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Your Villa Concierge helps you find the right island, the perfect villa, beginning to end. Your personal villa expert!

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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 325 ratings and reviews.

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If we wouldn't stay there, then you shouldn't either! Our "Verified" villas are hand-selected, meeting our high standards.

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Coconut Walk Villa at twilight

Coconut Walk

Grand Cayman, Cayman

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!

Food for Every Mood in the Caribbean
Food for Every Mood in the Caribbean

Islands offer more than gorgeous beaches and unforgettable sunsets, the tropical climate provides the perfect ingredients for heavenly cuisine. You can find a delicious meal on almost any island, but one of the advantages to being “the Caribbean experts” is ...

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The Aqua Park: Anguilla's Newest Attraction
The Aqua Park: Anguilla's Newest Attraction

Wish You Were Here... There’s a new reason to visit Anguilla, and it just popped up at Cove Bay Beach in front of the old Smokey’s Restaurant. Introducing The Aqua Park, the largest inflatable water park in the ...

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Best Staffed Villas in the Caribbean
Best Staffed Villas in the Caribbean

The only thing better than staying in a Caribbean villa is staying in a staffed Caribbean villa. After all, who really wants to cook on vacation? Some travelers like the idea of grilling their own fresh-caught fish, but being wined ...

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