Find Ski Hotels in Southwest Florida, FL

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

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Southwest Florida Ski Hotels

This weekend
Next weekend

Top Southwest Florida Ski Hotels

Tropical, private, downtown

9.6 out of 10, Exceptional, (78)
"Clean, relaxing setting in a quaint neighborhood a short walk to downtown. "
The price is ¥11,013
¥41,390 total
includes taxes & fees
Oct 21 - Oct 22
Tropical, private, downtown

Lovers Key Resort 803 Stunning views of Estero Bay

10.0 out of 10, Exceptional, (49)
"Well appointed condo with beautiful views, perfect relaxing stay! "
The price is ¥19,495
¥46,245 total
includes taxes & fees
Sep 27 - Sep 28
Lovers Key Resort 803 Stunning views of Estero Bay

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

9.4 out of 10, Exceptional, (20)
"Great restaurant connected to the property. A bit noisy given the location next to Tamiami"
The price is ¥22,323
¥33,486 total
includes taxes & fees
Sep 27 - Sep 28
Junior Suite - Large, 2 king beds, 1 private bath in great and historic location

THIS IS THE HOUSE YOU'VE BEEN LOOKING FOR! 3 King Beds, Fence, Pets ok, Pool

10.0 out of 10, Exceptional, (70)
"We loved the house and the owner’s communication. "
The price is ¥23,439
¥58,260 total
includes taxes & fees
Sep 27 - Sep 28
THIS IS THE HOUSE YOU'VE BEEN LOOKING FOR! 3 King Beds, Fence, Pets ok, Pool

Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

9.8 out of 10, Exceptional, (32)
"Fun stay, great location"
The price is ¥20,091
¥34,980 total
includes taxes & fees
Sep 27 - Sep 28
Light filled walk to bay 1 King BR,1 BA private cottage by the Ringling Museum

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

9.0 out of 10, Wonderful, (15)
"Loved the atmosphere, books everywhere, coffee bar, live music, wine bar, and lack of pretentiousness."
The price is ¥18,603
¥28,836 total
includes taxes & fees
Oct 1 - Oct 2
August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches

Bradenton Retreat / Heated Pool, Hot Tub + Games

10.0 out of 10, Exceptional, (10)
"Great location with room for the whole family and a short drive to our favorite beach. Even though it rained most of the time we were there, we had the pool and hot tub to keep us in vacation mode. "
The price is ¥17,671
¥69,896 total
includes taxes & fees
Sep 28 - Sep 29
Bradenton Retreat / Heated Pool, Hot Tub + Games

Walk to the Waves Getaway - Beach Club at Anna Maria Island #8 Resort by RVA

9.6 out of 10, Exceptional, (93)
"Our room was so close to the beach! We also enjoyed using the pool and hot tub and several places to eat were within walking distance. The property manager was extremely friendly and clearly answered any questions. Will stay there again!"
The price is ¥20,091
¥45,943 total
includes taxes & fees
Sep 28 - Sep 29
Walk to the Waves Getaway - Beach Club at Anna Maria Island #8 Resort by RVA

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

9.6 out of 10, Exceptional, (14)
"Great Location, convenient to beach and restaurants & shopping.. never drove anywhere in our time at Siesta Key!!"
The price is ¥83,181
¥167,133 total
includes taxes & fees
Oct 6 - Oct 7
Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village

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

9.0 out of 10, Wonderful, (20)
"I thought it would be close to museum"
The price is ¥19,198
¥32,833 total
includes taxes & fees
Sep 28 - Sep 29
Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown
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.

Top Southwest Florida Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia