Holiday Isle Vacation Packages 2025/2026 from $416

Holiday Isle flight + hotel vacation packages

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

Sandestin Golf and Beach Resort

per person

Sep 29 - Oct 2

found 1 day ago

Roundtrip flight included

Dallas (DFW) to Fort Walton Beach (VPS)

This condo resort features a golf course, a full-service spa, and a nightclub. Take the free beach shuttle and relax with beach cabanas. There's fun for all ages with a children's club and mini golf, and barbecue grills are available on site.

The Henderson Beach Resort & Spa

Crystal Beach

Save 100% on your flight

per person

Sep 15 - Sep 19

found 1 day ago

Roundtrip flight included

Dallas (DAL) to Fort Walton Beach (VPS)

A full-service spa, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Relax with sun loungers and beach umbrellas, and cool off with a drink at the beachside bar. There's fun for all ages with a lazy river and a children's pool, and complimentary bicycles are available on site.

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

Dune Allen Beach

Save 100% on your flight

per person

Oct 23 - Oct 28

just found

Roundtrip non-stop flight included

Pittsburgh (PIT) to Fort Walton Beach (VPS)

An outdoor pool, free self parking, and barbecue grills are featured at this cottage. WiFi in public areas is free. A terrace is also provided.

Mins to Beach Access + Pet-friendly + Golf Cart 30A White Sands by Avantstay

Dune Allen Beach

Save 100% on your flight

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Fort Walton Beach (VPS)

This cottage doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and barbecue grills are also provided.

Wellington House

Save 100% on your flight

per person

Oct 14 - Oct 21

found 1 day ago

Roundtrip non-stop flight included

Minneapolis (MSP) to Fort Walton Beach (VPS)

Top Holiday Isle hotels deals

Sandpiper Cove

775 Gulf Shore Dr, Destin, FL

$252 nightly

$285 total

Aug 25 - Aug 26

Total includes taxes and fees

This condo resort features 5 outdoor pools and barbecue grills. Take advantage of the free self parking.

Pool

Parking included

Sandpiper Cove by Southern Vacation Rentals

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Free WiFi in public areas is available at this vacation home.

Kitchen

Washer

⛱️FREE Beach Service~Quick walk to Beach~2 Pools~3BR SouthBay by the Gulf #27

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A water park and a hot tub are featured at this smoke-free vacation home. Laundry facilities and barbecue grills are also provided.

Pool

Hot Tub

Sparkling Studio with Shared Pools, Hot Tubs, Golf, Tennis, & a Private Beach

$158 nightly

$176 total

Aug 17 - Aug 18

Total includes taxes and fees

A water park and a hot tub are featured at this smoke-free apartment. A garden and laundry facilities are also provided.

Hot Tub

Kitchen

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

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A water park and an outdoor pool are featured at this smoke-free condo. Families will appreciate the playground and barbecue grills. Enjoy the gym and perks like free WiFi.

Pool

Kitchen

Shoreline Towers 1036 - Remodeled Private Beach Front Condo in Destin - 3BR

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A water park and an outdoor pool are featured at this smoke-free condo. A gym, a sauna, and laundry facilities are also on offer.

Pool

Kitchen

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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.

Popular places to visit

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 seafood restaurants.

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.

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.

Frequently asked questions

How much are vacation packages to Holiday Isle?

With deals starting as low as $416, hotel and flight packages are an ideal way to make your vacation budget stretch further. Holiday Isle, here you come!

Where can I get the best vacation package deals for Holiday Isle?

It's difficult to beat Travelocity when it comes to piecing together your Holiday Isle package deal. There are as many as 400 airlines and 1,000,000 properties worldwide to select from. Lock in your trip now and get ready to cross another amazing destination off your to-do list.

Why should I purchase my Holiday Isle vacation bundle via Travelocity?

With our Price Match Guarantee, we'll match any better price you find. Add to that our 24/7 support and top-quality service and the vacation of your dreams is well within reach.

Can I save money on my Holiday Isle car rental if I book it with my hotel or flight?

You most certainly can — and booking one of our Holiday Isle vacation packages is the perfect way to do this. Bundle any combination of a hotel, flight, car and experience and land great discounts. The more you bundle, the more you'll save. There are loads of landmarks around Holiday Isle to stick on your itinerary, including Pensacola Naval Air Station (50 mi from Holiday Isle). Nothing tops discovering thrilling places like this with the freedom of your own wheels.