Book Holiday Homes in Caribbean

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Explore these top cities in Caribbean

Featured Holiday Homes in Caribbean

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear

4 out of 5
1120 C. Vieques, San Juan, San Juan
With a stay at 1120 Vieques by Stay with Bear in San Juan (Santurce), you'll be within a 5-minute drive of Condado Beach and Pan American Pier.
1120 Vieques by Stay with Bear
Beach front vacation rental - perfect for families!

Beach front vacation rental - perfect for families!

Bimini
When you a stay at this vacation home in Alice Town, you'll be on the beach, just steps from Lucayan Archipelago and Dolphin House Museum.
Beach front vacation rental - perfect for families!
Charming  Home Airport-Beach-Water
Solar Panels

Charming Home Airport-Beach-Water Solar Panels

Carolina
The price is AU$267 per night from 18 Aug to 19 Aug
AU$267
18 Aug - 19 Aug
includes taxes & fees
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
Save an average of 15% on thousands of hotels when you're signed in
Sea Shanty -  Ocean view, Private pool, Walk to Beach, Prime Central Location.

Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

governors harbour
The price is AU$482 per night from 12 Aug to 13 Aug
AU$482
12 Aug - 13 Aug
includes taxes & fees
With a stay at this vacation home in Governor's Harbour, you'll be a 1-minute walk from Lucayan Archipelago and 10 minutes by foot from OceanView Farm.
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.
One minute walk to the beach!

One minute walk to the beach!

Luquillo
Located in Luquillo (Mata de Plátano), this vacation home is within a 10-minute drive of Luquillo Beach and Wyndham Rio Mar Golf Course.
One minute walk to the beach!
Luxurious And Beautiful Isla Verde Beach House with pool  (SEE VIDEO)

Luxurious And Beautiful Isla Verde Beach House with pool (SEE VIDEO)

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 pool (SEE VIDEO)
Safe Cozy Studio near Airport, Beaches

Safe Cozy Studio near Airport, Beaches

Carolina
The price is AU$159 per night from 12 Aug to 13 Aug
AU$159
12 Aug - 13 Aug
includes taxes & fees
With a stay at this apartment, you'll be centrally located in Carolina, within a 15-minute drive of Condado Beach and Pan American Pier.
Safe Cozy Studio near Airport, Beaches
Isla Verde Beach/Bars/Restaurants also  perfect for a
Near Airport  Stop-N-Go

Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go

Carolina
The price is AU$192 per night from 25 Aug to 26 Aug
AU$192
25 Aug - 26 Aug
includes taxes & fees
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/Bars/Restaurants also perfect for a Near Airport Stop-N-Go
Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids

Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids

Unknown
With a stay at this vacation home in Aguada, you'll be on the beach, within a 10-minute drive of Sandy Beach and Balneario Pico de Piedra.
Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids
Don't see what you're looking for?
See all available properties in Caribbean
View all properties
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
13408 Holiday Homes
Lowest Price
AU$159
Highest Price
AU$802
Popular accommodation
1120 Vieques by Stay with Bear, Beach front vacation rental - perfect for families!, Charming Home Airport-Beach-Water Solar Panels, Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location. , One minute walk to the beach!, Luxurious And Beautiful Isla Verde Beach House with pool (SEE VIDEO), Safe Cozy Studio near Airport, Beaches , Isla Verde Beach/Bars/Restaurants also perfect for a Near Airport Stop-N-Go , Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids

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$802 per night from 2 Aug to 3 Aug
AU$802
2 Aug - 3 Aug
includes taxes & fees
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$389 per night from 31 Aug to 1 Sept
AU$389
31 Aug - 1 Sept
includes taxes & fees
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 refundableReserve now, pay when you stay
The price is AU$335 per night from 26 Aug to 27 Aug
AU$335
26 Aug - 27 Aug
includes taxes & fees
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
Save an average of 15% on thousands of hotels when you're signed in
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
Don't see what you're looking for?
See all available properties in Caribbean
View all properties
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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.