Southwind Holidays

  • Plan, book, travel with confidence

  • payments icon
    Better together
    Save up to €185 when you book a flight and hotel together*
    lob hotels icon
    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
    lob packages icon
    Rest easy
    Plan, book, and manage your trip all in one place
Price found within the past 48 hours. Click for updated prices.
 The Pensacola Beach Resort

Where to stay in Southwind

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

Top hotels in Southwind

 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 €161 per night from 23 Feb to 24 Feb
€161
includes taxes & fees
23 Feb - 24 Feb
9/10 Wonderful! (1,978 reviews)
"Awesome property, sea front view is beautiful."

Reviewed on 20 Feb 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 €102 per night from 27 Feb to 28 Feb
€102
includes taxes & fees
27 Feb - 28 Feb
8.6/10 Excellent! (2,160 reviews)
"The room was clean and well equipped. The breakfast was very good and the service was excellent. There was a lot of noise every evening from the bar across the road which was the only problem with the place."

Reviewed on 19 Feb 2025

Surf & Sand Hotel
Perdido Beach Resort
Perdido Beach Resort
3.5 out of 5
27200 Perdido Beach Blvd, Orange Beach, AL
Fully refundableReserve now, pay when you stay
The price is €165 per night from 24 Feb to 25 Feb
€165
includes taxes & fees
24 Feb - 25 Feb
9.6/10 Exceptional! (1,609 reviews)
"The e-bikes were awesome and free! The property was very clean too!"

Reviewed on 20 Feb 2025

Perdido Beach Resort
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 holiday package cost?
Tailor make your Southwind package from as little as €789. 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 holiday 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 Centre 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 holiday?
Reward yourself with the biggest variety at the cheapest prices by booking your holiday 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 holiday!
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 holiday 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 holiday package?
Whether it’s your hotel or flight, you can cancel or amend it. Booked your Southwind holiday 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.

Popular places to visit

Things to do

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