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.
Wavecrest Lodge
Okaloosa Island
CA $990
per person
Oct 2 - Oct 5
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
9.2/10 Wonderful! (1,012 reviews)
The staff was great and accommodating but the actual property in itself was subpar. Our room smelled like gas/sewage and the bathroom had black mold all on the ceiling. The pool area was clean besides some broke lounge chairs. The beach entrance and beach was very clean. Overall the property is just ok. It’s not terrible and it’s not great. The breakfast in the AM is cool too. A very accommodating parking lot too for guests
Reviewed on Aug 10, 2026
Landing Apartments Gulf Shores
CA $1,225
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.2/10 Wonderful! (14 reviews)
Gorgeous, clean, spacious, comfortable two bed, two bath apartment with kitchen, laundry room and all.
Absolutely loved it- homey, natural light, quiet. My friend and I were pleasantly surprised how much space we had: own full bathrooms, closets, cozy large beds. Bathtub was huge- very long. Cute lil patio w/table and chairs too. Only minor issue was parking wasn’t assigned/reserved so we had trouble finding close spot in evenings.
Unit is a short drive to beach, restauants, shopping. Loved it. Will definitely stay again. Great place and space for families.
Reviewed on Aug 7, 2026
The Lodge at Gulf State Park, A Hilton Hotel
CA $1,229
per person
Oct 12 - Oct 17
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.2/10 Wonderful! (1,010 reviews)
This was a perfect stay for our family. The room with the twin bunks and the king bed was wonderful and the location of the resort couldn’t have been better. It felt very private and secluded being by the state park, not overly crowded at all, and the beach was just steps away. We chose to venture out for dinner, so I can’t speak to the restaurants, but the Dragonfly was great for lunch and drinks. The pools were fun for a break from the beach and our kids (4 & 7) had the very best time. We will be back!
Reviewed on Aug 10, 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.
Villa Primera
While visiting Villa Primera, you might make a stop by sights like Pensacola Beach Beaches and Santa Rosa Sound.
Plaza Primera
1 out of top 10 points of interest in this area
If you're spending some time in Plaza Primera, Pensacola Beach Boardwalk and Quietwater Beach are top sights worth seeing.
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 $204
CA $282 total
Sep 1 - Sep 2
includes taxes & fees
8.2/10 Very good! (3,480 reviews)
"I liked that it was by the beach. I did not like that I got a room on the 2nd floor and there was not an elevator to get to the room to carry all the luggage. There was not a mentioning"
Reviewed on Aug 10, 2026
The Pensacola Beach Resort
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $312
CA $358 total
Aug 23 - Aug 24
includes taxes & fees
Wyndham Garden Fort Walton Beach Destin
573 Santa Rosa Blvd Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
CA $188
CA $213 total
Aug 30 - Aug 31
includes taxes & fees
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 Brad Taylor
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.
Pensacola Beach Beaches
9.6/10 (2,160 reviews)
Nothing says vacation like spending a carefree day at Pensacola Beach Beaches, a popular beach in Pensacola Beach. Stroll along the area's seaside, or simply savor its top-notch restaurants.
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 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.
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.
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.
Pensacola Beach Gulf Pier
9.0/10 (2,289 reviews)
After visiting Pensacola Beach Gulf Pier, make a plan to see the other sights and activities in Pensacola Beach. Amble around this family-friendly area's beautiful beaches or experience its great live music.
What to do in Santa Rosa Island
Screaming Eagle Speedboat Thrill Ride in Destin
CA $95
per adult
Shark Boat Destin Dolphin Watch and Sunset Cruise
CA $53
per adult
Frequently asked questions
How much does a Santa Rosa Island vacation package cost?
Much less than you might think — from a low CA $990, 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
- Hole Inn the Wall Hotel
- Ibr 3005
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- Sandpiper 602
- Destin Hotels
- Rv Parks in Santa Rosa Island
- Navarre Beach Camping Resort
- Quaint 1 BDRM!! RECENTLY UPDATED! STEPS ACROSS THE PARKING LOT TO BEACH!!
- 427 El Matador 2 Bedroom Condo by RedAwning
- Oceanfront Hotels in Santa Rosa Island
- Hotels with Free Airport Shuttle in Fort Walton Beach
- Island Houseboat
- 337 El Matador 2 Bedroom Condo by RedAwning
- Wynnehaven Beach Hotels
- 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
- Residence Inn by Marriott Fort Walton Beach
- Sea Oats 606 is a Gorgeous Gulf Front 3 BR
- Hampton Inn Ft. Walton Beach
- Seaspray Condos
- Destin West Heron 508/Amazing View of Lazy River
- Destin West Heron 409 ~ Bay Views ~ Overlooking the Lazy River!
- El Matador 461
- Oceanfront Hotels in Destin
- 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.
