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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
Holiday home in CARTAGENA
4.98 out of 5 average rating, 138 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

Superhost
Holiday home in Key West
4.86 out of 5 average rating, 337 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
Holiday home in La Tigra
4.96 out of 5 average rating, 136 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
Holiday home in Key Largo
4.99 out of 5 average rating, 219 reviews

Waterfront, GROUND LEVEL, Awesome Sunsets!!!

This ground level unique location is close to everything. Walk to some of the most iconic restaurants and bars Key Largo has to offer for fresh seafood and awesome drinks! We Do Not allow fishing on our Property! Dockage Available for additional fee! Enjoy the amazing sunsets over the water from your private porch and dock. John Pennekamp Coral Reef State Park close by. Walk to dolphin research center!! 28 day rental I am a licensed charter boat captain and offer discounts for all guests

Guest favourite
Holiday home in Nassau
4.82 out of 5 average rating, 135 reviews

Pool, walkable to beach & Atlantis, car included

Walking distance to everything on Paradise Island - Atlantis, Cabbage Beach and lots of dining and shopping spots! 1 bedroom (king bed), living room with a pull-out couch (queen), kitchen, bathroom, private garden with outdoor furniture. Located within Bayview Suites, a vacation rental / long-term apartment community with amenities including three pools, tennis courts, snack bar / store, shared washing machines, reception desk and 24 hr security. CAR RENTAL is included w/ booking.

Top Guest favourite
Holiday home in Miami Beach
4.91 out of 5 average rating, 167 reviews

2 Bed & 2 Bath, Ocean Drive and Free Parking

🤩 Prime location! 1st-floor with 2 Bedrooms/2 full Bathrooms with outdoor seating + free parking! Walk 7 min to the beach! 🏝️ Steps from famous Española Way’s restaurants, shops & cafés. stores. Cvs and Walgreens open 24h/7. ⭐️ Short walk to Lincoln Road, Ocean Drive & Convention Center. Fast WiFi, Smart TV use your Netflix account, Hulu (NO cable TV), window A/C, on-site washer/dryer. 24/7 outdoor security cameras for peace of mind. 🏝️🌴Live the South Beach lifestyle!🌴🏝️

Top Guest favourite
Holiday home in Vieques
4.98 out of 5 average rating, 130 reviews

Casa Borinquen

This homey vacation rental is a brand new construction and is a great place to enjoy the outdoors. The interiors feature a modern design, a full kitchen, full bathroom, outdoor shower, and sleeps 3 people. Listen to the sound of the coquis at night and enjoy the tropical breve e, relaxing in the beautiful plunge pool or grilling on the outdoor deck, surrounded by lush palms, fruit trees (breadfruit, lemons, bananas, plantains, cashews), and herbs (mint, sweet peppers, oregano).

Top Guest favourite
Holiday home in Paradera
4.9 out of 5 average rating, 102 reviews

Lovely 1-Bedroom Apartment with Pool Waterfall Car

This is a very Cozy, Clean, and Modern place. There is a hot shower. We have a large gazebo with dining table and a grill. It’s located in the middle of the island area Paradera. 7 Minutes from the airport 10 Minutes from Downtown and 12 Minutes from the high rise. There are small supermarkets nearby. We have the option to rent a car with free airport pick up. The place has a beautiful salt water pool with a waterfall that will be cleaned professional twice a week.

Superhost
Holiday home in Toa Alta
4.82 out of 5 average rating, 343 reviews

Welcome Breakfast, Spa, View, Balcony, Cinema.

Este moderno lugar te ofrece muchos detalles encantadores, realmente lo tiene todo. Despierta con una impresionante vista a las montañas y comienza tu día con un desayuno incluido. Glamor House tiene 2 dormitorios con aire acondicionado, desayuno de bienvenida para su primera mañana, Cine, Un Baño único, Marquesina, Sala, Wifi, Comedor, Cocina equipada y un súper balcón con vista al Puente y un lujoso Jacuzzi Spa para relajarte mientras brindas por la vida.

Guest favourite
Holiday home in La Fortuna
4.96 out of 5 average rating, 252 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.

Superhost
Holiday home in Isabela
4.89 out of 5 average rating, 187 reviews

Beachfront Villa | Breathtaking View | Rooftop

Azul Cielo is one of the most special and exclusive places to stay in the west coast part of the island. This hidden gem is located right next to the world famous Jobos Beach, top snorkeling and surfing spots like Shacks and Middles Beach. Direct access to the beach and close to many popular bars and restaurants. We provide private parking, security 24hrs and the best sunsets you will see!

Top Guest favourite
Holiday home in Gregory Town
4.97 out of 5 average rating, 107 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