Caribbean Islands Holiday 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 holiday rentals

Arena Apartahotel

Arena Apartahotel
3.0 star property
Bávaro
10.0 out of 10, Exceptional, (12 reviews)
"Excellent place to Staying it locally close to everything"
United States
VIRGILIO
The price is AU$72
includes taxes & fees
8 June - 9 June
Arena Apartahotel

Residence Xamanai

Residence Xamanai
3.0 star property
Samaná
10.0 out of 10, Exceptional, (3 reviews)
"Good staff, very pet friendly Excellent place for family vacation"
United States
Bethsaïda
The price is AU$63
includes taxes & fees
15 June - 16 June
Residence Xamanai

Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.8 out of 10, Excellent, (421 reviews)
"We loved it"
United States
Miguel
The price is AU$154
includes taxes & fees
12 June - 13 June
Glamping Ecolodge Cueva de las Águilas

Aston Rubi City Suites

Aston Rubi City Suites
4.5 star property
Downtown Santo Domingo
9.4 out of 10, Exceptional, (244 reviews)
"Love the stay here at Aston Rubi. 100% recommend "
United States
Wilfredo
The price is AU$112
includes taxes & fees
22 June - 23 June
Aston Rubi City Suites

WEAVING MILL ARUBA bed and coffee

WEAVING MILL ARUBA bed and coffee
3.5 star property
Santa Cruz
The price is AU$160
includes taxes & fees
8 July - 9 July
WEAVING MILL ARUBA bed and coffee

CARIBBEAN STARS

CARIBBEAN STARS
4.0 star property
Sabana Abajo
8.0 out of 10, Very good, (65 reviews)
"Loved everything about it , Property management very nice and friendly made things a breeze"
United States
Muna
The price is AU$134
includes taxes & fees
15 June - 16 June
CARIBBEAN STARS

Residenciales H1 & H2

Residenciales H1 & H2
3.5 star property
Villa Olga
9.6 out of 10, Exceptional, (181 reviews)
"Very good place to stay. "
United States
NICOLAS
The price is AU$83
includes taxes & fees
19 June - 20 June
Residenciales H1 & H2

Santa Fe Club

Santa Fe Club
3.5 star property
Sosúa
8.4 out of 10, Very good, (180 reviews)
"Great place"
United States
claudia
The price is AU$130
includes taxes & fees
9 June - 10 June
Santa Fe Club

Xquisite Suites

Xquisite Suites
3.0 star property
Bahamas Terrace
10.0 out of 10, Exceptional, (4 reviews)
"Beautiful proper, lots of beautiful boats to ogle & a beautiful restaurant!"
Canada
Paul
The price is AU$337
includes taxes & fees
8 July - 9 July
Xquisite Suites

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 AU$65
includes taxes & fees
8 June - 9 June
A 7 Minutos del Aeropuerto SDQ Apto.

Caribbean Sun Apart Hotel

Caribbean Sun Apart Hotel
4.0 star property
Bávaro
9.0 out of 10, Wonderful, (51 reviews)
"Place was great. Would recommend "
Canada
Taylor
The price is AU$28
includes taxes & fees
9 June - 10 June
Caribbean Sun Apart Hotel

Reserva Real by Harper

Reserva Real by Harper
4.0 star property
Bávaro
9.0 out of 10, Wonderful, (306 reviews)
"Great place to stay!"
United States
CARLOS
The price is AU$122
includes taxes & fees
10 June - 11 June
Reserva Real by Harper

The Ivy - Blue Bay Golf & Beach Resort

The Ivy - Blue Bay Golf & Beach Resort
4.0 star property
Sint Michiel
The price is AU$136
includes taxes & fees
8 June - 9 June
The Ivy - Blue Bay Golf & Beach Resort

Green Land Bubble Glamping

Green Land Bubble Glamping
2.0 star property
Sosúa
9.4 out of 10, Exceptional, (97 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 AU$190
includes taxes & fees
2 July - 3 July
Green Land Bubble Glamping

The Palms Resort

The Palms Resort
3.0 star property
Holetown
8.6 out of 10, Excellent, (216 reviews)
"Me and my girl friend had a great stay! Staff were very nice and always helped if we need anything. The place was always clean . Was a perfect stay for our first trip down on the island. Recommend 100%"
Canada
Anna
The price is AU$159
includes taxes & fees
9 June - 10 June
The Palms Resort

Windbreak Villa

Windbreak Villa
3.5 star property
Buff Bay
The price is AU$153
includes taxes & fees
8 June - 9 June
Windbreak Villa

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 AU$177
includes taxes & fees
9 June - 10 June
Hotel Panoramic

Instyle Residences at Casa Linda Villas

Instyle Residences at Casa Linda Villas
4.0 star property
Sosúa
10.0 out of 10, Exceptional, (1 review)
"Muy linda pero el anfitrión nunca respondio"
Mexico
Eliezer
The price is AU$318
includes taxes & fees
8 June - 9 June
Instyle Residences at Casa Linda Villas

Destination Jelly Playa Coral Condo

Destination Jelly Playa Coral Condo
4.5 star property
Bávaro
10.0 out of 10, Exceptional, (15 reviews)
"Very satisfied with this booking I recommend ! "
Canada
Mohammad
The price is AU$220
includes taxes & fees
9 June - 10 June
Destination Jelly Playa Coral Condo

The Jazmyn - Blue Bay Golf & Beach Resort

The Jazmyn - Blue Bay Golf & Beach Resort
2.5 star property
Sint Michiel
The price is AU$497
includes taxes & fees
8 June - 9 June
The Jazmyn - Blue Bay Golf & 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

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 favourite 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 depend 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 AU$108 per night. Entering your travel dates in the search wizard might find you 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.