Downtown Pensacola Vacation Packages

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    Save up to CA $4,200 when you book a flight and hotel together*

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Top Holiday Package Deals in Downtown Pensacola

Price found within the past 48 hours. Click for updated prices.
Three Times The Fun by Avantstay Blue Mountain Pool + Pet-friendly

Three Times The Fun by Avantstay Blue Mountain Pool + Pet-friendly

3 out of 5
Blue Mountain Beach
Price was CA $3,327, price is now CA $2,619 per person
CA $2,619
per person
Sep 18 - Sep 25
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Walton Beach (VPS)
No reviews

Emerald Retreat by Avantstay Sleeps 44 + Pool + Spa Theater + Game Room Walk to Beach

Emerald Retreat by Avantstay Sleeps 44 + Pool + Spa Theater + Game Room Walk to Beach

3 out of 5
Price was CA $10,107, price is now CA $7,530 per person
CA $7,530
per person
Sep 18 - Sep 25
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Walton Beach (VPS)
No reviews

Emerald Paradise 2 Blocks to Beach Rooftop Patio + Pool Access Sleeps 10

Emerald Paradise 2 Blocks to Beach Rooftop Patio + Pool Access Sleeps 10

3 out of 5
Blue Mountain Beach
Price was CA $3,529, price is now CA $2,766 per person
CA $2,766
per person
Sep 18 - Sep 25
found 18 hours ago
Roundtrip non-stop flight included
Montreal (YMQ) to Fort Walton Beach (VPS)
No reviews

For Shore by Avantstay Sleeps 28 Lux Beach Retreat Pool + Game Room + Golf Cart + Bikes

For Shore by Avantstay Sleeps 28 Lux Beach Retreat Pool + Game Room + Golf Cart + Bikes

3 out of 5
Price was CA $6,270, price is now CA $4,931 per person
CA $4,931
per person
Sep 7 - Sep 13
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
No reviews

Woodland Shores by Avantstay Sleeps 22 Massive Pool + Spa Golf Cart + Game Room + BBQ Near Seaside

Woodland Shores by Avantstay Sleeps 22 Massive Pool + Spa Golf Cart + Game Room + BBQ Near Seaside

3 out of 5
Gulfview Heights
Price was CA $6,789, price is now CA $5,348 per person
CA $5,348
per person
Sep 7 - Sep 13
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
No reviews

Where to stay in Downtown Pensacola

Find the best Downtown Pensacola areas and neighborhoods for the activities you enjoy most. Learn more about Downtown Pensacola
A sunset over a calm lake with rocky shores and buildings in the background.

Southeast Pensacola

While visiting Southeast Pensacola, you might make a stop by sights like Palafox Shopping Center and Ninth and Fairfield Shopping Center.

Find hotels in Southeast Pensacola

Downtown Pensacola Hotel Deals

Days Inn by Wyndham Pensacola - Historic Downtown

Days Inn by Wyndham Pensacola - Historic Downtown

2 out of 5
710 N Palafox St Pensacola FL
Fully refundableReserve now, pay when you stay
The price is CA $139 per night from Aug 17 to Aug 18
CA $139
CA $157 total
Aug 17 - Aug 18
includes taxes & fees
7.6/10 Good! (1,002 reviews)
"Everything was great in order."

Reviewed on Jul 31, 2026

Days Inn by Wyndham Pensacola - Historic Downtown
Holiday Inn Express Pensacola Downtown by IHG

Holiday Inn Express Pensacola Downtown by IHG

2.5 out of 5
101 E Main St Pensacola FL
Fully refundable
The price is CA $237 per night from Aug 16 to Aug 17
CA $237
CA $267 total
Aug 16 - Aug 17
includes taxes & fees
9.2/10 Wonderful! (951 reviews)
"Everything was great except for the parking!"

Reviewed on Jul 31, 2026

Holiday Inn Express Pensacola Downtown by IHG
Lily Hall- A Boutique Hotel

Lily Hall- A Boutique Hotel

4 out of 5
415 N Alcaniz St Pensacola FL
The price is CA $195 per night from Aug 16 to Aug 17
CA $195
CA $286 total
Aug 16 - Aug 17
includes taxes & fees
Lily Hall- A Boutique Hotel
See all 6,168 properties in Downtown Pensacola
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 Downtown Pensacola vacation package cost?
From as low as CA $2,619, you can tailor your Downtown Pensacola vacation package. Simply combine flights, hotels and car rentals and be rewarded with discounts.
How do I get a cheap travel package to Downtown Pensacola?
Our Downtown Pensacola vacation packages promise plenty of savings for the savvy globetrotter. For the best deal, simply combine your flights, hotels and extras (including tours) into a budget-friendly package. But bargain prices are just the beginning of your next memorable adventure. Book with Expedia and you'll have more than 550 airlines and 1,000,000 hotel options worldwide to choose from. No matter your style or budget, there's a vacation package here just for you.
Where should I stay in Downtown Pensacola?
A journey to Downtown Pensacola has to include Pensacola Naval Air Station and Pensacola Bay Center. Stay as close as possible and easily access these fantastic tourist attractions.
What are the top hotels in Downtown Pensacola?
Get your escape off to a good start by locking in a room at Heart Of Downtown On Palafox Place. It's one of most popular hotels in Downtown Pensacola. Another option is Charming Cottage In Downtown Pensacola With Central Ac And Fenced Backyard.
How far in advance should I book my Downtown Pensacola vacation?
Savvy travelers book early. Air carriers usually release flight tickets nearly 12 months prior to departure, and this is a fantastic opportunity to land some rock-bottom prices. Just been told you should take your vacation time next week? No problem! Expedia are never short of fantastic deals to send you off on the getaway of your dreams, at a price you can afford.
What does an Expedia Downtown Pensacola travel package include?
Flights, hotels and rental cars — we have them covered. With Expedia, you can shape your Downtown Pensacola package your way. All you have to do is work out what you need. Once you've made your booking, you can add extras like experiences and activities. The more you bundle, the bigger the savings!
What should I know before booking a Downtown Pensacola travel package?
You can save a tidy sum by combining your flights, hotels and rental cars. Once you've made your booking, add on fun stuff like activities or sightseeing tours. Your next awesome adventure is only a couple of clicks away.
Can I choose my airline with a Downtown Pensacola Expedia vacation package?
Yes, and with more than 550 airlines to pick from throughout the world, you have loads of choice. Browse the available options and see which airline best suits your budget and needs.
If I'm not able to travel, can I cancel my Downtown Pensacola vacation package?
You can. We get that life doesn't always go to plan, so we're happy to help if you need to make changes to your Downtown Pensacola vacation package. You may be able to cancel or amend your itinerary for free if you've booked in the last 24 hours. Your hotel, airline or car rental company may impose a fee if you booked more than 24 hours ago. Head to our Customer Service Portal for more information. Also, check your itinerary for the nitty-gritty on change fees.

Stay near popular Downtown Pensacola attractions

A historic building with a white facade and arched windows, a balcony, and a sign that reads "Saguaro."

Saenger Theatre

8.0/10 (489 reviews)
Get tickets for a show at Saenger Theatre, a theater with a story to tell in Pensacola. Amble around this family-friendly area's beautiful beaches and enjoy its lively bars.
See properties

Things to do

Picture 1 for Activity Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

CA $71
per adult
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

CA $55
per adult
96% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
Ghosts and Graveyard Tour of Pensacola

Ghosts and Graveyard Tour of Pensacola

CA $56
per adult
100% of travellers recommend
Ghosts and Graveyard Tour of 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.