Holiday Harbor Vacations

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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

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

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

Find hotels in Downtown Pensacola

Holiday Harbor Hotel Deals

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
165 Fort Pickens Road Pensacola Beach FL
Fully refundableReserve now, pay when you stay
The price is ￥20,916 per night from Jan 1 to Jan 2
￥20,916
￥23,960 total
Jan 1 - Jan 2, 2026
includes taxes & fees
9.4/10 Exceptional! (2,681 reviews)
yes

Reviewed on Dec 25, 2025

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 ￥10,473 per night from Jan 12 to Jan 13
￥10,473
￥12,352 total
Jan 12 - Jan 13, 2026
includes taxes & fees
8.6/10 Excellent! (2,983 reviews)
Felicia the receptionist was awesome got a good view room very professional and fun.

Reviewed on Dec 29, 2025

Surf & Sand Hotel
Holiday Inn Resort Pensacola Beach by IHG

Holiday Inn Resort Pensacola Beach by IHG

3 out of 5
14 Via De Luna Drive Pensacola Beach FL
Fully refundable
The price is ￥16,221 per night from Jan 4 to Jan 5
￥16,221
￥18,491 total
Jan 4 - Jan 5, 2026
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
Everything was excellent. Will definitely be returning!

Reviewed on Dec 27, 2025

Holiday Inn Resort Pensacola Beach by IHG
See all 17,238 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.

Discover the most popular places to visit in Holiday Harbor

Florida Panhandle showing a statue or sculpture and interior views

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
National Museum of Naval Aviation which includes interior views

National Museum of Naval Aviation

You can spend an afternoon studying the exhibits at National Museum of Naval Aviation in Pensacola. Discover the beautiful sunsets and top-notch restaurants in this family-friendly area.

National Museum of Naval Aviation

University of West Florida

Enjoy the collegiate vibe when you visit University of West Florida, during your trip to Ferry Pass. Wander the beautiful beaches in this family-friendly area.

University of West Florida

Things to do

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

￥6,058
per adult
96% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
Dolphin Cruise in Orange Beach Alabama

Dolphin Cruise in Orange Beach Alabama

￥5,336
per adult
Dolphin Cruise in Orange Beach Alabama
2-Hour Dolphin and Nature Eco Tour from Orange Beach

2-Hour Dolphin and Nature Eco Tour from Orange Beach

￥5,259
per adult
96% of travellers recommend
2-Hour Dolphin and Nature Eco Tour from Orange Beach
See all activities in Pensacola
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.