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

Close

Updating

Enter dates for more accurate prices

1,739 Vacation rentals

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

32

Responds fast! avg. 1 hour 7 minutes

from $254 / night

$1,775 - $2,863 / week

Home rental in Siesta Key with swimming pool

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 1 hour 44 minutes

from $254 / night

$1,778 / 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 - $2,697 / week

Vacation condo in Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

from $131 / night

$916 / week

Vacation townhouse in Siesta Key

Siesta Key townhouse

2 bedrooms / 4 bathrooms / sleeps 6

1

from $269 / night

$1,718 - $2,863 / week

Home rental in Siesta Key

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

from $262 / night

$1,832 - $2,290 / week

Vacation home in Siesta Key

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

from $201 / night

$1,403 / week

Siesta Key Vacation home rental

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 6

from $278 / night

$1,947 - $2,290 / week

Home accommodation in Siesta Key

Siesta Key house

3 bedrooms / 3 bathrooms / sleeps 6

from $344 / night

$2,405 - $2,863 / week

Siesta Key Vacation home rental

Siesta Key house

1 bedroom / 1 bathroom / sleeps 2

5

Responds fast! avg. 57 minutes

from $110 / night

$770 / week

Vacation home with swimming pool in Siesta Key

Siesta Key house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 3 minutes

from $287 / night

$2,004 - $3,519 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

from $211 / night

$818 - $1,518 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 7

16

from $228 / night

$1,518 - $2,405 / week

Vacation townhouse in Siesta Key

Siesta Key townhouse

2 bedrooms / 2 bathrooms / sleeps 4

from $263 / night

$1,836 / week

Vacation apartment in Siesta Key

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 minutes

from $123 / night

$626 - $1,748 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 1 bathroom / sleeps 5

24

from $178 / night

$1,145 - $1,941 / week

Condo rental in Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

1

from $250 / night

$1,748 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

5

from $115 / night

$802 - $1,489 / week

Vacation apartment in Siesta Key

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

4

Responds fast! avg. 2 hours 5 minutes

from $288 / night

$2,012 / week

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

4

from $107 / night

$745 - $1,489 / week

Vacation condo in Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 6

3

from $147 / night

$1,031 / week

Vacation townhouse in Siesta Key

Siesta Key townhouse

1 bedroom / 1 bathroom / sleeps 4

23

Responds fast! avg. 3 hours 53 minutes

from $216 / night

$1,507 / week

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

from $162 / night

$847 - $2,409 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

16

Responds fast! avg. 3 hours 16 minutes

from $180 / night

$1,259 - $2,605 / week

Siesta Key Vacation condo rental

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 minutes

from $147 / night

$1,023 - $2,682 / week

Vacation apartment in Siesta Key

Siesta Key apartment

3 bedrooms / 2 bathrooms / sleeps 8

from $193 / night

$1,347 / week

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 4

Responds fast! avg. 3 minutes

from $148 / night

$662 - $1,816 / week

Siesta Key Vacation home rental

Siesta Key house

3 bedrooms / 2 bathrooms / sleeps 8

1

Responds fast! avg. 3 minutes

from $182 / night

$1,275 - $2,413 / week

Vacation villa rental

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

6

Responds fast! avg. 2 hours 10 minutes

from $182 / night

$1,275 / week

Vacation condo with swimming pool in Siesta Key

Siesta Key condo

2 bedrooms / 2 bathrooms / sleeps 5

5

Responds fast! avg. 3 hours 21 minutes

from $125 / night

$874 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 3 minutes

from $124 / night

$916 - $954 / week

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

3 bedrooms / 3 bathrooms / sleeps 6

Responds fast! avg. 3 minutes

from $263 / night

$1,063 - $2,105 / week

Vacation cottage in Siesta Key

Siesta Key cottage

1 bedroom / 1 bathroom / sleeps 4

from $197 / night

$1,379 / week

Siesta Key Vacation condo accommodation

Siesta Key condo

2 bedrooms / 1 bathroom / sleeps 5

1

from $113 / night

$786 / week

Siesta Key Vacation villa rental

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

from $209 / night

$1,459 / week

Siesta Key Vacation villa rental

Siesta Key villa

2 bedrooms / 2 bathrooms / sleeps 6

8

Responds fast! avg. 3 hours 37 minutes

from $172 / night

$1,523 - $2,164 / week

Home rental in Siesta Key

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

23

Responds fast! avg. 1 hour 2 minutes

from $344 / night

$2,061 - $2,748 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 8

1

from $250 / night

$1,748 / week

Siesta Key Vacation apartment rental

Siesta Key apartment

2 bedrooms / 2 bathrooms / sleeps 6

from $227 / night

$1,590 - $2,745 / week

Siesta Key Vacation home rental

Siesta Key house

2 bedrooms / 2 bathrooms / sleeps 6

1

from $177 / night

$1,082 - $1,499 / week

×