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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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$2,670

5 BR / 5 BA / Sleeps 14

5 Bedroom Villa with Private Pool & Veranda in Round Hill - Hope Well vacation rentals
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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$2,858

6 BR / 6 BA / Sleeps 12

Luxury 6 bedroom Montego Bay villa. Extraordinary comfort and exquisite style! - Hope Well vacation rentals
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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$1,400

7 BR / 0 BA / Sleeps 14

TENNIS! GOLF! STAFF! BEACH CLUB! FAMILY!Sugar Hill - Hope Well vacation rentals
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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$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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$2,116

4 BR / 4 BA / Sleeps 5

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

$2,116

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Excellent 4 Bedroom Villa in Round Hill

Hope Well villa
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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$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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$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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$1,766

4 BR / 4 BA / Sleeps 8

1 / 15

$1,766

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4 Bedroom Villa with Private Jacuzzi in Round Hill

Hope Well villa
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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$1,816

4 BR / 4 BA / Sleeps 10

1 / 2

$1,816

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Cozy 4 Bedroom Villa with Private Plunge Pool in Round Hill

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

Details

A four bedroom villa with a pool, beautiful view, an infinity pool and is located close to the main area and beach.There are four-post beds in three of the bedrooms, and two double beds in the other bedroom. There is also a connecting door between the two main suites, an ideal setting for families or couples …
  • 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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$1,816

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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$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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$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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$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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$1,284

6 BR / 6 BA / Sleeps 17

1 / 15

$1,284

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Extravagant 6 Bedroom Villa in Montego Bay

Hope Well villa
6 BR / 6 BA / Sleeps 17 | Quick view

Details

On floors of cool Jamaican marble in hues of gray, pink, cream and salmon; rich mahogany; high ceilings and lovely antiques. Knockando evokes a sense of old Jamaica updated with contemporary comforts and amenities. The living room opens wide to the heart of the house. A 1 300 square foot veranda with generous …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Grill
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,816

4 BR / 3 BA / Sleeps 8

1 / 3

$1,816

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Large 4 Bedroom Villa in Round Hill

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

Details

A four bedroom villa with pool which could easily be used as a five bedroom villa for large families. Cottage 5 and 6 are connected by garden walk way. They are great for two families who wish to stay next to each other. Beautifully decorated and near the tennis courts for the tennis enthusiast! Bedding …
  • Wireless Internet
  • A/C or climate control
  • 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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$1,712

4 BR / 4 BA / Sleeps 10

1 / 6

$1,712

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Tremendous 4 Bedroom Villa with Large Swimming Pool in Round Hill

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

Details

This four bedroom villa features a very large, almost Olympic size swimming pool. The two main suites are composed of one king bedded room and one with two double beds. There is also a connecting door between the suites. The perfect setting for the avid swimmer, the pool is located footsteps from the suites! Deluxe…
  • Wireless Internet
  • A/C or climate control
  • 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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$2,000

7 BR / 9 BA / Sleeps 16

1 / 22

$2,000

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Sugar Hill Villa - Tryall Club - Jamaica

Hope Well villa
7 BR / 9 BA / Sleeps 16 | Quick view

Details

SUGAR HILL is a gorgeous 7-bedroom island home privately perched atop a lush 3-acre property, overlooking the glittering Caribbean Sea and The Tryall Club. The 4- bedroom Main Villa, and 3- bedroom Guest House are rented together and provide a luxurious, yet relaxed setting for getaways with friends, couples, families…
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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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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$2,150

6 BR / 6 BA / Sleeps 12

1 / 29

$2,150

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GOLF! TENNIS! POOL! STAFF! BEACH!! Vivianna

Hope Well house
6 BR / 6 BA / Sleeps 12 | Quick view

Details

Viviana is one of Tryall's newest Luxury deluxe editions. 6 luxurious bedrooms, each with high quality ensuite bathrooms, large games room and disco room. This spectaular mansion is made of only the best quality furnishings and fixtures. All the bathroom tiles have been imported and tiled from floor to ceiling marble …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Wireless Internet
  • Housekeeping Optional
  • Suitable for the elderly - ask

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$1,720

5 BR / 0 BA / Sleeps 10

1 / 28

$1,720

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BEACH CLUB! TENNIS! GOLF! BUTLER SERVICE! Sundance

Hope Well house
5 BR / Sleeps 10 | 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 …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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