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Best Siesta Key Beach rentals on Holiday Lettings - Vacation rentals
391 Vacation rentals
from $172 / night
$1,031 - $2,290 / week

from $178 / night
$1,145 / week

from $377 / night
$2,637 / week

Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $290 / night
$2,030 - $3,530 / week
Apartment rental in Siesta Key with shared pool
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $409 / night
$2,863 / week
Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $264 / night
$1,845 - $3,200 / week
Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
from $249 / night
$1,740 - $2,900 / week
from $137 / night
$960 - $1,795 / week
Apartment rental in Siesta Key with swimming pool
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
from $249 / night
$1,740 - $2,900 / week
from $142 / night
$995 - $2,045 / week
from $249 / night
$1,740 - $2,900 / week
from $249 / night
$1,740 - $2,900 / week
Apartment rental in Siesta Key with swimming pool
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $264 / night
$1,845 - $3,200 / week
from $264 / night
$1,845 - $3,200 / week
from $264 / night
$1,845 - $3,200 / week
from $167 / night
$1,170 - $2,310 / week
from $167 / night
$1,170 - $2,310 / week
from $233 / night
$1,626 - $2,622 / week
from $263 / night
$1,839 - $3,556 / week
from $315 / night
$2,061 / week
Apartment rental in Siesta Key with shared pool
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $145 / night
$927 - $2,289 / week
from $401 / night
$2,806 / week
Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $290 / night
$2,030 - $3,530 / week
from $290 / night
$2,030 - $3,530 / week
from $290 / night
$2,030 - $3,530 / week
Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $205 / night
$1,435 - $2,810 / week
Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $290 / night
$2,030 - $3,530 / week
Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $290 / night
$2,030 - $3,530 / week
Apartment rental in Siesta Key with swimming pool
Siesta Key apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $290 / night
$2,030 - $3,530 / week
from $290 / night
$2,030 - $3,530 / week
from $205 / night
$1,435 - $2,810 / week
from $193 / night
$1,350 - $2,655 / week
from $974 / night
$6,813 / week
from $355 / night
$2,722 - $2,963 / week
Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
from $142 / night
$995 - $2,045 / week
Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
from $137 / night
$960 - $1,795 / week
from $142 / night
$995 - $2,045 / week
Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 6
from $142 / night
$995 - $2,045 / week
Vacation apartment with swimming pool in Siesta Key
Siesta Key apartment
- 2 bedrooms
- 1 bathroom
- sleeps 4
from $236 / night
$1,655 - $2,615 / week
from $142 / night
$995 - $2,045 / week