Discover a selection of 1,000 vacation rentals in Cayman Islands 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 $119 per night, and houses and villas are popular options for a stay in Cayman Islands. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Cayman Islands
Destination guide

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.

Things to do

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.

Natural features

Meet the Cayman Islands iguanas

Set in the sparkling Caribbean Sea, the Cayman Islands were once part of the Cuban Sierra Maestra range. The mountains were submerged by water in the ice age, though the peaks remained above sea level and are now a tropical paradise. When you've had your fill of pristine beaches and coral reefs why not visit Queen Elizabeth II Botanic Park? Inside you'll find a wonderland of tropical plants and orchids. If iguanas are on your wish list, head to Little Cayman, where you'll often spot the endangered tropical lizards basking on the beach.

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.

Good for couples

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.

How many vacation rentals are available around Cayman Islands?

Our 2022 property listings offer a large selection of 895 vacation rentals around Cayman Islands. From 260 house rentals to 85 villa 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 Cayman Islands?

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

  • Grand Cayman: 831 vacation rentals
  • Seven Mile Beach: 715 vacation rentals
  • Cayman Brac: 56 vacation rentals
  • Rum Point: 150 vacation rentals
  • Regal Beach Club: 36 vacation rentals

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

What are the main cities to discover in Cayman Islands?

Whether you're traveling with family or friends, here are the cities with the largest selection of vacation rentals for a holiday trip or just for a weekend in Cayman Islands:

  • Seven Mile Beach: 715 rentals
  • Little Cayman: 47 rentals
  • West Bay: 521 rentals
  • North Side: 831 rentals
  • Bodden Town: 830 rentals

For other cities, please use our search bar to access the selection of vacation rentals available.

Can I find easy-access vacation rentals when traveling by plane to Cayman Islands?

Yes of course. Our owners offer a large selection of vacation rentals near airports. The airports with a large selection of vacation rentals in Cayman Islands are:

  • George Town (GCM-Owen Roberts Intl.): 831 vacation rentals
  • West End (CYB-Gerrard Smith Intl.): 67 vacation rentals
  • Little Cayman (LYB-Edward Bodden Airfield): 55 vacation rentals

For other airports, please use our search bar to access the selection of vacation rentals available.

Near which points of interest can I spend my holidays in Cayman Islands?

Vrbo offers a large selection of rentals near lovely places in Cayman Islands. From Vrbo travelers, the top most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Camana Bay: 831 rentals
  • Bonnie's Arch (Dive Site): 770 rentals
  • Grand Cayman Blow Holes: 798 rentals
  • LCM David Nicholson Shipwreck: 760 rentals
  • Governors Square: 829 rentals

But there are many other points of interest around Cayman Islands listed on Vrbo where you can find your place to stay. Just write your wanted destination in our search bar and have a look at our selection.

Explore destinations around Cayman Islands

Cayman Brac
56 vacation rentals
Little Cayman
47 vacation rentals
George Town
278 vacation rentals
North Side
831 vacation rentals
Bodden Town
830 vacation rentals
East End
272 vacation rentals
West Bay
258 vacation rentals