Search Deals onSouthwest Alabama Vacation Packages
Southwest Alabama Flight + Hotel Packages
Price found within the past 48 hours. Click for updated prices.
Hibiscus Coffee & Guesthouse
Price was $997, price is now $745 per person
$745
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Fort Walton Beach (VPS)
Stay at this B&B in Santa Rosa Beach. Enjoy free WiFi, free parking, and 3 beach bars. Popular attractions Seaside Beach and Grayton Beach State Park are located nearby.
This is a great place to stay! We loved it was in walking distance of great restaurants and beach. We will stay here again!! Quaint, quirky vibe that really works!! Not a single complaint!
Reviewed on Aug 20, 2026
The Cabins at Gulf State Park
Save 100% on your flight
Price was $1,853, price is now $1,335 per person
$1,335
per person
Sep 22 - Sep 28
found 15 hours ago
Roundtrip flight included
Dallas (DFW) to Pensacola (PNS)
Book a stay at this business-friendly cabin in Gulf Shores. Enjoy free WiFi, free parking, and a free beach shuttle. Popular attractions Gulf Shores Beach and Gulf State Park are located nearby.
The Salty Pearl by Avantstay Sleeps 18 + Pool + Hot Tub + Wet Bar Walk to the Beach + Dining
Save 100% on your flight
Price was $2,832, price is now $2,087 per person
$2,087
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Fort Walton Beach (VPS)
Stay at this cottage in Santa Rosa Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Santa Rosa Beach and Blue Mountain Beach are located nearby.
WaterSound Inn
Save 100% on your flight
Price was $2,255, price is now $1,664 per person
$1,664
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Fort Walton Beach (VPS)
Book a stay at this golf hotel in Santa Rosa Beach. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Alys Beach and Seaside Beach are located nearby.
Monarch by Avantstay Stunning Estate 1 Block to Beach, Swim Up Bar, Hot Tub, & Rooftop Views
Save 100% on your flight
Price was $3,628, price is now $2,682 per person
$2,682
per person
Nov 1 - Nov 7
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Fort Walton Beach (VPS)
Book a stay at this beach cottage in Destin. Enjoy free parking, a beach locale, and concierge services. Popular attractions Destin Beaches and Destin Commons are located nearby.
3 Blocks to Beach Sleeps 19 Pool, Spa & Golf Cart in Gulf Place
Save 100% on your flight
Price was $3,295, price is now $2,453 per person
$2,453
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Fort Walton Beach (VPS)
Book a stay at this family-friendly cottage in Santa Rosa Beach. Enjoy free parking, a beach locale, and balconies. Popular attractions Seaside Beach and Santa Rosa Beach are located nearby.
Woodland Shores by Avantstay Sleeps 22 Massive Pool + Spa Golf Cart + Game Room + BBQ Near Seaside
Save 100% on your flight
Price was $3,142, price is now $2,339 per person
$2,339
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Fort Walton Beach (VPS)
Stay at this cottage in Santa Rosa Beach. Enjoy free parking, a beach locale, and a pool table. Popular attractions Santa Rosa Beach and Blue Mountain Beach are located nearby.
Landing Furnished Apartments - Orange Beach
Save 100% on your flight
Price was $1,259, price is now $958 per person
$958
per person
Oct 3 - Oct 8
found 11 hours ago
Roundtrip flight included
Dallas (DFW) 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.
Property was beautiful and clean. We were ten minutes away from the beach. The staff were friendly and very helpful. I would definitely recommend this place to book.
Reviewed on Aug 17, 2026
Southwest Alabama Vacation Packages 3-4 Night Stays
Price found within the past 48 hours. Click for updated prices.
Southwest Alabama Vacation Packages 5-7 Night Stays
Price found within the past 48 hours. Click for updated prices.
The Salty Pearl by Avantstay Sleeps 18 + Pool + Hot Tub + Wet Bar Walk to the Beach + Dining
Dune Allen Beach
Save 100% on your flight
Price was $2,832, price is now $2,087 per person
$2,087
per person
Nov 7 - Nov 13
found 1 day ago
Roundtrip non-stop flight included
Chicago (CHI) to Fort Walton Beach (VPS)
Top Flight Deals
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Sun, Oct 18 - Sun, Oct 25
ATL
Hartsfield-Jackson Atlanta Intl.
PNS
Pensacola Intl.
$193 Roundtrip, just found
$193
Roundtrip
just found
Sun, Sep 6 - Thu, Sep 10
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$235 Roundtrip, found 1 day ago
$235
Roundtrip
found 1 day ago
Sat, Sep 19 - Sat, Sep 26
MSP
Minneapolis - St. Paul Intl.
PNS
Pensacola Intl.
$240 Roundtrip, found 4 days ago
$240
Roundtrip
found 4 days ago
Sat, Sep 12 - Sat, Sep 26
DFW
Dallas-Fort Worth Intl.
MOB
Mobile Regional
$248 Roundtrip, found 3 days ago
$248
Roundtrip
found 3 days ago
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