Grand Cayman vacation rentals

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Latest Grand Cayman vacation rental deals

MOST POPULARGeorge Town
Vacation homes from $129
West Bay
Vacation homes from $180

Best Grand Cayman vacation rentals

Most recommended vacation 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
$592+
Check 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
$461+
Check availability
Plantation Village #37 Condo - George Town - Pool
Plantation Village #37 Condo
George Town, Cayman Islands
9.7Wonderful(22)
Parking
Free Wi-Fi
$504+
Check availability
Plantation Village #20 Condo - George Town - Pool
Plantation Village #20 Condo
George Town, Cayman Islands
9.8Wonderful(11)
Parking
Free Wi-Fi
Pool
$561+
Check availability
Snug Harbour View Condo #7 - George Town - Balcony
Snug Harbour View Condo #7
George Town, Cayman Islands
Parking
Free Wi-Fi
Pool
$364+
Check 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
$315+
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(11)
Parking
Free Wi-Fi
Pool
$453+
Check 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
$310+
Check availability
Casa de Bells 2 - George Town - Building
Casa de Bells 2
George Town, Cayman Islands
9.9Wonderful(27)
Parking
Free Wi-Fi
Pool
$198+
Check 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
$274+
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)
Free Wi-Fi
Pool
$733+
Check availability
Regal Beach Club #322 - George Town
Regal Beach Club #322
George Town, Cayman Islands
10Wonderful(22)
Parking
Free Wi-Fi
Pool
$545+
Check availability
Sunset Cove # 303 - West Bay
Sunset Cove # 303
West Bay, Cayman Islands
10Wonderful(1)
Parking
Free Wi-Fi
Pool
$757+
Check availability
Blue Paradise - George Town
Blue Paradise
George Town, Cayman Islands
9.7Wonderful(6)
Parking
Free Wi-Fi
Pet friendly
$186+
Check 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
$318+
Check availability
Breezyport - George Town
Breezyport
George Town, Cayman Islands
9.7Wonderful(6)
Parking
Free Wi-Fi
$306+
Check availability
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$0 - $1,207$1,207 - $2,414$2,414 - $3,621$3,621 - $4,828$4,828+ per night

Property Types

ApartmentCondoCottageHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

October

High season

December

Average price (weeknight)

$678

Average price (weekend night)

$731
Cheapest month to stay with an average 55% drop in price.
Most expensive month to stay with an average 141% 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 vacation rental

  • Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Grand Cayman for 5 days.
  • The cheapest Grand Cayman vacation rental found on KAYAK in the last 2 weeks was $439, while the most expensive was $925.
  • Vacation rentals in Grand Cayman are around 80% cheaper than hotels on average. Search here to compare prices for all accommodation types in Grand Cayman.
  • The city in Grand Cayman with the most affordable vacation homes is George Town, with around 367 properties and an average price of $343. The most popular vacation rentals in Grand Cayman among KAYAK users are The Riviera, Grand Cayman, Beach Living At Island Pine Villas (Blj), and Cayman Luxury Rentals At One Canal Point.
See more tips

FAQs when booking a vacation home in Grand Cayman

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

    In the last 72 hours, users have found Grand Cayman vacation rentals for tonight for as low as $238. Search here for similar prices

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

    The average price for a weekly Grand Cayman vacation rental found by KAYAK users in the last 2 weeks is $2,702.

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

    The average price for a monthly Grand Cayman vacation rental found by KAYAK users in the last 2 weeks is $11,581.

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

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

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

    There are many types of properties available for Grand Cayman 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 Grand Cayman?

    There are a number of dog and pet-friendly Grand Cayman vacation 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 vacation home.

Everything you need to know for your stay in Grand Cayman

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