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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 377 ratings and reviews.

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Uninterrupted views of the Pitons

Tamarind House

Soufriere, St. Lucia

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!

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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!

Best Anguilla Villas of 2019
Best Anguilla Villas of 2019

Anguilla is known first and foremost for its white sand beaches, great restaurants, and friendly locals. This small, quiet island has an authentic Caribbean feel. There are top-notch restaurants, luxury hotels, and villas, yet the island exudes a carefree, barefoot ...

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St. Martin’s Hottest Luxury Villas
St. Martin’s Hottest Luxury Villas

St. Martin is one of the lesser known gems of the Caribbean, and even the most seasoned travelers are sure to find new things to enjoy on this French-Dutch island. You would be hard-pressed to find a single spot that ...

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The Best Beer in Turks and Caicos
The Best Beer in Turks and Caicos

The best way to experience the Caribbean is to use all five senses to soak up the islands: touch, sight, sound, smell, and TASTE. Each island has its own specific culture, especially Turks and Caicos. The Turks and Caicos Islands ...

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