Photo by Rick Tuers

Hotels in Osprey

Free cancellation options if plans change

Unlock travel rewards with One Key

Save more with Member Prices

Check prices for these dates

Where to stay in Osprey?

Create new moments at Osprey hotels

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.
trending_down

Our prices for Osprey are cheapest in September

See average prices and weather for all months
Price trends for hotels in Osprey
Pricing is based on two traveler single night rates
View properties in September
Currently viewing crowd sizes and weather for September.
Weather forecast for Osprey
September
trending_downLow crowds
High 86°F / low 78°F. Sunny most days.
View properties in September
86°
weather_sun
September, Low crowds, average high temperature 86 degrees Fahrenheit, average low temperature 78 degrees Fahrenheit. Sunny most days.
78°
83°
weather_sun
October, Moderate crowds, average high temperature 83 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
73°
76°
weather_sun
November, Low crowds, average high temperature 76 degrees Fahrenheit, average low temperature 66 degrees Fahrenheit. Sunny most days.
66°
72°
weather_sun
December, Low crowds, average high temperature 72 degrees Fahrenheit, average low temperature 62 degrees Fahrenheit. Sunny most days.
62°
68°
weather_sun
January, High crowds, average high temperature 68 degrees Fahrenheit, average low temperature 58 degrees Fahrenheit. Sunny most days.
58°
71°
weather_sun
February, High crowds, average high temperature 71 degrees Fahrenheit, average low temperature 60 degrees Fahrenheit. Sunny most days.
60°
74°
weather_sun
March, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 63 degrees Fahrenheit. Sunny most days.
63°
79°
weather_sun
April, Moderate crowds, average high temperature 79 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
68°
83°
weather_sun
May, Moderate crowds, average high temperature 83 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
73°
86°
weather_sun
June, Moderate crowds, average high temperature 86 degrees Fahrenheit, average low temperature 78 degrees Fahrenheit. Sunny most days.
78°
87°
weather_sun
July, High crowds, average high temperature 87 degrees Fahrenheit, average low temperature 79 degrees Fahrenheit. Sunny most days.
79°
88°
weather_sun
August, Low crowds, average high temperature 88 degrees Fahrenheit, average low temperature 80 degrees Fahrenheit. Sunny most days.
80°
Monthly weather averages (˚F)

Top landmarks in Osprey

Learn more about Osprey

Notable for its live music, Osprey features attractions such as Oscar Scherer State Park and Turtle Beach. Visitors to this beachside city speak highly of the bars whereas sights include Nokomis Beach and Jim Neville Marine Preserve.

Osprey showing a bay or harbor and a park

Check out reviews of Osprey hotels guests love

Frequently asked questions

How much does a hotel room cost in Osprey?
You can choose a great hotel in Osprey from $82 with properties to suit all budgets and needs. Casey Key Resorts - Mainland is one low-cost option that's popular with our travelers. If you're after an affordable hotel in Osprey that meets all of your requirements, set your filters and then sort the results by "Price: low to high". If you're a member, don't forget to sign in to your account to unlock more savings.
How can I find deals and earn rewards at Osprey hotels?
Members can save up to 20% on select hotels in Osprey. Plus, Silver, Gold and Platinum members earn extra rewards on VIP Access bookings, making each stay even more rewarding.

Can I book Osprey hotels with free cancellation?
It's easy to book a refundable Osprey hotel on Hotels.com. Simply filter hotels by "Property cancellation options" and select "Fully refundable property". Most hotels offer free cancellation, so you can receive a refund if you need to cancel. Some hotels do require cancelling more than 24 hours before check-in, so double-check your booking beforehand.
What are some of the best Osprey hotels with free parking?
If you're exploring by car, finding a great Osprey hotel with free parking is a win. Our travelers' favorites include:
What are some popular hotels in central Osprey?
If you're looking for hotels in central Osprey, check out The Capri at Siesta and Comfort Suites Sarasota - Siesta Key. Travelers love The Capri at Siesta for its location, as well as the private beach (direct access), outdoor pool and proposal/romance packages this hotel offers. Comfort Suites Sarasota - Siesta Key is another popular central hotel with an outdoor pool, a hot tub and a free buffet breakfast. Stay at one of these hotels for easy access to top sights like Siesta Key Beach, Turtle Beach, and Crescent Beach. South Sarasota and Palmer Ranch are some of the most central neighborhoods for your Osprey vacation.
Are all taxes and fees included in the Osprey hotel prices shown on Hotels.com?
Hotels.com provides upfront pricing so you can relax knowing you won't be met with surprise additional fees or taxes when you're ready to confirm your booking. From the time you start your search on Hotels.com, the price you see is what you pay. This makes it much easier to compare properties and secure our best deal for your next getaway.
What accommodations do travelers like in Osprey?
Casey Key Resorts - Mainland is a property that our guests really like.
Can I book refundable accommodations in Osprey?
If you want the flexibility to change your travel plans to Osprey, most properties offer refundable* bookable rates. You can see these accommodations by searching our site and using the "fully refundable" filter to narrow the results down.
Where can I stay in Osprey if I want a vacation home instead of a hotel?
If you want to find a good alternative to a hotel, browse our selection of 32 vacation homes. In addition, there are 9 apartments and 17 condos.
What will the weather in Osprey be like during my vacation?
August and July are typically the warmest months in Osprey when the average temp is 82°F. January and February are the coldest months when the average temperature is 66°F. August and September are the months with the most rain.
Why should I book my Osprey hotel through Hotels.com?
There are plenty of reasons to book your Osprey travel with us: our free cancellations on selected hotels gives you the flexibility you're looking for, and with One Key™, our rewards program, you will be able to earn and use OneKeyCash™* on all eligible bookings such as hotels, car rentals, flights, vacation rentals and more on Hotels.com, Expedia and Vrbo.

Find out more about Osprey

Find out more about Osprey

Embrace Coastal Elegance: Discover the Hidden Gardens of Osprey

Osprey, Florida, is a hidden gem that seamlessly blends natural beauty with rich cultural experiences. Nestled between the shimmering waters of the Gulf Coast and the lush landscapes of the Myakka River State Park, this charming destination is perfect for beach lovers and nature enthusiasts alike. Stroll through the enchanting Selby Gardens, or relax on the pristine shores of nearby Nokomis Beach. Explore Osprey’s vibrant arts scene and indulge in fresh seafood at local eateries. Whether you're seeking tranquility or adventure, Osprey promises a delightful escape that captures the heart of Florida’s coastal charm.

Discover great hotels in Osprey

Osprey, Florida offers a delightful range of hotel accommodations, from charming boutique hotels to comfortable family-friendly options. You can find inviting stays near Sarasota with a mix of luxury, cozy atmospheres, and scenic views, making it an ideal spot for your vacation getaway. Here are some of the most popular hotels with our travelers in Osprey:

  1. Bayfront Beauty Opens in a new window: This charming 2.5-star guesthouse is perfect for leisure travelers seeking a beach-themed getaway. With direct access to the beach and a natural hot spring nearby, it offers a unique vacation experience. Guests appreciate the soothing hot spring amenities and the relaxed atmosphere, making it an ideal choice for those looking to unwind and enjoy nature's beauty.
  2. Turtle Beach ResortOpens in a new window: A 3.5-star hotel designed for adventure seekers, Turtle Beach Resort provides an exhilarating experience with a variety of adventure sports and recreation activities available both onsite and nearby. Travelers will love the opportunities for sailing, surfing, biking, and more. The vibrant atmosphere and engaging activities contribute to an unforgettable stay, perfect for those looking to create lasting memories while exploring the outdoors.
  3. Close to Siesta KeyOpens in a new window: This inviting guesthouse offers a cozy retreat for leisure travelers, featuring modern entertainment options like flat-screen televisions and comfortable living spaces. With nearby attractions including stunning ocean views and a bustling shopping district, guests enjoy easy access to local experiences. Visitors appreciate the blend of comfort and convenience, making it an excellent choice for those looking to explore the area while enjoying a relaxing stay.

Top locations to stay in Osprey

Some great areas to stay in when visiting Osprey, Florida, are Siesta Key, Venice, and Nokomis. Siesta Key boasts stunning beaches and vibrant nightlife, while Venice offers charming libraries and beautiful beachfront parks. Nokomis is perfect for families with its serene beaches and welcoming atmosphere. For first-time visitors, Siesta Key is the best choice for its lively vibe and picturesque scenery.

  1. Siesta KeyOpens in a new window: Siesta Key is a tropical paradise known for its stunning beaches, particularly the award-winning Siesta Beach with its soft, white sand. This vibrant island offers a relaxed atmosphere with plenty of opportunities for water sports, sunbathing, and beachside dining. The local shops and boutiques add a charming touch, making it a great spot for leisurely strolls. Don't miss the chance to explore the nearby Siesta Key Village, where you can find unique shops and cultural events that create a lively community vibe.
  2. VeniceOpens in a new window: Venice is a picturesque coastal town with beautiful beaches and a friendly, laid-back atmosphere. Its charming downtown area is perfect for shopping, featuring a mix of local boutiques and cafes. The Venice Beach offers a lovely boardwalk for relaxing strolls and enjoying stunning sunsets. For those who enjoy nature, the nearby Myakka River State Park is ideal for hiking and wildlife viewing, making Venice a great choice for a blend of beach relaxation and outdoor activities.
  3. NokomisOpens in a new window: Nokomis is a serene destination that caters to families and those seeking a peaceful getaway. The area boasts lovely beaches, perfect for swimming and picnicking. Nokomis offers a local charm with its small shops and friendly atmosphere, ideal for unwinding away from the hustle and bustle. The nearby Nokomis Beach is known for its stunning sunsets and is a great spot for shell collecting, making it a delightful choice for nature lovers and families looking to relax.

Things to do in Osprey

Osprey boasts stunning beaches and lush gardens, inviting travelers to relax and explore. Enjoy a day of boating on tranquil waters, followed by shopping in charming boutiques. As the sun sets, dive into vibrant nightlife with live music and dancing, making it an unforgettable getaway.

  • Siesta Key BeachOpens in a new window – Known for its powdery white sands and crystal-clear waters, Siesta Key Beach is the ideal spot for sunbathing, swimming, or simply relaxing with a good book. Spend your day building sandcastles or take a leisurely stroll along the shoreline while enjoying stunning Gulf Coast sunsets.
  • Crescent BeachOpens in a new window – This tranquil beach offers a peaceful retreat with its gentle waves and scenic surroundings. Ideal for families, you can enjoy beach volleyball or paddleboarding in the calm waters. Don’t forget to explore the nearby gardens for a touch of nature and serenity.
  • Venice BeachOpens in a new window – Famous for its fossilized shark teeth, Venice Beach invites you to hunt for treasures along its shores. Enjoy a picnic or take in the vibrant local atmosphere as you watch the sunset. The beach is also lined with beautiful palm trees, making it a picturesque spot for your vacation memories.
  • Caspersen BeachOpens in a new window – As one of the less crowded options, Caspersen Beach is perfect for a day of exploration. Walk along the natural coastline, collect unique shells, or simply relax in the shade of a palm tree. The beach is surrounded by lush gardens, providing a serene escape from the hustle and bustle.

5 tips for savvy savings when booking a hotel in Osprey

  1. Book for the cheapest times: The most budget-friendly time to visit Osprey is during August, September, and November, when hotel prices are lower. For a great value for money experience, it's recommended to stay for at least 3 to 4 days to fully enjoy the area's historical landmarks and cultural attractions. While exploring, you can savor local dining options, relax at the beach, visit beautiful gardens, and enjoy the lively atmosphere with live music and dancing. With friendly people all around, Osprey offers a wonderful blend of shopping and boating opportunities, making it a perfect destination for an affordable getaway.
  2. Look for last-minute deals on Hotels.com: To find last-minute deals for Osprey hotels, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may discover discounted rates as your travel date approaches. Consider enabling email alerts or push notifications to stay informed about flash sales and exclusive last-minute promotions. Additionally, the Smart ShoppingOpens in a new window tool available via the app allows you to compare hotel prices and amenities, making it easier to identify the best hotel deals. With these resources, you're more likely to see opportunities to save on your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors like the hotel's location, star rating, and the time of year. Being flexible with your travel dates may help you save on your stay at an Osprey hotel. If you're seeking a unique experience, boutique hotels often provide a more personalized touch and sometimes better value. When you book through Hotels.com, we’ll inform you if the price for your chosen dates is above or below the average. If the price is on the higher end, we can suggest more budget-friendly dates, increasing the likelihood that you’ll find a better deal.
  4. Consider your location: Hotels near the city center usually tend to be more expensive, but thanks to Osprey's great public transportation options, you might discover a more affordable independent hotel a bit further out that still has good connections. If you're interested in exploring alternative, less crowded neighborhoods or even some lesser-known nearby towns, you can often find excellent value for your money. Opting for these alternative locations could provide a more genuine and budget-friendly experience.
  5. Become a Member: Join for free today and start planning your next stay in Osprey! As a member, you'll gain access to exclusive member prices on over 100,000 hotels worldwide, allowing you to save on your travels. Plus, you can easily move up through the membership tiers and enjoy fantastic perks, including complimentary room upgrades (when available) and discounts on food and beverages at select VIP Access properties. Don’t miss out on these exciting benefits—sign up now and make your next trip even more enjoyable!

Best time to go to Osprey

Osprey experiences its lowest average temperature in January, at 62.6°F (17.0°C), while August is the hottest month, with an average temperature of 83.3°F (28.5°C). August is typically the wettest month. If you’re looking to soak up the lively atmosphere in Osprey, March, April, and September are the peak months to visit, bustling with fellow travelers. During this peak period, the weather is sunny to mostly sunny, with little to no rainfall. However, if you prefer a more relaxed experience, October to December are perfect for a quieter getaway, marked by no to light rainfall and mostly sunny conditions.

Osprey is a friendly locale known for its restaurants and bars. Hunt for sand dollars at Turtle Beach and Nokomis Beach. Popular sights in the surrounding area include Siesta Key Beach.

Keep exploring

Keep exploring