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Your Search for Jamaica Villas Returned 102 Results.

102 Villas
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Fairway Manor

Fairway Manor

Jamaica / Montego Bay

7
Bedrooms
Sleeps
14
from $1,700+
per night

Our Exclusive Offers:
 Holiday Availability!

Overlooks the famous Half Moon 18-hole Robert Trent Jones golf course and a dramatic panorama of the Caribbean Sea.

Hidden Bay by the Sea JIA Awards for Excellence in Architecture

Hidden Bay by the Sea

Jamaica / Runaway Bay

6
Bedrooms
Sleeps
12
from $1,714+
per night

Our Exclusive Offers:
 Holiday Availability!
 Free Nights

HIDDEN BAY by the SEA perches dramatically on a cliffside and is one of the most remarkable sites on Jamaica’s renowned North Coast.

Bougainvillea at Tryall

Bougainvillea at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $1,754+
per night

Bougainvillea is one of the most stylish homes in this collection.

Fortlands Point

Fortlands Point

Jamaica / Discovery Bay

7
Bedrooms
Sleeps
14
from $2,000+
per night

Our Exclusive Offers:
 Holiday Availability!

On a stunning promontory, once the site of an old stone fort, sits a remarkable home named Fortlands Point.

Janus

Janus

Jamaica / Round Hill

4
Bedrooms
Sleeps
8
from $2,071+
per night

Janus is a stunning four-bedroom villa atop Round Hill, designed to be extraordinarily comfortable and chic!

Makana on the Beach

Makana on the Beach

Jamaica / Discovery Bay

7
Bedrooms
Sleeps
14
from $2,071+
per night

Makana is one of the most glamorous private villas on the precious strip of land that borders Discovery Bay.

Whispering Waters on the Beach

Whispering Waters on the Beach

Jamaica / Discovery Bay

7
Bedrooms
Sleeps
14
from $2,214+
per night

Our Exclusive Offers:
 Holiday Availability!
 Free Nights

From the homeowner who created the wonderful villa Keela Wee comes its new sister house, Whispering Waters. Located immediately next door to Keela Wee, this brand new villa offers seven bedrooms and en-suite bathrooms.

Flower Hill

Flower Hill

Jamaica / Montego Bay

6
Bedrooms
Sleeps
12
from $2,286+
per night

Flower Hill is one of the most luxurious villas in Montego Bay's Spring Farm neighborhood.

Aqua Bay at Tryall

Aqua Bay at Tryall

Jamaica / Tryall

4
Bedrooms
Sleeps
10
from $2,571+
per night

Our Exclusive Offers:
 Holiday Availability!

Located right on the oceanfront at the western end of Tryall Club, Aqua Bay redefines the concept of ocean style.

Canoe Cove on the Beach

Canoe Cove on the Beach

Jamaica / Ocho Rios

7
Bedrooms
Sleeps
14
from $2,682+
per night

Experience this 7-bedroom contemporary beachfront villa on three private acres in Old Fort Bay!

Create Abundance at Tryall

Create Abundance at Tryall

Jamaica / Tryall

10
Bedrooms
Sleeps
20
from $3,391+
per night

Occupying a commanding elevated location, Create Abundance offers magnificent ocean views and a backdrop of deeply forested hills.

Point of View at Tryall

Point of View at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $3,636+
per night

Located on the highest point at the renowned Tryall Club, Point of View sits on one of the most spectacular sites in the Caribbean … indeed, in the world.

Linga-Awile Cottage on the Beach

Linga-Awile Cottage on the Beach

Jamaica / Discovery Bay

3
Bedrooms
Sleeps
8
from $429+
per night

This 3-bedroom casual cottage shares a delightful waterfront site with its sister property, Coral Cove Villa, on the clear waters of Discovery Bay.

Sea Haven

Sea Haven

Jamaica / Discovery Bay

4
Bedrooms
Sleeps
8
from $500+
per night

Our Exclusive Offers:
 Holiday Availability!

Located on a private waterfront acre, Sea Haven is a traditional West Indian cottage dressed in charming periwinkle blue.

Little Palm at Tryall

Little Palm at Tryall

Jamaica / Tryall

2
Bedrooms
Sleeps
4
from $585+
per night

Tryall's only two bedroom estate villa, Little Palm lives large nestled on a 3 acre property, on the 17th hole and a short walk or quick golf car ride to the beach.

Blue Heaven

Blue Heaven

Jamaica / Montego Bay

3
Bedrooms
Sleeps
6
from $643+
per night

Our Exclusive Offers:
 Holiday Availability!

The grounds are adorned by elegant palm trees, bougainvillea, hibiscus, ginger lilies, frangipani, bamboo, ferns, lavender and periwinkle. Velvety soft zoysia grass invites barefoot walks around the lawn.

Cliffside Cottage

Cliffside Cottage

Jamaica / Montego Bay

5
Bedrooms
Sleeps
10
from $643+
per night

Our Exclusive Offers:
 Holiday Availability!
 Free Nights

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.

No Problem at Tryall

No Problem at Tryall

Jamaica / Tryall

3
Bedrooms
Sleeps
6
from $643+
per night

Commanding excellent views of the Caribbean Sea and Tryall Club’s golf course, No Problem is a cozy two-story villa.

Coral Cove Villa on the Beach

Coral Cove Villa on the Beach

Jamaica / Discovery Bay

5
Bedrooms
Sleeps
10
from $707+
per night

A recent renovation has created a second floor, fifth bedroom and updated interiors ~ all without compromising this villa's comfy put-your-feet-up signature. The feeling is an at-home, informal, relaxed lifestyle.

Coconut Cottage

Coconut Cottage

Jamaica / Montego Bay

5
Bedrooms
Sleeps
10
from $714+
per night

Our Exclusive Offers:
 Holiday Availability!

Coconut is a very private 5-bedroom cottage nestled into an acre on a gentle hillside that was the original 500-acre plantation of Round Hill Estate.