Prepare for coastal living by staying in an Osprey, Florida vacation rental. Situated south of Sarasota on the Gulf Coast, the area is known for its beautifully preserved parks and Spanish history. And while it maintains its pioneer roots as a bastion of “Old Florida,” it’s evolved into a more laid back destination that keeps guests close to the beach and surrounding nature.
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Yes. 55 of our Osprey vacation rentals have internet access, so you can stay connected throughout your trip.
Browse homes with internet access >Absolutely. Our local Osprey team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.
Learn more about Vacasa Premium Clean >Coastal and comfortable, the vacation rentals in Osprey, Florida are designed to capture the historic charm of the community while placing guests close to the best activities in the area. Pick between relaxing retreats on the beach or accommodations perfect for family trips.
Nearby, your Osprey, Florida vacation rental, you’ll find Blackburn point Park, the Marie Selby Botanical Gardens, the famous Historic Spanish Point, and so much more, including kayak and boat rentals. Enjoy your vacation in Florida—you deserve it.