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Featured Holiday Homes in Caribbean

Villa Serenity by the water

Villa Serenity by the water

3.5 out of 5
Turtle Creek Dr, Providenciales, Caicos Islands
The price is AU$259 per night from 7 May to 8 May
AU$259
per night
7 May - 8 May
Located in Providenciales (Discovery Bay), Villa Serenity by the water is within a 5-minute drive of Turtle Cove and Providenciales Beaches.
Villa Serenity by the water
Casa Carlos Rico

Casa Carlos Rico

2.5 out of 5
Calle San Lázaro 462, Entre Campanario y Perseverancia, Havana, Havana
The price is AU$35 per night from 6 May to 7 May
AU$35
per night
6 May - 7 May
With a stay at Casa Carlos Rico, you'll be centrally located in Havana, steps from Malecón and 13 minutes by foot from Central Park.
Casa Carlos Rico
Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast

3.5 out of 5
27 Prince St, Christiansted, St Croix
When you a stay at Sugar Apple Bed & Breakfast in Christiansted, you'll be near the airport, within a 5-minute walk of Holy Cross Catholic Church and Judith's ...
Sugar Apple Bed & Breakfast
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The Suite Life

The Suite Life

3.5 out of 5
Steventon, Rokers Point, Exuma
With a stay at The Suite Life in Rokers Point, you'll be within a 15-minute walk of Emerald Bay Beach and Sandals Emerald Reef Golf Club.
The Suite Life
Isla Verde- Beach/Bar/Restaurants
Near Airport

Isla Verde- Beach/Bar/Restaurants Near Airport

Carolina
The price is AU$210 per night from 8 May to 9 May
AU$210
per night
8 May - 9 May
With a stay at this vacation home in Carolina (Isla Verde), you'll be a 1-minute drive from Carolina Beach and 8 minutes from Pan American Pier.
Isla Verde- Beach/Bar/Restaurants Near Airport
Luxurious and Beautiful Isla Verde Beach house with private pool

Luxurious and Beautiful Isla Verde Beach house with private pool

Carolina
Located in Carolina (Isla Verde), this vacation home is within a 15-minute walk of Isla Verde Beach and Carolina Beach.
Luxurious and Beautiful Isla Verde Beach house with private pool
Beautiful Spacious Safe close to Airport - Beaches

Beautiful Spacious Safe close to Airport - Beaches

Carolina
The price is AU$268 per night from 16 May to 17 May
AU$268
per night
16 May - 17 May
With a stay at this vacation home, you'll be centrally located in Carolina, within a 15-minute drive of Condado Beach and Pan American Pier.
Beautiful Spacious Safe close to Airport - Beaches
Bamboo House: Charming Private Tropical Oasis in the Heart of the Village.

Bamboo House: Charming Private Tropical Oasis in the Heart of the Village.

Harbour Island
When you stay at this vacation home in Dunmore Town, you'll be by the sea, within a 10-minute walk of Pink Sand Beach and Lucayan Archipelago.
Bamboo House: Charming Private Tropical Oasis in the Heart of the Village.
New & Pretty Vacation Home for Family and Friends

New & Pretty Vacation Home for Family and Friends

Punta Santiago
With a stay at this vacation home in Humacao, you'll be by the sea, within a 15-minute drive of Palmas Del Mar Golf Club and Humacao Nature Reserve.
New & Pretty Vacation Home for Family and Friends
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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
9627 Holiday Homes
Lowest Price
AU$35
Highest Price
AU$419
Popular accommodation
Villa Serenity by the water, Casa Carlos Rico, Sugar Apple Bed & Breakfast, The Suite Life, Isla Verde- Beach/Bar/Restaurants Near Airport , Luxurious and Beautiful Isla Verde Beach house with private pool, Beautiful Spacious Safe close to Airport - Beaches , Bamboo House: Charming Private Tropical Oasis in the Heart of the Village., New & Pretty Vacation Home for Family and Friends

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 AU$419 per night from 20 May to 21 May
AU$419
per night
20 May - 21 May
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$361 per night from 2 Jun to 3 Jun
AU$361
per night
2 Jun - 3 Jun
With a stay at British Colonial - Nassau , you'll be centrally located in Nassau, within a 15-minute drive of Junkanoo Beach and Cable Beach.
British Colonial - Nassau
Hotel Rumbao, a Tribute Portfolio Hotel

Hotel Rumbao, a Tribute Portfolio Hotel

4 out of 5
100 Brumbaugh Street, San Juan
Fully refundableReserve now, pay when you stay
The price is AU$279 per night from 2 Jun to 3 Jun
AU$279
per night
2 Jun - 3 Jun
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 Teatro ...
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
With a stay at The Reef at Atlantis in Paradise Island, you'll be next to a golf course, within a 15-minute drive of Junkanoo Beach and Lucayan Archipelago.
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.