Find hotels in Osprey, FL from $65

Top reasons to visit Osprey

• Beautiful Beaches: Osprey boasts stunning Gulf Coast beaches, perfect for sunbathing and swimming.
• Outdoor Activities: Enjoy picnics, scenic boat tours, and challenging golf courses in the area.
• Family-Friendly Atmosphere: With various attractions, Osprey is ideal for memorable family vacations.
• Charming Neighborhoods: Explore the friendly local vibe and historical charm found throughout the town.
• Proximity to Siesta Key: Just a short trip away, Siesta Key offers pristine beaches and vibrant nightlife.

Find great hotels in Osprey

Discover the charm of Osprey, Florida, where a diverse selection of hotels awaits to suit every traveler's needs. Whether you're seeking budget-friendly motels or luxurious 5-star accommodations, Osprey offers a variety of options. Enjoy a range of amenities tailored for pet lovers, business travelers, and adventure seekers. With convenient access to local attractions and vacation rentals, your perfect stay in Osprey is just around the corner.

• Sandcastle Resort at Lido Beach: Nestled along the stunning coastline, Sandcastle Resort at Lido Beach offers a delightful beach-themed experience perfect for families and nature lovers alike. With direct access to the beach, guests can immerse themselves in sun-soaked days by the ocean. The resort prioritizes family-friendly amenities, including toys and games for children, ensuring a fun-filled vacation for all ages. For those seeking a natural retreat, the outdoor terrace provides a serene space to connect with nature and unwind in a tranquil setting.
• Kompose Boutique Hotel: A chic blend of family-friendly and romantic vibes, Kompose Boutique Hotel is ideal for both leisure and business travelers. Located a short drive from Osprey, this stylish hotel features accessible business amenities, including a 24-hour business center and meeting rooms, making it a perfect choice for corporate stays. The hotel also offers romance packages, enhancing your getaway with special food and beverage services. Guests can relax together in the accessible spa and pool areas, creating memorable moments in a cozy atmosphere.
• The Westin Sarasota: The Westin Sarasota stands out with its pet-friendly policy and comprehensive spa services, making it a luxurious choice for both relaxation and pampering. Located a short distance from Osprey, this upscale hotel welcomes furry friends and offers thoughtful amenities such as food and water bowls. Guests can indulge in a range of spa treatments and enjoy the resort-style pool, ensuring a rejuvenating escape. The Westin provides a perfect blend of comfort and luxury for those seeking a serene getaway with their pets.

Discover the best areas to stay in Osprey

Osprey, Florida, is a hidden gem perfect for beach lovers and outdoor enthusiasts. This charming town offers a blend of historical vibes and friendly locals, making it ideal for family vacations. Explore the stunning Gulf beaches, unwind in the tranquil atmosphere of Brooklyn Heights, or venture to nearby Beaver Creek for a relaxing getaway. With its family-friendly surroundings and artistic flair, Osprey promises a delightful experience for every traveler.

• Sarasota: Located about 10 miles from Osprey, Sarasota is a vibrant city that offers a mix of cultural attractions and outdoor activities. This destination is popular year-round, with peak visitor numbers in March to April and July. Sarasota's beautiful beaches and family-friendly parks make it a perfect spot for relaxation and recreation. You can explore shopping malls, enjoy local dining, and visit the nearby recreational areas. Don't miss the stunning local beaches that are ideal for sunbathing and swimming.
• Siesta Key: Just 7 miles from Osprey, Siesta Key is renowned for its powdery white sands and crystal-clear waters. The city attracts visitors mainly in January, March, and July, making it moderately seasonal. Travelers flock here for outdoor activities, family fun, and unparalleled beach experiences. Siesta Key offers a variety of recreational areas and resorts, perfect for a day of sun and surf. The local beaches and parks are ideal for spending quality time with family while soaking in the natural beauty of Florida's coastline.
• Venice: Also located 7 miles from Osprey, Venice is a charming city known for its beautiful beaches and outdoor activities. Although the number of travelers fluctuates, the peak seasons occur from February to March and September. Venice is a great destination for golf enthusiasts, with numerous golf courses available. Visitors can enjoy relaxing at the beach or exploring the local parks, which are perfect for family outings. The city's welcoming atmosphere and coastal beauty make it a delightful stop during your vacation.

Things to do in Osprey

Osprey, Florida, is an ideal destination for beach lovers and outdoor enthusiasts, offering a variety of family-friendly activities. Visitors can enjoy recreational areas for picnics, explore scenic boat tours, and challenge themselves at local golf courses. Whether you're looking to relax by the beach or engage in fun outdoor adventures, Osprey has something for everyone to enjoy during their vacation.

Food and drinks

Visit Max's Table for a delightful breakfast featuring local favorites like shrimp and grits. Don't miss the key lime pie and lobster bisque at nearby seafood spots. For craft cocktails, check out Mrs. Paul's, perfect for weekend brunch in Osprey.

Shopping

For shopping in Osprey, check out the Siesta Key Farmers Market, 7 miles away, offering local produce and unique gifts. If you're up for a drive, the Mall at University Town Center, 13 miles away, features a variety of stores for family and entertainment needs, as well as the Northeast Plaza Shopping Center, 11 miles away, providing a mix of shops and eateries.

Recreation

At Stoneybrook Golf & Country Club, enjoy a round of golf surrounded by beautiful landscapes, perfect for relaxation and outdoor activity. The Oaks Club offers a luxurious ambiance with fine dining and social events, ideal for unwinding. Ed Smith Stadium provides thrilling sports experiences, adding excitement to your visit.

Adventure

Sarasota BayWalk, located 11 miles from Osprey, offers a scenic hiking trail with beautiful outdoor vibes. At 12 miles away, the Canopy Walkway and Boylston Nature Trail provide a thrilling tree-top experience. For adventure seekers, the TreeUmph! Adventure Course, 18 miles from Osprey, features an exciting zipline and ropes course.

Nightlife

For a vibrant night in Osprey, catch a show at the Van Wezel Performing Arts Hall, offering a cultural experience just 11 miles away. Alternatively, try your luck at the Sarasota Kennel Club casino, 13 miles away, or enjoy family fun at Astro Skate and Fun Center, 19 miles away.

Booking tips and Expedia advantages for Osprey

To save money on your vacation to Osprey, Florida, consider visiting between September and November, when prices are lower. Enjoy free activities at Siesta Key Beach, Turtle Beach, and Lido Beach. For transportation, walking, biking, or driving are budget-friendly options. Use Expedia to find the best hotel deals by filtering prices from lowest to highest, and consider booking a package that combines your hotel, flights, and activities for additional savings. Joining Expedia’s One Key membership can also provide exclusive discounts and cashback on future stays.

• The most and least expensive months on average to stay in a hotel: The cheapest months to stay in Osprey are September to November, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
• Find cheap hotels on Expedia: Utilize Expedia’s search tool to narrow down your options based on your budget, desired location, and favorite type of hotel. To find the best prices and deals, simply arrange the price filter from lowest to highest.
• Consider bundling your trip: You can save money by combining your Osprey hotel reservations with your flights and activities through an Expedia package.
• Become a One Key member: Join Expedia's One Key membership program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

Find the best attractions in Osprey

Osprey, Florida, is perfect for beach and outdoor family vacations, featuring attractions like beautiful beaches, urban parks, and marinas. Visitors can enjoy the local charm while engaging in various outdoor activities. A must-visit nearby destination is Siesta Key, known for its pristine shoreline and vibrant atmosphere, making it an ideal spot for relaxation and recreation.

• Siesta Key Beach: Experience the soft, powdery sands and vibrant beach vibes at Siesta Key Beach, just 6 miles from Osprey. This picturesque spot is perfect for sunbathing, swimming, and leisurely strolls along the shore, making it a quintessential Florida beach experience.
• St. Armands Circle: Located 10 miles away, St. Armands Circle offers a lively atmosphere with its unique shops, gourmet restaurants, and beautiful landscaping. Stroll through this vibrant street, enjoy al fresco dining, and discover local art and boutiques.
• Point of Rocks: Just 4 miles from Osprey, Point of Rocks is a stunning natural formation that provides breathtaking scenery. Ideal for snorkeling and exploring marine life, this outdoor gem is perfect for nature lovers and adventure seekers.

Best time to go to Osprey

Visitor numbers in Osprey is generally unchanged in popularity throughout the year. The best time to visit Osprey is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	62.6°F (17.0°C)	Light Rain	Mostly Sunny	Average	Average
February	65.1°F (18.4°C)	No Rain (Dry)	Mostly Sunny	Average	Slightly High
March	68.0°F (20.0°C)	No Rain (Dry)	Sunny	Slightly High	Slightly High
April	73.4°F (23.0°C)	Light Rain	Mostly Sunny	Slightly High	Slightly High
May	77.7°F (25.4°C)	Light Rain	Mostly Sunny	Average	Average
June	81.7°F (27.6°C)	Light Rain	Mostly Sunny	Average	Average
July	82.9°F (28.3°C)	Light Rain	Mostly Sunny	Average	Average
August	83.3°F (28.5°C)	Light Rain	Mostly Sunny	Average	Average
September	81.5°F (27.5°C)	Light Rain	Mostly Sunny	Slightly High	Slightly Low
October	77.2°F (25.1°C)	Light Rain	Mostly Sunny	Slightly Low	Slightly Low
November	70.7°F (21.5°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Slightly Low
December	66.6°F (19.2°C)	No Rain (Dry)	Mostly Sunny	Slightly Low	Average

The nearest major airports for your trip to Osprey

To visit Osprey, Florida, you can fly into three major airports. Sarasota-Bradenton International Airport (SRQ) is the closest, located 14 miles away, with nearby hotels like The Ritz-Carlton, Sarasota and Hyatt Regency Sarasota, both just 3 miles from the airport. Tampa International Airport (TPA) is 54 miles away, offering luxury options such as The Tampa EDITION and JW Marriott Tampa Water Street, each 6 miles from the airport. St. Petersburg-Clearwater International Airport (PIE) is 50 miles from Osprey, with hotel choices like Hilton Clearwater Beach Resort & Spa, located 10 miles away. Each airport provides convenient access to Osprey for a memorable vacation.