
Santa Rosa Island Mountain Vacations and Getaways
Book a Mountain Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to $1,045 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Top Mountain vacation packages in Santa Rosa Island

The Island Resort at Fort Walton Beach
Reviewed on Jan 19, 2026

The Henderson Beach Resort & Spa
Reviewed on Jan 17, 2026

Sandestin Golf and Beach Resort
Reviewed on Nov 13, 2025

Portofino Island Resort
Reviewed on Jul 29, 2025

5* Mountain vacations in Santa Rosa Island

The Henderson Beach Resort & Spa
Reviewed on Jan 17, 2026
3 Night Mountain vacations in Santa Rosa Island

The Island Resort at Fort Walton Beach
Reviewed on Jan 19, 2026

The Henderson Beach Resort & Spa
Reviewed on Jan 17, 2026

Sandestin Golf and Beach Resort
Reviewed on Nov 13, 2025
4 Night Mountain vacations in Santa Rosa Island

Spark by Hilton Destin
Reviewed on Jan 13, 2026

The Island Resort at Fort Walton Beach
Reviewed on Jan 19, 2026

Bay Club of Sandestin
Reviewed on Oct 25, 2025
Find amazing mountains vacations in Santa Rosa Island
How to plan for a mountain vacation in Santa Rosa Island?
The first step to planning your mountain vacation to Santa Rosa Island is to decide what dates you want to go. In the winter months, fresh snowfall means you could hit the slopes at ski resorts near Santa Rosa Island, while summer invites you to enjoy scenic hikes. It's a good idea to choose the type of accommodation you'd prefer, too. On Expedia, you'll encounter a vast array of options in Santa Rosa Island, from famous chain hotels to charming cabins. The vacation planning page has more tips for organizing your Santa Rosa Island mountain vacation.
What amenities should I look for when booking a mountain resort in Santa Rosa Island?
When booking accommodation for your mountain vacation to Santa Rosa Island, check to see if where you're staying has heating. Santa Rosa Island's mountain air means it can feel fresh at night. If you're craving a special stay, look to see if the hotel offers mountain view rooms, or has a pool or hot tub to unwind in the evenings. Expedia's handy search filters include all these amenities and more, making it a breeze to book the right place to stay on your Santa Rosa Island vacation package.
Why should I choose a package for my mountain vacation in Santa Rosa Island?
Choosing a package for your Santa Rosa Island vacation often works out cheaper thanks to the savings you get for bundling up your flights and hotel. You'll typically find it costs more when booking these separately. On Expedia, the green label even shows you how much you're saving. Packages also tend to be more flexible, meaning it's more likely you can cancel for free in case your 2026 plans change. You can usually secure your package by paying a small upfront deposit, whereas booking flights separately requires full payment.
What does a Santa Rosa Island package typically include?
Return flight tickets, your accommodation, and applicable taxes are typically included when you book a mountain vacation package to Santa Rosa Island from $342. Hotels may include breakfast and Wi-Fi, while the airfare may include checked luggage. Certain resorts may even include ski passes. As each Santa Rosa Island vacation package is different, be sure to double-check what's included before you confirm. If you want a hassle-free trip, consider booking Santa Rosa Island all-inclusive vacation packages as these include all meals.
How can I book my Santa Rosa Island on Expedia?
Comparing some of the best deals using the search wizard is one of the first steps to booking your Santa Rosa Island mountain vacation on Expedia. Take advantage of the search filters to narrow down hundreds of options at the click of a button. If you've got a strict budget, use the maximum price filter to set your limit. When you've pinned down your Santa Rosa Island package vacation, book it in just a few clicks. You'll also have the option to spread the cost with Expedia's payment plans.
Why book your Santa Rosa Island mountain vacation with Expedia?
With meaty exclusive deals you won't find anywhere else, you'll keep more cash in your pocket when booking your Santa Rosa Island vacation package on Expedia. No matter your preferences or tastes, you'll find the right place to stay thanks to the wide selection of accommodation. There are even last-minute deals, too. And if that's not enough, join One Key for free. Expedia's reward program lets you earn points on eligible trips and also gives you access to juicy member-only discounts.
Can I cancel my mountain vacation package booking?
Yes, as most of Expedia's mountain vacation packages to Santa Rosa Island are flexible, you can often cancel for free. Doing so is easy, too—log in to the “Trips” section and follow the steps. Don't forget to double-check the cancellation policy before booking, as not all Santa Rosa Island vacation packages are flexible. The good news is Expedia will display this to you before payment. Take advantage of the free cancellation search filter so you'll be able to narrow down your search to view only flexible Santa Rosa Island vacation packages.
What types of mountain accommodations are available in Santa Rosa Island?
5-star hotels, cozy mountain lodges, and quaint bed and breakfasts are some of the most popular types of mountain accommodations for your vacation to Santa Rosa Island. Don't forget to use the filters to home in the amenities you'd like to have, too. Maybe it's a spacious suite with a mountain view or a traditional lobby with a fireplace—you'll find it all with Expedia's easy-to-use search wizard and wide choice of accommodation.



















