Holiday Homes in Caribbean

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Top cities in Caribbean

A beach with white sand and palm trees under a clear blue sky.
Hotels

Punta Cana

Punta Cana

Find holiday rentals that suit your style

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Villas
Villas
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Cottages
Cottages

Check prices for these dates

Next weekend
13 Nov - 15 Nov
In two weeks
20 Nov - 22 Nov
In one month
4 Dec - 6 Dec
In two months
1 Jan - 3 Jan

Our top choices for Caribbean holiday homes

A modern bedroom with a large bed, bedside tables with lamps, a wardrobe, and an air conditioning unit.

1. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (203 reviews)
"Great stay! Affordable, right near everything, super nice host!"
United States
Paulina
The price is £104
includes taxes & fees
6 Dec - 7 Dec
1120 Vieques by Stay with Bear
A spacious dining area with a long wooden table and four black chairs, a large green plant, and a view of a white building with arches.

2. 150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.6 out of 10, Excellent, (68 reviews)
"Great location, easy access to property."
United States
Jose
The price is £116
includes taxes & fees
17 Nov - 18 Nov
150 Sol by Stay with Bear
A modern interior with a large window, a potted plant, and a door leading outside.

3. Miramar by PMI Puerto Rico

Miramar by PMI Puerto Rico
3.0 star property
Santurce
9.4 out of 10, Exceptional, (3 reviews)
"This property was 10/10!!!! Easy check in , awesome location and fast communication with host!!! Will definitely be booking again"
United States
Anthony
The price is £174
includes taxes & fees
9 Nov - 10 Nov
Miramar by PMI Puerto Rico
A compact kitchen with a microwave, sink, and washing machine. There is a small dining area with stools and a table.

4. Residence Nokoshima

Residence Nokoshima
Fort-de-France
9.6 out of 10, Exceptional, (4 reviews)
"The apartment was very clean, a good price, but much smaller than the pictures make it look."
Canada
Karen
Residence Nokoshima
A modern living room with a sofa, chairs, and a coffee table. There is a view of a swimming pool through the glass door.

5. 5BR Private Pool Sleeps 10 Walk to Ocean Park Beach

5BR Private Pool Sleeps 10 Walk to Ocean Park Beach
Santurce
10.0 out of 10, Exceptional, (1 review)
"The property was amazing, clean, and extremely convenient. The host was very responsive and helpful"
United States
Carl C.
The price is £771
includes taxes & fees
9 Nov - 10 Nov
5BR Private Pool Sleeps 10 Walk to Ocean Park Beach
A clear blue pool with lounge chairs and umbrellas, surrounded by tropical vegetation and a view of the ocean.

6. Escape to Exhale at a modern style villa with breathtaking views of chalk sound

Escape to Exhale at a modern style villa with breathtaking views of chalk sound
Providenciales
9.4 out of 10, Exceptional, (39 reviews)
"Beautiful view, comfortable breezy patio, great pool."
United States
Vivian T.
Escape to Exhale at a modern style villa with breathtaking views of chalk sound
A swimming pool with lounge chairs and palm trees, surrounded by buildings and a clear sky.

7. NÔA curacao

NÔA curacao
4.0 star property
Saliña
9.8 out of 10, Exceptional, (8 reviews)
"We loved it for our honeymoon! Such a cute place to stay! Not too far away from the beach and near some good restaurants! The host was very communicative and overall we had an amazing time there!"
United States
Katelyn
NÔA curacao
An outdoor patio with a wooden roof, wicker furniture, and a bar area.

8. New pool and generator

New pool and generator
Boquerón
9.2 out of 10, Wonderful, (91 reviews)
"Excellent place! Very clean, close to the beach and quiet. We really enjoyed our stay!"
United States
Celso A
New pool and generator
A room with a sofa, a chair, a small table, and a view of the outside.

9. Villa mares.

Villa mares.
Sabana Abajo
9.2 out of 10, Wonderful, (17 reviews)
"Comfort, clean, good location"
United States
Daisy
The price is £176
includes taxes & fees
26 Nov - 27 Nov
Villa mares.
A modern kitchen with a central island, stainless steel appliances, and two bar stools.

10. Home away II

Home away II
Cangrejo Arriba
9.2 out of 10, Wonderful, (36 reviews)
"Clean"
United States
Damian
The price is £159
includes taxes & fees
10 Nov - 11 Nov
Home away II
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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Top reviews in Caribbean

A person relaxing by a pool with a clear view of the water and greenery in the background.
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
Falmouth Historic Town Centre

10/10 Excellent

As a first time guest at the property, i was quite impressed by tge whole sense of feeling at home. The whole experience was great from beginning to end..great information, quick responses by the host, a lovely and friendly couple..sorry i did not get to see you before i left..keep up the good work.and thanks for everything. The property was clean and well presented. The security was brillant and a safe environment to explore freely, as i walk daily as part of my lifestyle. I would not...
United Kingdom
Andrea
Reviewed October 26, 2023
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Frequently Asked Questions

What is the best time to enjoy a holiday home in Caribbean?

It might be best to get a rental house in when the weather is ideal for enjoying local surroundings. If you go during the off-season months, there might be fewer tourists and often lower rates, like in .

How many holiday homes are available for rent in Caribbean?

Choose from 0 beautiful holiday homes in Caribbean for your getaway.

How much is a holiday home in Caribbean?

You can find perfect holiday homes in Caribbean for as low as £74 per night. Holiday home prices vary depending on what time of year you visit, whether the home is in the city centre or near popular sightseeing spots, and what kinds of amenities it offers.

How can I get the best deal on a holiday home in Caribbean?

Find the best deals on Caribbean holiday homes by entering dates and the number of travellers in the search bar. You can use the map feature to view prices and more specific locations of several accommodations all at once. Or filter your search results by star rating, price, number of bedrooms, types of amenities, and accessibility features—Expedia offers incredible deals for every budget.

Why should I book a holiday home in Caribbean?

There’s no better way to spend your well-earned holiday than in a private, cosy Caribbean holiday home. You’ll be able to fit all travellers in your group and have a place to call home while you explore Caribbean.

What amenities are available in a private holiday home?

Depending on your budget and the neighbourhood you choose, you’ll find amenities like a private pool, hot tub, free parking, a full-service kitchen or kitchenette, in-home laundry and WiFi. Your Caribbean holiday won’t be complete without a beautiful view and easy access to popular activities, use our filter to browse our offers.

Why should I book a holiday home with Expedia?

With Expedia, you’ll earn points on every booking and get incredible deals and member prices. Choose from a vast inventory of holiday homes in Caribbean—and book all your travel in one place. Save even more when you bundle your bookings together. Add a Caribbean car hire to your holiday property into a holiday package.

What are the cancellation and flexibility options?

We suggest using the “free cancellation” filter during your search to make sure your booking is flexible. Some accommodations accept and refund cancellations within a specific timeframe, while others may be non-refundable. Before you book, check your rental terms, or reach out to our customer service portal for further assistance.