Find Family Hotels in Osprey, FL

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Check availability on Osprey Family Hotels

Tonight
24 Apr - 25 Apr
Tomorrow
25 Apr - 26 Apr
This weekend
25 Apr - 27 Apr
Next weekend
2 May - 4 May

Compare Osprey Family Hotels room rates, reviews, and availability. Most hotels are fully refundable.

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
Exterior

Casey Key Resorts - Mainland

3.0 star property
8.6 out of 10, Excellent, (1046)
"Good location very friendly staff"
The price is AED 559
AED 708 total
includes taxes & fees
27 Apr - 28 Apr
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 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, Venice Beach, and Lido Beach.