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Gulf Highlands Vacation Packages

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Gulf Highlands Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Blackwater Inn

Blackwater Inn

2 out of 5
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this motel in Milton. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Southern Raceway and West Florida Railroad Museum are located nearby.
Romar Lakes 103B

Romar Lakes 103B

4 out of 5
per person
Apr 17 - Apr 20
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this 4-star business-friendly condo in Orange Beach. Enjoy free WiFi, free parking, and furnished balconies. Popular attractions The Wharf and Gulf State Park are located nearby.
Phoenix II Condos

Phoenix II Condos

4 out of 5
per person
Apr 17 - Apr 20
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this 4-star condo in Orange Beach. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions The Wharf and Gulf Shores Beach are located nearby.
Regency Inn

Regency Inn

2.5 out of 5
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this motel in Milton. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Dream Players Theatre and West Florida Railroad Museum are located nearby.
Phoenix IV Condos

Phoenix IV Condos

4 out of 5
per person
Apr 17 - Apr 20
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this 4-star beach condo in Orange Beach. Enjoy free WiFi, a fitness center, and parking (surcharge). Popular attractions The Wharf and Gulf State Park are located nearby.
Romar Lakes 104B

Romar Lakes 104B

4 out of 5
per person
Apr 17 - Apr 20
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this 4-star condo in Orange Beach. Enjoy free WiFi, free parking, and furnished balconies. Popular attractions The Wharf and Gulf Shores Beach are located nearby.
Harbor Place Condominiums by Hosteeva

Harbor Place Condominiums by Hosteeva

3 out of 5
per person
Apr 17 - Apr 20
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this 3-star condo in Orange Beach. Enjoy free WiFi, a beach locale, and parking (surcharge). Popular attractions The Wharf and Gulf State Park are located nearby.
Mariner Lakes Condos

Mariner Lakes Condos

4 out of 5
per person
Apr 17 - Apr 20
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Stay at this 4-star condo in Orange Beach. Enjoy free WiFi, parking (surcharge), and a garden. Popular attractions The Wharf and Gulf State Park are located nearby.

Gulf Highlands Vacation Packages 3-4 Night Stays

Price found within the past 48 hours. Click for updated prices.
Blackwater Inn

Blackwater Inn

2 out of 5
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Romar Lakes 103B

Romar Lakes 103B

4 out of 5
per person
Apr 17 - Apr 20
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Sugar Beach Condominiums

Sugar Beach Condominiums

2 out of 5
per person
Apr 17 - Apr 20
found 16 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Hampton Inn & Suites Navarre

Hampton Inn & Suites Navarre

2.5 out of 5
per person
Mar 26 - Mar 30
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)

Gulf Highlands Vacation Packages 5-7 Night Stays

Price found within the past 48 hours. Click for updated prices.
La Quinta Inn & Suites by Wyndham Panama City

La Quinta Inn & Suites by Wyndham Panama City

3 out of 5
per person
Mar 25 - Mar 30
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Country Inn & Suites by Radisson, Panama City, FL

Country Inn & Suites by Radisson, Panama City, FL

2.5 out of 5
per person
Mar 25 - Mar 30
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Best Western Plus Panama City Hotel

Best Western Plus Panama City Hotel

2.5 out of 5
per person
Mar 25 - Mar 30
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)
Hilton Garden Inn Panama City Airport

Hilton Garden Inn Panama City Airport

3 out of 5
per person
Mar 25 - Mar 30
found 18 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Pensacola (PNS)

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Frontier Airlines
Sat, Mar 1 - Wed, Mar 5
MIA
Miami Intl.
PNS
Pensacola Intl.
$116 Roundtrip, found 3 days ago
$116
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Mar 1 from Miami Intl. to Pensacola Intl., returning Wed, Mar 5, priced at $116 found 3 days ago
Frontier Airlines
Sat, Mar 1 - Tue, Mar 4
DFW
Dallas-Fort Worth Intl.
PNS
Pensacola Intl.
$121 Roundtrip, found 4 days ago
$121
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Mar 1 from Dallas-Fort Worth Intl. to Pensacola Intl., returning Tue, Mar 4, priced at $121 found 4 days ago
Spirit Airlines
Sun, Apr 6 - Tue, Apr 15
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$130 Roundtrip, found 2 hours ago
$130
Roundtrip
found 2 hours ago
Select Spirit Airlines flight, departing Sun, Apr 6 from O'Hare Intl. to Pensacola Intl., returning Tue, Apr 15, priced at $130 found 2 hours ago
Frontier Airlines
Tue, Mar 4 - Wed, Mar 5
MSP
Minneapolis - St. Paul Intl.
PNS
Pensacola Intl.
$141 Roundtrip, just found
$141
Roundtrip
just found
Select Frontier Airlines flight, departing Tue, Mar 4 from Minneapolis - St. Paul Intl. to Pensacola Intl., returning Wed, Mar 5, priced at $141 just found