Pensacola holiday homes, FL, USA: holiday houses & more

Find the perfect place for you stay in Pensacola by choosing from 1247 houses, 1724 flats and other holiday rentals. Whether you’re staying in a holiday home with friends, family or just with your pet, you'll find the amenities that you need and want, which might include a pool and a washer and dryer. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including accessible or non-smoking choices.

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Find the best place to stay - Pensacola

Tranquil! Amazing! Immaculate! Unique! Great value!10 stars! Dock your boat!!

Sleeps 4 · 2 bedrooms · 1 bathroom

Seascape on Perdido Key, Beach FL and Bay Front home! Heated/Private Pool!

Sleeps 20 · 6 bedrooms · 6 bathrooms

Peace of mind
Our Book with Confidence guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

The beachside setting of Pensacola is ready to explore

Come and experience Pensacola and its live music, theatre scene and history. Renowned for its beaches, seafood restaurants and hockey games, this city welcomes all visitors. Many rental homes come with outdoor spaces, separate dining areas and full kitchens, perfect if you want to enjoy some home-cooked meals.

Activities and attractions in Pensacola

Do you want to discover attractions to visit in the city? Venture out of your cosy holiday rental and experience everything that makes Pensacola a one-of-a-kind holiday spot. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

Blue Wahoos Ballpark (1.2 mi / 1.9 km)
Splash City Adventures (5.3 mi / 8.6 km)
Big Lagoon State Park (13.8 mi / 22.2 km)
Gulf Breeze Zoo (14 mi / 22.5 km)
Orange Beach Golf Center (25 mi / 40.2 km)
Adventure Island (25.6 mi / 41.1 km)

Exploring the beaches and other natural features in Pensacola

Whether you're looking for adventure or just want to take in the scenery, you'll be sure to find the perfect setting for your holiday in Pensacola. These are some of the area's most eye-catching sights, all within 30 miles (48.2 km) of the city centre:

Seville Square (0.9 mi / 1.5 km)
Casino Beach (7.7 mi / 12.4 km)
Pensacola Beach Beaches (8 mi / 12.9 km)
Johnson Beach (9 mi / 14.5 km)
Perdido Key Beach (13.1 mi / 21.1 km)
Big Lagoon State Park (13.8 mi / 22.2 km)

Seasonal weather in Pensacola

If you're hoping to enjoy some warm-weather activities on your holiday, August, July, June and September are the hottest months to visit, when temperatures average 27°C.

How to get to and around Pensacola

Fly into Pensacola, FL (PNS-Pensacola Intl.), the closest airport, located 4 mi (6.5 km) from the city centre. If you're unable to find a flight that fits your schedule, you could book a flight to Fort Walton Beach, FL (VPS-Northwest Florida Regional), which is 40.1 mi (64.5 km) away.

If you'd prefer to travel by train, the main station serving the city is Pensacola Station.

Frequently asked questions

How much does it cost to rent a holiday home in Leeward?

Length of stay, season and property type are some factors that can affect the price of a holiday home. Simply click on your travel dates to find your perfect fit. From homey country cottages to sprawling luxury villas, all Bookabach holiday homes provide amazing value.

How much does it cost to rent a beach house in Leeward?

When you travel and the size and style of the property will determine the cost of your beachside holiday home. Click on your Leeward travel dates to view your available options on Bookabach. Did someone just say "private pool"? Use the filters to choose the amenities and features you want in your beach house.

What are the top attractions for families in Leeward?

Keep your kids busy at these popular family-friendly attractions in Leeward:

Perdido Key Beach
Johnson Beach
Pensacola Big Game Fishing Club

How old do you have to be to rent a holiday home in Leeward?

The minimum age is normally 16, 18 or 21. It can change between properties on Bookabach, so check the rules of your preferred Leeward holiday home before booking your trip.

How long can I rent a holiday home in Leeward for?

The amount of time you can stay in a Leeward holiday home for differs depending on the property. Just enter your travel dates to browse options that offer long-term stays. They feature all you require to make your extended getaway more enjoyable like kitchens and yards. Some properties may also offer weekly or monthly discounted prices, so you can stick around for longer for less.