Book Holiday Homes in Caribbean

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Explore these top cities in Caribbean

Featured Holiday Homes in Caribbean

Charming  Home Airport-Beach-Water
Solar Panels

Charming Home Airport-Beach-Water Solar Panels

Carolina
Stay at this vacation home in Carolina. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Casino del Mar at La Concha Resort ...
Charming Home Airport-Beach-Water Solar Panels
Casa Parcha

Casa Parcha

3.5 out of 5
Carr 191 km 27.9, Naguabo, Naguabo
The price is NZ$330 per night from 27 Jan to 28 Jan
NZ$330
includes taxes & fees
27 Jan - 28 Jan
Stay at this 3.5-star vacation home in Naguabo. Enjoy free parking, onsite spa services, and a garden. Popular attractions El Yunque National Forest and Charco ...
Casa Parcha
Sophisticated Beach Condo-Ocean View-Sapphire

Sophisticated Beach Condo-Ocean View-Sapphire

Smith Bay
Stay at this vacation home in St. Thomas. Enjoy free WiFi and an in-room coffeemaker. Popular attractions Sapphire Beach and Coki Point Beach are located ...
Sophisticated Beach Condo-Ocean View-Sapphire
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NOA hostal

NOA hostal

3.5 out of 5
Neptuno #1209, e/ Mazon y Basarrate, Altos, Havana, La Habana
The price is NZ$76 per night from 23 Jan to 24 Jan
NZ$76
includes taxes & fees
23 Jan - 24 Jan
Stay at this 3.5-star vacation home in Havana. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Hotel Nacional de Cuba and Mella ...
NOA hostal
Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!

Ucares
Stay at this vacation home in Naguabo. Enjoy free WiFi, a garden, and patios. Our guests praise the helpful staff in our reviews. Popular attractions Malecón ...
Garden Suite near the Beach and restaurants!
Paradise! Private Beachfront Home w/ Pool & Beach WiFi!

Paradise! Private Beachfront Home w/ Pool & Beach WiFi!

George Town
Book a stay at this beach vacation home in George Town. Enjoy free WiFi, private pools, and a beach locale. Our guests praise the pool and the helpful staff ...
Paradise! Private Beachfront Home w/ Pool & Beach WiFi!
Aura

Aura

4 out of 5
Pigeon-Pea Hill, H9 Zone Privilège, Anse Marcel
Stay at this 4-star vacation home in Anse Marcel. Enjoy free WiFi, free parking, and a fitness center. Popular attractions Orient Bay Beach and Anse Marcel Beach ...
Aura
Cozy studio #16 on Venetian Road

Cozy studio #16 on Venetian Road

Venetian Road Settlement
Stay at this vacation home in Providenciales. Enjoy air conditioning. Popular attractions Grace Bay Beach and Royal Flush Gaming Parlor are located nearby.
Cozy studio #16 on Venetian Road
View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort

View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort

Rio Grande
Book a stay at this golf vacation home in Río Grande. Enjoy free WiFi, a garden, and tennis courts. Our guests praise the helpful staff in our reviews. Popular ...
View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Caribbean Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Caribbean vacation homes are the perfect way for you to wing it.

Holiday houses in Caribbean let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Caribbean in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Caribbean adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Caribbean with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Caribbean vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Caribbean Holiday Homes essential information

Accommodation
10803 Holiday Homes
Lowest Price
NZ$76
Highest Price
NZ$934
Popular accommodation
Charming Home Airport-Beach-Water Solar Panels, Casa Parcha, Sophisticated Beach Condo-Ocean View-Sapphire, NOA hostal, Garden Suite near the Beach and restaurants!, Paradise! Private Beachfront Home w/ Pool & Beach WiFi! , Aura, Cozy studio #16 on Venetian Road, View of El Yunque, 3 bed/3 bath located inside Coco Beach Golf Resort

Top trending hotels in Caribbean

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
Fully refundableReserve now, pay when you stay
The price is NZ$934 per night from 4 Feb to 5 Feb
NZ$934
includes taxes & fees
4 Feb - 5 Feb
Stay at this 4.5-star luxury hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the clean rooms ...
Hotel El Convento
British Colonial - Nassau

British Colonial - Nassau

4 out of 5
Number One Bay St, Nassau
Fully refundableReserve now, pay when you stay
The price is NZ$566 per night from 27 Jan to 28 Jan
NZ$566
includes taxes & fees
27 Jan - 28 Jan
Stay at this 4-star beach hotel in Nassau. Enjoy free WiFi, 2 outdoor pools, and 8 restaurants. Our guests praise the helpful staff and the clean rooms in our ...
British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street, San Juan, Puerto Rico
Fully refundableReserve now, pay when you stay
The price is NZ$508 per night from 27 Jan to 28 Jan
NZ$508
includes taxes & fees
27 Jan - 28 Jan
Stay at this 4-star business-friendly hotel in San Juan. Enjoy free WiFi, breakfast (surcharge), and room service. Our guests praise the helpful staff and the ...
Hotel Rumbao, a Tribute Portfolio Hotel
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The Reef at Atlantis

The Reef at Atlantis

4.5 out of 5
Paradise Beach Drive, Paradise Island, New Providence
Stay at this 4.5-star luxury resort in Paradise Island. Enjoy free WiFi, a full-service spa, and a private beach. Our guests praise the pool and the helpful ...
The Reef at Atlantis
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.