Osprey, FL

Travel Guide

A marina with boats docked, a man walking on a path, and a building with red roofs in the background.
A marina with several boats docked, surrounded by palm trees and buildings with orange roofs.
A marina with docked boats, a wooden bridge, and a building with a red roof.
A river with lush greenery and a lamp post.
A residential street lined with palm trees and houses with red-tiled roofs.

Where to stay in Osprey

Find the best Osprey areas and neighborhoods for the activities you enjoy most. Learn more about Osprey
Learn more about Osprey
An aerial view of a coastal area with a sandy beach, a road, and scattered buildings.

Sorrento Shores

When in Sorrento Shores, you can plan a visit to Oscar Scherer State Park and Nokomis Beach, some noteworthy sights in the nearby area.

Rivendell

Rivendell might not have many top sights, but Oscar Scherer State Park and Turtle Beach are two attractions nearby that you can check out.

A river with boats, a bridge, and a cityscape with tall buildings.

Bay Acres

If you're looking for some top things to see and do in Bay Acres and surrounding area, you can visit Historic Spanish Point and Oscar Scherer State Park.

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
1650 South Tamiami Trail Osprey FL
$104 nightly
The price is $118 total per night from Sep 18 to Sep 19
$118 total
Sep 18 - Sep 19
Total with taxes and fees
Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular ...
8.6/10 Excellent! (1,242 reviews)
"The only thing I didn’t like was there wasn’t a microwave in the room.They have a communal microwave in the hallway by the vending machines"

Reviewed on Sep 17, 2026

Casey Key Resorts - Mainland
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
$62 nightly
The price is $71 total per night from Sep 30 to Oct 1
$71 total
Sep 30 - Oct 1
Total with taxes and fees
Book a stay at this business-friendly hotel in Sarasota. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (6,001 reviews)
"Wasn’t told that I would be charged for Parking because I booked through Expedia wasn’t told that they were gonna put a $200 hold on my American Express until the room got cleaned which caused me to go over my limit these are things that should’ve been conveyed to me on when I checked out"

Reviewed on Sep 17, 2026

Kompose Boutique Hotel
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
$158 nightly
The price is $179 total per night from Sep 27 to Sep 28
$179 total
Sep 27 - Sep 28
Total with taxes and fees
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9.4/10 Exceptional! (5,885 reviews)
"Or stay exceeded all expectations! The studio was sweet and quiet. The walk to the beach was easy and the beach was perfect"

Reviewed on Sep 17, 2026

Tropical Beach Resorts
See all 11,514 properties in Osprey
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Tropical Beach Resorts

Tropical Beach Resorts

3.5 out of 5
6717 Sara Sea Circle Siesta Key FL
Book a stay at this beach aparthotel in Siesta Key. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our ...
9.4/10 Exceptional! (5,883 reviews)
"Very nice old Florida hotel Staff wonderful Pool and beach close Exterior could use some work but room beautiful"

Reviewed on Sep 16, 2026

Tropical Beach Resorts
Hibiscus Suites - Gateway to Siesta Key

Hibiscus Suites - Gateway to Siesta Key

2.5 out of 5
1735 Stickney Point Rd Sarasota FL
Book a stay at this business-friendly aparthotel in Sarasota. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and ...
Hibiscus Suites - Gateway to Siesta Key
SeaSpray Resort

SeaSpray Resort

4 out of 5
574 Canal Rd Siesta Key FL
Stay at this aparthotel in Siesta Key. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Siesta Key Beach and Lido Beach are located ...
SeaSpray Resort
See all properties in Osprey
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Stay near popular Osprey attractions

A forest with tall trees and a dirt path.
Photo by Frank Methling
Open Photo by Frank Methling

Oscar Scherer State Park

8.8/10 (83 reviews)
You can take time to visit Oscar Scherer State Park during your travels to Osprey. Attend a sporting event or simply enjoy the lively bars while you're in the area.
See properties

Things to do

Sarasota - Clear Kayak LED Night Glass Bottom Tour

Sarasota - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
78% of travellers recommend
Sarasota - Clear Kayak LED Night Glass Bottom Tour
Taking in the views of another epic Siesta Key sunset!

Siesta Key Electric Bike Sunset Tour

$71
per adult
96% of travellers recommend
Siesta Key Electric Bike Sunset Tour
Mangroves, Manatees & a Hidden Beach Kayak Tour

Mangrove Tunnel & Manatee Kayak Eco-Tour

$59
per adult
94% of travellers recommend
Mangrove Tunnel & Manatee Kayak Eco-Tour
Sarasota Guided Mangrove Tunnel Kayak Tour

Sarasota Guided Mangrove Tunnel Kayak Tour

$59
per adult
96% of travellers recommend
Sarasota Guided Mangrove Tunnel Kayak Tour
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour

$65
per adult
86% of travellers recommend
Siesta Key, FL - Clear Kayak LED Night Glass Bottom Tour
Clear Kayak Glass Bottom Day Tour - Sarasota

Clear Kayak Glass Bottom Day Tour - Sarasota

$65
per adult
Clear Kayak Glass Bottom Day Tour - Sarasota
See all activities in Osprey

Frequently asked questions

Is Osprey worth visiting?
Osprey is worth visiting for its standout attractions, including the natural beauty of Oscar Scherer State Park and the amenities of The Oaks Club. Travelers can also enjoy local dining, with a variety of European and Italian cuisine options to explore.
When is the best time to visit Osprey?
The best time to visit Osprey is from November through March, when the weather is typically mild and pleasant. For travelers seeking fewer crowds and potentially better value, the warmer months of June through September are also a good option.
What is Osprey known for?
Osprey is known for being home to Oscar Scherer State Park, offering travelers natural spaces to explore. It also features The Oaks Club, a notable spot for recreation, and Nancy's Consignments, providing unique shopping opportunities.
What is a good itinerary length for Osprey?
A good itinerary length for Osprey is two to three days to enjoy Oscar Scherer State Park and take a Dolphin and Manatee Adventure Tour. For a longer trip of four to five days, travelers can also explore The Oaks Club, browse Nancy's Consignments, and experience an Around the Island Tour with Photo Shoot. See Osprey Activities.
What are the top things to do in and around Osprey?
Osprey offers outdoor adventures, historical insights, and scenic tours for every traveler:


How do I plan a trip to Osprey?
To plan your trip to Osprey, book flights, hotels, and a rental car in advance. Explore activities like a Dolphin and Manatee Adventure Tour of Sarasota or an Around the Island Tour with Photo Shoot. For outdoor excursions at Oscar Scherer State Park, aim for early morning or late afternoon to enjoy the best conditions.
What cuisines can you find in Osprey?
In Osprey, you can find Mediterranean cuisine, with dishes like hummus, falafel, and gyros. Travelers also have options for Italian, North American, and Asian dishes, as well as fresh seafood. The destination also offers various coffee shops.
Can I book a refundable hotel in Osprey?
Yes, Expedia offers many flexible booking options, and you can look for refundable hotels in Osprey by entering your dates and using the refundable or fully refundable filter. Always check the hotel's cancellation policy before you book, since terms can vary by hotel, and visit Expedia help center for further details.
Why book a trip to Osprey with Expedia?
Expedia makes it easier to plan your Osprey trip with travel tools, flexible search options, and bookable trip components all in one place. You can organize your plans in one account and use Expedia to help build a trip that fits your budget and travel style. Find out more about how by visiting Expedia's Trip Planner page.
Should I stay in a hotel or vacation rental in Osprey?
The best choice depends on your travel style. Hotels in Osprey can be a good fit for convenience, on-site amenities, and shorter stays, while vacation rentals may offer more space, privacy, and home-style amenities for longer trips, families, or groups. With Expedia, you can compare both options side by side, read traveler reviews, and filter by amenities to find the right fit for your trip.
How can I manage my Osprey trip on Expedia?
Once you've booked your Osprey trip, you can manage it through your Expedia account or the Expedia app. You can view your itinerary, access booking details, make eligible changes, and check for updates in My Trips. The Expedia app can also help you stay organized while you travel.
What if I need help during my Osprey trip?
Expedia offers customer support before, during, and after your Osprey trip. If your plans change or something unexpected happens, you can review your booking in My Trips and use Expedia help center channels for help with eligible changes, cancellations, or travel issues.
How can Expedia help me plan my first trip to Osprey?
If it's your first trip to Osprey, Expedia can help you plan by bringing together stays, flights, activities, traveler reviews, and trip-planning tools in one place. With Expedia's Trip Planner you can compare options, read reviews from other travelers, and build an itinerary that matches your interests and budget.
How can I save on my Osprey hotel booking with Expedia?
Join One Key™ for free to unlock instant discounts with Member Prices on select hotels. You can also earn and use OneKeyCash™* on eligible bookings on Expedia. Booking in advance is usually another great way to save on your Osprey hotel.

*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.

Cities near Osprey

A yellow lifeguard tower with an American flag on a beach with people and umbrellas.

Siesta Key

A sign for Venetian Golf & River Club with a fountain and palm trees in the background.

Nokomis

A beach with a wooden pier extending into the turquoise sea, palm trees, and people walking on the pier.

Sarasota

A panoramic view of a forested valley with a winding road, a small town in the distance, and a clear blue sky.

Laurel

Explore a world of travel with Expedia