We found 31,678 vacation rentals — enter your dates for availability


Find the best place to stay — Caribbean

Where to stay around Caribbean?

Our 2018 property listings offer a large selection of 31,678 vacation rentals near Caribbean. From 11,283 villas to 6,204 houses, 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.

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.

Citadels, cathedrals, and culture in the Caribbean

History is alive and well in the Caribbean, where you can tour such storied sites as colonial plantation houses, sugar mills, and rum distilleries. You'll find even more history at the Brimstone Hill Fortress, St Kitts, a massive 18th-century hilltop citadel, and the Cathedral of San Juan Bautista, a 1540 church where famed explorer Ponce de Leon is entombed. Culture vultures can quench their thirst for the arts at the National Museum of Fine Arts in Havana. If you have kids staying in the Caribbean vacation rental, they'll enjoy a trip to the Bermuda Aquarium, Natural History Museum, and Zoo.

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.

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.