Pensacola, FL, USA

Pensacola, FL, USA

We found 2,276 vacation rentals — enter your dates for availability

Search
Magnifiercirclex

Find the best place to stay — Pensacola

Be the latest in a long line of invaders

Pensacola isn't the sort of place you only visit once. It's known as "the city of the 5 flags," thanks to the number of different colonial and domestic powers that have conquered it over the years—and now it's your turn, with a Pensacola vacation rental. Pensacola's full of history and grand colonial architecture, and many vacationers will want to lose themselves in its old historic streets or spend hours nosing round its many museums. But it's also a lively, modern city with plenty of dining and nightlife options. And don't even get us started on those white sand beaches.

The beaches round here are like white sugar

Like your beaches wide and your sand pearly white? Well, you're in luck—Pensacola Beach is just outside city limits, and is popular with locals and tourists alike. For somewhere a bit quieter, you might want to try Perdido Key, a little farther out. Apart from that, Pensacola is a handsome city with several historic districts, and is great for sightseeing, especially if you book yourself onto one of the guided walking tours. Another feature of a Pensacola vacation rental is the full program of festivals and events, covering everything from seafood and live music to art and comics.

Take a ride into the danger zone, Maverick

Fancy seeing how those flyboys did things back in the day? Pay a visit to the National Naval Aviation Museum, where you can also pose in front of an F-14 in your Ray Bans like you're Tom Cruise in Top Gun. If you're more artistically minded, you might want to spend some time in the Pensacola Museum of Art, set in the old city jail. And to really get to grips with Pensacola's past, head to the Historic Pensacola Village in the Downtown area, with museums covering local history, commerce, and industry.

Hold up! Step away from that heavy parka!

Whatever time of year you book your Pensacola vacation rental, you're unlikely to need more than a light jacket. Summers are long, hot, and wonderfully lazy. The coastal location means the heat rarely gets too much, but it can be humid, and you can expect the air to clear itself out with fairly frequent thunderstorms. Winters are mild and comparatively drier, while spring and fall can be great times to book a Pensacola vacation rental. And the one item that needs to go in your suitcase before anything else? An umbrella. Pensacola can see rain at any time of year.

Panhandling for awesome vacations in Pensacola

Your Pensacola vacation rental will stick you right out on the end of the Florida Panhandle, with the Alabama border just a 20-minute drive from downtown Pensacola. It's on the Gulf Coast, but set between the city and the Gulf of Mexico is Santa Rosa Island, home to the Pensacola Beach community. This natural barrier gives beachgoers some interesting options, with fresher breezes and sea views on one side of the island, and safer, more sheltered waters on the other. Whatever beach you pick, you can bank on white sand and warm waters.