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Best Cayman Islands Vacation rentals on Holiday Lettings - Condos

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258 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

Vacation apartment in Bodden Town

Bodden Town apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $144 / night

$1,374 / week

1 / 15

Vacation home rental

Little Cayman house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $247 / night

$1,626 / week

1 / 8

Cayman Islands Vacation home rental

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $384 / night

$2,685 / week

1 / 10

Vacation home in Bodden Town

Bodden Town house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $229 / night

$1,603 / week

1 / 21

Vacation home with swimming pool in Cayman Islands

West End house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from $384 / night

$2,685 / week

1 / 12

Vacation apartment with swimming pool in Cayman Islands

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $281 / night

$1,964 - $2,766 / week

1 / 21

Seven Mile Beach Vacation condo rental

Seven Mile Beach condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $2,289 / night

$16,022 / week

1 / 86

Vacation condo with shared pool in Cayman Islands

Spot Bay condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $172 / night

$1,203 / week

1 / 9

Vacation condo rental

North Side condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $292 / night

$2,044 / week

1 / 23

Cayman Islands Vacation apartment rental

North Side apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $201 / night

$2,926 - $3,086 / week

1 / 11

Vacation home in Cayman Islands

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $487 / night

$3,407 / week

1 / 26

Vacation home in North Side

North Side house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $602 / night

$4,208 / week

1 / 24

Vacation home in Cayman Islands

Rum Point house

  • 8 bedrooms
  • 10 bathrooms
  • sleeps 20

from $6,699 / night

$46,888 / week

1 / 51

Vacation home in Cayman Islands

East End house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

from $682 / night

$4,769 / week

1 / 22

Home rental in Cayman Islands with swimming pool

West End house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 7

from $315 / night

$2,205 / week

1 / 18

Vacation home in North Side

North Side house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from $453 / night

$3,166 / week

1 / 21

Vacation home in Cayman Islands

Rum Point house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

from $911 / night

$6,372 / week

1 / 35

Bodden Town Vacation villa rental

Bodden Town villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

from $1,311 / night

$9,178 / week

1 / 33

Cayman Islands Vacation home rental

Old Man Bay house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 14

from $911 / night

$6,372 / week

1 / 28

Rum Point Vacation home rental

Rum Point house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

from $1,884 / night

$13,185 / week

1 / 27

Vacation home in Cayman Islands

North Side house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $453 / night

$3,166 / week

1 / 26

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

Savannah house

  • 7 bedrooms
  • 4 bathrooms
  • sleeps 14

from $1,145 / night

$8,015 / week

1 / 39

Home rental in Little Cayman

Little Cayman house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

from $453 / night

$3,035 - $3,836 / week

1 / 24

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

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $567 / night

$3,968 / week

1 / 22

Apartment rental in Cayman Islands with shared pool

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $2,289 / night

$16,022 / week

1 / 55

West Bay Vacation apartment rental

West Bay apartment

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

from $2,289 / night

$16,022 / week

1 / 53

Vacation home in Cayman Islands

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $395 / night

$2,766 / week

1 / 21

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

Cayman Islands Vacation home rental

Rum Point house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

from $945 / night

$6,613 / week

1 / 40

Cayman Islands Vacation home rental

Gun Bay house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

from $1,311 / night

$9,178 / week

1 / 36

Vacation home in Rum Point

Rum Point house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

from $338 / night

$2,365 / week

1 / 19

Vacation home rental

Rum Point house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $453 / night

$3,166 / week

1 / 26

Vacation apartment with shared pool in Cayman Islands

West Bay apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $269 / night

$1,884 / week

1 / 17

Condo rental in Cayman Islands

West Bay condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $567 / night

$3,968 / week

1 / 27

George Town Vacation condo rental

George Town condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 2

from $115 / night

$802 / week

1 / 10

Vacation home rental

Rum Point house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

from $682 / night

$4,769 / week

1 / 25

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