Holiday Harbor Vacation Packages

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Top Holiday Package Deals in Holiday Harbor

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

Holiday Inn Express & Suites Pensacola Airport North – I-10 by IHG

2.5 out of 5
per person
Sep 9 - Sep 16
found 10 hours ago
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
9.4/10 Exceptional! (689 reviews)
Great property. Room and beds were extremely comfortable. The staff were welcoming and kind. Great experience overall!

Reviewed on Jul. 20, 2025

The Island Resort at Fort Walton Beach

The Island Resort at Fort Walton Beach

4 out of 5
Save 100% on your flight
per person
Aug 30 - Sep 6
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Pensacola (PNS)
8.4/10 Very Good! (2,634 reviews)
Beachfront location was great. Quiet location with a few dinner options close by, but Destin boardwalk is only about 15 minutes away for even more options. On-site restaurant was great for breakfast. You can rent an umbrella/chairs or bring your own. Very pretty beach area in front of hotel. Very nice pools and amenities too.

Reviewed on Jul. 20, 2025

La Quinta Inn & Suites by Wyndham Fort Walton Beach

La Quinta Inn & Suites by Wyndham Fort Walton Beach

3 out of 5
Downtown Fort Walton Beach
per person
Aug 26 - Sep 2
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Pensacola (PNS)
8.8/10 Excellent! (1,004 reviews)
Cool stay for a short trip.

Reviewed on Jul. 18, 2025

The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
per person
Aug 24 - Aug 29
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Pensacola (PNS)
9.4/10 Exceptional! (2,304 reviews)
It was the perfect getaway, family friendly property with amazing staff that made being away from home like home.

Reviewed on Jul. 19, 2025

The Lodge at Gulf State Park, A Hilton Hotel

The Lodge at Gulf State Park, A Hilton Hotel

4 out of 5
per person
Aug 23 - Aug 26
found 12 hours ago
Roundtrip flight included
Detroit (DTW) to Pensacola (PNS)
9.2/10 Wonderful! (1,006 reviews)
We loved how safe we felt at The Lodge, as well as the walkability to the beach and onsite restaurant! We loved the feel and the atmosphere!

Reviewed on Jul. 21, 2025

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
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Downtown Pensacola

2 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 hotels 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 refundableReserve now, pay when you stay
The price is CA $116 per night from Aug 17 to Aug 18
CA $116
CA $135 total
Aug 17 - Aug 18
includes taxes & fees
7.8/10 Good! (1,465 reviews)
"Great location. Building could use updating. Our door was difficult to open and condensation pooled on the floor. We loved the 3 full sized beds. Easy walk to the beach and many food options within walking distance."

Reviewed on Jul. 20, 2025

Beachside Resort Hotel
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 CA $209 per night from Aug 10 to Aug 11
CA $209
CA $238 total
Aug 10 - Aug 11
includes taxes & fees
8.6/10 Excellent! (2,638 reviews)
"Good"

Reviewed on Jul. 19, 2025

Surf & Sand Hotel
Hilton Garden Inn Orange Beach Beachfront

Hilton Garden Inn Orange Beach Beachfront

3 out of 5
23092 Perdido Beach Blvd, Orange Beach, AL
Fully refundableReserve now, pay when you stay
The price is CA $232 per night from Aug 10 to Aug 11
CA $232
CA $269 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (1,130 reviews)
"Had a wonderful time this week had an ocean front room with fully furnished balcony just a perfect room and gorgeous view of the gulf"

Reviewed on Jul. 17, 2025

Hilton Garden Inn Orange Beach Beachfront
See all 17,260 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.

All Inclusive Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family 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 CA $599. 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

Pensacola Naval Air Station

Pensacola Naval Air Station

5/5(8 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
Perdido Key Beach

Perdido Key Beach

5/5(1 review)

Why not spend a lazy afternoon at Perdido Key Beach during your trip to Pensacola? Experience the area's fascinating museums and entertainment choices.

Perdido Key Beach
National Museum of Naval Aviation

National Museum of Naval Aviation

5/5(5 reviews)

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

National Museum of Naval Aviation

Things to do

Replica 1930 Ford transit bus

Hop-on Hop-off Tour in Pensacola

CA $48
per adult
100% of travellers recommend
Hop-on Hop-off Tour in Pensacola
Come see Pensacola like you never have heard tales of death and bring the city's history back to life.

Haunted Pensacola Walking Tour

CA $36
per adult
90% of travellers recommend
Haunted Pensacola Walking Tour
Pub Crawl of Pensacola by Pedal Trolley

Party Bike Pub Crawl of Downtown Pensacola

CA $61
per adult
Party Bike Pub Crawl of Downtown Pensacola
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.