Find Hotels with a Pool in Osprey, FL

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Check availability on Osprey Hotels with a Pool

Compare Osprey Hotels with a Pool 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)
"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
Outdoor dining

Casey Key Resorts - Mainland

3.0 star property
8.6 out of 10, Excellent, (1049)
"The bartenders Kaylee and staff at the Tiki Bar were amazing. Pool was clean and great local voices and entertainment around the pool were great. The restaurant lacked in service. Food was good but took a long time at dinner and even breakfast. The attentive Managers were able to resolve issues quickly and the overall communication with management was far better than any 4 or 5 store resort we’ve stayed in. "
The price is SAR 704
SAR 891 total
includes taxes & fees
30 Mar - 31 Mar
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 are some hotels with pools in Osprey?
Casey Key Resorts - Mainland: Hotel located near Turtle Beach. Features a snack bar/deli, an outdoor pool, and free self parking. Kompose Boutique Hotel: Hotel, 12-minute walk from John and Mable Ringling Museum of Art. Offers a snack bar/deli, a pool, and free self parking. Golden Host Resort - Sarasota: Hotel, 14-minute walk from John and Mable Ringling Museum of Art. Provides free self parking, an outdoor pool, and complimentary wireless internet access. Hyatt Regency Sarasota: Hotel located near St. Armands Circle. Features a children’s pool, an outdoor pool, and complimentary wireless internet access. Spark by Hilton Sarasota Siesta Key Gateway: Hotel located near Siesta Key Beach. Offers daily, an outdoor pool, and free self parking.
What is there to see and do in Osprey?
Explore places like Siesta Key Beach, Venice Beach, and Lido Beach while you’re in the area. Make a point to visit attractions like Turtle Beach and Nokomis Beach. Osprey appeals to visitors with its beautiful beaches, bar scene, and array of dining options.
When is the best time to book a hotel with a pool in Osprey?
Taking into account the local weather in Osprey can help you maximize your time at the pool during your trip. 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.