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 $1,114
per person
Oct 7 - Oct 14
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Pensacola (PNS)
9.2/10 Wonderful! (1,014 reviews)
The hotel is a bargain value for being directly on the beach! The room was clean and update to date. I will be using them again.
Reviewed on Sep 7, 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 $168
CA $240 total
Sep 30 - Oct 1
includes taxes & fees
8.2/10 Very good! (3,632 reviews)
"Great"
Reviewed on Sep 6, 2026
The Pensacola Beach Resort
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $285
CA $327 total
Sep 27 - Sep 28
includes taxes & fees
9.6/10 Exceptional! (3,566 reviews)
"This place was fantastic and the staff was awesome !!!"
Reviewed on Sep 7, 2026
Surf & Sand Hotel
40 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
CA $173
CA $204 total
Sep 8 - Sep 9
includes taxes & fees
8.8/10 Excellent! (3,278 reviews)
"I have stayed at the hotel several times, I have only had great experiences. I also have to say that Elizabet Traykova is the one that usually takes care of the morning breakfast there, she is a Great asset to the hotel. She always remembers me! I would highly recommend the hotel, it is in walking ..."
Reviewed on Sep 6, 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 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)
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.
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.
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.
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
SeaQuest Daytime Dolphin Cruise in Destin
CA $44
per adult
100% of travellers recommend
Shark Boat Destin Dolphin Watch and Sunset Cruise
CA $48
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 $1,114, 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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- All Inclusive Resorts and in Santa Rosa Island
- Blu 100
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- Flights to Destin
- Flights from Toronto (YYZ) to Fort Walton Beach (VPS)
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- 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.
