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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 407 ratings and reviews.

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Diamond Villa offers great views over Gustavia

Diamond Villa

Saint Jean, 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!

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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!

Caribbean Vacation Villas Offer Great Value!
Caribbean Vacation Villas Offer Great Value!

Vacations are all about creating memorable experiences and some of the best are made in a private villa in the Caribbean. It’s achievable for all budgets even on some of the most prestigious islands. Our Caribbean villa experts can ...

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The Most Romantic Villas in the Caribbean
The Most Romantic Villas in the Caribbean

Hit the refresh button on your relationship and make some memories in the Caribbean! Planning a romantic getaway is ripe with high expectations: you want beauty, privacy, and luxury… all within your budget. There are thousands of villas on the ...

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Top St. Martin Villas For Your 2020 Vacation
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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