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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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Top 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 CARTAGENA
4.98 out of 5 average rating, 174 reviews

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

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
4.91 out of 5 average rating, 121 reviews

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.

Guest favourite
A three-story historic building is framed by palm trees and tropical foliage. White decorative railings and an ornate archway lead to the entrance, while soft sunlight brightens the exterior's yellow siding. The inviting architecture complements the serene surroundings.
Holiday home in Key West
4.85 out of 5 average rating, 384 reviews

Historic Cigar House. 3rd floor Suite W/Kitchen

This unit is located in the historic "Cigar House" of the Island City House Hotel. Unit 12 is on the 3rd floor and is one of the most requested units in the entire hotel. Your private balcony overlooks the pool. Only 3 blocks from Duval street so close everything, yet quiet enough for a good nights sleep. You will have your own private entrance and use of all the hotel amenities. The space is a private 1BR with a kitchen and NEW sleeper sofa (12/23). In Old Town, walk to everything.

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
4.97 out of 5 average rating, 176 reviews

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

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
4.98 out of 5 average rating, 171 reviews

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.

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
5 out of 5 average rating, 113 reviews

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,

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
4.84 out of 5 average rating, 207 reviews

McArena 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.

Guest favourite
Two individuals wearing snorkeling gear are seen gliding through clear water above a coral reef, with a sea turtle swimming gracefully below. The underwater scene showcases vibrant coral formations and sandy sea floor, creating a serene marine environment.
Holiday home in Key Largo
4.89 out of 5 average rating, 292 reviews

6. Adventurer's Waterfront Cabana | Key Largo

Unwind in this Modern Key Largo waterfront studio, nestled on a canal with ocean access near Rodriguez Key, Mosquito Bank, and shipwrecks. Just minutes from John Pennekamp Park. Enjoy a full kitchen, ice-cold A/C, Smart TV, Wi-Fi, and assigned parking. Boaters can reserve our dock or use nearby Pilot House Marina. Snorkel reefs, kayak mangroves, or dine at local favorites like The Fish House, Sundowners, and Key Largo Fisheries. Comfort, adventure, and location in one perfect stay.

Top Guest favourite
A private indoor pool is framed by a minimalistic design, featuring soft lighting and decorative plants. A lounge chair is positioned beside the pool, enhancing the serene atmosphere. The relaxing space is complemented by subtle textures on the walls and a soothing blue hue of the water.
Holiday home in La Fortuna
4.96 out of 5 average rating, 305 reviews

Harmony, Nature & Luxury: Indoor PVT Pool/Jacuzzi

Specially designed to coddle our Airbnb users by providing them luxurious and functional spaces and a touch of immersion in nature that will fill that need for peace and relaxation. Strategically located just 5 minutes away from downtown La Fortuna, this apartment has an indoor private plunge pool/jacuzzi, beautiful views of the Arenal Volcano from its balcony and kitchen, A/C in the room, as well as a bathroom with an open shower with glass roof.

Top Guest favourite
The exterior of the house is showcased, featuring a two-story structure with a blue façade. A staircase leads to the upper level, which is adorned with a porch that includes white railings and welcoming outdoor seating. Palms and other greenery surround the property, complementing the coastal ambiance.
Holiday home in Englewood
4.96 out of 5 average rating, 112 reviews

Beachy 2BR Upper House · Gulf Views · Pets OK

The Mermaid House on Wilhelm survived Milton and is still a wonderful getaway on Manasota Key. Just 120 steps to the beach with everything you need to make your stay perfect. Get the privacy of Manasota and a variety of nightlife close by on the island. The entire upper is yours with this rental. The house has a full kitchen, Smart TVs and 1 gig internet. Sit on the porch, enjoy a glass on wine and the perfect view of the gulf.

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
4.93 out of 5 average rating, 141 reviews

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.

Top Guest favourite
A panoramic view is offered through wooden slatted walls, framing the tranquil aqua blue waters and a palm tree. Natural light fills the spacious interior, which features a comfortable setting with a bed positioned to appreciate the serene landscape.
Holiday home in Gregory Town
4.98 out of 5 average rating, 130 reviews

Skylarking waterfront cottage

Skylarking cottage is at the end of a rolling stone path that takes you through the tropical hardwood forest. Quiet and secluded, with floor to ceiling aqua blue water views. Complete with spacious deck, hardwood floors and a stone and wood outdoor shower. Explore the coastline on gin clear water with the paddle board or kayak - you are immersed in the natural beauty of The Bahamas.

Popular amenities for Caribbean holiday homes

Destinations to explore