Holiday Harbor Trips (flight + hotel)

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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

If you're spending some time in Downtown Pensacola, Saenger Theatre and Historic Pensacola Village are top sights worth seeing.

Find hotel + flight trips in Downtown Pensacola

Top hotels in Holiday Harbor

Beachside Resort Hotel
Beachside Resort Hotel
2 out of 5
610 W Beach Blvd, Gulf Shores, AL
Fully refundable
The price is P9,972 per night from 2 Jun to 3 Jun
P9,972
per night
2 Jun - 3 Jun
7.8/10 Good! (1,122 reviews)
"The room was as advertised. Our room was very clean, even smelling of cleaning agents when we entered. The property is very convenient to the beach and the pool was safe and clean. The lobby had a water leak in the ceiling, but staff had signs out for wet floor. The breakfast was basic, but it was ..."

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! (1,503 reviews)
"We went for my girlfriends Birthday week. Balloons and card in room when we arrived. The over all experience couldn't have been any better. If i had to mention 1 thing its the fact that the chair and umbrella rentals closed at 5pm . Way too early. You should consider the upside to staying open till ..."

Reviewed on May 26, 2024

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The Pensacola Beach Resort
Surf & Sand Hotel
Surf & Sand Hotel
2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
The price is P14,865 per night from 13 Jun to 14 Jun
P14,865
per night
13 Jun - 14 Jun
8.2/10 Very Good! (1,755 reviews)
"Beautiful property"

Reviewed on May 28, 2024

Surf & Sand Hotel
See all 17,210 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.

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 . 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!
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.

Popular places to visit

Image for Pensacola Naval Air Station

Pensacola Naval Air Station

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

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

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 lively bars.

National Museum of Naval Aviation

Things to do

Image for Historic Haunted House Ghost Investigation

Historic Haunted House Ghost Investigation

P2,573
Per adult
Historic Haunted House Ghost Investigation
Image for Seville Haunted Luncheon and Ghost Tour

Seville Haunted Luncheon and Ghost Tour

P2,766
Per adult
Seville Haunted Luncheon and Ghost Tour
Image for Ghosts and Graveyard Tour of Pensacola

Ghosts and Graveyard Tour of Pensacola

P1,881
Per adult
100% of travellers recommend
Ghosts and Graveyard Tour of Pensacola
See all activities in Pensacola

More trip options

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.