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Sasha

Corossol, St. Barts

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!

Best Things to Do in the Cayman Islands

My husband, Steve, and I just got back from a trip to Grand Cayman, and we couldn’t resist sharing our favorite places with you. This list has some trusted treasures and some brand-new spots, with something for everyone. Enjoy!

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Necker Island is Back!

We’re excited to announce that the ultimate private getaway, Necker Island, is reopening for rental October 2018. Necker is a gem in the British Virgin Islands that’s hosted rock stars, royalty, and every other celebrity in between. It's also ...

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Celebrate Rum Day With These 7 Caribbean Cocktails

Happy Rum Day from WhereToStay.com! In honor of the day, we've round up our favorite seven cocktail recipes. What do they have in common? You guessed it: rum.

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