Gulf Highlands Vacation Packages for 2025
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Gulf Highlands Flight + Hotel packages
Price found within the past 48 hours. Click for updated prices.
Fairfield by Marriott Inn & Suites Pensacola Pine Forest
Northwest Pensacola
Price was $765, price is now $639 per person
$639
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Five Flags Speedway and DeLuna Lanes Bowling Center are located nearby.
The Island Resort at Fort Walton Beach
Okaloosa Island
Price was $1,013, price is now $782 per person
$782
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
Stay at this 4-star beach resort in Fort Walton Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the breakfast and the pool in our reviews. Popular attractions Okaloosa Island Beach and HarborWalk Village are located nearby.
The Pensacola Beach Resort
Villa Sabine
Price was $1,096, price is now $894 per person
$894
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) 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 Pensacola Beach Gulf Pier and Casino Beach are located nearby.
SpringHill Suites Pensacola
Price was $808, price is now $678 per person
$678
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
Book a stay at this business-friendly hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions University Town Plaza and Cordova Mall are located nearby.
Hyatt Place Pensacola Airport
Northeast Pensacola
Price was $838, price is now $709 per person
$709
per person
Nov 22 - Nov 28
found 1 day ago
Roundtrip non-stop flight included
Cleveland (CLE) to Pensacola (PNS)
Stay at this 3-star eco-certified hotel in Pensacola. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Roger Scott Athletic Complex and Cordova Mall are located nearby.
Homewood Suites by Hilton Mobile Airport-University Area
Price was $811, price is now $695 per person
$695
per person
Nov 23 - Nov 28
found 10 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Mobile (MOB)
Stay at this 3-star business-friendly hotel in Mobile. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Bowlero Mobile and Mitchell Center are located nearby.
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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.
Fri, Oct 31 - Sat, Nov 8
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$154 Roundtrip, found 4 days ago
$154
Roundtrip
found 4 days ago
Sat, Nov 1 - Thu, Nov 6
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$211 Roundtrip, found 4 days ago
$211
Roundtrip
found 4 days ago
Mon, Nov 3 - Thu, Nov 6
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$242 Roundtrip, found 4 days ago
$242
Roundtrip
found 4 days ago
Sat, Nov 1 - Thu, Nov 6
ORD
O'Hare Intl.
PNS
Pensacola Intl.
$259 Roundtrip, found 4 days ago
$259
Roundtrip
found 4 days ago
Mon, Jun 29 - Mon, Jul 6
BWI
Baltimore Washington Intl. Thurgood Marshall
PNS
Pensacola Intl.
$387 Roundtrip, found 1 day ago
$387
Roundtrip
found 1 day ago