
Vacation rentals in Caribbean
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Caribbean
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Caribbean vacation rentals
Private vacation rentals in Caribbean

Cozy, private oceanfront beach house in Rincón

NEW 4/NTS AUG OPEN! Sarasota #1 Lux BEACH Villa

Sunset Paradise Beach house - Studio Starfish

Amazing Ocean view villa w King bed, balcony, pool

Villa Renata ⛵️Beachfront house🏝 private Pool 🏝

Aruba Private Resort. Its All Yours and Only Yours

G38 Peaceful studio Oceanfront Punta Palmera

Villa Manu Mountain Spot
Caribbean beach vacation rentals

Treasure Beach Summer special rate Sanguine Suite

The Best Views are the ones we share with you.

Bahia - Charming seaside cabin, loft/wood shutters

NEW WATERFRONt Villa at Magens Bay, hot tub, Jeep

"Seaside Luxury" - Ocean Front, Private Pool, Wifi

VILLA JADE3: 2 BEDROOMS & POOL FEET IN THE WATER

Tiny's - Toes In The Sand Key Lime Cottage.

Villa di Mare-Oceanfront Modern Beach House Oasis
Pet-friendly vacation rentals in Caribbean

Casa Encanto - Experience El Yunque Rainforest.

Rancho del Gigante Cabin

Incredible Ocean Front property, A Couple’s Oasis

Modern Interior Pool Suite

Private pool with heater

Lake Arenal Countryside World of Serenity(300MBPS)

North Star

Caribbean Modern Ocean Front Villa
Your guide to Caribbean
All About the Caribbean
The Caribbean is made up of 26 island countries surrounded by bejeweled blue and green waters and is known around the world as a holiday paradise. People flock here, especially in the winter, for warm sands, golden sunshine, and that sense of island time abandon — plus, the fruity drinks under towering palm trees. The Dominican Republic is the most visited of all the islands due to its vibrant city and cultural life and postcard-perfect beaches. West of that is Cuba, famous for its Old World architecture, rich jazz and music scenes, and several UNESCO World Heritage Sites. Closer to South America is little St. Lucia, known for its rainforests, colorful coral reefs (perfect for diving and snorkeling), and, of course, pristine beaches surrounded by the island’s volcanic peaks.
The countries in the Caribbean are extremely diverse, not only in their histories, cultures, and languages, but their landscapes and topographies. For example, vibrant Jamaica could not be more different from super-chill Aruba and swanky St. Barts. So whether you’re seeking an island that’s large or small, glitzy or low-key, in the Caribbean there is a sanctuary for everyone.
The best time to stay in a vacation rental in Caribbean
Thanks to trade winds, the weather in the Caribbean is sunny and pleasant all year round. The only caveat is that tropical storms and hurricanes occur to varying degrees of intensity here, and their likelihood increases from about July to November. But it’s the dry season from December through March that makes the region so popular. Villas to rent in the Caribbean are in demand during the winter, as many feel the urge to escape the colder weather up north and take in the sun, fun, and the many festivals — like Trinidad’s Carnival, the biggest of the Caribbean’s carnivals, and the Bahamas’ Junkanoo, a cultural street festival and celebration dating back centuries that takes place between Boxing and New Year’s Day. There are also plenty of Caribbean rentals in May and June, if you don’t mind the chance of a little rain.
Top things to do in Caribbean
Santo Domingo
Santo Domingo, the capital of the Dominican Republic, is the oldest continuously inhabited colonial settlement in the Western Hemisphere and was founded in 1496. The historic city center, Zona Colonial, is a UNESCO World Heritage Site, with cobblestone streets, colorful houses, and colonial-style architecture and structures like the 16th-century Basilica Cathedral of Santa María la Menor, the oldest surviving cathedral in the Americas.
Curaçao
Sitting off the coast of Venezuela is the Dutch island of Curaçao, lesser known than its neighbors, but with just as much to offer — including its lack of hurricane seasons. Willemstad, the capital, is one of the few UNESCO World Heritage cities in the Caribbean, and it’s pulsing with nightlife and festivals like Carnival and King’s Day. The diving here is top-notch, there are dozens of stunning beaches to choose from, and the lodging ranges from hostels to five-star resorts — so there’s something here for everyone.
Reggae in Jamaica
Jamaica is the birthplace of reggae. The music took off in the late 1960s, and by the 1970s, with the superstardom of Bob Marley and the Wailers, it became known throughout the world. If you’re in Kingston, check out the clubs, still playing the dub style that made the genre so popular. The best of the best musicians have been known to play at the annual reggae festival held in June.
Destinations to explore
- Tipi rentals Caribbean
- Hostel rentals Caribbean
- Vacation home rentals Caribbean
- Beach house rentals Caribbean
- Houseboat rentals Caribbean
- Cabin rentals Caribbean
- Rentals with a home theater Caribbean
- Rentals with a hot tub Caribbean
- Rentals with a fireplace Caribbean
- Campsite rentals Caribbean
- Boutique hotel rentals Caribbean
- House rentals Caribbean
- Aparthotel rentals Caribbean
- Farmstay rentals Caribbean
- Loft rentals Caribbean
- Rentals with a fire pit Caribbean
- Rentals with pools Caribbean
- Ski-in/ski-out rentals Caribbean
- Boat rentals Caribbean
- Family-friendly rentals Caribbean
- Townhouse rentals Caribbean
- Villa rentals Caribbean
- Guesthouse rentals Caribbean
- Apartment rentals Caribbean
- RV rentals Caribbean
- Earth house rentals Caribbean
- Bed and breakfasts Caribbean
- Shipping container rentals Caribbean
- Rentals with a patio Caribbean
- Rentals with a sauna Caribbean
- Smoking-friendly rentals Caribbean
- Rentals with an EV charger Caribbean
- Castle rentals Caribbean
- Dome rentals Caribbean
- Tiny house rentals Caribbean
- Mansion rentals Caribbean
- Treehouse rentals Caribbean
- Rentals with lake access Caribbean
- Serviced apartment rentals Caribbean
- Luxury rentals Caribbean
- Waterfront rentals Caribbean
- Bungalow rentals Caribbean
- Cottage rentals Caribbean
- Rentals with an accessible height bed Caribbean
- Rentals with a balcony Caribbean
- Island rentals Caribbean
- Rentals with breakfast Caribbean
- Condo rentals Caribbean
- Rentals with beach access Caribbean
- Resort rentals Caribbean
- Pet-friendly rentals Caribbean
- Rentals with an accessible height toilet Caribbean
- Nature eco lodge rentals Caribbean
- Fitness-friendly rentals Caribbean
- Hotel rentals Caribbean
- Rentals with a washer and dryer Caribbean
- Beachfront rentals Caribbean
- Rentals with a kayak Caribbean
- Chalet rentals Caribbean
- Private suite rentals Caribbean
- Rentals with outdoor seating Caribbean
- Tent rentals Caribbean