Viewing 40 of 53 rentals in Osprey
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Vacation homes - vacation rentals
1 Vacation rentals
from $161 / night
$1,123 / week
Great rentals within 20 miles that match your search
from $272 / night
$1,900 - $2,600 / week
from $115 / night
$802 / week
from $430 / night
$2,977 / week
Vacation caravan/mobile home in Sarasota
Sarasota caravan/mobile home
- 1 bedroom
- 2 bathrooms
- sleeps 4
from $134 / night
$935 / week
from $121 / night
$847 - $895 / week
from $191 / night
$1,336 / week
from $103 / night
$745 - $1,105 / week
from $166 / night
$1,163 / week
from $189 / night
$1,374 - $2,405 / week
Vacation apartment with shared pool, golf nearby in Lakewood Ranch
Lakewood Ranch apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 4
from $100 / night
$695 / week
from $182 / night
$1,275 / week
from $144 / night
$1,002 - $1,964 / week
from $337 / night
$2,357 / week
from $295 / night
$2,061 / week
from $161 / night
$959 - $2,350 / week
Vacation condo with golf nearby in Heritage Oaks Golf and Country Club
Heritage Oaks Golf and Country Club condo
- 2 bedrooms
- 2 bathrooms
- sleeps 5
from $215 / night
$682 - $1,434 / week
from $286 / night
$1,996 / week
from $491 / night
$3,435 / week
from $86 / night
$602 - $831 / week
from $229 / night
$1,603 / 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 $629 / night
$4,122 - $4,683 / week
from $115 / night
$802 / week
Vacation condo with shared pool, golf nearby in Siesta Key
Siesta Key condo
- 1 bedroom
- 1 bathroom
- sleeps 4
from $115 / night
$802 / week
from $229 / night
$1,603 / week
Cottage rental in Longboat Key with shared pool, golf nearby
Longboat Key cottage
- 3 bedrooms
- 2 bathrooms
- sleeps 8
from $745 / night
$4,008 / week
Vacation guest house in Gulf Gate Estates
Gulf Gate Estates guest house
- 1 bedroom
- 1 bathroom
- sleeps 4
from $193 / night
$1,347 / week
from $343 / night
$2,176 / week
from $178 / night
$1,243 / week
from $108 / night
$754 / week
from $286 / night
$1,996 / week
from $434 / night
$3,038 / week
from $92 / night
$573 - $653 / week
from $487 / night
$3,407 / week
Vacation apartment with golf nearby in Bradenton
Bradenton apartment
- 2 bedrooms
- 2 bathrooms
- sleeps 6
from $117 / night
$818 / week
from $189 / night
$1,311 - $1,600 / week
from $229 / night
$1,603 / week
from $155 / night
$1,082 / week
from $744 / night
$5,202 / week