Six Bedrooms with fantastic views! Deluxe furnishings! Sugar Hill is a brand new PREMIER villa. Six luxurious bedrooms, with own ensuite bathrooms. All bedrooms are fully air conditioned. The Living room opens up to the views of the large swimming pool, and the …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly

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$707

4 BR / 4 BA / Sleeps 8

1 / 12

$707

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Reef House - Tryall Club

Jamaica villa – 0.9 mi away
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Entering the world of Reef House is one of total serene and tranquility. You approach Reef House over a stepped bridge and enter into a world of serene, comfortable living. The magnificent arc of the Caribbean Sea refreshes your spirit and sets the scene for memorable days of freedom. There are 3 bedrooms in the main …
  • Grill
  • Satellite or cable TV
  • Television
  • Stereo or CD player
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - ask

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$428

3 BR / 3 BA / Sleeps 6

1 / 15

$428

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Star Apple

Montego Bay villa – 3.7 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Star Apple House is a luxurious staffed private home, a comfortable retreat situated high above the Caribbean Sea sitting within it's own fully landscaped, private, secluded 6 acre grounds. The house offers superior accommodation and service for up to six guests and is a 25 minute drive west of Montego Bay and 7 miles…
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Television
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

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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!

Hope Well villa
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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$707

4 BR / 4 BA / Sleeps 8

1 / 25

$707

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Bluebird - Tryall Club

Jamaica villa – 0.9 mi away
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Bluebird villa is a handsome villa with panoramic ocean views set on Copper Ridge within the prestigious Tryall Resort. The interiors are done in light colors and tastefully furnished. Bluebird offers separate formal living and dining rooms and spacious furnished terraces with ocean views. All of the bedrooms are …
  • Grill
  • Safe
  • Satellite or cable TV
  • Television
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

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$1,428

6 BR / 6 BA / Sleeps 12

1 / 30

$1,428

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Anticipation

Montego Bay house – 1.0 mi away
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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$1,000

5 BR / 5 BA / Sleeps 12

1 / 18

$1,000

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Wild Orchid - Jamaica

Montego Bay villa – 4.9 mi away
5 BR / 5 BA / Sleeps 12 | Quick view

Details

Wild Orchid is located on 220 private of acres of former banana and coconut plantations. The Georgian design captures the ambiance of the original plantation. The interiors are spacious and feature Oriental rugs, hand laid tiled and custom cedar accents. An extensive covered veranda is comfortably furnished with …
  • Hot Tub/Jacuzzi
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Fitness Room
  • Suitable for children
  • Suitable for the elderly - ask

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$785

3 BR / 3 BA / Sleeps 9

1 / 55

$785

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Goat Hill

Montego Bay villa – 2.9 mi away
3 BR / 3 BA / Sleeps 9 | Quick view

Details

Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade-winds day and night. The east view captures the sunrise, Montego Bay and the nearby Great River while the west view provides an equally lovely view toward the Round Hill …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Suitable for children
  • Suitable for the elderly - ask

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$428

3 BR / 0 BA / Sleeps 6

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$428

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BEACH ACCESS! STAFF! POOL! CLUB! Pleasant View

Hope Well house
3 BR / Sleeps 6 | Quick view

Details

New Amenity for guests of Pleasant View Villa! Tryall Club Beach and Resort membership available for all guests! Read the amenties you will enjoy here. Tryall Club Resort. ONLY 5 MINUTES DRIVE AWAY! Pleasant View Villa is located in the prestigious area of Great River Private, Montego Bay and is a wonderful three …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Wireless Internet
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask

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$707

4 BR / 4 BA / Sleeps 8

1 / 15

$707

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Tradewinds - Tryall Club

Jamaica villa – 0.8 mi away
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Tradewinds sits in an exclusive location right on the shore of the Caribbean Sea. 300 feet of waterfront form the north perimeter of the property. The water here is excellent for swimming and snorkeling. Sometimes the sea is as smooth as glass. Sometimes its waves break dramatically against the sea wall. Windsurfing …
  • Washing Machine
  • Clothes Dryer
  • Microwave
  • Satellite or cable TV
  • Television
  • Suitable for children
  • Suitable for the elderly - ask

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$671

2 BR / 2 BA / Sleeps 4

1 / 23

$671

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Round Hill 2br

Montego Bay villa – 2.0 mi away
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Round Hill villas are beautifully decorated by individual owners to Round Hill's standard. The general style is laid back, plantation style elegance. You may find wicker, mahogany or bamboo furniture, slip covers and beautiful wooden floors. Bedrooms may be closed off and air conditioned. Living rooms convey a very …
  • Fitness Room
  • Safe
  • Stereo or CD player
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - ask

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$1,715

5 BR / 0 BA / Sleeps 10

1 Reviews

$1,715

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RESORT! TENNIS! GOLF! STAFF! POOL! Bouganvillea

Hope Well house
5 BR / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Bougainvillea House is one of Tryall's newest villas which is quickly apparent in the unsurpassed luxury it provides. Designed by one of Jamaica's best known architects, it is built in classic Caribbean Georgian style but discreetly includes every 21st century luxury. It covers more than 8,000 square feet and sits in…
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Wireless Internet
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Spectacular villa in a spectacular place

Left on Sep 06, 2011 for a stay in July 2011

We recently got back from our second trip to Bougainvillea House at Tryall, having been three years ago. We had almost forgotten how fantastic Tryall is – beautiful location, huge amount of space, superb golf course and great tennis facility plus lots of usual beach stuff. We went back to the same villa, Bougainvillea House having absolutely loved it the first time. It was just as good the …

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$1,714

8 BR / 8 BA / Sleeps 16

2 Reviews

$1,714

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Haystack - Tryall Club

Jamaica villa – 1.8 mi away
8 BR / 8 BA / Sleeps 16 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched in elegance and serenity. Brilliant views of the Caribbean Sea set the backdrop for this lovely villa styled in British Colonial architecture under a sunny Jamaican influence. Classic black and white marble tiles set …
  • Fitness Room
  • Microwave
  • Television
  • DVD Player
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

A Slice of Heaven for a Week

Left on Mar 15, 2014 for a stay in March 2014

We have been able to travel all over Jamaica and Mexico with our four sons(16,14,12,10) and rent homes each year for spring break. This has been by far the best vacation yet. The home is gorgeous like being in a fabulous tree fort over looking the sea. It is a magnificent home yet feels so warm and comfortable for many families.

The staff is excellent and so charming and friendly. Being …

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$1,715

5 BR / 0 BA / Sleeps 10

1 Reviews

$1,715

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GOLF! BEACH CLUB! TENNIS! STAFF! POOL! Sea Salt

Hope Well house
5 BR / Sleeps 10 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Premier Villa Five Bedrooms on Mahogany Drive Sea Salt Villa, is dramatically situated on a 5.4 acre lot with multiple sea views looking both West toward Negril for the sunset and East toward Round Hill and Montego Bay. The traditional Jamaican architecture and open one level floor plan make for an exceptional …
  • Mountain Views
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(1)

Like a dream

Left on Dec 09, 2011 for a stay in December 2011

I can't even begin to describe how incredible Sea Salt is. As I am writing this, I am sitting in the dining room, overlooking the bluest of oceans, feeling a delicious breeze, and enjoying an afternoon cup of coffee... the villa, which we attended with four children under five, is gorgeous to the point of being surreal. but what really makes this place so amazing is the people. the staff is …

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$1,715

8 BR / 0 BA / Sleeps 16

2 Reviews

$1,715

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FAMILY! BUTLER! POOL! GOLF! BEACH CLUB!Haystack,

Hope Well house
8 BR / Sleeps 16 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Haystack is one of the newest villas within the famous Tryall Club estate. With attention to detail in every room, this super deluxe villa offer the most comfortable bedrooms with wide open spaces, spectacular ocean views and cool tradewinds. An exquisite, superbly welcoming villa, Haystack furnishes you with a …
  • Waterfront
  • Wireless Internet
  • Housekeeping Optional
  • Washing Machine
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(2)

Spectacular Setting, Staff, Service and Scenery

Left on Oct 23, 2012 for a stay in October 2012

We just returned from a week's stay at Haystack. While I thought that I would miss being on the beach, the views, amenities, service, food and amazing staff at this villa more than made up for the short distance to the beach (via complimentary golf cart). We ended up going to beach only once for some snorkelling (not great) and were happy to return to the villa. The breezes were cooler and the …

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$2,142

6 BR / 8 BA / Sleeps 12

1 Reviews

$2,142

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Villa Viviana - Tryall Club

Jamaica villa – 1.5 mi away
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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$1,214

4 BR / 4 BA / Sleeps 8

1 Reviews

$1,214

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Destiny

Montego Bay villa – 3.7 mi away
4 BR / 4 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

Destiny is located high above Montego Bay on seven lush acres. A majestic sanctuary of unparalleled peace and beauty, Destiny is an architectural gem. A winding road leads up past well-manicured grounds to the electronic gate that the villa sits behind. <br /><br />The gate opens to a bougainvillea draped …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Thomas Family

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

wonderful staff, incredible views and scrumptious food I would recommed to anyone wanting a private retreat.

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$1,462

3 BR / 3 BA / Sleeps 6

1 / 4

$1,462

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Spectacular 3 Bedroom with Ocean View in Round Hill

Hope Well villa
3 BR / 3 BA / Sleeps 6 | Quick view

Details

The big screen picture by 20th Century Fox 'How Stella Got Her Groove Back' with Angela Bassett, Taye Diggs and Whoppie Goldberg was filmed in this very cottage. This cottage is so perfect for your honeymoon! There are three bedrooms with pool, and the two main suites have connecting doors. You can actually lay in …
  • Wireless Internet
  • 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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$707

4 BR / 4 BA / Sleeps 8

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$707

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Calypso - Tryall Club

Jamaica villa – 1.4 mi away
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Calypso is a charming open-air villa adjacent to the 16th hole of the championship Tryall golf course. Spacious grounds are graced by palm, lime, avocado, grapefruit, papaya, and poinciana trees, brilliant hibiscus and bougainvillea, and a beautiful lavender orchid tree. Golfers Note: Calypso's location adjacent to …
  • Internet Access
  • Grill
  • Safe
  • Satellite or cable TV
  • Television
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$2,116

4 BR / 4 BA / Sleeps 10

1 / 3

$2,116

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Lovely 4 Bedroom Villa with Private Pool in Round Hill

Hope Well villa
4 BR / 4 BA / Sleeps 10 | Quick view

Details

JFK and Jackie Kennedy preferred to stay in this four bedroom villa with pool because of its privacy, magnificent view, and large lawn which is great for entertaining and children's play! Two of the suites/bedrooms have king size beds, one has a queen four poster bed. Luxury Villas are the most spacious and feature…
  • 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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$1,428

7 BR / 7 BA / Sleeps 14

1 Reviews

$1,428

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Phoenix - Tryall Club

Jamaica villa – 0.9 mi away
7 BR / 7 BA / Sleeps 14 | Quick view
“ Terrible ” 1 Reviews

Details

Reviews

(1)

Entertaining in style, this dramatic seaside villa has a large covered terrace as well as an open circular pool deck. the dining area, living room and all four bedrooms open onto the pool deck. the master suite features a walk-in shower and magnificent mirrored bath with tub for two inside a walled garden. The master …
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(1)

Worst vacation of our life

Left on Sep 27, 2014 for a stay in August 2014

This is the first time I've listed a review on Trip Advisor because I want to make sure that no one else has the same experience that we did at the Phoenix on the Beach at the Tryall Club. I knew I had reason to be suspicious when I couldn't find another review of this property on Trip Advisor (or anywhere else). Having stayed there for a week in August, now I know why. We had such high hopes …

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$857

3 BR / 3 BA / Sleeps 6

1 / 10

$857

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Eureka - Tryall Club

Jamaica villa – 1.3 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Eureka is located on Ackee Walk on a hillside lush with tropical landscaping. A superior and attractive home, it offers commanding views of the nearby golf course and the Caribbean Sea. A very special retreat, the spacious and appealing interiors feature tropical rattans and cathedral ceilings. Sliding glass doors …
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Safe
  • Dishwasher
  • Suitable for the elderly - ask

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$1,171

5 BR / 5 BA / Sleeps 10

1 / 17

$1,171

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Mahogany Hill - Tryall Club

Jamaica villa – 1.5 mi away
5 BR / 5 BA / Sleeps 10 | Quick view

Details

Mahogany Hill is a deluxe home located atop a hill and offers spectacular and stunning views of the Caribbean Sea as well as nearby Montego Bay. The home is set on eight acres of lush tropical gardens and green rolling lawns. Due to the elevation, the villa enjoys constant and soothing gentle breezes and the beach is …
  • Hot Tub/Jacuzzi
  • Washing Machine
  • Clothes Dryer
  • Fitness Room
  • Grill
  • Suitable for children
  • Suitable for the elderly - ask

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$1,816

4 BR / 4 BA / Sleeps 8

1 / 12

$1,816

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Attractive 4 Bedroom Villa with Private Pool in Round Hill

Hope Well villa
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Privately situated four bedroom villa with pool, with breathtaking views from your open living room areas. This villa is nestled on three different levels the guest house level, main villa level and pool deck level. This cottage makes for a wonderful retreat for just one couple or for the whole family. Two of the …
  • Wireless Internet
  • 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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$1,714

5 BR / 5 BA / Sleeps 10

1 / 46

$1,714

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Bouganvillea - Tryall Club

Jamaica villa – 1.8 mi away
5 BR / 5 BA / Sleeps 10 | Quick view

Details

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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$628

3 BR / 3 BA / Sleeps 6

1 / 6

$628

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Calabash - Tryall Club

Jamaica villa – 1.5 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Calabash enjoys a superb location on Country Club Drive near the sea. The villa captures a style of Jamaican architecture that is perfect for a relaxed tropical lifestyle. An appealing villa, it features tropical and mahogany furnishings. Attractive interiors open to furnished terraces and gardens near the sea. The …
  • Grill
  • Satellite or cable TV
  • Stereo or CD player
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - 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

Hope Well villa
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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$864

4 BR / 4 BA / Sleeps 8

1 / 6

$864

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Seaspray - Tryall Club

Jamaica villa – 1.2 mi away
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Seaspray is a deluxe oceanfront villa that is within a short walk of Tryall's Beach Club. The villa features a shaded courtyard entrance and stylish and traditional interiors that offer ocean views. The living room offers upholstered sofas and picture windows that overlook the sea. The adjoining sitting room is more …
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Fitness Room
  • Dishwasher
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly - ask

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$1,428

5 BR / 5 BA / Sleeps 10

1 / 15

$1,428

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Lolita - Tryall Club

Jamaica villa – 1.9 mi away
5 BR / 5 BA / Sleeps 10 | Quick view

Details

Villa Lolita is Tryalls newest and most fabulously-equipped luxury villa! It is 14,000 square feet of dramatically designed new construction, built in the fall of 2008. You will be greeted by a professional, experienced staff of seven that will provide unmatched personalized service. Our award-winning chef makes meal …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,715

5 BR / 5 BA / Sleeps 1

1 / 23

$1,715

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Sundance

Montego Bay house – 1.6 mi away
5 BR / 5 BA / Sleeps 1 | Quick view

Details

Sundance is a stunning five bedroom, traditional Palladian style villa completed in 2006, extending to 6,000 square feet and occupying a quiet two-acre site, off Mahogany Drive, with views of the Caribbean. Antique brick and Italian tiled terraces, pathways and extensive planted areas create a magnificent setting for …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Safe
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$628

3 BR / 3 BA / Sleeps 6

1 / 17

$628

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Island House - Tryall Club

Jamaica villa – 0.8 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Island House is a delightfully refurbished home with panoramic views of Tyrall's championship golf course and the Caribbean Sea from every room. The Jamaican style open plan living/dining room and wide verandah overlook and open onto the pool deck, lush gardens and expansive views. The villa is spacious and tastefully…
  • Grill
  • Microwave
  • Satellite or cable TV
  • Television
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

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$3,624

6 BR / 6 BA / Sleeps 13

1 / 22

$3,624

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Spacious 6 Bedroom Villa with Private Pool in Round Hill

Hope Well villa
6 BR / 6 BA / Sleeps 13 | Quick view

Details

Villa #16 is a six bedroom luxury villa with two pools and undoubtedly the most luxuriously appointed at Round Hill. After undergoing a multi-million dollar renovation and expansion in 2010, this villa features sic of Round Hill's largest suites, all equipped with Flat Screen HDTV's, Bose stereo systems, a separate …
  • Balcony or terrace
  • Fitness Room
  • Garden
  • Television
  • 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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$1,712

3 BR / 3 BA / Sleeps 6

1 / 15

$1,712

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Sensational 3 Bedroom Villa in Round Hill

Hope Well villa
3 BR / 3 BA / Sleeps 6 | Quick view

Details

A three bedroom villa with pool which has a view on both sides, from the dining area you will view the other side of Montego Bay and from the upstairs living room you will have a view of Round Hill's Bay. Beautifully decorated, in a very private setting this is a perfect villa for a small family or two couples on top …
  • Wireless Internet
  • Balcony or terrace
  • Fitness Room
  • Garden
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$2,142

5 BR / 4 BA / Sleeps 10

1 / 24

$2,142

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Villa Stella - Tryall Club

Jamaica villa – 0.9 mi away
5 BR / 4 BA / Sleeps 10 | Quick view

Details

This stunning villa, just recently completely renovated, offers breathtaking views of the Caribbean sea and the Tryall grounds. Stylish interiors, attention to details, travertine marble, wooden floors and a gorgeous terrace with a oversized swimming pool and deck overlooking the sea make Villa Stella one of the most …
  • Television
  • DVD Player
  • Ceiling Fans
  • VCR
  • Suitable for children
  • Suitable for the elderly - ask

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$707

5 BR / 5 BA / Sleeps 10

1 / 19

$707

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Retreat - Tryall Club

Jamaica villa – 1.3 mi away
5 BR / 5 BA / Sleeps 10 | Quick view

Details

Retreat is a gracious sanctuary poised in a breathtaking setting that offers view of the beautiful Caribbean Sea and the 18th fairway. <br /><br />This lovely four-bedroom villa and honeymoon cottage offer every amenity. The master bedroom and two guest bedrooms are located in the main villa, with one …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask

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$628

3 BR / 3 BA / Sleeps 6

1 / 10

$628

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Seagrape - Tryall Club

Jamaica villa – 1.4 mi away
3 BR / 3 BA / Sleeps 6 | Quick view

Details

Seagrape at Tryall is a superior villa located on Country Club Drive fronting the Caribbean. A brick courtyard and fountain lead into the open air living and dining rooms. The interiors are tastefully and traditionally styled. The villa offers three bedrooms. The master bedroom is located on one side of the villa and …
  • Satellite or cable TV
  • Television
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - ask

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$864

5 BR / 5 BA / Sleeps 10

1 / 22

$864

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No Le Hace - Tryall Club

Jamaica villa – 0.9 mi away
5 BR / 5 BA / Sleeps 10 | Quick view

Details

No Le Hace is a deluxe villa located on the ridge with breathtaking views of the ocean. The house features attractive modern furnishings and all one rooms except one bedroom open to a large courtyard. All of the bedrooms are air-conditioned with en-suite bathrooms and three opens to the courtyard. The fourth bedroom …
  • Washing Machine
  • Clothes Dryer
  • Patio
  • Fitness Room
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - 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

Hope Well villa
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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$707

4 BR / 4 BA / Sleeps 8

1 / 14

$707

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MaMoura - Tryall Club

Jamaica villa – 1.4 mi away
4 BR / 4 BA / Sleeps 8 | Quick view

Details

Ma Moura is a lovely, superior villa located on Pimento Place on the grounds of the exceptional Tryall Golf & Beach Resort. The home is owned by the same family that built it over 40 years ago and offers spectacular views of the Caribbean Sea. The home is a wonderful example of an octagonal design with the pool in the…
  • Internet Access
  • Books
  • Microwave
  • Satellite or cable TV
  • Television
  • Suitable for children
  • Suitable for the elderly - ask

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$1,714

5 BR / 5 BA / Sleeps 10

6 Reviews

$1,714

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Pineapple House - Tryall Club

Jamaica villa – 0.9 mi away
5 BR / 5 BA / Sleeps 10 | Quick view
“ Excellent ” 6 Reviews

Details

Reviews

(6)

Rated Premier, the highest rating in the Tryall Club, Pineapple House is an elegant home offering over 6000 square feet of total indulgence your very own Caribbean island private home. The soft, gentle sounds of the waterfall grotto greet you upon arrival...along with the extensive collection of colorful art which has…
  • Internet Access
  • Microwave
  • Satellite or cable TV
  • Television
  • DVD Player
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(6)

Spring break - 2 families

Left on Apr 09, 2014 for a stay in March 2014

Pineapple house is a beautiful home. The staff was very good and met all of our expectations, especially the chef, Ainsley, and the butler, Stanford. All of the staff, however, did an excellent job everyday in preparing the house, tending the garden and doing the laundry, and they worked so quietly and behind the scenes that we hardly knew they were there.

The only negative to the house is…

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$808

2 BR / 2 BA / Sleeps 4

1 / 14

$808

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Fabulous 2 Bedroom Villa in Round Hill

Hope Well villa
2 BR / 2 BA / Sleeps 4 | Quick view

Details

Featuring Round Hill's typical cottage style, laid back and open veranda, is a great example how Round Hill started out in 1953! A two bedroom villa without pool, this cottage is just a stroll away from our main swimming pool and our private beach. Bedding in suite bedrooms can either be a king bed or two twin beds…
  • Wireless Internet
  • 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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$1,462

3 BR / 3 BA / Sleeps 6

1 / 7

$1,462

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3 Bedroom Villa with Private Pool in Round Hill

Hope Well villa
3 BR / 3 BA / Sleeps 6 | Quick view

Details

This is a beautifully decorated three bedroom villa, featuring two main suites. The suites have connecting doors which makes the cottage a perfect retreat for families. One suite has a king bed and the others have two twin bedded bedrooms. This cottage is also a perfect setting for a honeymoon with the private setting…
  • Wireless Internet
  • 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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$2,116

4 BR / 3 BA / Sleeps 8

1 / 7

$2,116

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Stunning 4 Bedroom Villa with Private Pool in Round Hill

Hope Well villa
4 BR / 3 BA / Sleeps 8 | Quick view

Details

Recently upgraded and renovated, this stunning four bedroom villa with a pool has two main suites upstairs with connecting doors and two bedrooms downstairs, completely renovated, in the classic tradition of Round Hill - simple, elegant, and luxurious at the same time.The villa is also very private with its location …
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • Balcony or terrace
  • Fitness Room
  • Garden
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,428

6 BR / 4 BA / Sleeps 12

1 / 22

$1,428

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Anticipation - Tryall Club

Jamaica villa – 1.0 mi away
6 BR / 4 BA / Sleeps 12 | Quick view

Details

One of the finest villas at Tryall Club, Anticipation has all the inviting atmosphere of an elegant private island home and all the amenities necessary to ensure a successful Caribbean vacation.<br /><br />There are three bedrooms in the main villa and one in a separate cottage a breath away from the pool…
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Dishwasher
  • Microwave
  • Suitable for children
  • Suitable for the elderly - ask
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