
Santa Rosa Island Vacations from ¥227,098
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to ¥109,000 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
The Latest Santa Rosa Island Vacation Packages
Price found within the past 48 hours. Click for updated prices.

Wavecrest Lodge
Okaloosa Island
Price was ¥249,855, price is now ¥227,098 per person
¥227,098
per person
Sep 18 - Sep 20
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pensacola (PNS)
9.2/10 Wonderful! (1,016 reviews)
We had a great stay at Weecrest in Florida! The hotel was very clean, and the staff made our visit enjoyable. Breakfast was included with our stay, which was a nice bonus. While the food could have been a little more seasoned, there was a good variety and we appreciated having it available each morning. The only downside was a strong raw chicken odor when we first parked, but thankfully that didn't affect the rest of our stay. Overall, we had a wonderful experience and would definitely consider staying here again.
Reviewed on Jul 3, 2026



Emerald Isle 706
Okaloosa Island
Price was ¥300,966, price is now ¥290,005 per person
¥290,005
per person
Sep 18 - Sep 20
found 13 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Pensacola (PNS)
No reviews
IT HAS BLOOD ON THE COVERS, CEALING FAN WAS DURTY,NOT EVEN A NEW TOILET PAPER... ON THE PICTURES SHOW A DIFFERENT BUILDING THAN WHAT IT WAS.. P
Reviewed on Jul 2, 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.
Find the Best Santa Rosa Island Vacation Packages
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 ¥46,969 per night from Aug 5 to Aug 6
¥46,969
¥59,535 total
Aug 5 - Aug 6
includes taxes & fees
8.2/10 Very Good! (3,321 reviews)
"Todo bien"
Reviewed on Jul 4, 2026

Wyndham Garden Fort Walton Beach Destin
573 Santa Rosa Blvd Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
The price is ¥35,333 per night from Aug 2 to Aug 3
¥35,333
¥39,926 total
Aug 2 - Aug 3
includes taxes & fees
8.2/10 Very Good! (2,430 reviews)
"The room was clean, the view was amazing and the hot tub felt great."
Reviewed on Jul 3, 2026

The Pensacola Beach Resort
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is ¥52,129 per night from Jul 19 to Jul 20
¥52,129
¥59,715 total
Jul 19 - Jul 20
includes taxes & fees
9.6/10 Exceptional! (3,339 reviews)
"First time staying here and will definitely stay again!"
Reviewed on Jul 4, 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
What to do in Santa Rosa Island

4 Hour Destin Harbor Crab Island Excursion
¥12,636
per adult
100% of travellers recommend

Destin Dolphin Watching and Sunset Cruise
¥4,319
per adult
100% of travellers recommend
Frequently asked questions
Explore a world of travel with Expedia
- Cheap Hotels in Caribbean Isle
- Hurlburt Field Hotels
- Inns in Hurlburt Field
- Condo Rentals in Pensacola Beach
- Vacation Homes in Pensacola Beach
- Inns in Milton
- Resorts in Emerald Coast
- Palaces in Pensacola Beach
- Beach Hotels in Villages of Crystal Beach
- Cheap Hotels in Crestview
- Resorts in Fort Walton Beach
- Hotels near Crab Island
- Aparthotels in Gulf Breeze
- Cheap Hotels in Mary Esther
- Hotels near Henderson Beach
- Pensacola Beach Hotels
- Resorts in Pensacola Beach
- Hotels near Naval Air Station Whiting Field
- Luxury Hotels in Destin
- Hotels near Eglin Air Force Base
- Adults Only Resorts & in Dune Allen Beach
- Hotels near Hurlburt Field Visitor Center
- Hotels near Shore at Crystal Beach Park
- Downtown Pensacola Hotels
- Adults Only Resorts & in Avalon Beach Estates
- Resorts in Fort Walton Beach - Destin
- Luxury Hotels in Navarre
- Riads in Miramar Beach
- Pensacola Hotels
- Boutique Hotels in Shalimar
- Apartments in Miramar Beach
- Hotels near Opal Beach
- Cheap Hotels in Pensacola Beach
- Rv Parks in Pensacola Beach
- All-Inclusive Hotel Hotels in Sugar Beach
- White Sands Hotels
- Destin Hotels
- Fort Walton Beach Hotels
- Aparthotels in Emerald Coast
- Niceville Hotels
- Pet-Friendly Hotels in Destin
- Waterpark Hotels in Pensacola Beach
- Rv Parks in Destin
- Luxury Hotels in St. Tropez
- Hotels near Destin Beaches
- Hotels near Sandestin Golf Resort - Raven
- Hotels near Gator Beach
- Town Houses in Santa Rosa County
- Hotels near HarborWalk Village
- Beach Hotels in Destin
- Cheap Hotels in Destin
- Navarre Hotels
- Inns in Pensacola
- Adults Only Resorts & in Caribbean Isle
- Hotels with smoking rooms in Destin
- Hotels near Pensacola Intl.
- Motels in Hurlburt Field
- All-Inclusive Hotel Hotels in Destin
- Gulf Breeze Hotels
- Hotels near Destin-Fort Walton Beach
- Hotels near Choctawhatchee Bay
- Cheap Hotels in Fort Walton Beach - Destin
- Cheap Hotels in Niceville
- Hotels with an Indoor Pool in Destin
- Aparthotels in Miramar Beach
- Hotels near Eglin Air Force Base Golf Course
- Vacation Homes in Fort Walton Beach
- Resorts in Highway 30A
- Pet-Friendly Hotels in Pensacola
- Resorts in Miramar Beach
- Destiny Shores Hotels
- Pet-Friendly Hotels in Mary Esther
- Milton Hotels
- Crystal Beach Hotels
- Motels in Baker
- Hotels near Henderson Beach State Park
- Chalets in Hurlburt Field
- Boutique Hotels in Destiny Shores
- Crestview Hotels
- Cheap Hotels in Pensacola
- Hotels with Hot Tubs in Pensacola Beach
- Pet-Friendly Hotels in Fort Walton Beach
- Pet-Friendly Hotels in Holiday Isle
- Hotels near Beach
- Hotels near Navarre Beach Fishing Pier
- Hotels with Hot Tubs in Pensacola
- Palaces in Fort Walton Beach
- Cabin Rentals in Highway 30A
- Resorts in Shalimar
- Hotels near Navarre Beach
- Pet-Friendly Hotels in Niceville
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.













