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

Your Search for Caribbean Villas known for Couples/Groups Returned 716 Results.

716 Villas
Sort Results
Camelot at Tryall

Camelot at Tryall

Jamaica / Tryall

2
Bedrooms
Sleeps
4
from $520+
per night

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

Camelot is a staffed two-bedroom villa at the legendary Tryall Great House. The villa is distinguished by breathtaking views and convenient access to Tryall Club amenities, and recently added a private plunge pool.

C'est La Vie

C'est La Vie

St. Lucia / Bois D'Orange

5
Bedrooms
Sleeps
12
from $525+
per night

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

Situated on the northernmost peninsula of St. Lucia and entirely surrounded by lush tropical foliage, C’est la Vie Villa offers total tranquility and relaxation to its guests.

Leamington Cottage

Leamington Cottage

Barbados / Speightstown

1
Bedrooms
Sleeps
2
from $545+
per night

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

Located near Speightstown, St. Peter on the beachfront, is Leamington Cottage, an enchanting one bedroom self contained cottage which forms part of the Leamington Estate.

Marigot Bay Resort and Marina

Marigot Bay Resort and Marina

St. Lucia / Marigot Bay

3
Bedrooms
Sleeps
8
from $594+
per night

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

In the heart of Saint Lucia lies Marigot Bay, arguably the most beautiful bay in the Caribbean.

Clairmont Overlook

Clairmont Overlook

St. Croix / North Shore

6
Bedrooms
Sleeps
12
from $629+
per night

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

Atop the lush hilltop of St. Croix, 'Clairmont Overlook' is the ultimate Caribbean getaway, offering sun, sand, and sea, in a luxurious private villa.

Port Ferdinand Marina & Luxury Residences
3
Bedrooms
Sleeps
6
from $700+
per night

Our Exclusive Offers:
 35% Off
 Personalize Your Getaway with up to $2,000 in Destination Dollars

Port Ferdinand Marina and Luxury Residences is Barbados’ latest luxury condominium development. This 16-acre community emulates a lifestyle blend appreciated by world travelers with the finest tastes. The 5-star service and on-site amenities speak to the care they have for their guests.

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.

Tortuga Bay B10

Tortuga Bay B10

Dominican Republic / Punta Cana

4
Bedrooms
Sleeps
10
from $737+
per night

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

This amazing property is nested in one of the most luxurious private gated village in the whole Caribbean.

La Josephine

La Josephine

Saint-Martin (French) / Terres Basses

7
Bedrooms
Sleeps
14
from $743+
per night

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

Enjoy the glowing sunsets from the terrace of La Josephine, close to one of the most beautiful beaches in the Caribbean—Baie Longue Beach.

Jus' Paradise

Jus' Paradise

Jamaica / Montego Bay

3
Bedrooms
Sleeps
10
from $743+
per night

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

Jus' Paradise is an aptly-named private villa located in a gated residential area of upscale homes in the lush hills of Rose Hall.

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.

Tortuga Bay B9

Tortuga Bay B9

Dominican Republic / Punta Cana

4
Bedrooms
Sleeps
10
from $857+
per night

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

Tortuga Bay B-9 is located in 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.

Tortuga Bay C33

Tortuga Bay C33

Dominican Republic / Punta Cana

4
Bedrooms
Sleeps
10
from $857+
per night

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

Tortuga Bay C33 is located in the Tortuga Bay 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.

Arrecife 24

Arrecife 24

Dominican Republic / Punta Cana

4
Bedrooms
Sleeps
10
from $926+
per night

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

This tropical Villa presents you with one of a kind accommodation experience!

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.

Caleton 3

Caleton 3

Dominican Republic / Cap Cana

3
Bedrooms
Sleeps
8
from $986+
per night

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

An exceptional experience, the villa offers unique luxury and all the elements required for a perfect vacation.

Tequila Sunrise

Tequila Sunrise

Anguilla / Dropsey Bay

3
Bedrooms
Sleeps
6
from $990+
per night

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

Tequila is a contemporary three master bedroom beach house at secluded Lover’s Cove at Dropsey Bay which is just a leisurely two minute walk along the scenic path.

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.

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.