Title: Book the Best Cow Key Ski Hotels in 2026 from CA $812 | Expedia.ca [Cow Key Travel Guide](https://expedia.ca/Cow-Key.dx180163)[Hotels in Cow Key](https://expedia.ca/Cow-Key-Hotels.d180163.Travel-Guide-Hotels)[Vacation Rentals in Cow Key](https://expedia.ca/Cow-Key-Vacation-Rentals.d180163.Travel-Guide-VacationRentals)[Cow Key Car Rentals](https://expedia.ca/Car-Rentals-In-Cow-Key.d180163.Car-Rental-Guide)[Cow Key Vacation Packages](https://expedia.ca/Cow-Key.d180163.Destination-Travel-Guides) ![Default HTG hotel image](https://a.travel-assets.com/travel-assets-manager/bex-affinities/sky.jpeg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Cow Key, FL from CA $812 - ![](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 Cow Key Ski Hotels Tonight [Dec 11 - Dec 12](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-12-11&endDate=2025-12-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Dec 12 - Dec 13](https://www.expedia.ca/Hotel-Search?regionId=180163&startDate=2025-12-12&endDate=2025-12-13&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=180163&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=180163&startDate=2025-12-19&endDate=2025-12-21&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Cow Key ski hotels ![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) ![Beach](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/7a869856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/114000000/113460000/113458500/113458491/dd398ab3.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) ### Mahi House #440 - 35' seawall [](https://www.expedia.ca/Summerland-Key-Hotels-Mahi-House-440-35-Seawall.h113458491.Hotel-Information) Cudjoe Key 10/10 Exceptional (2) "Clean and excellent water access" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Chris P. CA $398 CA $989 total includes taxes & fees Dec 20 - Dec 21 [](https://www.expedia.ca/Summerland-Key-Hotels-Mahi-House-440-35-Seawall.h113458491.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) ![Interior](https://images.trvl-media.com/lodging/32000000/31900000/31892700/31892617/4dc70db6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED [](https://www.expedia.ca/Key-West-Hotels-Luxury-22-12-AVAILABLE-APRIL-2024.h31892617.Hotel-Information) Stock Island 9.8/10 Exceptional (115) "Great location, close to everything family had a great time." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) rafael m. CA $372 CA $812 total includes taxes & fees Dec 14 - Dec 15 [](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/110000000/109980000/109979300/109979224/73eccdb6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/1888671d.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) ![Dining](https://images.trvl-media.com/lodging/110000000/109980000/109979300/109979224/w2500h1663x0y1-75a65cfd.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 (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 $543 CA $1,194 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Summerland-Key-Hotels-Post-Card-Point-319-Ocean-Views.h109979224.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/50fe2055.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) ![A heated pool](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/23cef942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach](https://images.trvl-media.com/lodging/115000000/114480000/114470400/114470329/3488f687.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 (143) "Super relaxing! Great location! Wonderful views! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Allicia W. CA $652 CA $1,307 total includes taxes & fees Dec 13 - Dec 14 [](https://www.expedia.ca/Summerland-Key-Hotels-Keys-To-Paradise-95-56-Dock-Ocean-Views.h114470329.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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