A tropical beach with clear turquoise waters, lush green hills, and a small red building on a hill.

Holiday Homes in Caribbean

Compare and save

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Caribbean holiday homes

Apartment, 3 Bedrooms | Hypo-allergenic bedding, desk, laptop workspace, blackout curtains

1. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (167 reviews)
"Easy check in process and good location."
United States
Joshua Thomas
The price is 4.449.986 ₫
5.723.571 ₫ total
includes taxes & fees
2 Sept - 3 Sept
1120 Vieques by Stay with Bear
Property grounds

2. Alto Vista Hills

Alto Vista Hills
3.5 star property
Noord
8.6 out of 10, Excellent, (11 reviews)
"The location was perfect. All places of interest were within reasonable distance and travel times. Quiet neighborhood. The room was comfortable. Communicating with Amir was easy, replying within minutes. Was able to meet him and speak face to face. Only few suggestions regarding place Mattress Covers AC filters ( clean more often) If possible a coin operated laundry room I would certainly stay here again!!"
United States
Ricardo
Alto Vista Hills
Outdoor dining

3. 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, (60 reviews)
"First time to Old San Juan, and the location was ideal."
Canada
George Todd
The price is 3.400.930 ₫
4.374.276 ₫ total
includes taxes & fees
10 Sept - 11 Sept
150 Sol by Stay with Bear
Outdoor pool, free pool cabanas, pool umbrellas

4. NÔA curacao

NÔA curacao
4.0 star property
Saliña
9.8 out of 10, Exceptional, (6 reviews)
"Beds were comfortable, a lot of kitchen utensils so cooking was easy there. Great location. Nice outdoor sitting area. You don't have a lot of privacy though."
United States
Stephanie
NÔA curacao
Balcony view

5. The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (80 reviews)
"Fantastic place to stay. Clean, easy check in, and the most beautiful drive to and from Rincon. Highly recommend staying here."
United States
Maria Elizabeth
The Beach Pad
Front of property

6. The Suite Life

The Suite Life
4.0 star property
Rokers Point
8.0 out of 10, Very good, (18 reviews)
"The beach right behind you."
United States
Beatriz
The price is 5.179.878 ₫
11.257.865 ₫ total
includes taxes & fees
30 Aug - 31 Aug
The Suite Life
Premium Chalet, 1 Queen Bed with Sofa bed, Kitchen, Ground Floor | Living area | LCD TV

7. Blue House Joyuda

Blue House Joyuda
3.5 star property
Cabo Rojo
9.4 out of 10, Exceptional, (46 reviews)
"Host was always very polite and responsive."
United States
Myrna
The price is 3.166.789 ₫
3.388.373 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Blue House Joyuda
Premium Apartment, 2 Bedrooms | Terrace/patio

8. Playa Nueva Romana

Playa Nueva Romana
3.5 star property
Ramón Santana
9.0 out of 10, Wonderful, (56 reviews)
"Amazing stay! Clean, staff was so nice and helpful"
United States
Antonio
Playa Nueva Romana
Duplex | Living area

9. 152 Sol by Stay with Bear

152 Sol by Stay with Bear
2.5 star property
Old San Juan
9.0 out of 10, Wonderful, (2 reviews)
"La ubicación es excelente. El Viejo San Juan siempre es una gran opción para hospedarse, ya que ofrece fácil acceso a una amplia variedad de restaurantes, cafeterías, tiendas y otros lugares de interés. Además, es una zona muy conveniente para recorrer a pie y disfrutar de su ambiente histórico."
United States
Ayment
The price is 4.542.375 ₫
4.951.188 ₫ total
includes taxes & fees
24 Aug - 25 Aug
152 Sol by Stay with Bear
Comfort House, 2 Bedrooms | Terrace/patio

10. Villa Serenity by the water

Villa Serenity by the water
3.5 star property
Cooper Jack Bay Settlement
8.4 out of 10, Very good, (34 reviews)
"Nice place to stay"
United States
Roodmy
The price is 5.297.602 ₫
8.578.715 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Villa Serenity by the water
Exterior

11. Eagle Vacation Home

Eagle Vacation Home
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (15 reviews)
"Nice quiet area easy walk to beach"
United States
teresa
Eagle Vacation Home
Panoramic Apartment, Ensuite (Tokyo) | Shared kitchen

12. Residence Nokoshima

Residence Nokoshima
Fort-de-France
9.6 out of 10, Exceptional, (4 reviews)
"The apartment was very clean, a good price, but much smaller than the pictures make it look."
Canada
Karen
Residence Nokoshima
Outdoor pool

13. Richmond Villa Rental Management

Richmond Villa Rental Management
3.5 star property
Ocho Rios
6.0 out of 10, (2 reviews)
"Property met out expectations. Close to the pool. Kid friendly. Great place to have a relaxintion vacation. "
United States
Lucien
Richmond Villa Rental Management
Comfort Studio | Terrace/patio

14. Binks appartments

Binks appartments
3.0 star property
Roseau
8.2 out of 10, Very good, (12 reviews)
"Great stay"
United Kingdom
shakiyl
Binks appartments
Interior

15. Treasure Manor

Treasure Manor
3.0 star property
Ocho Rios
2.0 out of 10, (1 review)
"This property was a scam and expedia was of no assistance in helping me get my money back. From before I reached Jamaica I contacted expedia to let them know I was unable to get in contact with the property. I did not have access to the property and yet expedia sees no issue with taking my money to give to these scammers."
United States
Raquelle
Treasure Manor
Property grounds

16. Cayman Luxury Rentals at Ocean Paradise

Cayman Luxury Rentals at Ocean Paradise
4.0 star property
North Side
9.8 out of 10, Exceptional, (43 reviews)
"Family friendly, very equipped accommodation. Caring and quick responsive staff. Would definitely recommend the place."
Canada
Mustapha
Cayman Luxury Rentals at Ocean Paradise
Beach

17. Las Mariposas

Las Mariposas
3.0 star property
Las Galeras
9.0 out of 10, Wonderful, (14 reviews)
"Great pleace to stay with the family! It was peaceful! "
United States
Stephanie
The price is 1.018.061 ₫
1.201.312 ₫ total
includes taxes & fees
15 Aug - 16 Aug
Las Mariposas
Exterior detail

18. Tobago Hibiscus Villas and Apartments

Tobago Hibiscus Villas and Apartments
3.5 star property
Bethel
8.8 out of 10, Excellent, (6 reviews)
"Clinton (host) was excellent. Great communication throughout. Waited up for us to arrive and even brought us fresh fruits! Kids loved the pool as well. "
United Kingdom
Michael
The price is 5.226.968 ₫
5.749.665 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Tobago Hibiscus Villas and Apartments
Basic Single Room, 1 Queen Bed, Non Smoking | Private kitchen | Fridge, oven, stovetop

19. Vince's house

Vince's house
2.5 star property
Tabarre
The price is 784.830 ₫
863.313 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Vince's house
Comfort House, 3 Bedrooms, Kitchen | In-room dining

20. 3-Bedroom House in Quebradillas

3-Bedroom House in Quebradillas
3.5 star property
Quebradillas
9.8 out of 10, Exceptional, (9 reviews)
"it was a nice stay"
United States
Silas
3-Bedroom House in Quebradillas
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 Hotel Reviews

The Royal at Atlantis

The Royal at Atlantis

8/10 Good
"Beautiful place but prices starting for food are shocking"
Erica 2-night trip
Posted 2 hours ago
The Royal at Atlantis

Find out more about Caribbean

Caribbean Holiday Homes information

Number of reviews
313
Accommodation
1159 Holiday Homes
Lowest Price
863.313 ₫
Highest Price
11.257.865 ₫