Highland City Holidays
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Price found within the past 48 hours. Click for updated prices.
Landing Apartments - Northwest Pensacola
Northwest Pensacola
€697
per person
9 Oct - 11 Oct
found 1 day ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
9.2/10 Wonderful! (27 reviews)
Property was beautiful clean. Just hated I was there for six days and the pool was only open 1 day. That was my reason for choosing this place. I most likely will not stay again for that reason. Spoke to on site staff and none could tell us why pool was closed or when it would reopen huge inconvenience. Drove all the way from Michigan 15 hours for that amenities to enjoy the week with my child in the Navy just overall a not so great experience. Be prepared to park far away from your designated spot as people had guest all week and the spot in front of our residence was always occupied at front door and in the rear.
Reviewed on 22 Aug 2026
Hilton Garden Inn Pensacola Downtown
Southeast Pensacola
€771
per person
9 Oct - 11 Oct
found 1 day ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
9.4/10 Exceptional! (292 reviews)
Our stay was 3 days, 2 nights. We were told that our room would be visited by house services but it was not. A let down after a day of fun and sightseeing. The customer service from all of the employees was top notch. I have never been treated so well while on vacation. These folks could teach the Disney folks a thing or two on customer service, in my book, that’s saying alot. Absolutely outstanding!
Reviewed on 28 Aug 2026
Landing Apartments - North Central Pensacola
€706
per person
9 Oct - 11 Oct
found 1 day ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
10/10 Exceptional! (12 reviews)
Amenities were solid (gym, swimming pool, filtered water machine, clubhouse). Nice apartment overall, able to cook and WFH with no issue. Parking was ample, residents were friendly. Will definitely be staying here again.
Reviewed on 16 Aug 2026
Landing Apartments Pensacola - Belleview Heights
€701
per person
9 Oct - 11 Oct
found 1 day ago
Return flight included
Chicago (ORD) to Pensacola (PNS)
2/10 (1 review)
We had an infestation of ants all over the apartment. We had them in the bed on the coach in the kitchen crawling all over the floor. We had to go and buy some mop cleaner to try to get them out of the kitchen. The property was pretty but the actually air b n b was a night mare. We got bitten by ants.
Reviewed on 24 May 2026
Where to stay in Highland City
Find the best Highland City areas and neighborhoods for the activities you enjoy most. Learn more about Highland City
Bunkers Cove
1 out of top 10 points of interest in this area
Though Bunkers Cove may not have many top sights, you can venture to the surrounding area to see attractions like Panama City Marina and Eleventh Street Shopping Center.
Downtown Panama City
1 out of top 10 points of interest in this area
If you're spending some time in Downtown Panama City, Panama City Marina and St. Andrews Bay are top sights worth seeing.
Bay VIew Addition
If you're looking for some top things to see and do in Bay VIew Addition and surrounding area, you can visit Port Panama City and Naval Support Activity Panama City.
St Andrews
If you're looking for some top things to see and do in St Andrews and surrounding area, you can visit Port Panama City and Eleventh Street Shopping Center.
Gulf Coast Development
When in Gulf Coast Development, you can plan a visit to Panama City Marina and Eleventh Street Shopping Center, some noteworthy sights in the nearby area.
Top hotels in Highland City
Palmetto Beachfront Hotel, a By the Sea Resort
17255 Front Beach Road Panama City Beach FL
Fully refundableReserve now, pay when you stay
€49
30 Aug - 31 Aug
includes taxes & fees
7.8/10 Good! (2,876 reviews)
"Balconies are nice , all hours pools is great"
Reviewed on 28 Aug 2026
Chateau Beachfront Hotel, A By The Sea Resort
12525 Front Beach Rd Panama City Beach FL
Fully refundableReserve now, pay when you stay
€62
30 Aug - 31 Aug
includes taxes & fees
7/10 Good! (2,100 reviews)
"Had a terrific time here. I would come back again and recommend to friends and families."
Reviewed on 28 Aug 2026
Boardwalk Beach Hotel
9600 S Thomas Dr Panama City Beach FL
Fully refundableReserve now, pay when you stay
€65
28 Sept - 29 Sept
includes taxes & fees
6.8/10 (2,584 reviews)
"Check-in is very late; it is an old hotel that needs renovation; there is no breakfast."
Reviewed on 28 Aug 2026
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.
Frequently asked questions
How much does a Highland City holiday package cost?
The cheapest Highland City package is €697, so your dream getaway can become a reality — without the high price tag. Bundle flights, hotels and car rentals to build a package that suits your travel style.
How do I get a cheap travel package to Highland City?
If you love landing a bargain, combine your bookings into a Highland City holiday package. Whether you're looking for flights, hotels, activities or rental cars, you can browse and book them all in one place. You'll have lots of choice at your fingertips as well. Expedia has more than 550 partner airlines and 1,000,000 properties worldwide to take your pick of. Fly with who you prefer, stay where you like and save precious dollars — now that's the ideal getaway!
Where should I stay in Highland City?
Make sightseeing a breeze by staying within walking distance of Highland City's iconic attractions. Tyndall Air Force Base Visitor Centre and Panama City Mall are two of the best in this neighbourhood.
How far in advance should I book my Highland City holiday?
While prices change from time to time, we generally advise booking your seats as soon as possible. Many international airfares are available on Expedia up to 12 months in advance. If you're booking late, you may still get lucky. Cheap journeys to Highland City sometimes appear just weeks before departure.
What does an Expedia Highland City travel package include?
With Expedia, you can select any combination of flights, hotels and car rentals to build your ideal Highland City package. Once you've made your booking, you can add on the fun stuff like activities and tours. Remember, the more you bundle, the more you stand to save!
What should I know before booking a Highland City travel package?
Locking in all the parts of your escape together is one of the easiest ways to save. Combine your flights, car rentals and hotels into a convenient package. But you're not limited to hotels. Expedia offers all types of properties, including holiday rentals like oceanfront condos and spacious residences. You've got choices galore!
Can I choose my airline with a Highland City Expedia holiday package?
Yes — and it's easy too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to take your pick of available flight, hotel or activity options that suit you.
If I'm not able to travel, can I cancel my Highland City holiday package?
We totally understand — life doesn't always go according to plan. If you've locked in a Highland City holiday package and need to amend or cancel it, we're here to help. It's always worth checking out our Customer Service Portal first for information. But generally, if you've booked your package within 24 hours, you may be able to change your itinerary for free. If it's more than 24 hours, your airline, hotel or car rental company may impose a fee.
Things to do
Sunset Cruise with Good Jibez Only in Panama City Beach
€39
per adult
98% of travellers recommend
Scream Machine l - Xtreme Thrill Ride at Panama City Beach
€60
per adult
72% of travellers recommend
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.