Santa Rosa Island Vacations from $853

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The Latest Santa Rosa Island vacation packages

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

Hotel Margot

Downtown Pensacola
$853
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
9/10 Wonderful! (2 reviews)
The front desk clerk was very friendly, check in was great. Our room had a musty smell which was unpleasant. It was clean and comfortable otherwise.

Reviewed on Sep 25, 2026

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

Crystal Beach
Save 100% on your flight
$1,208
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip non-stop flight included
Denver (DEN) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,001 reviews)
Matarangi by Avantstay Gulf-front Dune Allen Retreat Private Pool + Golf Cart Near Gulf Place

Matarangi by Avantstay Gulf-front Dune Allen Retreat Private Pool + Golf Cart Near Gulf Place

Grayton Beach
Save 100% on your flight
$5,257
per person
Nov 17 - Nov 24
found 20 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
No reviews
 The Pensacola Beach Resort

The Pensacola Beach Resort

Villa Sabine
$939
per person
Dec 21 - Dec 28
found 1 day ago
Roundtrip flight included
Denver (DEN) to Pensacola (PNS)
9.6/10 Exceptional! (3,622 reviews)
For Shore by Avantstay Sleeps 28 Lux Beach Retreat Pool + Game Room + Golf Cart + Bikes

For Shore by Avantstay Sleeps 28 Lux Beach Retreat Pool + Game Room + Golf Cart + Bikes

Save 100% on your flight
$3,292
per person
Nov 17 - Nov 24
found 20 hours ago
Roundtrip flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
No reviews
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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 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 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.

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 beach with clear turquoise water, white sand, and a pier extending into the ocean.
Photo by mlur_RN

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.
See properties
A sandy beach with a pathway leading to a signpost labeled '25E'.
Photo by Susan Shope

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.
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.
See properties
A sunset over the ocean with a pier extending into the water.

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.
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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 Dolphin Watching and Sunset Cruise

Destin Dolphin Watching and Sunset Cruise

$27
per adult
96% of travellers recommend
Destin Dolphin Watching and Sunset Cruise
SeaQuest Daytime Dolphin Cruise in Destin

SeaQuest Daytime Dolphin Cruise in Destin

$27
per adult
100% of travellers recommend
SeaQuest Daytime Dolphin Cruise in Destin
Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

$39
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
See all activities in Santa Rosa Island

Santa Rosa Island Hotel Deals

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

Miracle Strip Parkway Southeast, 1500 Fort Walton Beach FL
$112 nightly
$126 total
Nov 1 - Nov 2
Total with taxes and fees
8.2/10 Very Good! (3,732 reviews)
"Nothing"

Reviewed on Sep 30, 2026

The Island Resort at Fort Walton Beach
 The Pensacola Beach Resort

The Pensacola Beach Resort

165 Fort Pickens Road Pensacola Beach FL
$234 nightly
$262 total
Oct 25 - Oct 26
Total with taxes and fees
The Pensacola Beach Resort
Surf & Sand Hotel

Surf & Sand Hotel

40 Fort Pickens Road Pensacola Beach FL
$134 nightly
$150 total
Oct 26 - Oct 27
Total with taxes and fees
8.8/10 Excellent! (3,275 reviews)
"Toilet did not work well,but was resolved quickly. Pool"

Reviewed on Oct 1, 2026

Surf & Sand Hotel
See all 6,241 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.

Find the Best Santa Rosa Island Vacation Packages

Santa Rosa Island Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Pensacola Intl. Airport (PNS)

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