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50 Best Cayman Islands Vacation rentals on Holiday Lettings - Condos

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258 Vacation rentals

Cayman Islands Vacation condo rental

Seven Mile Beach condo

2 bedrooms • 2 bathrooms • sleeps 6

from $315 / night

$2,205 / week

1 / 49

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

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

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 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

East End house

3 bedrooms • 3 bathrooms • sleeps 8

from $630 / night

$4,409 / week

1 / 22

Vacation apartment in Cayman Islands

Seven Mile Beach apartment

3 bedrooms • 2 bathrooms • sleeps 7

from $1,002 / night

$7,014 / week

1 / 79

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 rental

Seven Mile Beach house

2 bedrooms • 2 bathrooms • sleeps 6

from $413 / night

$2,886 / 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

East End Vacation home rental

East End house

4 bedrooms • 4 bathrooms • sleeps 10

from $659 / night

$4,609 / week

1 / 31

Vacation home in Rum Point

Rum Point house

5 bedrooms • 5 bathrooms • sleeps 10

from $1,260 / night

$8,817 / week

1 / 19

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

6 bedrooms • 5 bathrooms • sleeps 12

from $802 / night

$5,611 / week

1 / 35

Vacation home in Cayman Islands

Rum Point house

5 bedrooms • 4 bathrooms • sleeps 10

from $682 / night

$4,769 / week

1 / 32

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 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 rental

Rum Point house

5 bedrooms • 7 bathrooms • sleeps 12

from $974 / night

$6,813 / week

1 / 37

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

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

Cayman Islands Vacation home rental

Rum Point house

4 bedrooms • 4 bathrooms • sleeps 9

from $853 / night

$5,972 / week

1 / 22

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 Bodden Town

Bodden Town house

2 bedrooms • 2 bathrooms • sleeps 4

from $115 / night

$802 / week

1 / 21

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

Villa accommodation in Cayman Islands

East End villa

2 bedrooms • 2 bathrooms • sleeps 6

from $224 / night

$1,231 - $3,407 / week

1 / 27

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 home rental

Rum Point house

3 bedrooms • 2 bathrooms • sleeps 6

from $567 / night

$3,968 / week

1 / 24

Cayman Islands Vacation home rental

Rum Point house

5 bedrooms • 5 bathrooms • sleeps 12

from $888 / night

$6,212 / week

1 / 40

West End Vacation apartment rental

West End apartment

2 bedrooms • 3 bathrooms • sleeps 4

from $229 / night

$1,363 / week

1 / 12

Vacation home in Cayman Islands

Rum Point house

2 bedrooms • 2 bathrooms • sleeps 6

from $373 / night

$2,605 / week

1 / 21

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

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