Southeast Pensacola Vacation Packages

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Top Holiday Package Deals in Southeast Pensacola

Price found within the past 48 hours. Click for updated prices.
OYO Hotel Pensacola I-10 & Hwy 29

OYO Hotel Pensacola I-10 & Hwy 29

2 out of 5
Northwest Pensacola
Price was CA $1,256, price is now CA $936 per person
CA $936
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
4.2/10 (709 reviews)
The staff was excellent. Very polite. The hotel is older. The room was clean and air conditioner did work. The TV worked great without any issues. The room has a fridge. I was notified upon check-in, the particular room did not have a microwave but was informed there was one located in the lobby for use.

Reviewed on Mar 23, 2026

Baytowne Wharf by Avantstay Sandestin Condo + Communal Pool + Resort Amenities + Near Beach, Dining & Marina

Baytowne Wharf by Avantstay Sandestin Condo + Communal Pool + Resort Amenities + Near Beach, Dining & Marina

4 out of 5
Price was CA $3,999, price is now CA $2,859 per person
CA $2,859
per person
Jun 18 - Jun 25
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
No reviews
Sandestin Golf and Beach Resort

Sandestin Golf and Beach Resort

4 out of 5
Price was CA $1,387, price is now CA $1,026 per person
CA $1,026
per person
Jun 29 - Jul 2
found 9 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Fort Walton Beach (VPS)
7.8/10 Good! (3,851 reviews)
It’s 2400 acres of a resort with a tram almost every 20 mins from several spots throughout. They keep you sorted in every weather and with any vibe from relaxing to sporty to good fun!

Reviewed on Apr 5, 2026

El Matador

El Matador

4 out of 5
Okaloosa Island
Price was CA $4,367, price is now CA $3,244 per person
CA $3,244
per person
Jun 18 - Jun 25
found 2 hours ago
Roundtrip non-stop flight included
Toronto (YYZ) to Pensacola (PNS)
No reviews
The Pensacola Beach Resort

The Pensacola Beach Resort

4 out of 5
Villa Sabine
Price was CA $2,488, price is now CA $1,868 per person
CA $1,868
per person
May 9 - May 16
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Pensacola (PNS)
9.6/10 Exceptional! (2,864 reviews)
We love to stay here ! Super clean, friendly staff. It’s our home away from home ❤️

Reviewed on Apr 6, 2026

Where to stay in Southeast Pensacola

Find the best Southeast Pensacola areas and neighborhoods for the activities you enjoy most. Learn more about Southeast Pensacola
Downtown Pensacola

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 hotels in Downtown Pensacola

Southeast Pensacola Hotel Deals

Tropical Zen Garden & Cottage Oasis Bliss!

Tropical Zen Garden & Cottage Oasis Bliss!

Pensacola FL
10/10 Exceptional! (65 reviews)
Sadly the Hot tub was not functional and the outside sink was not operational. Out side of that property was cozy , and beautiful.

Reviewed on Mar 22, 2026

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Tropical Zen Garden & Cottage Oasis Bliss!
Charming Guest House at Live Oaks on the Bayou

Charming Guest House at Live Oaks on the Bayou

Pensacola FL
9.8/10 Exceptional! (40 reviews)
Enjoyed my stay

Reviewed on Apr 4, 2026

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Charming Guest House at Live Oaks on the Bayou
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 CA $325 per night from Apr 12 to Apr 13
CA $325
CA $372 total
Apr 12 - Apr 13
includes taxes & fees
9.6/10 Exceptional! (2,967 reviews)
We love to stay here ! Super clean, friendly staff. It’s our home away from home ❤️

Reviewed on Apr 6, 2026

The Pensacola Beach Resort
See all 6,727 properties in Southeast 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.
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Frequently asked questions

How much does a Southeast Pensacola vacation package cost?
Our Southeast Pensacola vacation packages, which begin at just CA $936, are the perfect way to save loads of cash. Select your preferred hotels, flights and rental car to create a personalized getaway.
How do I get a cheap travel package to Southeast Pensacola?
Our Southeast Pensacola vacation packages promise plenty of savings for the savvy globetrotter. For the best deal, simply bundle your hotel, flights and extras (including tours) into a neat and tidy package. But great bargains are just the beginning of your next amazing adventure. Book with Expedia and and you'll have over 550 airlines and 1,000,000 properties around the world to pick from. Whatever your style or budget, there's a vacation package here just for you.
Where should I stay in Southeast Pensacola?
Urban explorers come from all corners of the globe to experience Pensacola Naval Air Station and Pensacola Bay Center in Southeast Pensacola. Book yourself a room within walking distance of these must-see attractions and visit them whenever you please.
What are the top hotels in Southeast Pensacola?
Reserve a room at Spacious Comfy Home 15 Mins To Pensacola Beach. It's one of the area's most sought-after properties. Another reputable option in Southeast Pensacola is Lloyd Land, A Restored 1940s East Hill Home.
How far in advance should I book my Southeast Pensacola vacation?
To bag cheap prices, book ASAP. Air carriers typically release flights, along with some of the lowest fares, up to 12 months in advance. Hotels, activities and car rental should also be booked well in advance so you can have the pick of the bunch. If you've decided on a last-minute getaway in Southeast Pensacola, there are always plenty of great deals to be had on Expedia. Check them out now!
What does an Expedia Southeast Pensacola travel package include?
You can choose from any combination of rental cars, hotels and flights. Once you've made your booking, you can add the fun stuff like tours and activities. Want to pick your airfare class? That's also possible. The choice is all yours when it comes to putting together your perfect Southeast Pensacola escape.
What should I know before booking a Southeast Pensacola travel package?
An Expedia travel package can be customized for your budget and is a fantastic way to stretch your dollars further. What you include is up to you. Rental cars, hotels and flights — choose any combination that works with your plans.
Can I choose my airline with a Southeast Pensacola Expedia vacation package?
Yes, you're in control. Expedia has access to more than 550 airlines worldwide, so you can tailor your Southeast Pensacola trip according to your travel preferences.
If I'm not able to travel, can I cancel my Southeast Pensacola vacation package?
Because we know life can be unpredictable, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your package in the last 24 hours, you may be able to change or cancel it free of charge. Your airline, hotel or car rental company may impose a fee if your booking is older than that.

Discover the most popular places to visit in Southeast Pensacola

Bayview Dog Beach Park

Bayview Dog Beach Park is just one of the places to see in Pensacola, so why not enjoy the other things to explore during your travels? Amble around the area's beaches or visit its shops.

Bayview Dog Beach Park

Barnes Shopping Center

During your visit to Brent, you can enjoy retail therapy at Barnes Shopping Center. Stroll along the beautiful beaches or experience the great live music in this family-friendly area.

Barnes Shopping Center

Things to do

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour

CA $53
per adult
98% of travellers recommend
Pensacola Beach Jolly Dolphin Cruise and Scenic Bay Tour
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola

CA $68
per adult
Dolphin & Scenic Bay Sightseeing Cruise Up to 49, Pensacola
Ghosts and Graveyard Tour of Pensacola

Ghosts and Graveyard Tour of Pensacola

CA $55
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.