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
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

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

Our top choices for Caribbean Islands vacation homes

1. 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, (67 reviews)
"Great location, easy access to property."
United States
Jose
The price is ₩173,766
₩223,498 total
includes taxes & fees
Nov 16 - Nov 17
150 Sol by Stay with Bear

2. Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.6 out of 10, Exceptional, (55 reviews)
"Excelent place in front of the ocean, beautiful property"
United States
Samary
The price is ₩151,503
₩162,105 total
includes taxes & fees
Nov 8 - Nov 9
Blue House Joyuda

3. Villa Mar

Villa Mar
2.5 star property
Punta Cana
10.0 out of 10, Exceptional, (1 review)
"Muchas gracias todo estubo bien pendiente a los mensajes y responden rápido lo recomiendo"
United States
Ransel
The price is ₩103,540
₩122,177 total
includes taxes & fees
Nov 9 - Nov 10
Villa Mar

4. OASIS GRANDE ANSE

OASIS GRANDE ANSE
Deshaies
The price is ₩112,648
₩201,732 total
includes taxes & fees
Nov 13 - Nov 14
OASIS GRANDE ANSE

5. 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 ₩156,389
₩201,147 total
includes taxes & fees
Dec 6 - Dec 7
1120 Vieques by Stay with Bear

6. Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach
4.0 star property
Falmouth Historic Town Centre
10.0 out of 10, Exceptional, (21 reviews)
"This is my first time staying here, and it is a must-do! It has a great location, 24/7 security, and amazing amenities! The peace of the surrounding areas was also a great benefit to staying here! "
United States
Marcia
The price is ₩86,650
₩333,621 total
includes taxes & fees
Nov 15 - Nov 16
Jhadano Villa 3BR Pool Shuttle 3 Mins to Beach

7. Watermark Luxury Oceanfront All Suite Hotel

Watermark Luxury Oceanfront All Suite Hotel
4.0 star property
Cabarete
8.8 out of 10, Excellent, (104 reviews)
"We had a great time staying at the watermark!"
United States
KIRSA
The price is ₩335,989
₩457,384 total
includes taxes & fees
Dec 6 - Dec 7
Watermark Luxury Oceanfront All Suite Hotel

8. Casa vacacional en Arenales Isabela

Casa vacacional en Arenales Isabela
3.5 star property
Isabela
9.0 out of 10, Wonderful, (50 reviews)
"The property was nice and clean quiet area had everything included inside the house sent you air and the bedrooms were nice"
United States
Jaime
The price is ₩119,817
₩294,764 total
includes taxes & fees
Nov 17 - Nov 18
Casa vacacional en Arenales Isabela

9. BTS8

BTS8
3.0 star property
Montego Bay
10.0 out of 10, Exceptional, (1 review)
The price is ₩145,258
₩236,283 total
includes taxes & fees
Nov 11 - Nov 12
BTS8
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 Islands Hotel Reviews

Find out more about Caribbean Islands

Caribbean Islands Vacation Homes information

Number of reviews
277
Accommodation
30 Vacation Homes
Lowest Price
₩122,177
Highest Price
₩457,384