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Dream Catcher Villa
Anguilla
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!
Top St. Martin Villas For Your 2020 Vacation
If a trip to St. Martin isn’t on your 2020 bucket list, it should be! This French/Dutch island is one of the most unique islands in the Caribbean, with gorgeous beaches, wonderful cuisine, shopping, and activities galore. St. Martin ...
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Best Cayman Island Villas of 2019
The Cayman Islands are a beloved location for ocean-lovers for good reason: Grand Cayman is known as one of the top-rated scuba diving locations in the world! Coral reefs, shipwrecks, and diving walls fill the sea around the Cayman Ridge, ...
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Our Favorite Villas and Restaurants on Barbados
Barbados’s Platinum Coast is known for its amazing white sand beaches, luxurious staffed villas, and unique fusion cuisine. This island’s fun, friendly, and safe environment has something for everyone. At WhereToStay, we’re dedicated to helping you find ...
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