Find Hotels with a Pool in Osprey, FL
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Check availability on Osprey Hotels with a Pool
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Aug 12 - Aug 13Tomorrow
Aug 13 - Aug 14This weekend
Aug 14 - Aug 16Next weekend
Aug 21 - Aug 23Our 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.
$102 nightly
$115 total
Aug 13 - Aug 14
Total with taxes and fees
2. 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.
$81 nightly
$92 total
Sep 11 - Sep 12
Total with taxes and fees
3. Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta KeySarasota
- Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
$95 nightly
$107 total
Sep 2 - Sep 3
Total with taxes and fees
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.
$88 nightly
$99 total
Aug 30 - Aug 31
Total with taxes and fees
5. Tropical Beach Resorts
Tropical Beach ResortsSouth Village
- Sparkling private beachfront pool awaits just steps from your villa-style retreat.
$158 nightly
$179 total
Aug 18 - Aug 19
Total with taxes and fees
6. Inn at the Beach
Inn at the BeachVenice Island
- Sparkling beachfront pool invites evening dips with stunning sunset views across the water.
$126 nightly
$143 total
Sep 7 - Sep 8
Total with taxes and fees
7. 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.
$68 nightly
$76 total
Aug 13 - Aug 14
Total with taxes and fees
8. 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.
$149 nightly
$169 total
Aug 19 - Aug 20
Total with taxes and fees
View all properties
Top Osprey Hotel Reviews
Zota Beach Resort
10/10 Excellent
"Quiet. Affordable. Great staff."
Lido Beach Resort
10/10 Excellent
"What an absolutely lovely place! The hotel was great, facilities were spot on and the staff were all so helpful and friendly and could not do enough for you to make the stay enjoyable"
The Westin Sarasota
10/10 Excellent
"Had a wonderful experience, convenient location"
Golden Host Resort - Sarasota
10/10 Excellent
"We've stayed there 3 times in the last month. Just a fun lil getaway and you can't beat the price. Tiki bar is awesome. Was there for a karaoke night and drag bingo. So much fun!! Great happy hour cocktails and prices. Balcony, no balcony. Every room we got we weren't disappointed. Probably go back in a week or two again."
Inn at the Beach
10/10 Excellent
"Very vintage bungalow with a relaxed vibe. Place was extremely clean. Front desk welcoming."
Hyatt Place Sarasota/Bradenton Airport
8/10 Good
"The room slept 6 we were 3 and the room was set up for 2!! No one came in with clean towels or made up the room...we were there 4 days...we found some towels on a cart and got the third set. The trash can was toooo small. The mattress pads were in shreds and should be replaced!! As that really looks tacky. The staff was delightful... since the hotel is under renovation it's hard to keep things neat and the staff only had a tiny table to check people in that was very difficult for them to work. And they did it with a smile."
DoubleTree by Hilton Sarasota Bradenton Airport
10/10 Excellent
"Very comfortable bed and bedding. Quick overnight stay before flight home. "
The Ritz-Carlton, Sarasota
10/10 Excellent
"Excelente!"
Siesta Key Palms Resort
10/10 Excellent
"Great resort. Small and peaceful. Was perfect for me and my girlfriend for a little getaway. Not too far from the beaches either. Hotel staff was extremely helpful"
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