Title: Book the Best Santa Rosa Island Ski Hotels in 2025 | Expedia.ca [Santa Rosa Island Travel Guide](https://expedia.ca/Santa-Rosa-Island.dx6341180)[Hotels in Santa Rosa Island](https://expedia.ca/Santa-Rosa-Island-Hotels.d6341180.Travel-Guide-Hotels)[Vacation Rentals in Santa Rosa Island](https://expedia.ca/Santa-Rosa-Island-Vacation-Rentals.d6341180.Travel-Guide-VacationRentals)[Flights to Santa Rosa Island](https://expedia.ca/Cheap-Flights-To-Santa-Rosa-Island.d6341180.Travel-Guide-Flights)[Things to do in Santa Rosa Island](https://expedia.ca/Things-To-Do-In-Santa-Rosa-Island.d6341180.Travel-Guide-Activities)[Santa Rosa Island Car Rentals](https://expedia.ca/Car-Rentals-In-Santa-Rosa-Island.d6341180.Car-Rental-Guide)[Santa Rosa Island Vacation Packages](https://expedia.ca/Santa-Rosa-Island.d6341180.Destination-Travel-Guides) ![Okaloosa Island featuring general coastal views and views](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/107000/107604-Okaloosa-Island.jpg?impolicy=fcrop&w=1200&h=500&q=medium) # Find Ski Hotels in Santa Rosa Island, FL ![calendar shield illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation ![deals illustration](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) ![bed illustration](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Santa Rosa Island Ski Hotels Tonight [Sep 30 - Oct 1](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-09-30&endDate=2025-10-01&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Oct 1 - Oct 2](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-10-01&endDate=2025-10-02&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) This weekend [Oct 3 - Oct 5](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-10-03&endDate=2025-10-05&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Oct 10 - Oct 12](https://www.expedia.ca/Hotel-Search?regionId=6341180&startDate=2025-10-10&endDate=2025-10-12&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Top Santa Rosa Island Ski Hotels ![Property grounds](https://images.trvl-media.com/lodging/28000000/27140000/27132400/27132318/31db3d8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27140000/27132400/27132318/1cd1bfd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/28000000/27140000/27132400/27132318/910bf5af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/28000000/27140000/27132400/27132318/67f7e8c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Huge Home In A Fantastic Location ~ Game Room ~ Foosball Pensacola Beach 9.8/10 Exceptional (62) "This" CA $249 CA $638 total includes taxes & fees Oct 20 - Oct 21 [](https://www.expedia.ca/Pensacola-Hotels-Huge-2-Story-Family-Home.h27132318.Hotel-Information) ![TV, video games, DVD player, books](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484061/893dc933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484061/193431f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484061/f49428af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![On the beach, sun loungers](https://images.trvl-media.com/lodging/34000000/33490000/33484100/33484061/cf1dd80e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### IS #203 - GULF FRONT, SPECTACULAR VIEWS! BEACH SERVICE INCLUDED! BOOK NOW! F.W.B 10/10 Exceptional (100) "We had a wonderful stay" CA $230 CA $576 total includes taxes & fees Oct 2 - Oct 3 [](https://www.expedia.ca/Fort-Walton-Beach-Hotels-GULFFRONT-ENJOY-OUR-BEAUTIFUL-WHITE-SAND-BEACHES-OPEN-JULY-20th-DECEMBER-31st.h33484061.Hotel-Information) ![Outdoor dining](https://images.trvl-media.com/lodging/23000000/22870000/22869000/22868918/3a8b4bbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22870000/22869000/22868918/e7ca5fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/23000000/22870000/22869000/22868918/8d9268b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/23000000/22870000/22869000/22868918/5f791661.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### ISLAND SANDS #305- TOP FLOOR !!! BEAUTIFUL GULF FRONT VIEWS!!! Fort Walton Beach 9.8/10 Exceptional (270) "Place is great, clean with great views. " CA $227 CA $572 total includes taxes & fees Oct 12 - Oct 13 [](https://www.expedia.ca/Fort-Walton-Beach-Hotels-ISLAND-SANDS-305-TOP-FLOOR-BEAUTIFUL-GULF-FRONT-VIEWS.h22868918.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/23000000/22130000/22124300/22124277/76a71705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Pool](https://images.trvl-media.com/lodging/23000000/22130000/22124300/22124277/64c75b57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, fireplace, video games, DVD player](https://images.trvl-media.com/lodging/23000000/22130000/22124300/22124277/c5c35a34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/23000000/22130000/22124300/22124277/f636a1e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Paradise Shores 5/4 bedroom 3/2 bth sleeps up to 19! Private pool Toilla Segunda 9.4/10 Exceptional (60) "Loved being so close to the sand. House has plenty of parking in the driveway. Pool and yard are wonderful for hanging out. " CA $417 CA $1,760 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Pensacola-Beach-Hotels-Paradise-Shores-54-Bedroom-32-Bth-Sleeps-Up-To-19-Private-Pool.h22124277.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/35000000/34340000/34337800/34337769/7a26e743.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/35000000/34340000/34337800/34337769/753252d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/35000000/34340000/34337800/34337769/3a42ab71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, DVD player, stereo](https://images.trvl-media.com/lodging/35000000/34340000/34337800/34337769/da5056c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### TURTLE WALK 3 BDR GULF FRONT Spring and Summer 2025 Booking up Fast Fort Walton Beach 9.8/10 Exceptional (44) "Great views to wake up to everyday." CA $185 CA $717 total includes taxes & fees Oct 27 - Oct 28 [](https://www.expedia.ca/Fort-Walton-Beach-Hotels-TURTLE-WALK-3-BDR-GULF-FRONT-Spring-And-Summer-2025-Booking-Up-Fast.h34337769.Hotel-Information) ![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/19000000/18770000/18762300/18762231/57873cf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/19000000/18770000/18762300/18762231/203ad386.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/19000000/18770000/18762300/18762231/519981d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/19000000/18770000/18762300/18762231/90-7eda358f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### BEACH SERVICE FREE WITH RENTAL🌴🐬SUNSET IN PARADISE 3B - HEATED POOL. Fort Walton Beach 9.8/10 Exceptional (93) "Very close to a beautiful beach area. Condo clean and comfortable." CA $306 CA $611 total includes taxes & fees Oct 4 - Oct 5 [](https://www.expedia.ca/Fort-Walton-Beach-Hotels-BEACH-SERVICE-FREE-WITH-RENTALSUNSET-IN-PARADISE-3B-HEATED-POOL.h18762231.Hotel-Information) ![On the beach](https://images.trvl-media.com/lodging/114000000/113180000/113178000/113177972/f70ed6c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/114000000/113180000/113178000/113177972/496b5c34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/114000000/113180000/113178000/113177972/3c173588.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool, a heated pool](https://images.trvl-media.com/lodging/114000000/113180000/113178000/113177972/20972555.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Oceanfront | Beach Club Resort & Spa 1502 | My Beach Getaways Pensacola Beach 8.4/10 Very good (78) "We've stayed at the beach club for years and enjoy the location, pool, setup, etc. Beach is clean and proximity to the boardwalk is a plus.We were only given 1 key fob (which is required to re-enter the building). This was difficult with multiple family members as someone would be stuck in the pool area waiting for another guest to open the door. In past years, we were always given 2.The condo was clean and spacious, but had low supplies of cups/mugs and plates. We were a group of 5." CA $487 CA $1,378 total includes taxes & fees Oct 10 - Oct 11 [](https://www.expedia.ca/Pensacola-Beach-Hotels-Oceanfront-Beach-Club-Resort-Spa-1502-My-Beach-Getaways.h113177972.Hotel-Information) ![Property grounds](https://images.trvl-media.com/lodging/96000000/95650000/95646700/95646645/45b599a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/96000000/95650000/95646700/95646645/b109f93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/96000000/95650000/95646700/95646645/9c083443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/96000000/95650000/95646700/95646645/c46fbea7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Gulf Breeze Studio • Bayfront Hideaway • Sleeps 2 Gulf Breeze 10/10 Exceptional (3) "Bayfront Hideaway is exactly as described. The location on the Bay, and the view, is fabulous. The neighborhood is located off the main highway, quiet, peaceful and I felt safe walking my dog. It's wooded with no street lights, although the property is well lit. Within a few miles of shopping, restaurants, etc. and was convenient to Pensacola. Guests (with and without dogs) arrived and left in the other units on the property and all were respectful and friendly.The unit was perfect for myself... CA $96 CA $689 total includes taxes & fees Oct 1 - Oct 2 [](https://www.expedia.ca/Gulf-Breeze-Hotels-Bayfront-Tiny-Home-Pet-Friendly-With-Boat-Dock-And-Boat-Lift.h95646645.Hotel-Information) ![Outdoor pool, a heated pool](https://images.trvl-media.com/lodging/65000000/64110000/64106700/64106653/ac130d74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Marina](https://images.trvl-media.com/lodging/65000000/64110000/64106700/64106653/e42b1c0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Outdoor dining](https://images.trvl-media.com/lodging/65000000/64110000/64106700/64106653/8ac822e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Property grounds](https://images.trvl-media.com/lodging/65000000/64110000/64106700/64106653/1be0e3ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Ground floor Studio at Sandestin Luau - close to the beach - Miaramar Beach 9.6/10 Exceptional (17) "Very nice little condo was perfect location and quiet place to stay we will be back." CA $136 CA $435 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Miramar-Beach-Hotels-Ground-Floor-Studio-At-Sandestin-Luau-Steps-To-The-Beach-NEW.h64106653.Hotel-Information) ![Beach](https://images.trvl-media.com/lodging/88000000/87720000/87715300/87715265/w904h683x60y0-b60cc10b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV, fireplace, books, music library](https://images.trvl-media.com/lodging/88000000/87720000/87715300/87715265/w1440h1080x452y0-86f9f9ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/88000000/87720000/87715300/87715265/212c27ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/88000000/87720000/87715300/87715265/a88a2ac5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### 3br Home 4 minutes to beach with kayak Pensacola 8.4/10 Very good (8) "This is a comfortable house and was good for our diverse group but could use a bit more maintenance and spruce up." CA $125 CA $208 total includes taxes & fees Oct 7 - Oct 8 [](https://www.expedia.ca/Pensacola-Hotels-3br-Home-4-Minutes-To-Beach-With-Kayak.h87715265.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=2025-10-14&endDate=2025-10-15®ionId=6341180&adults=2&location_highlights_explore=ski&sort=RECOMMENDED&openPlayBack=true) ## Top Santa Rosa Island Hotel Reviews ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - Vacation Rental - Other - More ways to book - [3 Star Hotels in Mary Esther](https://www.expedia.ca/3Star-Mary-Esther-Hotels.s30-0-d130507.Travel-Guide-Filter-Hotels) - [Cabin Rentals in Cinco Bayou](https://www.expedia.ca/Cinco-Bayou-Cabins.d553248634998723477-aaCabins.Travel-Guide-Accommodation) - [Cinco Bayou Hotels](https://www.expedia.ca/Cinco-Bayou-Hotels.d553248634998723477.Travel-Guide-Hotels) - [Hotels & Resorts for Couples in Destin](https://www.expedia.ca/Destin-Hotels-Couples-Resorts-Hotels.0-0-d6906-tCouplesResortsHotels.Travel-Guide-Filter-Hotels) - [Hotels with Childcare in Destin](https://www.expedia.ca/Destin-Hotels-Hotels-With-Childcare.0-0-d6906-tHotelswithChildcare.Travel-Guide-Filter-Hotels) - 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