Little Cayman Holiday Rentals

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Holiday Rentals in Little Cayman

Holiday Home in Blossom Village

10.0 out of 10, Exceptional, (2)
"great location store, is bike able distance , shallow water snorkeling in front of house lots of conch, screen porch is outstanding feature . older houses like this one are usually in best locations"
United States
MARK C.
The ROCK HOUSE with Private Beach on Little Cayman

Villa in Little Cayman

10.0 out of 10, Exceptional, (21)
"Love this place! We will be back !"
United States
Grason S.
Little Cayman Escape - Stunning Views and Privacy - Call Cayman Villas!

Villa in Little Cayman

10.0 out of 10, Exceptional, (27)
"Quiet property , clean, good management and perfect getaway for a family or couple. "
United States
Wilton
Blossom Village Cottage – Charming Beachfront Cottage by Cayman Villas.

Condo in South Hole

10.0 out of 10, Exceptional, (7)
"This property was exactly what we needed for a relaxing getaway on the quiet Little Cayman island. The home is clean and updated and Blair was a great host who communicated clearly from our reservation through check out. Would definitely look forward to staying here again."
United States
Jennifer S.
BEACHFRONT RELAXATION IN LITTLE CAYMAN

Holiday Home in West End

10.0 out of 10, Exceptional, (18)
"Enjoyed it!"
United States
Elliott W.
Little Cayman 3 Bedroom Oceanfront Private Villa

Villa in Little Cayman

The Sanctuary - Unforgettable 4-Bedroom Little Cayman Villa Perfect for Retreats

Villa in Little Cayman

3.0 star property
Sir Turtle Beach Villas

Holiday Home in Cayman Brac

8.0 out of 10, Very good, (1)
"Greeted by house manager who took us through the basics. Villa was super clean and very cute. Gorgeous outside area"
United States
clare p.
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5

Aparthotel in West End

9.6 out of 10, Exceptional, (4)
"Great restaurant and bar on site. Staff are superb. The best place to stay on Cayman Brac!"
United States
Matthew
The price is AU$424
includes taxes & fees
4 Dec - 5 Dec
The Alexander # 210 - Queen Suite

Holiday Home in Cayman Brac

10.0 out of 10, Exceptional, (7)
"Property was great."
United States
Dorothy S.
Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

Condo in Cayman Brac

10.0 out of 10, Exceptional, (58)
"This place is fantastic, just book it."
United States
brian h.
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck

Villa in Stake Bay

10.0 out of 10, Exceptional, (57)
"Had a lovely time."
United States
Sophia K.
Incredible Views, Waterfront Luxury Private Villa with Central AC

Holiday Home in Cayman Brac

10.0 out of 10, Exceptional, (64)
"We thoroughly enjoyed our 2 week stay at Paradise Found. The home was well equipped, clean and very comfortable. The screened in porch was a plus. We have vacationed on Cayman Brac many times and Paradise Found is now one of our favorites."
United States
donald g.
Beach Front Paradise Home. Luxurious Funishings!

Holiday Home in Cayman Brac

6.0 out of 10, (1)
"Stay was 1 week and the pool could not be used due to bees and was not cleaned regularly. One bath was out of service because of leak. The place is very nice tho hopefully all issues are fix would stay again."
United States
Overtha
Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Holiday Home in Cayman Brac

9.0 out of 10, Wonderful, (16)
"Truly it’s an older home on an extremely rocky beach. "
United States
Anita Bobby S.
PLEASE COME AND RELAX ON OUR PRIVATE BEACH!

Holiday Home in North Side, West End

9.8 out of 10, Exceptional, (56)
"Ideal location, feet from the ocean comfortable hammocks and pool to lay next to. All of the amenities that you have at home are in the house. Cayman Brac is a snorkel paradise. Lots of places to snorkel and if you’re into scuba diving this is the island. The only negative thing that we found was to find a nice Sandy beachYou really had to search. The sunsets were spectacular and beautiful. The people on the island were very friendly and helpful and always ready to give you a hand. Really...
United States
Randy W.
Private 2-b beachfront cottage w/ hammocks, screened-in veranda, sunsets & more!

Villa in Stake Bay

10.0 out of 10, Exceptional, (27)
"Amazing stay- awesome location, will be returning!"
United States
Mary O.
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

Apartment in West End. Cayman Brac

9.4 out of 10, Exceptional, (21)
"A very enjoyable stay at Serenity on the Bay. Great location and space. Thank you Margaret"
United Kingdom
Corin G.
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!

Condo in Cayman Brac

10.0 out of 10, Exceptional, (1)
"Convenient to diving, north or south climbing areas, and restaurants. We even had snorkeling from our beach. "
United States
bob s.
Only steps to the beach

Holiday Home in Stake Bay

10.0 out of 10, Exceptional, (60)
"Wonderful house and perfect location. Could not ask for a better place to stay. We will definitely be back!"
United States
Kathy K.
Luxury Oceanfront Villa, 2 Primary Suites + 3rd bdrm, 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 Little Cayman Hotel Reviews

Find out more about Little Cayman

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

Little Cayman holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Little Cayman. 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 Little Cayman 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 Little Cayman holiday rentals we have selected for you start as low as AU$424 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Little Cayman rentals

At Expedia, we put the best Little Cayman 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 Little Cayman 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 Little Cayman 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 Little Cayman. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Little Cayman?

Yes, there are holiday rentals close to the most popular sights in Little Cayman, or you can select a more secluded option if you're looking for a relaxing stay. Little Cayman is known for its beaches.

What are some of the best holiday rentals that Little Cayman has to offer?

Little Cayman 3 Bedroom Oceanfront Private Villa: This highly rated holiday home rental in Little Cayman is located by the ocean, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books. Our travellers also rate The ROCK HOUSE with Private Beach on Little Cayman as a favourite home for rent in Little Cayman.

How many holiday rentals are there in Little Cayman?

Choose from 5 Expedia holiday rentals in Little Cayman for a memorable holiday.

What’s there to see and do in Little Cayman?

Little Cayman Beaches and South Hold Sound are a couple of scenic spots to enjoy the outdoors, whereas Little Cayman Museum is one of the cultural attractions. While here, Little Cayman Beach and Booby Pond Nature Reserve are other places worth a visit.

What’s a holiday rental in Little Cayman like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Little Cayman. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll have a home away from home. If you're concerned about cleanliness, holiday rentals can offer a sense of safety away from public hotel lifts and bustling concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great choice for a small group gathering.