Caribbean Islands Holiday Rentals

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Our top choices for Caribbean Islands holiday rentals

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 NZ$89
includes taxes & fees
20 May - 21 May
Arena Apartahotel

Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.8 out of 10, Excellent, (417 reviews)
"It was amazing will be booking again the best in DR what a view"
United States
katty
The price is NZ$186
includes taxes & fees
28 May - 29 May
Glamping Ecolodge Cueva de las Águilas

Reserva Real by Harper

Reserva Real by Harper
4.0 star property
Bávaro
9.0 out of 10, Wonderful, (299 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 NZ$150
includes taxes & fees
22 May - 23 May
Reserva Real by Harper

BRISAS TROPICAL playa LOS CORALES

BRISAS TROPICAL playa LOS CORALES
4.5 star property
Bávaro
8.6 out of 10, Excellent, (27 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 NZ$237
includes taxes & fees
25 May - 26 May
BRISAS TROPICAL playa LOS CORALES

Aston Rubi City Suites

Aston Rubi City Suites
4.5 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (232 reviews)
"Love the stay here at Aston Rubi. 100% recommend "
United States
Wilfredo
The price is NZ$129
includes taxes & fees
7 June - 8 June
Aston Rubi City Suites

Casa Parcha

Casa Parcha
1.0 star property
Naguabo
10.0 out of 10, Exceptional, (49 reviews)
"Excellent place and very calming and soothing environment. The staff was amazing and accommodating. "
United States
Ahmed
The price is NZ$290
includes taxes & fees
1 June - 2 June
Casa Parcha

Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
The price is NZ$206
includes taxes & fees
18 May - 19 May
Windbreak Villa

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 NZ$174
includes taxes & fees
25 May - 26 May
CARIBBEAN STARS

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 NZ$223
includes taxes & fees
20 May - 21 May
Green Land Bubble Glamping

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 NZ$529
includes taxes & fees
19 May - 20 May
Fountain Anguilla

Residenciales H1 & H2

Residenciales H1 & H2
3.5 star property
Villa Olga
9.6 out of 10, Exceptional, (175 reviews)
"Great place to stay with family and friends"
United States
Francisco
The price is NZ$100
includes taxes & fees
18 May - 19 May
Residenciales H1 & H2

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 NZ$456
includes taxes & fees
17 June - 18 June
Xquisite Suites

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 NZ$503
includes taxes & fees
2 June - 3 June
Villa Carmin 2 with Private Pool

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 NZ$217
includes taxes & fees
8 June - 9 June
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 NZ$88
includes taxes & fees
17 June - 18 June
A 7 Minutos del Aeropuerto SDQ Apto.

West End Bay Condos

West End Bay Condos
3.0 star property
West End Village
9.8 out of 10, Exceptional, (6 reviews)
"Very comfortable with many thoughtful touches. Highly recommend!"
United States
Simone
The price is NZ$468
includes taxes & fees
18 May - 19 May
West End Bay Condos

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 NZ$563
includes taxes & fees
1 June - 2 June
Paradise Suite

Villa Mango

Villa Mango
3.0 star property
Fajardo
9.2 out of 10, Wonderful, (5 reviews)
"Very nice property and just what we needed for accommodations."
United States
John
The price is NZ$395
includes taxes & fees
26 May - 27 May
Villa Mango

Roy Arias Suites

Roy Arias Suites
4.0 star property
Downtown Santo Domingo
The price is NZ$65
includes taxes & fees
18 May - 19 May
Roy Arias Suites

Villa Carmin I Apt with Private Pool

Villa Carmin I Apt with Private Pool
3.5 star property
Aguadilla
8.0 out of 10, Very good, (2 reviews)
"This place was perfect, dog friendly, convenient and close enough to beaches. The place was clean and well supplied."
United States
Elba
The price is NZ$445
includes taxes & fees
19 May - 20 May
Villa Carmin I Apt 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 Islands Hotel Reviews

Find out more about Caribbean Islands

Everything you need to know about Caribbean Islands holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Caribbean Islands holiday rental for you. At Expedia, you can take your pick from private holiday 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 Islands holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Caribbean Islands holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Caribbean Islands. 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 Islands holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Caribbean Islands holiday rentals we have selected for you start as low as NZ$121 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Caribbean Islands rentals

At Expedia, we put the best Caribbean Islands holiday 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 Islands 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 Islands holiday.

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 Islands. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.