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Cheap Osprey hotels

Casey Key Resorts - Mainland

1650 South Tamiami Trail Osprey FL

$140 nightly

$159 total

Jan 5 - Jan 6, 2026

Total with taxes and fees

8.6/10 Excellent! (1,119 reviews)

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.

Osprey Hotel & Travel Guide\n

If you are wondering where to spend the night during your time in Osprey, you will have a wide assortment of relaxing options. Travelocity currently lists no less than 51 places to lay your head within a 6-mile (10-kilometer) distance of the center of Osprey.

Osprey's town center is within walking distance of comfortable hotels including Virage Hotel and Bentley's Boutique Hotel.

The The Ritz-Carlton, Sarasota can be found 11 miles (17 kilometers) away from the heart of Osprey. Another accommodation option is the The Resort at Longboat Key Club, which is situated 12 miles (19 kilometers) away. Another option is to make a booking at the Turtle Beach Resort or the Lido Beach Resort.

After you have thoroughly explored Osprey, how about you discover a bit more of the region? The South Florida vicinity is home to many scenic and cultural delights waiting to be explored. Get to know South Florida's lighthouses. Anyone with a passion for nature could also put aside some time to enjoy the region's beaches. In this corner of United States of America visitors may also partake in hiking, cycling and wildlife watching.

Siesta Key is 6 miles (9 kilometers) to the northwest of Osprey and is home to Jim Neville Marine Preserve and Siesta Key Marina. Some Siesta Key places to base yourself include the Beach Club at Siesta Key by RVA and Island House Beach Resort. For another option, head to Bradenton, 19 miles (30 kilometers) to the north of Osprey, where you'll find the Country Inn & Suites By Carlson, Bradenton At I-75, FL and Comfort Inn Near Ellenton Outlet Mall. If you're staying in Bradenton, a couple of places to add to your itinerary are the South Florida Museum and University Park Country Club.

When cheering on sport is always on your mind, head to Arcadia Rodeo Arena, situated 40 miles (62 kilometers) to the east of Osprey. Wise travelers hoping to find accommodation options in the area around the game can take their choice from the Holiday Inn Express Hotel and Suites Arcadia or the Knights Inn Arcadia.

Sarasota-Bradenton International Airport is a major gateway for those arriving by air to Osprey. It can be found 14 miles (23 kilometers) from the downtown area. For modern travelers who plan to stay nearby, try the Holiday Inn Sarasota Airport or Hilton Garden Inn Sarasota - Bradenton Airport.

Frequently asked questions

What are the top kid-friendly hotels in Osprey?

Take some of the hassles out of traveling with kids by staying in a family-friendly Osprey hotel. From fun amenities to extra services, these properties offer perks that'll make your visit plain sailing: Your crew will enjoy their time at Relaxing 2BR Florida Home Close to Beach. A nearby beach and a barbecue grill are a few of the things that help make this property a sought-after option. Also look into Sarasota Bay Pool Home. It comes with a fireplace, a barbecue grill and plenty of opportunities for family time.

Where can I find cheap hotels in Osprey?

At Travelocity you'll find really nice hotels in Osprey at great prices. We source incredible prices with our trusted partners, so you have a tempting selection of cheap hotels to choose from. If you can be flexible on dates and location, consider staying at a hotel near Osprey rather than in Osprey. We may find you even better rates, too.

How do I find the best Osprey hotel deals?

Simple! On Travelocity, look through the fantastic offers we've already found in Osprey then use our filters to find a great deal that's perfect for you. Enter your travel dates, select the number of rooms you need, and we'll do the rest. You can get great discounts on flights and car hire, too, when you bundle.

How much does it cost to stay in a hotel in Osprey?

The cheapest hotel in Osprey is $86. This price was available within the past 7 days, for stays with a check-in date within the next year. Of course, the price you pay depends on your dates of travel, the length of your stay, and the hotel's location. Prices and availability are subject to change. Additional terms apply.

How many hotels are in Osprey?

There are 11,106 hotels in Osprey on Travelocity.

What are the best hotels in Osprey?

Osprey has so many great hotels to choose from at Travelocity — and it's so easy to find the perfect one. Just choose one of our popular pre-selected hotels with great reviews, or you can refine your search to build your ideal stay. Simply filter hotels based on price or star rating, or select properties with a pool, a hot tub, or a range of other amenities and pick the best place to stay in Osprey for you!

When is the best time to visit Osprey?

If you want the joy of a fun-filled trip in peak season, visit Osprey during January, February and March. If you'd prefer the peace of off-season, book a stay during quieter months, such as May, June and September.

When is the cheapest time to stay in Osprey?

Based on historic data is usually the cheapest month to visit Osprey. However, we have incredible deals all year round, so we're confident you'll find a room in your budget whenever you choose to travel.

Are there any great family-friendly hotels in Osprey?

There are multiple hotels in Osprey that will please the whole family. Do you need adjoining rooms, babysitting services or a swimming pool? We've got you covered. Use our family filter to narrow your search down and use guest reviews to help you pick the perfect place for your next family trip to Osprey. We have plenty of kid-friendly hotels in Osprey to choose from on Travelocity!

Why book a hotel in Osprey through Travelocity?

Because we have the top hotels in Osprey! We want to help you travel more and worry less. That's why we've put the most amazing hotel, car rental, and flight deals in one place. When you search for hotels with us, you know you're getting fantastic prices with no hidden fees and free cancellation on most properties up to 24 hours before your stay. If you become a Travelocity member, you also get exclusive member discounts. Sign up today!

How do I cancel my hotel booking in Osprey on Travelocity?

Canceling your booking with Travelocity is easy. Sign into your account and select My Trips. Here, you will see your cancellation options. We offer free cancellation on many properties.