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Holiday rentals in Caribbean

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Caribbean

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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
4.98 out of 5 average rating, 266 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 favourite
Flat in Havana
4.99 out of 5 average rating, 99 reviews

Spacious and elegant apartment•Old Havana•Wi-Fi

Apartamento amplio y luminoso en pleno corazón de Habana Vieja, ideal para parejas o pequeños grupos que quieren espacio, comodidad y una experiencia auténtica. Cuenta con wifi gratuito y estable sin cortes de electricidad programados. Tendrás varias estancias para relajarte, trabajar o descansar con total privacidad, en una ubicación excepcional para explorar la Habana Vieja caminando. Puedes llegar fácilmente a la Catedral de La Habana, Plaza Vieja, Plaza de Armas, restaurantes y galerías.

Top guest favourite
A spacious living area features high vaulted ceilings with wooden beams. A large dining table accommodates guests, surrounded by cozy seating options. Along one wall, an extensive book library is displayed, complemented by vibrant artworks. Soft rugs enhance the inviting atmosphere of the room.
Villa in Charlotte Amalie
4.99 out of 5 average rating, 146 reviews

Tropical Modern Loft | SoHo Style | Concierge

Single night bookings welcome! A luxe art loft experience in the heart of St. Thomas, this exclusive space in a convenient central location provides a chic home base, with sleek design, concierge options, + creative vibes. Perfect for both adventure and serenity. Ample space to lounge, with a balanced historic/contemporary aesthetic, and near beaches, restaurants, historic landmarks, boutiques, + ferry/airport/transportation. Private gated parking and a cafe and art gallery right downstairs.

Top guest favourite
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, 130 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 favourite
Farm stay in Playa Fortuna
5 out of 5 average rating, 35 reviews

Little Hills Nature Villa: Hot Tub~Trails~by beach

Welcome to Little Hills farm, a boutique collection of wellness-forward nature villas tucked into the foothills of Luquillo, between Luquillo Beach and the El Yunque Rainforest. This Nature Villa blends indoor–outdoor living, biophilic finishes, and gentle mountain breezes—an easy several minutes drive from Luquillo Beach, Luquillo Kiosks & the El Yunque Rainforest. LH is the perfect hideaway to unplug, reconnect & make unforgettable memories in Puerto Rico’s most naturally romantic corner.

Guest favourite
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, 318 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 favourite
An outdoor sitting area features a wooden deck with lounge chairs and a dining table surrounded by tropical plants. The view includes the sandy beach and vibrant blue waters, with palm trees and a partially cloudy sky in the background.
Flat in Simpson Bay
5 out of 5 average rating, 242 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

Top guest favourite
Villa in La Fortuna
4.99 out of 5 average rating, 110 reviews

Luxury Villa Tabacón, a volcano in your garden.

Villa Tabacón cuenta con la más cercana y ESPECTACULAR vista al Volcán Arenal en toda la zona, Que junto con su lujoso diseño la convierten en la mejor opción. -A 12 minutos en carro del centro de la Fortuna -Jacuzzi caliente privado -Zona de fogata -Totalmente equipada -Wi-fi de alta velocidad. -A/C en los cuartos -Agua caliente -1 Day pass a las aguas termales del resort cercano. -Se recomienda vehículo. -Exuberante flora y fauna en los alrededores -Tarifa base para 2 personas

Top guest favourite
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, 102 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 favourite
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
4.99 out of 5 average rating, 97 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 favourite
A cozy nook features a day-bed beside a large window, offering views of lush greenery. Soft cushions are placed on the bed, with two rolled towels neatly arranged nearby. Warm wood paneling enhances the inviting atmosphere.
Tiny home in Monteverde
4.95 out of 5 average rating, 131 reviews

Fireplace | Amazing Forest Views - MAUMA 2

MAUMA Houses más que un hospedaje es una experiencia singular y exclusiva para los amantes de la naturaleza y de la montaña. La comodidad de sus casas y habitaciones, balcones y jardines te permitirán disfrutar de la flora y fauna de la propiedad. El espacio Esta casa es de una sola habitación, cuenta con un baño completo, cocina equipada, balcón, day-bed, un escritorio para trabajar y calefactor a leña. Es sumamente acogedora y espaciosa. Ideal para parejas.

Top guest favourite
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, 899 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.

Popular amenities for Caribbean holiday rentals

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