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.

Where to stay around Caribbean?

Our 2019 property listings offer a large selection of 35,465 vacation rentals near Caribbean. From 6,101 Houses to 12,640 Villas, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Caribbean for a holiday or a weekend are on HomeAway.

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 HomeAway travelers, the most popular destinations to visit are:

  • Florida: 126,781 vacation rentals
  • Fort Lauderdale: 5,037 vacation rentals
  • Miami Beach: 4,414 vacation rentals
  • Florida Keys: 4,152 vacation rentals
  • Naples: 7,629 vacation rentals

And HomeAway 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:

  • Fort Lauderdale: 5,037 rentals
  • Miami Beach: 4,414 rentals
  • Naples: 7,629 rentals
  • Ft Myers Beach: 8,082 rentals
  • Miami: 5,455 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:

  • Florida Keys Marathon Airport (MTH): 1,039 vacation rentals
  • Fort Lauderdale-Hollywood International Airport (FLL): 6,264 vacation rentals
  • Providenciales Airport (PLS): 858 vacation rentals

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

Explore destinations around Caribbean

126,781 vacation rentals
Saint John
791 vacation rentals
San Juan
495 vacation rentals
St. Croix
370 vacation rentals
466 vacation rentals
137 vacation rentals
413 vacation rentals
2,512 vacation rentals
206 vacation rentals
100 vacation rentals
Turks Islands
31 vacation rentals
Harbour Island
68 vacation rentals
Cabo Rojo
172 vacation rentals
Bocas del Toro Province
121 vacation rentals
119 vacation rentals
165 vacation rentals
Río Grande
288 vacation rentals
Green Turtle Cay
49 vacation rentals
Cayman Brac
62 vacation rentals
48 vacation rentals