Title: Book the Best Florida Keys Ski Hotels in 2025 | Expedia.ca [Florida Keys Travel Guide](https://expedia.ca/Florida-Keys.dx6023765)[Hotels in Florida Keys](https://expedia.ca/Florida-Keys-Hotels.d6023765.Travel-Guide-Hotels)[Vacation Rentals in Florida Keys](https://expedia.ca/Florida-Keys-Vacation-Rentals.d6023765.Travel-Guide-VacationRentals)[Flights to Florida Keys](https://expedia.ca/Cheap-Flights-To-Florida-Keys.d6023765.Travel-Guide-Flights)[Things to do in Florida Keys](https://expedia.ca/Things-To-Do-In-Florida-Keys.d6023765.Travel-Guide-Activities)[Florida Keys Car Rentals](https://expedia.ca/Car-Rentals-In-Florida-Keys.d6023765.Car-Rental-Guide)[Florida Keys Vacation Packages](https://expedia.ca/Florida-Keys.d6023765.Destination-Travel-Guides) ![Higgs Beach which includes a beach and tropical scenes as well as a large group of people](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Florida Keys - ![](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 Florida Keys Ski Hotels Tonight [Nov 15 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-11-15&endDate=2025-11-16&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Nov 16 - Nov 17](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-11-16&endDate=2025-11-17&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-11-21&endDate=2025-11-23&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2025-11-28&endDate=2025-11-30&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Florida Keys Ski Hotels ![Property grounds](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/w720h480x0y0-addd0c57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/944bc2b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/51e2fc22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/f784540b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### RV by the Sea - Glamping in the Keys - Sleeps 6 Key Largo 9.0/10 Wonderful (17) "We enjoyed the RV by the Sea. Great communication with the host and even got us into the property. Early. Weather was perfect. Location was perfect. What more could you ask for?" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Liz D. CA $93 CA $375 total includes taxes & fees Nov 18 - Nov 19 [](https://www.expedia.ca/Key-Largo-Hotels-RV-By-The-Sea-Glamping-In-The-Keys-Sleeps-6.h99379050.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524675/b7ea4da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524675/b697ba8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Children's area](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524675/5d65daa2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/91000000/90530000/90524700/90524675/2c275ab5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Toes in the Sand - 2 Bedroom Condo Sleeps 4 Tavernier 10/10 Exceptional (28) "Beautifully decorated, super clean. Awesome place to stay!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Joshua D. CA $161 CA $576 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Tavernier-Hotels-Toes-In-The-Sand-2-Bedroom-Condo-Sleeps-4.h90524675.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/9d11031b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/156e79e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/f7bd180e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/d6954c4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED Stock Island 9.8/10 Exceptional (115) "Great location. Clean and beautifully decorated. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dawn H. CA $340 CA $786 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/2a96627a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/w2500h1666x0y1-fe00fd9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/w2499h1562x1y1-92d1fa50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/7a869856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Mahi House #440 - 35' seawall Cudjoe Key 10/10 Exceptional (1) "The house was just right. Nice community. Quiet and peaceful. Just what we needed. The host was kind and responsive. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Emily P. CA $294 CA $864 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Summerland-Key-Hotels-Mahi-House-440-35-Seawall.h113458491.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/73eccdb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/w2500h1663x0y1-75a65cfd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/w2500h1664x0y1-e1c3d816.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/9b7d2041.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Post Card Point #319 - Ocean Views! Cudjoe Key 10/10 Exceptional (49) "The Post Card Point was absolutely stunning. Very clean and welcoming. Perfect access to fishing, diving, lobstering! Filet Table right on the water. We loved it :) will definitely be back!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Dave J. CA $552 CA $1,276 total includes taxes & fees Nov 20 - Nov 21 [](https://www.expedia.ca/Summerland-Key-Hotels-Post-Card-Point-319-Ocean-Views.h109979224.Hotel-Information) ![Private beach nearby, white sand, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/6000000/5480000/5471300/5471211/6222f2cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Concierge desk](https://images.trvl-media.com/lodging/6000000/5480000/5471300/5471211/afc655d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cafe](https://images.trvl-media.com/lodging/6000000/5480000/5471300/5471211/68ebff15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Breakfast, lunch, dinner served; Italian cuisine, alfresco dining ](https://images.trvl-media.com/lodging/6000000/5480000/5471300/5471211/a066b3a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gale South Beach, Curio Collection by Hilton South Beach 8.4/10 Very good (1002) "Perfect stay" ![Canada](https://a.travel-assets.com/egds/marks/flags/ca.svg) LUIS ADRIAN CA $177 CA $266 total includes taxes & fees Nov 23 - Nov 24 [](https://www.expedia.ca/Miami-Hotels-Gale-South-Beach.h5471211.Hotel-Information) ![3 outdoor pools, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/w4800h3297x0y3-ab24f575.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Presidential Suite](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/3c81d072.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Sundeck](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/28190316.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse (Sky) | Dining room](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/4236919d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Hotel South Beach South Beach 9.4/10 Exceptional (1366) "Fantastic staff, pools and restaurants." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Danielle CA $714 CA $919 total includes taxes & fees Dec 14 - Dec 15 [](https://www.expedia.ca/Miami-Hotels-1-Hotel-South-Beach.h1790087.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/74000000/73550000/73547500/73547419/dc02d9ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, desk, iron/ironing board, free WiFi](https://images.trvl-media.com/lodging/74000000/73550000/73547500/73547419/251e0dfc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/74000000/73550000/73547500/73547419/df864062.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, printers](https://images.trvl-media.com/lodging/74000000/73550000/73547500/73547419/7a217201.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury DreamStay Miami 3/2 King Suite Goulds 9.6/10 Exceptional (29) "Stayed here several times with the family. Good stay. As advertised." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ian M. CA $175 CA $571 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Miami-Hotels-Luxury-DreamStay-Miami-32-King-Suite.h73547419.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/28000000/27140000/27130200/27130142/6f21a820.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby](https://images.trvl-media.com/lodging/28000000/27140000/27130200/27130142/2f506570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, in-room safe, desk, iron/ironing board](https://images.trvl-media.com/lodging/28000000/27140000/27130200/27130142/5e0f6dbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/28000000/27140000/27130200/27130142/fcad46ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury King Studio with Ocean View Private Balcony- Historic Coconut Grove! Coconut Grove 9.8/10 Exceptional (67) "Clean room. Pool was nice not overcrowded. Great walikng distance to cafes, local parks and marina." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Ty CA $179 CA $400 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Miami-Hotels-Luxury-King-Studio-With-Ocean-View-Private-Balcony-Historic-Coconut-Grove.h27130142.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33950000/33943900/33943862/9b2c970f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool](https://images.trvl-media.com/lodging/34000000/33950000/33943900/33943862/3e6bd2e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/34000000/33950000/33943900/33943862/5f973705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/34000000/33950000/33943900/33943862/bdab3c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front with Dock, Key Largo, FL., Pirate's Cove Key Largo 9.6/10 Exceptional (104) "Great place to get away from the hustle and bustle! We also really enjoyed being able to fish whenever we had the chance and being on the water really helped with that." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Jeremiah CA $293 CA $621 total includes taxes & fees Nov 17 - Nov 18 [](https://www.expedia.ca/Key-Largo-Hotels-Ocean-Front-With-Dock.h33943862.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. [View all properties](https://expedia.ca/Hotel-Search?startDate=2025-11-30&endDate=2025-12-01®ionId=6023765&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Florida Keys Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Packages - More ways to book - [Hotels near Christ of the Abyss](https://www.expedia.ca/Christ-Of-The-Abyss-Hotels.0-l6069273-0.Travel-Guide-Filter-Hotels) - [Hotels near John Pennekamp Coral Reef State Park](https://www.expedia.ca/John-Pennekamp-Coral-Reef-State-Park-Hotels.0-l6068611-0.Travel-Guide-Filter-Hotels) - [John Pennekamp Coral Reef State Park](https://www.expedia.ca/John-Pennekamp-Coral-Reef-State-Park-United-States-of-America.d6068611.Vacation-Attraction) - [Book Ski Hotels in Florida Keys on Expedia.com](https://www.expedia.com/Florida-Keys-Hotels-Ski-Hotel.0-0-d6023765-tSkiHotel.Travel-Guide-Filter-Hotels)