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Best Cayman Islands Vacation rentals on Holiday Lettings - Condos

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248 Vacation rentals

Home rental in Cayman Islands with swimming pool

South Town house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $195 / night

$1,363 / week

1 / 6

Villa accommodation in Cayman Islands

George Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $155 / night

$1,082 / week

1 / 11

Vacation apartment with shared pool in Rum Point

Rum Point apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $287 / night

$2,004 / week

1 / 24

Vacation villa in Cayman Islands

Bodden Town villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $228 / night

$1,595 / week

1 / 18

Vacation cottage rental

East End cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from $258 / night

$1,534 / week

1 / 38

Vacation condo in Bodden Town

Bodden Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,031 / week

1 / 15

Vacation apartment in Cayman Islands

Breakers apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $115 / night

$802 / week

1 / 18

Vacation home in North Side

North Side house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $602 / night

$4,208 / week

1 / 24

Vacation condo with shared pool in Seven Mile Beach

Seven Mile Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 9

from $687 / night

$4,809 / week

1 / 24

Vacation home in Cayman Islands

East End house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $630 / night

$4,409 / week

1 / 22

Vacation villa in Seven Mile Beach

Seven Mile Beach villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $1,145 / night

$8,015 / week

1 / 15

Vacation home in Cayman Islands

North Side house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $476 / night

$3,327 / week

1 / 12

Vacation home in Cayman Islands

Rum Point house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 20

from $3,378 / night

$23,645 / week

1 / 51

Vacation home in West End

West End house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $160 / night

$1,114 / week

1 / 29

Cayman Islands Vacation home rental

Rum Point house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $659 / night

$4,609 / week

1 / 19

Vacation home in Cayman Islands

Rum Point house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $1,145 / night

$8,015 / week

1 / 26

Vacation home in North Side

North Side house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $453 / night

$3,166 / week

1 / 21

Home rental in Cayman Islands with swimming pool

West End house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

from $287 / night

$2,004 / week

1 / 18

Cayman Islands Vacation home rental

Old Man Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $859 / night

$6,012 / week

1 / 28

Vacation home in Cayman Islands

Rum Point house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

from $682 / night

$4,769 / week

1 / 32

Bodden Town Vacation villa rental

Bodden Town villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,712 / night

$11,983 / week

1 / 33

Rum Point Vacation home rental

Rum Point house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,483 / night

$10,380 / week

1 / 29

Cayman Islands Vacation home rental

Rum Point house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $888 / night

$6,212 / week

1 / 40

Vacation home in Rum Point

Rum Point house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

from $1,260 / night

$8,817 / week

1 / 19

Vacation home in Cayman Islands

North Side house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $315 / night

$2,205 / week

1 / 17

Cayman Islands Vacation home rental

Gun Bay house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from $1,197 / night

$8,376 / week

1 / 36

Vacation home rental

Rum Point house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $796 / night

$5,571 / week

1 / 22

Home rental in Cayman Islands

Old Man Bay house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

from $630 / night

$4,409 / week

1 / 29

Vacation home in Cayman Islands

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $458 / night

$3,206 / week

1 / 26

Vacation home in Cayman Islands

Savannah house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

from $1,145 / night

$8,015 / week

1 / 39

Vacation home in Rum Point

Rum Point house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $796 / night

$5,571 / week

1 / 24

Vacation home rental

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $373 / night

$2,605 / week

1 / 26

Vacation home rental

Rum Point house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $567 / night

$3,968 / week

1 / 24

Vacation home rental

Rum Point house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $567 / night

$3,968 / week

1 / 26

Condo rental in Cayman Islands

Seven Mile Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $310 / night

$2,170 / week

1 / 26

Vacation apartment with shared pool in Cayman Islands

Seven Mile Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 10

from $2,119 / night

$14,828 / week

1 / 93

Cayman Islands Vacation home rental

Old Man Bay house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $487 / night

$3,407 / week

1 / 19

Vacation home in Rum Point

Rum Point house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

from $458 / night

$3,206 / week

1 / 19

Vacation home in Cayman Islands

East End house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $287 / night

$2,004 / week

1 / 26

Vacation condo in Cayman Islands

Old Man Bay condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $287 / night

$2,004 / week

1 / 23

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