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Caribbean Luxury Villas


Luxury Villa Search sponsored by WhereToStay.com:

Destination: Anguilla



Cayman Islands

Dominican Republic

Necker Island, BVI

Puerto Rico

St. Barts

St. John

St. Lucia

St. Martin

St. Thomas

Turks and Caicos

Tortola, BVI

Virgin Gorda, BVI


1-2 bedrooms

3-4 bedrooms

5-6 bedrooms

2 or more bedrooms

3 or more bedrooms

4 or more bedrooms

5 or more bedrooms

6 or more bedrooms





Renting a vacation villa is an increasingly popular choice for many Caribbean travelers. In the U.S. people usually refer to this as a “villa rental”, though that phrase may include condos, duplexes and apartments. In the U.K. renting a villa is often called a “self catered” holiday. You can expect to pay $1,500 U.S. a week for an off season low end villa, to more than $12,000 for a beach front villa in season, or $18,000 (or more!) for a villa on your own private island. The amenities of most of these villas have increased dramatically as demand has risen and most high end villas will probably have a pool, air conditioning (which in many locations is not really necessary), televisions, DVD players, hot tubs or whirlpools, beach gear, etc. Listed below you will find links to many of the more popular and reputable Caribbean villa rental agents as well as many individually owned villas.

Caribbean Villa Specialists: The following companies represent hundreds of luxury villas throughout the Caribbean and have decades of experience satisfying their clients. Their sites all have extended villa and destination information to help choose your perfect vacation villa.

 Island Hideaways
 Villas of Distinction
 Wimco Villas

 Click here for an island by island list of Villa Rental companies and individual villas.

Where To Stay “The Caribbean Villa Experts – WhereToStay.com”
Since 1995, WhereToStay.com has been the expert on Caribbean hotels and Luxury Villas Rentals. People have come to trust the impressive collection of luxury vacation homes, most of which are “WhereToStay Verified” by the most experienced villa consultants in the business. While you can find most Caribbean villas on any number of sites, WhereToStay.com is the only company where you can talk to villa consultants who know the villas and the islands through personal experience. This experience means WhereToStay.com will help you find the perfect place to meet the requirements of your party and your budget. From Luxury Rental Homes in Turks and Caicos to Private Villas on St. John, WhereToStay.com has them all. Want proof? Call 800-869-8017 and in 2 minutes you will be convinced that your villa consultant is truly a villa expert.
WhereToStay.com by .

 Caribbean Villas by Island Hideaways
For more than 19 years, Island Hideaways has represented the most luxurious villas and private islands throughout the Caribbean. These villas are replete with world-class amenities, staff members, and chefs. Featured in Forbes’ Best of the Web, the web site is easy to navigate and includes detailed villa information with excellent photography. Villas on Island Hideaways’ web site have passed strict quality standards and personal inspections. Island Hideaways is a trusted and experienced leader for luxury Caribbean villas.

 Villas of Distinction invites you to treat yourself to the Caribbean vacation of your dreams. Each of their luxury vacation villas offers a sumptuous, homelike setting, with personalized services associated with the most exclusive lifestyles; yet the cost per person is often less than the total per person expense at a luxury resort. Visit the Villas of Distinction website at villasofdistinction.com, and browse through their complete Caribbean villa portfolio; you’ll find private homes that are steps from the sea or perched atop cliffs, offering breathtaking ocean vistas. They even represent entire islands that you and your party can enjoy exclusively. When you are ready to make a villa reservation visit villasofdistinction.com.

Wimco Luxury Villa Rentals with Wimco.com, est in 1983. Wimco is the pioneer in the Caribbean luxury villa rental industry. Visit Wimco.com to browse its selection of 1,200 private luxury villas. They have 24 years of experience and have been praised by the New York Times, Conde Nast Traveler, Forbes and Fortune. You can trust them to put you in the right villa for whatever kind of vacation experience you want. The villa specialists at Wimco will also handle your flight and car reservations, and their concierge department will arrange for babysitters, restaurant reservations, and activities. Get started.


Anguilla Villa Rentals:
 Anguilla villas by WhereToStay.com
 Villas of Distinction
 Wimco Villas
 Windsong VillasAntigua & Barbuda Villa Rentals:
 Antigua & Barbuda villas by WhereToStay.comThe Bahamas Villa Rentals:
 Bahamas villas by WhereToStay.com
 Dillet’s Guest HouseBarbados Villa Rentals:
 Barbados Villas by Island Hideaways
 Barbados villas by WhereToStay.com
 Villas of Distinction
 Wimco VillasBelize Villa Rentals:
 Belize villas by WhereToStay.com

The British Virgin Islands Villa Rentals:
 Belmont House
 BVI villas by WhereToStay.com
 Fort Recovery Estate
 Lavenda Breeze
 Tortola Villas by Island Hideaways
 Villas of Distinction
 Virgin Gorda Villas by Island Hideaways
 Wimco Villas

Cayman Islands Villa Rentals:
 Cayman Villas by Island Hideaways
 Cayman Island villas by WhereToStay.com
 Villas of Distinction
 Wimco Villas

Dominican Republic Villa Rentals:
 Dominican Republic villas by WhereToStay.com
 Villa Castellamonte
 Villas of Distinction

Grenada Villa Rentals:
 Grenada villas by WhereToStay.com

Jamaica Villa Rentals:
 Jamaica Villas by Island Hideaways
 Jamaica villas by WhereToStay.com
 Villas of Distinction
 Wimco Villas

Mustique (St. Vincent & The Grenadines) Villa Rentals:
 Mustique Villas by Island Hideaways
 Villas by WhereToStay.com

Puerto Rico Villa Rentals:
 Puerto Rico villas by WhereToStay.com

St. Barts Villa Rentals:
 La Maison d’Emmanuelle
 St. Barth Properties
 St. Barts villas by WhereToStay.com
 Villas of Distinction
 Wimco Villas

St. Kitts & Nevis Villa Rentals:
 Nevis villas by WhereToStay.com
 Villas of Distinction
 Wimco Villas

St. Lucia Villa Rentals:
 St. Lucia Villas by Island Hideaways
 St. Lucia villas by WhereToStay.com
 Villas of Distinction

St. Martin, St. Maarten Villa Rentals:
 Beacon Hill Towers
 St. Martin Villas by Island Hideaways
 St. Martin villas by WhereToStay.com
 Villas of Distinction
 Wimco Villas Turks & Caicos Villa Rentals:
 Turks and Caicos villas by WhereToStay.com
 Villas of Distinction
 Wimco Villas Trinidad & Tobago Villa Rentals:
 Trinidad & Tobago villas by WhereToStay.com The US Virgin Islands Villa Rentals:
St. Croix Villa Rentals:
 Dragonfly Villa
 St. Croix Villas by Island Hideaways
 St. Croix villas by WhereToStay.com
 Villas of DistinctionSt. John Villa Rentals:
 Andante by the Sea
 Artistic Villas By Donald Schnell
 Bay Rum Breeze
 Beach Nuts Vacations
 Blue Tang
 Bongo Bongo
 Carefree Getaways
 Caribe Havens
 Catered To Villa Rentals
 Chateau La Tête Rouge
 Cruz Views #1 (Bliss)
 Gallows Point Resort
 Great Expectations
 Hillcrest Guest House
 Into The Mystic
 Island Getaways
 Lavender Hill Suites
 Morningside Villa
 Odessa Villa
 Seaview Vacation Homes
 Serendip Vacation Condos
 South Shore Villa
 St. John Villas by Island Hideaways
 St. John villas by WhereToStay.com
 St. John Ultimate Villas
 Suite St. John
 Vida de Mar
 Villa Colorado
 Villas of Distinction
 Villa Tesori
 Villa Venturoso
 VIVA! Villas
 Wimco Villas

St. Thomas Villa Rentals:
 Bolongo Bay Condos
 St. Thomas Villas by Island Hideaways
 St. Thomas villas by WhereToStay.com
 Villas of Distinction
 Villa Taormina
 Wimco Villas
 Wintberg Place

– See more at: http://www.caribbean-on-line.com/villas/#.UsptfdJDu-k