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Hotels in Osprey

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Where to stay 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.
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Our prices for hotels in 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
Jun
$209
Average price during June is $209
Jul
$181
Average price during July is $181
Aug
$186
Average price during August is $186
Sep
$180
Average price during September is $180
Oct
$183
Average price during October is $183
Nov
$236
Average price during November is $236
Dec
$233
Average price during December is $233
Jan
$205
Average price during January is $205
Feb
$264
Average price during February is $264
Mar
$293
Average price during March is $293
Apr
$309
Average price during April is $309
May
$201
Average price during May is $201
Currently viewing crowd sizes and weather for June.

June

trending_flatModerate crowds
High 86°F / low 78°F. Sunny most days.
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°
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°
Monthly weather averages (˚F)

Top neighborhoods in Osprey

Top landmarks in Osprey

Learn more about Osprey

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

Osprey showing a bay or harbor and a park

Frequently asked questions

What accommodations do travelers like in Osprey?
Casey Key Resorts - Mainland is a property that our guests really like.
Where can I find free parking at my hotel in Osprey?
Bentley’s Boutique Hotel, BW Premier Collection offers the perk of free parking.
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 with my pet in Osprey?
Your animal companion is welcome at this pet-friendly hotel: Casey Key Resorts - Mainland.
Which Osprey hotels do guests like for their central location?
Our guests rave about the location of Casey Key Resorts - Mainland.
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 27 vacation homes. In addition, there are 10 apartments and 21 condos.
Where can I stay if I'm visiting Osprey with my family?
Parents traveling with children may want to consider Casey Key Resorts - Mainland.
Where should I stay in Osprey for a getaway with my partner?
Casey Key Resorts - Mainland is a good option for a romantic getaway with your special someone.
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

Coastal Gardens: Discover Osprey's Hidden Paradise

Nestled along Florida's Gulf Coast, Osprey is a hidden gem that perfectly blends serene beaches and lush gardens. This charming destination invites travelers to unwind at the pristine shores of Casey Key, where soft sands meet tranquil waters. Explore the enchanting Selby Gardens, a botanical paradise showcasing exotic plants and vibrant blooms. Osprey's rich history is palpable in its quaint streets, where local shops and eateries beckon with Southern charm. Whether you're seeking a romantic getaway or a peaceful retreat, Osprey's natural beauty and laid-back vibe promise an unforgettable experience. Discover the allure of this off-the-beaten-path paradise. For great hotel rates in Osprey, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Discover great hotels in Osprey

Osprey, Florida offers a range of hotel accommodations, from cozy inns to upscale resorts. Many hotels feature beautiful views, pools, and easy access to local attractions. With various options available, travelers can find the perfect spot to unwind after exploring the charming coastal area. Here are some of our travelers' favorite hotels in Osprey:

  1. Lido Beach ResortOpens in a new window: This 4.0-star resort hotel offers an exceptional beachside experience, perfect for leisure travelers seeking sun and relaxation. Featuring direct access to the beach, it boasts beautiful pools and an outstanding restaurant, The Drift, known for its excellent cuisine. The ambiance is enhanced by friendly service and well-appointed accommodations, making it an ideal retreat. Review sentiments highlight the hotel's cleanliness and inviting atmosphere, ensuring a memorable stay.
  2. Siesta Key Palms ResortOpens in a new window: This charming 3.5-star hotel blends a Caribbean vibe with adventure, making it a great choice for travelers looking to explore the outdoors. With direct beach access and a variety of adventure sports available nearby, guests can indulge in kayaking, snorkeling, and more. The spacious villas offer comfort for those looking to unwind, while the beautiful grounds enhance the overall experience. Positive reviews emphasize the friendly staff and the vibrant atmosphere, creating a delightful getaway.
  3. Turtle Beach ResortOpens in a new window: This 3.5-star hotel is designed for adventure seekers who appreciate a tranquil escape. With an array of recreational activities available nearby, including windsurfing and boat tours, this hotel provides a perfect base for exploration. The well-equipped rooms and serene surroundings create a comfortable environment, while the family-owned charm adds a personal touch. Guests consistently praise the amenities and the peaceful atmosphere, ensuring a refreshing and enjoyable stay.

Top locations to stay in Osprey

Some of the best areas to stay in Osprey, Florida, are Siesta Key Village, Palmer Ranch, and South Sarasota. Siesta Key Village offers a charming beach-town vibe with vibrant nightlife. Palmer Ranch features beautiful beaches and shopping options. South Sarasota boasts diverse attractions, including stunning beaches and cultural venues. For first-time visitors, Siesta Key Village is the ideal choice.

  1. Siesta Key VillageOpens in a new window: If you're looking for a charming beach town vibe, Siesta Key Village is the place to be. This lively area is just a stone's throw from Siesta Key Beach, known for its soft, white sand and stunning sunsets. Spend your days soaking up the sun and your evenings exploring the local shops and cultural attractions nearby. The village is a hub for beach lovers, offering a delightful mix of small-town charm, quaint boutiques, and laid-back dining options. Plus, with close access to Lido Beach and St. Armands Circle, you'll have no shortage of scenic spots to enjoy.
  2. Palmer RanchOpens in a new window: Palmer Ranch is perfect for those seeking a more suburban feel while still being close to the beach. It offers a blend of beautiful parks and shopping centers, making it a convenient base for your adventures. Nearby attractions like Turtle Beach provide a lovely escape, perfect for a day of relaxation. While you're here, check out the local shopping at Sarasota Commons and enjoy the serene surroundings that make this area feel like a peaceful retreat.
  3. South SarasotaOpens in a new window: South Sarasota boasts easy access to some of the most stunning beaches in the area, including Siesta Key Beach and Lido Beach. It's a fantastic choice for travelers who enjoy a mix of outdoor activities and shopping. You can unwind at the gorgeous Gulf Gate Mall or explore the local farmers market for fresh produce and unique crafts. With vibrant cultural attractions like the Van Wezel Performing Arts Hall, there's also plenty to keep you entertained after the sun sets.

Things to do in Osprey

Osprey beckons travelers with its stunning beaches and lush gardens, offering a perfect blend of relaxation and recreation. Enjoy serene boating on calm waters, vibrant live music scenes, and energetic dancing nights. Explore scenic parks and nature trails, making it an ideal getaway for outdoor enthusiasts and fun seekers alike.

  • Siesta Key BeachOpens in a new window – Known for its powdery white sand and crystal-clear waters, Siesta Key Beach invites you to bask in the sun or take a refreshing dip. Explore the nearby gardens for a leisurely stroll and enjoy the vibrant coastal scenery.
  • Lido BeachOpens in a new window – Relax on Lido Beach, where the gentle waves and serene atmosphere create the perfect backdrop for a day of sunbathing or picnicking. The lush gardens nearby offer a chance to unwind amidst tropical plants while you soak up the coastal charm.
  • Venice BeachOpens in a new window – Venice Beach is a delightful spot to unwind, featuring a wide sandy shore ideal for sun-seekers and beachcombers. Enjoy the unique beach vibe and explore the surrounding gardens, which provide a lovely space for a peaceful walk.
  • Crescent BeachOpens in a new window – This picturesque crescent-shaped shoreline is perfect for a relaxing day by the water. Stroll along the beach’s edge or wander through the adjacent gardens to take in the beauty of the natural surroundings.
  • Nokomis BeachOpens in a new window – At Nokomis Beach, you can enjoy a laid-back atmosphere perfect for family fun. The inviting shoreline encourages swimming, while the nearby gardens make for lovely spots to unwind after a day of beach activities.

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 may drop. For those looking to explore the area's historic landmarks and cultural sites, a stay of at least 2 to 3 days is ideal. This allows visitors to appreciate attractions like the beautiful beaches and lush gardens, all while enjoying great value for money on their trip.
  2. Look for last-minute deals on Hotels.com: To discover hotel deals for Osprey, visit the DealsOpens in a new window or Last-Minute DealsOpens in a new window section on Hotels.com, where you may find discounted rates as your travel date approaches. By enabling email alerts or push notifications from Hotels.com, you could stay informed about flash sales and special last-minute promotions, helping you seize saving opportunities. Additionally, the Smart ShoppingOpens in a new window tool available in the app allows you to compare hotel prices and amenities, ensuring you’re aware of any drops in prices or new room availability, making it easier to book your last-minute getaway.
  3. Be flexible with dates: Prices can fluctuate based on factors such as 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. For those in search of a unique experience, boutique hotels often provide a more personalized touch and can sometimes offer better value. When you book through Hotels.com, we will inform you if the price for your selected dates is above or below the average. If the price is on the higher side, we’ll recommend more budget-friendly dates that could help you secure a better deal.
  4. Consider your location: Hotels near the city center usually tend to be more expensive, but thanks to Osprey's excellent public transportation options, you might discover a more affordable independent hotel a bit further out that is still well connected. If you're interested in exploring alternative, less crowded neighborhoods or even lesser-known nearby towns, you can often find great value for your money. Opting for these alternative destinations could provide a more authentic and budget-friendly experience.
  5. Join One Key™: Become a One Key MemberOpens in a new window for free and book your next stay in Osprey. Save on over 100,000 hotels worldwide with exclusive member prices. As a member, you can quickly progress through the tiers and enjoy perks, like free room upgrades when available and food and beverage discounts at select VIP Access properties.

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 usually the wettest month. March, April, and September are the peak travel months in Osprey, attracting a higher number of tourists. During this peak period, the weather is mostly sunny, with no to light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by no to light rainfall and mostly sunny conditions.

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