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

Private Holiday Homes in Caribbean

Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Caribbean holiday homes

A modern bedroom with a large bed, bedside tables with lamps, a wardrobe, and an air conditioning unit.

1. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (197 reviews)
"Amazing stay"
United States
Stanley
The price is RM402
RM517 total
includes taxes & fees
2 Nov - 3 Nov
1120 Vieques by Stay with Bear
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, (66 reviews)
"Great location, easy access to property."
United States
Jose
The price is RM548
RM705 total
includes taxes & fees
30 Nov - 1 Dec
150 Sol by Stay with Bear
A modern interior with a large window, a potted plant, and a door leading outside.

3. Miramar by PMI Puerto Rico

Miramar by PMI Puerto Rico
3.0 star property
Santurce
9.4 out of 10, Exceptional, (3 reviews)
"This property was 10/10!!!! Easy check in , awesome location and fast communication with host!!! Will definitely be booking again"
United States
Anthony
The price is RM347
RM948 total
includes taxes & fees
1 Nov - 2 Nov
Miramar by PMI Puerto Rico
A compact kitchen with a microwave, sink, and washing machine. There is a small dining area with stools and a table.

4. 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
A swimming pool with lounge chairs and palm trees, surrounded by buildings and a clear sky.

5. NÔA curacao

NÔA curacao
4.0 star property
Saliña
9.8 out of 10, Exceptional, (7 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
A living room with a sofa, a TV, a lamp, and a painting on the wall.

6. 152 Sol by Stay with Bear

152 Sol by Stay with Bear
2.5 star property
Old San Juan
9.6 out of 10, Exceptional, (4 reviews)
"We had a great stay! The place was very clean, tidy, and exactly as expected. The location was perfect, and the host was very helpful and responsive. We really enjoyed our time here and would definitely stay again!"
Canada
Nicole
The price is RM987
RM1,269 total
includes taxes & fees
11 Nov - 12 Nov
152 Sol by Stay with Bear
A covered outdoor seating area with wicker furniture and a bottle of champagne, overlooking a beach with clear turquoise water.

7. The Suite Life

The Suite Life
4.0 star property
Rokers Point
8.2 out of 10, Very good, (20 reviews)
"The property is exactly how you see it listed. Our favorite part was that we had the beach foot steps away from out back door."
United States
ALIDA
The price is RM731
RM1,659 total
includes taxes & fees
31 Oct - 1 Nov
The Suite Life
A clear swimming pool surrounded by palm trees and a stone wall, with a building in the background.

8. Eagle Vacation Home

Eagle Vacation Home
4.0 star property
Oranjestad
9.6 out of 10, Exceptional, (17 reviews)
"Nice quiet area easy walk to beach"
United States
teresa
Eagle Vacation Home
A dining area with a wooden table, white chairs, and a ceiling fan.

9. 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 RM453
RM485 total
includes taxes & fees
5 Nov - 6 Nov
Blue House Joyuda
A modern building with a staircase leading to a door, surrounded by greenery and white railings.

10. Alto Vista Hills

Alto Vista Hills
3.5 star property
Noord
8.8 out of 10, Excellent, (14 reviews)
"Very clean place The host and his Mom were very very helpful and very kind people Very fast response time with any help needed Would definitely stay there again"
United States
Douglas
Alto Vista Hills
A covered outdoor patio with a round table and chairs, a chandelier, and a view of greenery.

11. 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, (35 reviews)
"The staff were so friendly they felt like family. The area was secluded and beautiful surrounded by trees and an easy access creek where they provided kayaking services to add to your stay. Close to the ariport and local attractions making travel easy. Check in and check out was an easy process and I felt 100% welcome. When we come back I will likely book in the same location."
United States
Krystal
The price is RM528
RM1,002 total
includes taxes & fees
9 Nov - 10 Nov
Villa Serenity by the water
A resort with a large swimming pool, multiple overwater bungalows, and a clear blue sky.

12. 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
Beach

13. Lovely Studio Apartment in Soufriere From Claviers

Lovely Studio Apartment in Soufriere From Claviers
3.0 star property
Soufrière
9.0 out of 10, Wonderful, (4 reviews)
"Close proximity to restaurants, shops and the beach."
United States
Damian
The price is RM432
RM432 total
includes taxes & fees
31 Oct - 1 Nov
Lovely Studio Apartment in Soufriere From Claviers
A kitchen with wooden cabinets, a gas stove, a sink, and a window with curtains.

14. Vince's house

Vince's house
2.5 star property
Tabarre
Vince's house
A white door with a window, leading to a balcony with a view of dense foliage.

15. 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

16. 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
A modern hotel room with a balcony, a bed, a sofa, a coffee table, and a kitchen area.

17. The Beach Pad

The Beach Pad
3.0 star property
Rincon
9.8 out of 10, Exceptional, (81 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
A beachfront property with multiple buildings, a sandy pathway, and lush greenery.

18. 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
A wooden building with a balcony overlooking a pool area, surrounded by lush greenery and a forested hill in the background.

19. Hacienda Elena Paraiso Tropical

Hacienda Elena Paraiso Tropical
3.5 star property
Canóvanas
8.2 out of 10, Very good, (21 reviews)
"This property was absolutely amazing for our family. The pool was a big hit with the kids and the rooms had everything we needed for a comfortable stay. Very peaceful and secluded."
United States
Cristina Mercado
Hacienda Elena Paraiso Tropical
A swimming pool with a curved edge, surrounded by pebbles and plants.

20. BnBBonaire

BnBBonaire
3.0 star property
Playa
8.8 out of 10, Excellent, (21 reviews)
"The manager is nice and well managed the property. But the property is not as good as expected."
United States
Aliya
BnBBonaire
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

Hotel El Convento

Hotel El Convento

10/10 Excellent
"I absolutely love this property. It’s historical and beautiful. The staff are amazing, and not just one person, the entire staff was wonderful. My family and I stay here every time we come to Puerto Rico. It’s wonderful for families with children. It’s close to so many restaurants, shops, food trucks, historical sites, and not far from beaches either. The only complaint I have is that they were working on expanding their rooftop pool so we were not able to enjoy that part of the property this time. Other than that, everything was wonderful."
Victoria 2-night trip
Posted 9 hours ago
Hotel El Convento

Find out more about Caribbean

Caribbean Private Holiday Homes information

Number of reviews
590
Accommodation
985 Private Holiday Homes
Lowest Price
RM432
Highest Price
RM1,659

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