Title: Florida Keys Ski Holidays 2026 | Expedia.co.uk ![](https://images.trvl-media.com/place/6246822/f00ad239-b8ad-4f0c-b162-acc6426db1e2.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Florida Keys Ski Holidays ## Book a Ski Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to £335 when you book a flight and hotel together\* - ### Find the right fit With over 300,000 hotels worldwide, it's easy to create a perfect package - ### Rest easy Packages with flights are ATOL protected ## Planning your Florida Keys ski holiday #### How can I book the best ski holiday to Florida Keys in 2026/2026? Search through alpine adventures on Expedia to plan your perfect snowy ski holiday in Florida Keys. Just choose your dates and see what’s available. You might prefer a hotel with a heated outdoor pool, or a private chalet for après ski parties; either way, use the property filters to your ideal match. If ski-in-ski-out is important, use the map view to find those idyllic slopeside properties. #### How can I find cheap Florida Keys ski holidays? Boot hire, lift passes, lessons: ski holidays can get pricey, quickly. To make your ski trip more affordable, book Florida Keys accommodation a little further from the lifts and go self-catering to cut back on eating out. Sort your search results by price to find options from . Prices and availability are subject to change. Additional terms may apply. #### Can I book last-minute ski holidays to Florida Keys? Use our handy last-minute deals page to look for ski holidays to Florida Keys at a steal. If your dates are fixed, simply input the details and see what specials are available. #### What should I consider when booking family ski holidays in Florida Keys? Florida Keys is well set up for kids. For the teeniest ski-woks, day care in the snow is a blast. As they get older, they love whizzing around on the hill in ski school. Choose a hotel near the lifts and nursery slopes to save a whole lot of ski-carrying hassle in the mornings. With all that extra time and energy, you can take your sweet time to find a family-favourite bolthole on the mountain for hot chocolate with marshmallows ski breaks. #### Can I book all-inclusive ski holidays to Florida Keys? All-inclusive ski holidays are fairly rare, but you can use our filter to see if there are any available in Florida Keys. If not, consider booking your flights and accommodation together to save money that way instead. #### When's the best time of year to plan a ski trip to Florida Keys? Ski season in Florida Keys generally starts around December and slopes off around April. Keep an eye on the snow forecasts though, as you can often find some brilliant deals at the start or end of the season, when it’s also much quieter. #### How can I find the best deals on Florida Keys ski holiday packages? If you can be flexible with your ski holiday dates, avoid school holidays and instead buckle up your boots at the start or end of season. Sort your search results by price and look out for self-catered accommodation to save on notoriously expensive ski-resort drinking and dining. #### Can I book a Florida Keys ski trip with free cancellation and/or flexible dates? If you’re not 100% sure on plans or just want peace of mind, choose a ski holiday with free cancellation. You can use our free cancellation filter to find properties in Florida Keys that offer it. #### Why should I book a ski holiday package in Florida Keys with Expedia? Schuss your way to the slopes with Expedia’s smooth booking process. From flights to hotels and even car hire, you’ll find everything you need to plan the ultimate winter wonderland ski holiday. ## Top Ski Florida Keys Hotels ![Direct Ocean View from Your Condo-No Contact Check-In](https://images.trvl-media.com/lodging/19000000/19000000/18993500/18993405/a3c4e9e4_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Direct Ocean View from Your Condo-No Contact Check-In Key West FL - 29 min walk from Duval Street Stay at this condo in Key West. Enjoy laundry facilities, tennis courts and balconies. Our guests praise the property condition in their reviews. Popular attractions ... 9.4/10 Exceptional! (152 reviews) Very nice stay Reviewed on 15 Oct 2025 [](https://expedia.co.uk/Key-West-Hotels-Direct-Ocean-View-From-Your-Condo-No-Contact-Check-In.h18993405.Hotel-Information) ![Grandfathered Unit Weekly Rentals Allowed-Pool View-Duval Street-Beach](https://images.trvl-media.com/lodging/19000000/19000000/18993100/18993026/29971ddf_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Grandfathered Unit Weekly Rentals Allowed-Pool View-Duval Street-Beach Key West FL - 5 min walk from Duval Street Stay at this condo in Key West. Enjoy free Wi-Fi, laundry facilities and balconies. Popular attractions Duval Street and Ernest Hemingway Home and Museum are ... 9.4/10 Exceptional! (118 reviews) Roberta was wonderful I left something important behind and she mailed it to me the next day. The location is great. We LOVE the Annex. Would stay here again. Reviewed on 28 Oct 2025 [](https://expedia.co.uk/Key-West-Hotels-Historic-District-Pool-View-Duval-Street-Beach-Nearby-No-Contact-Check-In.h18993026.Hotel-Information) ![Spacious Waterfront 4 Bedroom Home](https://images.trvl-media.com/lodging/19000000/18770000/18765700/18765661/09bd8066_y.jpg?impolicy=resizecrop&rw=340&ch=150) ### Spacious Waterfront 4 Bedroom Home Key West FL - 5 min drive from Duval Street Stay at this holiday home in Key West. Enjoy free Wi-Fi, private pools and laundry facilities. Popular attractions Duval Street and Smathers Beach are located ... 9.6/10 Exceptional! (44 reviews) Great house. Loved the pool. Quiet area. Would stay again. Reviewed on 12 Jun 2025 [](https://expedia.co.uk/Key-West-Hotels-Spacious-Waterfront-4-Bedroom-Home-With-Private-Heated-Pool.h18765661.Hotel-Information) [See all 8,415 properties in Florida Keys](https://expedia.co.uk/Hotel-Search?rfrrid=TG.LP.Hotels.Package®ionId=6023765) 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. ## More holidays you might like ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/all-inclusive_holidays_US.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) All Inclusive Holidays [](https://expedia.co.uk/lp/theme-holidays/all-inclusive-holidays?rfrr=editorial.All_Inclusive%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/XPC_Beach_Overview_HR_v3.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Beach Holidays [](https://expedia.co.uk/lp/theme-holidays/beach-holidays?rfrr=editorial.Beach_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/06/08/Family_holidays_US_3_.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Family Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/kid-friendly-holidays?rfrr=editorial.Family_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/04/29/frCA_Sejours_golf-Portugal.jpeg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Golf Holidays [](https://expedia.co.uk/lp/theme-holidays/golf-holidays?rfrr=editorial.Golf_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/07/15/US_Luxury_VR_Miami.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Luxury Holidays [](https://expedia.co.uk/lp/theme-holidays/luxury-holidays?rfrr=editorial.Luxury_Holidays.click) ![gay friendly holiday packages](https://forever.travel-assets.com/flex/flexmanager/images/2023/06/15/LGBTQIA_Holiday_Package.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) LGBTQ+ Holidays [](https://expedia.co.uk/lp/theme-holidays/gay-friendly-holidays?rfrr=editorial.LGBTQ+_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Holidays [](https://expedia.co.uk/lp/theme-holidays/romantic-holidays?rfrr=editorial.Romantic_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/10/17/31952_v1_atfraraski22_insta_4.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Ski Holidays [](https://expedia.co.uk/lp/theme-holidays/ski-holidays?rfrr=editorial.Ski_Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/22/hero-image-pet-friendly_copy.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Pet Friendly Holidays [](https://expedia.co.uk/lp/theme-holidays/pet-friendly-holidays?rfrr=editorial.Pet_Friendly%20Holidays.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2023/05/10/mesog-34434-card-venice.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Where to go when [](https://expedia.co.uk/lp/b/where-to-go-when?rfrr=editorial.Where_to%20go%20when.click) ### Top Ski Holiday Destinations > - 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Savings not available on all packages. Flight-inclusive packages are ATOL protected. ![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg) ## Go further with the Expedia app Save on select hotels when you book in the app. Our app deals help you to save on trips so you can travel more and manage it all on the go. Scan the QR code with your device camera and download our app