Little Cayman Holiday Rentals

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Holiday Rentals in Little Cayman

Little Cayman Escape - Lighthouse Views of the Caribbean Sea

10.0 out of 10, Exceptional, (17)
"Great as always. Love the place"
Little Cayman Escape - Lighthouse Views of the Caribbean Sea

The ROCK HOUSE with Private Beach on Little Cayman

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"
The ROCK HOUSE with Private Beach on Little Cayman

Little Cayman 3 Bedroom Oceanfront Private Villa

10.0 out of 10, Exceptional, (15)
"This is a beautiful place. The views are spectacular. Host was very helpful and quick to respond to questions. Check in was easy. Kitchen had everything we needed. Plenty of towels. Great snorkle spot out front. Not for novice snorklers or kids. Entry is easy but exiting can be tough depending on surf. Alot of the walk way has been washed away. Would absolutely stay here again."
Little Cayman 3 Bedroom Oceanfront Private Villa

BEACHFRONT RELAXATION IN LITTLE CAYMAN

10.0 out of 10, Exceptional, (6)
"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."
BEACHFRONT RELAXATION IN LITTLE CAYMAN

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

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

Timeless - Beautiful 4 bedroom home on the north coast of Little Cayman.

Timeless - Beautiful 4 bedroom home on the north coast of Little Cayman.

Sir Turtle Beach Villas

3.0 star property
Sir Turtle Beach Villas

Little Cayman Escape by Cayman Villas

3.5 star property
Little Cayman Escape by Cayman Villas

Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

10.0 out of 10, Exceptional, (5)
"Enjoyed our time at the Brac"
Luxury Beachfront House on Cayman Brac's Nicest Beach! Vacation your way!

Only steps to the beach

Only steps to the beach

Beach Front Paradise Home. Luxurious Funishings!

10.0 out of 10, Exceptional, (57)
"We had a fantastic visit to Cayman Brac and Paradise Found beach home. During our stay Hurricane Raphael hit the island. Randall and Jeffrey were very helpful with getting us situated before and during the hurricane. We stayed at the house during the storm and the house held up great. The house was very clean and well maintained. The private beach was fantastic. We did not see a single person on the beach the whole week we were there. The pool is fantastic and a nice way to cool off on a...
Beach Front Paradise Home. Luxurious Funishings!

Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!

9.4 out of 10, Exceptional, (14)
"Serenity on the Bay was as it is named, it was a peaceful and beautiful location, the host Margaret was professional and accomadating. I would recomend staying at Serenity for anyone who loves nature want to relax, see beautiful sunsets."
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!

THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!

6.4 out of 10, (5)
"I got an email on the day of our arrival saying that the reservation was canceled to a break in. Had to scramble to find a place for 6 people. We were successful due to the help of some of the locals. During our conversation was told that the house as trashed During a party mor than a week before our arrival, further more they told me that even without the damage done during the party that the house is run down and seriously in need of repairs and should not even be available to rent. Over all...
THE ULTIMATE LUXURY BOTANICAL FAMILY ESTATE VERY LARGE 3,480 SQFT ON THE BEACH!!

Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept

10.0 out of 10, Exceptional, (73)
"Property was very nice, we didn’t get to do everything because of hurricane but we still loved it. We were keep informed about what was going to happen and what to do. Would stay again"
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept

Stargaze from the Hot Tub, Waterfront Luxury Private Villa with Central AC

10.0 out of 10, Exceptional, (51)
"This villa is by far our favorite stay in the Brac. We felt a world away from our busy lives in the states, and from the easy bustle of the Brac. The home is beautiful and remote, and a lot of thought and intention went into making it a five star accommodation. When not exploring the peaceful island, we lazed around the pool or just gazed at the mesmerizing, ever changing sea a skyscape. This will be our annual home away from home!"
Stargaze from the Hot Tub, Waterfront Luxury Private Villa with Central AC

Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

10.0 out of 10, Exceptional, (22)
"Perfectly situated with the Caribbean right at your doorstep. Meticulous attention to cleanliness both inside and out. Interior appointments are more than was expected And it is light and airy with an open design. Outside, the grounds are manicured and there is a freshwater shower, dunk tank for divers and a large deck embellishes the front side of the home with unsurpassed views particularly situated for sunsets. The owners are warm, friendly, and accommodating. One cannot ask for more."
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!

Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck

10.0 out of 10, Exceptional, (55)
"Everything was great with this property! I would highly recommend it!"
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck

Charming 1-bedroom house by the sea in quaint Cayman Brac

2.0 star property
Charming 1-bedroom house by the sea in quaint Cayman Brac

Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5

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"
Nature Escape Getaway w/ in-room dining service & amenities/3bdrm 1bth/sleeps 5

Ocean view from every room ,quiet neighborhood family friendly.Bluff view

Ocean view from every room ,quiet neighborhood family friendly.Bluff view
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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Other types of properties in Little Cayman you may be interested in

Conch Club Cottage

3.0 star property
10.0 out of 10, Exceptional, (2)
"We had a wonderful stay! Bikes and kayaks were available and free to use. The beach is clean and sandy. I loved the hammocks under the hut. "
Conch Club Cottage

Little Cayman Escape - Lighthouse Views of the Caribbean Sea

10.0 out of 10, Exceptional, (17)
"Great as always. Love the place"
Little Cayman Escape - Lighthouse Views of the Caribbean Sea

The ROCK HOUSE with Private Beach on Little Cayman

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"
The ROCK HOUSE with Private Beach on Little Cayman
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until 4 Dec (property time) with our Black Friday deals. Stay by 15 Dec 2025.

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 8 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 Point of Sand Beach 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.