Find Hotels with a Pool in Osprey, FL
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Osprey Hotels with a Pool
Tonight
Aug 7 - Aug 8Tomorrow
Aug 8 - Aug 9This weekend
Aug 7 - Aug 9Next weekend
Aug 14 - Aug 16Our 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.
NT$3,065
NT$3,879 total
includes taxes & fees
Aug 8 - Aug 9
2. Comfort Suites Sarasota - Siesta Key
Comfort Suites Sarasota - Siesta KeySarasota
- Plunge into poolside paradise with soothing hot tub escapes at this Sarasota retreat.
NT$2,941
NT$3,323 total
includes taxes & fees
Aug 27 - Aug 28
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.
NT$2,709
NT$3,061 total
includes taxes & fees
Sep 6 - Sep 7
4. 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.
NT$3,411
NT$3,855 total
includes taxes & fees
Aug 23 - Aug 24
5. 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.
NT$4,335
NT$4,899 total
includes taxes & fees
Sep 6 - Sep 7
6. Carlisle Inn
Carlisle InnPinecraft
- Refresh yourself poolside under the Florida sun in this tranquil Pinecraft sanctuary.
NT$4,618
NT$5,218 total
includes taxes & fees
Aug 18 - Aug 19
7. 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.
NT$3,676
NT$4,153 total
includes taxes & fees
Aug 31 - Sep 1
8. 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.
NT$3,147
NT$3,556 total
includes taxes & fees
Aug 31 - Sep 1
View all properties
Top Osprey Hotel Reviews
Tropical Beach Resorts
10/10 Excellent
"Clean room beach view, staff, air conditioning, staff"
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."
The Westin Sarasota
10/10 Excellent
"Clean room, quiet ane peaceful"
Inn at the Beach
10/10 Excellent
"Quick overnight trip. Hotel waa perfect! Pool, hot tub, breakfast. Everything we needed to make it perfect"
Frequently asked questions
Explore a world of travel with Expedia
- Waterpark Hotels in Sarasota County
- Hotel Wedding Venues Hotels in Fruitville
- Gay friendly Hotels in Venice
- Hotels near Bent Tree Country Club
- Luxury Hotels in Fruitville
- Hotels with Bars in Aloha Kai
- All-Inclusive Hotel Hotels in Venice
- Cheap Hotels in Venice
- Hotels with Hot Tubs in Osprey
- Hotels with Free Parking in Sarasota
- Hotel Wedding Venues Hotels in Siesta Key
- Hotels near Manasota Beach
- Luxury Hotels in Casey Key
- Family Hotels in Vamo
- Hotels with smoking rooms in Nokomis
- 5 Star Hotels in Pinecraft
- Hotels near Historic Spanish Point
- Sarasota Hotels
- Beach Hotels in Siesta Key
- Rv Parks in Casey Key
- 5 Star Hotels in Siesta Key Village
- Beach Hotels in Gulf Gate Estates
- Hotels near Jim Neville Marine Preserve
- Hotels near Venice Beach
- Hotels near Caspersen Beach
- Venice Hotels
- Hotels with Bars in Nokomis
- Luxury Hotels in Nokomis
- Resorts & Hotels with Spas in Venice
- Cheap Hotels in Siesta Key
- Luxury Hotels in Siesta Key
- Boutique Hotels in Siesta Key
- Hotels near Crescent Beach
- Hotel Wedding Venues Hotels in Venice
- Hotels near The Landings
- Cheap Hotels in Siesta Key Village
- Luxury Hotels in Siesta Key Village
- Pet-Friendly Hotels in Bee Ridge
- Siesta Key Hotels
- Boutique Hotels in Osprey
- Pet-Friendly Hotels in Casey Key
- Adults Only Resorts & in Siesta Key
- Vacation Homes in Lido Key
- Luxury Hotels in Venice
- All-Inclusive Hotel Hotels in Sarasota County
- Hotels near Centennial Park
- Flights to Lido Key
- Flights from Casey Key
- Flights from Tunis (TUN) to Venice (VNC)
- Flights from Kuala Lumpur (KUL) to Venice (VNC)
- Flights to Venice
- Flights from Chicago (ORD) to Venice (VNC)
- Flights to Osprey
- Flights from Venice
- Flights to Sarasota
- Flights from Portland (PWM) to Venice (VNC)
- Flights from Osprey
- Flights from Paris (CDG) to Venice (VNC)
- Flights from New York (LGA) to Venice (VNC)
- Flights from Phoenix (PHX) to Venice (VNC)
- Flights from Seoul (ICN) to Venice (VNC)
- Flights from Siesta Key
- Flights from Nokomis
- South Lido Park
- Visit Saint Armands Key
- Visit Southgate
- Jim Neville Marine Preserve
- North Jetty Beach
- Venetian Golf and River Club
- Nontando
- Turtle Beach
- Heritage Oaks Golf and Country Club
- Sarasota Opera House
- Nokomis Beach
- Gulf Gate Golf Club
- Manasota Beach
- Visit Venice
- Visit Siesta Key Village
- Evie's Golf Center
- Visit Casey Key
- Visit Lido Key
- Lido Beach
- Visit Sarasota
- Dollar Rental Cars in Nokomis
- Sixt Rental Cars in Venice Municipal
- Car rentals near Siesta Key Village
- Avis Rental Cars in Nokomis
- Mex Rent A Car Rental Cars in Siesta Key Village
- Hertz Rental Cars in Sarasota
- Car rentals near Venice Beach
- Enterprise Rental Cars in South Gate Ridge
- National Car Rental Rental Cars in Siesta Key
- Luxury Car Rentals in Siesta Key
- Avis Rental Cars in Gulf Gate Estates
- National Car Rental Rental Cars in Osprey Village
- Car rentals near Pinelands Reserve
- Avis Rental Cars in Venice