Find Boutique Hotels in Osprey, FL

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Pick from 2 Osprey Boutique Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Bentley's Boutique Hotel, BW Premier Collection
Outdoor pool

Bentley's Boutique Hotel, BW Premier Collection

2.5 star property
8.6 out of 10, Excellent, (1000)
"The rooms can use new AC units as the rooms smelled due to water leaking I’m from the unties onto the floor. One of our rooms smelled bad. The showers have been updated but do not keep the water in the shower and leak onto the bathroom flooding which can cause a slip and fall."
Bentley's Boutique Hotel, BW Premier Collection
Casey Key Resorts - Mainland
Pool

Casey Key Resorts - Mainland

3.0 star property
8.6 out of 10, Excellent, (1085)
"Very kind staff"
The price is SAR 483
SAR 611 total
includes taxes & fees
1 Dec - 2 Dec
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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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. While you’re out and about in Osprey, popular attractions like Siesta Key Beach, Lido Beach, and St. Armands Circle are worth a visit. For even more to see and do, make a stop at Turtle Beach, Nokomis Beach, and Oscar Scherer State Park.
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.