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

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1,387 Vacation rentals

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

37

Responds fast! avg. 1 hour 45 minutes

from $426 / night

$2,977 / week

Home rental in Siesta Key with swimming pool

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 2 hours 35 minutes

from $292 / night

$2,044 / week

Vacation villa in Siesta Key

Siesta Key villa

4 bedrooms / 2 bathrooms / sleeps 8

2

Responds fast! avg. 35 minutes

from $490 / night

$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 $269 / night

$1,718 / week

Vacation condo in Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 10 minutes

from $321 / night

$2,245 / 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 10 minutes

from $355 / night

$2,485 / week

Vacation home with swimming pool in Siesta Key

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 4 minutes

from $290 / night

$3,550 / week

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 2 hours 14 minutes

from $114 / night

$796 / week

Vacation condo in Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

3

Responds fast! avg. 3 hours 57 minutes

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 29 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. 3 hours 5 minutes

from $126 / night

$882 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 5

24

Responds fast! avg. 36 minutes

from $201 / night

$1,403 - $1,718 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 7

16

Responds fast! avg. 36 minutes

from $286 / night

$1,993 - $2,519 / week

Vacation villa rental

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

9

Responds fast! avg. 2 hours 6 minutes

from $251 / night

$1,756 / week

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 4 minutes

from $174 / night

$1,199 - $3,339 / week

Vacation condo with shared pool in Siesta Key

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 4 minutes

from $113 / night

$859 - $919 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

17

Responds fast! avg. 2 hours 15 minutes

from $196 / night

$1,443 - $3,035 / week

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 4 minutes

from $161 / night

$919 - $3,612 / week

Vacation townhouse in Siesta Key

Siesta Key townhouse

1 bedroom / 1 bathroom / sleeps 4

23

Responds fast! avg. 1 hour 24 minutes

from $327 / night

$2,285 / week

Vacation apartment in Siesta Key

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

from $502 / night

$3,511 / week

Vacation apartment in Siesta Key

Siesta Key apartment

1 bedroom / 1 bathroom / sleeps 4

37

from $103 / night

$745 - $1,088 / 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. 4 minutes

from $92 / night

$602 - $1,796 / week

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

10

Responds fast! avg. 2 hours 22 minutes

from $245 / night

$1,712 - $2,411 / week

Vacation apartment in Siesta Key

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 4 minutes

from $123 / night

$802 - $2,357 / week

Vacation home with swimming pool in Siesta Key

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 6

2

Responds fast! avg. 4 minutes

from $271 / night

$1,897 - $2,866 / 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. 4 minutes

from $342 / night

$1,219 - $2,894 / week

Vacation villa in Siesta Key

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from $549 / night

$3,840 / week

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

3 bedrooms / 3 bathrooms / sleeps 8

1

Responds fast! avg. 4 minutes

from $263 / night

$967 - $2,594 / week

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 4 minutes

from $155 / night

$750 - $1,969 / week

Siesta Key Vacation villa rental

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from $541 / night

$3,783 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

1

Responds fast! avg. 4 minutes

from $124 / night

$916 - $1,235 / week

Siesta Key Vacation condo rental

Siesta Key condo

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 4 minutes

from $152 / night

$1,039 - $2,578 / week

Siesta Key Vacation hotel apartment rental

Siesta Key hotel apartment

3 bedrooms / 1 bathroom / sleeps 6

1

from $103 / night

$722 / week