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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.

Superhost
Home in San Cayetano de Venecia, Costa Rica
Quinta La Ceiba Modern Home with Pool in DairyFarm
A contemporary roomy vacation home situated in a dairy farm. Embrace serenity, unwind in a tranquil haven surrounded by cows grazing in lush green fields. It's a birdwatcher's paradise too. This is an ideal escape to disconnect and reconnect with nature. Dine and lounge outdoors make the most of the property's features. Our in-house travel concierge will be glad to arrange tours and activities for you at no additional cost. Consider our private chef service for an even more memorable experience.
$257 SGD per night
Superhost
Apartment in Miami, Florida, US
ICON 2B/2B Skyline Free Pool, Spa, HotTub
INSTA READY, This unit provides over 1,350SqFt of breathtaking ocean and city views with Two Bedrooms and Two Bathrooms. Located within the luxurious Icon building. The Icon is a 5 star condominium. It is located inside the heart of Downtown Miami/ Brickell. It includes the same amenities as the W Hotel, such as free access to spa, pool, hot tub, and 4 restaurants, including Cipriani. The apartment comes with three flat screen TVs, HighSpeed WiFi, and toiletries. As well as four separate beds.
$373 SGD per night
Superhost
Bus in Tierras Morenas, Costa Rica
Sunset view BUS #1 near lake Arenal
Ideal for travelers that are looking for something unique! We converted an old bus to a great experience bringing mini apartment with a view. Bus is located next to our wood shop but we installed a good insulation to make sure you would't hear us working. You will have a complete privacy since all the windows are facing a nice valley of fields and sometimes cows. We made sure you could work remotely too, WIFI is fast. Follow us on IG: santos_skoolie
$171 SGD per night

Other great holiday rentals in Caribbean

Superhost
Houseboat in Key West, Florida, US
The Tiki Suite - soon to be a Key West icon
$653 SGD per night
Superhost
Home in North Side, Cayman Islands
Ocean's Edge: Beachfront Home with Rooftop Views
$450 SGD per night
Superhost
Home in Gros Islet, St. Lucia
Gorgeous 3BR2BA Oceanfront Villa w/Pool, Concierge
$1,165 SGD per night
Superhost
Home in Lake Worth, Florida, US
Modern beach cottage with heated pool
$203 SGD per night
Superhost
Home in Frederiksted, U.S. Virgin Islands
Beachfront Home. Near Restaurants & Downtown.
$477 SGD per night
Superhost
Home in Key West, Florida, US
Family Perfect - Home with Pool and Chef's Kitchen
$703 SGD per night
Superhost
Home in Stake Bay, Cayman Islands
Modern Oceanfront, 2Primary Suites, sleeps 6, pool
$497 SGD per night
Superhost
Villa in La Savane, St. Martin
Villa les Yuccas, Private Pool, 5 min Grand Case
$475 SGD per night
Superhost
Flat in Miami, Florida, US
Modern High Rise Unit in The Heart of Downtown
$771 SGD per night
Superhost
Villa in Tortola, British Virgin Islands
BVI Village - Villas of Tortola bohemian retreat
$622 SGD per night
Superhost
Cottage in Eleuthera Island Shores, Bahamas
SHOREBREAK ECO COTTAGE
$526 SGD per night
Superhost
Villa in Isabela, Puerto Rico
🌴Isabela Retreat Over looking Golf Course & Ocean
$1,156 SGD per night

Destinations to explore