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 $165 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

Island paradise at Cayman Islands vacation home rentals

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 2021 property listings offer a large selection of 782 vacation rentals around Cayman Islands. From 317 house rentals to 83 villa rentals, find a unique house rental for you to enjoy a memorable holiday or a weekend with your family and friends.