Holiday Homes in Caribbean

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Caribbean Accommodation: Most Popular Cities to Stay

Our top choices for Caribbean holiday homes

1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.4 out of 10, Exceptional, (119 reviews)
"We loved our stay everything was cleaned so close to everything the beach was beautiful perfect for parking will be coming back "
United States
Ingrid
The price is £118
includes taxes & fees
10 May - 11 May
1120 Vieques by Stay with Bear

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, (51 reviews)
"Location was center of the city. It was everything we needed for my husband and I. We did not mind the small bedrooms for the price we paid, thought it was very reasonable!"
United States
Jennifer
The price is £128
includes taxes & fees
20 May - 21 May
150 Sol by Stay with Bear

The Suite Life

The Suite Life
4.0 star property
Rokers Point
7.6 out of 10, Good, (14 reviews)
"The view and easy access to the beach was the highlight. The property manager was very accomodating. "
United States
Antonia
The price is £269
includes taxes & fees
10 May - 11 May
The Suite Life

Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
8.8 out of 10, Excellent, (45 reviews)
"Everything was very clean, and comfortable. Amazing views and quiet space for great vacations. Hosts are very attentive and always willing to solve any inconvenient that could present. I’ll definitely will return. "
United States
Violeta
Playa Nueva Romana

OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK

OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK
Hartswell
10.0 out of 10, Exceptional, (60 reviews)
"Jack and Anna were amazing! Welcoming and attentive throughout our stay. Accommodation was well appointed with everything we needed."
Canada
Sandy C.
OCEAN FRONT HOME WITH POOL,DOCK-STEPS TO MORIAH NATIONAL PARK

Salt Box: an Enchanting Historical Property with a Pool

Salt Box: an Enchanting Historical Property with a Pool
Dunmore
10.0 out of 10, Exceptional, (95 reviews)
"the house was wonderful! very comfortable and we loved all the beautiful outdoor space. pool was heavenly. "
United States
Marie A.
Salt Box: an Enchanting Historical Property with a Pool

Sugar Apple Bed & Breakfast

Sugar Apple Bed & Breakfast
3.5 star property
Christiansted Historic District
9.2 out of 10, Wonderful, (79 reviews)
"Clean room, nice bathroom, comfortable bed"
United States
DEBORAH
Sugar Apple Bed & Breakfast

Little Exuma Home on Tropic of Cancer Beach

Little Exuma Home on Tropic of Cancer Beach
Exuma
10.0 out of 10, Exceptional, (16 reviews)
"Stay was amazing - beach is gorgeous. Host and manager were both very helpful!"
United States
hannah m.
Little Exuma Home on Tropic of Cancer Beach

3-bedroom house in Coamo with AC on bedroom 1

3-bedroom house in Coamo with AC on bedroom 1
Coamo
8.0 out of 10, Very good, (13 reviews)
"The house was nice ,comfortable and community was quiet and safe. we will be back..."
United States
Kenny R.
The price is £89
includes taxes & fees
8 May - 9 May
3-bedroom house in Coamo with AC on bedroom 1

3 Bedroom Oceanfront Beach House

3 Bedroom Oceanfront Beach House
3.5 star property
Isabela
9.6 out of 10, Exceptional, (35 reviews)
"Very well located, good facilities and excellent communication with host. We’ll definitely come back. "
United States
Julio E Vazquez
3 Bedroom Oceanfront Beach House

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End
St. John
9.6 out of 10, Exceptional, (119 reviews)
"Location was amazing!"
United States
Gina S.
Gorgeous View, Beach Access, Swimming Pool, Kayaks, Quiet Privacy - the East End

Paradise! Private Beachfront Home w/ Pool & Beach WiFi!

Paradise! Private Beachfront Home w/ Pool & Beach WiFi!
George Town
10.0 out of 10, Exceptional, (234 reviews)
"A group of 4 ladies- we can’t say enough about our stay at Blue Hues!! Ric was amazing! "
United States
Harriet B.
Paradise! Private Beachfront Home w/ Pool & Beach WiFi!

Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (38 reviews)
"Great experience, very pet friendly!"
United States
John
The price is £102
includes taxes & fees
11 May - 12 May
Blue House Joyuda

Centrally located 4 bedroom home with cozy pool and patio

Centrally located 4 bedroom home with cozy pool and patio
Cunucu Abao
9.6 out of 10, Exceptional, (38 reviews)
"Great place"
United States
Inam U.
Centrally located 4 bedroom home with cozy pool and patio

Change Your Latitude ~ Ocean Front Paradise 2 Bedroom

Change Your Latitude ~ Ocean Front Paradise 2 Bedroom
Mata de Plátano
10.0 out of 10, Exceptional, (123 reviews)
"Excellent rental, great location. Host was great, communicated well. House was well supplied. Define would stay again. "
United States
George E.
Change Your Latitude ~ Ocean Front Paradise 2 Bedroom

Residence Nokoshima

Residence Nokoshima
Fort-de-France
10.0 out of 10, Exceptional, (2 reviews)
"Excellente. Chambre propre"
France
Susanna
Residence Nokoshima

Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
10.0 out of 10, Exceptional, (91 reviews)
" Adam was a great host. His place was cozy, clean, and very comfortable—the beds in particular were excellent. He was also very responsive, replying within minutes whenever we had questions. The property is located in a gated community, which made us feel safe at all times of the day. There are plenty of restaurants nearby; Daniel’s Pizza and the bakery across the street quickly became our go-to spots."
United States
AIDA
The price is £142
includes taxes & fees
11 May - 12 May
Garden Suite near the Beach and restaurants!

Enjoy a magnificent experience in Vieques Bioluminescent Bay!

Enjoy a magnificent experience in Vieques Bioluminescent Bay!
Isabel II
9.2 out of 10, Wonderful, (13 reviews)
"Overall nice location"
United States
Julio R.
Enjoy a magnificent experience in Vieques Bioluminescent Bay!

This is a three bedrooms three bathrooms house that is fully furnihsed

This is a three bedrooms three bathrooms house that is fully furnihsed
Florence Hall
9.2 out of 10, Wonderful, (9 reviews)
"Quick check in and great communications and house was very clean will definitely be staying again."
United States
Ava
The price is £122
includes taxes & fees
18 May - 19 May
This is a three bedrooms three bathrooms house that is fully furnihsed

Huge Porch House in Rainforest 15 min from Beach

Huge Porch House in Rainforest 15 min from Beach
Mata de Plátano
8.0 out of 10, Very good, (4 reviews)
"Nice and quiet,entertainment short drive"
United States
Francisco C.
The price is £190
includes taxes & fees
8 May - 9 May
Huge Porch House in Rainforest 15 min from Beach
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 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 13601 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 £89 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
1,198
Accommodation
13601 Holiday Homes
Lowest Price
£89
Highest Price
£269