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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 368 ratings and reviews.
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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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Pelican's Nest 5 - Cinnamon
Grace Bay, Turks and Caicos
CARIBBEAN VILLAS
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
GET INSPIRED!
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!
Why WhereToStay is the Best Way to Book Your Caribbean Vacation
Your vacation is the most important week of your year. When it comes to booking a vacation rental, the research can seem overwhelming. There are thousands of islands in the Caribbean, and dozens of those islands have gorgeous rental properties ...
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A Barbados Beachfront Villa Experience Without the Premium
The best part of any Caribbean vacation is the beach, but beachfront villas are hard to find, especially on islands as popular as Barbados. The Sandy Lane Beach Club is a luxurious, members-only perk that totally elevates any Barbados experience. ...
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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’...
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