Cayman Islands vacation rentals

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Best Cayman Islands vacation rentals

Most recommended vacation rentals in the Cayman Islands

Show all
Southwinds Studio - East End - Beach
Southwinds Studio
₪797+
₪797+
Parking
Free Wi-Fi
Air Conditioning
Cayman Luxury Rentals at The Grove - West Bay - Balcony
Cayman Luxury Rentals at The Grove
9.2 Wonderful
₪1,238+
₪1,238+
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
₪1,575+
₪1,575+
Free Wi-Fi
Pool
Air Conditioning
Aqua Bay Club Condos - West Bay - Pool
Aqua Bay Club Condos - West Bay - Pool
Aqua Bay Club Condos
9.3 Wonderful
₪3,496+
₪3,496+
Free Wi-Fi
Pool
Air Conditioning
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!
₪1,399+
₪1,399+
Free Wi-Fi
Air Conditioning
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
₪1,628+
₪1,628+
Parking
Free Wi-Fi
Pool
Air Conditioning
Lighthouse Point Residences - West Bay - Balcony
Lighthouse Point Residences - West Bay - Balcony
Lighthouse Point Residences
9.3 Wonderful
₪1,986+
₪1,986+
Parking
Free Wi-Fi
Pool
Air Conditioning
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
₪1,721+
₪1,721+
Parking
Free Wi-Fi
Pool
Air Conditioning
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 !
₪1,226+
₪1,226+
Free Wi-Fi
Air Conditioning
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
₪1,032+
₪1,032+
Air Conditioning
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
₪1,169+
₪1,169+
Parking
Free Wi-Fi
Pool
Air Conditioning
The Sand Dollar at Cottages - East End
The Sand Dollar at Cottages - East End
The Sand Dollar at Cottages
₪1,733+
₪1,733+
Parking
Free Wi-Fi
Air Conditioning
The Banana Bird at Cottages - East End
The Banana Bird at Cottages - East End
The Banana Bird at Cottages
₪1,733+
₪1,733+
Parking
Free Wi-Fi
Air Conditioning
Piece Of Mine Beach Villa #1 - East End
Piece Of Mine Beach Villa #1 - East End
Piece Of Mine Beach Villa #1
₪1,733+
₪1,733+
Air Conditioning
Piece Of Mine Beach Villa #2 - East End
Piece Of Mine Beach Villa #2 - East End
Piece Of Mine Beach Villa #2
₪1,637+
₪1,637+
Free Wi-Fi
Air Conditioning
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
₪1,585+
₪1,585+
Parking
Free Wi-Fi
Air Conditioning
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₪0 - ₪4,432₪4,432 - ₪8,864₪8,864 - ₪13,296₪13,296 - ₪17,728₪17,728+ per night

Property Types

ApartmentCondoCottageHouse

Search by freebies

Free cancellationFree breakfastFree parkingFree internet

Good to know

Low season

October

High season

April

Average price (weeknight)

₪2,363

Average price (weekend night)

₪2,547
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 vacation rental

  • Beachfront, pool, adults only, and air-conditioned are the most popular vacation rental property amenities in the Cayman Islands
  • Vacation 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 vacation rental properties, with around 365 properties and an average price of ₪3,837 per night. The most popular vacation 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 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 (100% of total searches to the Cayman Islands).

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

    In the last 72 hours, users have found the Cayman Islands vacation rentals for tonight for as low as ₪1,445. Search here for similar prices

  • 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.

  • 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 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 vacation home.

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

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