Grand Cayman holiday rentals

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Best Grand Cayman holiday rentals

Most recommended holiday rentals in Grand Cayman

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Enjoy Sunsets at Fully Equipped Condo at the Beach - George Town - Pool
Enjoy Sunsets at Fully Equipped Condo at the Beach
George Town, Cayman Islands
Parking
Free Wi-Fi
Pool
$925+
View availability
Beach Living At Plantation Village Blgs - George Town - Beach
Beach Living At Plantation Village Blgs
George Town, Cayman Islands
8.6Very Good(17)
Parking
Free Wi-Fi
Pool
$720+
View availability
Plantation Village #37 Condo - George Town - Pool
Plantation Village #37 Condo
George Town, Cayman Islands
9.7Wonderful(22)
Parking
Free Wi-Fi
$787+
View availability
Plantation Village #20 Condo - George Town - Pool
Plantation Village #20 Condo
George Town, Cayman Islands
9.8Wonderful(11)
Parking
Free Wi-Fi
Pool
$875+
View availability
Snug Harbour View Condo #7 - George Town - Balcony
Snug Harbour View Condo #7
George Town, Cayman Islands
Parking
Free Wi-Fi
Pool
$568+
View availability
Beach Living At Island Pine Villas (Blj) - George Town - Patio
Beach Living At Island Pine Villas (Blj)
George Town, Cayman Islands
9.0Wonderful(18)
Parking
Free Wi-Fi
Pool
$492+
View availability
Cayman Luxury Rentals At One Canal Point - George Town - Pool
Cayman Luxury Rentals At One Canal Point
George Town, Cayman Islands
9.5Wonderful(11)
Parking
Free Wi-Fi
Pool
$707+
View availability
Cayman Luxury Rentals at The Grove - West Bay - Balcony
Cayman Luxury Rentals at The Grove
West Bay, Cayman Islands
9.2Wonderful(18)
Free Wi-Fi
Pool
Pet-friendly
$484+
View availability
Casa de Bells 2 - George Town - Building
Casa de Bells 2
George Town, Cayman Islands
9.9Wonderful(27)
Parking
Free Wi-Fi
Pool
$309+
View availability
Suite 1, Blue Pavilion - Steps To Beach - Car, Value, Service - West Bay - Beach
Suite 1, Blue Pavilion - Steps To Beach - Car, Value, Service
West Bay, Cayman Islands
9.3Wonderful(13)
Parking
Free Wi-Fi
Pet-friendly
$428+
View 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)
Free Wi-Fi
Pool
$1,144+
View availability
Regal Beach Club #322 - George Town
Regal Beach Club #322
George Town, Cayman Islands
10Wonderful(22)
Parking
Free Wi-Fi
Pool
$852+
View availability
Sunset Cove # 303 - West Bay
Sunset Cove # 303
West Bay, Cayman Islands
10Wonderful(1)
Parking
Free Wi-Fi
Pool
$1,182+
View availability
Blue Paradise - George Town
Blue Paradise
George Town, Cayman Islands
9.7Wonderful(6)
Parking
Free Wi-Fi
Pet-friendly
$290+
View availability
Beach Living At Island Pine Villas Blp - George Town
Beach Living At Island Pine Villas Blp
George Town, Cayman Islands
8.8Very Good(26)
Parking
Free Wi-Fi
Pool
$497+
View availability
Breezyport - George Town
Breezyport
George Town, Cayman Islands
9.7Wonderful(6)
Parking
Free Wi-Fi
$478+
View availability
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$0 - $1,885$1,885 - $3,769$3,769 - $5,654$5,654 - $7,538$7,538+ per night

Property type

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Good to know

Low season

October

High season

December

Average price (weeknight)

$1,059

Average price (weekend night)

$1,219
Cheapest month to stay with an average 50% drop in price.
Most expensive month to stay with an average 139% 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 Grand Cayman holiday rental

FAQs when booking a holiday home in Grand Cayman

  • How much is a holiday rental in Grand Cayman for tonight?

    In the last 72 hours, users have found Grand Cayman holiday rentals for tonight for as little as $265. Search here for similar prices

  • How much is a holiday rental in Grand Cayman for this weekend?

    In the last 72 hours, users have found Grand Cayman holiday rentals for this weekend for as little as $345 per night. Search here for similar prices

  • What types of holiday rentals are available in Grand Cayman?

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

  • What are some of the most-loved holiday rentals available in Grand Cayman?

    If you’re looking for something special, the holiday rental most loved by KAYAK users is The Grandview Condos on Seven Mile Beach.

  • Are there any pet-friendly holiday rentals in Grand Cayman?

    There are a number of dog and pet-friendly Grand Cayman holiday rentals, with around 4% allowing you to bring your pet along with you.

See more FAQs

Where to stay in Grand Cayman?

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

Everything you need to know for your stay in Grand Cayman

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