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Paradiso Villa

Oyster Pond (Dutch side), St. Martin

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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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!

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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Top 10 St. Barts Villas

St. Barts is known as a luxurious getaway for rockstars, supermodels, actors, and professional athletes. The island offers fine cuisine, designer boutiques, hot nightclubs, and art galleries; but, it’s also a family-friendly spot with water sports, casual dining, and ...

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