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Holiday Homes in Caribbean

Find and book unique holiday homes on Airbnb

Top-rated Holiday Homes in Caribbean

Guests agree: These holiday homes are highly rated for location, cleanliness and more.

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Guest favourite
A light-filled living area features a spacious sectional sofa arranged around a coffee table, accompanied by two round ottomans. Soft, neutral tones are present throughout, with wall art depicting serene beach scenes. The loft area is visible above, creating an open and airy feel.
Holiday home in Centro

Brand New 1 BR Luxury Suite/Loft Historic Center

1 BR Loft Suite in the heart of Cartagena inspired by some of the finest 5 star Hotels in the world. Located inside the walls of the old city, within walking distance to shops, entertainment, restaurants, nightclubs & bars. Enjoy staying in this Unesco Heritage town full of history & excitement. Fully equipped kitchen with Washer/Dryer, Queen Sized Bed, pullout Couch, TV, Netflix and 400MbWi-Fi. Our modern beach vibe apartment is perfect for a couple to enjoy and relax. Intagram @pombocartagena

4.96 out of 5 average rating, 185 reviews
Guest favourite
Aerial view of a waterfront property featuring a modern single-story house with a red-tiled roof. Surrounding palm trees are visible, and the serene waterway reflects the sunset colors. Lush greenery is present nearby, enhancing the peaceful ambiance of the landscape.
Holiday home in Port Charlotte

Jaw-Dropping Waterfront Sunset Views and Gameroom!

Welcome to SUNSET MANOR! This waterfront property sits on a beautiful and spacious corner lot with all the amenities including a heated pool with a tranquil waterfall feature. The preserve across the way provides the ultimate private oasis. This is one of THE BEST views in all of Charlotte County! The house is located in a beautiful and quiet waterfront community - just a few miles from the beach, Boca Grande, Punta Gorda, Fort Myers, and more. World-class Florida living at your fingertips!

4.91 out of 5 average rating, 100 reviews
Top Guest favourite
A swimming pool is surrounded by lush palm trees, with the ocean visible in the background. Light-colored stone surrounds the pool area, complemented by dark woven chairs and large umbrellas providing shade.
Holiday home in Las Terrenas

Apartamento salida al mar en Coson Bay

Enjoy a few days in paradise! I am Ariela and I would love to welcome you in this beautiful apartment located on one of the best beaches of the Dominican Republic, Playa Cosón, within the luxurious "Coson Bay" complex, located in a natural environment, surrounded by palm trees and in complete tranquility. 25 minutes from Samaná El Catey airport and 10 minutes from the center of the tourist town of Las Terrenas. The complex has direct access to the beach, swimming pool, bar, restaurant, gym.

4.91 out of 5 average rating, 134 reviews
Top Guest favourite
A spacious sleeping area features a wooden bed with white bedding set against a textured wall. Soft lighting accentuates the room, while large windows reveal lush greenery outside. Potted plants are placed on either side of the bed, adding a touch of nature to the interior.
Holiday home in La Tigra

Green Paradise House The Farm

Relájate en este espacio tranquilo y elegante, en nuestra hermosa vivienda podrás disfrutar de distintas especies de aves, osos perezosos, ranas, visitar los ríos hermosos de la zona de la Tigra de San Carlos y de nuestra finca, y dormir en un lugar lleno de paz, acompañando de todos los sonidos que la naturaleza nos regala. También ten en cuenta que tenemos animales de granja, que tenemos que alimentar Ofrecemos Internet de banda ancha 300 megas sobre 300 5 opciones de menú de restaurantes

4.97 out of 5 average rating, 184 reviews
Top Guest favourite
A plush outdoor deck features a refreshing plunge pool surrounded by lush greenery and tropical plants. Shade is provided by a large umbrella, while serene sunlight filters through the foliage, creating a tranquil atmosphere for relaxation.
Holiday home in Vieques

Casa Borinquen

The perfect place to unwind and enjoy the outdoors. Designed with a modern touch, it features a fully equipped kitchen, full bathroom, outdoor shower, and accommodates up to 3 guests. Relax in the beautiful plunge pool, enjoy a barbecue on the terrace, and fall asleep to the soothing sounds of the coquí frogs, surrounded by lush tropical greenery. Sweet and friendly little cats may occasionally stroll through the outdoor areas, adding to the natural charm and warm ambiance of the property.

4.97 out of 5 average rating, 182 reviews
Guest favourite
Holiday home in Jarabacoa

Luna (by Spring Break) Jarabacoa

(Privacidad absoluta Alojamiento en propiedad cerrado PRIVADO, en plena naturaleza🌿, diseñado exclusivamente para ayudar a las parejas a reconectar entre si desconectandose de todo lo demas 💑 Lugar tranquilo, fresco y confortable. Servicios; -WiFi (satrlink) -Agua caliente en todas Las llaves -Aire acondicionado -Jacuzzi (el guest lo llena al gusto/ agua caliente Piscina climatizada -1 cama -BBQ -Cocina -Baño -TV -Air Fryer -Cámara en el exterior -Portón eléctrico -Área cerrada

4.86 out of 5 average rating, 370 reviews
Top Guest favourite
A serene view of the turquoise ocean stretches beyond a well-maintained pool area. Lush palm trees and vibrant greenery frame the space, with a sandy beach visible nearby. The outdoor seating area is partially shaded, creating a relaxing atmosphere for guests.
Holiday home in Bodden Town

Art Beach House, boutique style luxury.

Private getaway for couples or singles perfect for honeymooners situated at beautiful frank sound. 25 mins from George town so car essential, many attractions nearby include the crystal caves 5 mins botanical gardens and rum point, and the beautiful east end. we also boast some of the the best dining on island. So lots to do or just chill on your private beach away from the crowds. the apartment is situated on ground floor level with art studio/Gallery above. with exclusive use of pool,

5.0 out of 5 average rating, 114 reviews
Superhost
A patio area features two lounge chairs positioned on gravel, surrounded by lush tropical foliage. The coastline is visible in the background, with the ocean reflecting the clear sky. A low stone wall borders the property, complementing the serene environment.
Holiday home in Yabucoa

McArena PR Beach House -PRivate pool in PRdise

🇵🇷 One of a kind CARIBBEAN Vibe. Puerto Rico Beach House in the secluded, gated neighborhood of El Cocal with a private pool and spectacular views. 3 Bedrooms (2 master suites) and short walking distance to the beach. El Cocal is a beachside community between beautiful mountains and the Caribbean Sea on Puerto Rico’s east coast. Enjoy La Residencia , La McArena Caribbean Experience. Soak in the amazing views, relax by the pool, and live the island life And Discover Puerto Rico.

4.83 out of 5 average rating, 217 reviews
Top Guest favourite
A light-filled living area features a spacious white sofa paired with a geometric wooden coffee table. An open dining space with a wooden table and chairs can be seen in the background, while large sliding doors invite natural light and offer easy access to the outdoors.
Holiday home in Saint Thomas

Villa La Realeza - Award Winning Design - VIEWS!

Welcome to Villa LaRealeza inside Point Plesent. This Villa is the perfect island vacation rental in St Thomas, and is located inside the guard gated community. The Villa offers the perfect blend of relaxation & adventure. Relax by the pools or simply enjoy amazing views from the private wrap around patio with views of St John & Tortola islands. When you rent with us directly here on airbnb you save $! Unfortunately, the community does not allow renters pets on site. 🐕

4.93 out of 5 average rating, 203 reviews
Top Guest favourite
A vibrant pink building is visible, perched on a hillside with a covered balcony on the top floor. Nearby, a boat is moored at a dock, while calm waters reflect the surrounding greenery and buildings.
Holiday home

Casa Rosado Top floor Oceanview Culebra

Relax and enjoy the ocean view on your private covered balcony on the top floor. Enjoy all the beautiful wonders of Culebra while staying in our comfortable and beautiful home, great for couples, families, and groups! Centrally located close to Culebra's award-winning beaches - only 2.5 miles to the famous Flamenco Beach or 1.5 miles to snorkeling at Melones Beach. Downtown Dewey and the Ferry dock are just over a mile. Culebra's small airport is just down the street.

4.96 out of 5 average rating, 225 reviews
Guest favourite
A modern living room features a comfortable gray sofa paired with a sleek black coffee table. A large flat-screen TV is mounted on the wall, and decorative plants add a touch of greenery. Soft curtains frame the windows, enhancing the inviting atmosphere.
Holiday home in Santiago De Los Caballeros

Berry Luxury Apartment

Experience the ultimate blend of style and privacy. What you’ll love: • Private Jacuzzi: Large, modern, and just for you. • Outdoor Living: Terrace with rattan furniture, BBQ, and lush decor. • Luxury Interior: 75" Smart TV, AC, and designer finishes. • Kitchen & Bar: Sleek space with a full cocktail bar setup. • Premium Bath: Ultra-modern dark textures and rainfall shower. Perfect for romantic getaways or elite travelers. Book now!

4.93 out of 5 average rating, 190 reviews
Guest favourite
A dining table is set on a balcony, featuring white chairs and a round table with a blue bottle and two elegant glasses. A magazine rests on the table, alongside a woven basket with utensils and a vase with flowers, showcasing the serene ocean view.
Holiday home in Juan Dolio

Lujoso piso en la playa Piso 22

Disfruta de una visita memorable cuando te quedes en este lugar único. Es un lugar mágico, la vista es perfecta desde cualquier lugar del apartamento, hasta la vista del baño es mágica, la habitación, el comedor, la sala es simplemente perfecto. Sin hablar de lo hermoso, acogedor, fino y elegante del apto. Y si deseas cocinar la cocina está muy bien equipada. Ven y comprobarlo tú mismo.

4.93 out of 5 average rating, 148 reviews

Popular amenities for Caribbean holiday homes

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