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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 landscaped outdoor area features vibrant flowers and palm trees framing a traditional Japanese gazebo. The path leads down to a picturesque view of the ocean and surrounding islands under a partly cloudy sky, illuminated by soft sunlight.
Apartment in Christiansted
5 out of 5 average rating, 171 reviews

Frigates View

This secluded mountainside oasis, conveniently located mid-island, provides panoramic views of Salt River Bay, Buck Island and surrounding islands. A spacious studio with private veranda and separate entry off a verdant courtyard adorned with exotic flora, offers a stunning 180 degree ocean seascape. Enjoy beautifully landscaped grounds, Japanese gazebo and jacuzzi, while listening to the sounds of the breaking surf and cooled by constant trade winds. A perfect blend of romance and relaxation .

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, 275 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 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, 100 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
An outdoor gazebo is framed by lush greenery and palm trees, overlooking the ocean. Comfortable seating is arranged on the patio, inviting relaxation. Brightly colored flowers and plants surround the area, enhancing the natural ambiance and providing a tranquil setting by the water.
Guest suite in Savaneta
5 out of 5 average rating, 205 reviews

Cabin By the Sea - Ocean Suite

Completely new suite with an oceanfront view. You will be able to experience some of the most beautiful sunsets on the island firsthand! Outside facilities include a gazebo, hammock and dock providing easy access to the ocean, ideal for swimming. Kayaks and snorkeling gear are also available free of charge! Located at a relatively quiet part of the island, known as a prominent fishing area. Some of the best seafood restaurants are located on the same street (Zeerovers and Flying Fishbone).

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, 135 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.

Guest favorite
A spacious living area features a plush blue sofa with yellow accent pillows. Large sliding glass doors provide a panoramic view of the valley below, leading to a furnished terrace. Natural light enhances the modern design, complemented by indoor plants and wooden accents.
Home in Escazu
4.98 out of 5 average rating, 325 reviews

KING BED, deluxe stay, @HillView, green areas, A/C

Enjoy this king-bed deluxe apartment, you will find everything needed for an enjoyable stay. It is situated in a prime location yet you will feel away from the city. Close to malls, restaurants, tours, etc. You will be impressed by every beautiful detail handcrafted by Giulio, a passionate architect who loves to create harmonious and inviting spaces. The apartment is bright and cozy, with large windows that let in natural light and offer a breathtaking view of the city and the countryside.

Top guest favorite
Home in Las Terrenas
4.9 out of 5 average rating, 110 reviews

Villa Mata de Mango, private pool, Las Terrenas

Tropical villa with panoramic views Portillo area, 8 minutes from downtown; private security, tennis, and semi-private beach 6 adults: 3 double rooms, 3 bathrooms, one of them for guests, kitchen, large room, Smart TV. Air-conditioning in every bedroom and daily cleaning. The patio has a table, barbecue, private pool with Jacuzzi, wifi, laundry. Electricity cost not included in the price. No parties, no music outside the house https://instagram.com/mata.demango?igshid=YmMyMTA2M2Y=

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, 101 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
A welcoming entrance is framed by vibrant pink bougainvillea, creating a natural arch over the doorway. The light-colored door stands open, inviting guests into the interior, while petals cover the ground, enhancing the entrance's charm.
Cottage in Spanish Wells
4.97 out of 5 average rating, 148 reviews

Cozy Cay Casita 3 min walk to beach

Live life like a local! Centrally located on Spanish Wells close to the beach, restaurants and grocery store. Cay Casita is an island style tiny house (studio apartment layout) perfect for a mellow and stress free getaway. Multiple amenities included with your stay is use of bicycles, stand up paddle board, gas grill, a well stocked kitchen ,beach stuff, large covered patio space, free Wifi high speed internet and a spacious outdoor shower.

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, 120 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
The image captures a serene oceanfront setting, featuring a magnesium pool that reflects the warm sunset. Lush greenery borders the pool area, with palm trees framing the scene, creating a peaceful atmosphere. The calm sea is visible beyond the pool's edge.
Villa in Sint Willibrordus - Rif St. Marie
4.91 out of 5 average rating, 129 reviews

Villa Yazmin - Ocean Front Villa

Follow us @villa_yazmin_curacao Experience refined luxury with stunning ocean views. A beautiful piano for serene moments, a magnesium pool gentle on body and skin, and elegant bedrooms each with a private bathroom. A fully equipped kitchen with cappuccino machine and Quooker. Car rental, early check in and late check out available upon request. Please contact Mary in advance for personalized arrangements. Warm greetings, Villa Yazmin Mary

Top guest favorite
Apartment in Havana
4.99 out of 5 average rating, 103 reviews

Spacious and stylish apartment • Old Havana • Wi-Fi

Spacious and bright apartment in the heart of Old Havana, ideal for couples or small groups seeking space, comfort, and an authentic experience. It has free and stable Wi-Fi with no scheduled power outages. You will have several rooms to relax, work, or rest in complete privacy, in an exceptional location for exploring Old Havana on foot. You can easily get to Havana Cathedral, Plaza Vieja, Plaza de Armas, restaurants, and galleries.

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