Viewing 40 of 77 rentals in Osprey
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Vacation homes - vacation rentals
77 Vacation rentals
Great rentals within 20 miles that match your search
from $401 / night
$2,806 / week
Great rentals within 20 miles that match your search
from $1,002 / night
$7,014 / week
Great rentals within 20 miles that match your search
from $143 / night
$999 - $2,601 / week
Great rentals within 20 miles that match your search
from $927 / night
$6,485 / week
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
Great rentals within 20 miles that match your search
from $858 / night
$6,004 / week
Great rentals within 20 miles that match your search
from $515 / night
$3,599 / week
Great rentals within 20 miles that match your search
from $430 / night
$3,006 / week
Great rentals within 20 miles that match your search
from $629 / night
$4,401 / week
Great rentals within 20 miles that match your search
from $424 / night
$2,817 / week
Great rentals within 20 miles that match your search
from $778 / night
$5,443 / week
Great rentals within 20 miles that match your search
from $755 / night
$5,282 / week
Great rentals within 20 miles that match your search
from $138 / night
$922 / week
Great rentals within 20 miles that match your search
from $629 / night
$4,401 / week
Great rentals within 20 miles that match your search
from $629 / night
$4,401 / week
Great rentals within 20 miles that match your search
from $606 / night
$4,240 / week
Great rentals within 20 miles that match your search
from $23 / night
$922 / week
Great rentals within 20 miles that match your search
from $858 / night
$6,004 / week
Great rentals within 20 miles that match your search
from $858 / night
$6,004 / week
Great rentals within 20 miles that match your search
from $858 / night
$6,004 / week
Great rentals within 20 miles that match your search
from $858 / night
$6,004 / week
Great rentals within 20 miles that match your search
from $778 / night
$5,443 / week
Great rentals within 20 miles that match your search
from $149 / night
$1,002 / week
Great rentals within 20 miles that match your search
from $686 / night
$4,801 / week
Great rentals within 20 miles that match your search
from $434 / night
$3,038 / week
Great rentals within 20 miles that match your search
from $121 / night
$847 - $995 / week
Great rentals within 20 miles that match your search
from $297 / night
$2,076 / week
Great rentals within 20 miles that match your search
from $509 / night
$3,559 / week
Great rentals within 20 miles that match your search
from $286 / night
$1,996 / week
Great rentals within 20 miles that match your search
from $277 / night
$1,940 / week
Great rentals within 20 miles that match your search
from $320 / night
$2,237 / week
Great rentals within 20 miles that match your search
from $308 / night
$2,156 / week
Great rentals within 20 miles that match your search
from $308 / night
$2,156 / week
Great rentals within 20 miles that match your search
from $411 / night
$2,878 / week
Great rentals within 20 miles that match your search
from $263 / night
$1,836 / week
Great rentals within 20 miles that match your search
from $320 / night
$2,237 / week
Great rentals within 20 miles that match your search
from $343 / night
$2,397 / week
Great rentals within 20 miles that match your search
from $308 / night
$2,156 / week
Great rentals within 20 miles that match your search
from $263 / night
$1,836 / week
Great rentals within 20 miles that match your search
from $274 / night
$1,916 / week