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Callaway Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.

Wavecrest Lodge
Price was $826, price is now $660 per person
$660
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free breakfast, free WiFi, and a beach locale. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Okaloosa Island Beach and Boardwalk on Okaloosa Island are located nearby.
Staff and service were very friendly and helpful. Pool and path to the ocean maintained. We did have serval cockroaches in our room and saw some others around the hotel. They
Reviewed on Jul 27, 2026

The Pensacola Beach Resort
Save 100% on your flight
Price was $1,630, price is now $1,145 per person
$1,145
per person
Sep 18 - Sep 25
found 12 hours ago
Roundtrip flight included
Baltimore (BWI) to Pensacola (PNS)
Book a stay at this beach hotel in Pensacola Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Casino Beach and Pensacola Beach Boardwalk are located nearby.
Nice property and view of the beach. We had a great stay. If you head down to the lobby outside the restaurant before they open for breakfast, they usually have some hot coffee and complimentary donuts for resort guests for a short window, which was a nice and unexpected perk as restaurant doesn't open til 7am for breakfast.
We did head to the restaurant to grab dessert to-go one of the nights we stayed there and it took forever to make a strawberry shortcake which was honestly not very tasty. However, this was the least pleasant aspect of our stay so overall it was a great experience and resort cleanliness and ambience more than made up for the one anecdotal blemish of dessert.
We absolutely loved the Salty Rose and would go there even if we weren't resort guests. Best part of the whole place. Nice tropical beach bar where you can enjoy food and drinks and either take it with you back to the beach or dine there and stare at the beautiful ocean.
Reviewed on Jul 27, 2026

Landing Apartments - Freeport Near Santa Rosa Beach
Price was $1,001, price is now $764 per person
$764
per person
Aug 31 - Sep 6
found 11 hours ago
Roundtrip flight included
Baltimore (BWI) to Panama City (ECP)
Book a stay at this business-friendly apartment in Freeport. Enjoy free WiFi, free parking, and a fitness center. Popular attraction Windswept Dunes Golf Course is located nearby.
This was a very nice apartment for rent.”The Landing” is a company who rents apartments from a complex and furnishes the apartments to rent out for one night or for a month or more. Everything was spot on! Some places you rent for short term, they ask you to wash your bedding etc before leaving. None of that! It’s a very quiet community, dog park, pool. However, you cannot get help from the apartment complex with your codes etc. It’s a sublet apartment. Codes and wifi you must contact “The Landing” and not Expedia or the “Arcadia apartment office”
When you check in to the Landing online, they will take you through everything. Thankfully I did screenshot each page I checked because I was never able to access their app that they ask you to download and use. You need to save the key code for the front door that you are given. Save it because everytime you need to go in the building, you must use. Then you will have a code for your apartment door.
The door has a “smart door lock”. We had never seen one of these. We were totally stumped at first. They don’t explain it. It’s an all black door knob and all you need to do is touch the knob and it will light up with white numbers like a clock and you punch in the code to the apartment. You do need to turn the deadbolt away from the door jam to unlock. When you leave, make sure you deadbolt the door.
Reviewed on Apr 30, 2026

Landing Modern 1BD in Warrington
Price was $1,405, price is now $1,106 per person
$1,106
per person
Sep 4 - Sep 10
found 22 hours ago
Roundtrip non-stop flight included
Indianapolis (IND) to Pensacola (PNS)
Stay at this apartment in Pensacola. Enjoy an outdoor pool, a fitness center, and an in-room coffeemaker. Popular attractions National Museum of Naval Aviation and Johnson Beach are located nearby.

Sundrift Inn
Price was $869, price is now $684 per person
$684
per person
Sep 10 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Baltimore (BWI) to Pensacola (PNS)
Book a stay at this beach hotel in Fort Walton Beach. Enjoy free WiFi, a beach locale, and a fitness center. Popular attractions Destin Harbor Boardwalk and Okaloosa Island Beach are located nearby.
everything was good ...my only complaint was the woman working the counter at the itialin bristro..whe was not friendly at all
looked as if she was Nigerian maybe but not friendly at all
Reviewed on Jul 26, 2026

Portofino Island Resort
Price was $1,905, price is now $1,510 per person
$1,510
per person
Oct 7 - Oct 12
found 1 day ago
Roundtrip non-stop flight included
Indianapolis (IND) to Pensacola (PNS)
Book a stay at this beach aparthotel in Pensacola Beach. Enjoy free WiFi, free parking, and 8 outdoor pools. Our guests praise the property condition in our reviews. Popular attractions Pensacola Beach Boardwalk and Casino Beach are located nearby.
Pool staff and location
Reviewed on Jul 20, 2026

Panama City Resort & Club by VRI Americas
Price was $988, price is now $784 per person
$784
per person
Aug 31 - Sep 6
found 11 hours ago
Roundtrip flight included
Baltimore (BWI) to Panama City (ECP)
Book a stay at this beach aparthotel in Panama City Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Our guests praise the helpful staff in our reviews. Popular attractions Pier Park and Panama City Beaches are located nearby.
I absolutely loved my stay! Everything was perfect from the moment I arrived. The room was spotless, the ocean view was breathtaking, and the beach was just steps away. The staff was kind, friendly, and made me feel very welcome. It was peaceful, comfortable, and exactly what I needed. I would definitely come back and highly recommend this place to anyone looking for a wonderful beach vacation. 🌊🌴
Reviewed on Jul 20, 2026

Landing Furnished Apartments - Orange Beach
Price was $1,270, price is now $1,011 per person
$1,011
per person
Oct 14 - Oct 18
found 1 day ago
Roundtrip non-stop flight included
Oklahoma City (OKC) to Pensacola (PNS)
Stay at this apartment in Orange Beach. Enjoy free parking, a beach locale, and a 24-hour fitness center. Popular attractions Orange Beach Beaches and The Wharf are located nearby.
The check-in process and automatic locks at the property were very confusing. I could not get through to an actual person.
Also, the access to the beach is not nearly as close as it looks on a map.
Other than that, it’s a beautiful property, with nice accommodations.
Reviewed on Jul 1, 2026
Callaway Vacation Packages 3-4 Night Stays
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Callaway Vacation Packages 5-7 Night Stays
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Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Thu, Aug 27 - Thu, Sep 3
ATL
Hartsfield-Jackson Atlanta Intl.
VPS
Northwest Florida Regional
$198 Roundtrip, found 19 hours ago
$198
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found 19 hours ago

Fri, Oct 23 - Sat, Oct 24
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PNS
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$199 Roundtrip, found 12 hours ago
$199
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Sat, Sep 5 - Sat, Sep 12
MIA
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PNS
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$213 Roundtrip, found 14 hours ago
$213
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found 14 hours ago

Tue, Sep 15 - Wed, Sep 23
MSP
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VPS
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$231 Roundtrip, found 1 hour ago
$231
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