Santa Rosa Island Holidays

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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
A lifeguard tower on a sandy beach with a clear blue sky.

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.

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A diver holding a large shell underwater.

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.

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A sandy beach with a pathway leading to a signpost labeled '25E'.

Villa Segunda

If you're spending some time in Villa Segunda, Opal Beach and Santa Rosa Sound are top sights worth seeing.

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A coastal cityscape with a long beach, a marina, and a prominent hotel.

Toilla Segunda

Though Toilla Segunda may not have many top sights, you can venture to the surrounding area to see attractions like Pensacola Beach Boardwalk and Quietwater Beach.

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A coastal town with a marina, a bridge, and a beach.

Villa Primera

If you're spending some time in Villa Primera, Pensacola Beach Beaches and Santa Rosa Sound are top sights worth seeing.

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Top hotels in Santa Rosa Island

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
Fully refundableReserve now, pay when you stay
S$220
30 Sept - 1 Oct
includes taxes & fees
8.2/10 Very good! (3,632 reviews)
"Great"

Reviewed on 6 Sept, 2026

The Island Resort at Fort Walton Beach
The Pensacola Beach Resort

The Pensacola Beach Resort

165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
S$299
27 Sept - 28 Sept
includes taxes & fees
9.6/10 Exceptional! (3,566 reviews)
"This place was fantastic and the staff was awesome !!!"

Reviewed on 7 Sept, 2026

The Pensacola Beach Resort
Surf & Sand Hotel

Surf & Sand Hotel

40 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
S$187
8 Sept - 9 Sept
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 6 Sept, 2026

Surf & Sand Hotel
See all 6,244 properties in Santa Rosa Island
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

A pier with green supports extending into turquoise water.
Photo by Brad Taylor

Navarre Beach

9.6/10 (1,114 reviews)
Navarre Beach dazzles with pristine sugar-white sands and emerald waters along Florida's Gulf Coast. Explore the longest fishing pier in Florida or snorkel the Marine Sanctuary's underwater ecosystem.
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A beach with white sand and tall grasses leading to the ocean.

Pensacola Beach Beaches

9.6/10 (2,160 reviews)
Sink your toes into Pensacola Beach's legendary sugar-white sands along emerald Gulf waters. Explore the vibrant beachfront scene or find serenity in the adjacent Gulf Islands National Seashore preserves.
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A beach with waves, a pier, and a clear sky.

Okaloosa Island Beach

9.4/10 (240 reviews)
Okaloosa Island Beach captivates with powdery white sands and striking emerald waters along Florida's Gulf Coast. Enjoy premium seafood at the Boardwalk restaurants after a day of sunbathing and gentle waves.
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A historic brick staircase leading up to an arched bridge.

Fort Pickens

9.2/10 (1,165 reviews)
This Civil War-era fort showcases 19th-century military engineering through brick corridors and gun batteries. Explore its storied past while enjoying the surrounding Gulf Islands National Seashore.
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A beach with a white frisbee, a pier in the background, and footprints in the sand.

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 through the beautiful beaches and seaside in this relaxing area.
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A wooden pier extending into a body of water with a cloudy sky above.
Photo by mlur_RN

Pensacola Beach Boardwalk

8.8/10 (928 reviews)
This Gulf Coast hub combines waterfront dining with boutique shopping along a lively promenade. Enjoy fresh seafood at sunset or catch live music while overlooking Quietwater Beach's calm waters.
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A coastal road with beach huts and a parking area.
Photo by Brad Taylor

Opal Beach

8.8/10 (314 reviews)
Pristine white sands and crystal-clear waters define this tranquil stretch of Gulf Islands National Seashore. Enjoy the peaceful atmosphere with convenient amenities like picnic shelters and outdoor showers.
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A pier extending into the ocean with waves crashing against it.

Pensacola Beach Gulf Pier

9.0/10 (2,289 reviews)
Extending 1,470 feet into the Gulf of Mexico, this pier offers exceptional fishing without a boat. Spot dolphins and rays while enjoying panoramic views of emerald waters and breathtaking sunsets.
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What to do in Santa Rosa Island

Destin Two Stop Snorkeling and Shelling Adventure

Destin Two Stop Snorkeling and Shelling Adventure

S$70
per adult
Destin Two Stop Snorkeling and Shelling Adventure
Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

S$49
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
Daytime Dolphin Cruise in Destin

SeaQuest Daytime Dolphin Cruise in Destin

S$41
per adult
100% of travellers recommend
SeaQuest Daytime Dolphin Cruise in Destin
See all activities in Santa Rosa Island

Frequently asked questions

How much does a Santa Rosa Island holiday package cost?
Much less than you might think — from a low , 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 holiday?
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 organising 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 holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our holiday 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 holiday package?
Whether it's your hotel, flight or rental car, yes, you can cancel or amend it. Booked your Santa Rosa Island holiday 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

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.