Downtown Pensacola holiday rentals
We found 293 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:18 Dec - 25 Dec
Exceptional
(35 reviews)
Beautiful Victorian-style home - 15 min from beach
Pensacola
S$6,417
for 7 nights, 1 home
S$917 per night
includes taxes & fees
Exceptional
(84 reviews)
BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water
Pensacola
S$3,807
for 7 nights, 1 home
S$544 per night
includes taxes & fees
Exceptional
(47 reviews)
Pet Friendly 2/1.5 in the Heart of Historic Pensacola
Pensacola
S$2,148
for 7 nights, 1 home
S$307 per night
includes taxes & fees
Exceptional
(39 reviews)
Downtown retreat by the Bay, Bruce Beach, Blue Angels, parades & fish market!
Pensacola
S$2,283
for 7 nights, 1 home
S$326 per night
includes taxes & fees
Excellent
(7 reviews)
Cozy tiny home in downtown Pensacola
Pensacola
S$1,698
for 7 nights, 1 apartment
S$243 per night
includes taxes & fees
Exceptional
(174 reviews)
Historic Downtown Bayfront New Home - Mins to Beach, Walk Downtown, Pool, Bikes
Pensacola
S$2,965
for 7 nights, 1 home
S$424 per night
includes taxes & fees
Exceptional
(53 reviews)
One of a Kind Cottage Close to Downtown Pensacola & Bay Center ~15 min to Beach!
Pensacola
S$1,522
for 7 nights, 1 home
S$217 per night
includes taxes & fees
Wonderful
(16 reviews)
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Pensacola
S$1,698
for 7 nights, 1 cottage
S$243 per night
includes taxes & fees
Wonderful
(14 reviews)
Amazing Loft in Historic Waterworks Building, near Downtown Pensacola
Pensacola
S$3,198
for 7 nights, 1 apartment
S$457 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
S$1,282
for 7 nights, 1 apartment
S$183 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
S$1,418
for 7 nights, 1 apartment
S$203 per night
includes taxes & fees
Find spaces that suit your style
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Condo/Apartment
Cabin
Cottage
Villa
Chalet
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 D'town Pensacola Pearl. 3 bed 2 bath
Sleeps 6 · 3 bedrooms · 2 bathrooms
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
What is the most popular type of holiday rental accommodation in Downtown Pensacola?
Houses are the most popular style of holiday rental in Downtown Pensacola, according to our data. Even if you've got something different in mind, Vrbo has holiday homes in many shapes and sizes. Browse our many options to find your perfect match.
How much does it cost to rent a holiday rental in Downtown Pensacola?
A range of things influence what you'll pay for your holiday rental in Downtown Pensacola, like the type of property, length of stay and season. But, all Vrbo homes have something in common — incredible value. Just add your travel dates to find your ideal fit.
How much does it cost to rent a beach house in Downtown Pensacola?
The average price for a holiday rental close to the beach in Downtown Pensacola depends on when you're visiting the area and the size and style of property you're looking for. You can find prices easily and quickly on Vrbo by entering your preferred travel dates and destination. Then use our filters to choose the number of bedrooms and amenities important to you, such as a pool, WiFi and air conditioning.
Are there pet-friendly holiday rentals in Downtown Pensacola?
Yes. You'll have your pick of 105 stays that allow pets in Downtown Pensacola on Vrbo. Our furry best friends need a break too, so simply use our search function for pet-friendly holiday rentals to book a property where your puppy dog can be near his favourite humans.
Can I rent a house with a pool in Downtown Pensacola?
Grab your swimwear and goggles, because there are six houses with a private pool in Downtown Pensacola. Book one of these superb holiday rentals and enjoy a pool day every day. Simply enter your dates into Vrbo, then use the "pool" filter to find the perfect place for a splashing good time!
What are popular rental amenities in Downtown Pensacola?
A fireplace, a garden and a water view are rated the most popular rental amenities in Downtown Pensacola. Whether you're heading away solo, with your better half or as a family, Vrbo will help you find a holiday rental that fits your tastes with all the features you need.
Are there large group holiday rentals in Downtown Pensacola?
Downtown Pensacola has five holiday properties that can fit 10 or more people. These properties come with the space you need to share good times with your nearest and dearest.
Are there holiday rentals in Downtown Pensacola that welcome kids?
With 104 family-friendly holiday properties to select from in Downtown Pensacola, now is a great time to introduce your children to the wonders of travel. Simply check our "Properties good for families" filter box to look for stays that come with conveniences ideal for holidaying families, such as living rooms, swimming pools, bunk beds and entertainment units.
What are the top attractions for families in Downtown Pensacola?
Keeping the kiddos entertained during your holiday in Downtown Pensacola is a snap with these awesome family-friendly attractions:
- Perdido Key Beach
- Johnson Beach
- Splash City Adventures
Are there one-bedroom holiday rentals in Downtown Pensacola?
You'll find 30 one-bedroom properties in Downtown Pensacola to pick from. A one-bedroom holiday home is a great option if it's only you and your partner or if you're flying solo. Throw in more space, privacy and convenience compared to a regular hotel, and you're bound to have an unforgettable break.
Can I find two-bedroom holiday rentals in Downtown Pensacola?
Take your pick of 35 two-bedroom homes in Downtown Pensacola. Give your little ones the second room or fill it with a couple of your nearest and dearest friends. There's a comfy spot for whoever's lucky enough to be joining in on the fun.
Are there holiday rentals with WiFi in Downtown Pensacola?
Whether you want to keep up with the news, check emails or surf your social networks, there are 51 holiday homes with WiFi in Downtown Pensacola. Check the "WiFi" box when searching on Vrbo and stay connected on your getaway.
How can I find holiday rentals with air conditioning in Downtown Pensacola?
Pick your dates and then make use of the filters to search for holiday rentals with ac in Downtown Pensacola on Vrbo. With 104 air-conditioned properties available, you can enjoy a comfortable and cool stay.
How old do you have to be to rent a holiday rental in Downtown Pensacola?
The minimum age permitted can differ across properties on Vrbo, so be sure to look at the rules of the holiday rental in Downtown Pensacola you're interested in. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Downtown Pensacola for?
The amount of time you can stay in a Downtown Pensacola holiday rental for is up to each property. Simply put in your preferred travel dates to see options offering longer term stays. They come with everything you need to make your extended break more enjoyable like kitchens and yards. Some properties might also offer weekly or monthly discounted prices, so you can stay longer for less money.