Santa Rosa Island Vacation Packages
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
Top Santa Rosa Island Vacation Deals
Price found within the past 48 hours. Click for updated prices.
The Island Resort at Fort Walton Beach
Price was CA $757, price is now CA $612 per person
CA $612
per person
Oct 10 - Oct 12
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Pensacola (PNS)
8.4/10 Very Good! (2,786 reviews)
The access to the beach is nice and convenient. However we were charged "resort fees" even though we also had to pay for parking, food, ans very high prices for beach chairs. The walls are extremely thin.
Reviewed on Sep. 3, 2025
The Henderson Beach Resort & Spa
Crystal Beach
Price was CA $1,816, price is now CA $1,327 per person
CA $1,327
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,006 reviews)
Staff is so sweet and attentive!
As busy as it was this past weekend it you never feel it ! It really feels exactly what a resort should feel like not overwhelming, relaxing , easy and sweet .
Reviewed on Sep. 3, 2025
Bay Club of Sandestin
Price was CA $1,319, price is now CA $1,064 per person
CA $1,064
per person
Nov 14 - Nov 18
found 1 day ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
9/10 Wonderful! (153 reviews)
It was a beautiful place to stay and the staff were so friendly and helpful.
Reviewed on Jul. 3, 2025
Home2 Suites By Hilton Destin
Price was CA $1,069, price is now CA $893 per person
CA $893
per person
Oct 20 - Oct 24
found 1 hour ago
Roundtrip non-stop flight included
Montreal (YUL) to Fort Walton Beach (VPS)
8.8/10 Excellent! (1,013 reviews)
Comfortable beds and full kitchenette in the room were great
Reviewed on Aug. 29, 2025
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
Villa Sabine
1 out of top 10 points of interest in this area
5/5(1 area review)
While visiting Villa Sabine, you might make a stop by sights like Pensacola Beach Gulf Pier and Casino Beach.
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
The price is CA $193 per night from Sep 21 to Sep 22
CA $193
CA $268 total
Sep 21 - Sep 22
includes taxes & fees
The Pensacola Beach Resort
165 Fort Pickens Road, Pensacola Beach, FL
The price is CA $259 per night from Sep 28 to Sep 29
CA $259
CA $295 total
Sep 28 - Sep 29
includes taxes & fees
Wyndham Garden Fort Walton Beach Destin
573 Santa Rosa Blvd, Fort Walton Beach, FL
Fully refundableReserve now, pay when you stay
The price is CA $170 per night from Sep 14 to Sep 15
CA $170
CA $192 total
Sep 14 - Sep 15
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.
Discover the most popular places to visit in Santa Rosa Island
Okaloosa Island Pier
Find out about the history of Fort Walton Beach when you take a trip to Okaloosa Island Pier. Stroll along the seaside in this family-friendly area, or check out its seafood restaurants.
Wild Willy's Adventure Zone
You can take time to visit Wild Willy's Adventure Zone during your travels to Fort Walton Beach. Attend a sporting event or simply enjoy the seafood restaurants while you're in the area.
What to do in Santa Rosa Island
World Famous Crab Island Express Tour
CA $82
per adult
100% of travellers recommend
Private Catamaran: Snorkel, Swim and Dolphin Watching
CA $639
per traveller
Other vacations you might like
- January Vacations and Deals
- February Vacations and Deals
- March Vacations and Deals
- April Vacations and Deals
- May Vacations and Deals
- June Vacations and Deals
- July Vacations and Deals
- August Vacations and Deals
- September Vacations and Deals
- October Vacations and Deals
- November Vacations and Deals
- December Vacations and Deals
Expedia's Latest Trends
Hotels
Flights
Cars
Activities
Packages
Vacation Rentals
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.