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Caribbean Islands Vacation Rentals

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Our top choices for Caribbean Islands vacation rentals

Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.8 out of 10, Excellent, (431 reviews)
"We loved it"
United States
Miguel
The price is CA $134
CA $158 total
includes taxes & fees
Jul 24 - Jul 25
Glamping Ecolodge Cueva de las Águilas

Aguadilla Surf Lodge

Aguadilla Surf Lodge
2.5 star property
Aguadilla
9.8 out of 10, Exceptional, (142 reviews)
"Beautiful place I love everything about it I definitely will stay again"
United States
Victor
The price is CA $159
CA $191 total
includes taxes & fees
Jul 20 - Jul 21
Aguadilla Surf Lodge

Residenciales H1 & H2

Residenciales H1 & H2
3.5 star property
Villa Olga
9.6 out of 10, Exceptional, (188 reviews)
"Very good place to stay. "
United States
NICOLAS
The price is CA $76
CA $89 total
includes taxes & fees
Jul 13 - Jul 14
Residenciales H1 & H2

Santa Fe Club

Santa Fe Club
3.5 star property
Sosúa
8.4 out of 10, Very good, (198 reviews)
"Great place"
United States
claudia
The price is CA $107
CA $137 total
includes taxes & fees
Jul 12 - Jul 13
Santa Fe Club

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, (407 reviews)
"Very nice Place."
United States
Manuel
The price is CA $244
CA $325 total
includes taxes & fees
Aug 2 - Aug 3
Governors Village Seven Mile Beach Corridor

Bell At The Airport Suites - Adults Only

Bell At The Airport Suites - Adults Only
3.5 star property
Nassau
9.6 out of 10, Exceptional, (527 reviews)
"The place is clean and even has treats like water, soft drinks, and snacks you can have and pay for at checkout."
United States
Delgarno
The price is CA $179
CA $254 total
includes taxes & fees
Jul 7 - Jul 8
Bell At The Airport Suites - Adults Only

Reserva Real by Harper

Reserva Real by Harper
4.5 star property
Bávaro
9.0 out of 10, Wonderful, (314 reviews)
"Great place to stay!"
United States
CARLOS
The price is CA $116
CA $149 total
includes taxes & fees
Jul 13 - Jul 14
Reserva Real by Harper

PARADISE DUKASI SUITES at LOS CORALES

PARADISE DUKASI SUITES at LOS CORALES
4.5 star property
Bávaro
9.4 out of 10, Exceptional, (13 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 $162
CA $233 total
includes taxes & fees
Jul 13 - Jul 14
PARADISE DUKASI SUITES at LOS CORALES

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)
"Great place to stay"
United States
Warren DeWayne
The price is CA $393
CA $480 total
includes taxes & fees
Jul 19 - Jul 20
Pineapple Fields Boutique Condo Hotel

Aston Rubi City Suites

Aston Rubi City Suites
4.5 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (259 reviews)
"Love the stay here at Aston Rubi. 100% recommend "
United States
Wilfredo
The price is CA $79
CA $102 total
includes taxes & fees
Jul 14 - Jul 15
Aston Rubi City Suites

Costa Love Hotel Aeropuerto

Costa Love Hotel Aeropuerto
4.0 star property
Verón
8.8 out of 10, Excellent, (397 reviews)
"I’m love everything the staff are great"
United States
Kenley
The price is CA $64
CA $76 total
includes taxes & fees
Jul 13 - Jul 14
Costa Love Hotel Aeropuerto

Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (210 reviews)
"Absolute paradise! Beautiful location and friendly staff. Would definitely stay there again."
United States
Amy
The price is CA $447
CA $528 total
includes taxes & fees
Jul 12 - Jul 13
Turtles Nest Beach Resort 

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 $213
CA $225 total
includes taxes & fees
Jul 27 - Jul 28
Hotel Panoramic

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 $58
CA $68 total
includes taxes & fees
Jul 11 - Jul 12
A 7 Minutos del Aeropuerto SDQ Apto.

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (77 reviews)
"Location on Shoal Bay / East Bay is ideal"
United States
Ron
The price is CA $226
CA $471 total
includes taxes & fees
Jul 25 - Jul 26
Fountain Anguilla

Vista del Campo Country Club & Villas

Vista del Campo Country Club & Villas
3.5 star property
Urbanización Raúl Ruiz
9.0 out of 10, Wonderful, (33 reviews)
"Property is average , services average, room clean , pool spa average, equipment average, quite place and pleasant. "
United States
ORLANDO
The price is CA $228
CA $291 total
includes taxes & fees
Aug 2 - Aug 3
Vista del Campo Country Club & Villas

Signature Collection at Rio Mar

Signature Collection at Rio Mar
5.0 star property
Mameyes II
The price is CA $2,272
CA $2,522 total
includes taxes & fees
Jul 8 - Jul 9
Signature Collection at Rio Mar

The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (219 reviews)
"I would definitely stay here again this was a hidden gem"
Canada
Erica
The price is CA $140
CA $163 total
includes taxes & fees
Jul 11 - Jul 12
The Palms Resort

Galleon Villas by Hello Cayman Vacation

Galleon Villas by Hello Cayman Vacation
3.5 star property
Seven Mile Beach
10.0 out of 10, Exceptional, (208 reviews)
"Incredible sunsets and lovely sandy beach right outside a modern, spotless condo. "
United States
Westley
The price is CA $902
CA $1,064 total
includes taxes & fees
Jul 26 - Jul 27
Galleon Villas by Hello Cayman Vacation

Gladiolas 1104

Gladiolas 1104
3.0 star property
Ponce Centro
9.4 out of 10, Exceptional, (16 reviews)
"Comfortable and great location! "
United States
John
The price is CA $227
CA $281 total
includes taxes & fees
Jul 13 - Jul 14
Gladiolas 1104
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.