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

Search Holiday Homes in Caribbean Islands

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Save instantly and earn perks with One Key
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Caribbean Islands holiday homes

Outdoor dining

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, (65 reviews)
"Great location !Parking sucks , if you drive park on one of the parking garage"
United States
Amy
The price is £120
includes taxes & fees
6 Oct - 7 Oct
150 Sol by Stay with Bear
Premium Chalet, 1 Queen Bed with Sofa bed, Kitchen, Ground Floor | Living area | LCD TV

2. Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (53 reviews)
"Excelent place in front of the ocean, beautiful property"
United States
Samary
The price is £97
includes taxes & fees
20 Sept - 21 Sept
Blue House Joyuda
Outdoor pool

3. 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 £217
includes taxes & fees
22 Sept - 23 Sept
Villa Carmin I Apt with Private Pool
Comfort Bungalow | Terrace/patio

4. Rincón de Paz

Rincón de Paz
3.0 star property
Jarabacoa
9.0 out of 10, Wonderful, (2 reviews)
"Good "
Mexico
Ronny Hosmil
The price is £71
includes taxes & fees
20 Sept - 21 Sept
Rincón de Paz
Property grounds

5. Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
9.8 out of 10, Exceptional, (96 reviews)
"Host was very accesible and communicative and worked proactively to fix inconvenience. The power was out in the vicinity upon arrival but property had solar panels so that was a plus."
United States
Gladys
The price is £156
includes taxes & fees
21 Sept - 22 Sept
Garden Suite near the Beach and restaurants!
Iron/ironing board, free WiFi

6. BTS4

BTS4
3.0 star property
Montego Bay
The price is £188
includes taxes & fees
22 Sept - 23 Sept
BTS4
Coffee/tea maker, microwave, oven, stovetop

7. Home away II

Home away II
Cangrejo Arriba
9.0 out of 10, Wonderful, (31 reviews)
"Everything was wonderful at the property. The entire place was clean. I would definitely recommend this place."
United States
Delroy
The price is £165
includes taxes & fees
20 Sept - 21 Sept
Home away II
1 bedroom, WiFi

8. The YellowButterfly Tiny House

The YellowButterfly Tiny House
Nassau
9.4 out of 10, Exceptional, (21 reviews)
"Very clean, safe environment."
United States
Warren
The price is £98
includes taxes & fees
20 Sept - 21 Sept
The YellowButterfly Tiny House
Blackout curtains, iron/ironing board

9. Villa Mar

Villa Mar
2.5 star property
Punta Cana
The price is £63
includes taxes & fees
20 Oct - 21 Oct
Villa Mar
Outdoor dining

10. 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
9.2 out of 10, Wonderful, (51 reviews)
"Quiet closer to airport and restaurants are walkable distance."
United States
Naveen
The price is £104
includes taxes & fees
27 Sept - 28 Sept
Isla Verde Walk To Beach -Bars-Restaurants Near Airport Good for a Stop-N-Go
Sun-loungers, beach towels

11. Country Road, Take me Home- your own Island Cottage!

Country Road, Take me Home- your own Island Cottage!
Savannah
9.2 out of 10, Wonderful, (16 reviews)
"Great location’"
Canada
Renee M.
The price is £139
includes taxes & fees
21 Sept - 22 Sept
Country Road, Take me Home- your own Island Cottage!
Dining

12. La Casita del Este

La Casita del Este
Fajardo
10.0 out of 10, Exceptional, (11 reviews)
"Excellent place but location is a bit out of the way."
United States
Kristina M.
The price is £143
includes taxes & fees
2 Oct - 3 Oct
La Casita del Este
Coffee/tea maker, fridge, oven, stovetop

13. Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!

Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!
Aguadilla
8.8 out of 10, Excellent, (54 reviews)
"Excellent experience. The host was very nice. Love the location. Relax"
United States
Rebeca
The price is £97
includes taxes & fees
21 Sept - 22 Sept
Comfy and cozy mini house sitting on a beautiful 1500 meter lot. Great location!
Coffee/tea maker, fridge, microwave, oven

14. Zeus townhouse,

Zeus townhouse,
St. John's
9.2 out of 10, Wonderful, (27 reviews)
"My husband and I enjoyed our stay here. The place is really nice and spacious and clean . "
Canada
Heather L.
The price is £86
includes taxes & fees
20 Sept - 21 Sept
Zeus townhouse,
Apartment, 3 Bedrooms | Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

15. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (186 reviews)
"It was a really nice place to stay, I really recommend booking with them, everything’s is super close by, and you have access to everything super close, really nice stay I would stay there again!"
United States
Joselyn
The price is £101
includes taxes & fees
27 Sept - 28 Sept
1120 Vieques by Stay with Bear
Pool

16. 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
9.0 out of 10, Wonderful, (13 reviews)
"Quick check in and great communications and house was very clean will definitely be staying again."
United States
Ava
The price is £136
includes taxes & fees
27 Sept - 28 Sept
This is a three bedrooms three bathrooms house that is fully furnihsed
Coffee/tea maker, fridge, oven, stovetop

17. Casita Chiquita #1

Casita Chiquita #1
Aguadilla
9.2 out of 10, Wonderful, (47 reviews)
"The house was perfect. It’s a great place to stay if you have an early flight, as it’s conveniently located close to the airport."
United States
Maria
The price is £93
includes taxes & fees
12 Oct - 13 Oct
Casita Chiquita #1
Outdoor dining

18. Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.

Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.
Bravos de Boston
9.8 out of 10, Exceptional, (31 reviews)
"We stayed one night and it was perfect for what we needed! The property is great, the location is a bit out of the way from everything, but getting a taxi to take us to and from was no issue at all. "
United States
Ashley H.
The price is £278
includes taxes & fees
21 Sept - 22 Sept
Casa Paradise Palms! Beautiful views from the rooftop. Walk to ferry/beach.
Outdoor dining

19. Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go

Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go
Isla Verde
8.8 out of 10, Excellent, (58 reviews)
"Very close to beach, towels provided which was a life saver."
United States
Kylie P.
The price is £94
includes taxes & fees
21 Sept - 22 Sept
Isla Verde Beach -Bars-Restaurants Great for Near Airport Stop-N-Go
On the beach

20. Casa Seael- Beach House

Casa Seael- Beach House
Aguadilla Pueblo
8.6 out of 10, Excellent, (18 reviews)
"Location and Conform"
United States
Luis
The price is £168
includes taxes & fees
21 Sept - 22 Sept
Casa Seael- Beach House
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

8/10 Good
"The spaces were very clean and well maintained.the staff is extremely courteous in all areas. The food could have been better."
Gracianne 1-night trip
Posted less than an hour ago
Princess Grand Jamaica Resort - All Inclusive

Find out more about Caribbean Islands

Caribbean Islands Holiday Homes information

Number of reviews
686
Accommodation
148 Holiday Homes
Lowest Price
£63
Highest Price
£278