Airbnbs of the Caribbean: Top 10 Destinations and Most Wish Listed Homes

Eyeing a warm-weather island getaway this winter?

Travelers from around the world have spoken and the Caribbean is hot, hot, hot, based on the percentage growth in bookings from last year.* Charlotte Amalie, U.S. Virgin Islands, the walkable capital city known for its shopping district and historic sites, has seen a whopping 600 percent increase. San Juan, Puerto Rico, with its vibrant nightlife, isn’t far behind with a 400 percent jump. And rounding out the top three is tropical Georgetown, Grand Cayman, with a 100 percent increase.

The above cities have seen tremendous growth, and these top ten trending Caribbean destinations have surfaced as must-visit locals for travelers looking to explore an entire island, based on bookings from last year.*

1. U.S. Virgin Islands

2. Puerto Rico

3. Cayman Islands

4. Antigua and Barbuda

5. Grenada

6. Bahamas

7. Jamaica

8. Martinique

9. Bonaire

10. St. Lucia

Can’t decide where to stay? Below are the most wish listed homes in these Caribbean destinations, featuring accommodations at all price points with amenities to satisfy every traveler.

Puerto Rico


Dominican Republic





Cayman Islands


*Based on internal Airbnb data as of September 2018 measuring future guest bookings for November 2018-March 2019 in the Caribbean (destinations with a minimum of 100 guest arrivals) compared to future guest bookings last year for the same time period and parameters.

The Airbnb Press Room is aimed at journalists. All Homes and Experiences referenced on the Airbnb Press Room are intended purely to inspire and illustrate. Airbnb does not recommend or endorse specific Home or Experience listings on the Airbnb platform.