Find Hotels with a Pool in Osprey, FL
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14 Aug - 16 AugOur 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.
AED 349
AED 442 total
includes taxes & fees
12 Aug - 13 Aug
2. Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta KeySarasota
- Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
AED 335
AED 379 total
includes taxes & fees
27 Aug - 28 Aug
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.
AED 309
AED 349 total
includes taxes & fees
16 Aug - 17 Aug
4. Home2 Suites by Hilton Nokomis Sarasota Casey Key
Home2 Suites by Hilton Nokomis Sarasota Casey KeyNokomis
- Dive into aquatic bliss at this Sarasota gem with a sun-drenched pool and cozy loungers.
AED 494
AED 558 total
includes taxes & fees
6 Sep - 7 Sep
5. Carlisle Inn
Carlisle InnPinecraft
- Refresh yourself poolside under the Florida sun in this tranquil Pinecraft sanctuary.
AED 526
AED 594 total
includes taxes & fees
9 Aug - 10 Aug
6. Home2 Suites Sarasota I-75 Bee Ridge, FL
Home2 Suites Sarasota I-75 Bee Ridge, FLSarasota
- Relaxing outdoor oasis with lounge chairs and a 9-hour daily swim window awaits guests.
AED 389
AED 439 total
includes taxes & fees
16 Aug - 17 Aug
7. 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.
AED 358
AED 405 total
includes taxes & fees
30 Aug - 31 Aug
8. Hampton Inn & Suites Venice Bayside South Sarasota
Hampton Inn & Suites Venice Bayside South SarasotaGateway
- Sun-drenched relaxation awaits at this Venice hotel's outdoor pool, complemented by beach proximity and modern comforts.
AED 419
AED 473 total
includes taxes & fees
13 Aug - 14 Aug
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Top Osprey Hotel Reviews
Spark by Hilton Sarasota Siesta Key Gateway
10/10 Excellent
"Staff"
Casey Key Resorts - Mainland
10/10 Excellent
"On the beach and conveniently located. Nostalgic."
Siesta Key Beach Resort and Suites
10/10 Excellent
"We had an amazing stay! We came from the east coast of Florida and our friends from Texas flew in and met us there. Between us all we rented four rooms over looking the lounge. The rooms were beautiful and comfortable. The staff was amazing! Estephanie was extremely helpful and accommodating and Joey in the lounge was great at taking care of our party of seven every day. We will definitely be back!"
Aloft by Marriott Sarasota
10/10 Excellent
"Our breakfast was included for an additional fee, I will say that it will make a difference to serve a bigger portion of fruit 4oz cup instead of 2oz or add a fruit bar or a parfait yogurt bar. The portion is small, for me was ok, but for my 15 year old son or husband was a small portion."
Inn at the Beach
10/10 Excellent
"Quick overnight trip. Hotel waa perfect! Pool, hot tub, breakfast. Everything we needed to make it perfect"
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