Find Family Hotels in Osprey, FL

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Pick from 2 Osprey Family 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, (1058)
"Rooms are large and clean. Nice pool area. "
The price is SAR 416
SAR 527 total
includes taxes & fees
29 Sep - 30 Sep
Casey Key Resorts - Mainland
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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.

Frequently asked questions

What's Osprey like for family-friendly vacations?
You might want to consider the historic destination of Osprey if you’ve been thinking about a trip for the whole family. The boating, beaches, and gardens are just a few things that make this an attractive family vacation spot. Take to the air and fly into Sarasota-Bradenton Intl. Airport (SRQ), which is located 13.8 mi (22.2 km) from the city center.
When's the best time to book a family-friendly vacation in Osprey?
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 there to see and do with your family in Osprey?
While you are visiting Osprey, you might want to round up the kiddos and make time to see interesting attractions such as Nancy’s Consignments and Siesta Key Marina. Make sure you have plenty of time to take in activities in the area like Siesta Key Beach and Lido Beach.