Caribbean Vacation Rentals

Top Cities in Caribbean

Our top choices for Caribbean vacation rentals

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, (518 reviews)
"Wonderful, charming place. Shuttle driver was awesome."
United States
Donna
The price is CA $168
CA $240 total
includes taxes & fees
Jun 13 - Jun 14
Bell At The Airport Suites - Adults Only

BRISAS TROPICAL playa LOS CORALES

BRISAS TROPICAL playa LOS CORALES
4.5 star property
Bávaro
9.0 out of 10, Wonderful, (26 reviews)
"Amazing location just steps from the beach. Plenty of restaurants and cafes nearby, and the atmosphere around the hotel felt lively and safe at all times."
United States
Leon
The price is CA $143
CA $193 total
includes taxes & fees
May 17 - May 18
BRISAS TROPICAL playa LOS CORALES

Reserva Real by Harper

Reserva Real by Harper
4.0 star property
Bávaro
9.0 out of 10, Wonderful, (298 reviews)
" I really enjoyed my stay, the staff was super friendly and helpful, and responsive the room was clean and comfortable. "
United States
Zoila
The price is CA $96
CA $123 total
includes taxes & fees
May 22 - May 23
Reserva Real by Harper

Roy Arias Suites

Roy Arias Suites
4.0 star property
Downtown Santo Domingo
The price is CA $43
CA $51 total
includes taxes & fees
Jun 4 - Jun 5
Roy Arias Suites

Aston Rubi City Suites

Aston Rubi City Suites
4.5 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (227 reviews)
"Love the stay here at Aston Rubi. 100% recommend "
United States
Wilfredo
The price is CA $82
CA $105 total
includes taxes & fees
May 27 - May 28
Aston Rubi City Suites

Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
The price is CA $142
CA $164 total
includes taxes & fees
May 25 - May 26
Windbreak Villa

Arena Apartahotel

Arena Apartahotel
3.0 star property
Bávaro
10.0 out of 10, Exceptional, (8 reviews)
"The room was really clean an the check in prices was very easy , staff was also very nice "
Canada
Alessia
The price is CA $54
CA $64 total
includes taxes & fees
May 20 - May 21
Arena Apartahotel

Destination Jelly Playa Coral Condo

Destination Jelly Playa Coral Condo
4.5 star property
Bávaro
10.0 out of 10, Exceptional, (12 reviews)
"Very satisfied with this booking I recommend ! "
Canada
Mohammad
The price is CA $178
CA $210 total
includes taxes & fees
Jun 10 - Jun 11
Destination Jelly Playa Coral Condo

S Hotel Kingston

S Hotel Kingston
4.5 star property
New Kingston
9.4 out of 10, Exceptional, (1,665 reviews)
"Breakfast was really good and staff very nice informative 👍 "
United States
Sheldon
The price is CA $233
CA $295 total
includes taxes & fees
Jun 12 - Jun 13
S Hotel Kingston

Caribbean Sun Apart Hotel

Caribbean Sun Apart Hotel
4.0 star property
Bávaro
8.8 out of 10, Excellent, (44 reviews)
"Place was great. Would recommend "
Canada
Taylor
The price is CA $30
CA $35 total
includes taxes & fees
May 19 - May 20
Caribbean Sun Apart Hotel

Hotel Panoramic

Hotel Panoramic
3.0 star property
Trois-Ilets
8.6 out of 10, Excellent, (325 reviews)
"Very near beach and small town. Convenient location to beach hop each day in our rental car. "
Canada
Hektor
The price is CA $163
CA $170 total
includes taxes & fees
Jun 13 - Jun 14
Hotel Panoramic

CARIBBEAN STARS

CARIBBEAN STARS
4.0 star property
Sabana Abajo
7.8 out of 10, Good, (58 reviews)
"Very nice spot with close parking and shopping. Excellent service and very clean and neat."
United States
Lance
The price is CA $123
CA $141 total
includes taxes & fees
Jun 2 - Jun 3
CARIBBEAN STARS

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 $60
CA $71 total
includes taxes & fees
May 29 - May 30
A 7 Minutos del Aeropuerto SDQ Apto.

Xquisite Suites

Xquisite Suites
3.0 star property
Bahamas Terrace
10.0 out of 10, Exceptional, (3 reviews)
"Beautiful proper, lots of beautiful boats to ogle & a beautiful restaurant!"
Canada
Paul
The price is CA $339
CA $373 total
includes taxes & fees
May 28 - May 29
Xquisite Suites

Green Land Bubble Glamping

Green Land Bubble Glamping
2.0 star property
Sosúa
9.4 out of 10, Exceptional, (95 reviews)
"Clean room…welcoming staff. Beautiful landscape. Amazing bubble."
United States
Rosalinda
The price is CA $139
CA $178 total
includes taxes & fees
May 28 - May 29
Green Land Bubble Glamping

Paradise Suite

Paradise Suite
4.0 star property
Cotton Ground
10.0 out of 10, Exceptional, (3 reviews)
"Excellent place."
United States
Edgardo
The price is CA $302
CA $450 total
includes taxes & fees
Jun 1 - Jun 2
Paradise Suite

The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (211 reviews)
"The space and room was perfect "
United States
Jennie
The price is CA $137
CA $160 total
includes taxes & fees
Jun 13 - Jun 14
The Palms Resort

Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.8 out of 10, Excellent, (415 reviews)
"It was amazing will be booking again the best in DR what a view"
United States
katty
The price is CA $126
CA $149 total
includes taxes & fees
May 17 - May 18
Glamping Ecolodge Cueva de las Águilas

Fountain Anguilla

Fountain Anguilla
3.5 star property
Shoal Bay
9.0 out of 10, Wonderful, (73 reviews)
"Property was VERY clean. We have been to almost every island in the Caribbean and we will usually see bugs in the domiciles but. Not once did we see a bug. The entire staff were very friendly. Check in was smooth and check out was unremarkable. We had an excellent stay and would definitely return. Anguilla is a beautiful island!"
United States
Jeffrey E.
The price is CA $196
CA $423 total
includes taxes & fees
May 15 - May 16
Fountain Anguilla

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 $150
CA $403 total
includes taxes & fees
Jun 3 - Jun 4
Villa Carmin 2 with Private Pool
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 Hotel Reviews

Find out more about Caribbean

Everything you need to know about Caribbean vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Caribbean vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Caribbean vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Caribbean vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caribbean. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Caribbean vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caribbean vacation rentals we have selected for you start as low as per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Caribbean rentals

At Expedia, we put the best Caribbean vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Caribbean rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Caribbean vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Caribbean. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.