YOUR PERSONAL CARIBBEAN VILLA EXPERTS!

Search Villa Names

GOOD SAND ADVICE

Personal Touch

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

We Work For You

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 246 ratings and reviews.

Verified Villas

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

The Best Price

No credit card fees
No commission charges
Absolutely no hidden fees

Belharra

Colombier, 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!

WHAT TRAVELERS SAY ABOUT US

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!

Why You Need to Visit the Cayman Islands

The Cayman Islands are the sapphires of the Caribbean. Turks and Caicos and St. Barts may be the best-known and most glittery, but Cayman shines in its own way. The Cayman Islands ...

more

Grocery Stores on Providenciales, Turks and Caicos

There’s something so luxurious about having access to a kitchen, and your own food, while on vacation. Tracking down the best grocery stores to meet your needs, however, can be tricky when you’re in an unfamiliar country. To ...

more

10 Things You Must Do In St. Lucia

St. Lucia is one of the Caribbean’s most beautiful islands. With idyllic crescent beaches, lush rainforests, scenic reefs and waterfalls, and a rich history, St. Lucia has something for everyone.

Whether you need adventure or relaxation, ...

more