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Caribbean Villas

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

Villa Experts since 1995

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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 495 ratings and reviews.

Personally Inspected villas.

Verified Villas

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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Beach Cake Villa is located near Turtle Cove Marina on Grace Bay Beach

Beach Cake

Grace Bay, Turks and Caicos


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!


Shopper Approved


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!

Vacation in Luxury at Beach Enclave, Turks and Caicos
Vacation in Luxury at Beach Enclave, Turks and Caicos

If you love the privacy and spaciousness of a private villa but also enjoy some of the amenities, staff and security of a hotel, Beach Enclave in Turks & Caicos perfectly combines the two. It’s a villa vacation experience with ...


Best Cocktails in the Caribbean
Best Cocktails in the Caribbean

Whether you’re in the midst of planning your next Caribbean vacation or dreaming of sunbathed days by the sea, sampling island-inspired cocktails is an easy way to get in the tropical mood. Rum is a main ingredient in the ...


Book The Caribbean Vacation of a Lifetime at Emerald Cay, Turks & Caicos
Book The Caribbean Vacation of a Lifetime at Emerald Cay, Turks & Caicos

You’ve sat at home long enough. It’s time to book your next Caribbean getaway! Shake off the doldrums of 2020 and treat yourself to a luxurious vacation in Turks & Caicos. Emerald Cay is one of our favorite new villas ...


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