Cayman Islands vacation rentals

We found 1,372 vacation rentals — enter your dates for availability

Popular Cayman Islands destinations on Vrbo

Cayman Islands: A slice of Caribbean paradise

The epitome of paradise, the Cayman Islands encompass everything that's great about the Caribbean. From sandy beaches and lush rainforests, to colonial history and lively nightlife, there's something for everyone. The archipelago is made up of 3 islands, each with its own unique charm. Grand Cayman lures visitors with its all-inclusive resorts and colonial towns. Cayman Brac champions a laid-back vibe, while Little Cayman is known for its exotic wildlife and deserted beaches. Planning a Caribbean getaway? From oceanfront condos on Seven Mile Beach, to breezy cottages in Blossom Village, Cayman Islands vacation rentals promise an unforgettable stay.

Tourist attractions near Cayman Islands vacation homes

Anchoring Bodden Town, Pedro St James is Grand Cayman's oldest building. The handsome Caribbean house was built by one of Cayman's founding families in the late 1700s. Today you can admire colonial antiques, stroll around the garden and peer into the room where the 1835 Slavery Abolition Act was signed. For a glimpse at the archipelago's inspired arts scene, don't miss the National Gallery of the Cayman Islands. Beautifully curated, it showcases works from local Caribbean artists.

What to do near your Cayman Islands summer rental

With sugar-white sand, crystal-clear water and palm-shaded beach bars, Seven Mile Beach looks like it's been plucked straight out of a postcard. For a quieter scene, head to Cemetery Beach, where you'll see locals enjoying sun-dappled picnics and reggae jam sessions. Calls for adventure are answered with emerald green rainforests, hidden caves and deserted beaches. Descend under the waves and you'll find a wonderland of colorful reefs, tropical fish and coral-strewn shipwrecks. After a long day in the sun, there's nothing better than sunset cocktails on the deck of your Cayman Islands vacation rentals villa.

Best time to travel to Cayman Islands vacation rentals

Winter is high season in the Cayman Islands, with flocks of sunseekers descending on the archipelago. From family getaways to destination weddings, Cayman Islands vacation rentals unlock access to a host of boutique properties. If you want to beat the winter rush, consider visiting in spring, when the Cayman Islands enjoy clear skies, calm water and sultry temperatures. Green season spans from May to November. While you may encounter afternoon rainstorms, there's also every chance of sunshine. This is thanks to the archipelago's westerly location, which means the Cayman Islands escape most of the wild weather ushered in by hurricane season.

Family friendly

Kid-friendly attractions near Cayman Islands vacation homes

The Cayman Islands offer an array of fun-filled activities for children of all ages. Vacation homes are close to places like Cayman Turtle Centre, a wildlife park with exhibits and adventures like swimming with sea turtles, and Starfish Point, a secluded beach with shallow, clear waters where colorful starfish can be seen. You'll also like Cayman Crystal Caves, an underground cave system with tours through the rainforest and caverns.

Romantic vacation rentals in Cayman Islands

Couples looking for romance will love the Cayman Islands. Vacation rentals can be found near places like the Mastic Trail, a hiking trail through an expansive nature reserve with plants, trees, and wildlife unique to the island, and the Blowholes, a scenic spot where seawater rushes through openings in the rocky shore. You'll also like the National Gallery of the Cayman Islands, a contemporary museum with local artwork and traditional crafts.

Frequently asked questions

What is the best area to stay in Cayman Islands when booking a vacation rental?
George Town is one of the most in-demand locations to find a vacation home in Cayman Islands. Looking for some top things to do and see here? Make your way to Spotts Beach and Cayman Islands National Museum.
What is the most popular type of vacation rental accommodation in Cayman Islands?
According to our data, condos are the most desirable type of vacation property in Cayman Islands. But that goes without saying, everyone’s idea of an epic trip differs. Vrbo has vacation rentals of all sizes, shapes and budgets, so you’re sure to find your perfect match.
How much does it cost to rent a vacation rental in Cayman Islands?
The average price for a vacation rental in Cayman Islands is determined by a number of factors, including property type, season and length of stay. Whether you’d like a sprawling villa with lots of bedrooms or a quaint cottage perfect for just you and the kids, just add your dates of travel to discover some great-value stays.
How much does it cost to rent a beach house in Cayman Islands?
Prices for beach houses in Cayman Islands can vary depending on the size and type of the property and when you plan to travel. Simply enter your dates of travel into Vrbo and the number of guests to see available options and prices. From there you can use our filters to refine your search results by amenities, ratings, nearby activities and more.
Are there pet-friendly vacation rentals in Cayman Islands?
There certainly are. You’ll have a choice of 26 vacation homes that welcome pets in Cayman Islands on Vrbo. Our furry companions deserve a getaway too, so simply use our search function for pet-friendly vacation rentals to book a perfect pad where your pup can be near his favorite humans.
Are there large group vacation rentals in Cayman Islands?
With 144 vacation rentals that can host 10 or more people in Cayman Islands, there’s no need to hold back on your invites. From family vacations to special events like weddings and birthday parties, Vrbo will help you find a large group rental to suit the occasion.
Are there one-bedroom vacation rentals in Cayman Islands?
Yes, there are 181 one-bedroom properties in Cayman Islands to choose from. A one-bedroom vacation rental is an excellent option if it’s only you and your partner or if you’re flying solo. Add in more space, privacy and convenience compared to a hotel, and you’ve got yourself an unforgettable getaway.
Can I find two-bedroom vacation rentals in Cayman Islands?
Gather your besties and enjoy a relaxing escape in one of the 373 two-bedroom vacation properties Cayman Islands has to offer.
Are there vacation rentals with WiFi in Cayman Islands?
Take your pick of 483 vacation rentals with WiFi in Cayman Islands. If you want to disconnect from the world during your trip, but still need to be connected to the web, these properties are for you. Narrow your search by applying the WiFi filter on Vrbo.
How can I find vacation rentals with air conditioning in Cayman Islands?
Cayman Islands has 894 vacation rentals where you’ll be able to spend your days in air-conditioned comfort. To find a stay on Vrbo that features this amenity, enter your dates of travel and use the filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in Cayman Islands?
We recommend checking with the Cayman Islands vacation property you want on Vrbo as the minimum age varies. However, normally it’s 16, 18 or 21.
How long can I rent a vacation rental in Cayman Islands for?
It’s really down to the Cayman Islands property. To browse available options offering extended stays, simply enter your dates and number of guests into Vrbo. Enjoy having the entire place to yourself, along with home comforts such as a kitchen, air conditioning and an outdoor space to play in. Be on the lookout for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in Cayman Islands?
On Vrbo, we’ve got plenty of great discounts and deals for Cayman Islands. Take a look at our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re after a short getaway or an extended stay, Vrbo offers options for every style and budget.

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