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$1,299

5 BR / 6 BA / Sleeps 11

Remarkable 5 Bedroom Villa in Montego Bay - Montego Bay vacation rentals
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$1,299

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Remarkable 5 Bedroom Villa in Montego Bay

5 BR / 6 BA / Sleeps 11 | Quick view

Details

Rated Premier, the highest category. Heated pool ~ 25' x 70' with fiber optic night lighting. Private putting green and shuffleboard court on the large lawn. Onsite staff includes chef, butler, housekeepers, laundress and gardeners. Two complimentary golf carts for transport throughout the Tryall Club. The Tryall…
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Satellite or cable TV
  • Stereo or CD player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,299

6 BR / 7 BA / Sleeps 14

Spectacular 4 Bedroom Villa with Private Pool in Montego Bay - Montego Bay vacation rentals
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$1,299

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Spectacular 4 Bedroom Villa with Private Pool in Montego Bay

6 BR / 7 BA / Sleeps 14 | Quick view

Details

On three acres of land with a commanding view of the Caribbean Sea, lush green mountains and golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut. Completed in 1995, it is still one of the most glamorous homes at the Tryall Club. Here is an extraordinary private home with simply the best …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,298

5 BR / 5 BA / Sleeps 10

Breathtaking 5 Bedroom Villa with Private View in Montego Bay - Montego Bay vacation rentals
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$1,298

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Breathtaking 5 Bedroom Villa with Private View in Montego Bay

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon tea and Manager's Cocktail Party. For various fees: golf, tennis lessons, Happy Hour, hair salon and spa, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • Stereo or CD player
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$786

5 BR / 6 BA / Sleeps 10

Marvelous 5 Bedroom Villa with View in Montego Bay - Montego Bay vacation rentals
1 / 18

$786

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Marvelous 5 Bedroom Villa with View in Montego Bay

5 BR / 6 BA / Sleeps 10 | Quick view

Details

The Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon tea and Manager's Cocktail Party. For …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Fitness Room
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

PreviousNext property

$1,299

6 BR / 6 BA / Sleeps 0

6 Bedroom Villa with Panoramic View of the Caribbean Sea in Montego Bay - Montego Bay vacation rentals
1 / 22

$1,299

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6 Bedroom Villa with Panoramic View of the Caribbean Sea in Montego Bay

6 BR / 6 BA / | Quick view

Details

8,000-square-foot, 6-bedroom villa on 7 acres at the prestigious Tryall Clubhighest Premier ratinglarge private poolstaff of 7: chef, butler, housekeepers, gardeners, laundressocean and mountain views from one of the highest points at the Tryall Clubindoor and outdoor diningcable television in all bedrooms and …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$728

4 BR / 4 BA / Sleeps 8

Spectacular 4 Bedroom Villa with View of the Caribbean Sea in Montego Bay - Montego Bay vacation rentals
1 / 8

$728

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Spectacular 4 Bedroom Villa with View of the Caribbean Sea in Montego Bay

4 BR / 4 BA / Sleeps 8 | Quick view

Details

When Round Hill was only an undeveloped knob of lush green hillside rising over the sea, one man had the good fortune to have his choice of lots, and the wisdom to choose that piece of land most favored by the sun and prevailing tradewinds, which also happened to have one of the most spectacular views in all the …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Fitness Room
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,559

8 BR / 9 BA / Sleeps 16

1 / 23

$1,559

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Fashionable 8 Bedroom Villa with Private Pool in Montego Bay

8 BR / 9 BA / Sleeps 16 | Quick view

Details

Rated Premier (highest luxury category). Onsite staff include butler, cook, two housekeepers, two gardeners and laundress. Child friendly: baby gates, kids room upstairs and Tryall Kids Club. Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary beach, tennis, gym…
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Balcony or terrace
  • Garden
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,372

6 BR / 8 BA / Sleeps 14

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$1,372

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6 Bedroom Villa with Veranda overlooking the Pool in Montego Bay

6 BR / 8 BA / Sleeps 14 | Quick view

Details

Seventh very private bedroom available on request; ask us for rates and availability. Onsite staff includes two butlers, chef, housekeepers, gardener laundress and 24 hour concierge service. Air conditioned gym with recumbent bicycle, treadmill, stair master, free weights, exercise balls, mats and television. …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Books
  • Pet friendly - ask
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$786

3 BR / 4 BA / Sleeps 6

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$786

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Gleaming 3 Bedroom Villa with View of the Bay in Montego Bay

3 BR / 4 BA / Sleeps 6 | Quick view

Details

Round Hill Membership: Complimentary beach, tennis, two connecting heated pools for parents and children, jogging trail, Manager's Cocktail Party. For various fees: Pineapple Kids Club, fitness room, tennis lessons, hair salon and spa, bars and restaurants, gift shops, water sports, Internet room, beach parties Mon-…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,143

6 BR / 6 BA / Sleeps 12

1 / 23

$1,143

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6 Bedroom Villa with Panoramic View of Golf Course & Ocean in Montego Bay

6 BR / 6 BA / Sleeps 12 | Quick view

Details

Endless Summer is a turreted mansion with views of the Caribbean Sea. From the porte cochere, beveled glass doors open to a dramatic 80' columned space. A sweeping white stone staircase curves gracefully from the foyer to a balustraded gallery encircling and overlooking the sunken living room, topped high above by the…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,215

4 BR / 5 BA / Sleeps 8

1 / 28

$1,215

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Spectacular 4 Bedroom Villa with Panoramic View in Montego Bay

4 BR / 5 BA / Sleeps 8 | Quick view

Details

Remarkable 10,000 square foot private villa on spectacular seven acre site in Great River Private gated community. An architectural gem with a 270-degree panorama. Second infinity-edge pool outside owners suite. Onsite staff includes an excellent butler, head chef, pastry chef, housekeepers, laundress, gardeners …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,948

6 BR / 7 BA / Sleeps 12

1 / 18

$1,948

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Magnificent 6 Bedroom Villa in Montego Bay

6 BR / 7 BA / Sleeps 12 | Quick view

Details

Six bedroom premier villa (highest luxury category) on five acres overlooking the Caribbean Sea. Onsite staff includes two butlers, chef, housekeepers, gardeners and laundress. The Tryall Club Temporary Membership Fee (see paragraph below). The Tryall Club membership Complimentary beach, tennis, gym, pool, …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Balcony or terrace
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,000

5 BR / 6 BA / Sleeps 10

1 / 24

$1,000

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Contemporary 5 Bedroom Villa in Montego Bay

5 BR / 6 BA / Sleeps 10 | Quick view

Details

Five bedroom, five bathroom private villa on 220 private acres. 7,000 square feet of indoor and outdoor living space. 20' x 40' private pool. Tennis court lit for night play. Five cable televisions in all bedrooms. 42'' LCD cable television with Direct TV, VCR, DVD in living room. Bose music sound system. …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$786

4 BR / 4 BA / Sleeps 10

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$786

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Fabulous 4 Bedroom Villa with private Pool & Garden in Montego Bay

4 BR / 4 BA / Sleeps 10 | Quick view

Details

The Tryall Club Temporary Membership Fee (see paragraph below). The Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon tea and Manager's Cocktail Party. …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Fitness Room
  • 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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$715

3 BR / 4 BA / Sleeps 10

1 / 16

$715

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3 Bedroom Villa with Ocean View in Montego Bay

3 BR / 4 BA / Sleeps 10 | Quick view

Details

The Tryall Club Temporary Membership Fee (see paragraph below) The Tryall Club Membership: Complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens and adults, jogging trail, afternoon tea and Manager's Cocktail Party. For …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Satellite or cable TV
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$929

5 BR / 5 BA / Sleeps 11

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$929

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5 Bedroom Villa with Private Terrace in Montego Bay

5 BR / 5 BA / Sleeps 11 | Quick view

Details

A massive whole-house vacation villa in the upscale residential neighborhood of Spring Farm just five minutes from three world class golf courses, designer shops, bars, restaurants and beaches. Through carved entrance doors with antique brass fittings, the magnificent view is immediately apparent. The view becomes…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • Books
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$893

5 BR / 7 BA / Sleeps 10

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$893

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5 Bedroom Villa with Private Veranda in Montego Bay

5 BR / 7 BA / Sleeps 10 | Quick view

Details

The Tryall Club membership: complimentary beach, tennis, gym, pool, Hummingbird Kids Club, non-motorized water sports, Internet room, new Usain Bolt Games Room for kids, teens & adults, jogging trail, afternoon tea & Manager's Cocktail Party. For various fees: golf, tennis lessons, Happy Hour, hair salon & spa, bars…
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Satellite or cable TV
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$358

1 BR / 2 BA / Sleeps 2

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$358

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Attractive 1 Bedroom Villa in Montego Bay

1 BR / 2 BA / Sleeps 2 | 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. Guests are provided free overseas calls to the United States, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,171

5 BR / 6 BA / Sleeps 10

1 / 8

$1,171

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Breathtaking 5 Bedroom Villa with View in Montego Bay

5 BR / 6 BA / Sleeps 10 | Quick view

Details

On seven acres overlooking the Tryall golf course and the Caribbean Sea, Mahogany Hill boasts one of the most breathtaking views day and night of all the homes at the Tryall Club. Stone steps lead from the entrance landing to a sunken living room with 27" Sony television and 24' window wall that opens to the upper …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • A/C or climate control
  • Fitness Room
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,786

7 BR / 7 BA / Sleeps 14

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$1,786

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Tremendous 7 Bedroom Villa with View in Montego Bay

7 BR / 7 BA / Sleeps 14 | Quick view

Details

Seven bedrooms (four bedroom main house and three bedroom cottage) and seven en suite bathrooms. Onsite staff includes butler, cook, housekeeper, laundress and gardeners. Round Hill Membership: Complimentary beach, fitness room, two connecting heated pools for parents and children, jogging trail, Manager's …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Wireless Internet
  • A/C or climate control
  • 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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$1,559

5 BR / 6 BA / Sleeps 12

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$1,559

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Sensational 5 Bedroom Villa in Montego Bay

5 BR / 6 BA / Sleeps 12 | Quick view

Details

8,000 square foot five bedroom private villa at the famous Tryall Club. Rated Premier (highest luxury category) heated pool. Air conditioned media room for movies or quiet computer time. Wireless internet access throughout. Onsite staff includes a cook, butler, housekeeper, gardener and laundress. Child friendly…
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Television
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,286

7 BR / 9 BA / Sleeps 14

1 / 19

$1,286

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Extraordinary 7 Bedroom Villa in Montego Bay

7 BR / 9 BA / Sleeps 14 | Quick view

Details

EXTRAORDINARY NEW HALF MOON TENNIS & BEACH MEMBERSHIP FOR BELLE ABRI GUESTS! * Five minutes from beaches and three world class golf courses: Half Moon, White Witch and Cinnamon Hill. Complimentary beach membership at Half Moon, five minutes down the hill. Full staff onsite including a chef, butler, housekeeper, …
  • 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 - ask

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$1,428

4 BR / 4 BA / Sleeps 8

1 / 26

$1,428

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Round Hill 4br

4 BR / 4 BA / Sleeps 8 | Quick view

Details

There are 27 individually owned villas with 74 suites surrounded by 30 acres of tropical gardens. Villas or cottages contain 2, 3, 4 and 5 suites, each with private, complete villa with private pool or suites in villas with a shared pool; 23 villas have their own pool. The villas are beautifully decorated individual …
  • Fitness Room
  • Safe
  • Ceiling Fans
  • Suitable for children
  • Suitable for the elderly - ask

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$2,014

5 BR / 5 BA / Sleeps 10

1 / 13

$2,014

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Round Hill 5br

5 BR / 5 BA / Sleeps 10 | Quick view

Details

There are 27 individually owned villas with 74 suites surrounded by 30 acres of tropical gardens. Villas or cottages contain 2, 3, 4 and 5 suites, each with private, complete villa with private pool or suites in villas with a shared pool; 23 villas have their own pool. The villas are beautifully decorated individual …
  • Safe
  • Television
  • Stereo or CD player
  • Suitable for children
  • Suitable for the elderly - ask

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$1,554

6 BR / 6 BA / Sleeps 12

1 / 17

$1,554

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Half Moon - 6br Royal Villas

6 BR / 6 BA / Sleeps 12 | Quick view

Details

Located on the grounds of the deluxe Half Moon Golf, Tennis and Beach Club the Royal Villas are truly luxurious and cater to the most discerning travelers. The Royal Villas are surrounded by magnificent gardens and designed with impressive Georgian architecture with elegantly appointed living and dining areas. There …
  • Washing Machine
  • Clothes Dryer
  • Grill
  • Safe
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$2,500

5 BR / 5 BA / Sleeps 10

1 / 16

$2,500

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Ian Fleming Villa

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Fleming's retreat is a boutique resort laced with beaches, tropical forest, caves and secluded nooks. Intimate and informal, this idyll attracts celebrities and other lovers of luxury. If these walls could talk they'd tell tales of artists and writers, spies and seducers. The romantic atmosphere is palpable. But, the …
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Patio
  • Grill
  • Dishwasher
  • Suitable for children
  • Suitable for the elderly - ask

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$458

2 BR / 2 BA / Sleeps 4

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$458

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La Casita

2 BR / 2 BA / Sleeps 4 | Quick view

Details

La Casita Villa is one of the most recent additions to the Spring Farm luxury properties. This intimate 2-bedroom villa is the perfect choice for small groups or families who want the finest in accommodations and service. La Casita delivers the level of comfort and amenities usually found only in larger luxury …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Safe
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,429

6 BR / 6 BA / Sleeps 12

1 / 17

$1,429

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Karma Bay

6 BR / 6 BA / Sleeps 12 | Quick view

Details

Karma Bay is a 6 bedroom Premier property on a spectacular water front location in the historic Tryall Club. The villa was totally renovated into a series of pavilions with separate living room/dining room and 6 bedrooms all connected by covered walkways lined with spectacular art and landscaping. Karma Bay prides …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$786

3 BR / 3 BA / Sleeps 1

1 / 12

$786

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Sunset

3 BR / 3 BA / Sleeps 1 | Quick view

Details

Sunset is a three-bedroom beachfront villa located in Tryall Club . This beautiful villa sits on the edge of the Caribbean Sea with its own sand beach. Sunset is ideal for snorkeling enthusiasts, and for families with children who love to play in sea and sand. Breathtaking vistas of Montego Bay and the island’s …
  • Waterfront
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Safe
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$708

4 BR / 4 BA / Sleeps 1

1 / 18

$708

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Fairwinds

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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$500

6 BR / 6 BA / Sleeps 1

1 / 18

$500

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Serendipity

6 BR / 6 BA / Sleeps 1 | Quick view

Details

Serendipity Villa is located in the prestigious Spring Farm neighborhood above and overlooking Half Moon Bay resort and the blue Caribbean Sea. The villa has been totally remodeled with style and for comfort in 2008. Serendipity will delight you. The quiet entrance through a flowering vine covered pergola gives sea …
  • Ocean or water views
  • Patio
  • Safe
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$750

3 BR / 4 BA / Sleeps 1

1 / 9

$750

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Serenity

3 BR / 4 BA / Sleeps 1 | Quick view

Details

The inviting cobblestone driveway leads you to the most delightful ambiance of Serenity Villa ; a three bedroom hillside property located on the world’s acclaimed Tryall Club resort. Serenity, perched on Copperwood Ridge, has astounding views of the Caribbean Sea and is surrounded by beautiful lush landscaping …
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Safe
  • Satellite or cable TV
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$1,179

4294967295 BR / 6 BA / Sleeps 2

1 / 31

$1,179

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Bambu

6 BA / Sleeps 2 | Quick view

Details

Bambu Villa is our newest Montego Bay luxury property and is located at Tamarind Hill on the lush west side of Montego Bay. The property is conveniently located only a few minutes drive from Round Hill, Jamaica's most elegant hotel and five miles from the Tryall Club with its internationally acclaimed 18 hole …
  • Ocean or water views
  • A/C or climate control
  • Patio
  • Safe
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,429

5 BR / 3 BA / Sleeps 10

1 / 21

$1,429

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Someday%20Soon

5 BR / 3 BA / Sleeps 10 | Quick view

Details

Someday Soon has recently undergone a major renovation and has reopened as a stunning new Premier villa. This secluded villa is located on a gentle sloping hillside, has spectacular views of the Caribbean Sea and is also conveniently located near Tryall's tennis courts and the Great House. This is a most charming …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$865

4 BR / 4 BA / Sleeps 1

1 / 9

$865

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Tradewinds

4 BR / 4 BA / Sleeps 1 | Quick view

Details

Tradewinds Villa sits on two acres at the famous Tryall Club directly on the Caribbean Sea. There are 300 feet of waterfront forming the north border 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…
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Microwave
  • Satellite or cable TV
  • Stereo or CD player
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,715

5 BR / 5 BA / Sleeps 1

1 / 23

$1,715

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Sundance

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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$786

3 BR / 3 BA / Sleeps 6

1 / 11

$786

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Vista%20Del%20Mar

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Vista Del Mar - is a beautiful 4 bedroom villa in the exclusive Tryall Club; however, the owners' suite is not available for rent, so the villa rents as a 3 bedroom house. An alley of Royal Palms leads up to Vista Del Mar, located at the top of a hill. Aptly named, this luxurious villa commands panoramic views of …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • A/C or climate control
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,715

5 BR / 5 BA / Sleeps 10

1 / 18

$1,715

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Villa Stella

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Villa Stella, just recently completely renovated, offers breathtaking views of the Caribbean Sea and the Tryall Club estate from Copperwood Ridge. Stylish interiors, attention to details, travertine marble, wooden floors and a gorgeous terrace with oversized swimming pool and deck overlooking the sea make Villa Stella…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Patio
  • Safe
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,715

7 BR / 7 BA / Sleeps 14

1 / 29

$1,715

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Sugar%20Hill

7 BR / 7 BA / Sleeps 14 | Quick view

Details

Sugar Hill is an elegant new island home perched atop a manicured 3-acre property overlooking the breathtaking Caribbean Sea and magnificent Tryall Club Resort. The one level floor plan allows views of the glittering turquoise sea and curvaceous coastline from every room. It is built in the traditional Jamaican …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fitness Room
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,893

5 BR / 5 BA / Sleeps 1

1 / 28

$1,893

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Trinity

5 BR / 5 BA / Sleeps 1 | Quick view

Details

Completed in January of 2007, Trinity Villa is an ultra-luxurious paradise. The 4 acre estate is home to royal palms, numerous fruit trees, and indigenous flowers. Grand in luxury and in scale, Trinity is comprised of 13,000 square feet of living space under the roof, and an additional 6000 square feet of pool and …
  • Ocean or water views
  • Patio
  • Safe
  • Microwave
  • Satellite or cable TV
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,429

5 BR / 5 BA / Sleeps 10

1 / 24

$1,429

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Sea%20Salt

5 BR / 5 BA / Sleeps 10 | Quick view

Details

Sea Salt is a brand new addition to the exclusive Tryall Club, built in 2007, Sea Salt is one of the most welcoming private homes that grace the northern coast of this Caribbean paradise. Inside, you'll find classic Jamaican architecture and 7,700 sq. ft. of living, dining and entertaining space. Outside, you're …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,072

5 BR / 6 BA / Sleeps 10

1 / 17

$1,072

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Great River House

5 BR / 6 BA / Sleeps 10 | Quick view

Details

Great River House - featured in "Caribbean Travel and Life" and selected one of Luxury Retreats favorite Jamaican villas; Great River House tops the luxury list for privacy & exceptional staff! Set on over four acres of rolling lawns, the house commands sweeping views of the sea with included amenities …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Patio
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$786

3 BR / 3 BA / Sleeps 6

1 / 17

$786

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Bumpers Nest

3 BR / 3 BA / Sleeps 6 | Quick view

Details

Bumper's Nest is an elegantly designed 13,000 sq foot, deluxe three bedroom villa sitting on three acres of magnificent land over looking the Caribbean Sea. The well manicured lawns of the Tryall Club's golf course and the green mountains of Jamaica are part of this magnificent view. The elegant Spanish design is warm…
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Safe
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$2,143

6 BR / 7 BA / Sleeps 1

1 / 32

$2,143

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Viviana

6 BR / 7 BA / Sleeps 1 | Quick view

Details

A most serene and enchanting location, Viviana is located at Tryall Club on 6 landscaped acres. 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 yellow hibiscus to the furthest …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Safe
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$786

3 BR / 3 BA / Sleeps 1

1 / 20

$786

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Eureka

3 BR / 3 BA / Sleeps 1 | Quick view

Details

Eureka is a very special retreat nestled in a private and pretty location at the end of a cul-de-sac. It commands spectacular views of the sparkling blue Caribbean waters, rolling Hanover hills and the eighth fairway of Tryall Club’s world-renowned golf course.A short ride by complimentary golf cart takes you to…
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • A/C or climate control
  • Safe
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,715

5 BR / 5 BA / Sleeps 1

1 / 22

$1,715

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Bougainvillea

5 BR / 5 BA / Sleeps 1 | Quick view

Details

Bougainvillea House completed in the Fall of 2007 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 …
  • Ocean or water views
  • Hot Tub/Jacuzzi
  • Patio
  • Safe
  • Microwave
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$1,010

7 BR / 9 BA / Sleeps 16

1 / 31

$1,010

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Fairway Manor

7 BR / 9 BA / Sleeps 16 | Quick view

Details

Stunning for its massive renovation and outstanding new features. Today’s Fairway Manor is a stylish multi-faceted 10,000-square-foot private home. Its rooms feature cool marble floors and overlook the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea. Additional …
  • 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 - ask

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$715

3 BR / 4 BA / Sleeps 6

2 Reviews

$715

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Sunset on the Beach at the Tryall Club

3 BR / 4 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

Sunset is a charming three-bedroom beach house on a fabulous site: a double lot absolutely on the edge of the beach and the sea. The wide blue all-day view is topped off by a sunset sky and a stunning nighttime view of the sparkling lights of the town of Montego Bay 12 miles across the sea. Additional amenities …
  • Waterfront
  • 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

Details

Reviews

(2)

"Outstanding Location with amazing views"

Left on Jun 17, 2014 for a stay in May 2014

My wife and I just recently spent time with our family in Montego Bays, Sunset on the beach Villa at Tryall club. This Villa is located right on the Ocean. It has three bedrooms with a large family room, all open air to the outdoors... amazing to say the least! The views of the Caribbean Ocean from this Villa are breathtaking. The Villa is fully staffed and the staff is second to none! The Villa …

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$715

3 BR / 4 BA / Sleeps 8

1 Reviews

$715

Inquire

Pinnacle at the Tryall Club

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

Details

Reviews

(1)

Pinnacle is a casual open-air Caribbean-style villa overlooking the historic Tryall Great House, golf course and the sea. Nine tennis courts (with pro’s standing by) are within walking distance. The golf pro shop is four minutes down the hill in Pinnacle's complimentary golf cart. Designed for indoor/outdoor living…
  • 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)

Spa-like Retreat Villa

Left on Feb 01, 2014 for a stay in January 2014

Our stay at Pinnacle Villa in Tryall Jamaica was truly a spa-like retreat !!!! The views and location are simply the best; short walk to the Great House, beach, tennis and golf. But of course, traveling golf carts available at all times. Ocean and resort views are magnificent. Meals were spectacular!!! The staff and chef at Pinnacle are masters; the food was perfect on all levels. Everything was …

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$1,143

5 BR / 5 BA / Sleeps 10

1 / 18

$1,143

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None VL NUT

5 BR / 5 BA / Sleeps 10 | Quick view

Details

VL NUT is a lovely vacation villa in the upscale residential neighborhood of Spring Farm, just five minutes from three world class golf courses, designer shops, bars, restaurants and beaches. Through carved entrance doors with antique brass fittings, the magnificent view is immediately apparent. The view becomes more …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Fitness Room
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask
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