Osprey villa rentals

Prices vary depending on length of stay, time of year and property location, so enter your vacation details to discover what’s available. Whatever your budget or plans, Vrbo has villa rentals in Osprey for every type of guest.

The perfect time to visit Osprey depends on factors like activities that you want to do and which season you prefer to go. With average temperatures ranging between 57ºF (14ºC) and 68ºF (20ºC), January is a popular month to stay in a villa rental in this part of Sarasota County. Want to truly experience this destination? Check for any local festivals or events and arrange your villa rental stay around them.

One of the best ways to find an Osprey villa with views is to use our handy filters. Narrow your search by “Location” or select “Guest rating” to view places other Vrbo guests recommend. After all, why settle for a room with a view when you can have an entire villa rental with stunning vistas?

Take your vacation to the next level with one of our villa rentals in Osprey. Often boasting modern conveniences like gourmet kitchens, high-tech home entertainment systems and plush furnishings, you and your guests will feel like VIPs. Use Vrbo’s filters to display the properties with high-class perks like hot tubs and pools for that added layer of opulence and luxury.

One of the first things to do after securing your villa rental is to fill your itinerary with exciting activities and sights. There’s loads of them in Osprey, with some of the leading family-friendly attractions including Siesta Key Beach, Venice Beach and Mote Marine Laboratory & Aquarium.

With Vrbo, you get to relax at your own pace in the privacy of your own villa rental. That means you won’t have to worry about spending your trip with strangers. And thanks to our One Key™ rewards program, you can earn and redeem OneKeyCash™* on eligible bookings on Vrbo, Expedia and Hotels.com. What’s more, our customer support is available around the clock, ensuring a worry-free escape no matter where you go. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.