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Waverly House is tucked into lush tropical greenery just along Gibbs Beach

Waverly House

Barbados

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!

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!

Top 10 St. Barts Villas
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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Best Turks and Caicos Beachfront Villas of 2018
Best Turks and Caicos Beachfront Villas of 2018

Turks and Caicos is home to the Caribbean’s most beautiful beaches and most luxurious villa rentals. At WhereToStay, we want to help you find the perfect vacation rental for your Caribbean getaway. To make your planning process easier, here’...

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Vacation Hacks: Travel Insurance Edition
Vacation Hacks: Travel Insurance Edition

If you’ve recently booked a vacation to the Caribbean, you’re likely in the midst of planning and preparing. Whether you’re shopping for the perfect swimsuit, scouting out the most exciting attractions, or setting up a romantic evening ...

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