Title: Book the Best Florida Keys Ski Hotels in 2026 from CA $364 | 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) ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](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 [Mar 24 - Mar 25](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2026-03-24&endDate=2026-03-25&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Mar 25 - Mar 26](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2026-03-25&endDate=2026-03-26&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Mar 27 - Mar 29](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2026-03-27&endDate=2026-03-29&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Apr 3 - Apr 5](https://www.expedia.ca/Hotel-Search?regionId=6023765&startDate=2026-04-03&endDate=2026-04-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Florida Keys ski hotels ![A heated pool](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/c532d8a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/w2499h1666x1y1-3bf06910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/w2500h1734x0y1-423dc0ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/w2500h1663x0y1-0f893c52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Post Card Point #319 - Ocean Views! [](https://www.expedia.ca/Summerland-Key-Hotels-Post-Card-Point-319-Ocean-Views.h109979224.Hotel-Information) Cudjoe Key 10/10 Exceptional (54 reviews) CA $540 CA $1,249 total includes taxes & fees Apr 20 - Apr 21 [](https://www.expedia.ca/Summerland-Key-Hotels-Post-Card-Point-319-Ocean-Views.h109979224.Hotel-Information) ![A heated pool](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/300cc8b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/2094b3f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, table tennis, books](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/f001d7a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/1d8480a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool [](https://www.expedia.ca/Summerland-Key-Hotels-Keys-To-Paradise-95-56-Dock-Ocean-Views.h114470329.Hotel-Information) Cudjoe Key 9.8/10 Exceptional (145 reviews) CA $721 CA $1,391 total includes taxes & fees Apr 11 - Apr 12 [](https://www.expedia.ca/Summerland-Key-Hotels-Keys-To-Paradise-95-56-Dock-Ocean-Views.h114470329.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) ![Cafe](https://images.trvl-media.com/lodging/6000000/5480000/5471300/5471211/68ebff15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/6000000/5480000/5471300/5471211/a5ec65fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/6000000/5480000/5471300/5471211/eed1795a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gale South Beach, Curio Collection by Hilton [](https://www.expedia.ca/Miami-Hotels-Gale-South-Beach.h5471211.Hotel-Information) South Beach 8.4/10 Very good (1,002 reviews) CA $264 CA $364 total includes taxes & fees Apr 20 - Apr 21 [](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/2000000/1800000/1790100/1790087/5c0d327a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Penthouse (Sky) | Living area](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5f078d71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 restaurants, breakfast, lunch, dinner served; Mexican cuisine](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/5032a5c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Suite, Multiple Beds, Balcony, Oceanfront | Bathroom](https://images.trvl-media.com/lodging/2000000/1800000/1790100/1790087/fa775286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 1 Hotel South Beach [](https://www.expedia.ca/Miami-Hotels-1-Hotel-South-Beach.h1790087.Hotel-Information) South Beach 9.4/10 Exceptional (1,466 reviews) CA $1,025 CA $1,272 total includes taxes & fees Apr 12 - Apr 13 [](https://www.expedia.ca/Miami-Hotels-1-Hotel-South-Beach.h1790087.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33950000/33943900/33943862/68741a35.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) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33943900/33943862/74e5bdd3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/34000000/33950000/33943900/33943862/741cece4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ocean Front with Dock, Key Largo, FL., Pirate's Cove [](https://www.expedia.ca/Key-Largo-Hotels-Ocean-Front-With-Dock.h33943862.Hotel-Information) Key Largo 9.6/10 Exceptional (110 reviews) CA $276 CA $594 total includes taxes & fees Apr 15 - Apr 16 [](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=2026-04-08&endDate=2026-04-09®ionId=6023765&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Choose what matters most at ski hotels in Florida Keys Resort 4 stars 5 stars Spa Family-friendly ## 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)