Title: Book the Best Southwest Florida Ski Hotels in 2026 from CA $144 | Expedia.ca [Southwest Florida Travel Guide](https://expedia.ca/Southwest-Florida.dx6233839)[Hotels in Southwest Florida](https://expedia.ca/Southwest-Florida-Hotels.d6233839.Travel-Guide-Hotels)[Vacation Rentals in Southwest Florida](https://expedia.ca/Southwest-Florida-Vacation-Rentals.d6233839.Travel-Guide-VacationRentals)[Flights to Southwest Florida](https://expedia.ca/Cheap-Flights-To-Southwest-Florida.d6233839.Travel-Guide-Flights)[Things to do in Southwest Florida](https://expedia.ca/Things-To-Do-In-Southwest-Florida.d6233839.Travel-Guide-Activities)[Southwest Florida Car Rentals](https://expedia.ca/Car-Rentals-In-Southwest-Florida.d6233839.Car-Rental-Guide)[Southwest Florida Vacation Packages](https://expedia.ca/Southwest-Florida.d6233839.Destination-Travel-Guides) ![Delnor-Wiggins Pass State Park featuring a sandy beach as well as a couple](https://images.trvl-media.com/place/6065875/bc23d051-1ceb-4c43-a754-b9feb3316d59.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Southwest Florida, FL from CA $144 - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Southwest Florida Ski Hotels Tonight [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 13 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-13&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-12&endDate=2025-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=6233839&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Southwest Florida ski hotels ![Exterior](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/bfa1f244.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/d9da119b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/36d1ce5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, books](https://images.trvl-media.com/lodging/25000000/24260000/24253100/24253065/9281a2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Tropical, private, downtown [](https://www.expedia.ca/Sarasota-Hotels-Very-Tropical.h24253065.Hotel-Information) Central Sarasota 9.6/10 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](https://a.travel-assets.com/egds/marks/flags/us.svg) Stephanie L. CA $134 CA $326 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Sarasota-Hotels-Very-Tropical.h24253065.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/23000000/22130000/22127600/22127530/w1400h930x0y3-50dc3034.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/23000000/22130000/22127600/22127530/9f33c0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22130000/22127600/22127530/5ba3c4a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/23000000/22130000/22127600/22127530/c73b091a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### August Ringling Room - Stay in a piece of Sarasota history - Downtown & Beaches [](https://www.expedia.ca/Sarasota-Hotels-August-Ringling-Room-Stay-In-A-Piece-Of-Sarasota-History-Downtown-Beaches.h22127530.Hotel-Information) Central Sarasota 9.0/10 Wonderful (15) "Great location to Ringling attractions. Two restaurants on property, both excellent" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Reagan S. CA $207 CA $303 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Sarasota-Hotels-August-Ringling-Room-Stay-In-A-Piece-Of-Sarasota-History-Downtown-Beaches.h22127530.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/67000000/66530000/66525200/66525112/ce27bd33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/67000000/66530000/66525200/66525112/w1021h764x3y4-7050b08e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66530000/66525200/66525112/6860b3b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/67000000/66530000/66525200/66525112/8c79fafd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Lovers Key Resort 803 Stunning views of Estero Bay [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Lovers-Key-Beach-Resort-803.h66525112.Hotel-Information) Fort Myers Beach 10/10 Exceptional (50) "Well appointed condo with beautiful views, perfect relaxing stay! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jaclyn S. CA $190 CA $441 total includes taxes & fees Dec 15 - Dec 16 [](https://www.expedia.ca/Fort-Myers-Beach-Hotels-Lovers-Key-Beach-Resort-803.h66525112.Hotel-Information) ![Sun loungers, beach towels](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704256/w1400h930x0y3-b6294e57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704256/f2e8f222.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704256/ad905c49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/24000000/23710000/23704300/23704256/bd3c0c32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Junior Suite - Large, 2 king beds, 1 private bath in great and historic location [](https://www.expedia.ca/Sarasota-Hotels-Otto-Ringling-Suite-Large.h23704256.Hotel-Information) Central Sarasota 9.4/10 Exceptional (20) "Great restaurant connected to the property. A bit noisy given the location next to Tamiami" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dan CA $207 CA $303 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Sarasota-Hotels-Otto-Ringling-Suite-Large.h23704256.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103550000/103542500/103542475/f4446310.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, video games, table tennis](https://images.trvl-media.com/lodging/104000000/103550000/103542500/103542475/e831e3f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby, sun loungers, beach towels](https://images.trvl-media.com/lodging/104000000/103550000/103542500/103542475/7e5820a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103550000/103542500/103542475/40700414.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Bradenton Fun! 4BR, Free Heated Pool, Hot Tub, Game Rm [](https://www.expedia.ca/Bradenton-Hotels-Hot-Tub-Arcade-EV-CH-Pool-Shuffle-Brd-3x-KING-STE.h103542475.Hotel-Information) Palma Sola 10/10 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. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe W. CA $208 CA $686 total includes taxes & fees Jan 7 - Jan 8, 2026 [](https://www.expedia.ca/Bradenton-Hotels-Hot-Tub-Arcade-EV-CH-Pool-Shuffle-Brd-3x-KING-STE.h103542475.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/106000000/105250000/105241100/105241034/3abae27c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/106000000/105250000/105241100/105241034/c41bc781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, offices](https://images.trvl-media.com/lodging/106000000/105250000/105241100/105241034/b2a9577b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/106000000/105250000/105241100/105241034/2e033e49.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sea La Vie Beach House [](https://www.expedia.ca/Bonita-Springs-Hotels-Sea-La-Vie-Beach-House.h105241034.Hotel-Information) Bonita Shores 9.2/10 Wonderful (5) "Location is great very close to beaches and major attractions of Naples, also walking distance to a few fun things. House is modern and clean, perfect for a rental. Pool was great. Overall great experience. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joe K. CA $343 CA $942 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Bonita-Springs-Hotels-Sea-La-Vie-Beach-House.h105241034.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/fcb157fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![A heated pool](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/e588bc3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, DVD player, stereo, offices](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/51109596.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/24000000/23140000/23136600/23136520/064ffc92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Walk to the Waves-Beach Club at AMI 8 by RVA [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Club-At-Anna-Maria-Island-8-Resort-By-RVA.h23136520.Hotel-Information) Bradenton Beach 9.6/10 Exceptional (94) "We liked the location and the short walk to the beach. The place looks great despite the storms of last year. The place is great. The sun deck was a fantastic place to eat a sunset dinner!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Richard C. CA $199 CA $439 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Bradenton-Beach-Hotels-Beach-Club-At-Anna-Maria-Island-8-Resort-By-RVA.h23136520.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111510000/111508300/111508293/15048a57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/112000000/111510000/111508300/111508293/4690dc1f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/112000000/111510000/111508300/111508293/e2fa7ec7_edited_42cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/112000000/111510000/111508300/111508293/140f8104.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Pelicans Place | Your Family Beach Getaway Steps from Siesta Key Beach & Village [](https://www.expedia.ca/Siesta-Key-Hotels-Pelicans-Place-Walk-To-Siesta-Key-Beach-Village.h111508293.Hotel-Information) Siesta Key Village 9.8/10 Exceptional (17) "Phenomenal location. Block of the beach and two blocks from the village. Couldn’t ask for a better location. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jarryd E. CA $571 CA $1,351 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Siesta-Key-Hotels-Pelicans-Place-Walk-To-Siesta-Key-Beach-Village.h111508293.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428409/2a095f61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428409/a61b3f38.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428409/73f371cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/20000000/19430000/19428500/19428409/29047c22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Charles Ringling Room: 1 BR/1BA With Kitchen; 5 Mins. To Beach/Downtown [](https://www.expedia.ca/Sarasota-Hotels-Charles-Ringling-Room-1-Br1ba-With-Kitchen-5-Mins-To-Beachdowntown.h19428409.Hotel-Information) Central Sarasota 9.0/10 Wonderful (20) "I thought it would be close to museum" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Sally R. CA $276 CA $430 total includes taxes & fees Dec 19 - Dec 20 [](https://www.expedia.ca/Sarasota-Hotels-Charles-Ringling-Room-1-Br1ba-With-Kitchen-5-Mins-To-Beachdowntown.h19428409.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/3000000/2210000/2207900/2207863/c7f3403e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/3000000/2210000/2207900/2207863/ab1cee5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2210000/2207900/2207863/0fd72398.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, 1 King Bed, Non Smoking, Jetted Tub](https://images.trvl-media.com/lodging/3000000/2210000/2207900/2207863/851700c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Country Inn & Suites by Radisson, St. Petersburg - Clearwater, FL [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Country-Inn-Suites-By-Radisson.h2207863.Hotel-Information) Pinellas Park 7.6/10 Good (1000) "Great stay" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Patricia CA $125 CA $144 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/St-Petersburg-Clearwater-Hotels-Country-Inn-Suites-By-Radisson.h2207863.Hotel-Information) 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. 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