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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 640 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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Pool with ocean view

Seaweed Villa

Pointe Milou, 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!

Jet-Set Your Way to a Sizzling St. Barts Holiday Extravaganza!
Jet-Set Your Way to a Sizzling St. Barts Holiday Extravaganza!

Pack your bags and prepare for the most unforgettable Christmas and New Year's escape of your life and head to St. Barts, the Caribbean gem that takes holiday celebrations to a whole new level. Sure any Caribbean island can offer ...

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Your Barbados getaway is about to be kicked up several notches.
Your Barbados getaway is about to be kicked up several notches.

Get ready to dive into a whirlwind of activities that'll take your trip from amazing to mind-blowingly epic. We’re talking about turning your Barbados escape into a memory-making extravaganza that'll have you grinning from ear to ear for years ...

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If you're yearning for a taste of the extraordinary, then a luxury villa holiday in Anguilla is your ticket.
If you're yearning for a taste of the extraordinary, then a luxury villa holiday in Anguilla is your ticket.

Let's talk about a slice of heaven that's more than just a getaway – it's an experience that'll make your heart race and your spirit soar. We are talking about a luxury villa holiday in Anguilla, and it's not just a ...

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