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

Holiday Homes in Caribbean Islands

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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 Islands holiday homes

Premium Chalet, 1 Queen Bed with Sofa bed, Kitchen, Ground Floor | Living area

1. 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 €112
includes taxes & fees
11 Aug - 12 Aug
Blue House Joyuda
Outdoor dining

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, (60 reviews)
"First time to Old San Juan, and the location was ideal."
Canada
George Todd
The price is €157
includes taxes & fees
2 Sept - 3 Sept
150 Sol by Stay with Bear
Comfort House, 2 Bedrooms | Terrace/patio

3. 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 €284
includes taxes & fees
11 Aug - 12 Aug
Villa Serenity by the water
Family House, Garden View | Private kitchen

4. 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 €325
includes taxes & fees
11 Aug - 12 Aug
Phoenix Park Villas Portmore
Apartment, 3 Bedrooms

5. 1120 Vieques by Stay with Bear

1120 Vieques by Stay with Bear
3.5 star property
Santurce
9.2 out of 10, Wonderful, (166 reviews)
"Easy check in process and good location."
United States
Joshua Thomas
The price is €142
includes taxes & fees
25 Aug - 26 Aug
1120 Vieques by Stay with Bear
View from property

6. Treasure By The Sea

Treasure By The Sea
3.5 star property
Playa
10.0 out of 10, Exceptional, (21 reviews)
"No ocean view, but just a one minute walk to water"
United States
Sarah
The price is €190
includes taxes & fees
11 Aug - 12 Aug
Treasure By The Sea
Family Townhome, 2 Bedrooms, Kitchen, Ocean View | In-room dining

7. Stunning Ocean View

Stunning Ocean View
4.0 star property
Negril
10.0 out of 10, Exceptional, (14 reviews)
"Clean and beautiful scenery! Needed assistance after hours and the manager responded quickly to my questions and concerns. Would book again"
United States
Willie
The price is €636
includes taxes & fees
11 Aug - 12 Aug
Stunning Ocean View
Private beach nearby, beach towels, fishing

8. Taste of Paradise

Taste of Paradise
4.0 star property
Nassau
8.4 out of 10, Very good, (39 reviews)
"Great stay"
United States
Abiola
The price is €285
includes taxes & fees
11 Aug - 12 Aug
Taste of Paradise
Beach

9. 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 €178
includes taxes & fees
11 Aug - 12 Aug
Casa vacacional en Arenales Isabela
House | Living area

10. Joss location 971

Joss location 971
Le Gosier
The price is €133
includes taxes & fees
11 Aug - 12 Aug
Joss location 971
On the beach, white sand

11. 3 Bedroom Oceanfront Beach House

3 Bedroom Oceanfront Beach House
3.5 star property
Isabela
9.6 out of 10, Exceptional, (37 reviews)
"The accommodations were exactly as described. The host was communicative, provided clear and detailed instructions, and made the check-in process seamless. The space was clean and comfortable. The pool was a great size and conveniently located. There were also plenty of restaurants and attractions nearby, making it easy to enjoy the area. I would definitely recommend this place to others and would happily stay here again."
United States
Sheila
3 Bedroom Oceanfront Beach House
House, 2 Bedrooms, Smoking, Balcony | Balcony

12. Modern Home 10minstobeach, Private Cliff, AC Wifi

Modern Home 10minstobeach, Private Cliff, AC Wifi
2.0 star property
Negril
8.0 out of 10, Very good, (3 reviews)
"Great atmosphere and awesome service. Clean and spacious apartment with a modern touch. Definitely looking forward to a future stay"
United States
Shantel
The price is €108
includes taxes & fees
16 Aug - 17 Aug
Modern Home 10minstobeach, Private Cliff, AC Wifi
Outdoor pool

13. 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 €232
includes taxes & fees
11 Aug - 12 Aug
Villa Carmin I Apt with Private Pool
Beach

14. kann Zananas

kann Zananas
Anse-Bertrand
10.0 out of 10, Exceptional, (1 review)
The price is €138
includes taxes & fees
20 Aug - 21 Aug
kann Zananas
Beach

15. Colinas del Atlantico for 18 People

Colinas del Atlantico for 18 People
3.5 star property
Isabela
9.4 out of 10, Exceptional, (12 reviews)
"Plenty of room, clean. Would stay here again"
United States
Kostas
The price is €362
includes taxes & fees
12 Aug - 13 Aug
Colinas del Atlantico for 18 People
Cottage

16. The Cottage at Villa Indigo

The Cottage at Villa Indigo
3.0 star property
St. Thomas
8.8 out of 10, Excellent, (15 reviews)
"We got a true dose of the life experience on the island staying here. The entire experience was MAGICAL!!!! Me and my family will most definitely staying again when we come back "
United States
Oronde
The price is €393
includes taxes & fees
11 Aug - 12 Aug
The Cottage at Villa Indigo
Exterior

17. RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL

RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
4.0 star property
Negril
The price is €102
includes taxes & fees
16 Aug - 17 Aug
RUNTINGS HIDEAWAY STAY NOMPREL ROAD NEGRIL
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 €190
includes taxes & fees
12 Aug - 13 Aug
Tobago Hibiscus Villas and Apartments
Terrace/patio

19. Las Montanas

Las Montanas
3.0 star property
Bonao
The price is €299
includes taxes & fees
14 Aug - 15 Aug
Las Montanas
Comfort House | Private kitchen

20. Casia Villa

Casia Villa
3.0 star property
Montego Bay
2.0 out of 10, (1 review)
"We waited forever in a shadycary office"
United States
Michael
The price is €447
includes taxes & fees
11 Aug - 12 Aug
Casia Villa
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 Islands Hotel Reviews

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

8/10 Good
"Great trip and staff was amazing! Reservations could use improvement."
Christina 4-night trip
Posted 1 hour ago
Hotel Riu Palace Paradise Island - Adults Only - All Inclusive

Find out more about Caribbean Islands

Caribbean Islands Holiday Homes information

Number of reviews
461
Accommodation
183 Holiday Homes
Lowest Price
€102
Highest Price
€636