Little Cayman Holiday Rentals

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Holiday Rentals in Little Cayman

On the beach
Little Cayman Escape - Lighthouse Views of the Caribbean Sea
10.0 out of 10, Exceptional, (16)
"Great as always. Love the place"
Little Cayman Escape - Lighthouse Views of the Caribbean Sea
Aerial view
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
Property grounds
Blossom Village Cottage – Charming Beachfront Accommodations on Little Cayman
10.0 out of 10, Exceptional, (22)
"This a true island get-away. There are so few people on the island. You feel like you have it all to yourself. Next year we are coming back for 2 weeks! No Grand Cayman! Just relaxing on Little Cayman."
Blossom Village Cottage – Charming Beachfront Accommodations on Little Cayman
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Sun-loungers, beach towels
Little Cayman 3 Bedroom Oceanfront Private Villa
10.0 out of 10, Exceptional, (13)
"The house is a spectacular beautiful house right on the ocean all the amenities. You would need great customer, service, and host."
Little Cayman 3 Bedroom Oceanfront Private Villa
Beach nearby
BEACHFRONT RELAXATION IN LITTLE CAYMAN
10.0 out of 10, Exceptional, (5)
"roomy and well located. needs a little attention to some minor issues but overall was a good place to stay. There is sea grass out the first hundred feet or so in the water so swimming out front is not really an option. The pool was a nice option and being there off season we were the only ones in it most of the time."
BEACHFRONT RELAXATION IN LITTLE CAYMAN
Beach
Stunning Little Cayman 3 Bedroom Beach Townhouse
10.0 out of 10, Exceptional, (16)
"We had the best time in this home! Little Cayman is amazing! I can’t say enough about the fabulous house, staff and experience that we all had! We will definitely be back! Thank you for a trip of a lifetime!"
Stunning Little Cayman 3 Bedroom Beach Townhouse
Beach
The Sanctuary - Unforgettable 4-Bedroom Little Cayman Villa Perfect for Retreats
The Sanctuary - Unforgettable 4-Bedroom Little Cayman Villa Perfect for Retreats
Property grounds
Timeless - Beautiful 4 bedroom home on the north coast of Little Cayman.
Timeless - Beautiful 4 bedroom home on the north coast of Little Cayman.
Property grounds
Beachcombers Paradise--Awesome Sea Views!-Beachfront Getaway!
10.0 out of 10, Exceptional, (40)
"This was one our families best vacations and the best VRBO home we have ever rented. The host, Brian was so informative and gave us every piece of information we needed to make our time on Little Cayman a success. The house provided anything we could possibly need. The dishes and decor gave us a real island vacation feel. The views from the house were unreal. We could watch the sunrise and sunset from the porch. The snorkeling at the reef by the house was amazing and extremely easy to navigate....
Beachcombers Paradise--Awesome Sea Views!-Beachfront Getaway!
Beach nearby
Sir Turtle Beach Villas
3.0 star property
Sir Turtle Beach Villas
Villa, 3 Bedrooms | Balcony
Little Cayman Escape by Cayman Villas
3.5 star property
Little Cayman Escape by Cayman Villas
Pool
Beach Front Paradise Home. Luxurious Funishings!
10.0 out of 10, Exceptional, (52)
"We've been to several islands in the Caribbean, but keep coming back to Cayman Brac. As busy Americans always with a to do list that's longer than we can complete, we like coming to a place where there's not much to do and it forces us to relax. No beaches means no crowds, there's no traffic, the snorkeling is great (including right from the house, once we found a path free of urchins), and the pool and shaded screened porch make lounging all day so comfortable. LaRonda's place was everything we...
Beach Front Paradise Home. Luxurious Funishings!
Property grounds
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
9.4 out of 10, Exceptional, (12)
"Nice old Caribbean feel…..very little traffic compared to Grand Cayman. Beaches are rocky and not easy to enter the water, water shoes definitely needed. Strong NW winds and waves prevented us from snorkelling and swimming. We were able to snorkel one morning in front of the property and the fish life is like swimming in an aquarium. A few plastic dishes would be nice to eat outside or on the beach. All in all, we had a great time touring the whole island…… we will visit the Brac again. Scuba...
Serenity On The Bay1 - One Bed Apt Close to Supermarkets, Shops and Restaurants!
Property grounds
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!!
On the beach
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept
10.0 out of 10, Exceptional, (72)
"We rented all 3 units & worked well for the whole family"
Pool, 5 bdrm, sandy beach, sunsets, quiet, cabana w/hammocks, bikes, well kept
Beach nearby
Oceanfront Villa - Charming, Romantic, Seaside Cottage with Stunning views
9.0 out of 10, Wonderful, (2)
"We enjoyed our stay at Ocean Retreat. The location right by the sea was peaceful and relaxing. The house also had everything we needed and was comfortable. Liesel, the property manager, was helpful and available to answer any questions. Would stay again!"
Oceanfront Villa - Charming, Romantic, Seaside Cottage with Stunning views
On the beach, sun-loungers, beach towels
Waterfront Luxury Private Villa, Gorgeous Views & Central AC; 3 Master suites
10.0 out of 10, Exceptional, (49)
"Beautiful home on the ocean with all the privacy and quiet one could ask for. The property was neat and clean, Orane met us at the airport and helped us obtain groceries, etc, for our stay. We have already booked a stay for next year."
Waterfront Luxury Private Villa, Gorgeous Views & Central AC; 3 Master suites
Beach
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
10.0 out of 10, Exceptional, (22)
"The view is gorgeous and the reef is wonderful. Lynne and George are great landlords and we enjoyed their company immensely. They quickly responded to every concern, especially after the nor western storm that wrecked the northern part of the island. They promptly cleaned up the storm debris and restored the beach. We highly recommend Sea Dreams for a quiet and relaxing stay."
Lovely 'Sea Dreams Villa' w/ Private Beach & Deck!
Beach
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck
10.0 out of 10, Exceptional, (53)
"My husband, 1 year old and in-laws had a wonderful stay here. The beach is one of the best on the entire island. It was so great to have an area for my son to play just outside our door. Spacious and clean. Would absolutely stay here again!"
Snorkelers & Divers Paradise-Cayman Brac-2 Bedroom On Beach With Deck
Pool
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
Don't see what you're looking for?
See all available properties in 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.

Other types of properties in Little Cayman you may be interested in

Exterior
Conch Club Cottage
3.0 star property
10.0 out of 10, Exceptional, (1)
Conch Club Cottage
On the beach
Little Cayman Escape - Lighthouse Views of the Caribbean Sea
10.0 out of 10, Exceptional, (16)
"Great as always. Love the place"
Little Cayman Escape - Lighthouse Views of the Caribbean Sea
Aerial view
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Little Cayman holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Little Cayman. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Little Cayman. Seeing all the best attractions is bound to make you fall in love with Little Cayman. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Little Cayman short-term rentals, that won’t be hard to do.

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.

Recent reviews of Little Cayman properties
Expedia verified reviews

Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!

Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!

5/5 Excellent
Serenity on the Bay - Awesome
"The location was near all the main activities. It was like a home away from home. Peaceful and serene. Very clean and has no disturbances. The Owner was very responsive to any queries. One suggestion is to have it linked to Google Maps so that it can be easily tracked for those not familiar with it. We felt very safe in the area."
A verified traveller stayed at Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!
Posted 5 days ago
Serenity On The Bay2 - Two Bed Apt Close to Supermarkets, Shops and Restaurants!