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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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$2,857

6 BR / 6 BA / Sleeps 12

Luxury 6 bedroom Montego Bay villa. Extraordinary comfort and exquisite style! - Hope Well vacation rentals
1 / 21

$2,857

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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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$378

3 BR / 2 BA / Sleeps 6

Pleasant View Villa - Hope Well vacation rentals
1 / 11

$378

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Pleasant View Villa

Hope Well house
3 BR / 2 BA / Sleeps 6 | Quick view

Details

Pleasant View is a unique and immaculate air conditioned 3 bedroom villa luxuriously furnished with modern furnishings. Including outdoor bar, barbecue, large pool & other amenities. Seven miles west of Sangsters International Airport is Pleasant View, rapturously secluded providing your personal hideaway offering …
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children

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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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$958

2 BR / 2 BA / Sleeps 4

2 Bedroom Villa with Private Garden & Terrace in Round Hill - Hope Well vacation rentals
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$958

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2 Bedroom Villa with Private Garden & Terrace in Round Hill

Hope Well villa
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

4 Bedroom Villa with Private Pool in Round Hill - Hope Well vacation rentals
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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$1,766

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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$958

2 BR / 1 BA / Sleeps 4

1 / 4

$958

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Stylish 2 Bedroom Villa with View in Round Hill

Hope Well villa
2 BR / 1 BA / Sleeps 4 | Quick view

Details

This two bedroom villa was Noel Coward's second home in Jamaica, his desk is still there! This cottage features a typical cottage style with a lovely view and a garden/lawn setting. One suite has a king bed, the other with two twin beds, which may be converted to a king bed, plus adjoining doors between bedrooms…
  • Internet Access
  • 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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$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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$1,712

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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$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 10

1 / 14

$1,712

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Quality 3 Bedroom Villa with Private Pool in Round Hill

Hope Well villa
3 BR / 3 BA / Sleeps 10 | Quick view

Details

Tastefully decorated three bedroom villa with large open living rooms spaces, close to the main area, yet a lovely view across the bay. One suite offers a king size bed, the other two suites twin beds which may be converted to king beds. Perfect setting for a small family! Luxury Villas are the most spacious and …
  • Wireless Internet
  • 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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$1,558

3 BR / 3 BA / Sleeps 5

1 / 12

$1,558

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Unique 3 Bedroom Villa in Round Hill

Hope Well villa
3 BR / 3 BA / Sleeps 5 | Quick view

Details

Villa 25 is an absolutely beautiful and private two bedroom luxury villa. This is also the villa where John F. Kennedy rehearsed his now famous presidential inaugural speech, outside on the pool deck. Today, guests enjoy this beautifully renovated cottage which is just steps away from the main beach and restaurants…
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Garden
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • 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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$1,712

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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$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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$1,462

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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$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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$958

2 BR / 2 BA / Sleeps 4

1 / 4

$958

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Classic 2 Bedroom Villa in Round Hill

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

Details

A two bedroom villa with pool, very much the typical cottage style, private. Perfect for a small family, or just a getaway for two! One suite with a king bed, the other with two twin beds, which may be connected to king bed; plus adjoining doors between bedrooms. Classic villas feature many of the original design …
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$958

2 BR / 2 BA / Sleeps 4

1 / 7

$958

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Romantic 2 Bedroom with Private Pool in Round Hill

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

Details

This two bedroom villa with pool features a romantic setting, perfect for your honeymoon or to rekindle your love! Both suite bedrooms feature king size beds. The cottage is surrounded by beautiful gardens and large mango trees. Classic Villas feature many of the original design elements on which Round Hill was…
  • 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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$958

2 BR / 2 BA / Sleeps 4

1 / 8

$958

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Beautiful 2 Bedroom Villa with Private Pool in Round Hill

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

Details

A secluded two bedroom villa with pool, this cottage is also away from it all for those who cherish privacy. The bedrooms are arranged around the semi enclosed living room area. The pool is just footsteps away from your bedroom, both bedroom suites feature either a king bed or two twin beds and have a connecting door…
  • Shared outdoor pool (unheated)
  • Internet Access
  • 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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$1,284

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 / 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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$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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