Title: Mountain Vacations in Santa Rosa Island 2026 | Expedia.ca ![](https://images.trvl-media.com/place/6341180/6dcf6f87-9561-461f-9e22-530d2348c079.jpg?impolicy=fcrop&w=1200&h=300&q=medium) # Santa Rosa Island Mountain Vacations ## Book a Hotel + Flight or Car together to unlock savings - ## Plan, book, travel with confidence - ### Better together Save up to CA $1,096 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 Plan, book, and manage your trip all in one place ## Flight and Mountain hotel deals in Santa Rosa Island Price found within the past 48 hours. Click for updated prices. ![Sandestin Golf and Beach Resort](https://images.trvl-media.com/lodging/1000000/70000/67500/67449/9cdd5201_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sandestin Golf and Beach Resort CA $1,128 per person May 16 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Walton Beach (VPS) 7.8/10 Good! (3,848 reviews) The staff were very courteous! And a beautiful view ofthe bay! Reviewed on Feb 16, 2026 ![El Matador](https://images.trvl-media.com/lodging/120000000/119940000/119934700/119934689/0fc4deff_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### El Matador Okaloosa Island CA $2,868 per person May 17 - May 24 found 20 hours ago Roundtrip non-stop flight included Toronto (YTO) to Pensacola (PNS) No reviews ![The Island Resort at Fort Walton Beach](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/cdb39e06_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Island Resort at Fort Walton Beach Okaloosa Island CA $1,517 per person May 16 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Pensacola (PNS) 8.4/10 Very Good! (2,997 reviews) Was nice, older hotel, clean, right off of the beach. Reviewed on Mar 28, 2026 ![Surf Dweller by Southern Vacation Rentals](https://images.trvl-media.com/lodging/84000000/83430000/83420100/83420023/2d0abc55_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Surf Dweller by Southern Vacation Rentals Okaloosa Island CA $2,967 per person May 17 - May 24 found 20 hours ago Roundtrip non-stop flight included Toronto (YTO) to Pensacola (PNS) 7.6/10 Good! (4 reviews) The propert seemed a little dated, might be time for a refresher upgrade its not the 90s anymore Reviewed on Oct 14, 2024 ![Water's Edge by Southern Vacation Rentals](https://images.trvl-media.com/lodging/84000000/83430000/83420400/83420329/664f2ee5_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Water's Edge by Southern Vacation Rentals Okaloosa Island CA $2,489 per person May 17 - May 24 found 20 hours ago Roundtrip non-stop flight included Toronto (YTO) to Pensacola (PNS) 9.4/10 Exceptional! (21 reviews) The room had a great view. The condo was very clise to the Beach and the pool was great. We rewashed the towels they had hair embedded in them.The fold out matress was very dirty on underside and almost looked moldy. Reviewed on Sep 30, 2025 Don't see what you're looking for? See all available trips from Columbus to Santa Rosa Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-29/2026-05-06/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=VPS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## 4 Night Mountain holidays in Santa Rosa Island Price found within the past 48 hours. Click for updated prices. ![Sandestin Golf and Beach Resort](https://images.trvl-media.com/lodging/1000000/70000/67500/67449/9cdd5201_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Sandestin Golf and Beach Resort CA $1,128 per person May 16 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Walton Beach (VPS) 7.8/10 Good! (3,848 reviews) The staff were very courteous! And a beautiful view ofthe bay! Reviewed on Feb 16, 2026 ![The Island Resort at Fort Walton Beach](https://images.trvl-media.com/lodging/1000000/10000/8100/8016/cdb39e06_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### The Island Resort at Fort Walton Beach Okaloosa Island CA $1,517 per person May 16 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Pensacola (PNS) 8.4/10 Very Good! (2,997 reviews) Was nice, older hotel, clean, right off of the beach. Reviewed on Mar 28, 2026 ![Bay Club of Sandestin](https://images.trvl-media.com/lodging/19000000/18170000/18169700/18169648/4ddbd48a_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh) ### Bay Club of Sandestin CA $1,208 per person May 16 - May 20 found 1 day ago Roundtrip non-stop flight included Toronto (YTO) to Fort Walton Beach (VPS) 9/10 Wonderful! (156 reviews) I absolutely love this place the most beautiful scenery ever. Reviewed on Feb 3, 2026 Don't see what you're looking for? See all available trips from Columbus to Santa Rosa Island [View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-04-29/2026-05-06/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=VPS&NumRoom=1&NumAdult=2&NumChild=0&paandie=true) ## More vacations 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 Vacations [](https://expedia.ca/lp/theme-vacations/all-inclusive-vacations?rfrr=editorial.All_Inclusive%20Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/beach-vacations?rfrr=editorial.Beach_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/kid-friendly-vacations?rfrr=editorial.Family_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/golf-vacations?rfrr=editorial.Golf_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/luxury-vacations?rfrr=editorial.Luxury_Vacations.click) ![](https://forever.travel-assets.com/flex/flexmanager/images/2022/08/29/romantic.jpg?impolicy=fcrop&w=300&h=300&q=mediumHigh) Romantic Vacations [](https://expedia.ca/lp/theme-vacations/romantic-vacations?rfrr=editorial.Romantic_Vacations.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 Vacations [](https://expedia.ca/lp/theme-vacations/ski-vacations?rfrr=editorial.Ski_Vacations.click) ## More Vacations Ideas [Flights to Santa Rosa Island ](https://expedia.ca/Cheap-Flights-To-Santa-Rosa-Island.d6341180.Travel-Guide-Flights)[ Santa Rosa Island Hotels ](https://expedia.ca/Santa-Rosa-Island-Hotels.d6341180.Travel-Guide-Hotels)[ Santa Rosa Island Vacation Rentals ](https://expedia.ca/Santa-Rosa-Island-Vacation-Rentals.d6341180.Travel-Guide-VacationRentals)[ Santa Rosa Island Car Rentals ](https://expedia.ca/Car-Rentals-In-Santa-Rosa-Island.d6341180.Car-Rental-Guide)[ Santa Rosa Island Vacations ](https://expedia.ca/Santa-Rosa-Island.d6341180.Destination-Travel-Guides)[ Things to do in Santa Rosa Island ](https://expedia.ca/Things-To-Do-In-Santa-Rosa-Island.d6341180.Travel-Guide-Activities) \* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.