Holiday Isle Vacation Packages 2026 from $1,243

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Your Holiday Isle Vacation

Our Holiday Isle vacation packages are a fast and practical way to organize and reserve your next escape. Uncover the magic of this unique neighborhood without the stress of planning it all yourself. Some popular nearby attractions to check out during your trip to Holiday Isle include Big Kahunas Water and Adventure Park, Destin Harbor Boardwalk and HarborWalk Village. Don't just wish for it — turn it into a reality! Lock in your ideal Holiday Isle vacation with Expedia and experience travel your way.

The Latest Holiday Isle Vacation Packages

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

Landing Furnished Apartments near THSP

$1,243

per person

Nov 23 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Walton Beach (VPS)

No reviews

Arcade, Bar, Prominence Resort Pool and Gym Access, Close to Beach Sea Happy

Save 100% on your flight

$1,989

per person

Nov 23 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Walton Beach (VPS)

No reviews

The Salty Pearl by Avantstay Sleeps 18 + Pool + Hot Tub + Wet Bar Walk to the Beach + Dining

Dune Allen Beach

Save 100% on your flight

$4,785

per person

Nov 23 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Walton Beach (VPS)

No reviews

Hibiscus Coffee & Guesthouse

Grayton Beach

$1,625

per person

Nov 23 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Walton Beach (VPS)

9.2/10 Wonderful! (345 reviews)

We thought it a great, laidback experience. Will be back……..definitely

Reviewed on Sep 29, 2026

Landing Apartments Santa Rosa Beach

$1,441

per person

Nov 23 - Nov 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Fort Walton Beach (VPS)

9.2/10 Wonderful! (12 reviews)

Where to stay in Holiday Isle

Find the best Holiday Isle areas and neighborhoods for the activities you enjoy most. Learn more about Holiday Isle

A wooden boardwalk leading to the beach with white railings and outdoor furniture.

Crystal Beach

If you're spending some time in Crystal Beach, Henderson Beach State Park and Henderson Beach are top sights worth seeing.

A beach with clear blue water, white sand, and a few umbrellas.

Crystal Shores

When in Crystal Shores, you can plan a visit to Destin Commons and James Lee Park, some noteworthy sights in the nearby area.

A turquoise marina with a white yacht docked, surrounded by clear water and palm trees.

Indian Bayou

While visiting Indian Bayou, you might make a stop by sights like Choctawhatchee Bay and Indian Bayou Golf Club.

A beach with waves and a person standing on the shore.

Destiny Shores

While there might not be top attractions in Destiny Shores, you can explore the larger area and discover places like James Lee Park and James Lee Beach.

Clipper Cove

Clipper Cove might not have many top sights, but Destin Commons and James Lee Park are two attractions nearby that you can check out.

Holiday Isle Hotel Deals

East Pass 305 is a 2 BR on the Pass and absolutely gorgeous - Amazing Sunset

Destin FL

9.4/10 Exceptional! (17 reviews)

"East Pass 305 definitely met and exceeded our expectations. The property was beautiful, as were the views! The view from the pool was phenomenal. Only complaint i have about the condo was the outdated TVs that could not connect wirelessly to the internet. Holiday Isle Properties was a dream when ..."

Reviewed on Sep 14, 2026

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Available ! New discounted rates! Infinity pool and jacuzzi in gated community.

Destin FL

9.6/10 Exceptional! (79 reviews)

"Nice home close to the beach. Very clean."

Reviewed on Aug 30, 2026

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Aegean by Southern Vacation Rentals

520 Gulf Shore Drive Destin FL

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See all 1,969 properties in Holiday Isle

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.