Travel to Osprey

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Where to stay in Osprey

Find the best Osprey areas and neighborhoods for the activities you enjoy most. Learn more about Osprey

Things to do in and around Osprey

Shopping

For a delightful shopping experience in Osprey, visit Pelican Plaza, just 3.2km away, offering a vibrant atmosphere for family and entertainment. Sarasota Square is also nearby at 4.8km, featuring a range of shops. If you're up for a drive, the Siesta Key Farmers Market is 11.3km away, perfect for local gifts.

Recreation

Stoneybrook Golf & Country Club offers a vibrant golfing experience surrounded by nature, perfect for outdoor enthusiasts. The Oaks Club provides an indulgent atmosphere with luxurious amenities for relaxation. Ed Smith Stadium, a sports facility, invites you to embrace the local sporting culture with exciting matches and events.

Adventure

Embark on a hike at Sarasota BayWalk, located 17.7km from Osprey, where you'll revel in scenic views and outdoor adventure. Alternatively, challenge yourself at Payne Park Tennis Center, situated 16.1km away, and enjoy the vibrant atmosphere. Experience the Canopy Walkway and Boylston Nature Trail, 19.3km from Osprey, for a thrilling tree-top adventure.

Nightlife

In Osprey, Florida, enjoy a vibrant nightlife at the lively Crow's Nest Marina Restaurant and Tavern, perfect for a relaxed evening. For a more upbeat atmosphere, visit the nearby Casey Key Fish House, where you can savour fresh seafood and live music under the stars.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

Find the best attractions in and around Osprey

Osprey, Florida, is an ideal destination for beach lovers and families seeking outdoor adventures. Visitors can enjoy a variety of attractions such as beautiful beaches, urban parks, and scenic jetties and piers. Whether you're looking to relax by the water or explore the local environment, Osprey offers a delightful mix of experiences for all kinds of travellers.

  • Siesta Key Beach: Renowned for its powdery, white sand and crystal-clear waters, Siesta Key Beach offers a quintessential beach experience. With vibrant beach vibes, visitors can indulge in sunbathing, swimming, and beach volleyball, or simply enjoy stunning sunsets over the Gulf of Mexico.
  • Historic Spanish Point: This archaeological site immerses you in Florida's rich history and culture. Wander through beautiful gardens, ancient artifacts, and Native American history, all within a peaceful, picturesque setting that showcases the area's heritage.
  • Fox Lea Farm: A delightful equestrian centre, Fox Lea Farm boasts sunny weather and a welcoming atmosphere. Perfect for horse enthusiasts, visitors can enjoy riding lessons, shows, and the chance to connect with friendly locals in a charming rural setting.

Best time to go to Osprey

The best time to visit Osprey can depend on the weather and when visitor numbers rise and fall. The hottest average temperature in Osprey falls in August, when visitor numbers are average and weather is mostly sunny with light rain. The coolest average temperature in Osprey falls in January, visitor numbers are average and weather is mostly sunny with light rain.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January62.6°F (17.0°C)Light RainMostly SunnyAverageAverage
February65.1°F (18.4°C)No RainMostly SunnyAverageSlightly High
March68.0°F (20.0°C)No RainSunnySlightly HighSlightly High
April73.4°F (23.0°C)Light RainMostly SunnySlightly HighSlightly High
May77.7°F (25.4°C)Light RainMostly SunnyAverageAverage
June81.7°F (27.6°C)Light RainMostly SunnyAverageAverage
July82.9°F (28.3°C)Light RainMostly SunnyAverageAverage
August83.3°F (28.5°C)Light RainMostly SunnyAverageSlightly Low
September81.5°F (27.5°C)Light RainMostly SunnySlightly HighSlightly Low
October77.2°F (25.1°C)Light RainMostly SunnySlightly LowAverage
November70.7°F (21.5°C)No RainMostly SunnySlightly LowSlightly Low
December66.6°F (19.2°C)No RainMostly SunnySlightly LowAverage

Tips to save on your trip to Osprey

  • Combine your flights, hotels and car rentals on Expedia—bundling can result in significant savings.
  • Consider traveling to Osprey during the low season (August to September and November) for more affordable options.
  • Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
  • Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.

Top hotels in Osprey

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

2.5 out of 5
1650 South Tamiami Trail Osprey FL
Fully refundableReserve now, pay when you stay
The price is RM745 per night from 15 Feb to 16 Feb
RM745
RM942 total
15 Feb - 16 Feb
includes taxes & fees
8.6/10 Excellent! (1,132 reviews)
Nice modern room. Nice pool . Good food at lobby bar

Reviewed on 2 Feb 2026

Casey Key Resorts - Mainland
Golden Host Resort - Sarasota

Golden Host Resort - Sarasota

3 out of 5
4675 N Tamiami Trl Sarasota FL
Fully refundable
8.4/10 Very Good! (2,250 reviews)
Easy booking, great rate, room was very clean. Good stay overall.

Reviewed on 1 Feb 2026

Golden Host Resort - Sarasota
Kompose Boutique Hotel

Kompose Boutique Hotel

3 out of 5
965 University Pkwy Sarasota FL
Fully refundableReserve now, pay when you stay
9/10 Wonderful! (4,978 reviews)
Unique hotel with fun sayings on the walls. Open shelves in the room with good quality surfaces . No coffee in the room, but it was ok because they have espresso drinks in the lobby for typical prices. Easy to find and pet friendly.

Reviewed on 31 Jan 2026

Kompose Boutique Hotel
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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What to do in Osprey

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