Cayman Islands vacation rentals

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Latest Cayman Islands vacation rental deals

MOST POPULARGeorge Town
Vacation homes from $152
West Bay
Vacation homes from $532

Best Cayman Islands vacation rentals

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$0 - $857$857 - $1,713$1,713 - $2,570$2,570 - $3,426$3,426+ per night

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Free cancellationFree breakfastFree parkingFree internet

Most recommended vacation rentals in the Cayman Islands

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Southern Exposure, Secluded New Beach House On Cayman Brac! Divers Delight! - Cayman Brac - Beach
Southern Exposure, Secluded New Beach House On Cayman Brac! Divers Delight!
Cayman Brac, Cayman Islands
Free Wi-Fi
$217+
Check availability
Full Apt w/Kitchen, on the Beach, Rental Car Included! Starting at 1199/week! - Bodden Town - Building
Full Apt w/Kitchen, on the Beach, Rental Car Included! Starting at 1199/week!
Bodden Town, Cayman Islands
Pet friendly
$242+
Check availability
Suite 1, Blue Pavilion - Steps To Beach - Car, Value, Service - West Bay - Outdoors view
Suite 1, Blue Pavilion - Steps To Beach - Car, Value, Service
West Bay, Cayman Islands
9.4Wonderful(14)
Parking
Free Wi-Fi
Pet friendly
$260+
Check availability
Lovely Sea Dreams Villa with Private Beach and Deck! - Cayman Brac - Balcony
Lovely Sea Dreams Villa with Private Beach and Deck!
Cayman Brac, Cayman Islands
9.9Wonderful(9)
Free Wi-Fi
$265+
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Moon Bay # 5 - Bodden Town
Moon Bay # 5
Bodden Town, Cayman Islands
Parking
Free Wi-Fi
Pool
$285+
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On The Bay - Bodden Town - Pool
On The Bay
Bodden Town, Cayman Islands
8.9Very good(8)
Parking
Free Wi-Fi
Pool
$302+
Check availability
Featherstone Cottage, Cayman Brac - Cayman Brac
Featherstone Cottage, Cayman Brac
Cayman Brac, Cayman Islands
9.5Wonderful(1)
Parking
Free Wi-Fi
Pool
Pet friendly
$345+
Check availability
Caribbean Marine Park Retreat Beachfront Bliss Awaits With Canoe - North Side
Caribbean Marine Park Retreat Beachfront Bliss Awaits With Canoe
North Side, Cayman Islands
10Wonderful(1)
Parking
Free Wi-Fi
Pool
$354+
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Conch Club Cottage - Little Cayman - Balcony
Conch Club Cottage
Little Cayman, Cayman Islands
8.3Very good(3)
Parking
Free Wi-Fi
Pool
Pet friendly
$497+
Check availability
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach) - Bodden Town - Living room
Savhaven - 4 Bed, 4 Bath with Pool, Sleeps 8 (2 minutes away from Spotts Beach)
Bodden Town, Cayman Islands
9.8Wonderful(24)
Free Wi-Fi
Pool
$515+
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Stunning Little Cayman 3 Bedroom Beach Townhouse - Little Cayman - Beach
Stunning Little Cayman 3 Bedroom Beach Townhouse
Little Cayman, Cayman Islands
Pool
Spa
$520+
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Serenity Sands Villa - Bodden Town - Patio
Serenity Sands Villa
Bodden Town, Cayman Islands
8.7Very good(18)
Free Wi-Fi
$544+
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Blossom Village Cottage By Cayman Villas - Little Cayman - Pool
Blossom Village Cottage By Cayman Villas
Little Cayman, Cayman Islands
Free Wi-Fi
$578+
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Peaceful Ocean Front Beach House in Bodden Town - Bodden Town - Bedroom
Peaceful Ocean Front Beach House in Bodden Town
Bodden Town, Cayman Islands
Parking
Free Wi-Fi
$827+
Check availability
Timeless - Beautiful 4 bedroom home on the north coast of Little Cayman. - Little Cayman - Beach
Timeless - Beautiful 4 bedroom home on the north coast of Little Cayman.
Little Cayman, Cayman Islands
$1,322+
Check availability
The Sanctuary - Unforgettable 4-Bedroom Little Cayman Villa Perfect for Retreats - Little Cayman - Balcony
The Sanctuary - Unforgettable 4-Bedroom Little Cayman Villa Perfect for Retreats
Little Cayman, Cayman Islands
$2,392+
Check availability
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

October
December
$707
$617
Cheapest month to stay with an average 58% drop in price.
Most expensive month to stay with an average 27% 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 October and November.
  • The cheapest night for renting a vacation home in the Cayman Islands is Friday. In contrast, the most expensive is Sunday.
  • 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 $320, while the most expensive was $568.
  • Beachfront, air-conditioned, airport shuttle, pool, and adults only are the most popular vacation rental property amenities in the Cayman Islands
  • Vacation rentals in the Cayman Islands are around 73% 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 75 properties and an average price of $400 per night. The most popular vacation homes in Sister Islands are Conch Club Cottage, Blossom Village Cottage By Cayman Villas, and Featherstone Cottage, Cayman Brac.

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 (51% of total searches to the Cayman Islands). The next most popular destinations are West Bay (14%) and North Side (11%). Searches for vacation rentals in Cayman Brac (9%), Little Cayman (8%) and East End (5%) are also popular.

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

    In the last 72 hours, users have found the Cayman Islands vacation rentals for this weekend for as low as $282 per night. Search here for similar prices

  • 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 $4,217.

  • 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 $18,074.

  • 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 Cayman Luxury Rentals at The Grove and The Grandview Condos on Seven Mile Beach.

  • 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 3% 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

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