Caribbean Islands Vacation Rentals

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Our top choices for Caribbean Islands vacation rentals

Reserva Real by Harper

Reserva Real by Harper
4.0 star property
Bávaro
9.2 out of 10, Wonderful, (227 reviews)
"Awesome place"
United States
Yasmany
The price is CA $104
CA $134 total
includes taxes & fees
Mar 4 - Mar 5
Reserva Real by Harper

Villa Nola Montecristi

Villa Nola Montecristi
3.0 star property
Monte Cristi
The price is CA $197
CA $233 total
includes taxes & fees
Mar 23 - Mar 24
Villa Nola Montecristi

Manderley Villas

Manderley Villas
3.0 star property
Mangrove
9.6 out of 10, Exceptional, (100 reviews)
"The place is spacious, clean and quiet. Checked in is quick and easy."
Canada
Michael
The price is CA $118
CA $141 total
includes taxes & fees
Feb 22 - Feb 23
Manderley Villas

Anne's Apartments

Anne's Apartments
2.0 star property
Osbourn
10.0 out of 10, Exceptional, (1 review)
"Very clean room. Excellent customer service by host. "
United States
Virgil
The price is CA $162
CA $213 total
includes taxes & fees
Feb 24 - Feb 25
Anne's Apartments

Aston Rubi City Suites

Aston Rubi City Suites
4.5 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (185 reviews)
"Wonderful "
United States
Pedro
Aston Rubi City Suites

Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.6 out of 10, Excellent, (375 reviews)
"Clean rooms food the view "
United States
Nelsy
The price is CA $122
CA $144 total
includes taxes & fees
Feb 23 - Feb 24
Glamping Ecolodge Cueva de las Águilas

Villa Carmin 2 with Private Pool

Villa Carmin 2 with Private Pool
3.5 star property
Aguadilla
10.0 out of 10, Exceptional, (1 review)
"Very quiet part of time. Felt safe and easy to find. "
United States
Jahaira
The price is CA $155
CA $408 total
includes taxes & fees
Mar 16 - Mar 17
Villa Carmin 2 with Private Pool

Riviera Azul - Playa Dorada

Riviera Azul - Playa Dorada
3.0 star property
Playa Dorada
The price is CA $237
CA $279 total
includes taxes & fees
Mar 1 - Mar 2
Riviera Azul - Playa Dorada

Santa Fe Club

Santa Fe Club
3.5 star property
Sosúa
8.4 out of 10, Very good, (132 reviews)
"Great stay, beautiful place"
United States
Carlos
The price is CA $106
CA $136 total
includes taxes & fees
Feb 24 - Feb 25
Santa Fe Club

The Victory Villa

The Victory Villa
3.5 star property
Parlatuvier
10.0 out of 10, Exceptional, (1 review)
"My husband and I had a great stay at Victory Villa. The room as recently renovated, comfortable, and very clean. The host who met us was very friend and informative. He communicated directly and what to expect when driving to Victory Villa. The road getting up there isn't great, but totally doable in a car whether day or night. For someone with major passenger anxiety, I didn't particularly enjoy the drive. However, it was well worth it once we reached."
Canada
Cleopatra
The price is CA $205
CA $226 total
includes taxes & fees
Feb 26 - Feb 27
The Victory Villa

Prado Suites Las Terrenas

Prado Suites Las Terrenas
3.5 star property
El Callejón
9.8 out of 10, Exceptional, (7 reviews)
"Staff was great!.. apartment was clean and comfortable ,had everything needed!…would definitely recommend Prada Suites…just don’t know why Expedia had me fly into POP airport and drive 3 1/2 hours to Las Terrenas (Prada suites)..Very inconsiderate of Expedia!!"
United States
Michael
The price is CA $131
CA $155 total
includes taxes & fees
Mar 10 - Mar 11
Prado Suites Las Terrenas

Casa Cielo

Casa Cielo
2.0 star property
Santurce
The price is CA $110
CA $231 total
includes taxes & fees
Feb 22 - Feb 23
Casa Cielo

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (67 reviews)
"The friendly and wonderful staff made this stay really comfortable. I am not used to having hotel staff as helpful and friendly as this hotel has and I mean anywhere in the Caribbean! "
Canada
Andrew
The price is CA $681
CA $1,046 total
includes taxes & fees
Mar 10 - Mar 11
Fountain Anguilla

La Gozadera Park

La Gozadera Park
1.0 star property
Salinas
The price is CA $184
CA $201 total
includes taxes & fees
Feb 26 - Feb 27
La Gozadera Park

Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
10.0 out of 10, Exceptional, (84 reviews)
"Upscale and awesome accommodation. Beautiful private garden backyard with nice relaxed seating and lounges. Host was very courteous and accommodated our late night check-in."
United States
Leonard
The price is CA $149
CA $264 total
includes taxes & fees
Mar 2 - Mar 3
Garden Suite near the Beach and restaurants!

Costa Love Hotel Aeropuerto

Costa Love Hotel Aeropuerto
4.0 star property
Verón
8.8 out of 10, Excellent, (331 reviews)
"The staff was great Amazing place to stay "
United States
Alexandra
The price is CA $90
CA $107 total
includes taxes & fees
Mar 2 - Mar 3
Costa Love Hotel Aeropuerto

Playa icacos

Playa icacos
2.0 star property
Cabezas
9.4 out of 10, Exceptional, (83 reviews)
"Room was perfect. Location was great, nice , cozy and super clean."
United States
Mitchell J
Playa icacos

Villa Island Paradise

Villa Island Paradise
4.0 star property
St. John
8.8 out of 10, Excellent, (16 reviews)
"We appreciated the beach chairs and cooler available for our use."
United States
Amber
The price is CA $175
CA $972 total
includes taxes & fees
Feb 23 - Feb 24
Villa Island Paradise

Caribbean Sun Apart Hotel

Caribbean Sun Apart Hotel
4.0 star property
Bávaro
8.6 out of 10, Excellent, (15 reviews)
"Room is good for the economical price. Pool was good, free breakfast is a 5 minute walk from room. Staff was very kind and attentive to all needs. I enjoyed my stay "
United States
Andres
The price is CA $61
CA $72 total
includes taxes & fees
Mar 11 - Mar 12
Caribbean Sun Apart Hotel

Pineapple Fields Boutique Condo Hotel

Pineapple Fields Boutique Condo Hotel
3.0 star property
Governor's Harbour
9.8 out of 10, Exceptional, (12 reviews)
"Great place to stay"
United States
Warren DeWayne
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 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.