Vacation Home Rentals in Jamaica

Vacation Home Rentals in Jamaica

Beach House Villas
Vacation rental
Make your stay a unique one at the Beach House Villas in Negril. Unlike most of Jamaica's all-inclusive resorts, Beach House Villas allows guests...

from 931 USD

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Beach House Villas, Negril
Vacation rental
Beautiful Villas a stone's throw from the water.

from 1,123 USD

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Beachcomber Club and Spa
Vacation rental
The Beachcomber Club & Spa in Negril, Jamaica, is centrally located in the middle of Negril's seven mile beach, 10 minutes from the town of...

from 1,099 USD

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Vacation rental
Location. Chrisanns Beach Resort in St. Mary, Jamaica is located directly on the Caribbean approximately three miles east of the shopping, dining...
Vacation rental
The cottage, located 1 mile (1.6 km.) from the centre of the popular resort town, is next to the owners' home, yet is completely self-contained,...

from 644 USD

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Vacation rental
LOCATION Located in the salubrious climate of Manchester, the house is situated in a quiet suburb of the town of Mandeville, within walking...

from 740 USD

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Vacation rental
The El Greco Resort is adjacent to the "Hip Strip" and Doctor's Cave Beach in Montego Bay, Jamaica. Sangster International Airport is just over...

from 1,400 USD

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Vacation rental
Emerald View Resort Villa is a romantic and enchanting property nestled on a hilltop 500 feet above sea level. Overlooking the Caribbean Sea and a...

from 679 USD

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Vacation rental
Location. Fisherman's Point Resort is an oceanfront property, convenient to shopping, dining and entertainment in picturesque Ocho Rios, Jamaica....

from 921 USD

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Vacation rental
Overlooking Negril Beach, Footeprints on the Sand is located on the arid western tip of Jamaica in the town of Negril. Against a backdrop of sea...

from 777 USD

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Vacation rental
Franklyn D. Resort is a Boutique all-inclusive family resort with spacious suites, just steps from the sea and surrounded by lush tropical...

from 3,710 USD

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Vacation rental
Location. Located just five miles from the Montego Bay Airport, the historical Half Moon Resort in Montego Bay, Jamaica, takes travelers back to...

from 5,208 USD

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Vacation rental
The Negril Beach Club Condos are located on Negril's famous seven-mile sugar sand beach. Swim in or relax around the pool and the jacuzzi. Beach...

from 700 USD

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Vacation rental
Why get a hotel room when you can have a whole house? Lovely house for rent across the street from the beach (Coco La Palm), full kitchen, in-laws...

from 1,000 USD

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Vacation rental
The Point Village offers everything to ensure a perfect vacation: a prime location overlooking seven mile beach, a great ambiance, and as much (or...

from 2,590 USD

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Vacation rental
Location Relax Resort is nestled on a hilltop overlooking lush gardens and the waters of the Caribbean in Montego Bay, Jamaica. Rolling hills,...

from 840 USD

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Vacation rental
Location. Steps from the tranquil blue waters of the Caribbean, the Sandcastles Beach Resort Ocho Rios is centrally located in Ocho Rios, Jamaica....

from 1,026 USD

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Vacation rental
Sea Splash is a boutique hotel that offers a unique Jamaican experience in the heart of Negril's famous 7-mile white sandy beach, with an...

from 1,085 USD

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Vacation rental
Location.The Shaw Park Beach Hotel, one of the first elite properties in Ocho Rios, offers guests a grace and charm reminiscent of old Jamaica. A...

from 2,765 USD

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Vacation rental
Located in picturesque Ocho Rios on the north coast of Jamaica, the Turtle Beach Towers are nestled in a tropical setting on a stretch of...

from 1,425 USD

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Vacation rental
Villas SurMer is a Gem of jamaica. Nestled atop the cliffs of negril, with the greatest view of the Caribbean Sea. Snorkel in your private 'Blue...

from 1,190 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 10
Sevilla Villa offers the most magical of all views overlooking Breezes Runaway Bay championship golf course and the Caribbean Sea. Walk through...

from 2,800 USD

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House with 4 bedroom(s), 4 bathrooms(s), sleeps 8
3 bedroom villa, fully staffed, private swimming pool! Unique to this villa is the complimentary Round Hill Resort Membership. Please read here...

from 3,750 USD

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House / villa with 6 bedroom(s), sleeps 14
Sevilla Villa offers the most magical of all views overlooking Breezes Runaway Bay championship golf course and the Caribbean Sea. Walk through...

from 500 USD

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House with 6 bedroom(s), 6 bathrooms(s), sleeps 6
Every aspect of this beautiful, private, waterfront property has been upgraded and it is now offered as a deluxe 6 bedroom, 6 bathroom villa with...

from 11,200 USD

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House with 9 bedroom(s), 9 bathrooms(s), sleeps 18
Situated on a picturesque banana port village of Oracabessa, 15 minutes from Ocho Rios - a luxurious, 6 acre estate, gated and private. Waterfront...

from 12,000 USD

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Villa with 7 bedroom(s), 9 bathrooms(s), sleeps 14
A Summer Place is a lovely villa located on beautiful, private white sand beach in Discovery Bay. Recently renovated, the villa is the perfect...

from 11,000 USD

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Villa with 3 bedroom(s), 4 bathrooms(s), sleeps 6
The interiors are spacious and feature pastel colored walls and tasteful traditionally styled furnishings. Local artwork dramatically punctuates...

from 4,400 USD

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House with 3 bedroom(s), 3 bathrooms(s), sleeps 6
3 bedroom villa only a few minutes walk to them beach.Tryall Resort Membership. Please read for the exclusive resort features for this villa.Ackee...

from 4,400 USD

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Villa with 4 bedroom(s), 5 bathrooms(s), sleeps 8
AFIMI is a brand new waterfront villa in the Lagoons, an upscale gated community in Montego Bay. This spectacular villa with its own private beach...

from 5,000 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Afterglow (Mamiti Cove) is a beautiful 3 bedroom, 3.5 bath villa nestled in a lush tropical garden overlooking the sea and near to the Sandals...

from 3,500 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Incredibly beautiful, this special villa sits on the sea where the waves gently break on shallow reefs and roll in providing their own music....

from 10,500 USD

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Villa with 3 bedroom(s), 4 bathrooms(s), sleeps 7
Almond Hill is a lovely private, 3 bedroom villa surrounded by a 500-acre coconut plantation with a large private pool. The villa and grounds were...

from 2,400 USD

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Villa with 7 bedroom(s), 8 bathrooms(s), sleeps 14
Amanoka is a stunning seven-bedroom villa located on its own 70' private, powder-white sand beach, lapped by the azure waters of Discovery Bay....

from 14,000 USD

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House with 7 bedroom(s), 7.5 bathrooms(s), sleeps 14
A large, peaceful beachside villa with all inclusions and beautifully decorated. Amanoka is truly special. This is one of Jamaica's newest and...

from 18,000 USD

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Villa with 6 bedroom(s), 4 bathrooms(s), sleeps 12
One of the finest villas at Tryall Club, Anticipation has all the inviting atmosphere of an elegant private island home and all the amenities...

from 10,000 USD

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Villa with 1 bedroom(s), 1 bathrooms(s), sleeps 2
Bahia Cottage, on the beach at Runaway Bay, your passport to the beach life. Bahia is a charming cottage located right on the white sand beach at...

from 1,000 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Bay Watch  is a new 5 bedroom beach front home located in  Runaway Bay on Jamaica's beautiful North Coast. It is situated 100 feet of  white...

from 3,400 USD

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Villa with 5 bedroom(s), 6 bathrooms(s), sleeps 16
Please note that pro-rated bedroom rates refer to specific configurations. Please ask our agents with any questions you might have.Any closer to...

from 1,729 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 10
Jamaica Villas at Beach House. Caribbean castles in the sand. On the western tip of Jamaica lies the golden coast of Negril, home to the most...

from 2,695 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
Jamaica Villas at Beach House. Caribbean castles in the sand. On the western tip of Jamaica lies the golden coast of Negril, home to the most...

from 1,316 USD

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Villa with 4 bedroom(s), 6 bathrooms(s), sleeps 12
Set right among the trees of Negril beach, the Reef House's jungle setting is perfect for that secluded romantic getaway. With its bedroom tucked...

from 3,612 USD

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Villa with 2 bedroom(s), 3 bathrooms(s), sleeps 6
Set right among the trees of Negril beach, the Reef House's jungle setting is perfect for that secluded romantic getaway. With its bedroom tucked...

from 1,316 USD

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Villa with 2 bedroom(s), 3 bathrooms(s), sleeps 6
Set right among the trees of Negril beach, the Reef House's jungle setting is perfect for that secluded romantic getaway. With its bedroom tucked...

from 1,435 USD

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Villa with 2 bedroom(s), 1 bathrooms(s), sleeps 6
The Sun, the moon and the stars themselves adorn this upper level economical option. With it's 2 bedrooms, 1 bath, 1 living/dining room/kitchen,...

from 1,519 USD

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House with 4 bedroom(s), 4 bathrooms(s), sleeps 8
This Jamaican getaway will truly be a pleasurable adventure in paradise. Most DELUXE villas in Negril. Azure Sky is 4,700 sq ft of luxury and is...

from 11,900 USD

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House with 5 bedroom(s), 5 bathrooms(s), sleeps 10
One of Negril's finest. Enjoy the Deluxe Villas on white sandy beachfront! Bay Whisper is 5000 sq ft of luxury and is one of the six deluxe Moon...

from 11,900 USD

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House with 7 bedroom(s), 9 bathrooms(s), sleeps 14
Great for the family, spacious and playful. 7 bedrooms, 9 bathrooms Luxury beachfront villa! Own gym and tennis court. Sea kayaks to explore the...

from 12,000 USD

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House with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Incredibly beautiful, this special villa sits on the sea where the waves gently break on shallow reefs and roll in providing their own music. Ah...

from 10,500 USD

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Villa with 7 bedroom(s), 9 bathrooms(s), sleeps 14
Completed in 2006, Belle Abri ("beautiful sanctuary") is a large home overlooking the Half Moon golf course, Ritz Carlton, The Palmyra Resort &...

from 9,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
A beautiful three bedroom villa set in the exotic tropical paradise of Port Antonio on Jamaica’s magnificent north coast, against the dramatic...

from 3,850 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 16
Blue Moon is a large 5 bedroom luxury villa with a freshwater lagoon pool! Sleeps a maximum of 16 guests!Blue Moon villa in Silver Sands is a...

from 2,765 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Bluebird villa is a handsome villa with panoramic ocean views set on Copper Ridge within the prestigious Tryall Resort. The interiors are done in...

from 4,950 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
Cottonwood Cottage is part of the family of 5 luxury villas, The Villas on Bluefields Bay, located on the unspoiled, romantic South Coast of...

from 4,550 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
Milestone Cottage dramatically perched 30 feet above the Caribbean Sea with spectacular sunset views, is part of the spectacular and exclusive...

from 4,550 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
San Michele is part of the family of 5 luxury villas, The Villas on Bluefields Bay on the unspoiled, romantic South Coast of Jamaica. The...

from 7,000 USD

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Villa with 5 bedroom(s), 6 bathrooms(s), sleeps 10
Mullion Cove is part of the spectacular and exclusive Bluefields Villas properties, located on the unspoiled, romantic South Coast of Jamaica....

from 5,250 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
The Hermitage is part of the spectacular and exclusive Bluefields Villas properties, located on the unspoiled, romantic South Coast of Jamaica. It...

from 6,300 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Surrounded by 50 acres of landscaped lawn, fruit trees, and lush, untouched tropical forest, Bolt House is nestled on a hill overlooking Port...

from 12,600 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Bonne Amie is a most wonderful and luxurious waterfront villa situated on the waters at San San, the famous setting of the Blue Lagoon. This newly...

from 7,500 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Designed by one of Jamaica's best known architects, Bougainvillea House is built in classic Caribbean Georgian style but discreetly includes every...

from 12,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 12
The Buccaneer is a spectacular modern villa designed by Sally Henzell, the architect of the internationally known Jakes Place also in Treasure...

from 3,200 USD

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Villa with 3 bedroom(s), 4 bathrooms(s), sleeps 6
Bumper's Nest is a deluxe villa located on Mahogany Hill with expansive ocean views. Set in a lush garden, the villa has been professionally...

from 5,500 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Calabash enjoys a superb location on Country Club Drive near the sea. The villa captures a style of Jamaican architecture that is perfect for a...

from 4,400 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Set in four acres of beautiful gardens and orchards, Calypso is a charming and tranquil home above the 16th green with views to the ocean beyond....

from 4,950 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Welcome to Calypso Shores, a stunning Fully-Staffed, Waterfront Villa with its own Private Beach and Pool, 10 minutes from the Sangster Airport in...

from 4,935 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 7
Cannon Cottage is a spacious 3 bedroom en suite villa with its tropical colors, distinctive art work and furnishings that are tasteful, stylish...

from 1,680 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
Located 1 ½ hours from Montego Bay, this 1930’s Tudor house is the holiday escape that is totally spoilt, relaxing and unique. This quintessential...

from 5,000 USD

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House with 7 bedroom(s), 7 bathrooms(s), sleeps 14
Cary island has to be one of the most unique villas in Jamaica, with old-world elegance nestled in fresh island splendour. Rent as 4 or 7 bedrooms...

from 8,500 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
Relax your body and mind in the eloquent bedrooms, furnished with queen or twin size beds. A spacious living area with comfortable, modern...

from 5,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Casuarina is a remarkably welcoming four-bedroom villa which offers the most magical views of the Caribbean Sea from its prestigious vantage point...

from 12,100 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Cielo is located on Barnes Hill at the deluxe Tryall Resort. It commands spectacular views of the nearby golf course and Caribbean Sea. The...

from 6,050 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
The Clive House is located on Copperwood Ridge at the deluxe Tryall Resort. It offers outstanding panoramic views of the nearby golf course and...

from 4,950 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Cooyah is a beautiful villa that offers total privacy amongst spectacular landscaping. Overlooking the sea, this charming home has beautiful...

from 6,050 USD

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Villa with 14 bedroom(s), 14 bathrooms(s), sleeps 28
Coral Cay is a spectacular Jamaican getaway just ten minutes from the resort town of Ocho Rios. Set on a lush tropical acre that touches the...

from 4,000 USD

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House with 8 bedroom(s), 7 bathrooms(s), sleeps 16
A wonderful, casual atmosphere - perfect for relaxation. White sandy beach, swimming pool, fully staffed, large lawn space, ADSL internet! SUMMER...

from 8,100 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Coral Cove Cottage is a wonderful property located in the exclusive Fortlands Road section of Discovery Bay. This 3 bedrooms cottage has living...

from 2,800 USD

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Villa with 8 bedroom(s), 8 bathrooms(s), sleeps 16
Coral Cove Estate consists of Coral Cove Villa & Coral Cove Cottage; Descriptions of both properties are noted below.Coral Cove Villa is a...

from 5,300 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Coral Cove Villa is a wonderful beach front property located in the exclusive Fortlands Road section of Discovery Bay. The newly renovated and...

from 3,600 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Crystal Cove is a simple but elegant property set right by the sparkling waters of the Blue Lagoon. The spacious rooms are tastefully decorated in...

from 3,200 USD

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Villa with 1 bedroom(s), 1 bathrooms(s), sleeps 3
Experience the total vacation at Negril in one of the best locations this side of heaven. Let your cares go as you trek ankle-deep through...

from 945 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 5
Located on the spectacular 7-Mile Beach, Crystal Waters consists of one, two, and three bedroom cottages set in lush gardens. The cottages are...

from 1,575 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 7
Located on the spectacular 7-Mile Beach, Crystal Waters consists of one, two, and three bedroom cottages set in lush gardens. The cottages are...

from 2,555 USD

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Villa with 5 bedroom(s), 4 bathrooms(s), sleeps 10
Culloden Cove is a beautiful villa with a private beach and infinity pool on the unspoilt south coast of Jamaica. The newly-refurbished property...

from 3,990 USD

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Villa with 5 bedroom(s), 7 bathrooms(s), sleeps 10
Your stay at Datura is one that can be tailored to fit almost anyone's needs, from couples and families to groups and retreats. Your...

from 2,400 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Destiny is located high above Montego Bay on seven lush acres. A majestic sanctuary of unparalleled peace and beauty, Destiny is an architectural...

from 7,500 USD

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House with 4 bedroom(s), 4 bathrooms(s), sleeps 8
One of the finest private residences in the Caribbean. 2 infinity swimming pools! Spectacular views of the Caribbean Sea, One of our favorites!!!...

from 7,500 USD

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Villa with 5 bedroom(s), 6 bathrooms(s), sleeps 10
Built in the 1940‘s by the Duke of Marlborough, Drambuie Estate is a slice of old Jamaica when lively drawing room conversation and...

from 4,500 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 5
Dreamin villa is a wonderful 2 bedroom cottage near the white sandy beach of Silver Sands. This cottage has been upgraded and has wonderful fresh...

from 1,505 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 10
EbbTide boasts a spectacular beachfront view. Located at the water's edge on a small, quiet, powdery white sand beach just west of Silver Sand's...

from 2,025

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House with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Handy to Ocho Rios, Edgewater is a beautiful, favoured ocean side villa.Edgewater is a lovely waterfront villa which is located near Ocho Rios. It...

from 3,500 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Eight Rivers is a resplendent and elegant home located on over one acre of manicured gardens on the lush Prospect Estate, overlooking the crystal...

from 6,500 USD

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House with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Summer Special for 2011- Get 1 NIGHT FREE when booking 7 nights!! (Pay for 6 nights, stay for 7 nights) - applies April 15 to Nov 30, 2011   On...

from 6,500 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Elysian Plain is a superior villa located at the edge of the blue Caribbean Sea on Country Club Drive. The home is aptly named "Elysian Plain",...

from 7,700 USD

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Villa with 4 bedroom(s), 2 bathrooms(s), sleeps 8
Emerald Forest is brimming with delights to the senses... and the soul. Emerald Forest is situated on five lush, totally private acres with...

from 4,467 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Emerald Seas is set hillside on just over two acres of lush tropical grounds next to the sea. The home is located on the main North Coast Road and...

from 7,000 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
Located above the Half Moon Golf Course, Endless Summer is a mansion that offers panoramic ocean views. Entrance is onto the porte-cochere where...

from 7,000 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Eureka is located on Ackee Walk on a hillside lush with tropical landscaping. A superior and attractive home, it offers commanding views of the...

from 5,500 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Eve Song is a superior villa located on Copperwood Ridge offering magnificent views of the golf course and nearby Caribbean Sea. An especially...

from 4,950 USD

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Villa with 7 bedroom(s), 8 bathrooms(s), sleeps 14
Fairway Manor is a glamorous seven-bedroom villa overlooking the famous Half Moon Golf Course and the Caribbean Sea. Nestled on a hillside, its...

from 5,880 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Fairwinds is a superior villa located at the exclusive Tryall Resort. Located just twelve miles west of Montego Bay, the Tryall Golf and Beach...

from 4,950 USD

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Villa with 6 bedroom(s), 7 bathrooms(s), sleeps 12
Following Seas is a one-of-a-kind vacation hideaway offering the ultimate in luxury, comfort and breathtaking décor. Newly renovated in 2007,...

from 15,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Folly is a superior villa located on Barnes Hill on the grounds of the famous Tryall Resort & Golf Club. The interiors are tastefully furnished...

from 9,350 USD

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Villa with 7 bedroom(s), 8 bathrooms(s), sleeps 14
Fortlands Point is a fabulous villa strategically located at the lookout point where Discovery Bay meets the Caribbean Sea. Two old canons still...

from 14,000 USD

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House with 7 bedroom(s), 7 bathrooms(s), sleeps 14
Spectacular beach front home with commanding views of the Caribbean Sea. Squash court and 3 private beaches. A magical property.This is a most...

from 18,000 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Four Winds is a charming villa located on several lush acres of private gardens, just ten minutes from Ocho Rios in the exclusive residential area...

from 5,000 USD

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House with 4 bedroom(s), 4 bathrooms(s), sleeps 8
This is a wonderful villa, a secret spot, for families who want a special vacation. Beachfront, 5 bedroom villa in Ocho Rios! Own Tennis...

from 6,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Frangipani is a deluxe home overlooking the crystal clear waters of the Caribbean. Nestled into a lush tropical hillside, the home offers...

from 4,750 USD

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House with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Unique to this villa is situated within the Prospect Plantation. Please read about the Plantation’s features.Summer Special for 2011- Get 1 NIGHT...

from 4,750 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 12
Frankfort is a 17th Century fortress that was brilliantly restored as a remarkable four-bedroom home on a beautiful idyllic Caribbean beach. The...

from 16,000 USD

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House with 6 bedroom(s), 6 bathrooms(s), sleeps 12
Brand new half million dollar renovation! Restored 17th Century fortress! Unique to this villa is situated within the Prospect Plantation. Please...

from 16,000 USD

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House with 4 bedroom(s), 4 bathrooms(s), sleeps 8
4 bedroom villa, fully staffed. Located in the prestigious Spring Farm neighbourhood. 2 minutes to golf courses! Limited time offer: One FREE...

from 4,200 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 9
Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable...

from 4,500 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 6
Goblin Hill is an excellent choice for honeymooners, families or anyone seeking an off the beaten track destination and an excellent value. ...

from 1,365 USD

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Villa with 9 bedroom(s), 9 bathrooms(s), sleeps 18
Golden Clouds is a luxurious, six acre gated estate located in the picturesque banana port village of Orcabessa, just a 15-minute drive from Ocho...

from 7,500 USD

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Villa with 16 bedroom(s), 16 bathrooms(s), sleeps 32
Golden Cove Villas are located in Boscobel, a beautiful enclave containing three villas. The estate is situated on 11 acres, right at the edge of...

from 3,500 USD

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Villa with 1 bedroom(s), 1 bathrooms(s), sleeps 2
Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Villa Suites look out over the club's...

from 2,750 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
Tryall Club's historic Georgian Great House is the site for thirteen exquisite Great House Villa Suites. The Villa Suites look out over the club's...

from 5,600 USD

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Villa with 5 bedroom(s), 7 bathrooms(s), sleeps 10
Set on over four and one-half acres of gently sloping land and surrounded by well manicured lawns Great River House commands sweeping views of the...

from 6,500 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
NEW! Complimentary membership at the new Palmyra Beach Club! 5 minutes from the villa!  Excellent large beach, wonderful swimming water, pool,...

from 8,900 USD

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Villa with 4 bedroom(s), sleeps 8
Halcyon is a casual and elegant 4 bedroom, 4 bathroom villa that entreats its visitors to relax, be spoilt, and enjoy all that's good in Jamaica....

from 5,500 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
The most discerning travelers choose our Royal Villas and enjoy superior levels of personal service, luxury amenities, and a staff of three to...

from 8,225 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
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...

from 8,750 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
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...

from 10,500 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
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...

from 12,250 USD

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House with 6 bedroom(s), 5 bathrooms(s), sleeps 12
Unique to this villa is the complimentary Round Hill Resort Membership. Please read for the exclusive resort features for this villa.Hanover House...

from 7,900 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
The newest member to the Tryall Club; Harmony Hill is a private, seven bedroom villa combining Jamaica’s rich architectural tradition with today’s...

from 17,000 USD

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Villa with 6 bedroom(s), 5 bathrooms(s), sleeps 8
One of the most contemporary luxury villas in the Tryall Club with 6 luxurious bedrooms, all with own ensuite bathrooms. All bedrooms are air...

from 15,000 USD

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Villa with 8 bedroom(s), 8 bathrooms(s), sleeps 16
An exquisite, superbly welcoming villa, Haystack furnishes you with a vacation experience unmatched in elegance and serenity. Brilliant views of...

from 20,000 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Heron Cove, completely renovated in 2003, is dramatically situated on a lush two-acre property overlooking the sea with a perfect vantage point...

from 7,700 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Heron Cove, completely renovated in 2003, is dramatically situated on a lush two-acre property overlooking the sea with a perfect vantage point...

from 5,500 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
Rising from the hills, the seven rooftops of the Highland House cover over 7,000 square feet. With six bedroom suites, the estate can accommodate...

from 6,500 USD

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House with 6 bedroom(s), 12 bathrooms(s), sleeps 12
Oscar Hammerstein Estate - fabulous refurbishments makes this one of Jamaica's most charming and lavish homes.Deluxe 6 bedrooms, 6 bathrooms, with...

from 7,500 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Idle Hours is an attractive and comfortably furnished villa located on the beach in Runaway Bay. The interiors are furnished in cushioned wicker...

from 2,800 USD

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Villa with 6 bedroom(s), 7 bathrooms(s), sleeps 12
Idleawile is a wonderful 6 bedroom, all with ensuite bathrooms, ceiling fans and aircondioning for your comfort! Oceanfront villa in Rio Bueno...

from 4,200 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Among the newest Premier villas at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea. Its rooms are large and...

from 12,000 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Island House is a delightfully refurbished home with panoramic views of Tyrall's championship golf course and the Caribbean Sea from every room....

from 4,400 USD

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Villa with 4 bedroom(s), 5 bathrooms(s), sleeps 8
Jasmin Hill Villa is located directly on the ocean in Ocho Rios, Jamaica approximately one and a half hour drive east from Montego Bay airport....

from 4,500 USD

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Villa with 10 bedroom(s), 10 bathrooms(s), sleeps 22
Kai Kala property is a 4 building, 10 bedroom property set in 2 ½ acres of fruit trees and flowers, on a cliff overlooking the sea. The property...

from 8,400 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
Envision yourself in paradise - a tropical Eden where your every wish and desire is fulfilled. This vision captures what it means to make Karma...

from 6,050 USD

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House with 6 bedroom(s), 6 bathrooms(s), sleeps 12
New Refurbishments!! ·         Jacuzzi hot tub next to swimming pool - views to the Caribbean Sea!·         New granite top grill and al fresco...

from 11,950 USD

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Villa with 6 bedroom(s), 7 bathrooms(s), sleeps 12
Located on the tranquil shores of Discovery Bay, sits this magnificent home away from home-the ultimate in comfort and luxury. Set in its own 100'...

from 12,000 USD

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Villa with 4 bedroom(s), 5 bathrooms(s), sleeps 9
Kelso is located within the private beach community of Silver Sands, which is approximately a 30-minute drive from Montego Bay. The home is...

from 3,500 USD

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Villa with 3 bedroom(s), 5 bathrooms(s), sleeps 8
This charming, luxuriously decorated villa is in a tranquil, tropical setting -- with a view of the ocean. It's just 15 minutes from downtown...

from 135 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Kima is located seaside on the wind swept North Coast of Jamaica and within the exclusive Mammee Bay development. It offers fabulous ocean views...

from 2,500 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
Situated east of Montego Bay across from the Half Moon Club and Ritz Carlton, La Casita is the latest addition to the deluxe collection of villas...

from 3,200 USD

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House with 6 bedroom(s), 6 bathrooms(s), sleeps 12
For the tennis enthusiast! 6 bedroom villa , fully staffed, private swimming pool and only 10 minutes from the airport.The comfortable Ladywood...

from 6,500 USD

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Villa with 3 bedroom(s), 4 bathrooms(s), sleeps 8
Set in a beautiful tropical garden Las Palmas offers the ultimate in elegance. With stunning panoramic views of the ocean from the wrap-around...

from 3,150 USD

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Villa with 5 bedroom(s), 6 bathrooms(s), sleeps 10
Lime Acre is a beautiful and unique 3 bedroom, 3.5 bathroom beachfront villa with separate 2 bedroom cottage located in Whitehouse on Jamaica's...

from 8,190 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 12
Lime Tree Villa, located in the lovely Hermosa section of Ocho Rios, has been completely remodeled and redecorated with great style and taste. An...

from 5,500 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Linger Longer is located directly overlooking the 13th hole of the Tryall Resort's golf course and the ocean beyond. The villa is distinguished by...

from 5,500 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
A professional staff of ten serves your every whim at Little Hill, where a circular swimming patio serves as a delightful focal point. Five...

from 7,700 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
The ideal honeymoon hideaway! This spacious villa is built around the swimming pool with vine covered verandah. The spacious master bedroom with...

from 3,300 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Little Waters On The Cliff is Jamaica’s newest addition to the peaceful Negril landscape. This exclusive private villa is nestled on the cliff...

from 7,000 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Villa Lolita is Tryalls newest and most fabulously-equipped luxury villa! It is 14,000 square feet of dramatically designed new construction,...

from 12,000 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Mahogany Hill is a deluxe home located atop a hill and offers spectacular and stunning views of the Caribbean Sea as well as nearby Montego Bay....

from 7,700 USD

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Villa with 6 bedroom(s), 7 bathrooms(s), sleeps 12
Makana is a deluxe beachfront villa located on the sugary white sands of beautiful Discovery Bay. It offers a gorgeous setting and private pool as...

from 13,000 USD

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Villa with 6 bedroom(s), 7 bathrooms(s), sleeps 14
Malatai Villa is a spectacular, beachfront villa offering the ultimate in refined living. Located just outside of Ocho Rios, completed in '2005,...

from 14,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Ma Moura is a lovely, superior villa located on Pimento Place on the grounds of the exceptional Tryall Golf & Beach Resort. The home is owned by...

from 4,950 USD

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Villa with 1 bedroom(s), 1 bathrooms(s), sleeps 2
Combining the luxuries and space of a villa with the amenities and attention of a 5-star resort, the Villas at Moon Dance Cliffs offer an...

from 2,625 USD

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Villa with 4 bedroom(s), 5 bathrooms(s), sleeps 8
Combining the luxuries and space of a villa with the amenities and attention of a 5-star resort, the Villas at Moon Dance Cliffs offer an...

from 7,700 USD

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Villa with 5 bedroom(s), 6 bathrooms(s), sleeps 10
Combining the luxuries and space of a villa with the amenities and attention of a 5-star resort, the Villas at Moon Dance Cliffs offer an...

from 9,100 USD

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Villa with 1 bedroom(s), 1 bathrooms(s), sleeps 2
Combining the luxuries and space of a villa with the amenities and attention of a 5-star resort, the Villas at Moon Dance Cliffs offer an...

from 2,625 USD

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Villa with 4 bedroom(s), 5 bathrooms(s), sleeps 8
The Moon Dance villas are located in the heart of Negril's spectacular 7 Mile Beach and are comprised of six world class beachfront villas that...

from 9,800 USD

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Villa with 5 bedroom(s), 6 bathrooms(s), sleeps 10
The Moon Dance villas are located in the heart of Negril's spectacular 7 Mile Beach and are comprised of six world class beachfront villas that...

from 10,500 USD

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Villa with 3 bedroom(s), 4 bathrooms(s), sleeps 6
The Moon Dance villas are located in the heart of Negril's spectacular 7 Mile Beach and are comprised of six world class beachfront villas that...

from 7,700 USD

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Villa with 5 bedroom(s), 6 bathrooms(s), sleeps 10
The Moon Dance villas are located in the heart of Negril's spectacular 7 Mile Beach and are comprised of six world class beachfront villas that...

from 10,500 USD

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Villa with 1 bedroom(s), 1 bathrooms(s), sleeps 2
Moon Dance Villas invites you to experience the finest rental accommodations in all of Negril, Jamaica. Beautifully situated on Negril's...

from 4,200 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
Satin Sunrise, 2700 sq. ft. plus patios is perfect for two couples or families of four. This home sits among lush tropical gardens, steps from the...

from 5,600 USD

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Villa with 5 bedroom(s), 6 bathrooms(s), sleeps 10
Nestled in the hills above Runaway Bay, on 88 acres of land, lies Mt. Pleasant, a splendid reminder of times past in Jamaica. Parts of the...

from 5,500 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Nautilus is set a recently renovated home that provides luxurious accommodations and is set by the sparkling waters of the Blue Lagoon. Upscale...

from 5,000 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Negril Beach Villa is a little slice of paradise on 1 1/2 acres of lushly landscaped gardens and pristine beach. There's no place like a villa on...

from 7,000 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
No Le Hace is a deluxe villa located on the ridge with breathtaking views of the ocean. The house features attractive modern furnishings and all...

from 7,700 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
No Problem is superior villa located on Copperwood Ridge at the exclusive Tryall Club. The grounds are well landscaped and the villa offers...

from 4,400 USD

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Villa with 4 bedroom(s), 5 bathrooms(s), sleeps 10
Norse Hill Villa & Botanical Gardens is for travelers seeking unspoiled natural beauty, exceptional accommodations and service, and proximity to...

from 3,500 USD

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Villa with 1 bedroom(s), 1 bathrooms(s), sleeps 2
Norse Point is the Ultimate Honeymoon Hideaway. It is a secluded 1-bedroom villa situated on the Waters' Edge of the most magnificent ocean bay we...

from 2,100 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
There is nothing like it in the world - a private villa, private staff, gourmet food and stunning Caribbean views, and above all permission to do...

from 5,495 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Overlook is one of Tryall's newest additions to their collection of luxury villas in Montego Bay.With spectacular views of the Caribbean Sea and...

from 12,000 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Panorama is a lovely home located on a hillside and nestled in lush grounds abundant with fruit trees and exotic tropical flowers. Cool and...

from 4,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Plum Paradise is located in a secure gated community, only 15 minutes from the Montego Bay airport - great Caribbean Sea views from this...

from 5,600 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 14
Pavilion is a fabulous spacious, grassy lawn property for families. Not only does this villa offer deluxe accommodation and fantastic golf course...

from 5,000 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
Entertaining in style, this dramatic seaside villa has a large covered terrace as well as an open circular pool deck. the dining area, living room...

from 10,000 USD

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Villa with 6 bedroom(s), 7 bathrooms(s), sleeps 15
Words really aren't enough to purvey the luxury villa experience that is Pimento Hill House. Overlooking the sea and set within 6 acres of garden...

from 31,500 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Rated Premier, the highest rating in the Tryall Club, Pineapple House is an elegant home offering over 6000 square feet of total indulgence your...

from 10,000 USD

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Villa with 3 bedroom(s), 4 bathrooms(s), sleeps 10
Pinnacle is a superior villa set on Copperwood Ridge at the Tryall Resort with views over the golf course and out to the Caribbean Sea. The...

from 4,400 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Point of View is set high on Barnes Hill and offers breathtaking views of the Caribbean Sea from every point. The interiors of the villa are most...

from 12,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Quadrille Villa is situated on an oceanside cliff overlooking one of the islands best beaches and offering 180-degree views of the Caribbean Sea....

from 4,500 USD

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Villa with 4 bedroom(s), 5 bathrooms(s), sleeps 8
Randolins is a casual and charming beach cottage with a personality all its own. Bamboo front doors open onto a courtyard with lush foliage and a...

from 4,180 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Four bedroom villa directly on private beach with a distinct old world European Caribbean feel (furnished with European and Jamaican antiques,...

from 5,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
The Reef House is located oceanfront and within a comfortable walk of the beach. Entrance to the villa is over a stepped bridge over a serene...

from 4,950 USD

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House with 3 bedroom(s), 2.5 bathrooms(s), sleeps 6
Unique to this villa is the complimentary Round Hill Resort Membership. Please read for the exclusive resort features for this villa. One of the...

from 3,900 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Retreat is a gracious sanctuary poised in a breathtaking setting that offers view of the beautiful Caribbean Sea and the 18th fairway.  This...

from 4,950 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Reveille By The Sea sits on the edge of the Caribbean Sea with beautiful views of Montego Bay, Round Hill and Tryall’s beach.   It is a lovely...

from 11,000 USD

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Villa with 8 bedroom(s), 8 bathrooms(s), sleeps 16
Rio Chico is a masterpiece nestled seaside at Ocho Rios. Originally built in 1898, the villa underwent an extensive renovation in the mid '90's by...

from 45,000 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
The cut stone shed that housed Good Hope farm equipment 200 years ago is today a cozy three-bedroom home, sturdily built of cut stone walls 18" to...

from 4,400 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
River Lot Gardens is a superior villa located on a lush hillside on Copperwood Ridge. Newly decorated, it is situated amidst lush tropical...

from 4,950 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 8
The Divine Villa Roaring Pavilion is a one of a kind property whose recent $5 million renovation, completed in late 2010, has enhanced its...

from 26,600 USD

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Villa with 6 bedroom(s), 7 bathrooms(s), sleeps 12
Rose Cottage, a six-bedroom villa in Tryall, built in 2008, sits quietly yet dramatically on a plateau affording exceptional mountain and ocean...

from 12,000 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
Round Hill villas are beautifully decorated by individual owners to Round Hill's standard. The general style is laid back, plantation style...

from 5,400 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Round Hill villas are beautifully decorated by individual owners to Round Hill's standard. The general style is laid back, plantation style...

from 6,900 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Round Hill villas are beautifully decorated by individual owners to Round Hill's standard. The general style is laid back, plantation style...

from 7,400 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
There are 27 individually owned villas with 74 suites un-rounded by 30 acres of tropical gardens. Villas or cottages contain 2, 3, 4 and 5 suites,...

from 8,200 USD

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House with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Amazing views day and night. Complimentary Round Hill beach resort membership. Newly refurbished. Excellent staff! Special Offers *SUMMER/FALL...

from 6,000 USD

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Villa with 7 bedroom(s), 5 bathrooms(s), sleeps 14
The Round House is a superior villa located on Copperwood Ridge. Nestled in a tropical paradise, the home offers views of the lush Jamaican...

from 7,700 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
In this luxurious villa located in Jamaica's world-renowned Port Antonio, you'll never want to leave. This luxurious 6 bedroom villa sleeps a...

from 10,500 USD

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Villa with 4 bedroom(s), 3 bathrooms(s), sleeps 8
There's no place like a villa on the sea. In this elegant villa at Jamaica's world-renowned Port Antonio, you'll never want to leave. This...

from 7,000 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Peter O'Toole's favorite villa, Sandpiper is flanked by its own private beach cove and surrounded by swaying palms trees. A three-story home it...

from 5,700 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
Santa Maria is an upscale condominium complex located beachfront just outside of colorful Ocho Rios. The unit has two air-conditioned bedrooms,...

from 2,000 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 12
Scotch on the Rocks (affectionately referred to as "Scotchie" is located on the lush and spectacular coast overlooking Sandy Bay in Ocho Rios. Set...

from 5,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Located on a private waterfront acre, Sea Haven is a traditional West Indian cottage dressed in charming periwinkle blue. It sits directly on the...

from 3,000 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
Drive through the impressive entrance gates with their tall stone columns to enter the unique and gorgeous home that is Sea Island. Interiors...

from 4,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Seagrape at Tryall is a superior villa located on Country Club Drive fronting the Caribbean. A brick courtyard and fountain lead into the open...

from 4,950 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Seagrape at Tryall is a superior villa located on Country Club Drive fronting the Caribbean. A brick courtyard and fountain lead into the open...

from 8,250 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Set on its own private white sand beach on the shores of a perfect horseshoe bay, Sea Grapes is a standard but charming three-bedroom villa with a...

from 4,500 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Seaspray is a deluxe oceanfront villa that is within a short walk of Tryall's Beach Club. The villa features a shaded courtyard entrance and...

from 6,050 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
Sea Wyf Cottage is a charming 2 bedroom, 2 bathroom villa that is less than 50 yards for the white sandy beach of Silver Sands Perfect cottage for...

from 1,190

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
Serendipity (formerly Ladywood villa) is nestled in the lush hillside above the golf course of the Half Moon Resort and offers 180 degree...

from 3,500 USD

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House with 6 bedroom(s), 6 bathrooms(s), sleeps 12
6 bedroom villa located in the prestigious area of Springfarm, only 10 minutes from the airportThis villa is newly remodeled with a pleasant...

from 6,500 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Serenity is located on Copperwood Ridge Drive on a hillside with panoramic views of the Caribbean Sea and the golf course from its garden location...

from 4,400 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 12
Seven Seas has been completely renovated in early '2010.  The villa is situated on a gorgeous stretch of beach in Mamee Bay 3 acres of lush...

from 8,400 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 12
Siesta Villa is a spacious 5+ bedroom beach front retreat in Runaway Bay on Jamaica's idyllic North Coast. This spacious villa has a large living...

from 4,100 USD

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Villa with 10 bedroom(s), 6 bathrooms(s), sleeps 20
Silent Waters Villa won the Caribbean World Travel Awards Best Villa of the Year for 2004, 2005, 2006, & 2007! Silent Waters is a spectacular...

from 15,400 USD

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Villa with 6 bedroom(s), 9 bathrooms(s), sleeps 20
Distinguished by its remarkable architecture and design, breathtaking setting, exquisite accommodations, and superior service. Silent Waters Villa...

from 2,990 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 12
At Skylark the terrace and pool enjoy the warm ocean views and breezes. Guests will be pampered by our skilled staff who will cook, clean and make...

from 2,000 USD

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Villa with 4 bedroom(s), 5 bathrooms(s), sleeps 10
Located on Bengal beach in Rio Bueno, approximately 50 minutes from Montego Bay, Sleepy Shallows is a spacious and lovely family vacation home. ...

from 5,900 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
Sol De Caribbean is a new luxury addition with 7 bedrooms and 6.5 bathrooms, fully equipped kitchen with chef, large dining room, great living...

from 3,000 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Solmar is a very comfortable villa with light colorful decor. Three bedrooms, three bathrooms, spacious living/dining room, with a private pool...

from 2,275 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
Located within walking distance of colorful Ocho Rios sits the Sombra Condo Complex. A spacious unit it is tastefully decorated and features a...

from 2,270 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Located within walking distance of colorful Ocho Rios sits this penthouse beach condo. A spacious unit decorated with cool, traditional chintzes,...

from 2,700 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
The Somewhere villa is located on one and a half acres of beautifully landscaped oceanfront property overlooking the crystal clear waters of the...

from 3,750 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 7
Spanish Cove is nestled on a delightful stretch of beach in the historic resort village of Runaway Bay - so named after the fleeing Spaniards. A...

from 3,300 USD

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Villa with 3 bedroom(s), 4.5 bathrooms(s), sleeps 6
The villa sits on a bluff right on the water, on a 3.5 acre gated property that affords quiet and privacy, in Oracabessa, 20 min east of Ocho...

from 3,000 USD

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Villa with 8 bedroom(s), 7 bathrooms(s), sleeps 16
Located on twenty lush acres of abundant tropical gardens, the Spyglass Hill villa offers panoramic ocean views as well as views of nearby Montego...

from 5,000 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Star Apple House is a luxurious staffed private home, a comfortable retreat situated high above the Caribbean Sea sitting within it's own fully...

from 3,000 USD

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Villa with 5 bedroom(s), 4 bathrooms(s), sleeps 10
This stunning villa, just recently completely renovated, offers breathtaking views of the Caribbean sea and the Tryall grounds. Stylish interiors,...

from 20,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Stone Harbour is a 4 bedroom villa located on the sea in Old Fort Bay in Ocho Rios. The main building has the Master bedroom along with two more...

from 3,000 USD

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Villa with 5 bedroom(s), 6 bathrooms(s), sleeps 10
Sugar Bay is located on  a perfect crescent of sugar, white sand at the lapping shores of tranquil Discovery Bay.  It is a stunning haven of...

from 8,000 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
Sugar Hill Villas are situated on a gorgeous three-acre property atop Barnes Hill at the magnificent Tryall Club in Sandy Bay, Jamaica. There is a...

from 17,500 USD

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Villa with 9 bedroom(s), 9 bathrooms(s), sleeps 18
Summerhill is one of the newest villas located in the Spring Farm area, just past the exclusive Half Moon Golf & Country Club and just ten minutes...

from 6,500 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 13
Located seven miles West of Montego Bay, Jamaica this 5 acre vacation estate looks across the blue Caribbean Sea to the vibrant city of Montego...

from 5,500 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 10
Sun Spot Villa is located on the sugary white sands of the Caribbean Sea in Runaway Bay. Set in lush gardens and with views of the sea this very...

from 3,900 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Sundance is a stunning 5 bedroom, traditional Palladian style villa completed in 2006, extending to 6,000 square feet and occupying a quiet 2 acre...

from 12,000 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 15
Sundown villa is an exquisite vacation home situated on a private white sand beach. The villa is elegantly furnished and offers spacious...

from 13,000 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
New luxury residence above the Half Moon and Ritz Carlton Hotels. Access available to Half Moon Golf Course, White Witch Golf, Cinnamon Hill Golf...

from 3,500 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
The Sunrise villa is located right at the water's edge overlooking it's own private beach and the clear blue Caribbean Sea. Just across the lane...

from 9,350 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Sunset is a deluxe villa located on Country Club Drive with its own private beach that is ideal for snorkeling and small children. The home offers...

from 11,000 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
Located on a wide sandy beach, Sweet Spot is like a pretty jewel box next to the sea. Its remarkable location is the best of all worlds, a...

from 8,200 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
Named for its location amidst three championship golf courses ( White Witch, Cinnamon Hill,Half Moon). Tee Time is located in the residential...

from 5,250 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Located oceanfront, Terra Nova is an older, comfortable family home. The living areas are spacious and there is a large covered verandah...

from 4,500 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
Showcased in the Walt Disney film "Cool Runnings", this private three-acre ocean view estate overlooks the first fairway of one of the exclusive...

from 4,550

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Tradewinds is a superior villa located directly on the shore of the Caribbean within the exclusive Tryall Resort. The villa offers magnificent...

from 4,950 USD

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Villa with 2 bedroom(s), 1 bathrooms(s), sleeps 5
Tranquility Villa is the perfect hideaway for those who want a private villa with exceptional views, great service and a casual feel. Lounge pool...

from 1,700 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
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...

from 12,000 USD

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Villa with 7 bedroom(s), 5 bathrooms(s), sleeps 10
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...

from 40,000 USD

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Villa with 7 bedroom(s), 8 bathrooms(s), sleeps 20
Valley High Villa is a private, luxury, gated villa, situated in the prestigious Cardiff Hall Estates, Runaway Bay. This newly renovated villa...

from 3,500 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 10
In a perfect world, you would be welcomed into a family home, owned by four generations. You would be pampered by a staff of six people as you...

from 12,000 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
An absolutely enchanting beachfront villa, Villa Mara offers its guests the quintessential tropical lifestyle. All of the rooms in this fully air...

from 15,000 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
Villa Paradiso, newly constructed in 2006, is situated on a spectacular 150 foot, white sand beach in Mammee Bay Estates. Surrounded by 1.75 acres...

from 10,250 USD

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Villa with 5 bedroom(s), 6 bathrooms(s), sleeps 10
Confiscate the day in this majestic mountain side villa, complete with a private plunge pool. Bask in the royal treatment you deserve and enjoy a...

from 5,999 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
Villa Viento is located just east of Prospect Plantation in Ocho Rios. It is a lovely, oceanfront villa nestled on a large two-acre lush tropical...

from 1,400 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
A most serene and enchanting location, Viviana is the ideal place to re-discover the secret to falling in love with nature and with life. This...

from 15,000 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
Villas Sur Mer is an exceptional oceanfront villa nestled atop the famous cliffs of Negril with a picture perfect view of the sparkling Caribbean...

from 12,950 USD

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Villa with 1 bedroom(s), 1 bathrooms(s), sleeps 2
New Lagoon CottagesPlease note that pictures are representative of a sample of all the homes (1br, 2br & 3br). Accommodations may differ slightly...

from 1,820 USD

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Villa with 2 bedroom(s), 2 bathrooms(s), sleeps 4
New Lagoon CottagesPlease note that pictures are representative of a sample of all the homes (1br, 2br & 3br). Accommodations may differ slightly...

from 2,940 USD

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Villa with 3 bedroom(s), 2 bathrooms(s), sleeps 6
New Lagoon CottagesPlease note that pictures are representative of a sample of all the homes (1br, 2br & 3br). Accommodations may differ slightly...

from 3,850 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
A row of tall coconut palms leads up to Vista Del Mar at the top of the Tryall Resort. Aptly names, this magnificent villa commands a breathtaking...

from 6,050 USD

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Villa with 3 bedroom(s), 3 bathrooms(s), sleeps 6
Wag Water is a charming three-bedroom villa overlooking the sea and forming part of the historic Prospect Estate. The combination of a spacious...

from 2,500 USD

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House with 5 bedroom(s), 5 bathrooms(s), sleeps 10
This is a magnificent luxury seafront villa, more than a villa, your own private resort in beautiful Ocho Rios, Jamaica.   • WORLD TRAVEL AWARDS...

from 7,500

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Imagine a 300-year-old cluster of hand-hewn stone buildings next to the sea. Gun slots in 18-inch stone walls conjure a tale of soldiers defending...

from 3,500 USD

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Villa with 6 bedroom(s), 6 bathrooms(s), sleeps 12
The Wheel House is located high atop Copperwood Ridge at the deluxe Tryall Resort. It is set within lush grounds and offers panoramic ocean views....

from 6,600 USD

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Villa with 7 bedroom(s), 7 bathrooms(s), sleeps 14
Whispering Waters is a 9,000 square foot luxury, beachfront villa located in quiet Discovery Bay. Located directly next door to it's sister villa,...

from 14,000 USD

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Villa with 5 bedroom(s), 5 bathrooms(s), sleeps 12
Wild Orchid is located on 220 private of acres of former banana and coconut plantations. The Georgian design captures the ambiance of the original...

from 3,500 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Located in Boscobel, just six miles east of Ocho Rios, Windjammer is perched cliffside above the Caribbean Sea. The villa features four...

from 2,500 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
Windjammer is a very luxurious and spacious 4 bedroom, 4 bathroom home, located just a two minute walk from the sea at Silver Sands, on Jamaica's...

from 2,275 USD

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Villa with 5 bedroom(s), 7 bathrooms(s), sleeps 14
This entirely renovated luxury villa is beautifully situated on five acres of lush gardens. It features an air-conditioned master bedroom with a...

from 14,850 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
WINDSONG IS NOT AVAILABLE FOR RENT STARTING APRIL 1, 2011. Windsong is an exquisite and very private home located just minutes from Round Hill. A...

from 3,500 USD

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Villa with 5 bedroom(s), 4 bathrooms(s), sleeps 10
Xanadu is superior villa perched on top of Barnes Hill, commanding spectacular views of the green fairways and sparkling Caribbean Sea beyond. ...

from 14,850 USD

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Villa with 4 bedroom(s), 4 bathrooms(s), sleeps 8
This beautifully appointed villa, completed in 1991, offers spectacular views of both the golf course and ocean. Modern furnishings, tile floors,...

from 12,100 USD

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