Osprey, FL, USA Vacation Rentals

Discover popular destinations in and around Osprey

Southbay Yacht and Racquet Club
4,148 vacation rentals
Oscar Scherer State Park
4,181 vacation rentals
Historic Spanish Point
4,319 vacation rentals
Florida Gulf Coast
24,776 vacation rentals
Siesta Beach
3,012 vacation rentals
Siesta Key
3,419 vacation rentals
Sarasota
5,738 vacation rentals
Lakewood Ranch
32 vacation rentals
South Florida
75,465 vacation rentals
Venice
2,776 vacation rentals
Saint Armands Key
3,261 vacation rentals
Siesta Key Village
2,939 vacation rentals
Plantation Golf and Country Club
60 vacation rentals
Bradenton
5,411 vacation rentals
Crescent Arms
38 vacation rentals
Longboat Key
6,447 vacation rentals
Turtle Beach Resort
19 vacation rentals
Golden Beach
34 vacation rentals
Siesta Key Public Beach
5,944 vacation rentals
Vamo
2,971 vacation rentals

Explore a selection of Osprey vacation rentals