Caribbean Vacation Rentals: villa rentals & more

Discover a selection of 3,000 vacation rentals in Caribbean that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $103 per night, and villas and bungalows are popular options for a stay in Caribbean. Either way, you'll find a rental for everyone's needs.

DynamicDestinationRefinements

AsyncDestinationUrgency

Find the best place to stay — Caribbean

Search 2,854 vacation rentals

Stayed Apr 2023

What a place !

Superbe appartement très fonctionnel et décoré avec goût. Rien ne manque, surtout pas les petites attentions, les bons conseils et l'assistance si besoin. Il y a un lave vaisselle. Nous ne l'avions pas vu au descriptif. Propreté impeccable. A notre a...

Stayed Apr 2023

Great Place

We had such a great time. The house and pool were perfect for the kids( and adults). There was plenty of area for everyone to have their own space if needed. We enjoyed eating and hanging out near the pool. The house was super close to a couple beach...

Stayed Mar 2023

Great place and patient owner!

The condo and property are just as described. The unit is immaculate, comfortable, and the kitchen is *very* well stocked with the usual dining and cooking ware, plus small appliances and nice gadgets (and also includes the bottle of Mutiny vodka we ...

Stayed Feb 2023

Lovely

As others have said, the roosters are noisy, so bring earplugs if you're a light sleeper. Overall a wonderful place, nice location up the hill, stellar views from the porch, pretty back yard and house color. Kitchen has pretty much everything you nee...

Stayed Jan 2023

Excellent property and team

The oyster pond villa was excellent. The team set up a WhatsApp group before we arrived to answer questions and we’re very prompt whenever we needed anything. The rooms were well maintained with a great view of the bay and everything was clean and in...

Stayed Dec 2022

Family New Years Vacation

We had a wonderful vacation at Quadrille! The home was beautiful with amazing ocean views and lots of outdoors spaces to enjoy. Shareen and Marie made our trip perfect! The food and service were amazing, we felt very pampered! We love Silver Sands an...

Stayed Sep 2021

A week in paradise

Excellent communication with the staff. They provided excellent support before and during our stay. The kitchen was well stocked with utensils & cookware and common spices. The house was clean and well maintained. We would rent this property again. O...

Stayed Mar 2020

Amazing villa with amazing views!

We rented Villa Tintamarre for eight days in March and absolutely loved it. Perched high on a hillside overlooking Orient Beach, it had the best views on all of St. Martin/St. Maarten. If you like privacy, this is the place for you. The amenities wer...

AsyncDestinationInfographic

AsyncExploreBookEnjoy

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.

Things to do

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.

Activities

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.

Weather

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.

How many vacation rentals are available around Caribbean?

Our 2023 property listings offer a large selection of 2,854 vacation rentals around Caribbean. From 524 villa rentals to 89 bungalow rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

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:

St. Thomas: 162 vacation rentals
Puerto Rico: 119 vacation rentals
St. John: 44 vacation rentals
Turks and Caicos: 31 vacation rentals
San Juan: 51 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:

St. Thomas: 162 rentals
St. John: 44 rentals
San Juan: 51 rentals
Nassau: 108 rentals
Montego Bay: 69 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:

St. Thomas (STT-Cyril E. King): 187 vacation rentals
Punta Cana (PUJ-Punta Cana Intl.): 205 vacation rentals
Montego Bay (MBJ-Sir Donald Sangster Intl.): 177 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:

Kingston and St. Andrew Parish Library: 127 rentals
El Conquistador Golf Course: 15 rentals
Saint James Parish Church: 71 rentals
Turtle Cove: 33 rentals
Dolphin Island: 228 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.