Skip to content

Cayman Islands vacation rentals

Book unique homes, vacation rentals, and more on Airbnb

Top-rated vacation rentals in Cayman Islands

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Rental unit in Grand Cayman
Adorable Boho Beach Villa
This adorable studio apartment has been fully renovated & has everything you need to enjoy the perfect Caribbean getaway. Calypso Cove is directly across from the famous Seven Mile Beach, where you can swim in the crystal clear blue sea every day. The studio has a balcony so you can enjoy the sunset or a morning coffee. Walking distance to supermarket, restaurants, bank and pharmacy, this apartment is in the perfect location. Keurig coffee machine, deck chairs, fins and mask and beach umbrella.
$195 per night
Condo in West Bay
Ocean View w King Bed next to Ritz Carlton
Escape to tropical bliss in this stunning 1 bedroom condo on Seven Mile Beach in the Cayman Islands! This 853 sq ft paradise boasts ocean views from the living room and is just steps away from the sand, where you can soak up the sun and swim in the crystal blue waters. Located between the Ritz Carlton and Westin hotels, this prime stretch of beach is considered the most sought-after on the island and offers the perfect combination of comfort and tranquility. ♥Make memories to last a lifetime♥
$346 per night
Rental unit in George Town
Modern 2 Bed Ocean Condo 7MB
Oceanfront luxury on Seven Mile Beach's quiet, southern end, less than a mile from town. Four garden acres near top dive operation, many amenities, restaurants and shopping within easy walking distance. You will love this gorgeous newly renovated and luxuriously decorated condo. Offshore snorkelling with abundant coral and fish. Large pool overlooking the ocean, Poolside BBQ, lighted tennis courts. Fully equipped kitchen and large ocean view balcony from which to watch magnificent sunsets.
$254 per night

Cayman Islands house rentals

Home in George Town
Chilled Out Beach House
$407 per night
Home in Grand Cayman
Lone Palm by Grand Cayman Villas
$666 per night
Home in Grand Cayman
Pools of the Kai #6 by Grand Cayman Villas
$364 per night
Home in Grand Cayman
Pools of the Kai #3 by Grand Cayman Villas
$364 per night

Cayman Islands beach vacation rentals

Condo in Cayman Islands
7 Mile Beach Waterfront 1 Bedroom Condo,Hidden Gem
$221 per night
Rental unit in West Bay
$150 per night
Condo in George Town
Beautiful Modern Condo on 7 Mile Beach
$239 per night
Rental unit in KY
1 Bed Beach Rental 20 steps to the Beach!
$188 per night

Beach house rentals in Cayman Islands

Home in Rum Point
Sea Cove by Grand Cayman Villas
$498 per night
Home in North Side
Ocean's Edge: Beachfront Home with Rooftop Views
$334 per night
Home in Grand Cayman
KiToCay by Grand Cayman Villas
$442 per night
Home in KY
Sea Cove
$275 per night

Your guide to Cayman Islands

All About Cayman Islands

An idyllic island archipelago in the Caribbean, the Cayman Islands offer everything from tranquility and relaxation on the beach to adventures full of water sports, shipwrecks, and night tours of the bioluminescent ecology. Located in the western Caribbean between Jamaica and Cuba, the Cayman Islands have an identity all their own. A diverse range of cultural heritages come together to create a persona unique to the island chain. Dive with turtles in the morning, take part in a guided jungle tour in the afternoon, and eat at one of the many fine-dining restaurants in the evening.

Each of the three islands that make up the territory has its offerings and personality. Stay in the country's capital of George Town on Grand Cayman for a full sweep of island amenities, find adventure on windswept Cayman Brac with its dramatic cliffs and thick jungles, or take it easy on Little Cayman with its postcard-worthy South Hole Sound Lagoon that is perfect for swimming and lazy kayaking.

The best time to stay in a vacation rental in Cayman Islands

The weather in the Cayman Islands is close to perfect all year round, with warm average temperatures that are ideal for the tropical waters and activities the area is known for. The main area of consideration when looking for Cayman Islands house rentals is the high precipitation rate from May through October. Coinciding with the rain is the hurricane season, which lasts from June through November. However, because the islands are in the western part of the Caribbean, they tend to be shielded from most tropical storms and don't get hit too hard.

If your primary concern is the weather, consider booking your vacation rental or condo in the Cayman Islands from November to April, as this is the dry season. If you are interested in checking out the islands’ famous Carnival Batabano, where costumed dancers, street performers, and musicians celebrate the area's diverse cultural heritage, then book your stay during the first month of May.

Top things to do in Cayman Islands

The Crystal Caves

Located on the north shores of Grand Cayman are the mysterious Crystal Caves. Underground lakes, stalactites, and open ceilings that expose the jungle canopy above are all present in this ancient cave system. Navigate at your own pace or hire an expert to journey through the caves and lush jungles outside while getting the formations' ecological and geological history.

Scuba diving the USS Kittiwake

The Cayman Islands are well known for their world-class scuba diving opportunities, including reefs, underwater cave systems, and shipwrecks. For example, the USS Kittiwake was a former US Naval ship intentionally sunk off the coast in 2011. It now serves as a haven for all kinds of sea life, including shrimp, eels, barracuda, turtles, and grouper. This popular dive site can get crowded, so it’s a good idea to book in advance to secure a spot.

Queen Elizabeth II Botanic Park

This nature reserve is home to several protected and rare species of plant and animal life, including the endangered Grand Cayman Blue Iguana. A visitors center, floral garden, and heritage garden are all available for exploration and provide the public with a view into the island's unique ecological makeup without impacting the environment.