
Find Hotels with a Pool in Osprey, FL from CA $99
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Aug 28 - Aug 30Our top choices for Osprey hotels with a pool




1. Casey Key Resorts - Mainland
Casey Key Resorts - MainlandOsprey
- Splash into sunshine at this Nokomis retreat featuring a heated pool and tiki bar with live music.
CA $124
CA $157 total
includes taxes & fees
Aug 21 - Aug 22




2. Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta KeySarasota
- Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
CA $129
CA $146 total
includes taxes & fees
Sep 13 - Sep 14




3. Holiday Inn Express Sarasota East - I-75 by IHG
Holiday Inn Express Sarasota East - I-75 by IHGSarasota
- Dive into refreshing bliss at this beachside haven with a sparkling outdoor pool and hot tub sanctuary.
CA $117
CA $132 total
includes taxes & fees
Sep 16 - Sep 17




4. Spark by Hilton Sarasota Siesta Key Gateway
Spark by Hilton Sarasota Siesta Key GatewaySarasota
- Splash into vacation mode with a sparkling poolside sanctuary just steps from Siesta Key Beach.
CA $136
CA $153 total
includes taxes & fees
Aug 26 - Aug 27




5. Tropical Beach Resorts
Tropical Beach ResortsSouth Village
- Sparkling private beachfront pool awaits just steps from your villa-style retreat.
CA $177
CA $236 total
includes taxes & fees
Aug 24 - Aug 25




6. Siesta Key Palms Resort
Siesta Key Palms ResortSarasota
- Dive into paradise with two sparkling outdoor pools surrounded by lush gardens, just a short walk from Crescent Beach.
CA $105
CA $190 total
includes taxes & fees
Aug 20 - Aug 21




7. Inn at the Beach
Inn at the BeachVenice Island
- Sparkling beachfront pool invites evening dips with stunning sunset views across the water.
CA $143
CA $198 total
includes taxes & fees
Sep 7 - Sep 8




8. Days Inn by Wyndham Sarasota I-75
Days Inn by Wyndham Sarasota I-75Sarasota
- Splash into Florida sunshine at this Sarasota hotel with a serene poolside escape just minutes from Siesta Key Beach.
CA $92
CA $104 total
includes taxes & fees
Aug 23 - Aug 24
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Top Osprey Hotel Reviews
DoubleTree by Hilton Sarasota Bradenton Airport
10/10 Excellent
"Clean room"
Casey Key Resorts - Mainland
8/10 Good
"This was the least expensive property with a restaurant in the Nokomis/Osprey area which was where we wanted to stay. The staff were all exceptionally helpful and friendly. Our room had been well cleaned, but spartan. The overall property itself was also clean, but badly in need of a little TLC. The attached restaurant, Chef Rolf's New Florida Kitchen, is managed separately from the motel. The food was excellent and seemed a bit pricey, but was well within the average costs of other area restaurants we visited. We took advantage of the exercise room which was well-maintained with exercise bikes, treadmill, and several weight benches and free weights. The outdoor Tiki Bar was nice, but was not always staffed. This was probably due to the fact that during our stay (mid-August) the majority of the rooms were empty. On the day we left, repairs on the deck around the pool were starting. This was the area most in need of improvement. Overall, we had a pleasant experience, and hope that the needed maintenance continues."
Siesta Key Beach Resort and Suites
10/10 Excellent
"Fabulous place to stay! Owen and the office staff were welcoming, pleasant, and helpful. Hotel provides everything you need; beach chairs, towels, cooler, and wagon. Resort and rooms look just like they are shown on the website. We stayed in the pool area which was tranquil and quiet. Excellent location right near beach access. Would highly recommend and come back next tome we visit Siesta Key."
Zota Beach Resort
10/10 Excellent
"Very clean and amazing amenities. Gorgeous pool and access to the beach"
The Westin Sarasota
10/10 Excellent
"Great location. Very walkable to marina and downtown. Awesome view from rooftop bar. Nice pool and pool deck on rooftop as well. Great staff. 2nd stay here."
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