Southwind Vacations

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    Save up to NT$5,067 when you book a flight and hotel together*
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Where to stay in Southwind

Find the best Southwind areas and neighborhoods for the activities you enjoy most. Learn more about Southwind
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

Southwind Hotel Deals

Surf & Sand Hotel
Surf & Sand Hotel
2 out of 5
40 Fort Pickens Road, Pensacola Beach, FL
Fully refundableReserve now, pay when you stay
8.6/10 Excellent! (2,606 reviews)
Amazing hotel
"We had such a great time! Staff is friendly, informative, and accommodating. Only wish we could’ve stayed longer. We were most impressed with the variety of amenities. Having so many options at our disposal was convenient. So much to do so little time! We will definitely be coming back!"

Reviewed on 2025/7/11

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Surf & Sand Hotel
Quality Inn & Suites Pensacola Bayview
Quality Inn & Suites Pensacola Bayview
2.5 out of 5
7601 Scenic Highway, Pensacola, FL
Fully refundableReserve now, pay when you stay
The price is NT$2,182 per night from Aug 3 to Aug 4
NT$2,182
NT$2,455 total
Aug 3 - Aug 4
includes taxes & fees
7/10 Good! (1,015 reviews)
Very comfortable stay
"Staff is very friendly and efficient. They catered to our needs and seemed concerned about our comfort. The room was clean and the A/C kept the room very comfortable. Bed was comfortable with plenty of pillows. Plenty of towels in the bathroom. Everything was very clean."

Reviewed on 2025/7/13

Quality Inn & Suites Pensacola Bayview
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 NT$7,862 per night from Aug 10 to Aug 11
NT$7,862
NT$8,945 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (2,317 reviews)
"Great View"

Reviewed on 2025/7/14

The Pensacola Beach Resort
See all 13,184 properties in Southwind
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 Southwind vacation package cost?
Tailor make your Southwind package from as little as . Choose from any combination of flights, hotels and rental cars to build the escape you've been dreaming about. Don't forget to add on a few experiences or activities!
How do I get a cheap travel package to Southwind?
Bundling your hotel and flight with Expedia won't just save you time --- it'll save you a pretty penny too. A Southwind vacation package makes it easy to create the perfect trip. With more than 550 airlines worldwide to select from, finding convenient flights that fit your busy schedule won't be a problem. In addition to that, we have over 1,000,000 properties globally to pick from. Talk about choice! Whatever your budget, Expedia will help show you the world.
Where should I stay in Southwind?
Urban explorers come from all corners of the globe to see Pensacola Naval Air Station and Pensacola Bay Center in Southwind. Stay within walking distance of these popular attractions and visit them at your leisure.
How far in advance should I book my Southwind vacation?
Reward yourself with the biggest variety at the cheapest prices by booking your vacation to Southwind early. Airlines typically advertise flights anywhere up to 12 months in advance, so start your planning ASAP. That being said, Expedia is constantly working to give you the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Southwind travel package include?
You can select from any combination of rental cars, hotels and flights. Once you've made your booking, you can add the fun stuff like activities and experiences. Want to pick your airfare class? That's also easy to do. The choice is yours when it comes to planning your perfect Southwind getaway.
What should I know before booking a Southwind travel package?
We already have low prices. However, you'll snap up even more savings if you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Southwind Expedia vacation package?
Yes --- and it's simple too. Expedia has access to more than 550 partner airlines all over the world. Our packages give you the flexibility to pick from available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Southwind vacation package?
Whether it's your hotel or flight, you can cancel or amend it. Booked your Southwind vacation package in the last 24 hours? You may be able to make changes or cancellations at no cost. For bookings older than that, you may be charged a fee by your hotel, airline or car rental company. For more details, look up our Customer Service Portal. We're here to help you every step of the way.

Discover the most popular places to visit in Southwind

National Museum of Naval Aviation which includes interior views

National Museum of Naval Aviation

5/5(488 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
Rosemary bread with garlic olive oil dipping sauce. Yum

Cordova Mall

4/5(483 reviews)

During your visit to Pensacola, you can browse for the perfect souvenirs at Cordova Mall. Stroll along the beautiful beaches or attend a sporting event in this family-friendly area.

Cordova Mall
Historic Pensacola Village which includes street scenes and a house as well as a small group of people

Historic Pensacola Village

4.5/5(417 reviews)

You can study the exhibits at Historic Pensacola Village, a museum with a storied past, during your trip to Pensacola. Amble around this family-friendly area's beautiful beaches or experience its great live music.

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