Cayman Islands vacation rentals

Search hundreds of travel sites at once for vacation home deals in the Cayman Islands

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Useful Info
Recommended by KAYAK

Latest Cayman Islands vacation rental deals

MOST POPULARGeorge Town
Vacation homes from $137

Best Cayman Islands vacation rentals

Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

$138 - $911$911 - $1,683$1,683 - $2,455$2,455 - $3,227$3,227+ per night

Property Types

ApartmentCondoCottageHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in the Cayman Islands

Show all
Cayman Imperial Suite-Close to Beaches, Restaurants, Bus-stops & Stores - George Town - Kitchen
Cayman Imperial Suite-Close to Beaches, Restaurants, Bus-stops & Stores
George Town, Cayman Islands
9.7Wonderful(39)
Free Wi-Fi
$149+
Check availability
Slice of Paradise- 2 mins from Spotts Beach! - George Town - Balcony
Slice of Paradise- 2 mins from Spotts Beach!
George Town, Cayman Islands
9.0Wonderful(4)
Free Wi-Fi
$159+
Check availability
Blue Paradise - George Town
Blue Paradise
George Town, Cayman Islands
9.7Wonderful(7)
Parking
Free Wi-Fi
Pet friendly
$193+
Check availability
Casa de Bells 2 - George Town - Building
Casa de Bells 2
George Town, Cayman Islands
9.8Wonderful(45)
Parking
Free Wi-Fi
$227+
Check availability
Snug Harbour View Condo #6 - George Town - Living room
Snug Harbour View Condo #6
George Town, Cayman Islands
9.8Wonderful(4)
Parking
Free Wi-Fi
Pool
$254+
Check availability
On The Bay - Bodden Town - Pool
On The Bay
Bodden Town, Cayman Islands
9.1Wonderful(9)
Parking
Free Wi-Fi
Pool
$284+
Check availability
Suite 1, Blue Pavilion - Steps To Beach - West Bay - Beach
Suite 1, Blue Pavilion - Steps To Beach
West Bay, Cayman Islands
9.2Wonderful(18)
Parking
Free Wi-Fi
Pet friendly
$313+
Check availability
Beach Living At Island Pine Villas (Blv) - George Town - Kitchen
Beach Living At Island Pine Villas (Blv)
George Town, Cayman Islands
10Wonderful(2)
Parking
Free Wi-Fi
Pool
$328+
Check availability
Beach Living At Island Pine Villas Blp - George Town
Beach Living At Island Pine Villas Blp
George Town, Cayman Islands
9.0Wonderful(28)
Parking
Free Wi-Fi
Pool
$343+
Check availability
Beach Living At Island Pine Villas (Blj) - George Town - Patio
Beach Living At Island Pine Villas (Blj)
George Town, Cayman Islands
9.5Wonderful(22)
Parking
Free Wi-Fi
Pool
$344+
Check availability
Fabulous one bedroom in West Bay - West Bay - Pool
Fabulous one bedroom in West Bay
West Bay, Cayman Islands
9.2Wonderful(13)
Parking
Free Wi-Fi
Pool
$402+
Check availability
Regal Beach Club #322 - George Town
Regal Beach Club #322
George Town, Cayman Islands
10Wonderful(22)
Parking
Free Wi-Fi
Pool
$465+
Check availability
Suite 2, Blue Pavilion - Steps To Beach - West Bay - Beach
Suite 2, Blue Pavilion - Steps To Beach
West Bay, Cayman Islands
10Wonderful(2)
Parking
Free Wi-Fi
Pet friendly
$506+
Check availability
The Grandview Condos on Seven Mile Beach - George Town - Pool
The Grandview Condos on Seven Mile Beach
George Town, Cayman Islands
9.3Wonderful(25)
$521+
Check availability
Cayman Luxury Rentals At One Canal Point - George Town - Pool
Cayman Luxury Rentals At One Canal Point
George Town, Cayman Islands
9.5Wonderful(14)
Parking
Free Wi-Fi
Pool
$533+
Check availability
Cayman Luxury Rentals at The Grove - West Bay - Balcony
Cayman Luxury Rentals at The Grove
West Bay, Cayman Islands
9.3Wonderful(21)
Pool
$568+
Check availability
Useful Info

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

June
March
$377
$290
Cheapest month to stay with an average 46% drop in price.
Most expensive month to stay with an average 80% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding the perfect Cayman Islands vacation rental

  • If you’re looking for a cheap vacation rental in the Cayman Islands, you should consider visiting during the low season. The cheapest vacation homes in the Cayman Islands can be found in November and October.
  • The cheapest night for renting a vacation home in the Cayman Islands is Saturday. In contrast, the most expensive is Tuesday.
  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in the Cayman Islands for 5 days.
  • The cheapest the Cayman Islands vacation rental found on KAYAK in the last 2 weeks was $242, while the most expensive was $242.
  • Beachfront, adults only, air-conditioned, airport shuttle, and pool are the most popular vacation rental property amenities in the Cayman Islands
  • Vacation rentals in the Cayman Islands are around 59% cheaper than hotels on average. Search here to compare prices for all accommodation types in the Cayman Islands.
  • Sister Islands is the region in the Cayman Islands with the most affordable vacation rental properties, with around 57 properties and an average price of $354 per night. The most popular vacation homes in Sister Islands are Awesome Sea Views! Secluded Beach, Just Chillin in Little Cayman, and Charming 1-bedroom condo in superb Cayman Brac with pool.

FAQs when booking a vacation home in the Cayman Islands

  • What is the most popular vacation rental destination in the Cayman Islands?

    Based on KAYAK vacation rental searches, the most popular destination is George Town (56% of total searches to the Cayman Islands). The next most popular destinations are Cayman Brac (15%) and Little Cayman (7%). Searches for vacation rentals in East End (6%), North Side (6%) and West Bay (6%) are also popular.

  • How much is a vacation rental for a week in the Cayman Islands?

    The average price for a weekly the Cayman Islands vacation rental found by KAYAK users in the last 2 weeks is $2,744.

  • How much is a vacation rental for a month in the Cayman Islands?

    The average price for a monthly the Cayman Islands vacation rental found by KAYAK users in the last 2 weeks is $11,762.

  • What types of vacation rentals are available in the Cayman Islands?

    There are loads of different property types that you can make your vacation home in the Cayman Islands. You’ll find apartments, condos, houses, villas, cottages and homestays.

  • What are some of the most-loved vacation rentals available in the Cayman Islands?

    There are many types of properties available for the Cayman Islands vacation rentals. If you’re looking for something special, vacation rentals most loved by KAYAK users are The Grandview Condos on Seven Mile Beach and Cayman Luxury Rentals at The Grove.

  • What are the most popular the Cayman Islands vacation rentals for a large group?

    If you’re a large group then you’ll need plenty of space. The highest rated vacation home that can sleep 6 people or more by KAYAK users is George Town Villas 118.

  • Are there any pet-friendly vacation rentals in the Cayman Islands?

    There are a number of dog and pet-friendly the Cayman Islands vacation rentals, with around 2% allowing you to bring your pet along with you.

  • What are the most popular regions of the Cayman Islands for vacation rentals?

    Based on KAYAK vacation rental searches, the most popular region to stay in the Cayman Islands is George Town. Other popular choices include West Bay and East End.

Where to stay in the Cayman Islands?

Our map will help you find the perfect place to stay in the Cayman Islands by showing you the exact location of each vacation home.

Everything you need to know for your stay in the Cayman Islands

Not what you’re looking for? Find thousands of other hotels, flight deals, car rentals and package deals with KAYAK.