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50 Best Siesta Key Beach rentals on Holiday Lettings - Vacation rentals

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1,534 Vacation rentals

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

36

Responds fast! avg. 1 hour 40 minutes

Travelers’ Choice award

from $409 / night

$2,863 / week

Home rental in Siesta Key with swimming pool

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 2 hours 32 minutes

from $292 / night

$2,038 / week

Vacation villa in Siesta Key

Siesta Key villa

4 bedrooms / 2 bathrooms / sleeps 8

2

Responds fast! avg. 32 minutes

from $232 / night

$1,157 - $2,451 / week

Vacation home in Siesta Key

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

from $287 / night

$2,004 / week

Vacation townhouse in Siesta Key

Siesta Key townhouse

2 bedrooms / 4 bathrooms / sleeps 6

1

from $229 / night

$1,718 / week

Vacation condo in Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 14 minutes

from $321 / night

$1,941 - $2,170 / week

Home accommodation in Siesta Key

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

from $377 / night

$2,634 - $3,092 / week

Siesta Key Vacation home rental

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 hours 53 minutes

from $278 / night

$1,947 / week

Home rental in Siesta Key

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

from $262 / night

$1,832 / week

Condo rental in Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 1 hour 9 minutes

from $355 / night

$2,485 / week

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 1 hour 51 minutes

Travelers’ Choice award

from $114 / night

$796 / week

Vacation condo in Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

3

from $147 / night

$1,031 / week

Siesta Key Vacation home rental

Siesta Key house

1 bedroom / 1 bathroom / sleeps 2

5

Responds fast! avg. 1 hour 26 minutes

from $160 / night

$1,114 / week

Vacation condo with swimming pool in Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

5

Responds fast! avg. 2 hours 44 minutes

from $126 / night

$882 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 5

24

Responds fast! avg. 33 minutes

from $178 / night

$1,145 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 7

16

Responds fast! avg. 33 minutes

from $228 / night

$1,518 / week

Vacation villa rental

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 1 hour 53 minutes

from $251 / night

$1,756 / week

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 5 minutes

from $184 / night

$1,295 - $2,979 / week

Vacation condo with shared pool in Siesta Key

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 5 minutes

from $115 / night

$859 - $1,512 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

17

Responds fast! avg. 2 hours 41 minutes

from $189 / night

$1,317 - $2,737 / week

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 5 minutes

from $163 / night

$1,063 - $3,091 / week

Vacation townhouse in Siesta Key

Siesta Key townhouse

1 bedroom / 1 bathroom / sleeps 4

23

Responds fast! avg. 1 hour 28 minutes

from $327 / night

$2,285 / week

Vacation apartment in Siesta Key

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

from $251 / night

$1,756 / week

Vacation apartment in Siesta Key

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

37

from $103 / night

$722 / week

Vacation apartment in Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

4

from $288 / night

$2,012 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

from $110 / night

$786 - $1,651 / week

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

10

Responds fast! avg. 2 hours 16 minutes

from $245 / night

$1,712 - $2,754 / week

Vacation apartment in Siesta Key

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 5 minutes

from $123 / night

$842 - $1,908 / week

Vacation home with swimming pool in Siesta Key

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 6

2

Responds fast! avg. 5 minutes

from $271 / night

$1,897 - $2,690 / week

Siesta Key Vacation home rental

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

1

from $180 / night

$1,108 - $1,623 / week

Siesta Key Vacation home rental

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

1

Responds fast! avg. 5 minutes

from $342 / night

$1,219 - $2,894 / week

Vacation villa in Siesta Key

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from $297 / night

$2,076 / week

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 5 minutes

from $263 / night

$1,207 - $2,490 / week

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 5 minutes

from $155 / night

$935 - $1,897 / week

Siesta Key Vacation villa rental

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from $286 / night

$1,996 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 5 minutes

from $124 / night

$916 / week

Siesta Key Vacation condo rental

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 5 minutes

from $156 / night

$1,103 - $2,377 / week

Vacation home in Siesta Key

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

from $115 / night

$802 / week

Vacation home in Siesta Key

Siesta Key house

5 bedrooms / 4 bathrooms / sleeps 14

1

from $698 / night

$4,882 / week