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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.

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Top guest favorite
A striking A-frame cabin features large glass doors and windows, allowing ample natural light to illuminate the interior. The entrance is framed by lush greenery and a gravel pathway. A small chair is positioned on the patio, inviting relaxation in the serene environment.
Cabin in La Fortuna
4.97 out of 5 average rating, 104 reviews

Cozy Volcano View Stay- A-Frame w/Hot Tub & Deck

Breathtaking mornings in front of Arenal Volcano 🌋 This striking A-frame cabin was designed for those who crave something unforgettable. Nestled directly in front of the majestic Arenal Volcano, the view is not just scenic—it’s cinematic. Built under the bold lines of modern black-design architecture, the cabin blends sleek style with cozy warmth, offering a unique balance between design and nature. At LAVA Homes you can enjoy a private hot tub, panoramic windows and a suspended net lounge.

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, 205 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
An infinity pool is featured with views of surrounding mountains and lush greenery. Sunlight reflects off the water's surface, creating a serene atmosphere. Chaise lounges are positioned nearby, offering a comfortable space to relax and enjoy the picturesque landscape.
Tiny home in Caonillas Arriba
5 out of 5 average rating, 137 reviews

Sol y Luna Mountain Retreat Hacienda

Enjoy the lovely setting of this romantic spot in nature and discover the serenity in our cozy farmhouse. This private villa wraps you in a lovely and peaceful environment with majestic mountains all around. The house is fully equipped for your convenience. It is ideal for couples in need of a nice getaway or just reconnect with yourself and nature. It is on a gorgeous tropical private 3 acre estate with private pool. Located in Villalba, Puerto Rico, just 50 minutes from Ponce's Airport.

Top guest favorite
A serene outdoor area is illuminated at night with colorful lights reflecting in a resort-sized pool. Chic palapas are situated nearby, surrounded by palm trees. The vibrant atmosphere is enhanced by strategically placed plants and flowers along the edges.
Home in Palm Beach
5 out of 5 average rating, 264 reviews

Aruba Private Resort. Its All Yours and Only Yours

Welcome to Casa Carmela. Relax in the resort sized pool and outdoor oasis. Melt the day away under the exotic palapas or toast your buns in the sun. Whatever your pleasure, Casa Carmella aims to please. She’s a short walk to Palm Beach one of the top rated beaches in the world. Restaurants, casinos and nightlife are walkable as well. She comes with a comfy king size bed, gas grill, fully equipped kitchen, beach chairs & beach towels and cooler. This is all yours and only yours.

Top guest favorite
Two lounge chairs are positioned on a wooden deck facing a tranquil sunset over the water. The sun is seen descending on the horizon, casting warm hues across the sky and reflecting on the water's surface. A white fence outlines the area, enhancing the peaceful atmosphere.
Tiny home in Key Largo
4.99 out of 5 average rating, 102 reviews

My Little Oasis3 Waterfront Retreat Key Largo

Best of the Best, very exclusive, located on the oceanfront with a million dollar view, this tiny house is on a higher level than the others, is comfortable and cozy. It is ideal for a couple who want to escape. The property is located on a residential island, restaurants, bars, stores and grocery stores are within a 15 minute drive from the property. Note: The upstairs room is not comfortable for seniors or adults, the ceiling height is 4 feet (an adult has to walk on his knees

Top guest favorite
An infinity pool cascades gently into a lower plunge pool, surrounded by lush greenery. The sparkling water reflects the sunlight, while the shimmering sea is visible in the background, enhancing the serene outdoor setting.
Villa in Treasure Beach
5 out of 5 average rating, 103 reviews

Summer Special Treasure Beach Sanguine Villa

Sanguine's spacious fully staffed beachfront Villa with an infinity pool is located in Treasure Beach on Jamaica's South Coast. Treasure Beach is where one comes to get away from the hustle and bustle of everyday life and happily ensconce themselves in our laid-back community. Latoya will be here to ensure that you have a holiday of memorable meals, you sit back and relax while we do the grocery shopping and look after you. Message me re airport and transport options

Top guest favorite
A serene outdoor living space features comfortable seating arranged around a low table, with panoramic views of a sunset over lush greenery. An infinity pool reflects the vibrant colors of the sky, framed by large glass doors that open to the natural surroundings.
Home in Monteverde
4.97 out of 5 average rating, 105 reviews

Luxury villa & Infinity Pool

Sumérgete en la tranquilidad y belleza natural con esta espectacular casa en medio del bosque, diseñada para ofrecerte una experiencia única de lujo y relajación. Esta propiedad combina elegancia moderna con el encanto de la naturaleza. Despierta con los sonidos del bosque y disfruta de la paz que solo este entorno natural puede brindar. La casa ofrece privacidad total, pero se ubica en el corazón de Monteverde a corta distancia en auto de restaurantes locales y tiendas.

Top guest favorite
Home in San Cayetano de Venecia
4.97 out of 5 average rating, 215 reviews

La Ceiba, Modern Villa with Pool in Dairy Farm

Quinta La Ceiba is in heart of a dairy farm, surrounded by green pastures, cows, and mountain views. Enjoy sunrises and sunsets from this 3-bedroom house. Features include a fully equipped kitchen, very comfortable beds, and outdoor dining plus a living room with a hanging bench, perfect for relaxing and enjoy the nature surrounding it, ideally located between Bajos del Toro and La Fortuna with endless nearby adventures. Inquire about the private chef service.

Top guest favorite
An aerial view captures a serene pool surrounded by lush greenery and palm trees. The area features lounge chairs for relaxation, and the surrounding landscape showcases a variety of trees and plants, creating a peaceful atmosphere.
Cabin in San Sebastián
4.97 out of 5 average rating, 125 reviews

Deer Cabin | Heated Pool & Total Privacy

🌿 Private Romantic Escape in Nature Deer Cabin is the perfect getaway for couples looking to relax, reconnect, and enjoy complete privacy surrounded by nature. Enjoy a private heated pool, cozy outdoor bed, fire pit area, air conditioning, and a fully equipped kitchen for a comfortable and unforgettable stay. Every corner is designed for peace, romance, and relaxation under the stars. At Deer Cabin, you don’t just stay… you experience.

Top guest favorite
Apartment in Havana
4.99 out of 5 average rating, 105 reviews

Spacious and bright apartment in Old Havana

Enjoy a spacious and bright apartment in the heart of Old Havana, ideal for couples, families or small groups looking for comfort, space and an authentic experience. Its spacious rooms offer the perfect place to relax after exploring the city. From here you can walk to the Cathedral, Plaza Vieja, Plaza de Armas, the Malecón and some of the best restaurants, galleries and cafes in the historic center.

Top guest favorite
Villa in La Fortuna
4.99 out of 5 average rating, 116 reviews

Luxury Villa Tabacón, a volcano in your garden.

Villa Tabacón has the closest and most SPECTACULAR view of the Arenal Volcano in the whole area, which together with its luxurious design make it the best option. - 12 minutes by car from downtown Fortuna - Private Hot Jacuzzi -Fire Zone -Fully Equipped - High speed Wi-Fi. -A/C in the rooms -Hot Water -I recommend vehicle. -Exuberant flora and fauna nearby -Basic bracket for 2 people

Top guest favorite
Treehouse in Monteverde
4.99 out of 5 average rating, 223 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.

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