Viewing 40 of 1,459 rentals in Osprey
Tell us your dates, and we will find the most accurate rates and availability for you
Updating
Vacation homes - vacation rentals
2 Vacation rentals
from $161 / night
$1,123 / week
from $147 / night
$1,029 / week
Great rentals within 20 miles that match your search
from $344 / night
$2,405 / week
from $272 / night
$1,900 - $2,600 / week
from $999 / night
$6,989 / week
from $453 / night
$3,166 / week
from $184 / night
$1,283 / week
from $258 / night
$1,718 / week
Apartment rental in Siesta Key with shared pool
Siesta Key apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $409 / night
$2,863 / week
from $486 / night
$3,400 - $7,900 / week
from $272 / night
$1,900 - $3,400 / week
from $266 / night
$1,861 - $3,464 / week
from $284 / night
$1,985 - $3,999 / week
from $602 / night
$4,208 / week
from $109 / night
$716 / week
from $343 / night
$2,397 / week
from $286 / night
$1,996 / week
Vacation villa with shared pool, golf nearby in Lakewood Ranch
Lakewood Ranch villa
- 2 bedrooms
- 2 bathrooms
- sleeps 6
from $241 / night
$1,684 / week
from $277 / night
$1,940 / week
from $314 / night
$2,193 / week
from $328 / night
$2,290 - $4,409 / week
from $436 / night
$3,046 / week
from $297 / night
$2,076 / week
from $457 / night
$3,198 / week
from $903 / night
$6,316 / week
from $138 / night
$962 / week
Vacation apartment with golf nearby in Lakewood Ranch
Lakewood Ranch apartment
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $298 / night
$2,084 / week
Vacation apartment with shared pool, golf nearby in Lakewood Ranch
Lakewood Ranch apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
from $252 / night
$1,764 / week
from $252 / night
$1,764 / week
Vacation condo with golf nearby in Lakewood Ranch
Lakewood Ranch condo
- 3 bedrooms
- 2 bathrooms
- sleeps 6
from $252 / night
$1,764 / week
from $252 / night
$1,764 / week
Vacation apartment with golf nearby in Lakewood Ranch
Lakewood Ranch apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $252 / night
$1,764 / week
Vacation apartment with golf nearby in Lakewood Ranch
Lakewood Ranch apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $252 / night
$1,764 / week
from $516 / night
$3,607 / week
from $137 / night
$794 - $1,764 / week
Vacation apartment with golf nearby in Lakewood Ranch
Lakewood Ranch apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $252 / night
$1,764 / week
from $229 / night
$1,603 / week
from $178 / night
$1,403 / week
from $401 / night
$2,806 / week
from $187 / night
$1,310 / week