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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
Mar
$293
Average price during March is $293
Apr
$309
Average price during April is $309
May
$201
Average price during May is $201
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
Currently viewing crowd sizes and weather for March.

March

trending_upHigh crowds
High 74°F / low 63°F. Sunny most days.
74°
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March, High crowds, average high temperature 74 degrees Fahrenheit, average low temperature 63 degrees Fahrenheit. Sunny most days.
63°
79°
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April, Moderate crowds, average high temperature 79 degrees Fahrenheit, average low temperature 68 degrees Fahrenheit. Sunny most days.
68°
83°
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May, Moderate crowds, average high temperature 83 degrees Fahrenheit, average low temperature 73 degrees Fahrenheit. Sunny most days.
73°
86°
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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°
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 Turtle Beach and Nokomis Beach. Visitors to this beachside city speak highly of the bars whereas sights include Oscar Scherer State Park and Nancy's Consignments.

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 22 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

Embrace Coastal Serenity: Unveiling the Hidden Gardens of Osprey

Discover Osprey, Florida, a hidden gem nestled on the Gulf Coast, perfect for beach lovers and nature enthusiasts alike. Just a stone's throw from the pristine sands of Siesta Key and the serene Caspersen Beach, Osprey invites you to unwind in its lush gardens and tranquil parks. Explore the enchanting Legacy Trail for scenic biking and hiking, or indulge in local seafood delicacies at charming waterfront eateries. With its laid-back vibe and stunning natural beauty, Osprey offers a perfect escape for those seeking relaxation, adventure, and a touch of Florida’s coastal charm. For the best hotel rates in Osprey, be sure to check out Hotels.com's Last-Minute DealsOpens in a new window on travel.

Top locations to stay in Osprey

Some of the best places to stay in Osprey are Siesta Key Village, South Venice and Gulf Gate Estates. Osprey, Florida, is a fantastic base for exploring nearby attractions. Siesta Key Village offers vibrant shops and stunning beaches, ideal for first-time visitors. South Venice features a quieter atmosphere with beautiful parks and nature, perfect for relaxation. Gulf Gate Estates combines local charm with convenient access to dining and shopping. Accommodations in these areas range from cozy vacation rentals to comfortable hotels, ensuring a pleasant stay for every traveler. Enjoy your Osprey adventure! Here are some of the best hotels in Osprey that our travelers love:

  1. Siesta Key VillageOpens in a new window: Siesta Key Village is a charming beach-themed destination known for its stunning beaches, including Siesta Key Beach and Lido Beach. This vibrant area is perfect for beach lovers and offers a mix of relaxation and adventure. Notable hotels include Tropical Breeze ResortOpens in a new window, a 3.0-star hotel with direct beach access, suitable for pet owners, and Siesta Key Beach Resort and SuitesOpens in a new window, a 2.5-star motel that provides adventure sports options like windsurfing and snorkeling. Another option is Siesta Key Beachside VillasOpens in a new window, also a 2.5-star hotel that offers various adventure activities, ensuring guests have a memorable beach experience.
  2. South VeniceOpens in a new window: South Venice is an idyllic beach area featuring beautiful spots like Venice Beach and Caspersen Beach, making it the perfect getaway for nature enthusiasts. The hotels here include Venice Villas on the BeachOpens in a new window, a 3.0-star hotel with a focus on adventure and wellness, providing activities like snorkeling and hiking. Another great choice is Suite Dreams Guesthouse aka Care Takeover HomeOpens in a new window, a quaint 3.5-star bed and breakfast that welcomes pets, ensuring a cozy stay. For families and business travelers, Ramada by Wyndham Venice Hotel VeneziaOpens in a new window, a 3.5-star hotel, offers adventure sports and business amenities, catering to diverse needs.
  3. Gulf Gate EstatesOpens in a new window: Gulf Gate Estates is a beach-themed area known for its proximity to beautiful beaches like Siesta Key Beach and Turtle Beach. This location is ideal for those seeking both relaxation and adventure. Turtle Beach Resort and InnOpens in a new window, a 3.5-star hotel, features a full spa and offers activities like kayaking and parasailing. Another appealing option is Siesta Key Palms ResortOpens in a new window, a 3.5-star hotel with direct beach access and various adventure sports available. Lastly, Twin Palms at SiestaOpens in a new window, a 3.0-star hotel, provides a unique experience with a nearby natural hot spring, perfect for relaxation after a day of beach activities.

Things to do in Osprey for first time

A three-day getaway to Osprey offers a perfect blend of stunning beaches and lush gardens. Visitors can enjoy boating along serene waters, explore vibrant shopping spots, and unwind with live music and dancing. The area's natural beauty and relaxed atmosphere make it a delightful destination for travelers. Here's a quick itinerary to make the most of your trip to Osprey:

  • Day 1: Begin your adventure at Siesta Key Beach, renowned for its powdery white sand and vibrant atmosphere—perfect for sunbathing or swimming. After soaking up the sun, head over to Siesta Key Marina, where you can rent a kayak or paddleboard for a bit of fun on the water. To wrap up your day, take a peaceful stroll through the St. Boniface Episcopal Church Labyrinth, a serene place that invites reflection and offers a beautiful setting to unwind as the sun sets.
  • Day 2: Your day starts at Turtle Beach, where you can enjoy the calm waters and perhaps spot some local wildlife. Next, venture to the Jim Neville Marine Preserve, a hidden gem ideal for nature lovers—explore the trails and discover the diverse ecosystems. Conclude your day at Point of Rocks, famous for its unique coastal formations and excellent snorkeling opportunities, allowing you to marvel at the underwater world before heading back to your accommodation.
  • Day 3: Kick off with a visit to Lido Beach, a picturesque spot known for its soft sands and clear waters—perfect for a morning swim or beach walk. Following that, head to St. Armands Circle, where you can indulge in some shopping and enjoy a leisurely lunch at one of the many delightful eateries. Finish your trip at Venice Beach, known for its charming boardwalk and fossilized shark teeth—take a stroll along the shore and relish the last moments of your Florida getaway.

5 tips to find a great Osprey hotel deal

  1. Book for the cheapest times: The most budget-friendly time to visit Osprey is between September and November, when hotel rates are at their lowest. If you're traveling internationally, be sure to book your flight at least one month in advance to secure more affordable fares. To truly enjoy the area's highlights, plan for at least a 2-3 day stay, which allows you to explore its beautiful beaches and serene gardens. Osprey offers great value for money for those looking to experience an affordable getaway.
  2. Look for last-minute deals on Hotels.com: Looking for last-minute deals to Osprey? Check out the DealsOpens in a new window or Last-Minute DealsOpens in a new window sections on Hotels.com, where you could find attractive discounts on nearby hotels as your travel date approaches. To enhance your chances of scoring a great rate, consider enabling email alerts or push notifications from Hotels.com for updates on flash sales and exclusive last-minute offers. This way, you're more likely to catch fantastic opportunities to save on your stay in Osprey.
  3. Be flexible with dates: Hotel prices can fluctuate due to various factors, including the hotel's location, star rating, and the season. As a result, being flexible with your travel dates may help you save on hotel expenses in Osprey.
  4. Consider your location: Staying near the city center and local attractions in Osprey is usually more expensive. However, if you opt for accommodations further away from the center, you can take advantage of transportation options like driving, biking, or walking to explore the area while potentially saving on costs.
  5. Upgrade with One Key: Book your hotel in Osprey and join Hotels.com's free One Key rewards program, enabling members to earn and enjoy reward points for hotel reservations. Progress through Blue, Silver, Gold and Platinum tiers and access perks such as room upgrades when available, exclusive discounts, and unique member offers. Join today.

What to eat in Osprey

Here are a few popular dishes in Osprey, Florida, United States of America:

  • Shrimp and Grits: A quintessential Southern dish, shrimp and grits combines succulent shrimp sautéed in a savory sauce served over creamy, buttery grits. This dish reflects the coastal heritage of Florida, where fresh seafood meets comfort food, often enjoyed during leisurely brunches or family gatherings.
  • Key Lime Pie: A sweet and tart dessert, key lime pie showcases the famous Florida key limes. This iconic pie features a graham cracker crust filled with a creamy mixture of key lime juice, egg yolks, and sweetened condensed milk, often topped with whipped cream. It's a must-try treat that embodies the laid-back, tropical vibe of the region.
  • Lobster Bisque: A luxurious, creamy soup, lobster bisque is rich in flavor and texture, made with fresh lobster, aromatic vegetables, and a hint of sherry. This dish is a testament to Florida's seafood bounty and is often enjoyed as a refined appetizer in local restaurants, bringing together friends and family for a delightful dining experience.

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 dry to light rainfall. On the other hand, October to December tend to be quieter times to visit, marked by dry to light rainfall and mostly sunny conditions.

Osprey Travel Information

Best Time to Visit
January, February and March
Average Stay
3 days
International Airports
Tampa Intl. Airport (TPA), Sarasota-Bradenton Intl. Airport (SRQ)
Popular Sights
Siesta Key Beach, Venice Beach and Turtle Beach
Osprey is a friendly locale known for its restaurants and bars. Hunt for sand dollars at Turtle Beach and Nokomis Beach. In the surrounding area, popular sights include Siesta Key Beach and Venice Beach.