Osprey cottage rentals

Upscale or budget, in a busy tourist area or off the beaten path, peak season or low season — these factors and more will determine how much your cottage rental in Osprey will cost. How long you plan to stay can also affect the overall price. Some vacation rentals offer discounts if you stay longer, so keep your eyes peeled for special deals.

With temperatures ranging from 57ºF (14ºC) to 68ºF (20ºC), January is when most people book a cottage rental in Osprey. As it’s the most popular month, try to secure your stay early. Alternatively, consider the off-season for a more relaxed Sarasota County escape.

Vrbo makes it easy to find the terrific views you’re looking for in your accommodations. Use our “Location” filter to narrow down the type of area you prefer to be in, and the views you like to immerse yourself in, while browsing cottage rentals in Osprey.

For a refreshing getaway, you can’t beat our lakeside cottage rentals. Try our “Location” filter and then check the box marked “Lake” to see if you can find any comfy cottages that’ll put you near the water in Osprey. Spend your days exploring or simply enjoy seeing beautiful sunrises and sunsets reflecting off the lake.

Siesta Key Beach is one of the well-known attractions in Osprey. Choose a cottage rental in this destination and make sure you have enough time to explore other highlights, such as Venice Beach and Mote Marine Laboratory & Aquarium. They’re all family friendly!

Booking your cottage rental with Vrbo means you get the entire place to yourselves — your own private oasis, without any interruptions from anybody else. Also, our One Key™ rewards program lets you earn OneKeyCash™* and redeem it on eligible bookings on Vrbo, Expedia and Hotels.com. Plus, our easy payment and cancellation policies allow you to change your plans if required. *OneKeyCash disclaimer - OneKeyCash is not redeemable for cash and can only be used on Vrbo, Expedia and Hotels.com.