Cayman Islands holiday rentals

Search hundreds of travel sites at once for holiday home deals in the Cayman Islands

Here is why travelers choose KAYAK

Free to useThere are no hidden charges or fees

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Best Cayman Islands holiday rentals

Most recommended holiday rentals in the Cayman Islands

Show all
Southwinds Studio - East End - Beach
Southwinds Studio
AED 797+
AED 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
AED 1,237+
AED 1,237+
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
AED 1,524+
AED 1,524+
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
AED 3,458+
AED 3,458+
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!
AED 1,403+
AED 1,403+
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
AED 1,621+
AED 1,621+
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
AED 1,986+
AED 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
AED 1,697+
AED 1,697+
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 !
AED 1,227+
AED 1,227+
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
AED 1,032+
AED 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
AED 1,169+
AED 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
AED 1,734+
AED 1,734+
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
AED 1,734+
AED 1,734+
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
AED 1,734+
AED 1,734+
Air conditioning
Piece Of Mine Beach Villa #2 - East End
Piece Of Mine Beach Villa #2 - East End
Piece Of Mine Beach Villa #2
AED 1,637+
AED 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
AED 1,370+
AED 1,370+
Parking
Free Wi-Fi
Air conditioning
Go to map

Search by review score

6+ Okay7+ Good8+ Great9+ Excellent

Search by price

AED 0 - AED 4,433AED 4,433 - AED 8,866AED 8,866 - AED 13,299AED 13,299 - AED 17,732AED 17,732+ 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)

AED 2,363

Average price (weekend night)

AED 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 holiday rental

FAQs when booking a holiday home in 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 AED 1,474. 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 AED 1,615 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

Not what you’re looking for? Find thousands of other hotels, flights and car hire with KAYAK.