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Great rentals within 20 miles that match your search

Siesta Key Vacation condo rental

Siesta Key condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $189 / night

$1,374 - $2,405 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $401 / night

$2,806 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation home with swimming pool in Siesta Key

Siesta Key house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 14

from $1,002 / night

$7,014 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation townhouse in Siesta Key

Siesta Key townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $457 / night

$3,198 / week

1 / 23

Great rentals within 20 miles that match your search

Condo accommodation in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $143 / night

$999 - $2,601 / week

1 / 24

Great rentals within 20 miles that match your search

Condo rental in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $927 / night

$6,485 / week

1 / 44

Great rentals within 20 miles that match your search

Apartment rental in Siesta Key with shared pool

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $409 / night

$2,863 / week

1 / 22

Great rentals within 20 miles that match your search

Vacation apartment in Siesta Key

Siesta Key apartment

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

from $549 / night

$3,840 / week

1 / 37

Great rentals within 20 miles that match your search

Siesta Key Vacation condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $858 / night

$6,004 / week

1 / 46

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $515 / night

$3,599 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $430 / night

$3,006 / week

1 / 39

Great rentals within 20 miles that match your search

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $229 / night

$1,603 / week

1 / 20

Great rentals within 20 miles that match your search

Siesta Key Vacation apartment rental

Siesta Key apartment

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

from $629 / night

$4,401 / week

1 / 54

Great rentals within 20 miles that match your search

Siesta Key Vacation condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $424 / night

$2,817 / week

1 / 27

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $778 / night

$5,443 / week

1 / 57

Great rentals within 20 miles that match your search

Vacation condo rental

Siesta Key condo

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

from $755 / night

$5,282 / week

1 / 52

Great rentals within 20 miles that match your search

Apartment rental in Sarasota

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

from $281 / night

$1,964 - $2,365 / week

1 / 18

Great rentals within 20 miles that match your search

Sarasota Vacation apartment rental

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $138 / night

$922 - $1,323 / week

1 / 15

Great rentals within 20 miles that match your search

Vacation condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $629 / night

$4,401 / week

1 / 45

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $629 / night

$4,401 / week

1 / 50

Great rentals within 20 miles that match your search

Vacation condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $606 / night

$4,240 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation apartment accommodation

Sarasota apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

from $23 / night

$922 - $1,323 / week

1 / 14

Great rentals within 20 miles that match your search

Siesta Key Vacation condo rental

Siesta Key condo

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

from $858 / night

$6,004 / week

1 / 47

Great rentals within 20 miles that match your search

Siesta Key Vacation condo rental

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $858 / night

$6,004 / week

1 / 39

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $858 / night

$6,004 / week

1 / 33

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $858 / night

$6,004 / week

1 / 56

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $778 / night

$5,443 / week

1 / 41

Great rentals within 20 miles that match your search

Vacation condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $343 / night

$2,397 / week

1 / 31

Great rentals within 20 miles that match your search

Vacation apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $240 / night

$1,676 / week

1 / 26

Great rentals within 20 miles that match your search

Vacation apartment in Sarasota

Sarasota apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from $149 / night

$1,002 - $1,443 / week

1 / 18

Great rentals within 20 miles that match your search

Vacation apartment in Siesta Key

Siesta Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from $343 / night

$2,397 / week

1 / 21

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $686 / night

$4,801 / week

1 / 65

Great rentals within 20 miles that match your search

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $320 / night

$2,237 / week

1 / 50

Great rentals within 20 miles that match your search

Siesta Key Vacation condo rental

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $434 / night

$3,038 / week

1 / 54

Great rentals within 20 miles that match your search

Vacation townhouse in Siesta Key

Siesta Key townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

from $515 / night

$3,599 / week

1 / 32

Great rentals within 20 miles that match your search

Siesta Key Vacation townhouse rental

Siesta Key townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

from $160 / night

$1,114 / week

1 / 49

Great rentals within 20 miles that match your search

Vacation home in Sarasota

Sarasota house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from $121 / night

$847 - $995 / week

1 / 35

Great rentals within 20 miles that match your search

Siesta Key Vacation apartment rental

Siesta Key apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $166 / night

$1,157 - $1,878 / week

1 / 41

Great rentals within 20 miles that match your search

Condo rental in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from $297 / night

$2,076 / week

1 / 37

Great rentals within 20 miles that match your search

Vacation condo in Siesta Key

Siesta Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from $389 / night

$2,717 / week

1 / 41