Find Boutique Hotels in Osprey, FL

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Check availability on Osprey Boutique Hotels

Tonight
2 Oct - 3 Oct
Tomorrow
3 Oct - 4 Oct
This weekend
3 Oct - 5 Oct
Next weekend
10 Oct - 12 Oct

Top Osprey Boutique Hotels

Bentley's Boutique Hotel, BW Premier Collection
Outdoor pool, free cabanas, pool umbrellas

Bentley's Boutique Hotel, BW Premier Collection

2.5 star property
8.6 out of 10, Excellent, (1000)
"Check in was backed up a bit at 7:00 p.m. Room was nice. Bar area outside was enjoyable with live music..drinks..the bright moon. Enjoyed the pool ...good temperature. Breakfast was good. Love the Coffee machine in the lobby area."
Bentley's Boutique Hotel, BW Premier Collection
Casey Key Resorts - Mainland
Outdoor dining

Casey Key Resorts - Mainland

2.5 star property
8.6 out of 10, Excellent, (1033)
"Great location, friendly staff."
Casey Key Resorts - Mainland
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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Top Osprey Hotel Reviews

Tropical Beach Resorts

Tropical Beach Resorts

10/10 Excellent
"Rooms very clean. Close to lots of places to eat."
Joan 2-night trip
Posted 2 days ago
Tropical Beach Resorts

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Frequently asked questions

What's there to see and do in Osprey?
The beaches, bars, and shopping are just some of the things to enjoy while you're in the area. Activities and attractions to experience around Osprey include Siesta Key Beach, Oscar Scherer State Park, and Turtle Beach. You might also want to see places such as Lido Beach, Sarasota Opera House, and Van Wezel Performing Arts Hall during your trip.
What kind of weather should I plan for when I travel to Osprey?
Understanding the weather in Osprey will help you enjoy your stay to the fullest. The hottest months are usually August and July with an average temp of 82°F, while the coldest months are January and February with an average of 66°F. Average annual precipitation for Osprey is 44 inches.
What's the best way to get to my boutique hotel in Osprey?
You have a few options for traveling to and around Osprey. The closest major airport is Sarasota-Bradenton Intl. Airport (SRQ), which is located 13.8 mi (22.2 km) from the heart of the city. If you'd like to venture out around the area, you may want to rent a car for your trip.