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Best Cayman Islands Vacation rentals on Holiday Lettings - Condos

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894 Vacation rentals

Cayman Islands Vacation condo rental

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $378 / night

$2,646 / week

1 / 30

Cayman Islands ski villa to rent.

Breakers villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $511 / night

$3,577 / week

1 / 30

Ski home to rent in Rum Point

Rum Point house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $669 / night

$4,683 / week

1 / 30

Cayman Islands ski condo to rent.

North Side condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 5

from $425 / night

$2,975 / week

1 / 30

Cayman Islands ski condo to rent.

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $1,106 / night

$7,742 / week

1 / 30

Condo rental in Cayman Islands

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $587 / night

$4,109 / week

1 / 30

Cayman Islands Vacation condo accommodation

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $674 / night

$4,718 / week

1 / 30

Vacation condo in George Town

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $414 / night

$2,898 / week

1 / 30

Vacation condo in Cayman Islands

Rum Point condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $427 / night

$2,989 / week

1 / 30

Vacation home rental

Stake Bay house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $476 / night

$3,332 / week

1 / 22

Cayman Islands Vacation condo rental

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $671 / night

$4,697 / week

1 / 30

Cayman Islands Vacation condo rental

George Town condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $427 / night

$2,989 / week

1 / 22

Condo rental in Cayman Islands

Rum Point condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $282 / night

$1,974 / week

1 / 19

Ski condo to rent in Cayman Islands

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $591 / night

$4,137 / week

1 / 30

Vacation condo rental

Rum Point condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

from $565 / night

$3,955 / week

1 / 29

Vacation condo in West Bay

West Bay condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 7

from $609 / night

$4,263 / week

1 / 30

Vacation villa in Cayman Islands

George Town villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 16

from $3,777 / night

$26,439 / week

1 / 30

Cayman Islands ski condo to rent.

George Town condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $847 / night

$5,929 / week

1 / 20

Home rental in Cayman Islands

North Side house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $699 / night

$4,893 / week

1 / 30

Vacation cottage in Cayman Islands

West End cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $175 / night

$1,225 / week

1 / 30

Vacation condo in Cayman Islands

West Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $651 / night

$4,557 / week

1 / 16

Vacation condo in Rum Point

Rum Point condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $276 / night

$1,932 / week

1 / 22

Ski condo to rent in Cayman Islands

George Town condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $1,001 / night

$7,007 / week

1 / 28

Vacation condo in Cayman Islands

East End condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $270 / night

$1,890 / week

1 / 30

George Town ski condo to rent.

George Town condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

from $645 / night

$4,515 / week

1 / 30

Vacation condo rental

George Town condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $963 / night

$6,741 / week

1 / 30

Ski condo to rent in Camana Bay

Camana Bay condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $952 / night

$6,664 / week

1 / 26

Vacation apartment in Cayman Islands

Rum Point apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $416 / night

$2,912 / week

1 / 30

Ski villa to rent in Cayman Islands

North Side villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $412 / night

$2,884 / week

1 / 29

Cayman Islands Vacation condo accommodation

Rum Point condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $435 / night

$3,045 / week

1 / 19

Vacation condo rental

Seven Mile Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $649 / night

$4,543 / week

1 / 30

Vacation condo in Rum Point

Rum Point condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $483 / night

$3,381 / week

1 / 29

Vacation villa in Cayman Islands

North Side villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $581 / night

$4,067 / week

1 / 30

Ski condo to rent in Cayman Islands

West Bay condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $395 / night

$2,765 / week

1 / 30

Vacation condo in Cayman Islands

Seven Mile Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $820 / night

$5,740 / week

1 / 30

Vacation condo in Cayman Islands

George Town condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $2,058 / night

$14,406 / week

1 / 30

Vacation condo in Cayman Islands

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $827 / night

$5,789 / week

1 / 30

Cayman Islands Vacation condo rental

Bodden Town condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $319 / night

$2,233 / week

1 / 30

Vacation condo in Cayman Islands

West Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

from $954 / night

$6,678 / week

1 / 25

Home rental in Cayman Islands

Rum Point house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

from $1,608 / night

$11,256 / week

1 / 30

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