Some info has been automatically translated. Show original language

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.

%{current} / %{total}1 / 1
Top guest favorite
A charming cabin crafted from natural materials is positioned atop a wooden structure. A thatched roof provides shade, while large glass doors invite light. A pool is visible in the foreground, reflecting the blue sky and surrounding greenery.
Cabin in Isabela
4.99 out of 5 average rating, 245 reviews

Casa Lola PR

In Casa Lola, nature is the protagonist of a hidden spot surrounded by mountains in Isabela. Unique views and a perfect place to disconnect and reconnect with your couple…. Come and enjoy our beautiful cabin on top of the mountain, completely private and experience the best nature environment. Fully equipped kitchen, indoor and outdoor showers, loft room with amazing sunrise and sunset views, infinity pool, sun chairs and relaxing hammock. A place that invites you to come again…..just enjoy.

Top guest favorite
A tranquil outdoor area features two sun loungers facing the ocean, surrounded by vibrant greenery. The clear blue water and sky create a serene backdrop, while a small round table is positioned nearby for relaxation.
Home in Nassau
4.95 out of 5 average rating, 193 reviews

Sunrise by the Sea - the ocean on your doorstep!

Enjoy swimming, kayaking & snorkelling on the doorstep and spectacular oceanfront views in this gated-community home on the water at the eastern tip of Nassau. Experience the sunrise & moonrise off the back patio and - in winter - awesome sunsets. Here you'll find the REAL Bahamas, away from the busy tourism hubs yet within a 15-minute drive. Includes a generator for back-up power. *WARNING: Please book directly with Airbnb and NOT 3rd-party companies or anyone using my name outside of Airbnb.

Top guest favorite
A wooden deck features two red lounge chairs, positioned to overlook a lush green landscape. Surrounding trees provide a natural backdrop, with glimpses of distant buildings visible through the foliage. The sky above is partly cloudy, enhancing the serene outdoor setting.
Farm stay in Cayey
4.96 out of 5 average rating, 257 reviews

The Pretext: Villa 1M

El Pretexto is our home and life’s undertaking. A space that combines wooden villas, an agroecology farming bed, an orchard, a forest, and a large wooden deck. Located in a very peaceful area in the mountains of Cayey with fantastic views all the way to the south coast and just one hour away from San Juan. El Pretexto is an adults-only (18+) venue, so if you are looking for a relaxed, countryside experience, El Pretexto is the place to stay. Farm-to-Table breakfasts are included each morning.

Top guest favorite
A private hot tub is positioned on a wooden deck, inviting relaxation with views of the lush forest beyond. Situated next to a glamping dome, the spacious interior is visible through large transparent panels, featuring a cozy bed adorned with white bedding.
Dome in Monteverde
5 out of 5 average rating, 413 reviews

Hot Tub | Sunset + Gulf View | Loft Net

*** COMPLIMENTARY WINE BOTTLE WHEN BOOKING 2 NIGHTS OR MORE *** Welcome to Ananta Forest—our beautiful glamping dome in the cloud forest. Relax in the hot tub, loft net or hammock garden where you can enjoy stunning sunset, mountain, and gulf views. Equipped with 2 king size beds, panoramic views, kitchen, bathroom, and high speed internet, you'll have everything you need to create a memorable vacation. 5 min downtown 10 min adventure parks, Santa Elena Reserve 15 min Monteverde Reserve

Top guest favorite
The entrance to the cob round house is adorned with vibrant murals, featuring an eye motif and colorful designs. Natural earth tones are complemented by carved details on the walls. Lush green leaves frame the entrance, adding a touch of nature to the inviting facade.
Earthen home in Utuado
4.96 out of 5 average rating, 101 reviews

Earth Home on Eco Farm w/River

Come experience life in a real cob round house! This is an incredibly special opportunity to stay in a one of a kind home, hand sculpted with clay from our land. The casita has a private adjoining outdoor bathroom with compost toilet and hot shower. We are off grid, all our water comes from our spring and we have solar power. The casita is next to a large, well equipped outdoor kitchen and surrounded by lush nature. Take a hike down to our creek or amazing river with big waterfalls and pools.

Top guest favorite
A serene outdoor area features a sparkling pool surrounded by lush greenery and tropical plants. A shaded seating area is provided by a large umbrella, along with a cozy hanging chair in the background. The peaceful ambiance is enhanced by bright blue skies.
Guest suite in Luquillo
5 out of 5 average rating, 211 reviews

Casa Encanto Rainforest Retreat

This Guest Suite, on the lower level of our exclusive luxury villa, Casa Encanto, is the perfect tropical getaway. Nestled in the peaceful and lush foothills of the El Yunque Rain Forest, Located in Luquillo with many nearby attractions. You’ll have easy access to downtown Luquillo, El Yunque National Rainforest, Luquillo Beach, Caribali Adventure Park, Las Paylas, charter boat trips, snorkeling, zip lines and much more. The Guest Suite is fully solar with Tesla Batteries and backup water

Top guest favorite
A modern cabin with a large glass facade is nestled among lush green hydrangea gardens. The structure features a sloped roof and is surrounded by trees, providing a serene natural setting. The inviting outdoor area includes a small terrace with seating.
Cabin in Alajuela
5 out of 5 average rating, 123 reviews

Armadillo Cabin at "Encuentro" (Meeting)

Located on the slopes of the Poás Volcano this property is surrounded by trees that create a natural barrier and make you feel immersed in the bird songs and howling wind. Perfect to rest, meditate or charge your body with natural energy. The house sleeps up to four people, great for families and couples. Located at 4km from Poás Volcano National Park. It is close to a variety of restaurants, grocery stores, gas station and souvenir shops. From the SJO Airport, it's a 40-minute drive.

Top guest favorite
Apartment in Simpson Bay
5 out of 5 average rating, 231 reviews

The Beach House Apartment

A stylishly modern one bedroom apartment directly located on the beautiful white sand beach of Simpson Bay. Enjoy the crystal clear waters by day and explore the Caribbean charm of our bustling nightlife. Our island getaway provides you with the full relaxation experience complete with beach chairs, umbrellas, outdoor shower, snorkel gear and paddle boards to complete beach side experience Amenities include free WIFI, kitchen, king size bed, beach chairs, umbrella's and much more

Guest favorite
A wooden deck is surrounded by lush greenery, featuring a private jacuzzi and a comfortable lounge area with a cushioned daybed. The serene setting is complemented by vibrant tropical plants and a peaceful ambiance, perfect for relaxation.
Villa in La Fortuna
4.93 out of 5 average rating, 106 reviews

Villa Izu Garden #3 Breakfast Included

Ideal villa to rest, surrounded by nature. Just 20 minutes from downtown La Fortuna. A magnificent space to celebrate honeymoons and anniversaries, simply to disconnect from stress. With a relaxing hydro-massage jacuzzi and hot water that reaches a MAXIMUM temperature of 40 degrees Celsius, ideal for relaxing away from the hustle and bustle after a day of adventure, you will enjoy a completely private terrace overlooking the garden. * Our accommodation includes breakfast.

Top guest favorite
A sailboat is anchored in calm waters during sunset, with vibrant orange and purple hues reflected on the surface. The silhouette of the boat, featuring a tall mast and a shaded cockpit area, contrasts against the colorful sky. Nearby boats are visible in the distance.
Boat in Miami
4.99 out of 5 average rating, 871 reviews

Hunter 26 Sailboat

A one-of-a-kind experience for those who want to enjoy Miami from a different perspective. Can accommodate up to two people, includes a basic toilet and freshwater. The boat is anchored in Biscayne Bay, which allows you to view the Miami skyline from a distance. You'll be in the famous Coconut Grove area. I will be taking you from the dinghy dock to the boat. Two kayaks are included for guests.

Top guest favorite
Treehouse in Monteverde
4.99 out of 5 average rating, 195 reviews

Magnolia Suite, therapeutic salt Jacuzzi, Monteverde

Bio Habitat Monteverde invites you to live a unique experience surrounded by primary forest. From the balcony, watch animals and enjoy the starry sky in the Net. Relax in our glass jacuzzi with salt water, while watching unforgettable sunsets over the Nicoya peninsula. An exclusive corner where nature, comfort and well-being come together to give you a true paradise in Monteverde.

Top guest favorite
A sandy beach is framed by lush greenery and thatched-roof cottages. Beach chairs are placed near a wooden dock that extends into clear blue water. A cozy communal area features a hammock and dining setup, inviting relaxation under the tropical sky.
Cottage in Long Island
4.99 out of 5 average rating, 175 reviews

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

Bahamas "Clean & Pristine" Certified. Cute Little Beach Club on Quaint Family Island. KEY LIME - COTTAGE = TOES IN THE SAND VACATION. Close to restaurants and services. You’ll love this place because of the cleanliness, coziness, the location, views, dock, and BEACH BAR. Tiny's is good for couples, solo adventurers, business travelers, families, and furry friends (pets).

Popular amenities for Caribbean vacation rentals

All about 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.

What are the 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