Holiday Isle Vacations from $612

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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.
Family Tides

Family Tides

2 out of 5
per person
Sep 25 - Sep 28
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to Fort Walton Beach (VPS)
No reviews
The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Save 100% on your flight
per person
Sep 12 - Sep 19
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,002 reviews)
Wonderful will definitely go back again

Reviewed on Jun 28, 2025

Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Save 100% on your flight
per person
Sep 17 - Sep 20
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
7.8/10 Good! (3,688 reviews)
The property was pefect size, it was clean, and in perfect walking distance of the village.

Reviewed on Jun 29, 2025

30A Stars & Stripes by Avantstay Seagroge Pool & Tennis

3 out of 5
Seagrove Beach
Save 100% on your flight
per person
Aug 24 - Aug 31
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
No reviews
All Decked Out Seagrove by Avantstay Priv Pool+hot Tub, Ocean Views!

All Decked Out Seagrove by Avantstay Priv Pool+hot Tub, Ocean Views!

3 out of 5
Seagrove Beach
Save 100% on your flight
per person
Aug 24 - Aug 31
found 17 hours ago
Roundtrip flight included
Dallas (DFW) 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
$357 nightly
The price is $403 total per night from Jul 27 to Jul 28
$403 total
Jul 27 - Jul 28
Total includes taxes and fees
8.4/10 Very Good! (65 reviews)
"Location on the canal. Near the pool. Close to the golf course."

Reviewed on Jun 23, 2025

Sandpiper Cove
Sandpiper Cove by Southern Vacation Rentals
Sandpiper Cove by Southern Vacation Rentals
3.5 out of 5
Destin
8.2/10 Very Good! (17 reviews)
"The property was older but pretty well maintained. I enjoyed the pool options. Convenience to the beach, restaurants and shopping."

Reviewed on May 27, 2025

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Sandpiper Cove by Southern Vacation Rentals
Aegean by Southern Vacation Rentals
Aegean by Southern Vacation Rentals
3 out of 5
520 Gulf Shore Drive, Destin, FL
9.6/10 Exceptional! (5 reviews)
"When I left the property, the ceiling fan was not broken but I received a message the same day that the ceiling fan that was controlled by wall switches bulb was broken and fan did not work. My credit card on file was charged for the same $250 that they had just in case something happened. We had ..."

Reviewed on Jul 16, 2024

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Aegean by Southern Vacation Rentals
See all 1,925 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 waterfront, or simply savor its top-notch restaurants.

Destin Beaches
Ajs chili cheese dog

Destin Harbor Boardwalk

4.5/5(751 reviews)

Destin Harbor Boardwalk is just one of the places to see in Destin, so why not enjoy the other things to explore during your travels? Amble around this family-friendly area's beautiful beaches and enjoy its lively bars.

Destin Harbor Boardwalk
Big Kahuna's Water and Adventure Park

Big Kahuna's Water and Adventure Park

4/5(109 reviews)

Enjoy the thrill rides with your kiddos at Big Kahuna's Water and Adventure Park during your trip to Destin. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Big Kahuna's Water and Adventure Park

Things to do

Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

$40
per adult
94% of travellers recommend
Dolphin & Sunset Cruises
Destin: Buccaneer Pirate Cruise

Destin: Buccaneer Pirate Cruise

$55
per adult
100% of travellers recommend
Destin: Buccaneer Pirate Cruise
Tailfins Tikis Crab Island

Tailfins Tiki Boats Crab Island Sandbar (3hrs)

$77
per adult
80% of travellers recommend
Tailfins Tiki Boats Crab Island Sandbar (3hrs)
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.