Caribbean Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

Top Cities in Caribbean

Our top choices for Caribbean holiday rentals

Bell At The Airport Suites - Adults Only

Bell At The Airport Suites - Adults Only
2.5 star property
Nassau
9.6 out of 10, Exceptional, (466)
"Room was clean and very nice. Micah is a very accommodating host. "
United States
Clark
Bell At The Airport Suites - Adults Only

MIDTOWN MOTEL SXM

MIDTOWN MOTEL SXM
2.5 star property
Downtown Philipsburg
8.0 out of 10, Very good, (1)
"The staff was extremely helpful "
United States
Joycelyn
The price is NZ$154
includes taxes & fees
3 Jan - 4 Jan 2026
MIDTOWN MOTEL SXM

Manderley Villas

Manderley Villas
3.0 star property
Mangrove
9.6 out of 10, Exceptional, (93)
"The property was perfect! Maureen was lovely and very accommodating. Staying at Manderley made my quick overnight in Barbados a seamless and stress-free experience. Very clean and spacious unit. "
United States
Sydney
The price is NZ$179
includes taxes & fees
30 Dec - 31 Dec
Manderley Villas

Turtles Nest Beach Resort 

Turtles Nest Beach Resort 
3.0 star property
West End Village
9.4 out of 10, Exceptional, (165)
"Great place, one if the few mid priced places in the area"
United States
Cyndi
The price is NZ$835
includes taxes & fees
6 Jan - 7 Jan 2026
Turtles Nest Beach Resort 

Glamping Ecolodge Cueva de las Águilas

Glamping Ecolodge Cueva de las Águilas
2.0 star property
Pedernales
8.6 out of 10, Excellent, (344)
"Love this place"
United States
marcia
Glamping Ecolodge Cueva de las Águilas

Phoenix Park Villas Portmore

Phoenix Park Villas Portmore
4.0 star property
Portmore
10.0 out of 10, Exceptional, (4)
"I will definitely recommend that you stay here is so peaceful security are strictly on point with everything and the comfort of the home is great will be staying back for sure ."
United States
Kimoya
The price is NZ$475
includes taxes & fees
24 Dec - 25 Dec
Phoenix Park Villas Portmore

Playa icacos

Playa icacos
2.0 star property
Cabezas
9.2 out of 10, Wonderful, (78)
"The room was nice and clean"
United States
Candace L
Playa icacos

Hotel Panoramic

Hotel Panoramic
3.0 star property
Trois-Ilets
8.6 out of 10, Excellent, (321)
"Staff was nice - we had arrived a few days after Carnival so it was a busy time for everyone on the island "
Canada
Marco
The price is NZ$421
includes taxes & fees
15 Jan - 16 Jan 2026
Hotel Panoramic

Estudio centrico

Estudio centrico
3.0 star property
Los Jardines
10.0 out of 10, Exceptional, (1)
"Estaba todo limpio zona trankila.."
Mexico
Jorge
The price is NZ$101
includes taxes & fees
24 Dec - 25 Dec
Estudio centrico

Survival Nice Apartment in Aguadilla PR

Survival Nice Apartment in Aguadilla PR
Aguadilla
9.6 out of 10, Exceptional, (77)
"Great place and good location "
United States
Joel
The price is NZ$201
includes taxes & fees
6 Jan - 7 Jan 2026
Survival Nice Apartment in Aguadilla PR

Old San Juan Rentals

Old San Juan Rentals
3.5 star property
Old San Juan
8.6 out of 10, Excellent, (681)
"Amazing stay and staff was always available for us"
United States
Dominique
The price is NZ$458
includes taxes & fees
6 Jan - 7 Jan 2026
Old San Juan Rentals

Mare 1562

Mare 1562
4.0 star property
Isla Verde
9.2 out of 10, Wonderful, (83)
"Room was very clean and comfortable "
United States
Stanzetta
Mare 1562

Ona Residences Punta Cana

Ona Residences Punta Cana
4.0 star property
Bávaro
10.0 out of 10, Exceptional, (3)
"Beautiful "
United States
Shaquille
The price is NZ$311
includes taxes & fees
4 Jan - 5 Jan 2026
Ona Residences Punta Cana

Ceblue Luxury Villas

Ceblue Luxury Villas
5.0 star property
The Valley
10.0 out of 10, Exceptional, (7)
"My husband and I absolutely loved our time at CeBlue! Latoya our concierge was amazing and the beach is beautiful! Only negative would be there isn’t much options for food when you go beginning of August as most places close for hurricane season. Latoya was able to help us find some amazing restaurants throughout the island though. We will be back "
United States
Brooke Renee
The price is NZ$6,648
includes taxes & fees
28 Dec - 29 Dec
Ceblue Luxury Villas

Green Land Bubble Glamping

Green Land Bubble Glamping
2.0 star property
Sosúa
9.4 out of 10, Exceptional, (87)
"Clean room…welcoming staff. Beautiful landscape. Amazing bubble."
United States
Rosalinda
The price is NZ$289
includes taxes & fees
29 Dec - 30 Dec
Green Land Bubble Glamping

Drift Hotels

Drift Hotels
3.5 star property
Historic Center
9.6 out of 10, Exceptional, (10)
"This place is immaculate.  Well maintained by the staff as well as the owner. Free street parking was not a problem on a November. Not sure though how things are during the peak summer season.  Location is excellent, there's a local grocery store close by and the hotel is less than 10-minute walk from the downtown tourist area. There are well equipped shared kitchens in every floor and coffee is always available. Highly recommend. "
Canada
Raymond
The price is NZ$202
includes taxes & fees
24 Dec - 25 Dec
Drift Hotels

Prado Suites Las Terrenas

Prado Suites Las Terrenas
3.5 star property
El Callejón
10.0 out of 10, Exceptional, (1)
"Sí, todo super "
Mexico
Oliver
The price is NZ$183
includes taxes & fees
6 Jan - 7 Jan 2026
Prado Suites Las Terrenas

Zenitude Hôtel-Résidences le Salako

Zenitude Hôtel-Résidences le Salako
3.0 star property
Le Gosier
7.6 out of 10, Good, (512)
"Fresh fruits and good variery of hot and cold breakfast "
United States
Vikram
The price is NZ$291
includes taxes & fees
4 Jan - 5 Jan 2026
Zenitude Hôtel-Résidences le Salako

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!
St. Thomas
9.4 out of 10, Exceptional, (222)
"Clean, quiet, convenient location. Perfect stay!!!"
United States
Glenda
The price is NZ$341
includes taxes & fees
30 Dec - 31 Dec
Modern, furnished condo- Walk to Beach & Marina. Red Hook, Ferry & Bars nearby!

Garden Suite near the Beach and restaurants!

Garden Suite near the Beach and restaurants!
Ucares
10.0 out of 10, Exceptional, (75)
"The bed is very comfortable "
United States
Wei g.
The price is NZ$270
includes taxes & fees
1 Jan - 2 Jan 2026
Garden Suite near the Beach and restaurants!
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 Hotel Reviews

Find out more about Caribbean

Everything you need to know about Caribbean 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 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

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