Caribbean Islands Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

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

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Caribbean Islands holiday rentals

Aparthotel in Isla Verde

ESJ Beach Hotel
3.5 star property
6.8 out of 10, (4275)
"Beautiful room/view friendly staff "
United States
Danielle
The price is S$277
includes taxes & fees
15 Dec - 16 Dec
ESJ Beach Hotel

Condo resort in The Grove

Goldwynn Resort & Residences
5.0 star property
9.2 out of 10, Wonderful, (444)
"Excellent vacation "
Canada
Vlad
The price is S$568
includes taxes & fees
16 Dec - 17 Dec
Goldwynn Resort & Residences
4.5 star property
7.8 out of 10, Good, (27)
"Good value for the price. The location is excellent and close to many attractions. The room was comfortable and quiet. The breakfast area can get crowded in the morning."
United States
Torres
The price is S$233
includes taxes & fees
15 Dec - 16 Dec
SANDY BAY VACATION at playa LOS CORALES

Villa in Santurce

MANSION MIRAFLORES
3.0 star property
9.4 out of 10, Exceptional, (135)
"Clean room , amenities and great location"
United States
Elisabeth
The price is S$262
includes taxes & fees
15 Dec - 16 Dec
MANSION MIRAFLORES

Aparthotel in Seven Mile Beach

The Grove
5.0 star property
10.0 out of 10, Exceptional, (49)
"It was a beautiful room and the staff were so attentive. Brian was so helpful and kind to us! Beach was easy to get to and beauty "
United States
Anna
The Grove

Apartment in San Juan Antiguo

San Agustin Apartments
3.0 star property
9.0 out of 10, Wonderful, (440)
"Outstanding support from the staff!"
United States
Axel
San Agustin Apartments

Villa in St. John

Villa Island Paradise
4.0 star property
9.0 out of 10, Wonderful, (6)
"Loved beautiful view. Everything close by"
United States
Vickie
The price is S$1,091
includes taxes & fees
15 Dec - 16 Dec
Villa Island Paradise
5.0 star property
9.0 out of 10, Wonderful, (30)
"Beautiful location, very peaceful and relaxing. The pool area was my favorite spot, with plenty of loungers and a great vibe."
United States
Lars
The price is S$195
includes taxes & fees
15 Dec - 16 Dec
LAS PALMAS STUDIOS playa LOS CORALES
4.0 star property
9.0 out of 10, Wonderful, (1159)
"One of my favorite places to stay."
United States
Carlos
The price is S$321
includes taxes & fees
17 Dec - 18 Dec
Hilton Vacation Club Royal Palm St. Maarten

Aparthotel in Historic Center

The Ritz Village Hotel
3.0 star property
8.0 out of 10, Very good, (648)
"Loved it nice stay will come back again"
United States
Raven
The Ritz Village Hotel

Aparthotel in Bávaro

Reserva Real by Harper
4.0 star property
9.2 out of 10, Wonderful, (165)
"Amazing view, great customer service , great location "
Canada
Indira
The price is S$104
includes taxes & fees
17 Dec - 18 Dec
Reserva Real by Harper

Aparthotel in San Juan Antiguo

Romeo Gay Hotel
4.0 star property
9.0 out of 10, Wonderful, (138)
"Great place"
United States
pietro
Romeo Gay Hotel

Condo resort in St. Thomas

Flamboyan on the Bay Resort and Villas
3.5 star property
8.6 out of 10, Excellent, (803)
"Staff was great! "
United States
Pamela
Flamboyan on the Bay Resort and Villas

Aparthotel in Isla Verde

ESJ by PMI Puerto Rico
3.5 star property
7.2 out of 10, Good, (31)
"Very comfortable, great view and clean "
United States
Daniela
The price is S$266
includes taxes & fees
15 Dec - 16 Dec
ESJ by PMI Puerto Rico

Aparthotel in Bávaro

SUNNY SUITES playa LOS CORALES
4.5 star property
8.0 out of 10, Very good, (48)
"The tropical vibes of this hotel are amazing. The pool had very few people and I always found a comfortable sunbed. We would recommend this hotel."
Italy
Natalie
The price is S$225
includes taxes & fees
15 Dec - 16 Dec
SUNNY SUITES playa LOS CORALES
4.5 star property
7.2 out of 10, Good, (5)
"Great value for money. The location is convenient and safe. The breakfast was fresh and tasty. Everything met my expectations."
Spain
Rigoberto
The price is S$213
includes taxes & fees
17 Dec - 18 Dec
TROPICAL RETREAT at PLAYA LOS CORALES

Apartment in Seven Mile Beach

Governors Village Seven Mile Beach Corridor
3.5 star property
9.6 out of 10, Exceptional, (264)
"Great location"
United States
Monty
The price is S$295
includes taxes & fees
15 Dec - 16 Dec
Governors Village Seven Mile Beach Corridor

Aparthotel in Palm Beach

Coconut Inn
2.5 star property
7.6 out of 10, Good, (467)
"It was quiet. The workers were polite and the cleanness was a low!! "
United States
Ashley Charles
Coconut Inn

Aparthotel in Verón

Costa Love Aparta-Hotel
4.0 star property
8.8 out of 10, Excellent, (278)
"Staff very nice & accommodating. Good AC. Owner was the best!! My sis & I enjoyed our stay."
United States
Chiamaka
The price is S$110
includes taxes & fees
8 Jan - 9 Jan, 2026
Costa Love Aparta-Hotel

Apartment in Santurce

THE BUOY
3.5 star property
10.0 out of 10, Exceptional, (30)
"Very clean adorable had everything I needed!!!"
United States
Rebecca Sue
The price is S$384
includes taxes & fees
15 Dec - 16 Dec
THE BUOY
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Caribbean Islands Hotel Reviews