
South Pensacola holiday homes
We found 297 holiday rentals — enter your dates for availability
Discover a selection of 123 homes, 12 apartments and other holiday rentals in South Pensacola that are perfect for your trip. Whether you’re staying in a holiday home with family, friends or just your furry companion, you'll find the best amenities for hanging out with the people that matter most, which might include parking and a fireplace. Whatever you're looking for, you'll find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - South Pensacola
Showing deals for:1 Aug - 8 Aug
Image gallery for Coastal Getaway near Pensacola beach, Downtown & NAS + walk to bayou & marinas

1010 out of 10 rating
Exceptional
(13 reviews)
Coastal Getaway near Pensacola beach, Downtown & NAS + walk to bayou & marinas
Pensacola, FL
8% off
Price is NZ$3,239
NZ$3,239
NZ$463 per night
includes taxes & fees
Image gallery for Downtown bungalow, pet friendly, fenced yrd, walk to restaurants, parades & bay!

9.89.8 out of 10 rating
Exceptional
(8 reviews)
Downtown bungalow, pet friendly, fenced yrd, walk to restaurants, parades & bay!
Pensacola, FL
11% off
Price is NZ$2,209
NZ$2,209
NZ$316 per night
includes taxes & fees
Image gallery for Amazing Loft in Historic Waterworks Building, near Downtown Pensacola

8.88.8 out of 10 rating
Excellent
(13 reviews)
Amazing Loft in Historic Waterworks Building, near Downtown Pensacola
Pensacola, FL
8% off
Price is NZ$4,040
NZ$4,040
NZ$577 per night
includes taxes & fees
Image gallery for New home close to NAS and Corey Station

9.69.6 out of 10 rating
Exceptional
(7 reviews)
New home close to NAS and Corey Station
Pensacola, FL
7% off
Price is NZ$2,067
NZ$2,067
NZ$295 per night
includes taxes & fees
Image gallery for Huge Historical Victorian Mansion in Downtown Pensacola

1010 out of 10 rating
Exceptional
(51 reviews)
Huge Historical Victorian Mansion in Downtown Pensacola
Pensacola, FL
12% off
Price is NZ$7,720
NZ$7,720
NZ$1,103 per night
includes taxes & fees
Image gallery for Historic Loft near Downtown Pensacola

9.29.2 out of 10 rating
Wonderful
(13 reviews)
Historic Loft near Downtown Pensacola
Pensacola, FL
7% off
Price is NZ$3,382
NZ$3,382
NZ$483 per night
includes taxes & fees
Image gallery for NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!

1010 out of 10 rating
Exceptional
(5 reviews)
NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!
Pensacola, FL
7% off
Price is NZ$1,314
NZ$1,314
NZ$188 per night
includes taxes & fees
Image gallery for Olivers Oasis

9.89.8 out of 10 rating
Exceptional
(17 reviews)
Olivers Oasis
Pensacola, FL
8% off
Price is NZ$3,866
NZ$3,866
NZ$552 per night
includes taxes & fees
Image gallery for Little Blue Osprey - Heart of downtown Pensacola

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Little Blue Osprey - Heart of downtown Pensacola
Pensacola, FL
7% off
Price is NZ$2,202
NZ$2,202
NZ$315 per night
includes taxes & fees
Image gallery for Spacious & Bright DWTN 3BR/2B, By Beach, W/ Kayaks

9.49.4 out of 10 rating
Exceptional
(13 reviews)
Spacious & Bright DWTN 3BR/2B, By Beach, W/ Kayaks
Pensacola, FL
7% off
Price is NZ$2,904
NZ$2,904
NZ$415 per night
includes taxes & fees
Image gallery for Beautiful Remodel Close to Bases

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Beautiful Remodel Close to Bases
Pensacola, FL
7% off
Price is NZ$2,259
NZ$2,259
NZ$323 per night
includes taxes & fees
Image gallery for Summer Fun Awaits! Cozy Downtown Cottage!

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Summer Fun Awaits! Cozy Downtown Cottage!
Pensacola, FL
7% off
Price is NZ$2,339
NZ$2,339
NZ$334 per night
includes taxes & fees
Image gallery for Awesome Historical Cottage Near Bay Center & Downtown Pensacola 15 min to Beach!

9.69.6 out of 10 rating
Exceptional
(29 reviews)
Awesome Historical Cottage Near Bay Center & Downtown Pensacola 15 min to Beach!
Pensacola, FL
8% off
Price is NZ$2,807
NZ$2,807
NZ$401 per night
includes taxes & fees
Image gallery for Cute, Peaceful Home, Centrally Located in Pensacola

1010 out of 10 rating
Exceptional
(57 reviews)
Cute, Peaceful Home, Centrally Located in Pensacola
Pensacola, FL
11% off
Price is NZ$2,030
NZ$2,030
NZ$290 per night
includes taxes & fees
Image gallery for Charming 1 bedroom cottage with free parking

8.88.8 out of 10 rating
Excellent
(10 reviews)
Charming 1 bedroom cottage with free parking
Pensacola, FL
7% off
Price is NZ$1,349
NZ$1,349
NZ$193 per night
includes taxes & fees
Image gallery for **Coastal Luxury & Comfort** Best location

9.49.4 out of 10 rating
Exceptional
(45 reviews)
**Coastal Luxury & Comfort** Best location
Pensacola, FL
11% off
Price is NZ$3,256
NZ$3,256
NZ$465 per night
includes taxes & fees
Image gallery for Palm House in Pensacola

1010 out of 10 rating
Exceptional
(7 reviews)
Palm House in Pensacola
Pensacola, FL
7% off
Price is NZ$1,910
NZ$1,910
NZ$273 per night
includes taxes & fees
Image gallery for Cozy vintage airstream downtown Pensacola, pet friendly

8.08.0 out of 10 rating
Very good
(12 reviews)
Cozy vintage airstream downtown Pensacola, pet friendly
Pensacola, FL
8% off
Price is NZ$1,292
NZ$1,292
NZ$185 per night
includes taxes & fees
Image gallery for The Bayou Front Home

8.48.4 out of 10 rating
Very good
(19 reviews)
The Bayou Front Home
Pensacola, FL
7% off
Price is NZ$2,577
NZ$2,577
NZ$368 per night
includes taxes & fees
Image gallery for Pensacola Breeze/ Downtown

1010 out of 10 rating
Exceptional
(7 reviews)
Pensacola Breeze/ Downtown
Pensacola, FL
7% off
Price is NZ$2,997
NZ$2,997
NZ$428 per night
includes taxes & fees
Image gallery for Historic Pensacola, a new warehouse inspired home.

1010 out of 10 rating
Exceptional
(17 reviews)
Historic Pensacola, a new warehouse inspired home.
Pensacola, FL
8% off
Price is NZ$4,992
NZ$4,992
NZ$713 per night
includes taxes & fees
Image gallery for Spacious downtown, modern cottage perfect for family, pups & catching the Blues!

1010 out of 10 rating
Exceptional
(51 reviews)
Spacious downtown, modern cottage perfect for family, pups & catching the Blues!
Pensacola, FL
7% off
Price is NZ$2,481
NZ$2,481
NZ$354 per night
includes taxes & fees
Image gallery for Java the Hut: Cozy Retreat in Downtown Pensacola

9.49.4 out of 10 rating
Exceptional
(9 reviews)
Java the Hut: Cozy Retreat in Downtown Pensacola
Pensacola, FL
7% off
Price is NZ$2,267
NZ$2,267
NZ$324 per night
includes taxes & fees
Image gallery for Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

9.89.8 out of 10 rating
Exceptional
(6 reviews)
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Pensacola, FL
7% off
Price is NZ$1,429
NZ$1,429
NZ$204 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - South Pensacola
Cozy Coastal Retreat - 3BR Townhome in Pensacola - Near Beaches & Downtown
Sleeps 8 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
4 reviews(4 reviews)
Stylish Modern Retreat in Downtown w/ Pool, 3 Bedroom, 2.5 bath, free parking
Sleeps 7 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
38 reviews(38 reviews)
NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!
Sleeps 4 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
1 Mi to Dtwn: Home w/ Furnished Patio in Pensacola
Sleeps 6 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
Bright & open/walk to downtown!
Sleeps 6 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Luna Bungalow - Downtown Pensacola
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
- 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 home accommodation in South Pensacola?
The most desirable types of holiday homes in South Pensacola are houses. Prefer something different? Bookabach has many options to match our guests’ unique requirements, so you’ll see holiday properties in all shapes and sizes, and for all budgets. The ideal home away from home is waiting for you — discover yours today.
How much does it cost to rent a holiday home in South Pensacola?
A number of things can determine how much you pay for a holiday home in South Pensacola, such as the time of year, property type and length of stay. Still, all our holiday homes have one thing in common — unbeatable value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in South Pensacola?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Put in your South Pensacola travel dates to see your options on Bookabach. Did someone just say “hot tub”? Use our filters to pick the amenities and features you want in your home.
Are there pet-friendly holiday homes in South Pensacola?
Yes. You’ll have your pick of 128 holiday homes that allow pets in South Pensacola. Lots of our pet-friendly holiday homes even have space outdoors for your four-legged pal to run around in, dog beds, complimentary treats and proximity to parks. Apply the “Pets allowed” filter to find your place on Bookabach.
Can I rent a house with a pool in South Pensacola?
Pack your swimwear and inflatable swan, because there are 13 houses with a private pool in South Pensacola. Book one of these popular holiday homes and every day can be a pool day. Simply enter your dates into Bookabach, then use the “pool” filter to find a place to make a splash!
What are popular home amenities in South Pensacola?
A chef, an electric car charging station and a barbecue grill rank as the most popular home amenities in South Pensacola. Whether you’re taking to the road as a party of one, with your spouse or a bunch of friends, Bookabach will help you find a holiday home that suits your style with all the features you need.
Are there large group holiday homes in South Pensacola?
With two holiday homes that can sleep 10 or more people in South Pensacola, you won’t have to cross anyone off the invite list. From extended family holidays to special events like birthday parties and weddings, Bookabach will help you find a large group home to match the occasion.
Are there holiday homes in South Pensacola that welcome kids?
South Pensacola has 126 family-friendly holiday homes to pick from. And securing a stay that welcomes kids is simple with Bookabach’s “Properties good for families” filter. Besides having the whole place to yourselves, you’ll enjoy access to conveniences and perks such as bunk beds, kitchens and private pools.
What are the top attractions for families in South Pensacola?
Keep the kids amused at these top family-friendly attractions in South Pensacola:
- Perdido Key Beach
- Johnson Beach
- Splash City Adventures
Are there one-bedroom holiday homes in South Pensacola?
There are 40 one-bedroom properties in South Pensacola to choose from. A one-bedroom holiday property is a great option if it’s only two of you or if you’re holidaying alone. Throw in more space, convenience and privacy compared to a standard hotel, and you’ve got the makings of a memorable trip.
Can I find two-bedroom holiday homes in South Pensacola?
South Pensacola has 23 two-bedroom properties to choose from. Book a holiday home with all the comfort and privacy you want at a price that’s hard to resist on Bookabach.
Are there holiday homes with WiFi in South Pensacola?
South Pensacola has 69 holiday homes with WiFi, so you’ll be able to stay connected during your trip. Simply check the “WiFi” box in our handy search filter to find the perfect property. From streaming Hollywood blockbusters to catching up on social media, these Bookabach homes make it easy to go online.
How can I find holiday homes with air conditioning in South Pensacola?
You’ll find 124 Bookabach holiday homes with air conditioning in South Pensacola offering that gentle, cool breeze and extra element of comfort. Enter your chosen travel dates and then take advantage of our filters to search for stays with air conditioning.
How old do you have to be to rent a holiday home in South Pensacola?
The minimum age requirements can differ across properties on Bookabach, so look at the rules of the holiday home in South Pensacola you want. But in general, it’s 16, 18 or 21.
How long can I rent a holiday home in South Pensacola for?
It’s really down to the South Pensacola property. To see a list of options offering extended stays, simply type your dates and number of people into Bookabach. Enjoy having the property to yourself, along with home comforts such as a fully-equipped kitchen and a backyard where the kids can run around and play. Keep your eyes peeled for any long-term stays that offer discounted weekly or monthly prices.