A beach with clear turquoise water, white sand, and palm trees.

Search Vacation Homes in Caribbean Islands

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
Sep 25 - Sep 27
In two months
Nov 6 - Nov 8
In three months
Dec 4 - Dec 6
In four months
Jan 1 - Jan 3

Our top choices for Caribbean Islands vacation homes

A dining area with a wooden table, white chairs, and a ceiling fan.

1. Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (52 reviews)
"Excelent place in front of the ocean, beautiful property"
United States
Samary
The price is ₩162,401
₩173,764 total
includes taxes & fees
Sep 14 - Sep 15
Blue House Joyuda
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, (64 reviews)
"Great location !Parking sucks , if you drive park on one of the parking garage"
United States
Amy
The price is ₩167,700
₩215,695 total
includes taxes & fees
Oct 6 - Oct 7
150 Sol by Stay with Bear
A spacious room with a large bed, a sofa, a wooden coffee table, and a balcony with a view of the ocean.

3. BTS4

BTS4
3.0 star property
Montego Bay
The price is ₩152,138
₩330,584 total
includes taxes & fees
Sep 14 - Sep 15
BTS4
A swimming pool with a waterfall feature, surrounded by stone tiles and potted plants.

4. Villa Carmin I Apt with Private Pool

Villa Carmin I Apt with Private Pool
3.5 star property
Aguadilla
8.8 out of 10, Excellent, (3 reviews)
"This place was perfect, dog friendly, convenient and close enough to beaches. The place was clean and well supplied."
United States
Elba
The price is ₩189,568
₩396,734 total
includes taxes & fees
Sep 14 - Sep 15
Villa Carmin I Apt with Private Pool
A bedroom with a bed, a bedside table, a lamp, and a wardrobe.

5. Villa Mar

Villa Mar
2.5 star property
Punta Cana
The price is ₩101,304
₩119,539 total
includes taxes & fees
Sep 14 - Sep 15
Villa Mar
A dining area with a table and four chairs, a framed artwork on the wall, and a television mounted on the wall.

6. Montones Beach Apartment C-3

Montones Beach Apartment C-3
3.0 star property
Jobos
8.2 out of 10, Very Good, (54 reviews)
"Excellent, awesome 👌 The best place to go vacations "
United States
Felix
The price is ₩107,516
₩285,882 total
includes taxes & fees
Sep 16 - Sep 17
Montones Beach Apartment C-3
A modern kitchen with a built-in oven, a refrigerator, and a dining area with a table set for four.

7. Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
9.8 out of 10, Exceptional, (6 reviews)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is ₩231,426
₩450,745 total
includes taxes & fees
Sep 14 - Sep 15
Phoenix Park Villas Portmore
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Caribbean Islands Hotel Reviews

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

10/10 Excellent
"Clean room, modern amenities"
Shaneika 2-night trip
Posted 1 hour ago
Princess Grand Jamaica Resort - All Inclusive

Find out more about Caribbean Islands

Caribbean Islands Vacation Homes information

Number of reviews
121
Accommodation
33 Vacation Homes
Lowest Price
₩119,539
Highest Price
₩450,745