Destination guide

Is this heaven on earth? No, it's just the Caribbean!

Feel the need to unwind in an island paradise? Book a Caribbean vacation rental and you can soak up the sun in a tropical landscape dotted with more than 700 islands, islets, reefs, and cays. It's the perfect location to simply relax on the sandy shores of a beach with a cocktail in 1 hand and a book in the other, or cool off in the warm, clear waters of the Caribbean Sea. If you long for a bit more action, spend your days swimming through coral reefs and exploring old colonial towns, before dancing until dawn in trendy nightclubs.


Splish splash, you'll be having some fun

Most activities in the Caribbean take place in the water, including such popular pastimes as scuba diving, snorkeling, sailing, windsurfing, and deep-sea fishing. If you haven't earned your sea legs yet, try your hand at golfing, hiking, cycling, and horseback riding, or sunbathe on 1 of the Caribbean's countless beaches. Embrace local cultures with a reggae concert at a Jamaican dancehall or by pausing to listen to steel-pan street musicians in Trinidad and Tobago. True thrill seekers can tour the region in a helicopter or swoop through the air over Puerto Rico's Central Mountains on the world's longest zip line.


Come on in, the water (and the weather) is fine!

No matter what time of year you book your Caribbean vacation rental, you're almost guaranteed to enjoy sunshine and warm weather. Temperatures range from the 80s and 90s throughout the year, with northern islands, like the Bahamas, Cuba, Puerto Rico, and the Dominican Republic, more likely to experience "cold fronts" that bring temperatures in the 70s. You'll want to make sure you always pack your swimsuit as the water temperatures hover between 88 and 72 degrees throughout the year. The second-half of the year receives more rain than the first half and hurricane season typically lasts from June to November.

Natural features

From valleys to volcanoes, and everything in between

While you might picture nothing but white sand beaches and aqua sea waters, the Caribbean offers a remarkably diverse terrain. For starters, on land, you'll see dormant volcanoes, lush valleys, majestic waterfalls, palm trees, and tropical flowers as far as the eye can see. In the water, coral reefs and seagrass meadows dot the landscape, while sharks, stingrays, and sea turtles swim about. Bird watchers should carve out time to visit Codrington Lagoon National Park, home to 1 of the world's largest colonies of frigate birds, as well as a host of pelicans, terns, and gulls.

What are the most popular destinations to visit in Caribbean?

There are many lovely places to stay for a holiday trip or just for a weekend in Caribbean. From Vrbo travelers, the top most popular destinations to visit are:

  • Grand Cayman: 820 vacation rentals
  • San Juan: 410 vacation rentals
  • Puerto Rico: 2,116 vacation rentals
  • St. Croix: 383 vacation rentals
  • Turks and Caicos Islands: 906 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Caribbean! Please use our search bar to access the selection of vacation rentals available in other popular destinations.

What are the main cities to discover in Caribbean?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Caribbean:

  • Montego Bay: 845 rentals
  • Nassau: 608 rentals
  • Punta Cana: 1,294 rentals
  • Santo Domingo: 352 rentals
  • Elbow Cay: 116 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Caribbean?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Caribbean are:

  • Princess Juliana International Airport (SXM): 2,227 vacation rentals
  • Henry E Rohlsen Airport (STX): 383 vacation rentals
  • Cyril E King Airport (STT): 1,788 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Caribbean?

Vrbo offers a large selection of rentals near lovely places in Caribbean. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Condado Beach: 855 rentals
  • St. Lucia Rain Forest: 656 rentals
  • Sandals Golf and Country Club: 576 rentals
  • Cable Beach: 174 rentals
  • Sosua Beach: 1,707 rentals

But there are many other points of interest around Caribbean listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Caribbean

San Juan
410 vacation rentals
St. Croix
383 vacation rentals
Saint John
783 vacation rentals
St. Thomas
917 vacation rentals
145 vacation rentals
85 vacation rentals
Virgin Gorda
63 vacation rentals
328 vacation rentals
430 vacation rentals
48 vacation rentals
78 vacation rentals
165 vacation rentals
1,287 vacation rentals
Harbour Island
73 vacation rentals
83 vacation rentals
59 vacation rentals
Turks Islands
32 vacation rentals
753 vacation rentals
Dorado Municipality
83 vacation rentals
80 vacation rentals