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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
Holiday Homes
Lowest Price
AU$502
Highest Price
AU$987
Popular accommodation
Hotel El Convento, British Colonial - Nassau , Hotel Rumbao, a Tribute Portfolio Hotel, The Reef at Atlantis

Top trending hotels in Caribbean

Hotel El Convento

Hotel El Convento

4.5 out of 5
100 Cristo St, San Juan
The price is AU$987 per night from 12 Mar to 13 Mar
AU$987
includes taxes & fees
12 Mar - 13 Mar
With a stay at Hotel El Convento in San Juan (Old San Juan), you'll be steps from Catedral Basilica Menor de San Juan Bautista and 3 minutes by foot from San ...
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 AU$552 per night from 1 Apr to 2 Apr
AU$552
includes taxes & fees
1 Apr - 2 Apr
With a stay at British Colonial - Nassau , you'll be centrally located in Nassau, a 2-minute drive from Junkanoo Beach and 6 minutes from Aquaventure.
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
The price is AU$502 per night from 1 Apr to 2 Apr
AU$502
includes taxes & fees
1 Apr - 2 Apr
With a stay at Hotel Rumbao, a Tribute Portfolio Hotel, you'll be centrally located in San Juan, steps from Pier 3 and within a 5-minute walk of Pier 1.
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
When you stay at The Reef at Atlantis in Paradise Island, you'll be next to a golf course, within a 10-minute drive of Ocean Club Golf Course and Cabbage ...
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.