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Your Search for Jamaica Villas Returned 103 Results.

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Casuarina at Tryall

Casuarina at Tryall

Jamaica / Tryall

4
Bedrooms
Sleeps
8
from $1,299+
per night

Casuarina is a remarkably welcoming four-bedroom villa which offers the most magical views of the Caribbean Sea from its prestigious vantage point on Barnes Hill.

Round House at Tryall

Round House at Tryall

Jamaica / Tryall

7
Bedrooms
Sleeps
14
from $1,339+
per night

From the moment one approaches its colorful entrance, the eponymous architecture of Round House is intriguing. Spiral stairways and balconies connect multiple living, dining and sleeping areas in this eight-bedroom staffed villa at the Tryall Club.

Serenity at Tryall

Serenity at Tryall

Jamaica / Tryall

3
Bedrooms
Sleeps
6
from $1,396+
per night

Our Exclusive Offers:
 Free Nights

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

Sugar Bay on the Beach

Sugar Bay on the Beach

Jamaica / Discovery Bay

5
Bedrooms
Sleeps
10
from $1,418+
per night

On its own sugary white sand beach lapped by the turquoise waters of Discovery Bay sits the exquisite home Sugar Bay.

Karma Bay at Tryall

Karma Bay at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $1,429+
per night

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.

Lolita at Tryall

Lolita at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $1,429+
per night

Lolita is a remarkable architectural achievement: a 14,500-square-foot modern villa on a four-acre site chosen for its breathtaking view of the deep blue Caribbean Sea!

Cielo at Tryall

Cielo at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $1,429+
per night

Cielo means "sky" and "heaven" and the name tells a lot about living in this wonderful villa on a hill. Add the all-day panorama of blue Caribbean Sea at every glance and "heaven" gets even better!

Everything Nice by the Sea

Everything Nice by the Sea

Jamaica / Montego Bay

5
Bedrooms
Sleeps
10
from $1,550+
per night

Everything Nice is the newest water front property on Emerald Quay.  Nestled in between the Breathless & Secrets Hotels & within walking distance to The Hard Rock Café & Beach Resort and the Montego Bay Yacht Club.

Poinciana at Tryall Club

Poinciana at Tryall Club

Jamaica / Tryall

2
Bedrooms
Sleeps
4
from $1,559+
per night

Poinciana is an exquisite 2-bedroom Great House Villa with a private plunge pool on a quiet corner of its spacious terrace and with far-reaching views of the Tryall golf course and Caribbean Sea.

A Summer Place on the Beach

A Summer Place on the Beach

Jamaica / Discovery Bay

7
Bedrooms
Sleeps
14
from $1,571+
per night

Nestled on its own sandy beach by the blue waters of Discovery Bay, A Summer Place is a spacious and playful family home.

No Problem at Tryall

No Problem at Tryall

Jamaica / Tryall

3
Bedrooms
Sleeps
6
from $1,571+
per night

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

Bali Hai at Tryall

Bali Hai at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $1,623+
per night

Our Exclusive Offers:
 Free Nights

Overlooking the Tryall golf course and the Caribbean Sea, Mahogany Hill is among the most beautiful and spacious private homes at the Tryall Club. The unique architecture has situated all bedrooms for maximum privacy.

Sugar Hill at Tryall

Sugar Hill at Tryall

Jamaica / Tryall

8
Bedrooms
Sleeps
16
from $1,633+
per night

Our Exclusive Offers:
 Free Nights

Sugar Hill is a luxurious eight-bedroom villa perched atop a lush three-acre property with breathtaking views over the Tryall Club to the Caribbean Sea and horizon.

Little Palm at Tryall

Little Palm at Tryall

Jamaica / Tryall

2
Bedrooms
Sleeps
4
from $1,689+
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.

Keela Wee on the Beach

Keela Wee on the Beach

Jamaica / Discovery Bay

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

Located on a private coral cove, this pretty yellow stone villa overlooks one of Jamaica's loveliest bodies of water ~ Discovery Bay.

Sunset at Tryall

Sunset at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $1,786+
per night

Sunset is a beautiful five-bedroom villa that sits on the edge of the Caribbean Sea with a private beach offering the perfect escape for all those who love waterside living.

Sundown

Sundown

Jamaica / Discovery Bay

9
Bedrooms
Sleeps
18
from $1,807+
per night

Sundown Villa is located on the beautiful Discovery Bay, a coveted vacation spot in one of the most beautiful and peaceful Bays on Jamaica’s north coast.

Haystack at Tryall

Haystack at Tryall

Jamaica / Tryall

10
Bedrooms
Sleeps
20
from $1,818+
per night

Its remarkable architecture defines spacious bedroom suites, a long furnished verandah, a striking inside dining room and large family play room ~ all enhanced by overviews of the long private pool and acres of landscaped lawns and breathtaking views of the deep blue Caribbean Sea.

Two Bedroom Villa at Round Hill Hotel & Villas
2
Bedrooms
Sleeps
6
from $1,829+
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.

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.