Pensacola Beach Vacations

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Pensacola Beach Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
Wavecrest Lodge

Wavecrest Lodge

Okaloosa Island
$798
per person
Nov 25 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.
Sundrift Inn

Sundrift Inn

Okaloosa Island
$922
per person
Nov 25 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Fort Walton Beach. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.
Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base

Home2 Suites by Hilton Fort Walton Beach Eglin AirForce Base

Kenwood
$817
per person
Nov 25 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
Stay at this hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Okaloosa Island Beach and Fort Walton Beach Golf Club are located nearby.
We booked this hotel after we canceled our other hotel right before Hurricane Isias. I am so glad we did! The property is well maintained. Lobby is wonderfully appointed. It smells AMAZING! If you dont want to wonder out, the bar serves food! The rooms are nicely done and spacious. It was three of us and we did not feel as if we were cramped! We will definitely book here again!

Reviewed on Oct 18, 2026

Waters Edge #213- Sea Dreams

Waters Edge #213- Sea Dreams

Okaloosa Island
$1,217
per person
Nov 25 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
Stay at this condo in Fort Walton Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.
Destin West Bayside Heron 507- A Wave From It All

Destin West Bayside Heron 507- A Wave From It All

Okaloosa Island
$1,181
per person
Nov 25 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
Stay at this condo in Fort Walton Beach. Enjoy free parking, balconies, and cable/satellite TV service. Popular attractions Destin Beaches and Okaloosa Island Beach are located nearby.
Sea Dunes 603

Sea Dunes 603

Okaloosa Island
$1,175
per person
Nov 25 - Nov 30
found 4 hours ago
Roundtrip non-stop flight included
Chicago (CHI) to Pensacola (PNS)
Stay at this condo in Fort Walton Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Okaloosa Island Beach and Miracle Strip are located nearby.
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Pensacola Beach Vacation Packages

Hoping to save both time and money on your next holiday to Pensacola Beach? Well, AARP Travel Center Powered by Expedia® is here to help. We're here to book everything you'll need to make your Pensacola Beach trip one to remember. With only a few clicks, you can select the best vacation package for you. We have a huge choice of accommodations and flight, as well as Pensacola Beach activities to choose from.

Pensacola Beach Hotels

You can choose from around 1930 hotels. Whether you want to stay in the heart of the city or pick a spot that is near all the Pensacola Beach hot spots, we have plenty of options available.

    Check out the verified accommodation reviews on the AARP Travel Center to help you decide.
  • It will be easy to pick a fantastic hotel, as most accommodations in Pensacola Beach have a flawless overall score of 5 stars
  • You should have no problems relaxing after a sight-seeing filled day, as these hotels have an outstanding 5 star rating for room comfort.
  • With a 5 star rating for room service and housekeeping, you know that you'll only be getting the best during your vacation
  • The immaculate grounds of the area's hotels also got sky-high marks

With AARP Travel Center's Pensacola Beach hotel packages, you not only get a great rate on your flight, but also a great place to stay.

Things to do in Pensacola Beach

People from all over make this city their vacation destination, and with good reason. A little curiosity and asking the right people, like your hotel's concierge, goes a long way into having a unique experience.

If you are looking for picturesque views and to hear water lapping the shore, you won't have to go far. Pensacola Beach's Pensacola Beach Fishing Pier offers the opportunity for a lovely stroll near the shore, or to do a little fishing and hook the big one.

The AARP Travel Center "Things to Do" page has more great activities that you can book.

Package Your Pensacola Beach Vacation and Save

With so much going on in Pensacola Beach, you'll be wanting to plan your outings, not devoting time to searching for the hotel with the lowest rate. The AARP Travel Center Powered by Expedia® allows you to quickly get everything you want, and save some cash on your vacation. You can plan your entire trip, including activities in Pensacola Beach from just one place. The hardest packing you'll have to do is for your suitcase. Bundle now and save!

Top Hotel Deals

 The Pensacola Beach Resort

The Pensacola Beach Resort

165 Fort Pickens Road Pensacola Beach FL
0.14 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the pool and the helpful staff in ...
Surf & Sand Hotel

Surf & Sand Hotel

40 Fort Pickens Road Pensacola Beach FL
0.63 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and free bicycles on site. Our guests praise the breakfast and the pool ...
Paradise inn

Paradise inn

21 Via De Luna Dr Pensacola Beach FL
1.53 km from city center
Book a stay at this beach motel in Pensacola Beach. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Pensacola Beach Boardwalk and The ...
Fairfield Inn & Suites by Marriott Pensacola Beach

Fairfield Inn & Suites by Marriott Pensacola Beach

16 Via de Luna Dr Pensacola Beach FL
1.35 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our ...
Holiday Inn Resort Pensacola Beach by IHG

Holiday Inn Resort Pensacola Beach by IHG

14 Via De Luna Drive Pensacola Beach FL
1.25 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, a beach locale, and breakfast (surcharge). Our guests praise the pool and the helpful staff ...
Hampton Inn Pensacola Beach

Hampton Inn Pensacola Beach

2 Via De Luna Drive Pensacola Beach FL
1.03 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and 2 outdoor pools. Our guests praise the breakfast and the pool in our ...
Hilton Pensacola Beach

Hilton Pensacola Beach

12 Via De Luna Dr Pensacola Beach FL
1.17 km from city center
Book a stay at this beach resort in Pensacola Beach. Enjoy 2 outdoor pools, 2 restaurants, and a beach locale. Our guests praise the pool and the helpful staff ...
Holiday Inn Express Pensacola Beach by IHG

Holiday Inn Express Pensacola Beach by IHG

333 Fort Pickens Road Pensacola Beach FL
0.28 km from city center
Book a stay at this beach hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
SpringHill Suites Pensacola Beach

SpringHill Suites Pensacola Beach

24 Via De Luna Dr Pensacola Beach FL
0.78 km from city center
Stay at this hotel in Pensacola Beach. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Regency Towers by Southern Vacation Rentals

Regency Towers by Southern Vacation Rentals

1600 Via De Luna Drive Pensacola Beach FL
5.2 km from city center
Book a stay at this beach condo in Pensacola Beach. Enjoy free parking, a beach locale, and furnished balconies. Popular attractions Pensacola Beach Boardwalk ...
Portofino Island Resort

Portofino Island Resort

10 Portofino Drive Pensacola Beach FL
6.88 km from city center
Book a stay at this spa aparthotel in Pensacola Beach. Enjoy free WiFi, free parking, and 8 outdoor pools. Our guests praise the property condition in our reviews. ...
Beach Club Resort Residence and Spa

Beach Club Resort Residence and Spa

18 Via De Luna Pensacola Beach FL
1.46 km from city center
Book a stay at this luxury aparthotel in Pensacola Beach. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Pensacola Beach Boardwalk ...
Regency Cabanas by Southern Vacation Rentals

Regency Cabanas by Southern Vacation Rentals

1500 Via De Luna Drive Pensacola Beach FL
5.03 km from city center
Book a stay at this golf vacation home in Pensacola Beach. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Pensacola Beach Boardwalk and ...
Regency Towers II by Southern Vacation Rentals

Regency Towers II by Southern Vacation Rentals

1600 Via De Luna Drive Pensacola Beach FL
5.15 km from city center
Book a stay at this beach condo in Pensacola Beach. Enjoy a beach locale, furnished balconies, and an in-room coffeemaker. Popular attractions Pensacola Beach ...
Emerald Isle

Emerald Isle

22 Via De Luna Dr. Pensacola Beach FL
1.66 km from city center
Book a stay at this beach condo in Pensacola Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Popular attractions Pensacola Beach Boardwalk and Casino ...
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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.

Top Flight Deals

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sun Country Airlines
Frontier Airlines
American Airlines
Delta
Sat, Nov 7 - Tue, Nov 17
MSP
Minneapolis - St. Paul Intl.
VPS
Northwest Florida Regional
$298
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Nov 7 from Minneapolis - St. Paul Intl. to Northwest Florida Regional, returning Tue, Nov 17, priced at $298 found 2 days ago
United
Wed, Dec 2 - Mon, Dec 21
MSP
Minneapolis - St. Paul Intl.
PNS
Pensacola Intl.
$339
Roundtrip
found 5 days ago
Select United flight, departing Wed, Dec 2 from Minneapolis - St. Paul Intl. to Pensacola Intl., returning Mon, Dec 21, priced at $339 found 5 days ago