Downtown Pensacola holiday rentals
We found 302 holiday rentals — enter your dates for availability
Select from 58 houses, 35 apartments and other holiday rentals to find the perfect place for your stay in Downtown Pensacola. Whether you're going on holiday with family or friends, holiday homes have the best amenities for hanging out with the people that matter most, which might include a garden and Wi-Fi. You'll be sure to find a property to rent for everyone's needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts – Downtown Pensacola
Showing deals for:25 Dec - 1 Jan
Exceptional
(30 reviews)
Beautiful French Creole Historical studio in downtown Pensacola.. one of a kind!
Pensacola
AU$1,712
for 7 nights, 1 cottage
AU$245 per night
includes taxes & fees
Exceptional
(35 reviews)
Beautiful Victorian-style home - 15 min from beach
Pensacola
AU$7,153
for 7 nights, 1 home
AU$1,022 per night
includes taxes & fees
Exceptional
(47 reviews)
Pet Friendly 2/1.5 in the Heart of Historic Pensacola
Pensacola
AU$2,583
for 7 nights, 1 home
AU$369 per night
includes taxes & fees
Exceptional
(85 reviews)
BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water
Pensacola
AU$4,400
for 7 nights, 1 home
AU$629 per night
includes taxes & fees
Excellent
(7 reviews)
Cozy tiny home in downtown Pensacola
Pensacola
AU$1,893
for 7 nights, 1 apartment
AU$270 per night
includes taxes & fees
Exceptional
(174 reviews)
Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes
Pensacola
AU$3,305
for 7 nights, 1 home
AU$472 per night
includes taxes & fees
Exceptional
(53 reviews)
One of a Kind Cottage Close to Downtown Pensacola & Bay Center ~15 min to Beach!
Pensacola
AU$1,697
for 7 nights, 1 home
AU$242 per night
includes taxes & fees
Wonderful
(16 reviews)
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Pensacola
AU$1,893
for 7 nights, 1 cottage
AU$270 per night
includes taxes & fees
Wonderful
(14 reviews)
Amazing Loft in Historic Waterworks Building, near Downtown Pensacola
Pensacola
AU$3,566
for 7 nights, 1 apartment
AU$509 per night
includes taxes & fees
Exceptional
(28 reviews)
Historic Pensacola, a new warehouse inspired home.
Pensacola
AU$3,087
for 7 nights, 1 home
AU$441 per night
includes taxes & fees
Very good
(6 reviews)
Your dog gets a fenced yard. You get a quiet East Hill home base minutes from downtown, the beach, and everything you came to Pensacola to enjoy.
Pensacola
AU$1,592
for 7 nights, 1 apartment
AU$227 per night
includes taxes & fees
Excellent
(8 reviews)
The stay guests remember because everything—from the location to the fenced yard—simply makes the trip easier.
Pensacola
AU$1,737
for 7 nights, 1 apartment
AU$248 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
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Cottage
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Find properties near top attractions in Downtown Pensacola
Historic Pensacola Village
More information about Historic Pensacola Village. Opens in a new window.
T.T. Wentworth Jr. Florida State Museum
More information about T.T. Wentworth Jr. Florida State Museum. Opens in a new window.Find the best place to stay - Downtown Pensacola
SEACLUSION - Zen! Refreshing! Spotless! Calm! Well-appointed! Dock your boat!
Sleeps 4 · 2 bedrooms · 1 bathroom
DECKED OUT - Tranquil! Immaculate! Unique! Downtown! Dock your boat!!
Sleeps 4 · 2 bedrooms · 1 bathroom
DOCK HOLIDAY - The View! Hidden Gem! Pristine! Quiet! Go fish! Dock a boat!
Sleeps 4 · 1 bedroom · 1 bathroom
Stylish Downtown Home: steps away from all downtown hotspots
Sleeps 7 · 3 bedrooms · 3 bathrooms
Historic Downtown Studio
Sleeps 2 · 1 bedroom · 1 bathroom
The Brent Lofts
Sleeps 2 · 1 bedroom · 1 bathroom
Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
More quality timeFrom booking to staying, the whole process is simple and enjoyable
All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
When is the best time to visit Downtown Pensacola for a holiday rental?
The most popular time to visit Downtown Pensacola for a holiday rental is from December to February, when the region enjoys its peak season. During these months, visitors are drawn to the mild winter temperatures, typically ranging from 10 to 20 degrees Celsius, making it an ideal escape for those seeking sunshine and pleasant weather. With a vibrant setting, you can enjoy a variety of outdoor activities such as strolling along the beautiful beaches, exploring historic sites, or indulging in the local culinary scene.February, in particular, stands out as an excellent month to visit, offering a delightful blend of mild weather and fewer crowds. This is a fantastic time for sightseeing around the charming downtown area, where you'll find unique shops, art galleries, and inviting restaurants. The comfortable climate allows for enjoyable afternoons spent outdoors, whether you're visiting the nearby parks or taking a leisurely walk along the waterfront.For those looking for a more budget-friendly option, consider planning your visit in August, which falls within the low season. While the temperatures can be warmer, reaching into the high 20s and low 30s Celsius, the quieter atmosphere and potential for discounted rates on holiday rentals make it an appealing choice for travellers seeking value without sacrificing comfort.Ultimately, the best time to book your stay in Downtown Pensacola will depend on your preferences for lively events and socializings versus a more laid-back experience.
What are the top attractions in Downtown Pensacola, Florida, United States of America?
In Downtown Pensacola, visitors can take part in a rich tapestry of history and culture. The historic district boasts attractions like the Pensacola Museum of Art, which showcases a diverse collection of contemporary and traditional works. Just a short stroll away, the beautiful Plaza Ferdinand VII offers a scenic spot for relaxation amidst the city's vibrant setting.The iconic Pensacola Lighthouse and the adjacent National Naval Aviation Museum are also nearby, providing fascinating insights into the region's maritime heritage and naval history. For those interested in local history, the T.T. Wentworth Jr. Florida State Museum is a must-visit, featuring exhibits that highlight the area's past.Additionally, the lively Palafox Street is renowned for its charming shops, restaurants, and galleries, making it an excellent destination for those looking to enjoy local cuisine and arts. The waterfront area along the Pensacola Bay is superb for leisurely walks, with stunning views and opportunities for recreational activities.
Are all fees included in the Downtown Pensacola holiday homes prices shown on Stayz?
Stayz provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
Are there any Downtown Pensacola holiday homes with parking?
Stayz offers a wide selection of holiday homes in Downtown Pensacola with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Are there any discounts for Downtown Pensacola holiday homes?
You can find great discounts on holiday homes in Downtown Pensacola on Stayz, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for last-minute bookings, and early-bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I change or cancel my Downtown Pensacola holiday home booking on Stayz?
To find Downtown Pensacola holiday rentals with free cancellation, just use Stayz's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Downtown Pensacola?
A long-stay holiday home in Downtown Pensacola is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Downtown Pensacola holiday home?
Book your Downtown Pensacola holiday home at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Downtown Pensacola?
Prices for holiday homes in Downtown Pensacola vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Stayz offers something for every taste and budget, from affordable homes in Downtown Pensacola to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.