Where to stay around Osprey, FL?

Our 2018 property listings offer a large selection of 3,408 vacation rentals near Osprey. From 1,494 condos to 1,121 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 VRBO.

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:

  • Osprey Village: 19 vacation rentals
  • The Oaks: 24 vacation rentals
  • Lido Key: 196 vacation rentals
  • Palmer Ranch: 165 vacation rentals
  • Vamo: 106 vacation rentals

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

What are the popular point of interests near where I can stay when traveling to Osprey?

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

  • Southbay Yacht and Racquet Club: 4,591 vacation rentals
  • Oscar Scherer State Park: 4,622 vacation rentals
  • Historic Spanish Point: 4,758 vacation rentals
  • Venice Beach: 4,604 vacation rentals
  • Turtle Beach: 4,839 vacation rentals

But there are many other points of interest around Osprey listed on VRBO 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. VRBO has 1,494 condos in Osprey. Our other popular types of vacation rentals in Osprey include:

  • Houses: 1,121 rentals available
  • Apartments: 274 rentals available
  • Villas: 193 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 rental rentals in Osprey?

Absolutely, VRBO has 1,846 golf rental rentals in Osprey. You have also many other possibilities in Osprey area, including:

  • Beachfront rentals: 855 rentals
  • Beach view rentals: 620 rentals
  • Ocean view rentals: 439 rentals

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

Can I find a vacation rental with online bookable in Osprey?

Yes, you can select your prefered vacation rental with online bookable among our 3,377 vacation rentals with online bookable available in Osprey. Please use our search bar to access the selection of vacation rentals available.

    Historic Osprey will entice you

    The area's history and live music are just a few of the reasons to vacation in Osprey. Well known for its beaches, bars and gardens, this welcoming city won't disappoint. Venice Beach and Siesta Key Public Beach are just a couple of the must-sees in the area. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

    Sightseeing in and around Osprey

    Do you want to find attractions to visit while you're in the area? Venture out of your vacation home and experience everything that makes Osprey a fun place to get away. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city center:

    • Mote Marine Aquarium (11.3 mi / 18.2 km)
    • Stoneybrook Golf & Country Club (2 mi / 3.3 km)
    • Gulf Gate Golf Club (4.5 mi / 7.3 km)
    • Serenoa Golf Club (5.1 mi / 8.2 km)
    • Evie's Golf Center (7.4 mi / 11.9 km)
    • Coconuts Family Entertainment Center (7.7 mi / 12.5 km)

    Seasonal weather in Osprey

    If you're planning a vacation around warm-weather activities, July, August, September and June are the hottest months to visit, when temperatures average 90°F.

    Exploring the beaches and other natural features in Osprey

    Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Osprey is a great place to get outside. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city center:

    • Venice Beach (7 mi / 11.2 km)
    • Siesta Key Public Beach (6.6 mi / 10.6 km)
    • Marie Selby Botanical Gardens (10 mi / 16 km)
    • Sarasota Jungle Gardens (12.8 mi / 20.6 km)
    • Oscar Scherer State Park (1.7 mi / 2.7 km)
    • Jim Neville Marine Preserve (1.8 mi / 2.9 km)