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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 243 ratings and reviews.

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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 You Need to Visit the Cayman Islands

The Cayman Islands are the sapphires of the Caribbean. Turks and Caicos and St. Barts may be the best-known and most glittery, but Cayman shines in its own way. The Cayman Islands ...

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Grocery Stores on Providenciales, Turks and Caicos

There’s something so luxurious about having access to a kitchen, and your own food, while on vacation. Tracking down the best grocery stores to meet your needs, however, can be tricky when you’re in an unfamiliar country. To ...

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10 Things You Must Do In St. Lucia

St. Lucia is one of the Caribbean’s most beautiful islands. With idyllic crescent beaches, lush rainforests, scenic reefs and waterfalls, and a rich history, St. Lucia has something for everyone.

Whether you need adventure or relaxation, ...

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