VILLA SPECIALIST HOURS:
MON-FRI 8AM-8PM ET
SUNDAY 9AM-6PM ET

Your Search for Jamaica Villas Returned 102 Results.

102 Villas
Sort Results
Jubilation at Tryall

Jubilation at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $1,949+
per night

Jubilation Villa is the latest reason to enjoy your Jamaican vacation at The Tryall Club. This newly created tropical paradise is elegantly furnished throughout with carefully selected antique treasures, locally built mahogany four poster beds and uniquely crafted local wood carvings.

Seaspray  at Tryall

Seaspray at Tryall

Jamaica / Tryall

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

This idyllic setting sets a splendid tone for invigorating days in the sun and sea.

Longview Manor at Round Hill

Longview Manor at Round Hill

Jamaica / Round Hill

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

Our Exclusive Offers:
 Holiday Availability!

On lush acres of beautifully landscaped and terraced grounds atop posh Round Hill, Longview Manor commands sweeping views of the Caribbean Sea and blue-green mountain range.

Reef House at Tryall

Reef House at Tryall

Jamaica / Tryall

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

Reef House celebrates beach life with its casual breezy feel and beautiful setting right on the ocean front.

Infinity at Tryall

Infinity at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $2,091+
per night

A Premier villa at the renowned Tryall Club, Infinity is a halcyon haven overlooking the Caribbean Sea.

Anticipation at Tryall

Anticipation at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $2,241+
per night

Combining Caribbean architecture with European style décor, Anticipation offers ultimate luxury within the prestigious Tryall Club.

Following Seas at Tryall

Following Seas at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $2,273+
per night

Our Exclusive Offers:
 Holiday Availability!

Commanding a strategic position atop one of the highest points of Tryall, Following Seas is a gracious, visually arresting house that combines the attributes of a much-cherished family home with the world-class facilities of a boutique hotel and the aura of old Hollywood glamour.

Amanoka

Amanoka

Jamaica / Discovery Bay

7
Bedrooms
Sleeps
14
from $2,286+
per night

Our Exclusive Offers:
 Holiday Availability!

A favorite of celebrities and discerning vacationers, Amanoka promises a luxurious and truly enjoyable vacation.

Phoenix at Tryall

Phoenix at Tryall

Jamaica / Tryall

7
Bedrooms
Sleeps
14
from $2,338+
per night

Phoenix sits on a spectacular seascape on Jamaica's lush North Coast at the luxurious Tryall Club 12 miles west of Montego Bay.

Wheelhouse at Tryall

Wheelhouse at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $2,339+
per night

Welcome to the Wheel House Villa!

Three Bedroom Villa at Round Hill Hotel & Villas
3
Bedrooms
Sleeps
6
from $2,379+
per night

The exquisite Caribbean villas at Round Hill are beautifully decorated by individual owners to Round Hill's exceptional standards. Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica.

Silent Waters

Silent Waters

Jamaica / Montego Bay

8
Bedrooms
Sleeps
20
from $2,482+
per night

Our Exclusive Offers:
 Holiday Availability!

Silent Waters is one of the most glamorous private homes in the Caribbean. It is distinguished by world-class architecture and design, breathtaking location, and exquisite accommodations and service.

Hummingbird House at Tryall

Hummingbird House at Tryall

Jamaica / Tryall

7
Bedrooms
Sleeps
14
from $2,571+
per night

Hummingbird House is one of the finest properties within the Tryall Club!

Windrush at Tryall

Windrush at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $2,597+
per night

Our Exclusive Offers:
 Holiday Availability!

Windrush overlooks the manicured Tryall Club golf course and the Caribbean Sea. Large and quite well-decorated, this fine private home is distinguished by antiques, original art and extraordinary comfort. The panoramic view of the sea is breathtaking.

Four Bedroom Villa at Round Hill Hotel & Villas
4
Bedrooms
Sleeps
8
from $2,609+
per night

The exquisite Caribbean villas at Round Hill are beautifully decorated by individual owners to Round Hill's exceptional standards. Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica.

Hanover Grange at Tryall

Hanover Grange at Tryall

Jamaica / Tryall

9
Bedrooms
Sleeps
18
from $3,052+
per night

Hanover Grange is a showcase of the very best of modern Jamaica.

Sundance at Tryall

Sundance at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $3,247+
per night

Sundance is a stunning five bedroom, traditional Palladian style villa completed in 2006,with views of the Caribbean.

GoldenEye Fleming Villa

GoldenEye Fleming Villa

Jamaica / Oracabessa

5
Bedrooms
Sleeps
10
from $3,291+
per night

Our Exclusive Offers:
 Holiday Availability!

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.

Five Bedroom Villa at Round Hill Hotel & Villas
5
Bedrooms
Sleeps
10
from $3,669+
per night

The exquisite Caribbean villas at Round Hill are beautifully decorated by individual owners to Round Hill's exceptional standards. Beautifully appointed, open, and airy, the private villas of Round Hill are known worldwide as some of the finest villas in Jamaica.

Trinity at Tryall

Trinity at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $4,546+
per night

Trinity Villa is an ultra-luxurious, 5 bedroom paradise.