Santa Rosa Island Vacation Packages 2026 from $758

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The Latest Santa Rosa Island vacation packages

Price found within the past 48 hours. Click for updated prices.

Bay Club of Sandestin

$758

per person

Dec 22 - Dec 27

found 11 hours ago

Roundtrip flight included

Dallas (DFW) to Fort Walton Beach (VPS)

9/10 Wonderful! (183 reviews)

Hotel Margot

Downtown Pensacola

Save 100% on your flight

$841

per person

Dec 29 - Jan 5

found 8 hours ago

Roundtrip flight included

Dallas (DFW) to Pensacola (PNS)

9/10 Wonderful! (2 reviews)

Our stay was absolutely wonderful! The attention to detail throughout the property, from the beautiful décor to the exceptional cleanliness, was truly impressive. The staff was fantastic, welcoming, and attentive, and the location simply can’t be beat! We thoroughly enjoyed our stay and would absolutely return in a heartbeat. Highly recommend!

Reviewed on Oct 14, 2026

The Bluefin - Ultra Luxury Beach Home

Crystal Beach

Save 100% on your flight

$2,524

per person

Dec 26 - Jan 1

found 18 hours ago

Roundtrip flight included

Dallas (DFW) to Fort Walton Beach (VPS)

No reviews

Landing Apartments - North Central Pensacola

$858

per person

Dec 29 - Jan 5

found 8 hours ago

Roundtrip flight included

Dallas (DFW) to Pensacola (PNS)

10/10 Exceptional! (13 reviews)

Landing Apartments Pensacola - Belleview Heights

$844

per person

Dec 29 - Jan 5

found 8 hours ago

Roundtrip flight included

Dallas (DFW) to Pensacola (PNS)

2/10 (1 review)

We had an infestation of ants all over the apartment. We had them in the bed on the coach in the kitchen crawling all over the floor. We had to go and buy some mop cleaner to try to get them out of the kitchen. The property was pretty but the actually air b n b was a night mare. We got bitten by ants.

Reviewed on May 24, 2026

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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.

A coastal city with a pier extending into turquoise waters, a sandy beach, and high-rise buildings.

Sugar Beach

If you're looking for some top things to see and do in Sugar Beach and surrounding area, you can visit Navarre Beach and Navarre Beach Marine Park.

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.

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

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.

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

Villa Primera

While visiting Villa Primera, you might make a stop by sights like Pensacola Beach Beaches and Santa Rosa Sound.

Stay near popular Santa Rosa Island attractions

A pier extending over the beach at sunset.

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 large cannon on a circular platform with a brick wall and a bench in the foreground, set against a clear sky and distant buildings.

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 wooden pier extending into a body of water with a cloudy sky above.

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 pier with multiple concrete pillars extending into the turquoise ocean.

Boardwalk on Okaloosa Island

9.0/10 (1,643 reviews)

This beachfront promenade combines Gulf access with upscale dining and shopping options. Enjoy fresh seafood at waterfront restaurants while watching the spectacular Wednesday night summer fireworks display.

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A coastal road with beach huts and a parking area.

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 Dolphin Watching and Sunset Cruise

$27

per adult

96% of travellers recommend

Screaming Eagle Speedboat Thrill Ride in Destin

$68

per adult

SunVenture I and SunVenture II at Crab Island in Destin, FL

4 Hour Destin Harbor Crab Island Excursion

$79

per adult

100% of travellers recommend

See all activities in 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

$92 nightly

$103 total

Nov 1 - Nov 2

Total with taxes and fees

8.2/10 Very Good! (3,747 reviews)

"Our favorite place! Room looked like it could have used a little love but the food in the restaurant on property was great. Don’t even have to leave the property at all the whole trip!"

Reviewed on Oct 14, 2026

The Pensacola Beach Resort

165 Fort Pickens Road Pensacola Beach FL

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Wavecrest Lodge

540 Santa Rosa Blvd Fort Walton Beach FL

Fully refundableReserve now, pay when you stay

$118 nightly

$133 total

Oct 25 - Oct 26

Total with taxes and fees

See all 6,230 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.