Osprey, FL, USA

Osprey, FL, USA

We found 3,210 vacation rentals — enter your dates for availability

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Find the best place to stay — Osprey

Where to stay around Osprey?

Our 2018 property listings offer a large selection of 3,210 vacation rentals near Osprey. From 1,401 condos to 1,032 houses, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Osprey for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Osprey?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Osprey:

  • Lido Key: 158 vacation rentals
  • Palmer Ranch: 42 vacation rentals
  • Golden Beach: 34 vacation rentals
  • St. Armands: 37 vacation rentals
  • Tara Golf & Country Club: 28 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Osprey?

HomeAway offers a large selection of vacation rentals near lovely places in Osprey. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Southbay Yacht and Racquet Club: 4,156 vacation rentals
  • Oscar Scherer State Park: 4,191 vacation rentals
  • Historic Spanish Point: 4,328 vacation rentals
  • Venice Beach: 4,261 vacation rentals
  • Siesta Key Public Beach: 5,958 vacation rentals

But there are many other points of interest around Osprey listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent condos in Osprey?

Yes, of course. HomeAway has 1,401 condos in Osprey. Our other popular types of vacation rentals in Osprey include:

  • Houses: 1,032 rentals available
  • Apartments: 259 rentals available
  • Villas: 185 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including cottages and more.

Can I rent golf rentals in Osprey?

Absolutely, HomeAway has 1,814 golf rentals in Osprey. You have also many other possibilities in Osprey area, including:

  • Near the ocean rentals: 1,250 rentals
  • Beach rentals: 813 rentals
  • Waterfront rentals: 660 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with pool in Osprey?

Yes, you can select your preferred vacation rental with pool among our 2,329 vacation rentals with pool available in Osprey. Please use our search bar to access the selection of vacation rentals available.