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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 295 ratings and reviews.
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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!
Best Staffed Villas in the Caribbean
The only thing better than staying in a Caribbean villa is staying in a staffed Caribbean villa. After all, who really wants to cook on vacation? Some travelers like the idea of grilling their own fresh-caught fish, but being wined ...
SXM Festival: The Hottest Music Festival in the Caribbean
St. Martin’s annual music festival is back and better than ever! The Caribbean is home to rich culture and history, and the SXM Festival is a great way to enjoy all the vibrance the islands have to offer.
Tipping in the Caribbean: An Island by Island Guide
Tipping can be one of the trickiest parts of travel— some regions won’t accept tips at all, whereas others will tack on additional fees until you’re bone-dry. The Caribbean is made up of several different cultures and islands, ...