Find ski hotels & lodging in Osprey, FL

Plan the perfect ski vacation from $221

Start date: Check-in selected.
To Date
End date: Check-out

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on Osprey Ski Hotels

Our top choices for Osprey ski hotels

Exterior
Tropical, private, downtown

Tropical, private, downtown

Tropical, private, downtown
Central Sarasota
9.6 out of 10, Exceptional, (81)
"Place was perfect for our short stay! Great location, roomy enough for two adults and two small pups. Very cute inside, would stay here again! "
United States
Stephanie L.
$212 nightly
The price is $237
Dec 19 - Dec 20
Total with taxes and fees
Tropical, private, downtown
Beach
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches

August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches

August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
Central Sarasota
9.0 out of 10, Wonderful, (15)
"Great location to Ringling attractions. Two restaurants on property, both excellent"
United States
Reagan S.
$198 nightly
The price is $221
Dec 17 - Dec 18
Total with taxes and fees
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches
Beach
Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown

Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown

Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown
Central Sarasota
9.0 out of 10, Wonderful, (20)
"I thought it would be close to museum"
United States
Sally R.
$278 nightly
The price is $310
Dec 17 - Dec 18
Total with taxes and fees
Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown
Fridge, microwave, oven, stovetop
Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village

Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village

Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village
Siesta Key Village
9.8 out of 10, Exceptional, (17)
"Phenomenal location. Block of the beach and two blocks from the village. Couldn’t ask for a better location. "
United States
Jarryd E.
Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village
Sun loungers, beach towels
Junior Suite - Large, 2 king beds, 1 private bath in great and historic location

Junior Suite - Large, 2 king beds, 1 private bath in great and historic location

Junior Suite - Large, 2 king beds, 1 private bath in great and historic location
Central Sarasota
9.4 out of 10, Exceptional, (20)
"Great restaurant connected to the property. A bit noisy given the location next to Tamiami"
United States
Dan
$255 nightly
The price is $285
Dec 19 - Dec 20
Total with taxes and fees
Junior Suite - Large, 2 king beds, 1 private bath in great and historic location
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.
View all properties

Top Osprey Hotel Reviews

Explore a world of travel with Expedia