Holiday Isle Vacations from $439

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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.
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
7.8/10 Good! (3,717 reviews)
Area was great. Bunch of amenities. Bayside hotel/condo was outdated.

Reviewed on Jul 16, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
per person
Sep 26 - Sep 29
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,007 reviews)
Best place in Destin. We have been several times and we will only stay and Henderson from here on out!

Reviewed on Jul 16, 2025

Gulf-view Retreat w/ Rooftop Deck + Private Pool Villa Anesi by Avantstay

Gulf-view Retreat w/ Rooftop Deck + Private Pool Villa Anesi by Avantstay

3 out of 5
Dune Allen Beach
Save 100% on your flight
per person
Oct 10 - Oct 15
found 17 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
No reviews
Bay Club of Sandestin

Bay Club of Sandestin

3.5 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Fort Walton Beach (VPS)
9/10 Wonderful! (151 reviews)
It was a beautiful place to stay and the staff were so friendly and helpful.

Reviewed on Jul 3, 2025

Pool, Hot Tub, Firepit, Golf Cart Included Walk to Beach Near Gulf Place

Pool, Hot Tub, Firepit, Golf Cart Included Walk to Beach Near Gulf Place

3 out of 5
Save 100% on your flight
per person
Oct 10 - Oct 15
found 17 hours ago
Roundtrip non-stop flight included
Minneapolis (MSP) to Fort Walton Beach (VPS)
No 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
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Crystal Beach

4.5/5(75 area reviews)

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

Find hotels in Crystal Beach

Holiday Isle Hotel Deals

Sandpiper Cove

Sandpiper Cove

2 out of 5
775 Gulf Shore Dr, Destin, FL
$276 nightly
The price is $312 total per night from Jul 24 to Jul 25
$312 total
Jul 24 - Jul 25
Total includes taxes and fees
8.2/10 Very Good! (75 reviews)
"The convenience of having the beach out the back door was awesome. Condo needed a"

Reviewed on Jul 7, 2025

Sandpiper Cove
Sandpiper Cove by Southern Vacation Rentals

Sandpiper Cove by Southern Vacation Rentals

3.5 out of 5
Destin
8.4/10 Very Good! (18 reviews)
"I enjoyed the walk directly onto the beach. We enjoyed the pool. It was a very nice day"

Reviewed on Jul 3, 2025

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Sandpiper Cove by Southern Vacation Rentals
Best Gulf-Front Beach View in Destin! Best designed condo 2015*

Best Gulf-Front Beach View in Destin! Best designed condo 2015*

Destin
9.4/10 Exceptional! (110 reviews)
Quick beach getaway
"We enjoyed our stay at this property. The location is perfect. View is great, and the beach access couldn’t be better. The beds were comfortable. The host is very responsive and accomodating. We’ll definitely be back!"

Reviewed on Jun 20, 2025

Get rates
Best Gulf-Front Beach View in Destin! Best designed condo 2015*
See all 1,918 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Discover the most popular places to visit in Holiday Isle

Beach Vacation!! #florida #beach

Destin Beaches

4.5/5(568 reviews)

Nothing says vacation like spending a carefree day at Destin Beaches, a popular beach in Destin. Stroll along the area's beautiful beaches, or simply savor its top-notch restaurants.

Destin Beaches
Big Kahuna's Water and Adventure Park

Big Kahuna's Water and Adventure Park

4/5(109 reviews)

Enjoy the thrills at Big Kahuna's Water and Adventure Park and see why this is a popular theme park in Destin. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Big Kahuna's Water and Adventure Park
Indescribable this location #whitesands #BeachBound

Miramar Beach

Why not spend a lazy afternoon at Miramar Beach during your trip to Crystal Beach?

Miramar Beach

Things to do

Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

$40
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
Sky High Parasailing from Marina Cafe in Destin Florida

Sky High Parasailing From Marina Cafe - Destin Florida

$70
per adult
100% of travellers recommend
Sky High Parasailing From Marina Cafe - Destin Florida
Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

$55
per adult
100% of travellers recommend
Destin: Buccaneer Pirate Cruise
See all activities in Destin
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.