102 VILLAS

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Serenity at Tryall

Serenity at Tryall

Jamaica / Tryall
Bedrooms
3
Sleeps
6
from $682+
per nightnightly

The three-bedroom villa Serenity sits high on Copperwood Ridge, surrounded with landscaped gardens, bright with tropical flowers.

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Coral Cove Villa on the Beach

Coral Cove Villa on the Beach

Jamaica / Discovery Bay
Bedrooms
5
Sleeps
10
from $707+
per nightnightly

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.

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Coconut Cottage

Coconut Cottage

Jamaica / Montego Bay
Bedrooms
5
Sleeps
10
from $714+
per nightnightly

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.

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Avalon at Tryall

Avalon at Tryall

Jamaica / Tryall
Bedrooms
4
Sleeps
8
from $786+
per nightnightly

Avalon is a four-bedroom villa situated in one of the most heavenly locations at Tryall Club.

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Seaspray  at Tryall

Seaspray at Tryall

Jamaica / Tryall
Bedrooms
4
Sleeps
8
from $786+
per nightnightly

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

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Windsong

Windsong

Jamaica / Montego Bay
Bedrooms
4
Sleeps
8
from $786+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!

Windsong is an exquisite and very private home just minutes from Round Hill.

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Yellowbird at Tryall

Yellowbird at Tryall

Jamaica / Tryall
Bedrooms
4
Sleeps
8
from $786+
per nightnightly

Yellowbird is an excellent family home on a large, lovely landscaped site overlooking the Tryall golf course and the Caribbean Sea. The tradewinds are delightful; the view is wonderful.

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GoldenEye Beach and Lagoon Villas

GoldenEye Beach and Lagoon Villas

Jamaica / Oracabessa
Bedrooms
2
Sleeps
6
from $819+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!
 $100 Per Day Resort Credit

GoldenEye overlooks the Caribbean Sea in the quiet village of Oracabessa Bay on Jamaica’s north coast.

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Almond Hill

Almond Hill

Jamaica / Montego Bay
Bedrooms
4
Sleeps
8
from $821+
per nightnightly

Designed by Prince Kasimir Korybut in 1993 and brilliantly renovated in 2012, Almond Hill is a lovely private home located on a former 500-acre coconut plantation just 22 minutes west of Montego Bay and a two-minute drive from posh Round Hill where guests enjoy complimentary resort membership.

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Calypso Shores

Calypso Shores

Jamaica / Montego Bay
Bedrooms
4
Sleeps
8
from $850+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!

Located in a lovely California-style residential neighborhood named Lagoons, Calypso Shores' prize location is a beachfront acre on a calm lagoon. Lovers of water sports will revel in this location.

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Pimento Hill

Pimento Hill

Jamaica / Montego Bay
Bedrooms
6
Sleeps
14
from $850+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!

Pimento Hill is a spacious private home with a legendary history. The villa overlooks the Caribbean Sea and is located just five minutes from chic Round Hill where guests enjoy complimentary membership.

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Summerland on Round Hill

Jamaica / Round Hill
Bedrooms
4
Sleeps
8
from $857+
per nightnightly

Perched atop glamorous, private Round Hill, Summerland is a fully staffed private home sited for its dramatic view over the sea. The view is simply mesmerizing day and night.

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Nutmeg Jamaica

Nutmeg Jamaica

Jamaica / Montego Bay
Bedrooms
6
Sleeps
12
from $929+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!

A charming 6 bedroom villa in the upscale residential neighborhood of Spring Farm just five minutes from three world-class golf courses, designer shops, bars, restaurants and beaches.

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Always Sea Island

Always Sea Island

Jamaica / Montego Bay
Bedrooms
6
Sleeps
12
from $929+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!

Drive through the impressive entrance gates with their tall stone columns to enter this unique and lovely home, beloved by the families who return year after year.

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Knockando at Round Hill

Knockando at Round Hill

Jamaica / Round Hill
Bedrooms
5
Sleeps
14
from $971+
per nightnightly

More than 50 years ago, a visionary named John Pringle dreamed of turning a magical Jamaican hillside and waterfront into a luxurious retreat and he named it Round Hill.

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Pavilion

Pavilion

Jamaica / Montego Bay
Bedrooms
5
Sleeps
14
from $1,000+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!

Pavilion is an exquisite villa privately located at the end of a cul-de-sac with magnificent views of the Caribbean Sea to the north and a tranquil 10-mile view of the mountains to the south. It is spacious, quiet, peaceful and beautiful.

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Coo Yah at Tryall

Coo Yah at Tryall

Jamaica / Tryall
Bedrooms
4
Sleeps
8
from $1,000+
per nightnightly

Our Exclusive Offers:
 Holiday Availability!

Coo Yah is a four-bedroom villa located on lush landscaping overlooking the verdant golf course and hypnotic Caribbean Sea.

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Great River House

Great River House

Jamaica / Montego Bay
Bedrooms
5
Sleeps
10
from $1,000+
per nightnightly

Set on five acres of gently sloping land with sea view and surrounded by manicured lawns, today's Great River House is an elegant, relaxing escape!

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Vista del Mar at Tryall

Vista del Mar at Tryall

Jamaica / Tryall
Bedrooms
3
Sleeps
6
from $1,039+
per nightnightly

Vista del Mar is remarkable for its magnificent view of the deep blue Caribbean Sea and peaceful, private location.

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Wheelhouse at Tryall

Wheelhouse at Tryall

Jamaica / Tryall
Bedrooms
6
Sleeps
12
from $1,043+
per nightnightly

Welcome to the Wheel House Villa!

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