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50 Best Cayman Islands Vacation rentals on Holiday Lettings - Condos

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251 Vacation rentals

Rum Point Vacation home rental

Rum Point house

3 bedrooms • 3 bathrooms • sleeps 8

from $526 / night

$3,679 / week

1 / 31

Rum Point Vacation home rental

Rum Point house

3 bedrooms • 3 bathrooms • sleeps 8

1 review

from $686 / night

$4,801 / week

1 / 37

Vacation guest house in Seven Mile Beach

Seven Mile Beach guest house

2 bedrooms • 2 bathrooms • sleeps 6

11 reviews

from $229 / night

$1,369 - $2,977 / week

1 / 21

Home rental in Cayman Islands with shared pool

Rum Point house

3 bedrooms • 3 bathrooms • sleeps 8

from $526 / night

$3,679 / week

1 / 30

Vacation condo with shared pool in Cayman Islands

Seven Mile Beach condo

4 bedrooms • 5 bathrooms • sleeps 10

14 reviews

from $1,212 / night

$8,485 - $26,293 / week

1 / 29

Vacation villa with shared pool in Rum Point

Rum Point villa

3 bedrooms • 3 bathrooms • sleeps 8

1 review

from $686 / night

$4,801 / week

1 / 13

Vacation home in Cayman Islands

Cayman Brac house

2 bedrooms • 2 bathrooms • sleeps 5

2 reviews

from $172 / night

$1,031 - $1,191 / week

1 / 20

Vacation home with shared pool in Cayman Islands

Rum Point house

3 bedrooms • 3 bathrooms • sleeps 8

from $526 / night

$3,679 / week

1 / 30

Vacation apartment in Cayman Islands

Bodden Town apartment

2 bedrooms • 2 bathrooms • sleeps 4

1 review

from $115 / night

$802 / week

1 / 16

Vacation home in Bodden Town

Bodden Town house

2 bedrooms • 2 bathrooms • sleeps 4

from $115 / night

$802 / week

1 / 21

Vacation apartment in Cayman Islands

Bodden Town apartment

2 bedrooms • 2 bathrooms • sleeps 4

from $115 / night

$802 / week

1 / 18

Vacation apartment in Cayman Islands

Breakers apartment

2 bedrooms • 2 bathrooms • sleeps 4

1 review

from $103 / night

$722 / week

1 / 18

Vacation villa rental

Seven Mile Beach villa

2 bedrooms • 2 bathrooms • sleeps 4

2 reviews

from $2,500 / night

$17,500 - $28,000 / week

1 / 37

Vacation villa with shared pool in Seven Mile Beach

Seven Mile Beach villa

4 bedrooms • 3 bathrooms • sleeps 10

from $1,145 / night

$8,015 / week

1 / 15

Vacation apartment with shared pool in Rum Point

Rum Point apartment

2 bedrooms • 2 bathrooms • sleeps 4

41 reviews

from $258 / night

$1,804 / week

1 / 27

Vacation home in Cayman Islands

East End house

2 bedrooms • 2 bathrooms • sleeps 6

20 reviews

from $287 / night

$2,004 / week

1 / 26

Cayman Islands Vacation apartment rental

Seven Mile Beach apartment

2 bedrooms • 2 bathrooms • sleeps 4

11 reviews

from $343 / night

$2,397 / week

1 / 39

Cayman Islands Vacation home rental

Rum Point house

5 bedrooms • 5 bathrooms • sleeps 12

1 review

from $888 / night

$6,212 / week

1 / 40

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

Little Cayman house

3 bedrooms • 3 bathrooms • sleeps 7

1 review

from $802 / night

$5,611 / week

1 / 8

Vacation apartment with shared pool in Cayman Islands

West Bay apartment

1 bedroom • 1 bathroom • sleeps 4

16 reviews

from $258 / night

$1,804 / week

1 / 17

Vacation home in North Side

North Side house

2 bedrooms • 2 bathrooms • sleeps 5

from $453 / night

$3,166 / week

1 / 21

Vacation condo with shared pool in Seven Mile Beach

Seven Mile Beach condo

2 bedrooms • 2 bathrooms • sleeps 6

5 reviews

from $315 / night

$2,205 / week

1 / 18

Rum Point Vacation apartment rental

Rum Point apartment

2 bedrooms • 2 bathrooms • sleeps 4

3 reviews

from $258 / night

$1,804 / week

1 / 17

Vacation villa accommodation

Cayman Brac villa

2 bedrooms • 2 bathrooms • sleeps 4

2 reviews

from $207 / night

$1,374 - $1,615 / week

1 / 10

Vacation apartment with swimming pool in Cayman Islands

North Side apartment

2 bedrooms • 2 bathrooms • sleeps 6

28 reviews

from $252 / night

$1,764 - $2,565 / week

1 / 21

Cayman Brac Vacation villa rental

Cayman Brac villa

3 bedrooms • 5 bathrooms • sleeps 8

8 reviews

from $400 / night

$3,166 - $3,968 / week

1 / 30

Cayman Islands Vacation cottage rental

Cayman Brac cottage

1 bedroom • 1 bathroom • sleeps 3

28 reviews

from $172 / night

$1,203 / week

1 / 37

Vacation villa in Cayman Islands

Rum Point villa

3 bedrooms • 2 bathrooms • sleeps 6

5 reviews

from $229 / night

$1,603 / week

1 / 24

Vacation apartment in Cayman Islands

Cayman Brac apartment

2 bedrooms • 2 bathrooms • sleeps 4

5 reviews

from $172 / night

$1,203 / week

1 / 5

Vacation villa in Cayman Islands

North Side villa

3 bedrooms • 2 bathrooms • sleeps 6

21 reviews

from $453 / night

$3,035 - $4,638 / week

1 / 18

Vacation apartment in Cayman Brac

Cayman Brac apartment

1 bedroom • 1 bathroom • sleeps 2

7 reviews

from $148 / night

$1,034 / week

1 / 7

Vacation home with shared pool in Cayman Islands

Rum Point house

2 bedrooms • 3 bathrooms • sleeps 4

26 reviews

from $458 / night

$3,206 / week

1 / 37

Villa accommodation in Cayman Islands

West End villa

2 bedrooms • 2 bathrooms • sleeps 4

1 review

from $166 / night

$1,163 / week

1 / 24

Home rental in Cayman Islands

Old Man Bay house

4 bedrooms • 5 bathrooms • sleeps 8

14 reviews

from $630 / night

$4,409 / week

1 / 29

Vacation home in Cayman Islands

Rum Point house

5 bedrooms • 4 bathrooms • sleeps 10

5 reviews

from $1,145 / night

$8,015 / week

1 / 26

Vacation apartment with shared pool in Seven Mile Beach

Seven Mile Beach apartment

4 bedrooms • 5 bathrooms • sleeps 10

5 reviews

from $3,435 / night

$24,045 / week

1 / 37

Cayman Islands Vacation home rental

Rum Point house

4 bedrooms • 4 bathrooms • sleeps 10

14 reviews

from $659 / night

$4,609 / week

1 / 19

Vacation cottage accommodation

West End cottage

1 bedroom • 1 bathroom • sleeps 4

4 reviews

from $144 / night

$859 / week

1 / 30

Home rental in West End with swimming pool

West End house

3 bedrooms • 2 bathrooms • sleeps 6

2 reviews

from $224 / night

$1,563 / week

1 / 22

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