Find Vacation Homes in Caribbean from $131

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Top Cities in Caribbean

Vacation Homes in Caribbean

1120 Vieques by Stay with Bear

3.5 star property
Santurce
9.8 out of 10, Exceptional, (61)
"The staff and neighbors were very nice"
United States
Holly
1120 Vieques by Stay with Bear

150 Sol by Stay with Bear

3.0 star property
Old San Juan
8.4 out of 10, Very Good, (5)
"El lugar y la habitación estaban muy bonito y cómodo. Al principio no había agua, pero lo resolvieron súper rápido y me reubicaron en otra estancia. La persona que me atendió fue muy amable y atenta. ¡Recomiendo este lugar al 100%! "
Mexico
Stephanie
$117 nightly
The price is $131
Dec 3 - Dec 4
Total with taxes and fees
150 Sol by Stay with Bear

Sugar Apple Bed & Breakfast

3.5 star property
Christiansted Historic District
9.4 out of 10, Exceptional, (64)
"Sugar Apple BNB was an amazing stay. I will definitely be back! The morning breakfast was great and the hostess was so very friendly."
United States
Shannon
Sugar Apple Bed & Breakfast

Playa Nueva Romana

3.5 star property
Ramón Santana
9.2 out of 10, Wonderful, (27)
"I enjoyed the privacy, kindness of people around and overall the calm culture. "
United States
Laura
Playa Nueva Romana

Sophisticated Beach Condo-Ocean View-Sapphire

Smith Bay
9.0 out of 10, Wonderful, (31)
"Great stay. We were only there for one night before an early flight the next day, but it was the perfect spot for us!"
United States
Heather
$234 nightly
The price is $249
Nov 9 - Nov 10
Total with taxes and fees
Sophisticated Beach Condo-Ocean View-Sapphire

Casa vacacional en Arenales Isabela

3.5 star property
Isabela
9.0 out of 10, Wonderful, (48)
"Good amount of space, beds & pillows were comfortable. Hosts were responsive. House was clean. My only complaint was that power went out for about 5 hours and it was hot! I also didn’t like that it was high up on a long road with many turns and barely visible street signs. This aside, it was fine with enough room for all."
United States
Lillian
$169 nightly
The price is $184
Nov 9 - Nov 10
Total with taxes and fees
Casa vacacional en Arenales Isabela

THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

St. Croix
10.0 out of 10, Exceptional, (3)
"“This is it” is absolutely amazing! We had a great time, house is very comfortable, great kitchen, very comfy beds, good showers, loved the outdoor showers!! loved the salt water swimming pool, view is breathtaking, great communication with our host Tisha! I can’t say enough good things about our stay! We want to go back!!"
United States
Annie D.
THIS IS IT! SEAFRONT RETREAT W/ BEACH ACCESS & POOL

Villa Serenity by the water

3.5 star property
Discovery Bay
8.4 out of 10, Very Good, (30)
"Nice place to stay"
United States
Roodmy
$220 nightly
The price is $247
Nov 11 - Nov 12
Total with taxes and fees
Villa Serenity by the water

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

Zarzal
10.0 out of 10, Exceptional, (77)
"Exceeded our expectations"
United States
PRESTON T.
Yes! This is your retreat, view of El Yunque, inside Coco Beach Resort.

Sunset Point Oceanfront Villa—Sea Views From Every Room—Private Pool—Taylor Bay

Providenciales
9.8 out of 10, Exceptional, (88)
"We had a fantastic time. The house is wonderful. Taylor Bay is world class. Communication with Julian/host was superb! 5 stars for sure! We'd love to come back!"
United States
Benjamin T.
Sunset Point Oceanfront Villa—Sea Views From Every Room—Private Pool—Taylor Bay

So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

Grand Cayman
9.8 out of 10, Exceptional, (18)
"We had a fantastic time at this gorgeous, peaceful property. Highly, highly recommend!"
United States
Amy W.
So Serene Oceanfront Villa, Rum Point, Private Beach, Hot Tub, Kayak, Snorkeling

ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful

Georgetown
9.8 out of 10, Exceptional, (206)
"Wonderful location that is well taken care of and full things to do. Equally a fun place for both the adventurous and the not so adventurous. "
United States
Anna T.
ONE OF A KIND PROPERTY! Breathtaking Views, Ocean Breezes, Huge Dock, Peaceful

Casa Parcha

3.5 star property
Naguabo
10.0 out of 10, Exceptional, (31)
"Very nice place to stay."
United States
Alaska
$185 nightly
The price is $197
Nov 8 - Nov 9
Total with taxes and fees
Casa Parcha

Cozy house steps from the beach in Boca Catalina Aruba. Modern and Spacious.

Malmok
10.0 out of 10, Exceptional, (70)
"Loved the beautiful home ,location ,and easiness of renting.Perfect!"
United States
Dee C.
Cozy house steps from the beach in Boca Catalina Aruba. Modern and Spacious.

Diamante 15

3.0 star property
Malmok
10.0 out of 10, Exceptional, (3)
"A casa é muito boa, tem tudo o que precisamos, limpinha, nos atendeu super bem! O condomínio é seguro, não muito longe da praia, tem piscina, academia e restaurante. Gostei muito do local e dou nota 10!"
Brazil
THAIS
Diamante 15

Luxurious and Beautiful Isla Verde Beach house with private pool

Isla Verde
9.8 out of 10, Exceptional, (62)
"Had a wonderful stay at Villa Catalina. The house was perfect for our party of 13. We made good use of the pool and nearby beach each day. The house was well appointed and the property manager was very helpful."
United States
Anonymous traveler
Luxurious and Beautiful Isla Verde Beach house with private pool

CIESTA SANDS- Beachfront Luxury, Top Beach, 4 bedrooms w private bath, Pool

Moore Hill
10.0 out of 10, Exceptional, (32)
"The house was perfect. Great views and fully stocked with things to keep the kids busy."
United States
Sarah H.
CIESTA SANDS- Beachfront Luxury, Top Beach, 4 bedrooms w private bath, Pool

Starfish House, Great Exuma - Great for 4 couples or 2 families.

Exuma
10.0 out of 10, Exceptional, (40)
"We loved this house, amenities , and location! Great stay with 8 people!"
United States
Katie B.
Starfish House, Great Exuma - Great for 4 couples or 2 families.

"The hidden Gem of PR" Seaside in Patillas, PR. Steps from the Beach.

Guardarraya
9.0 out of 10, Wonderful, (2)
"The house was very nice and comfortable. There was plenty of room for all of us and the ocean out back was wonderful. We could always hear the ocean. There were some things that would have made our stay more pleasant that are easy to correct. There were no garbage bags available for the garbage pail in the kitchen, we really needed more towels, soap and shampoo in the bathrooms should have been available, and more toilet paper. In addition, there really needs to be a TV in a common area. ...
United States
Mikki G.
"The hidden Gem of PR" Seaside in Patillas, PR. Steps from the Beach.

Cliffside house with stunning sea view w/ private pool 10 min walk to the beach!

Barbados
9.6 out of 10, Exceptional, (80)
"We never got tired of the view! Loved waking up to the ocean and coming back each night to unwind listening to the waves. The pool and outdoor shower were definite bonuses. David was a great host, meeting us at the airport and showing around the property, thanks for sharing your slice of paradise."
Canada
Adele B.
Cliffside house with stunning sea view w/ private pool 10 min walk to the 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

Price trends for hotels in Caribbean

Less expensive
More expensive
This month
Next month
September
March
$242
$252
Month
Price
January
$253
February
$230
March
$265
April
$240
May
$227
June
$223
July
$213
August
$221
September
$179
October
$216
November
$242
December
$252
Price trend information excludes taxes and fees and is based on base rates for a nightly stay for 2 adults found in the last 7 days on our site and averaged for commonly viewed Vacation Homes in Caribbean. Select dates and complete search for nightly totals inclusive of taxes and fees.

Find out more about Caribbean

Booking Tips to Find the Best Caribbean Vacation Homes


How much does it cost to rent a vacation home in Caribbean?

You can find incredible Caribbean vacation homes for all types of budgets: between $131 and $249 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Caribbean?

If you are looking for a great deal on your vacation home in Caribbean, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Caribbean?

There are 13433 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Caribbean?

Begin by entering your trip dates to see what type of Caribbean rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Caribbean?

Booking Caribbean vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Caribbean rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Caribbean along with your vacation property, into a Caribbean vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Caribbean Vacation Homes information

Number of reviews
888
Accommodation
13433 Vacation Homes
Lowest Price
$131
Highest Price
$249