South Pensacola holiday homes
We found 294 holiday rentals — enter your dates for availability
Discover a selection of 124 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:18 Jul - 25 Jul
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$3,236
NZ$3,236
NZ$462 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$4,036
NZ$4,036
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$2,257
NZ$2,257
NZ$322 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$4,602
NZ$4,602
NZ$657 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$8,078
NZ$8,078
NZ$1,154 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$1,313
NZ$1,313
NZ$188 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$2,181
NZ$2,181
NZ$312 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$2,257
NZ$2,257
NZ$322 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$2,028
NZ$2,028
NZ$290 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$3,815
NZ$3,815
NZ$545 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$1,291
NZ$1,291
NZ$184 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$2,995
NZ$2,995
NZ$428 per night
includes taxes & fees
Image gallery for North Hill Hideaway/ Newly Updated Home Downtown

1010 out of 10 rating
Exceptional
(12 reviews)
North Hill Hideaway/ Newly Updated Home Downtown
Pensacola, FL
12% off
Price is NZ$6,485
NZ$6,485
NZ$926 per night
includes taxes & fees
Image gallery for Java the Hut: Cozy Retreat in Downtown Pensacola

9.29.2 out of 10 rating
Wonderful
(7 reviews)
Java the Hut: Cozy Retreat in Downtown Pensacola
Pensacola, FL
8% off
Price is NZ$2,939
NZ$2,939
NZ$420 per night
includes taxes & fees
Image gallery for Relaxing Historic Suite Downtown | 12 min to Beach

1010 out of 10 rating
Exceptional
(18 reviews)
Relaxing Historic Suite Downtown | 12 min to Beach
Pensacola, Florida
8% off
Price is NZ$2,924
NZ$2,924
NZ$418 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$1,428
NZ$1,428
NZ$204 per night
includes taxes & fees
Image gallery for Easter Special!Walk to Waterfront,Gallery Night,Palafox Restaurants & Markets!

9.09.0 out of 10 rating
Wonderful
(18 reviews)
Easter Special!Walk to Waterfront,Gallery Night,Palafox Restaurants & Markets!
Pensacola, FL
8% off
Price is NZ$3,139
NZ$3,139
NZ$448 per night
includes taxes & fees
Image gallery for Little Red House-Downtown-Cute, Historic-Cottage.

9.89.8 out of 10 rating
Exceptional
(49 reviews)
Little Red House-Downtown-Cute, Historic-Cottage.
Pensacola, FL
13% off
Price is NZ$1,962
NZ$1,962
NZ$280 per night
includes taxes & fees
Image gallery for Downtown Charmer Near Downtown 15 Mins to Pensacola Beach!

1010 out of 10 rating
Exceptional
(17 reviews)
Downtown Charmer Near Downtown 15 Mins to Pensacola Beach!
Pensacola, FL
8% off
Price is NZ$2,865
NZ$2,865
NZ$409 per night
includes taxes & fees
Image gallery for Adorable 2 BR Bungalow Near DT, NAS, Beaches

9.89.8 out of 10 rating
Exceptional
(15 reviews)
Adorable 2 BR Bungalow Near DT, NAS, Beaches
Pensacola, FL
7% off
Price is NZ$2,203
NZ$2,203
NZ$315 per night
includes taxes & fees
Image gallery for 🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies!

9.89.8 out of 10 rating
Exceptional
(11 reviews)
🌟Downtown Pensacola Getaway!🌟 Fenced in yard for fur babies!
Pensacola, FL
7% off
Price is NZ$2,528
NZ$2,528
NZ$361 per night
includes taxes & fees
Image gallery for Pet-Friendly, Contemporary Home ✨5 min to Downtown✨

9.29.2 out of 10 rating
Wonderful
(5 reviews)
Pet-Friendly, Contemporary Home ✨5 min to Downtown✨
Pensacola, FL
9% off
Price is NZ$2,387
NZ$2,387
NZ$341 per night
includes taxes & fees
Image gallery for The "Wright Place" for Spring Break & Summer Memories!

1010 out of 10 rating
Exceptional
(48 reviews)
The "Wright Place" for Spring Break & Summer Memories!
Pensacola, FL
8% off
Price is NZ$4,173
NZ$4,173
NZ$596 per night
includes taxes & fees
Image gallery for Stylish Modern Retreat in Downtown w/ Pool, 3 Bedroom, 2.5 bath, free parking

1010 out of 10 rating
Exceptional
(37 reviews)
Stylish Modern Retreat in Downtown w/ Pool, 3 Bedroom, 2.5 bath, free parking
Pensacola, FL
8% off
Price is NZ$4,115
NZ$4,115
NZ$588 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
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
37 reviews(37 reviews)
Bright & open/walk to downtown!
Sleeps 6 · 3 bedrooms · 3+ bathrooms
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
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)
Modern Pensacola Vacation Home w/ Private Pool!
Sleeps 7 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
12 reviews(12 reviews)
Luna Bungalow - Downtown Pensacola
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
5 reviews(5 reviews)
Downtown-Garden District-Boho Steampunk Farmhouse. Comforts of home . New HVAC.
Sleeps 8 · 3 bedrooms · 1+ bathroom
1010 out of 10
Exceptionalexceptional
6 reviews(6 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.