Book Holiday Homes in Caribbean

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Featured Holiday Homes in Caribbean

Casa vacacional en Arenales Isabela

Casa vacacional en Arenales Isabela

3.5 out of 5
Calle Karimar Calle Elionai, Isabela, Puerto Rico
The price is NZ$341 per night from 5 Oct to 6 Oct
NZ$341
5 Oct - 6 Oct
includes taxes & fees
Stay at this 3.5-star vacation home in Isabela. Enjoy free WiFi, free parking, and a garden. Popular attractions Carribbean Cinemas Isabela and Paseo Lineal ...
Opens in a new windowCasa vacacional en Arenales Isabela
Perfect for small group or family close to everything apt 3

Perfect for small group or family close to everything apt 3

Santurce
Stay at this vacation home in San Juan. Enjoy laundry facilities, balconies, and an in-room coffeemaker. Popular attractions Condado Beach and Pan American Pier ...
Opens in a new windowPerfect for small group or family close to everything apt 3
Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!

Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!

Ramsey
Book a stay at this beach vacation home in Moss Town. Enjoy free WiFi, private pools, and a beach locale. Popular attractions Moss Town Beach and Three Sisters ...
Opens in a new windowOceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!
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Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast

3.5 out of 5
27 Prince St, Christiansted, St Croix
Stay at this 3.5-star vacation home in Christiansted. Enjoy free WiFi, free parking, and a garden. Popular attractions Judith's Fancy and Apothecary Museum are ...
Opens in a new windowSugar Apple Bed & Breakfast
Modern Four Bedroom Home ON THE BEACH in Grand Bahama

Modern Four Bedroom Home ON THE BEACH in Grand Bahama

Pelican Point
The price is NZ$978 per night from 18 Sept to 19 Sept
NZ$978
18 Sept - 19 Sept
includes taxes & fees
Book a stay at this beach vacation home in Pelican Point. Enjoy free WiFi, a beach locale, and a water park.
Opens in a new windowModern Four Bedroom Home ON THE BEACH in Grand Bahama
LUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR

LUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR

Guana Bay
Book a stay at this beach vacation home in Philipsburg. Enjoy private pools, breakfast (surcharge), and a fitness center. Popular attractions Orient Bay Beach ...
Opens in a new windowLUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR
The Beach Pad

The Beach Pad

3 out of 5
Carretera 413 Km. 4.4, Barrio Puntas, Rincon
Stay at this 3-star family-friendly vacation home in Rincon. Enjoy free WiFi, free parking, and a rooftop terrace. Our guests praise the property condition in ...
Opens in a new windowThe Beach Pad
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 ...
Opens in a new window1120 Vieques by Stay with Bear
Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

St. Thomas
Stay at this vacation home in St. Thomas. Enjoy free WiFi, private pools, and laundry facilities. Popular attractions Sapphire Beach and Coki Point Beach are ...
Opens in a new windowBrand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More
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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$332
Highest Price
NZ$978
Popular accommodation
Casa vacacional en Arenales Isabela, Perfect for small group or family close to everything apt 3, Oceanfront Paradise in Exuma: Pool, Kayaks & Stunning Views Await You!, Sugar Apple Bed & Breakfast, Modern Four Bedroom Home ON THE BEACH in Grand Bahama, LUXURY VILLA! Resort Amenities, Stunning Views, Beach Access! GENERATOR, The Beach Pad, 1120 Vieques by Stay with Bear, Brand New Luxury 8BR Villa on St. Thomas with Ocean Views, Waterfall Pool & More

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 ...
Opens in a new windowHotel 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$526 per night from 17 Sept to 18 Sept
NZ$526
17 Sept - 18 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 ...
Opens in a new windowBritish 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$332 per night from 21 Sept to 22 Sept
NZ$332
21 Sept - 22 Sept
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 ...
Opens in a new windowHotel 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
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 ...
Opens in a new windowThe 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.