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

Caribbean Islands Vacation Rentals

  • 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 vacation rentals

Aguadilla Surf Lodge

Aguadilla Surf Lodge
2.5 star property
Aguadilla
9.8 out of 10, Exceptional, (145 reviews)
"Beautiful place I love everything about it I definitely will stay again"
United States
Victor
The price is CA $164
CA $196 total
includes taxes & fees
Jul 19 - Jul 20
Aguadilla Surf Lodge

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, (415 reviews)
"The room was clean, staff was helpful, check-in was easy and convenient. A short walk to the beach made it an ideal place to stay, i will definitely be back."
United States
Keon
The price is CA $170
CA $242 total
includes taxes & fees
Aug 6 - Aug 7
Governors Village Seven Mile Beach Corridor

Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.8 out of 10, Excellent, (433 reviews)
"Highly recommend, this place is beautiful!"
United States
Lusianny
The price is CA $134
CA $158 total
includes taxes & fees
Jul 16 - Jul 17
Glamping Ecolodge Cueva de las Águilas

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, (532 reviews)
"Convenient location to airport, nice accommodations and the host Micah was super helpful! Would highly recommend"
United States
Bernard
The price is CA $181
CA $256 total
includes taxes & fees
Aug 11 - Aug 12
BELL At The Airport Suites - No Smoking & Adults Only - Free Airport Transportation

Santa Fe Club

Santa Fe Club
3.5 star property
Sosúa
8.4 out of 10, Very good, (205 reviews)
"Great place"
United States
claudia
The price is CA $111
CA $143 total
includes taxes & fees
Jul 15 - Jul 16
Santa Fe Club

Residenciales H1 & H2

Residenciales H1 & H2
3.5 star property
Villa Olga
9.6 out of 10, Exceptional, (190 reviews)
"Very good place to stay. "
United States
NICOLAS
The price is CA $76
CA $89 total
includes taxes & fees
Jul 14 - Jul 15
Residenciales H1 & H2

Aston Rubi City Suites

Aston Rubi City Suites
4.5 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (263 reviews)
"Love the stay here at Aston Rubi. 100% recommend "
United States
Wilfredo
The price is CA $90
CA $115 total
includes taxes & fees
Aug 13 - Aug 14
Aston Rubi City Suites

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 CA $392
CA $478 total
includes taxes & fees
Jul 26 - Jul 27
Pineapple Fields Boutique Condo Hotel

PALMERAS DE SOL CARIBE

PALMERAS DE SOL CARIBE
4.5 star property
Bávaro
9.8 out of 10, Exceptional, (22 reviews)
"The pool was huge, crystal clear, and surrounded by comfortable loungers. The restaurants offered delicious local food with many interesting flavors to discover. This hotel is a fantastic place for a relaxing vacation."
Italy
Hector
The price is CA $154
CA $223 total
includes taxes & fees
Jul 27 - Jul 28
PALMERAS DE SOL CARIBE

PARADISE DUKASI SUITES at LOS CORALES

PARADISE DUKASI SUITES at LOS CORALES
4.5 star property
Bávaro
9.4 out of 10, Exceptional, (14 reviews)
"The room was spacious, bright, and very comfortable with plenty of soft pillows. Every meal we had in the restaurants was delicious, especially the traditional local cuisine. The WiFi could have been a little faster."
United States
Oksana
The price is CA $186
CA $262 total
includes taxes & fees
Jul 15 - Jul 16
PARADISE DUKASI SUITES at LOS CORALES

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (77 reviews)
"Loved everything!zero complaints!"
United States
pat
The price is CA $224
CA $468 total
includes taxes & fees
Jul 27 - Jul 28
Fountain Anguilla

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 CA $57
CA $68 total
includes taxes & fees
Jul 16 - Jul 17
A 7 Minutos del Aeropuerto SDQ Apto.

Reserva Real by Harper

Reserva Real by Harper
4.5 star property
Bávaro
9.0 out of 10, Wonderful, (320 reviews)
"I really enjoyed my stay. The staff was really helpful."
United States
Torrence
The price is CA $116
CA $148 total
includes taxes & fees
Jul 27 - Jul 28
Reserva Real by Harper

Costa Love Hotel Aeropuerto

Costa Love Hotel Aeropuerto
4.0 star property
Verón
8.8 out of 10, Excellent, (399 reviews)
"They were friendly, had good sushi and made me feel comfortable during my stay"
United States
Dominique
The price is CA $66
CA $78 total
includes taxes & fees
Jul 20 - Jul 21
Costa Love Hotel Aeropuerto

Green Land Bubble Glamping

Green Land Bubble Glamping
2.0 star property
Sosúa
9.4 out of 10, Exceptional, (98 reviews)
"Our stay at Greenland Bubble Glamping was absolutely unforgettable. From the moment we arrived, we felt so welcomed and taken care of. The host went above and beyond to make every part of our trip special, and the service throughout our stay was truly exceptional. The food was incredible — fresh, beautifully prepared, and full of flavor. Every meal felt like a unique experience. The sustainable architecture of the bubbles and the entire property is stunning. Everything blends so naturally into...
United States
Claudia
The price is CA $136
CA $173 total
includes taxes & fees
Aug 11 - Aug 12
Green Land Bubble Glamping

Hotel Panoramic

Hotel Panoramic
3.0 star property
Trois-Ilets
8.6 out of 10, Excellent, (326 reviews)
"Very near beach and small town. Convenient location to beach hop each day in our rental car. "
Canada
Hektor
The price is CA $201
CA $213 total
includes taxes & fees
Jul 27 - Jul 28
Hotel Panoramic

The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (220 reviews)
"I would definitely stay here again this was a hidden gem"
Canada
Erica
The price is CA $128
CA $149 total
includes taxes & fees
Jul 15 - Jul 16
The Palms Resort

Playa palomino

Playa palomino
3.5 star property
Cabezas
9.4 out of 10, Exceptional, (19 reviews)
"great place!"
United States
Joserin
The price is CA $134
CA $208 total
includes taxes & fees
Jul 17 - Jul 18
Playa palomino

Gladiolas 1104

Gladiolas 1104
3.0 star property
Ponce Centro
9.6 out of 10, Exceptional, (17 reviews)
"Comfortable and great location! "
United States
John
The price is CA $226
CA $280 total
includes taxes & fees
Jul 22 - Jul 23
Gladiolas 1104

Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (211 reviews)
"Amazing property! We love the clean room, pool, friendly staff, beach views from the balcony!"
United States
Brittany
The price is CA $446
CA $526 total
includes taxes & fees
Jul 14 - Jul 15
Turtles Nest Beach Resort 
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

Find out more about Caribbean Islands

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Caribbean Islands. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.