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Featured Holiday Homes in Caribbean

Numero Uno Piñones

Numero Uno Piñones

3 out of 5
PR-187 KM 5.6, Torrecilla Baja, Loiza, PR
Located in Loiza (Torrecilla Baja), Numero Uno Piñones is within a 15-minute drive of Balneario de Carolina and Carolina Beach.
Numero Uno Piñones
New rental, Newly Renovated/2 ensuites/open main room/beautiful view/large pool

New rental, Newly Renovated/2 ensuites/open main room/beautiful view/large pool

2 out of 5
Cruz Bay
With a stay at this vacation home in St. John, you'll be on the waterfront, within a 10-minute drive of Virgin Islands National Park and Great Cruz Bay.
New rental, Newly Renovated/2 ensuites/open main room/beautiful view/large pool
Charming  Home Airport-Beach-Water
Solar Panels

Charming Home Airport-Beach-Water Solar Panels

Carolina
The price is AU$264 per night from 22 Nov to 23 Nov
AU$264
includes taxes & fees
22 Nov - 23 Nov
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.
Charming Home Airport-Beach-Water Solar Panels
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Las Mariposas

Las Mariposas

3 out of 5
Las Galeras Samaná, Las Galeras, Samaná
The price is AU$62 per night from 22 Nov to 23 Nov
AU$62
includes taxes & fees
22 Nov - 23 Nov
Located in Las Galeras, Las Mariposas is a 4-minute drive from La Playita Beach and 12 minutes from Fronton Beach.
Las Mariposas
Spanish Duplex / Private Patio  / Walk to Ocean

Spanish Duplex / Private Patio / Walk to Ocean

2 out of 5
San Juan
The price is AU$716 per night from 25 Nov to 26 Nov
AU$716
includes taxes & fees
25 Nov - 26 Nov
With a stay at this vacation home in San Juan (Old San Juan), you'll be a 1-minute drive from Port of San Juan and 7 minutes from Puerto Rico Convention ...
Spanish Duplex / Private Patio / Walk to Ocean
Waterfront Villa Dockside Patio Kayaks SUV Boat Seadoo Beaches Pool Coming Aug25

Waterfront Villa Dockside Patio Kayaks SUV Boat Seadoo Beaches Pool Coming Aug25

Cooper Jack Bay Settlement
With a stay at this vacation home in Providenciales (Discovery Bay), you'll be a 4-minute drive from Turtle Cove Marina and 9 minutes from Grace Bay Beach.
Waterfront Villa Dockside Patio Kayaks SUV Boat Seadoo Beaches Pool Coming Aug25
"New" 5 bedroom Exuma Beach Front Estate w/ Pool & No Neighbors on either side!

"New" 5 bedroom Exuma Beach Front Estate w/ Pool & No Neighbors on either side!

Harts
With a stay at this vacation home in Rokers Point, you'll be on the beach, just steps from Lucayan Archipelago and a 3-minute drive from Sandals Emerald Reef ...
"New" 5 bedroom Exuma Beach Front Estate w/ Pool & No Neighbors on either side!
Jay’s home by the beach and rainforest couples retreat

Jay’s home by the beach and rainforest couples retreat

luquillo
With a stay at this vacation home in Luquillo (Mata de Plátano), you'll be a 4-minute drive from Luquillo Beach and 9 minutes from El Yunque National ...
Jay’s home by the beach and rainforest couples retreat
ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful

ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful

Georgetown
Located in George Town, this vacation home is by the ocean, within a 15-minute drive of Lucayan Archipelago and Rolletown Tombs.
ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful
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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
10708 Holiday Homes
Lowest Price
AU$62
Highest Price
AU$716
Popular accommodation
Numero Uno Piñones, New rental, Newly Renovated/2 ensuites/open main room/beautiful view/large pool , Charming Home Airport-Beach-Water Solar Panels, Las Mariposas , Spanish Duplex / Private Patio / Walk to Ocean, Waterfront Villa Dockside Patio Kayaks SUV Boat Seadoo Beaches Pool Coming Aug25, "New" 5 bedroom Exuma Beach Front Estate w/ Pool & No Neighbors on either side!, Jay’s home by the beach and rainforest couples retreat , ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful

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$496 per night from 25 Nov to 26 Nov
AU$496
includes taxes & fees
25 Nov - 26 Nov
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$430 per night from 1 Dec to 2 Dec
AU$430
includes taxes & fees
1 Dec - 2 Dec
With a stay at British Colonial - Nassau , you'll be centrally located in Nassau, a 2-minute drive from Junkanoo Beach and 10 minutes from 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, Puerto Rico
Fully refundable
The price is AU$345 per night from 25 Nov to 26 Nov
AU$345
includes taxes & fees
25 Nov - 26 Nov
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
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.