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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
Holiday home in Hollywood
4.8 out of 5 average rating, 327 reviews

Private Tropical Paradise+Pool❤Near Beach+Parking

Safe, upscale neighborhood near Hollywood Beach, walk to downtown. Entire upper level of a detached cottage at the rear of a classic Hollywood property. No other guests. Beautiful large, heated swimming pool with spa and covered cabana, surrounded by lush landscaping, all for guest use. Master BR has queen bed, second BR has two twin beds. Fully equipped kitchen with dishwasher, micro, coffee/espresso/tea maker, cookware. Central A/C, HIGH SPEED wifi, RokuTV + free Netflix, Amazon Prime and more

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
4.96 out of 5 average rating, 180 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 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, 390 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, 180 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
4.97 out of 5 average rating, 180 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,

Guest favourite
A plate of vibrant dragon fruit sits on an aqua blue chair on a waterfront patio. Two glasses filled with a refreshing beverage are placed nearby, while lush greenery and boats are visible in the background under a clear blue sky.
Holiday home in Key Largo
4.85 out of 5 average rating, 345 reviews

4. Cozy Key Largo Waterfront Studio | Dive

Made for two, this cozy Key Largo waterfront studio at Waterfront Cabanas is an intimate canal-front hideaway with direct ocean access — ideal for couples and dive buddies. By day, explore the reefs, wrecks, and the Christ of the Abyss; by evening, watch manatees and nurse sharks slip past your seawall. Comfortably sleeps 3, with a full kitchen, walk-in shower, Smart TV, fast Wi-Fi, ice-cold A/C, parking, and a private boat dock (by reservation). Minutes from John Pennekamp Park

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
4.93 out of 5 average rating, 200 reviews

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. 🐕

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 in Culebra
4.96 out of 5 average rating, 215 reviews

Casa Rosado Top floor Ocean view 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.

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, 310 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.

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
4.93 out of 5 average rating, 188 reviews

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!

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, 144 reviews

Luxurious apartment on the beach 22nd floor

Enjoy a memorable visit when you stay in this unique place. It's a magical place, the view is perfect from anywhere in the apartment, even the view from the bathroom is magical, the bedroom, the dining room, the living room is just perfect. Not to mention how beautiful, cozy, fine and elegant the apartment is. And if you want to cook, the kitchen is very well equipped. Come and see for yourself.

Popular amenities for Caribbean holiday homes

Destinations to explore