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Featured Osprey Family Hotels

Casey Key Resorts - Mainland
1650 South Tamiami Trail, Osprey, FL
Fully refundableReserve now, pay when you stay
Stay at this 3-star business-friendly hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
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.
Hotels with Pools in Osprey

Casey Key Resorts - Mainland
1650 South Tamiami Trail, Osprey, FL
Stay at this 3-star business-friendly hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
8.4/10 Very Good! (1,054 reviews)
"amazing"
Reviewed on Jul 5, 2025
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.
Hotels by Star Rating
Osprey Neighborhoods
Top Points of Interests in Osprey
- Hotels near Oscar Scherer State Park
- Hotels near The Oaks Club
- Hotels near Historic Spanish Point
- Hotels near Nancy's Consignments
- Hotels near Siesta Key Beach
- Hotels near Lido Beach
- Hotels near Venice Beach
- Hotels near St. Armands Circle
- Hotels near IMG Academy
- Hotels near Mall at University Town Center
- Hotels near Turtle Beach
- Hotels near Crescent Beach
- Hotels near Caspersen Beach
- Hotels near Englewood Beach
- Hotels near Nokomis Beach
- Hotels near John and Mable Ringling Museum of Art
- Hotels near Mote Marine Laboratory & Aquarium
- Hotels near Marina Jack
- Hotels near Premier Sports Campus at Lakewood Ranch
- Hotels near Nathan Benderson Park
Cities near Osprey
- Siesta Key Hotels (7.09 mi)
- Sarasota Hotels (10 mi)
- Bradenton Hotels (21.54 mi)
- Longboat Key Hotels (18.17 mi)
- Venice Hotels (7.02 mi)
- Englewood Hotels (18 mi)
- Port Charlotte Hotels (27.99 mi)
- Nokomis Hotels (6.02 mi)
- Manasota Key Hotels (20.41 mi)
- Lido Key Hotels (9.58 mi)
- Gulf Coast Hotels (483.85 mi)
- North Port Hotels (18.83 mi)
- Casey Key Hotels (2.74 mi)
- South Florida Hotels (97.16 mi)
- Lakewood Ranch Hotels (15.36 mi)
- Southeastern United States Hotels (398.78 mi)
- Gulf of Mexico Hotels (509.51 mi)
- Southwest Coast Florida Hotels (58.63 mi)
- Southwest Florida Hotels (55.56 mi)
- Myakka City Hotels (22.75 mi)
Car Rentals Near Osprey
- Car rentals in Siesta Key
- Car rentals in Sarasota
- Car rentals in Bradenton
- Car rentals in Longboat Key
- Car rentals in Venice
- Car rentals in Englewood
- Car rentals in Port Charlotte
- Car rentals in Nokomis
- Car rentals in Manasota Key
- Car rentals in Lido Key
- Car rentals in Gulf Coast
- Car rentals in North Port
- Car rentals in Casey Key
- Car rentals in South Florida
- Car rentals in Lakewood Ranch
- Car rentals in Southeastern United States
Top Family Hotel Destinations
- Las Vegas Family Hotels
- Arcade Family Hotels
- Branson Family Hotels
- Biloxi Family Hotels
- Ocean City Family Hotels
- Orlando Family Hotels
- Buffalo Family Hotels
- Reno Family Hotels
- Colorado Springs Family Hotels
- Phoenix Family Hotels
- Niagara Falls Family Hotels
- New York Family Hotels
- Whistler Family Hotels
- Houston Family Hotels
- Fort Walton Beach Family Hotels
- Pensacola Beach Family Hotels
- Tampa Family Hotels
- Myrtle Beach Family Hotels
- Miami Beach Family Hotels
- Birmingham Family Hotels
Top Booked Hotels in Osprey
- Casey Key Resorts - Mainland
- Embassy Suites by Hilton Sarasota, FL
- Spark by Hilton Sarasota Siesta Key Gateway
- The Westin Sarasota
- DoubleTree by Hilton Sarasota Bradenton Airport
- Golden Host Resort - Sarasota
- Siesta Key Beach Resort and Suites
- Carlisle Inn
- Comfort Suites Sarasota - Siesta Key
- Magnolia Pointe, BW Signature Collection
- Tropical Breeze Resort