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$151

1 BR / 1 BA / Sleeps 2

PARADISE PGG - 99817 - LUXURY 5* STUDIO APARTMENT WITH POOL - MONTEGO BAY - Montego Bay vacation rentals
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$151

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PARADISE PGG - 99817 - LUXURY 5* STUDIO APARTMENT WITH POOL - MONTEGO BAY

1 BR / 1 BA / Sleeps 2 | Quick view

Details

BRAND NEW | BEAUTIFULLY PRESENTED | LUXURY | 5 STAR SUITES RESERVE YOUR DATES NOW!!! This luxury pool-side studio apartment is part of a magnificent 5-star luxury property located in the heart of Ironshore, Montego Bay which also features 10 stunning suites. The apartment features a king-size bed, en-suite bathroom …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$62

2 BR / 1 BA / Sleeps 4

Rhyne Park INN - Montego Bay vacation rentals
1 / 7

$62

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Rhyne Park INN

2 BR / 1 BA / Sleeps 4 | Quick view

Details

This GREAT guest house is an ideal choice for travellers on a budget. This is a family friendly house and accommodate people of all ages and from all countries. It has two rooms each with 1 Queen size bed and 1 King size bed , The property is close to everywhere yet away-from-it-all. Dwelling comfortably fits…
  • Wireless Internet
  • Balcony or terrace
  • Parking
  • Linens Provided
  • Towels Provided
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$1,428

4 BR / 4 BA / Sleeps 8

Round Hill 4br - Montego Bay vacation rentals
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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$1,143

6 BR / 6 BA / Sleeps 12

Endless%20Summer - Montego Bay vacation rentals
1 / 21

$1,143

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Endless%20Summer

6 BR / 6 BA / Sleeps 12 | Quick view

Details

Endless Summer is one of the most spectacular Spring Farm villas. Located above the Half Moon Bay golf course, with spectacular views of the Caribbean Sea and the Jamaican north coast, Endless Summer is one of the most popular and desired villas in the Montego Bay area for weddings and other elegant occasions. From …
  • 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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$1,554

6 BR / 6 BA / Sleeps 12

Half Moon - 6br Royal Villas - Montego Bay vacation rentals
1 / 17

$1,554

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Half Moon - 6br Royal Villas

6 BR / 6 BA / Sleeps 12 | Quick view

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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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$2,014

5 BR / 5 BA / Sleeps 10

Round Hill 5br - Montego Bay vacation rentals
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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$940

7 BR / 8 BA / Sleeps 14

1 / 26

$940

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Fairway Manor at Montego Bay, Jamaica - Golf Course View, Ocean View, Pool

7 BR / 8 BA / Sleeps 14 | 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. Fairway …
  • Ocean or water views
  • Private Pool
  • Internet Access
  • Outdoor Dining Area
  • 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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$1,179

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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$475

4 BR / 5 BA / Sleeps 8

1 / 19

$475

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PARADISE PSL - 2689724 - TRADITIONAL | VIBRANT | 4 BED VILLA - ROSEHALL MONTEGO BAY

4 BR / 5 BA / Sleeps 8 | Quick view

Details

LOVELY PROPERTY PERFECT FOR COUPLES | FAMILY | FRIENDS RESERVE YOUR DATES NOW!!! Paradise Skylark is a lovely, very popular, amazingly affordable, home away from home 4 Bedroom villa. The property is perfectly positioned on two acres of well maintained, tropical gardens and well manicured lawns, surrounded by brightly…
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - 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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$155

1 BR / 1 BA / Sleeps 2

1 / 8

$155

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PARADISE PGH - 138233 - STANDARD ROOM

1 BR / 1 BA / Sleeps 2 | Quick view

Details

The Paradise PGH is arguably Montego Bay’s finest European Plan hotel. The hotel boasts 85 newly refurbished rooms and 8 Jr. Suites, each with either two double beds or one king sized bed. Most rooms have a private balcony with a view of either the Caribbean Sea or the gardens, and the swimming pool or courtyard…
  • Private Beach
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • A/C or climate control
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$151

1 BR / 1 BA / Sleeps 2

1 Reviews

$151

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PARADISE PCV - 43469 - AMAZING VALUE | MASTERSUITE | FANTASTIC SEAVIEWS & POOL - MONTEGO BAY

1 BR / 1 BA / Sleeps 2 | Quick view
“ Very Good ” 1 Reviews

Details

Reviews

(1)

INCREDIBLE VIEWS | PERFECT FOR COUPLES | FAMILIES | GROUPS | WEDDINGS | HONEYMOONS | ROMANTIC GETAWAYS RESERVE YOUR DATES NOW!!! This is an option to rent the Master-suite of an extremely affordable 5-Bedroom Guest House in Montego Bay that has a welcoming atmosphere and incredible architecture. The property features …
  • Ocean or water views
  • Mountain Views
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Romantic Stay In Paradise

Left on Mar 26, 2014 for a stay in March 2014

This is a quiet, intimate, and romantic atmosphere.

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$865

4 BR / 4 BA / Sleeps 8

1 / 16

$865

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PARADISE TYB - 83766 - LOVELY AMBIANCE | 4 BED VILLA WITH POOL | MONTEGO BAY

4 BR / 4 BA / Sleeps 8 | Quick view

Details

PROPERTY DESCRIPTION SPECTACULAR SEA VIEWS | PERFECT FAMILY VACATION VILLA This beautifully appointed four bedroom villa completed in 1991offers spectacular views of Tryall Club’s golf course and the Caribbean Sea. Modern furnishings, tile floors, dark-wood trims and shutters give the feeling of Old World charm …
  • Private Beach
  • Ocean Views
  • Mountain Views
  • Wireless Internet
  • Housekeeping Included
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$78

1 BR / 1 BA / Sleeps 2

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$78

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Beautiful, gated, luxurious studio

1 BR / 1 BA / Sleeps 2 | Quick view

Details

Beautiful , quiet and very close to the water front ,studio- apartment which is located about just 4 miles to Inter-National Airport . Luxurious apartment offers refrigerator, new micro-wave, iron with board, cooking utensils and facilities , well appointed bath with full size tub, Sofa bed, full size bath, cleaning …
  • A/C or climate control
  • Linens Provided
  • Microwave
  • Refrigerator
  • Stove or Oven
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$358

1 BR / 2 BA / Sleeps 4

1 / 36

$358

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Mirador at the Tryall Club ~ A Great House Villa Suite

1 BR / 2 BA / Sleeps 4 | Quick view

Details

Mirador is a stylish one-bedroom apartment at the posh Tryall Club. Its prize location provides both proximity to the elegant Tryall Club Great House and a breathtaking view over the deep blue Caribbean Sea and the manicured championship golf course. Additional amenities include: golf available, beach club, …
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$715

3 BR / 4 BA / Sleeps 8

1 Reviews

$715

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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…
  • 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 - 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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$715

5 BR / 5 BA / Sleeps 10

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$715

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Cliffside Cottage

5 BR / 5 BA / Sleeps 10 | Quick view

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Dramatically perched on a lush green hillside above the sea, Cliffside Cottage commands stunning views of the deep blue Caribbean Sea by day and romantic lights that glisten across Montego Bay after sunset. Sunrise and sunset vistas from this vantage point are mesmerizing. Additional amenities include: available for …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$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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$1,010

7 BR / 9 BA / Sleeps 16

1 / 30

$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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$100

3 BR / 2 BA / Sleeps 8

1 Reviews

$100

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Chateau De La Rose

3 BR / 2 BA / Sleeps 8 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

The Villa is the perfect hideaway where you and yours can have that special moment , or a family fun filled vacation. With its exquisite landscape garden, beautiful sea views, own private swimming pool, 24 hour security and other facilities. We have created an environment where you will have all the comfort you need …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Patio
  • Garden
  • Microwave
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

I just found my second home

Left on Feb 15, 2015 for a stay in January 2015

I just want to make a quick note to extend my heartfelt thanks to Shernett & Dave their family and staff for outstanding hospitality extended to us at your lovely Villa.

We were immediately impressed with the Villa on arrival, very spacious and much better than the photos. The Villa has a great, quiet outdoor area with a large pool where we spent most of our days. The position of Villa is …

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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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$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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$730

4 BR / 4 BA / Sleeps 8

1 / 13

$730

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Beautiful Beachfront Villa with Private Pool

4 BR / 4 BA / Sleeps 8 | Quick view

Details

Welcome to Calypso Shores, a stunning fully staffed, waterfront villa with its own private beach and pool. Ten minutes from the airport in beautiful Montego Bay. Exclusive VIP service at the airport upon arrival. Located in a lovely gated community with round the clock security, tennis courts, work out facilities, and…
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Clothes Dryer
  • Balcony or terrace
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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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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$1,429

6 BR / 6 BA / Sleeps 12

1 / 17

$1,429

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Karma%20Bay

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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$458

2 BR / 2 BA / Sleeps 4

1 / 13

$458

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La%20Casita

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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$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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$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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$1,893

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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$1,299

5 BR / 6 BA / Sleeps 10

1 / 40

$1,299

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Sea Salt at the Tryall Club

5 BR / 6 BA / Sleeps 10 | Quick view

Details

Sea Salt is one of the most stylish villas in this collection. Exquisite classic Jamaican architecture defines 7,700 square feet of living, dining, entertaining and relaxation spaces. Exteriors are lushly landscaped with native trees and a host of flowering plants. Additional amenities include: linda smith premier …
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,559

6 BR / 8 BA / Sleeps 14

1 / 21

$1,559

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Rose Cottage at the Tryall Club

6 BR / 8 BA / Sleeps 14 | Quick view

Details

Rose Cottage is a large and lavish new home with glorious views of the lush Jamaican mountains and the deep blue Caribbean Sea. Its design is a stylish blend of Jamaican, Asian and European elements with an emphasis on extraordinary comfort. Additional amenities include: ping pong table, piano, snorkel gear, golf on …
  • Heated Pool
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$1,143

6 BR / 6 BA / Sleeps 12

1 / 23

$1,143

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Endless Summer

6 BR / 6 BA / Sleeps 12 | Quick view

Details

One of the most glamorous villas in Jamaica, Endless Summer is a turreted mansion with breathtaking views of the Caribbean Sea. Additional amenities include: poolside shower, available for large groups, connecting bedroom(s), golf available, beach club, complimentary calls to the us, uk and canada, cook or chef …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$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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$1,286

5 BR / 5 BA / Sleeps 12

1 / 20

$1,286

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Allamanda

5 BR / 5 BA / Sleeps 12 | Quick view

Details

ALLAMANDA is a brilliant new contemporary private villa with large heated pool, an excellent staff including top-rated chef, and nearby memberships at Round Hill and the Tryall Golf, Tennis Additional amenities include: pool table, ping pong table, complimentary use of the new round hill gym, connecting bedroom(s), …
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$729

4 BR / 4 BA / Sleeps 8

1 / 16

$729

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Hillside Villa on Round Hill

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
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - 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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$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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$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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$1,429

5 BR / 5 BA / Sleeps 10

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$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

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$1,072

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Great%20River%20House

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

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$786

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Bumpers%20Nest

3 BR / 3 BA / Sleeps 6 | Quick view

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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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$786

3 BR / 3 BA / Sleeps 1

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$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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$1,299

6 BR / 7 BA / Sleeps 12

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$1,299

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Karma Bay at the Tryall Club

6 BR / 7 BA / Sleeps 12 | Quick view

Details

A sprawling double lot directly on the Caribbean Sea is among the most stunning waterfront locations in all Jamaica. This is the rarefied site of the private villa named Karma Bay. Additional amenities include: poolside shower, snorkel gear, golf available, beach club, bathrobes, fully staffed villa, playground …
  • Waterfront
  • Shared outdoor pool (unheated)
  • Internet Access
  • A/C or climate control
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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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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$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

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$1,715

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Villa%20Stella

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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$550

4 BR / 4 BA / Sleeps 8

8 Reviews

$550

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Lazy Laguna - New Waterfront 4 bed/4bath Villa

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

Details

Reviews

(8)

Lazy Laguna is a waterfront home, in a gated and child-friendly community located in Montego Bay, Jamaica. The community offers tennis courts and pools. Lazy Laguna has 4 bedrooms and 4 bathrooms and will sleep 8 comfortably. It has just been newly renovated with brand new limestone tile floors downstairs and Jatoba, …
  • Waterfront
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(8)

An amazing place for family getaway!

Left on Mar 18, 2014 for a stay in January 2014

We spent a week at this location celebrating my brother's 40th birthday. We had 9 people in our group and were all able to stay comfortably. We had wanted a villa where we could all stay together but still be close enough to activities and things to do in Montego Bay. This was a perfect location and villa for us. Jill was a very gracious host and Marcia was amazing. Marcia was there with a …

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$105

1 BR / 8 BA / Sleeps 16

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$105

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Pink Hibiscus Villa - Private Pool

1 BR / 8 BA / Sleeps 16 | Quick view

Details

Pink Hibiscus is situated in the suburbs of Montego Bay and this villa is an adorable tropical pink, shining the warm colors of the exquisite Hibiscus flower. The Villa is the perfect hideaway where you and yours can have that special moment , or a family fun filled vacation. With is exquisite landscape garden, …
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Pet friendly
  • Smoking allowed
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

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$1,000

6 BR / 6 BA / Sleeps 12

11 Reviews

$1,000

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Sea Island Villa/Tennis Court/5-Star Staff

6 BR / 6 BA / Sleeps 12 | Quick view
“ Excellent ” 11 Reviews

Details

Reviews

(11)

Sea Island is a fully-staffed luxury villa situated in Jamaica's beautiful Montego Bay. With over seven private acres and sweeping views of the Carribean Sea, this 6,000 square-foot, 6-bedroom (each with en-suite bathrooms) home is the perfect place to create memories to last a lifetime. Your culinary- trained chef…
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Pet friendly - ask
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible

Details

Reviews

(11)

Luxe comfort, with privacy - everything you need in one place.

Left on Nov 05, 2014 for a stay in January 2012

This gorgeous home has everything you need: amenities, a fabulous pool, tennis courts and top notch, friendly service. We went into town a few times, but I would have been happy to stay put. Sea breezes and the smell of the ocean immediately relax you, and the staff is incredibly attentive without being too 'present.' It was one of the most rejuvenating trips I ever took. We went as a couple…

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$424

4 BR / 4 BA / Sleeps 10

26 Reviews

$424

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Bogue Villa

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

Details

Reviews

(26)

Bogue Villa - is located in a quiet location minutes from the airport and Montego Bay. The villa offers a unique experience of a privately owned villa for people who really want to explore Jamaica culturally--to gain an intimate understanding of Jamaican life, its environs, cuisine, history, music, and beauty. …
  • Ocean or water views
  • Mountain Views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Smoking allowed - ask
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(26)

Paradise!

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

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

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