Book Holiday Homes in Caribbean

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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
Stay at this 4-star vacation home in San Juan. Enjoy free WiFi, free parking, and in-room washers/dryers. Popular attractions Condado Beach and Pan American ...
1120 Vieques by Stay with Bear
Beach front vacation rental - perfect for families!

Beach front vacation rental - perfect for families!

Bimini
Book a stay at this beach vacation home in Alice Town. Enjoy a beach locale, laundry facilities, and balconies. Our guests praise the helpful staff in our reviews. ...
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 NZ$287 per night from 2 Sept to 3 Sept
NZ$287
2 Sept - 3 Sept
includes taxes & fees
Stay at this vacation home in Carolina. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Isla Verde Beach and Carolina Beach ...
Charming Home Airport-Beach-Water Solar Panels
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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 NZ$522 per night from 16 Aug to 17 Aug
NZ$522
16 Aug - 17 Aug
includes taxes & fees
Stay at this vacation home in Governor's Harbour. Enjoy a garden, patios, and an in-room coffeemaker. Our guests praise the helpful staff in our reviews. Popular ...
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
Book a stay at this beach vacation home in Luquillo. Enjoy a beach locale, cable/satellite TV service, and an in-room coffeemaker. Popular attractions Luquillo ...
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
Book a stay at this beach vacation home in Carolina. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Condado Beach and Pan American Pier ...
Luxurious And Beautiful Isla Verde Beach House with pool (SEE VIDEO)
Safe Cozy Studio near Airport, Beaches

Safe Cozy Studio near Airport, Beaches

Carolina
Stay at this apartment in Carolina. Enjoy free WiFi, a garden, and an in-room coffeemaker. Popular attractions Isla Verde Beach and Carolina Beach are located ...
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
Stay at this vacation home in Carolina. Enjoy free WiFi, a garden, and patios. Popular attractions Condado Beach and Pan American Pier are located nearby.
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
Book a stay at this beach vacation home in Aguada. Enjoy free WiFi, a beach locale, and a garden. Popular attractions Balneario Pico de Piedra and Sandy Beach ...
Casa Del Mar Beachfront House on quiet beach, surf out front, tidepools for kids
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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
13662 Holiday Homes
Lowest Price
NZ$287
Highest Price
NZ$522
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
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$423 per night from 31 Aug to 1 Sept
NZ$423
31 Aug - 1 Sept
includes taxes & fees
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$380 per night from 18 Aug to 19 Aug
NZ$380
18 Aug - 19 Aug
includes taxes & fees
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.