YOUR PERSONAL CARIBBEAN VILLA EXPERTS!

GOOD SAND ADVICE

Caribbean Villas

Personal Touch

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

Villa Experts since 1995

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 376 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.

Best rates guaranteed

The Best Price

  • No credit card fees
  • No commission charges
  • Absolutely no hidden fees
Relax and enjoy yourself while in the pool or hang'n in the hammock at Bambooshay

Bambooshay Villa

St. Croix, USVI

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

Shopper Approved

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!

Best Anguilla Villas of 2019
Best Anguilla Villas of 2019

Anguilla is home to the Caribbean’s most friendly locals, beautifully rugged terrain, and a diverse collection of vacation rentals. You can drive across the whole island in less than an hour, yet there are over 30 beaches and bays to ...

more

St. Martin’s Hottest Luxury Villas
St. Martin’s Hottest Luxury Villas

St. Martin is one of the lesser known gems of the Caribbean, and even the most seasoned travelers are sure to find new things to enjoy on this French-Dutch island. You would be hard-pressed to find a single spot that ...

more

The Best Beer in Turks and Caicos
The Best Beer in Turks and Caicos

The best way to experience the Caribbean is to use all five senses to soak up the islands: touch, sight, sound, smell, and TASTE. Each island has its own specific culture, especially Turks and Caicos. The Turks and Caicos Islands ...

more

Where To Stay

Home Page
My Trip
My Favorites
Magazine