Holiday Homes in Caribbean

Compare and save

Check prices for these dates

In two weeks
In two months
In three months
In four months

Caribbean Accommodation: Most Popular Cities to Stay

Our top choices for Caribbean holiday homes

150 Sol by Stay with Bear

150 Sol by Stay with Bear
3.0 star property
Old San Juan
8.4 out of 10, Very good, (38 reviews)
"Easy check in, clean, and location to everything was perfect "
Canada
Paula
The price is £95
includes taxes & fees
5 Apr - 6 Apr
150 Sol by Stay with Bear

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.4 out of 10, Exceptional, (106 reviews)
"Amazing location!"
United States
Christina
1120 Vieques by Stay with Bear

Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
8.8 out of 10, Excellent, (36 reviews)
"Super stay... Super place"
United States
Kennedy
Playa Nueva Romana

Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast
3.5 star property
Christiansted Historic District
9.2 out of 10, Wonderful, (77 reviews)
"Clean room, nice bathroom, comfortable bed"
United States
DEBORAH
Sugar Apple Bed & Breakfast

Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport

Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport
Isla Verde
9.0 out of 10, Wonderful, (30 reviews)
"Good for our quick stay"
United States
Diana G.
The price is £119
includes taxes & fees
24 Mar - 25 Mar
Isla Verde-Beach -Bar -Restaurante Also a cool quick Stop-N-Go Near Airport

Casa Parcha

Casa Parcha
3.5 star property
Naguabo
10.0 out of 10, Exceptional, (41 reviews)
"Casa Parcha was amazing! Clean, comfortable and unforgettable. Do not pass this place up, and book more than one night! "
United States
Traci
The price is £148
includes taxes & fees
1 Apr - 2 Apr
Casa Parcha

OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!
Yabucoa
10.0 out of 10, Exceptional, (155 reviews)
"We had a wonderful stay at this property in Yabucoa! The location was perfect-easy to navigate (driveway is a bit steep but workable), close to restaurants, grocery stores, etc. and just about an hour from the airport. The pool was very relaxing, and the home had all of the basic amenities we needed for a comfortable stay. The highlight was definitely the sunrise view from the primary bedroom- absolutely beautiful and such a peaceful way to start each morning. Overall a great spot for anyone...
United States
Lisa F.
OCEAN VIEW VILLA WITH PRIVATE POOL ,STEPS FROM SECLUDED BEACH, GATED COMMUNITY!

Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.
Zarzal
10.0 out of 10, Exceptional, (93 reviews)
"Beautiful property "
United States
Aditya C.
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

Charming 3-bedroom house in San Juan with WiFi and AC

Charming 3-bedroom house in San Juan with WiFi and AC
Sabana Llana Norte
9.8 out of 10, Exceptional, (16 reviews)
"Awesome property. Very centrally located. Entire family enjoyed the stay. Would highly recommend."
United States
Dave H.
Charming 3-bedroom house in San Juan with WiFi and AC

Steps away from the beach, this fully stocked house is perfect for your group!!!

Steps away from the beach, this fully stocked house is perfect for your group!!!
Santurce
9.8 out of 10, Exceptional, (251 reviews)
"The house was perfect for our family reunion. the location was perfect, close to the beach and close to restaurants. The neighborhood was very safe as well.We each had our own space, as well as a lovely shared space. "
United States
Laurie T.
Steps away from the beach, this fully stocked house is perfect for your group!!!

Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go

Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Isla Verde
9.0 out of 10, Wonderful, (37 reviews)
"Was a easy stay, great close airport stay"
United States
Scott
The price is £98
includes taxes & fees
30 Mar - 31 Mar
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go

Home away II

Home away II
Cangrejo Arriba
9.4 out of 10, Exceptional, (16 reviews)
"Excellent place , todo perfecto , everything was perfect . "
United States
Jessith
The price is £166
includes taxes & fees
24 Mar - 25 Mar
Home away II

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

The Pink Beach House - Private House and Pool directly on the Beach, Rum Point
Rum Point
9.8 out of 10, Exceptional, (184 reviews)
"The host was very helpful before n during. We had 2 small things happen and she quickly sent workers to take care of it..even after 5pm On a Friday! impressiveAmenities are a TEN. Out of Ten..well stocked The view is amazing many games and big library ..well done Pink House"
United States
Charles T.
The Pink Beach House - Private House and Pool directly on the Beach, Rum Point

Ocean Front-Great Location

Ocean Front-Great Location
Playa Fortuna
9.8 out of 10, Exceptional, (48 reviews)
"Clean and comfortable. Never meet any staff . Directions and instructions were provided and easily understandable. "
United States
Michelle
The price is £187
includes taxes & fees
25 Mar - 26 Mar
Ocean Front-Great Location

Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views

Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views
Zarzal
8.8 out of 10, Excellent, (13 reviews)
"The place was immaculate! "
United States
Arnetha G.
Oceanfront 8-bedroom Villa with Pool, Fully Fenced for Privacy, Incredible Views

Entire Beautifull House @Guaynabo City

Entire Beautifull House @Guaynabo City
Frailes
8.4 out of 10, Very good, (37 reviews)
"This was a beautiful place in the mountains, owner was very nice and had great communication. Will definitely stay here again!"
United States
Jessica
Entire Beautifull House @Guaynabo City

Private Luxury Villa in El Yunque Rainforest/Pool and Generator

Private Luxury Villa in El Yunque Rainforest/Pool and Generator
La Dolores
10.0 out of 10, Exceptional, (54 reviews)
"We absolutely loved our stay! The property was spotless, beautifully maintained, and had everything we needed. The views were absolutely breathtaking and made every moment feel special. The amenities were top-notch and made our trip so comfortable and relaxing. We couldn’t have asked for a better experience — highly recommend and would definitely stay here again!"
United States
Cody C.
Private Luxury Villa in El Yunque Rainforest/Pool and Generator

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
10.0 out of 10, Exceptional, (134 reviews)
"Jethro is a great host, and the cottage was perfect for us. "
United States
Laura F.
The price is £275
includes taxes & fees
29 Mar - 30 Mar
Sea Shanty - Ocean view, Private pool, Walk to Beach, Prime Central Location.

Alojamiento Cerca de Aeropuerto y Playas

Alojamiento Cerca de Aeropuerto y Playas
Sabana Abajo
8.6 out of 10, Excellent, (37 reviews)
"Close to SJU airport. Nice layout, clean, good location and value. Host was kind. Would be happy to stay there again. "
United States
Nephi
Alojamiento Cerca de Aeropuerto y Playas

Casita Chiquita #1

Casita Chiquita #1
Aguadilla
9.2 out of 10, Wonderful, (36 reviews)
"The house was clean and well organized. The air conditioning was working properly.We enjoy the location to explore surrounding areas. We got to visit Ramey Bakery to buy some quesitos, got to play at Taino mini golf, explore Las Ruinas and spend some time at Crash Boat Beach."
United States
Minerva
The price is £85
includes taxes & fees
1 Apr - 2 Apr
Casita Chiquita #1
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Caribbean Hotel Reviews

Find out more about Caribbean

Caribbean Holiday Homes: Find the Perfect Place


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 13576 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 £85 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.

Caribbean Holiday Homes information

Number of reviews
1,181
Accommodation
13576 Holiday Homes
Lowest Price
£85
Highest Price
£275