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. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (890 reviews)
"Property was very clean and a beautiful place to stay."
United States
Freo
The price is NZ$407
includes taxes & fees
8 Nov - 9 Nov
Bluebeard's Castle Resort

2. Reserva Real by Harper

Reserva Real by Harper
4.5 star property
Bávaro
9.0 out of 10, Wonderful, (368 reviews)
"I was happy with my stay here, the price, the cleanness, the staff, location was easy to get from the airport (puj) I am learning Spanish so that help with communicating with the locals and staff, I would definitely stay there again."
United States
Dwight
The price is NZ$172
includes taxes & fees
24 Oct - 25 Oct
Reserva Real by Harper

3. Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (223 reviews)
"One of the best stays we have ever had!"
United States
Rayna
The price is NZ$725
includes taxes & fees
17 Oct - 18 Oct
Turtles Nest Beach Resort 

4. Albachiara Hotel

Albachiara Hotel
3.5 star property
La Iglesia
9.2 out of 10, Wonderful, (412 reviews)
"Excellent service. Close to all the venues and access to the best beach of the country. Will definitely come back"
United States
Hugo
The price is NZ$269
includes taxes & fees
31 Oct - 1 Nov
Albachiara Hotel

5. Hotel Costa Love Aeropuerto PUJ

Hotel Costa Love Aeropuerto PUJ
4.0 star property
Verón
8.8 out of 10, Excellent, (424 reviews)
"The breakfast, the staff, clean room excellent"
United States
Massiel Altagracia
The price is NZ$116
includes taxes & fees
17 Oct - 18 Oct
Hotel Costa Love Aeropuerto PUJ

6. 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, (555 reviews)
"The hospitality is unmatched. We received great food and transportation recommendations. I really enjoyed my stay! Thanks, we will be back."
United States
Melanie
The price is NZ$283
includes taxes & fees
13 Oct - 14 Oct
BELL At The Airport Suites - No Smoking & Adults Only - Free Airport Transportation

7. Santa Fe Club

Santa Fe Club
3.5 star property
Sosúa
8.4 out of 10, Very good, (275 reviews)
"Wonderful stay"
United States
Jose Manuel FABIAN
The price is NZ$83
includes taxes & fees
21 Oct - 22 Oct
Santa Fe Club

8. Las Palmas Eco Residence

Las Palmas Eco Residence
4.0 star property
La Iglesia
10.0 out of 10, Exceptional, (12 reviews)
"I absolutely loved this place the lady in the front desk"
United States
Yngrid
The price is NZ$138
includes taxes & fees
12 Oct - 13 Oct
Las Palmas Eco Residence

9. Modern Suite - Pasavento Building

Modern Suite - Pasavento Building
3.0 star property
Aguadilla Pueblo
9.4 out of 10, Exceptional, (234 reviews)
"Nice place."
United States
diana
The price is NZ$144
includes taxes & fees
13 Oct - 14 Oct
Modern Suite - Pasavento Building

10. Aguadilla Surf Lodge

Aguadilla Surf Lodge
2.5 star property
Aguadilla
9.8 out of 10, Exceptional, (214 reviews)
"Great room. Would definitely stay again."
United States
Carlos
The price is NZ$225
includes taxes & fees
12 Oct - 13 Oct
Aguadilla Surf Lodge

11. LINCOLN SUITE

LINCOLN SUITE
4.0 star property
Mata Hambre
9.6 out of 10, Exceptional, (171 reviews)
"Is nice place to stay"
United States
Elias
The price is NZ$143
includes taxes & fees
12 Oct - 13 Oct
LINCOLN SUITE

12. Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.6 out of 10, Excellent, (517 reviews)
"Great place to stay!! Great view with the sea and sunset so beautiful ;) 100% recommend"
United States
Franklin Jose
The price is NZ$194
includes taxes & fees
10 Nov - 11 Nov
Glamping Ecolodge Cueva de las Águilas

13. H2O Life. Style. Resort.

H2O Life. Style. Resort.
4.0 star property
Long Bay Hills
9.4 out of 10, Exceptional, (115 reviews)
"They were all very nice definetly coming back Next time I’ll either rent a car or stop at market to bring food"
United States
Henrique
The price is NZ$820
includes taxes & fees
15 Oct - 16 Oct
H2O Life. Style. Resort.

14. Residenciales H1 & H2

Residenciales H1 & H2
3.0 star property
Villa Olga
9.4 out of 10, Exceptional, (241 reviews)
"Very confortable spot! And very close to good restaurant! Recommend staying here!"
United States
Marky
The price is NZ$107
includes taxes & fees
10 Nov - 11 Nov
Residenciales H1 & H2

15. 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, (26 reviews)
"Excellent host! Amazing stay, great location near the airport would recommend for any solo traveler looking for a overnight stay before a longer trip. Host is extremely acomidating.friendly pro active helpful."
United States
Lemuel
The price is NZ$76
includes taxes & fees
12 Oct - 13 Oct
A 7 Minutos del Aeropuerto SDQ Apto.

16. Central Park Tower

Central Park Tower
3.5 star property
Piantini
8.8 out of 10, Excellent, (450 reviews)
"Easy access and convenient location, close to almost everything."
United States
Margarita
The price is NZ$140
includes taxes & fees
11 Oct - 12 Oct
Central Park Tower

17. Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (79 reviews)
"Amazing, close to shoal bay beach, paradise"
United States
Thomas
The price is NZ$1,112
includes taxes & fees
1 Nov - 2 Nov
Fountain Anguilla

18. Xeliter Green One Playa Dorada

Xeliter Green One Playa Dorada
3.5 star property
Playa Dorada
9.0 out of 10, Wonderful, (153 reviews)
"Super clean, great hospitality i would come back!!"
United States
Amber
The price is NZ$243
includes taxes & fees
12 Oct - 13 Oct
Xeliter Green One Playa Dorada

19. The Somerset on Grace Bay

The Somerset on Grace Bay
5.0 star property
Grace Bay
9.6 out of 10, Exceptional, (193 reviews)
"Very beautiful resort. Quiet and very clean. Staff are very friendly. Best place to go if you want to recharge, relax and stay away from too much crowd. Overall, our family had a great vacation and excellent stay here!!!"
United States
Neal
The price is NZ$1,605
includes taxes & fees
18 Oct - 19 Oct
The Somerset on Grace Bay

20. Pineapple Fields Boutique Condo Hotel

Pineapple Fields Boutique Condo Hotel
3.0 star property
Governor's Harbour
9.8 out of 10, Exceptional, (17 reviews)
"It was nice overall"
United States
Randi
The price is NZ$558
includes taxes & fees
12 Oct - 13 Oct
Pineapple Fields Boutique Condo Hotel
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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