Holiday Isle Vacations from $542

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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
Price was $762, price is now $542 per person
$542
per person
Jan 17 - Jan 21
found 1 hour ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
7.8/10 Good! (3,828 reviews)
Very clean and quiet stay for a family trip

Reviewed on Oct 27, 2025

The Henderson Beach Resort & Spa

The Henderson Beach Resort & Spa

5 out of 5
Crystal Beach
Price was $1,124, price is now $782 per person
$782
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Fort Walton Beach (VPS)
9.2/10 Wonderful! (1,007 reviews)
Everything was lovely. We had such a nice time. Guest service was excellent. Housekeeping was amazing. Dining was great as well. A special thank you to the manager of Sprinkles who went above and beyond to assist us.

Reviewed on Oct 22, 2025

Walk to Beach + Pool, Hot Tub & Game Room 30A Ohana Grande by Avantstay

Walk to Beach + Pool, Hot Tub & Game Room 30A Ohana Grande by Avantstay

3 out of 5
Save 100% on your flight
Price was $6,396, price is now $4,614 per person
$4,614
per person
Dec 29 - Jan 3
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
No reviews
Coastal Getaway w/ Golf Cart, Beach Gear Villa Galini by Avantstay

Coastal Getaway w/ Golf Cart, Beach Gear Villa Galini by Avantstay

3 out of 5
Dune Allen Beach
Save 100% on your flight
Price was $2,791, price is now $2,066 per person
$2,066
per person
Dec 29 - Jan 3
found 16 hours ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
No reviews
Tipsy Mermaid by Avantstay Private Pool, Games & Walk to Santa Rosa Beach

Tipsy Mermaid by Avantstay Private Pool, Games & Walk to Santa Rosa Beach

3 out of 5
Save 100% on your flight
Price was $2,766, price is now $2,054 per person
$2,054
per person
Dec 29 - Jan 3
found 16 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
$230 nightly
The price is $260 total per night from Nov 4 to Nov 5
$260 total
Nov 4 - Nov 5
Total with taxes and fees
8.2/10 Very Good! (103 reviews)
Nice place but very poor communication. Was told the room was ready before it actually was. Vacasa’s team came in and brought needed supplies quickly but was a bit frustrating at first. The condo itself was nice, clean, and quiet. Would recommend.

Reviewed on Oct 12, 2025

Sandpiper Cove
HARBOR OASIS-WATERFRONT/BOAT/PWC SLIPS/Dock/Pool/Spa/ Kayaks/Bikes/Volleyball++

HARBOR OASIS-WATERFRONT/BOAT/PWC SLIPS/Dock/Pool/Spa/ Kayaks/Bikes/Volleyball++

Destin
9.8/10 Exceptional! (30 reviews)
Loved this home. The outside area is fabulous!!

Reviewed on Aug 27, 2025

Get rates
HARBOR OASIS-WATERFRONT/BOAT/PWC SLIPS/Dock/Pool/Spa/ Kayaks/Bikes/Volleyball++
Beach front - On the sand - Beautiful, renovated, clean - Sleeps 6.

Beach front - On the sand - Beautiful, renovated, clean - Sleeps 6.

Destin
9.8/10 Exceptional! (72 reviews)
This is our third stay at this condo, and each time is better than the last. The condo is clean and modern and has all the amenities that my children and I need. The beach is a short walk down the stairs, and the host provides beach chairs and umbrella, which is much appreciated. The host's communication ...

Reviewed on Oct 19, 2025

Get rates
Beach front - On the sand - Beautiful, renovated, clean - Sleeps 6.
See all 1,924 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

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
Big Kahuna's Water and Adventure Park

Big Kahuna's Water and Adventure Park

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
Ajs chili cheese dog

Destin Harbor Boardwalk

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

Things to do

Dolphin & Sunset Cruises

Dolphin & Sunset Cruises

$40
per adult
96% of travellers recommend
Dolphin & Sunset Cruises
SunVenture Cruises Eco-Dolphin Cruise Catamaran

Destin Harbor Sunset Eco Dolphin Cruise

$35
per adult
80% of travellers recommend
Destin Harbor Sunset Eco Dolphin Cruise
Beautiful waters of Destin

Jetski Waverunner Rental - Destin

$95
per traveler
90% of travellers recommend
Jetski Waverunner Rental - Destin
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.