Osprey vacation rentals
Find the best place to stay - Osprey
Bikes, Kayaks & SUP's - Sleeps ten comfortably! Your Penthouse suite is ready!
Find spaces that suit your style
Houses
Find properties near top attractions in Osprey
Map Attractions
Top rated rentals - Osprey
Photo gallery for Private guest house with king bed & loft. Deck with hot tub and putting green
We didn't want to leave
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
The historic city of Osprey awaits you
The area's history and live music are just a few of the reasons to vacation in Osprey. This welcoming city is known for its beaches, bars and gardens. Siesta Key Beach and Lido Beach are just a couple of the must-sees in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.
Sightseeing in and around Osprey
Are you searching for attractions to visit while you're in the area? Venture out of your cozy vacation rental and check out everything that makes Osprey a one-of-a-kind vacation spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:
- Mote Marine Laboratory & Aquarium (10.9 mi / 17.5 km)
- Stoneybrook Golf & Country Club (1.9 mi / 3 km)
- Pelican Pointe Golf and Country Club (9.6 mi / 15.4 km)
- Islandside Golf Course at Longboat Key Club (11.3 mi / 18.1 km)
- Harborside Golf Course at Longboat Key Club (11.3 mi / 18.1 km)
- Snook Haven Park (11.7 mi / 18.8 km)
Exploring the beaches and other natural features in Osprey
Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Osprey is a great spot to appreciate mother nature. Here are a few of the area's most enchanting sights, all within 30 miles (48.2 km) of the city center:
- Siesta Key Beach (6.2 mi / 10 km)
- Lido Beach (9.3 mi / 15 km)
- St. Armands Circle (10 mi / 16.1 km)
- Turtle Beach (2.7 mi / 4.4 km)
- Point of Rocks (4.4 mi / 7.1 km)
- Crescent Beach (4.8 mi / 7.7 km)
Seasonal weather averages in Osprey
If you're hoping to enjoy some warm-weather activities on your vacation, August, July, September and June are the hottest months to visit, when temperatures average 82°F.
Transportation options to and around Osprey
Fly into Sarasota-Bradenton Intl. Airport (SRQ), the closest airport, located 13.8 mi (22.2 km) from the city center.