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

Caribbean Holiday Rentals

Top Cities in Caribbean

Our top choices for Caribbean holiday rentals

1. BELL At The Airport Suites - No Smoking & Adults Only - Free Airport Transportation

BELL At The Airport Suites - No Smoking & Adults Only - Free Airport Transportation
3.5 star property
Nassau
9.6 out of 10, Exceptional, (536 reviews)
"Clean property and sufficient for a one night stay if you are just in transit through Nassau. Hotel offers airport pickup and drop offs and the owner is super friendly."
Canada
Flora
The price is NZ$281
includes taxes & fees
30 Aug - 31 Aug
BELL At The Airport Suites - No Smoking & Adults Only - Free Airport Transportation

2. Aguadilla Surf Lodge

Aguadilla Surf Lodge
2.5 star property
Aguadilla
9.8 out of 10, Exceptional, (158 reviews)
"Excelent place! Excelent services!"
United States
Yaralis
The price is NZ$229
includes taxes & fees
12 Aug - 13 Aug
Aguadilla Surf Lodge

3. Reserva Real by Harper

Reserva Real by Harper
4.5 star property
Bávaro
9.0 out of 10, Wonderful, (332 reviews)
"Excellent stay!"
United States
Cynthia
The price is NZ$150
includes taxes & fees
1 Sept - 2 Sept
Reserva Real by Harper

4. Governors Village Seven Mile Beach Corridor

Governors Village Seven Mile Beach Corridor
3.5 star property
Seven Mile Beach
9.6 out of 10, Exceptional, (442 reviews)
"Great location, great staff, clean, right next to the beach, would definitely come back. We really enjoyed our stay!"
United States
Lexus
The price is NZ$298
includes taxes & fees
6 Aug - 7 Aug
Governors Village Seven Mile Beach Corridor

5. Santa Fe Club

Santa Fe Club
3.5 star property
Sosúa
8.4 out of 10, Very good, (216 reviews)
"Great stay,"
United States
Hector
The price is NZ$166
includes taxes & fees
25 Aug - 26 Aug
Santa Fe Club

6. Aston Rubi City Suites

Aston Rubi City Suites
4.5 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (283 reviews)
"The property was clean,staff was amazing and the rooms was modern ."
United States
Saiefa
The price is NZ$169
includes taxes & fees
24 Aug - 25 Aug
Aston Rubi City Suites

7. A 7 Minutos del Aeropuerto SDQ Apto.

A 7 Minutos del Aeropuerto SDQ Apto.
2.5 star property
La Caleta
9.4 out of 10, Exceptional, (22 reviews)
"Fausto is an amazing host- prompt, attentive. Bed is very comfortable and accommodations were perfect. Got us to the airport in good time and found us a local place to eat."
United States
Annette
The price is NZ$81
includes taxes & fees
19 Aug - 20 Aug
A 7 Minutos del Aeropuerto SDQ Apto.

8. PALMERAS DE SOL CARIBE

PALMERAS DE SOL CARIBE
4.5 star property
Bávaro
9.4 out of 10, Exceptional, (30 reviews)
"We can recommend this hotel and we would book it again next time."
Mexico
carine
The price is NZ$246
includes taxes & fees
2 Aug - 3 Aug
PALMERAS DE SOL CARIBE

9. Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.8 out of 10, Excellent, (453 reviews)
"Highly recommend, this place is beautiful!"
United States
Lusianny
The price is NZ$188
includes taxes & fees
1 Sept - 2 Sept
Glamping Ecolodge Cueva de las Águilas

10. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (684 reviews)
"Great place!"
United States
Amy
The price is NZ$423
includes taxes & fees
31 Aug - 1 Sept
Bluebeard's Castle Resort

11. LINCOLN SUITE

LINCOLN SUITE
4.0 star property
Mata Hambre
9.4 out of 10, Exceptional, (128 reviews)
"Excellent place ."
United States
Yuval
The price is NZ$125
includes taxes & fees
4 Aug - 5 Aug
LINCOLN SUITE

12. Costa Love Hotel PUJ

Costa Love Hotel PUJ
4.0 star property
Verón
8.8 out of 10, Excellent, (401 reviews)
"They were friendly, had good sushi and made me feel comfortable during my stay"
United States
Dominique
The price is NZ$129
includes taxes & fees
19 Aug - 20 Aug
Costa Love Hotel PUJ

13. PARADISE DUKASI SUITES at LOS CORALES

PARADISE DUKASI SUITES at LOS CORALES
4.5 star property
Bávaro
8.2 out of 10, Very good, (24 reviews)
"Clean and comfortable place, reasonable price, nice pool."
France
Perlana
The price is NZ$309
includes taxes & fees
12 Aug - 13 Aug
PARADISE DUKASI SUITES at LOS CORALES

14. Green Land Bubble Glamping

Green Land Bubble Glamping
2.0 star property
Sosúa
9.4 out of 10, Exceptional, (98 reviews)
"Overall good experience"
United States
Jesus
The price is NZ$218
includes taxes & fees
5 Aug - 6 Aug
Green Land Bubble Glamping

15. The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (224 reviews)
"A DELIGHTFUL STAY! Can’t wait to return!"
United States
Zoe
The price is NZ$199
includes taxes & fees
9 Aug - 10 Aug
The Palms Resort

16. Residenciales H1 & H2

Residenciales H1 & H2
3.0 star property
Villa Olga
9.6 out of 10, Exceptional, (199 reviews)
"Very good place to stay. "
United States
NICOLAS
The price is NZ$98
includes taxes & fees
1 Sept - 2 Sept
Residenciales H1 & H2

17. Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (78 reviews)
"Loved everything!zero complaints!"
United States
pat
The price is NZ$572
includes taxes & fees
16 Aug - 17 Aug
Fountain Anguilla

18. Central Park Tower

Central Park Tower
3.5 star property
Piantini
8.8 out of 10, Excellent, (423 reviews)
"Excelent place to stay!"
United States
Constancia De Jesus De La Cruz Espinal
The price is NZ$134
includes taxes & fees
1 Sept - 2 Sept
Central Park Tower

19. Pineapple Fields Boutique Condo Hotel

Pineapple Fields Boutique Condo Hotel
3.0 star property
Governor's Harbour
9.8 out of 10, Exceptional, (15 reviews)
"A great location across the street from a gorgeous pink sand beach and Tippy’s. Rooms are clean and comfortable with a rustic chic feel to them and a well manicured set of grounds. A great place for a low-key getaway."
United States
Sean
The price is NZ$528
includes taxes & fees
1 Sept - 2 Sept
Pineapple Fields Boutique Condo Hotel

20. Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (250 reviews)
"We enjoyed our stay in St Thomas a lot"
United States
Natalie O.
The price is NZ$414
includes taxes & fees
12 Aug - 13 Aug
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
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

Find out more about Caribbean

Everything you need to know about Caribbean holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Caribbean holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Caribbean holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Caribbean holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caribbean. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caribbean holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caribbean holiday rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Caribbean rentals

At Expedia, we put the best Caribbean holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Caribbean rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Caribbean holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caribbean. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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