Discover a selection of 48 vacation rentals in Little Cayman, KY that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $275 per night, and houses and condos are popular options for a stay in Little Cayman. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Little Cayman
Destination guide

The smallest of the Cayman Islands

Christopher Columbus was the first person record Little Cayman in the early 16th century when his boat was forced off course. At 10 miles long and with only a small population of permanent residents, Little Cayman is by far the smallest of the Cayman Islands. However, don't let that stop you from going. With a wealth of excellent Little Cayman vacation rentals, a wealth of spectacular scuba diving sites including the Bloody Bay Wall, some of the best bird watching opportunities in the Caribbean and festivals from Pirates Week to Mardi Gras, this tiny island punches well above its weight.

Things to do

A surprising number of attractions

For such a small place, you'll be surprised at the number of attractions to visit. While you stay at a Little Cayman vacation rental, you can explore the Little Cayman Museum which houses a unique collection of local historic artifacts. Alternatively, the vast research center is a decades-old, not-for-profit organization which looks to protect the islands' coral reefs through education and conservation. Meanwhile, the Booby Pond and Rookery is part of the Cayman Islands National Trust and is home to the largest population of blue-footed boobies. Well worth an afternoon to explore.


A famed haven for divers

While the beaches are gorgeous and well worth discovering, the reason most stay in a Little Cayman vacation rental is for the scuba diving. It's long been a haven for those looking to explore the underwater world of coral and fish. Be sure not to miss the Bloody Bay, often voted one of the best dive sites in the world and particularly admired by Philippe Cousteau. Here, you can dive down past an almost vertical sea wall to see all sorts of amazing creatures. While you're there, dive Jackson's Bright as well.


A pleasant year-round climate

With temperatures hovering in the 80s all year, other than a little dip during winter, the island's climate is perfect almost all the time. It receives just a little rain in the afternoons through the summer season and misses the hurricane belt completely. If you visit during the high season between December and April, be sure to book up your Little Cayman vacation rental well in advance to avoid disappointment. Outside of these months, as long as you don't mind the odd rain shower, it can be much better value and there are fewer tourists to contend with.

Natural features

Spiky lionfish and Cuban dogfish

Don your flippers and mask to dive down into the deep and discover the staggering number of marine species that inhabit the waters around this Caribbean Island. As you look through your goggles, you'll likely spot a spiky lionfish, a moray eel or 2, an interestingly named Cuban dogfish or even a magnificent shark. If you look below, you may catch a glimpse of a stingray gliding past, and if you're really lucky, the odd sea turtle looking for squid or crustaceans to eat. Back on dry land, you'll want to look to the skies for Cayman Brac parrots.

How many vacation rentals are available around Little Cayman, KY?

Our 2022 property listings offer a large selection of 48 vacation rentals around Little Cayman. From 30 house rentals to 7 condo and apartment rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.

What are the most popular destinations to visit in Little Cayman?

There are many lovely places to stay for a holiday trip or just for a weekend in Little Cayman. From Vrbo travelers, the top most popular destinations to visit are:

  • Blossom Village: 17 vacation rentals
  • South Hold Sound: 17 vacation rentals
  • Little Cayman Beach: 17 vacation rentals
  • Owen Island Beach: 17 vacation rentals
  • Little Cayman Baptist Church: 57 vacation rentals

And Vrbo offers you the chance to discover many other popular destinations in Little Cayman! Please use our search bar to access the selection of vacation rentals available in other popular destinations.