Santa Rosa Island Vacation Packages
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Top Santa Rosa Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Bay Club of Sandestin
CA $1,244
per person
Dec 18 - Dec 23
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
9/10 Wonderful! (182 reviews)
We had a good stay overall. The property is on the bay side, so there is no direct beach access, but the free shuttle to the beach across the road was convenient. Driving to the beach is also an option. One thing to note is that a golf cart is not included with the package, so plan accordingly.
The property itself is a bit dated, including some of the appliances, but it is very well maintained and comfortable for a short family trip. We enjoyed the pool and the proximity to the beaches and nearby attractions. Overall, it was a pleasant and practical stay for the price.
Reviewed on Sep 12, 2026
Harbor Suites at Harborwalk Village
CA $1,463
per person
Dec 18 - Dec 23
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
9.4/10 Exceptional! (93 reviews)
The front desk staff was very friendly, and I was very satisfied with both the room condition and the location. The hotel layout was a little confusing at first, but it became easier once we got used to it. Unfortunately, the towels we requested were never delivered, and the conditioner bottle appeared to contain body lotion instead. The pool was also very small.
Reviewed on Sep 23, 2026
The Henderson Beach Resort & Spa
Crystal Beach
CA $1,816
per person
Dec 18 - Dec 23
found 11 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,012 reviews)
Hospitality at its best staff went above and beyond COD, location perfect next to naturally preserved state park, beach area perfect
Reviewed on Sep 24, 2026
Where to stay in Santa Rosa Island
Find the best Santa Rosa Island areas and neighborhoods for the activities you enjoy most. Learn more about Santa Rosa Island
Okaloosa Island
1 out of top 10 points of interest in this area
The perfect place for a romantic getaway or a family weekend retreat, this is an unforgettable shoreline delight.
Villa Sabine
1 out of top 10 points of interest in this area
While visiting Villa Sabine, you might make a stop by sights like Casino Beach and Pensacola Beach Beaches.
Villa Segunda
If you're spending some time in Villa Segunda, Opal Beach and Santa Rosa Sound are top sights worth seeing.
Toilla Segunda
While Toilla Segunda might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Pensacola Beach Boardwalk and Quietwater Beach.
Villa Primera
While visiting Villa Primera, you might make a stop by sights like Pensacola Beach Beaches and Santa Rosa Sound.
Ready to book your vacation to Santa Rosa Island?
Santa Rosa Island Hotel Deals
The Island Resort at Fort Walton Beach
Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
CA $146
CA $216 total
Oct 25 - Oct 26
includes taxes & fees
8.2/10 Very good! (3,700 reviews)
"We enjoyed much of our stay at The Island, but unfortunately our experience on the final day completely changed my impression of the hotel. The issue involved a room upgrade. We specifically confirmed through Expedia that there would be no additional upgrade fee, and Expedia’s notes from their communication ..."
Reviewed on Sep 24, 2026
The Pensacola Beach Resort
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $291
CA $333 total
Sep 30 - Oct 1
includes taxes & fees
Surf & Sand Hotel
40 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $154
CA $182 total
Oct 26 - Oct 27
includes taxes & fees
8.8/10 Excellent! (3,272 reviews)
"Kayaks and paddle boards and bikes where awesome to use, everything within walking distance didn’t even have to drive the car anywhere,"
Reviewed on Sep 24, 2026
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.
Stay near popular Santa Rosa Island attractions
Photo by mlur_RN
Navarre Beach
9.6/10 (1,114 reviews)
Head over to Navarre Beach, a favorite beach in Navarre to enjoy the surf and sand, along with fishing. Wander the seaside or discover the sunsets in this relaxing area.
Photo by Susan Shope
Pensacola Beach Beaches
9.6/10 (2,160 reviews)
Why not spend a lazy afternoon at Pensacola Beach Beaches during your trip to Pensacola Beach? Stroll along the area's seaside, or simply savor its top-notch restaurants.
Okaloosa Island Beach
9.4/10 (240 reviews)
Why not spend a lazy afternoon at Okaloosa Island Beach during your trip to Fort Walton Beach? Wander the beautiful beaches and seaside in this relaxing area.
Fort Pickens
9.2/10 (1,165 reviews)
You can find out about the history of Pensacola Beach with a stop at Fort Pickens. Experience the great live music or attend a sporting event in this family-friendly area.
Photo by mlur_RN
Pensacola Beach Boardwalk
8.8/10 (928 reviews)
You can search for that perfect souvenir at Pensacola Beach Boardwalk during your visit to Pensacola Beach. Wander the beautiful beaches and seaside in this family-friendly area.
Fort Walton Beaches
9.4/10 (821 reviews)
Why not spend a lazy afternoon at Fort Walton Beaches during your trip to Fort Walton Beach? Wander the beautiful beaches and seaside in this relaxing area.
Destin-Fort Walton Beach Convention Center
8.4/10 (441 reviews)
Learn about the events happening at Destin-Fort Walton Beach Convention Center during your trip to Fort Walton Beach. Wander the beautiful beaches and seaside in this family-friendly area.
Photo by Brad Taylor
Opal Beach
8.8/10 (314 reviews)
Why not spend a lazy afternoon at Opal Beach during your trip to Pensacola Beach? Wander the area's beautiful beaches or simply enjoy one of its top-notch restaurants.
What to do in Santa Rosa Island
SeaQuest Daytime Dolphin Cruise in Destin
CA $38
per adult
100% of travellers recommend
Crab Island Explorer Catamaran Tours to Crab Island
CA $55
per adult
100% of travellers recommend
4 Hour Destin Harbor Crab Island Excursion
CA $111
per adult
100% of travellers recommend
Frequently asked questions
How much does a Santa Rosa Island vacation package cost?
Much less than you might think — from a low CA $1,244, as a matter of fact! By bundling flights, hotels and car rentals into your own tailor-made travel package, your getaway to Santa Rosa Island is only clicks away.
How do I get a cheap travel package to Santa Rosa Island?
One of the simplest ways to save dollars (and time) is to combine your bookings with Expedia. Flights, rental cars, hotels and activities — we've got them all. Select a combination that best fits you and see your savings pile up. Of course, a travel package is never one-size-fits-all. That's why we offer more than 550 partner airlines and 1,000,000 hotel options from all over the world, which lets you customize your Santa Rosa Island getaway.
How far in advance should I book my Santa Rosa Island vacation?
Browse Expedia to compare flights ASAP. You can normally purchase a seat up to a year prior to departure. If it's too early for your preferred air carrier, or you've left things to the last moment, don't worry. Cheap fares to Santa Rosa Island occasionally appear just weeks before the date of departure.
What does an Expedia Santa Rosa Island travel package include?
Choose from any combination of hotels, rental cars and flights. Once you've made your booking, you can add tours and experiences. Want to pick your fare class? That's also possible. The choice is all yours when it comes to arranging your ideal Santa Rosa Island trip.
What should I know before booking a Santa Rosa Island travel package?
When you book your flights, hotels and car rentals together, you'll score incredible discounts. Whether you're organizing a beach escape in a villa or would rather stay in an upscale city hotel, Expedia will make it happen for less.
Can I choose my airline with a Santa Rosa Island Expedia vacation package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our vacation packages give you the freedom to pick from available flights, hotels and activities that fit your needs.
If I'm not able to travel, can I cancel my Santa Rosa Island vacation package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Booked your Santa Rosa Island vacation package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may be charged a fee by your hotel, airline or car rental company. For more details, look up our Customer Service Portal. We're here to help you each step of the way.
Explore a world of travel with Expedia
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- 427 El Matador 2 Bedroom Condo by RedAwning
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- Hotels with Free Airport Shuttle in Fort Walton Beach
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- Motels in Fort Walton Beach
- 238 El Matador 2 Bedroom Condo by RedAwning
- Snowbird friendly
- Aimbridge Hospitality Hotels in Mary Esther
- Springhill Suites by Marriott Navarre Oceanfront
- Holiday Inn Resort Fort Walton Beach by IHG
- Fort Walton Beach Hotels
- Wyndham Garden Fort Walton Beach Destin
- Sundrift Inn
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- Sea Oats 606 is a Gorgeous Gulf Front 3 BR
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- Destin West Heron 508/Amazing View of Lazy River
- Destin West Heron 409 ~ Bay Views ~ Overlooking the Lazy River!
- El Matador 461
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- Adults Only Resorts & in Fort Walton Beach
- Navarre Hotels
- Four Points by Sheraton Destin
- Sunset Dreams
- Oceanfront Hotels in Fort Walton Beach
- Seaside Escape
- Waterscape B614 ~ Top Floor ~ Beach & Lazy River Views ~ Free Beach Service!
- Destin West Vacations
- Vacation Homes in Fort Walton Beach
- All Inclusive Resorts and in Fort Walton Beach
- Island Surf 4 by AJH Rentals FREE TICKETS AND BEACH SERVICE! $300/Day
- Hilton Garden Inn Ft. Walton Beach
- Condo Rentals in Fort Walton Beach
- All Inclusive Resorts and in Santa Rosa Island
- Blu 100
- Sunrise B🌞Waterfront👙Pool & Hot Tub🐶Dogs OK
- Flights to Destin
- Flights from Toronto (YYZ) to Fort Walton Beach (VPS)
- Flights to Navarre
- Flights from Toronto (YYZ) to Destin (DSI)
- Flights to Fort Walton Beach
- Flights from Toronto (YYZ) to Pensacola (PNS)
- Flights from Destin-Fort Walton Beach
- Flights from Detroit (DTW) to Fort Walton Beach (VPS)
- Flights to Fort Walton Beach - Destin
- Flights from Toronto (YYZ) to Panama City (ECP)
- Flights from Montreal (YUL) to Pensacola (PNS)
- Visit Wynnehaven Beach
- Okaloosa Island Vacations
- Navarre Vacations
- Pensacola Vacations
- Seaside Vacations
- James Lee Park
- Pensacola State College
- Milton Vacations
- Santa Rosa Mall
- Rosemary Beach Vacations
- Emerald Coast Centre
- Barnes Shopping Center
- Harborwalk Village
- Alys Beach
- Miramar Beach Vacations
- Destin Commons
- Destin Vacations
- Silver Sands Premium Outlets
- Niceville Vacations
- Pensacola Beach Vacations
- Northwest Florida State College
- Air Force Armament Museum
- Henderson Beach State Park
- Fort Walton Beach Vacations
- Grayton Beach State Park
- Hurlburt Field Vacations
- Blue Mountain Beach
- Big Lagoon State Park
- Visit Fort Walton Beach
- Visit Mary Esther
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
