Find Hotels with a Pool in Osprey, FL

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Check availability on Osprey Hotels with a Pool

Tonight
5 Jun - 6 Jun
Tomorrow
6 Jun - 7 Jun
This weekend
6 Jun - 8 Jun
Next weekend
13 Jun - 15 Jun

Top Osprey Hotels with a Pool

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

3.0 star property
8.6 out of 10, Excellent, (1048)
"Perfect stay and breakfast was good"
The price is AED 559
AED 708 total
includes taxes & fees
7 Jun - 8 Jun
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.

Frequently asked questions

What are some hotels with pools in Osprey?
Casey Key Resorts - Mainland: Features a snack bar/deli, an outdoor pool, and free self parking. Kompose Boutique Hotel: Offers a snack bar/deli, a pool, and free self parking. Spark by Hilton Sarasota Siesta Key Gateway: Hotel located near Siesta Key Beach. Provides daily, an outdoor pool, and free self parking. Golden Host Resort - Sarasota: Features free self parking, an outdoor pool, and complimentary wireless internet access. Embassy Suites by Hilton Sarasota, FL: Hotel located near St. Armands Circle. Offers on-the-go, an outdoor pool, and complimentary wireless internet access.
What is there to see and do in Osprey?
Explore places like Siesta Key Beach, Lido Beach, and St. Armands Circle while you’re in the area. Make a point to visit attractions like Turtle Beach and Jim Neville Marine Preserve. 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.