Holiday Harbor Vacations

Book a Hotel + Flight or Car together to unlock savings

Your Holiday Harbor Vacation

When you're ready for your next adventure, choose a Holiday Harbor vacation package. From its watersports to a whole lot more, there are tons of inviting reasons to base yourself in this neighborhood. Kick off your trip to Holiday Harbor by checking out nearby attractions such as Perdido Key State Park, Big Lagoon State Park and Lost Key Golf Club. No matter your travel plans or budget, booking your dream Holiday Harbor vacation has never been easier with Expedia.

The Latest Holiday Harbor Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Super 8 by Wyndham Ft Walton Beach

Super 8 by Wyndham Ft Walton Beach

2 out of 5
per person
Jul 28 - Jul 31
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
7.6/10 Good! (1,001 reviews)
There was someone’s dirty underwear left in the bathroom…..we found it when we checked in. Told the man in the front office and he gave us a plastic bag to put it in…..he didn’t offer to move us or come get it or nothing. Just “here ya go”. Most of the outlets in the room did not work. The AC was great though.

Reviewed on May 8, 2024

The Cabins at Gulf State Park

The Cabins at Gulf State Park

3 out of 5
Save 100% on your flight
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
10/10 Exceptional! (2 reviews)
Absolutely incredible experience. Making the cabins here a yearly tradition!

Reviewed on May 21, 2024

La Quinta Inn & Suites by Wyndham Fort Walton Beach

La Quinta Inn & Suites by Wyndham Fort Walton Beach

2.5 out of 5
Save 100% on your flight
per person
Jul 28 - Jul 31
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
8.8/10 Excellent! (1,000 reviews)
I’ve stayed at this location many times and have an outstanding experience every time.

Reviewed on May 26, 2024

Eagle Cottages at Gulf State Park

Eagle Cottages at Gulf State Park

3 out of 5
Save 100% on your flight
per person
Jul 19 - Jul 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
8.2/10 Very Good! (30 reviews)
Property was more spacious than expected. Management was very responsive. Gulf State Park provides for a wide variety of activities. Highly recommend.

Reviewed on May 26, 2022

Hilton Garden Inn Ft. Walton Beach

Hilton Garden Inn Ft. Walton Beach

3 out of 5
Save 100% on your flight
per person
Jul 28 - Jul 31
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
9/10 Wonderful! (1,003 reviews)
This is a great property for families and kids. Def high volume. Overall a great experience. As a couple we were looking for something else. But great, great property for families.

Reviewed on May 25, 2024

Where to stay in Holiday Harbor

Find the best Holiday Harbor areas and neighborhoods for the activities you enjoy most. Learn more about Holiday Harbor
Downtown showing heritage elements and heritage architecture

Downtown Pensacola

3 out of top 10 points of interest in this area
4/5(314 area reviews)

Contemporary components integrated in a historical city keep visitors’ interests high. Walk this pedestrian-friendly sector to get to know its diversity.

Find hotel + flight trips in Downtown Pensacola

Holiday Harbor Hotel Deals

Beachside Resort Hotel
Beachside Resort Hotel
2 out of 5
610 W Beach Blvd, Gulf Shores, AL
Fully refundable
The price is $140 per night from May 28 to May 29
$140
$162 total
includes taxes & fees
May 28 - May 29
7.8/10 Good! (1,118 reviews)
"The inside could use an update. The lights between the beds had rust on them and the bathrooms needed a major overhaul."

Reviewed on May 26, 2024

Beachside Resort Hotel
The Pensacola Beach Resort
The Pensacola Beach Resort
4 out of 5
165 Fort Pickens Road, Pensacola Beach, FL
8.8/10 Excellent! (1,501 reviews)
Loved it.
"It was an amazing trip."

Reviewed on May 24, 2024

Get rates
The Pensacola Beach Resort
Surf & Sand Hotel
Surf & Sand Hotel
2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
The price is $194 per night from May 29 to May 30
$194
$221 total
includes taxes & fees
May 29 - May 30
8.2/10 Very Good! (1,760 reviews)
"Perfect for what we needed it for and a good price"

Reviewed on May 25, 2024

Surf & Sand Hotel
See all 17,199 properties in Holiday Harbor
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.

Explore other types of vacation packages

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Kid Friendly Vacations

Kid Friendly Vacations

Frequently asked questions

How much does a Holiday Harbor vacation package cost?
Choose from any combination of car rentals, flights and hotels, and you can be vacationing in Holiday Harbor from just $283. And the more you bundle, the more you save. Your dream escape has never been more affordable.
How do I get a cheap travel package to Holiday Harbor?
Combine your hotels and flights, throw in extras such as tours, and save with a Holiday Harbor vacation package. You won’t just land big discounts on your escape — you’ll have plenty of choice at your fingertips too. When you book through Expedia, you’ll have your pick of over 550 airlines and 1,000,000 hotels worldwide. Your next affordable adventure starts right here, right now!
Where should I stay in Holiday Harbor?
Travelers come from near and far to see Pensacola Naval Air Station and Pensacola Bay Center in Holiday Harbor. Book yourself a room near these fantastic attractions to make sightseeing a breeze.
What are the top hotels in Holiday Harbor?
If it’s comfort and convenience you’re looking for, you can’t beat Low As 185/nt Aug 6 - 18 @ Terrific Waterfront Home With Sugar Sand Beach. Spend your evenings relaxing here and your days discovering Holiday Harbor’s best sights.
How far in advance should I book my Holiday Harbor vacation?
It can be hard to know when the best time is to book your vacation to Holiday Harbor. But usually the earlier you book, the cheaper the prices. Sometimes, you can book your flights and hotels nearly 12 months prior to your departure date. If you’re thinking of a last-minute getaway, no need to worry! There are fantastic deals featured on Expedia every day.
What does an Expedia Holiday Harbor travel package include?
Hotels, flights and a reliable car for all your road trip adventures. Simply select your preferred bundle and get access to incredible deals. Once you’ve made your booking, add on some sightseeing tours and watch your savings stack up. When it comes to crafting your Holiday Harbor break, you’re the one in control!
What should I know before booking a Holiday Harbor travel package?
Bundling your bookings into a Holiday Harbor vacation package is the easiest way to organize your trip. Not only that, you’ll save big just for combining your flights, hotels and car rentals. Once you’ve booked, why not add on a tour or an activity?
Can I choose my airline with a Holiday Harbor Expedia vacation package?
Yes, of course. We have more than 550 airline partners globally, so pick the carrier that fits your budget needs.
If I'm not able to travel, can I cancel my Holiday Harbor vacation package?
Yes, you can. We understand that life happens, so we’re happy to help if you need to make changes to your Holiday Harbor vacation package. You may be able to cancel or amend your itinerary for free if you’ve booked within 24 hours. Your airline, hotel or car rental company may impose a fee if you booked more than 24 hours ago. Have a look at our Customer Service Portal for further information. Also, check your itinerary for the finer details on change fees.

Discover the most popular places to visit in Holiday Harbor

Image for Pensacola Naval Air Station

Pensacola Naval Air Station

4.5/5(697 reviews)

After visiting Pensacola Naval Air Station, make a plan to see the other sights and activities in Pensacola. Wander the beautiful beaches or discover the beautiful sunsets in this family-friendly area.

Pensacola Naval Air Station
Image for Perdido Key Beach

Perdido Key Beach

4.5/5(283 reviews)

Why not spend a lazy afternoon at Perdido Key Beach during your trip to Pensacola? Experience the area's acclaimed theater scene and great live music.

Perdido Key Beach
Image for National Museum of Naval Aviation

National Museum of Naval Aviation

5/5(488 reviews)

You can enjoy some culture when you stop by National Museum of Naval Aviation in Pensacola. Amble around this family-friendly area's beautiful beaches and enjoy its top-notch restaurants.

National Museum of Naval Aviation

Things to do

Image for Historic Haunted House Ghost Investigation

Historic Haunted House Ghost Investigation

$47
Per adult
Historic Haunted House Ghost Investigation
Image for Ghosts and Graveyard Tour of Pensacola

Ghosts and Graveyard Tour of Pensacola

$34
Per adult
100% of travellers recommend
Ghosts and Graveyard Tour of Pensacola
Image for Pensacola Shared Trolley Ghost and Mystery Tour

Pensacola Shared Trolley Ghost and Mystery Tour

$45
Per adult
Pensacola Shared Trolley Ghost and Mystery Tour
See all activities in Pensacola

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