Skip to content

Cayman Islands vacation rentals

Book unique vacation rentals, houses, and more on Airbnb

Top-rated vacation rentals in Cayman Islands

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

SUPERHOST
  1. Entire cottage
  2. Savannah
John John's Hideaway

Cozy 1 bedroom cottage with en-suite bathroom, sitting area, full kitchen, washer and dryer. Located in a quiet neighbourhood, a 2 minute walk away from Pedro St. James Castle. 3 minute drive from a supermarket and local restaurants. 5 minute drive to snorkel at the picturesque Spotts Beach. 20 minute drive from other popular destinations, including shopping centres and other local attractions.

$135 per night
  1. Private room
  2. Bodden Town
Gayle's Getaway (GG)

This house is newly built and it has 3 bedrooms and 2 bathrooms. There are 2 bedrooms to the right of the house with a bathroom in the middle. These 2 bedrooms are the ones listed for rental however they are listed separately. The house has a kitchen, dining room and living room space that is available for my guests. The living room has IPTV with a 75" TV. This bedroom has a 50" TV equipped with IPTV. The house is situated in a friendly residential area with close neighbors.

$80 per night
SUPERHOST
  1. Entire rental unit
  2. 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.

$184 per night

Vacation rentals for every style

Get the amount of space that is right for you

  • Houses
  • Villas
  • Resorts

Cayman Islands house rentals

  1. Private room
  2. Savannah
Island Serenity
$85 per night
SUPERHOST
  1. Entire home
  2. Bodden Town
Tranquil Hideaway
$86 per night
  1. Entire home
  2. Grand Cayman
Pools of the Kai #3 by Grand Cayman Villas
$380 per night
  1. Private room
  2. West Bay
16 Cozy Place-2 Single Bedrooms-1Bathroom
$90 per night
  1. Entire home
  2. Grand Cayman
Kaibo Dreams by Grand Cayman Villas
$213 per night
  1. Entire home
  2. Grand Cayman
Kai Tana by Grand Cayman Villas
$451 per night
SUPERHOST
  1. Entire home
  2. Little Cayman
Just Chillin in Little Cayman
$170 per night
SUPERHOST
  1. Private room
  2. West Bay
Medlock Guest House (Grey Room)
$110 per night
  1. Private room
  2. West Bay
Shangri-La - Award-Winning- Oleander Room
$190 per night
SUPERHOST
  1. Entire home
  2. Bodden Town
Art Beach House, boutique style luxury.
$370 per night
SUPERHOST
  1. Entire home
  2. Grand cayman
The Highlands Rooftop Retreat
$375 per night
  1. Entire home
  2. West End
2-bdrm Pool, cabana, sunsets, kayaks, bikes more
$175 per night

Cayman Islands condo rentals

SUPERHOST
  1. Entire condo
  2. George Town
Beach Living at Seagull Condos BLMI
$219 per night
  1. Entire condo
  2. George Town
Paradise on Seven Mile Beach
$294 per night
SUPERHOST
  1. Entire condo
  2. George Town
Cayman Reef Resort on Seven Mile Beach
$293 per night
  1. Entire condo
  2. George Town
One Bedroom Condo-Seven Mile Beach-Cayman Reef #6
$200 per night
SUPERHOST
  1. Entire condo
  2. West Bay
Modern Penthouse Oceanfront 1 Bdr Condo /w Pool
$349 per night
SUPERHOST
  1. Entire condo
  2. Grand Harbour
The Sanctuary at the Careenage, Grand Harbour
$179 per night
SUPERHOST
  1. Entire condo
  2. George Town
Beautiful Modern Condo on 7 Mile Beach
$250 per night
SUPERHOST
  1. Entire condo
  2. George Town
Great 1-Bedroom at Seagull Steps from 7 Mile Beach
$215 per night
  1. Entire condo
  2. Seven Mile Beach
Centrally located condo on Seven Mile Beach
$245 per night
  1. Entire condo
  2. George Town
On Seven Mile Beach, no cruise ship tourists!!
$243 per night
SUPERHOST
  1. Entire condo
  2. Rum Point
Kaibo Yacht Club Villas Ocean Front Apartment
$201 per night
SUPERHOST
  1. Entire condo
  2. George Town
Beach Living at Island Pine Villas (BLJ)
$213 per night

Cayman Islands villa rentals

SUPERHOST
  1. Entire villa
  2. West Bay
Modern BeachSide Villa steps from Seven Mile Beach
$174 per night
SUPERHOST
  1. Entire villa
  2. Old Man Bay
Old Man Bay Villa #1
$135 per night
SUPERHOST
  1. Private room
  2. George Town
Queen Room + Bath (Bluebell Room)
$125 per night
LUXE
Professionally inspected
  1. Entire villa
  2. Rum Point
Tarasand
$950 per night
  1. Entire villa
  2. Bodden Town
Oceanfront Villa (Brand New)
$185 per night
SUPERHOST
  1. Entire villa
  2. West Bay
Ocean Front Relaxation Villa
$549 per night
SUPERHOST
  1. Entire villa
  2. West Bay
Beach Living at Conch Point Villa (BLJJ)
$863 per night
  1. Entire villa
  2. North Side
Luxury 3bd Beach Front, # 4 Green, Stunning Views
$400 per night
  1. Entire villa
  2. North Side
Coco Kai Beach Front Villa heated pool and dock
$628 per night
  1. Entire villa
  2. Bodden Town
Sea Palm Villas Beautiful Beachfront accomodation
$175 per night
SUPERHOST
  1. Entire villa
  2. Grand Cayman
Deluxe Spacious Villa
$455 per night
  1. Entire villa
  2. East End
OCEAN VIEW at SUNRISE SOLILOQUY - Paradise Villas
$292 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.


When is 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.


What are the 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.