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Your Search for Caribbean Villas known for Girlfriend Getaway Returned 136 Results.

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Caribbean Jewel

Caribbean Jewel

Jamaica / Montego Bay

4
Bedrooms
Sleeps
8
from $714+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Caribbean Jewel is a 5,000 square-foot Mediterranean style villa, with a blend of modern Caribbean elegance, privately located on the exclusive gated Spring Farm Estate with spectacular sea views & Golf privileges at Cinnamon Hill & White Witch Golf Courses

Etoile de Mer

Etoile de Mer

Sint Maarten (Dutch) / Cupecoy

4
Bedrooms
Sleeps
8
from $715+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Etoile de Mer sits at the edge of the sea in the private village of Shore Pointe right on the French/Dutch Border.

Goat Hill

Goat Hill

Jamaica / Montego Bay

3
Bedrooms
Sleeps
6
from $786+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Goat Hill sits on a remarkable site, located specifically to benefit from the spectacular view of the Caribbean Sea and the most favorable trade winds day and night.

Jaguey 3

Jaguey 3

Dominican Republic / Punta Cana

4
Bedrooms
Sleeps
10
from $986+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Jaguey is located in the Arrecife section of the exclusive gated community of Punta Cana Resort & Club, a 26-square mile paradise that is blessed with a temperate year-round climate, light rainfall, and soft breezes.

Wild Orchid

Wild Orchid

Jamaica / Montego Bay

5
Bedrooms
Sleeps
10
from $1,000+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Wild Orchid is a private Jamaican hideaway located on part of a former banana and coconut plantation stretching from mountain to sea.

Seven Seas on the Beach

Seven Seas on the Beach

Jamaica / Ocho Rios

4
Bedrooms
Sleeps
8
from $1,000+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

The morning sun has turned the sea and the dew on the palm trees to silver. The non-stop trade winds waft through the rooms of the villa and the aroma of fresh-baked bread works its way from the kitchen to my bedroom window.

Serenity on the Beach

Serenity on the Beach

Jamaica / Montego Bay

4
Bedrooms
Sleeps
8
from $1,021+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Serenity is one of the most beloved and often revisited villas on Jamaica's beautiful north coast. Its prize location is a waterfront acre 8 miles west of Montego Bay.

Noble House on the Beach

Noble House on the Beach

Jamaica / Montego Bay

5
Bedrooms
Sleeps
10
from $1,050+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

A paradigm of elegance and style, Noble House on the Beach is an architectural gem, unique in the Caribbean.

Bambu

Bambu

Jamaica / Montego Bay

6
Bedrooms
Sleeps
14
from $1,179+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Nine miles west of Montego Bay is a large private site overlooking perhaps the most glorious view of sea and sky on Jamaica’s renowned north coast.

Allamanda

Allamanda

Jamaica / Montego Bay

5
Bedrooms
Sleeps
12
from $1,286+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

8,000-square-foot private villa on 2 acres ... perfect for families!

Sea Glass at Tryall

Sea Glass at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $1,299+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Formerly named Villa Annabella, Sea Glass affords privacy, excellent sea views and the luxury of being surrounded by open space both inside and out.

VI Friendship Villa

VI Friendship Villa

St. John / Cruz Bay

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

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

All the key elements of a superb vacation villa are right here in this beautifully-rendered, six-bedroom oasis of "the good life."

Villa Rosa

Villa Rosa

Jamaica / Montego Bay

4
Bedrooms
Sleeps
8
from $1,557+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Villa Rosa is a stunning, modern villa in Montego Bay's Spring Farm neighborhood.

Greatview

Greatview

Jamaica / Montego Bay

6
Bedrooms
Sleeps
12
from $1,557+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Greatview is one of the most glamorous private homes overlooking the Half Moon golf course and vast ocean vista.

Windward at Tryall

Windward at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $1,558+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Windward at Tryall in Montego Bay is just right for a family or group of friends.

Sea Salt at Tryall

Sea Salt at Tryall

Jamaica / Tryall

5
Bedrooms
Sleeps
10
from $1,558+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Sea Salt is one of the most stylish villas at the Tryall Club.

Bumpers Nest at Tryall

Bumpers Nest at Tryall

Jamaica / Tryall

6
Bedrooms
Sleeps
12
from $1,623+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

On three acres of land with a commanding view of the Caribbean Sea, lush green mountains and golf course, Bumper's Nest was designed by distinguished architect Kasimir Korybut.

Fairway Manor

Fairway Manor

Jamaica / Montego Bay

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

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

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

Golden Pavilion

Golden Pavilion

Tortola

5
Bedrooms
Sleeps
12
from $1,714+
per night

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Looking out to the Atlantic from its own 4-acre promontory on Tortola's northeast shore and flanked by Little Bay Beach, Golden Pavilion has set new high standards among Tortola's portfolio of villas.

Bougainvillea at Tryall

Bougainvillea at Tryall

Jamaica / Tryall

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

Our Exclusive Offers:
 Personalize Your Getaway with up to $2,000 in Destination Dollars

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