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

Caribbean Islands Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Caribbean Islands holiday rentals

A modern interior with a white sofa, a round coffee table, and a large window offering a view of the outside.

1. Aguadilla Surf Lodge

Aguadilla Surf Lodge
2.5 star property
Aguadilla
9.8 out of 10, Exceptional, (194 reviews)
"Great stay friendly and helpful staff, check in is a little confusing when booked through expedia"
United States
Kale
The price is S$175
includes taxes & fees
13 Sept - 14 Sept
Aguadilla Surf Lodge
A beach with clear water and a wide sandy shore.

2. 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, (550 reviews)
"Very good estabishment with very fast pickup time from the airport."
United States
Stephen
The price is S$197
includes taxes & fees
10 Oct - 11 Oct
BELL At The Airport Suites - No Smoking & Adults Only - Free Airport Transportation
A beach with clear turquoise waters and white sand, surrounded by greenery.

3. Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.6 out of 10, Excellent, (502 reviews)
"Great place to stay!! Great view with the sea and sunset so beautiful ;) 100% recommend"
United States
Franklin Jose
The price is S$135
includes taxes & fees
12 Oct - 13 Oct
Glamping Ecolodge Cueva de las Águilas
A modern hotel room with a large bed, a desk with a chair, a wardrobe, and a bathroom.

4. 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, (24 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 S$60
includes taxes & fees
15 Sept - 16 Sept
A 7 Minutos del Aeropuerto SDQ Apto.
A modern building with a blue door, a wooden planter with green plants, and a grey and white facade.

5. Modern Suite - Pasavento Building

Modern Suite - Pasavento Building
3.0 star property
Aguadilla Pueblo
9.4 out of 10, Exceptional, (231 reviews)
"Nice place."
United States
diana
The price is S$103
includes taxes & fees
21 Sept - 22 Sept
Modern Suite - Pasavento Building
A beach with two thatched umbrellas and lounge chairs.

6. CARIBBEAN DREAMS at SOL CARIBE

CARIBBEAN DREAMS at SOL CARIBE
4.5 star property
Bávaro
9.8 out of 10, Exceptional, (11 reviews)
"Our experience was very positive and we can recommend this resort!"
Germany
Angela
The price is S$141
includes taxes & fees
18 Sept - 19 Sept
CARIBBEAN DREAMS at SOL CARIBE
A modern hotel room with a large bed, a ceiling fan, a bedside table with a lamp, and a mirror.

7. Residenciales H1 & H2

Residenciales H1 & H2
3.0 star property
Villa Olga
9.4 out of 10, Exceptional, (223 reviews)
"It was a good place to stay for the price you definitely get your money worth."
United States
Good man
The price is S$85
includes taxes & fees
26 Sept - 27 Sept
Residenciales H1 & H2
A beach with clear turquoise water, a boat, and palm trees.

8. Las Palmas Eco Residence

Las Palmas Eco Residence
4.0 star property
La Iglesia
9.8 out of 10, Exceptional, (7 reviews)
"Dream resort immersed in nature. The stuff is extra kind and the room is clean and very spacious. Highly recommended."
Italy
Tommaso
The price is S$90
includes taxes & fees
14 Sept - 15 Sept
Las Palmas Eco Residence
A cozy seating area with a sofa and a potted plant.

9. MANSION MIRAFLORES

MANSION MIRAFLORES
3.5 star property
Santurce
9.4 out of 10, Exceptional, (274 reviews)
"An amazing spot in San Juan, close to many coffee shops, restaurants, and main attractions. The room was very clean and they provided everything you would need for a comfortable stay. Would stay here again!"
United States
Natalia
The price is S$183
includes taxes & fees
15 Sept - 16 Sept
MANSION MIRAFLORES
A beach with a thatched roof structure, sandy beach, and clear blue ocean.

10. 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 S$384
includes taxes & fees
20 Sept - 21 Sept
Pineapple Fields Boutique Condo Hotel
An aerial view of a modern, circular building with a glass dome, surrounded by a wooden deck and lush greenery.

11. Green Land Bubble Glamping

Green Land Bubble Glamping
2.0 star property
Sosúa
9.4 out of 10, Exceptional, (99 reviews)
"I am in love with this place everything is amazing and the staff was extremely helpful specially Jeremia he made sure we had the best experience"
United States
Anay
The price is S$165
includes taxes & fees
22 Sept - 23 Sept
Green Land Bubble Glamping
A covered outdoor seating area with a sofa, coffee table, and planters.

12. Exclusivo zona A

Exclusivo zona A
3.0 star property
La Trinitaria
10.0 out of 10, Exceptional, (4 reviews)
"Great place. Three big TVS, three quiet and efficient air-conditioners in the living room and two bedrooms. There is a big washer/dryer unit off the kitchen. Only complaint would be that the photo of the small pool is a bit misleading as it looks like it is right off the patio when it is actually 8 floors down off the parking area. The $30 for cleaning is a bit excessive considering the low cost of most things in the DR."
United States
Jeffrey
The price is S$163
includes taxes & fees
15 Sept - 16 Sept
Exclusivo zona A
A resort with multiple swimming pools, a beach, and a view of the ocean.

13. Santa Fe Club

Santa Fe Club
3.5 star property
Sosúa
8.4 out of 10, Very good, (258 reviews)
"Wonderful stay"
United States
Jose Manuel FABIAN
The price is S$126
includes taxes & fees
20 Sept - 21 Sept
Santa Fe Club
A modern living room with two wicker chairs, a dark coffee table, and a potted plant.

14. Playa icacos

Playa icacos
2.0 star property
Cabezas
9.2 out of 10, Wonderful, (104 reviews)
"It was a nice and peaceful day and night. Parking was always available. The place was clean and comfy. This was my second time staying in this place. Good memories."
United States
Gladys
The price is S$163
includes taxes & fees
12 Sept - 13 Sept
Playa icacos
A stone building with a staircase leading to an entrance, surrounded by potted plants and a clear sky.

15. Bluebeard's Castle Resort

Bluebeard's Castle Resort
4.0 star property
Charlotte Amalie
9.0 out of 10, Wonderful, (828 reviews)
"Very beautiful place to stay and peaceful"
United States
Luis
The price is S$290
includes taxes & fees
10 Oct - 11 Oct
Bluebeard's Castle Resort
A café interior with a display case of pastries, a refrigerated display, and a shelf with beverages.

16. The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (233 reviews)
"The room was extremely clean and comfortable the pictures don’t do it justice it’s so pretty in person I recommend you stay at this resort it’s close to the beach supermarket and a lot of restaurants book your stay here!"
United States
Christine
The price is S$149
includes taxes & fees
12 Sept - 13 Sept
The Palms Resort
A spacious lobby with a geometric patterned floor, modern furniture, and a reception desk with a wooden finish.

17. Reserva Real by Harper

Reserva Real by Harper
4.5 star property
Bávaro
9.0 out of 10, Wonderful, (362 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 S$110
includes taxes & fees
1 Oct - 2 Oct
Reserva Real by Harper
A swimming pool with lounge chairs and a covered seating area, surrounded by palm trees and modern buildings.

18. Mare 1660

Mare 1660
3.0 star property
Isla Verde
8.6 out of 10, Excellent, (114 reviews)
"Great location close to everything. Perfect cozy spot for quick trip."
United States
Jennifer
The price is S$241
includes taxes & fees
26 Sept - 27 Sept
Mare 1660
A hotel room with a bed, a TV mounted on the wall, a small table, and a kitchenette area.

19. Hotel Costa Love Aeropuerto PUJ

Hotel Costa Love Aeropuerto PUJ
4.0 star property
Verón
8.8 out of 10, Excellent, (415 reviews)
"The breakfast, the staff, clean room excellent"
United States
Massiel Altagracia
The price is S$99
includes taxes & fees
19 Sept - 20 Sept
Hotel Costa Love Aeropuerto PUJ
A person in a bathtub with a view of a tropical landscape.

20. Peninsula Esmeralda Luxury Hotel & Villas

Peninsula Esmeralda Luxury Hotel & Villas
3.5 star property
Puerto Plata
9.0 out of 10, Wonderful, (37 reviews)
"This is now my go to place the staff are all amazing and you will never find a more pleasant,polite and friendly owner as Esmeralda."
United States
HARRY
The price is S$147
includes taxes & fees
18 Sept - 19 Sept
Peninsula Esmeralda Luxury Hotel & Villas
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 Islands Hotel Reviews

Princess Grand Jamaica Resort - All Inclusive

Princess Grand Jamaica Resort - All Inclusive

10/10 Excellent
"10/10"
Alexis 3-night trip
Posted 5 hours ago
Princess Grand Jamaica Resort - All Inclusive