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Your Villa Concierge helps you find the right island, the perfect villa, beginning to end. Your personal villa expert!
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Our top priority is your experience. We are not commission based, so you'll get unbiased advice. As a result, WhereToStay has a Shopper Approved rating of 5.0/5 based on 358 ratings and reviews.
If we wouldn't stay there, then you shouldn't either! Our "Verified" villas are hand-selected, meeting our high standards.
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Leeward, Turks and Caicos
Whatever experience you're looking for, we have an expert for you. Your dedicated Villa Expert will work with you from start to finish—from choosing the perfect Caribbean island and luxury Caribbean villa to sharing all the best spots to eat, shop, and play. Let's get started!
WHAT TRAVELERS SAY ABOUT US
One of the best parts of traveling to the Caribbean is sharing your adventures. So, we started our Caribbean blog. Read our stories and get inspired for your trip!
Where To Eat in St. Barts
“People who love to eat are always the best people.” - Julia Childs
The Caribbean is my happy place for so many reasons: the beaches, the people, and without a doubt, the food. Island cuisine is always inventive, and it’...
8 Best Family Vacation Villas in St John
St. John is one of the quieter gems of the Caribbean. This U.S. Virgin Island's lush, rolling hills and turquoise seas sparkle just as much as Turks or St. Barts, but the pace is just... a little... slower. If ...
Food for Every Mood in the Caribbean
Islands offer more than gorgeous beaches and unforgettable sunsets, the tropical climate provides the perfect ingredients for heavenly cuisine. You can find a delicious meal on almost any island, but one of the advantages to being “the Caribbean experts” is ...