Cayman Islands holiday rentals

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Best Cayman Islands holiday rentals

Most recommended holiday rentals in the Cayman Islands

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Southwinds Studio - East End - Beach
Southwinds Studio
$378+
$378+
Parking
Free Wi-Fi
Cayman Luxury Rentals at The Grove - West Bay - Balcony
Cayman Luxury Rentals at The Grove
9.2 Wonderful
$587+
$587+
Parking
Free Wi-Fi
Pool
Pet friendly
Neptune's Nest by the Sea, East End - East End - Pool
Neptune's Nest by the Sea, East End - East End - Pool
Neptune's Nest by the Sea, East End
$723+
$723+
Free Wi-Fi
Pool
Spa
Aqua Bay Club Condos - West Bay - Pool
Aqua Bay Club Condos - West Bay - Pool
Aqua Bay Club Condos
9.3 Wonderful
$1,640+
$1,640+
Free Wi-Fi
Pool
The Yellow House - We Are Back From Hiatus - Steps To The Beach! - East End - Living room
The Yellow House - We Are Back From Hiatus - Steps To The Beach! - East End - Living room
The Yellow House - We Are Back From Hiatus - Steps To The Beach!
$665+
$665+
Free Wi-Fi
Perfectly Located in the Heart of Seven Mile Beach apts - George Town - Restaurant
Perfectly Located in the Heart of Seven Mile Beach apts - George Town - Restaurant
Perfectly Located in the Heart of Seven Mile Beach apts
9.1 Wonderful
$769+
$769+
Parking
Free Wi-Fi
Pool
Lighthouse Point Residences - West Bay - Balcony
Lighthouse Point Residences - West Bay - Balcony
Lighthouse Point Residences
9.3 Wonderful
$942+
$942+
Parking
Free Wi-Fi
Pool
Cayman Luxury Rentals At One Canal Point - George Town - Pool
Cayman Luxury Rentals At One Canal Point - George Town - Pool
Cayman Luxury Rentals At One Canal Point
9.6 Wonderful
$805+
$805+
Parking
Free Wi-Fi
Pool
Blue Sea Hideaway - Pool Construction Is Complete ! - East End - Beach
Blue Sea Hideaway - Pool Construction Is Complete ! - East End - Beach
Blue Sea Hideaway - Pool Construction Is Complete !
$582+
$582+
Free Wi-Fi
Spa
Grand Cayman Resort - Penthouse 2 Bedrm/2 Baths, Beach Front - East End - Building
Grand Cayman Resort - Penthouse 2 Bedrm/2 Baths, Beach Front - East End - Building
Grand Cayman Resort - Penthouse 2 Bedrm/2 Baths, Beach Front
$489+
$489+
Spa
Beach Living At Island Pine Villas (Blj) - George Town - Patio
Beach Living At Island Pine Villas (Blj) - George Town - Patio
Beach Living At Island Pine Villas (Blj)
9 Wonderful
$554+
$554+
Parking
Free Wi-Fi
Pool
The Sand Dollar at Cottages - East End
The Sand Dollar at Cottages - East End
The Sand Dollar at Cottages
$822+
$822+
Parking
Free Wi-Fi
The Banana Bird at Cottages - East End
The Banana Bird at Cottages - East End
The Banana Bird at Cottages
$822+
$822+
Parking
Free Wi-Fi
Piece Of Mine Beach Villa #1 - East End
Piece Of Mine Beach Villa #1 - East End
Piece Of Mine Beach Villa #1
$822+
$822+
Piece Of Mine Beach Villa #2 - East End
Piece Of Mine Beach Villa #2 - East End
Piece Of Mine Beach Villa #2
$776+
$776+
Free Wi-Fi
Piece of Mine Blue - Secluded and Tranquil Adult Only Micro-Resort - East End
Piece of Mine Blue - Secluded and Tranquil Adult Only Micro-Resort - East End
Piece of Mine Blue - Secluded and Tranquil Adult Only Micro-Resort
$650+
$650+
Parking
Free Wi-Fi
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$0 - $2,102$2,102 - $4,205$4,205 - $6,307$6,307 - $8,410$8,410+ per night

Property type

ApartmentCondoCottageHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

October

High season

April

Average price (weeknight)

$1,121

Average price (weekend night)

$1,208
Cheapest month to stay with an average 57% drop in price.
Most expensive month to stay with an average 85% 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 holiday rental

  • Beachfront, pool, no minors, and air-conditioned are the most popular holiday rental property amenities in the Cayman Islands
  • Holiday rentals in the Cayman Islands are around 103% cheaper than hotels on average. Search here to compare prices for all accommodation types in the Cayman Islands.
  • George Town is the region in the Cayman Islands with the most affordable holiday rental properties, with around 365 properties and an average price of $4,523 per night. The most popular holiday homes in George Town are The Riviera Grand Cayman, Beach Living At Island Pine Villas (Blj), and Cayman Luxury Rentals At One Canal Point.

FAQs when booking a holiday home in the Cayman Islands

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

    Based on KAYAK holiday rental searches, the most popular destination is George Town (100% of total searches to the Cayman Islands).

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

    In the last 72 hours, users have found the Cayman Islands holiday rentals for tonight for as little as $699. Search here for similar prices

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

    In the last 72 hours, users have found the Cayman Islands holiday rentals for this weekend for as little as $766 per night. Search here for similar prices

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

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

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

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

See more FAQs

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 holiday home.

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

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