South Pensacola vacation rentals
We found 298 vacation rentals — enter your dates for availability
Discover a selection of 127 homes, 13 apartments, and other vacation rentals in South Pensacola that are perfect for your trip. Whether you’re staying in a vacation home with your kids and pets or just with friends, you'll find the amenities you need and want, which might include air conditioning and a pool. Whatever you're looking for, you'll be sure to find a rental for everyone's needs, including accessible or non-smoking choices.
Vacation rentals with weekly discounts - South Pensacola
Showing deals for:Sep 12 - Sep 19
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 $306
$306
per night
$2,140 for 7 nights
$2,140 for 7 nights
All fees included
Image gallery for Coastal Getaway near Pensacola beach, Downtown & NAS + walk to bayou & marinas
1010 out of 10 rating
Exceptional
(14 reviews)
Coastal Getaway near Pensacola beach, Downtown & NAS + walk to bayou & marinas
Pensacola, FL
8% off
Price is $207
$207
per night
$1,448 for 7 nights
$1,448 for 7 nights
All fees included
Image gallery for Historic Loft near Downtown Pensacola
9.29.2 out of 10 rating
Wonderful
(14 reviews)
Historic Loft near Downtown Pensacola
Pensacola, FL
8% off
Price is $242
$242
per night
$1,691 for 7 nights
$1,691 for 7 nights
All fees included
Image gallery for Walk to Downtown Fun, Short Drive to Beach & NAS
1010 out of 10 rating
Exceptional
(24 reviews)
Walk to Downtown Fun, Short Drive to Beach & NAS
Pensacola, FL
8% off
Price is $180
$180
per night
$1,262 for 7 nights
$1,262 for 7 nights
All fees included
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
8% off
Price is $154
$154
per night
$1,077 for 7 nights
$1,077 for 7 nights
All fees included
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
8% off
Price is $219
$219
per night
$1,531 for 7 nights
$1,531 for 7 nights
All fees included
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
8% off
Price is $159
$159
per night
$1,114 for 7 nights
$1,114 for 7 nights
All fees included
Image gallery for Cozy Downtown Cottage! Dogs Welcomed!
9.29.2 out of 10 rating
Wonderful
(5 reviews)
Cozy Downtown Cottage! Dogs Welcomed!
Pensacola, FL
8% off
Price is $170
$170
per night
$1,189 for 7 nights
$1,189 for 7 nights
All fees included
Image gallery for NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!
9.89.8 out of 10 rating
Exceptional
(7 reviews)
NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!
Pensacola, FL
7% off
Price is $100
$100
per night
$697 for 7 nights
$697 for 7 nights
All fees included
Image gallery for Beautiful Remodel Close to Bases
9.49.4 out of 10 rating
Exceptional
(6 reviews)
Beautiful Remodel Close to Bases
Pensacola, FL
8% off
Price is $149
$149
per night
$1,044 for 7 nights
$1,044 for 7 nights
All fees included
Image gallery for Welcome to Pineapple House! No Cleaning Fee!...
9.29.2 out of 10 rating
Wonderful
(15 reviews)
Welcome to Pineapple House! No Cleaning Fee!...
Pensacola, FL
13% off
Price is $147
$147
per night
$1,026 for 7 nights
$1,026 for 7 nights
All fees included
Image gallery for Renovated Bungalow near Downtown Pensacola with King Bed!
1010 out of 10 rating
Exceptional
(20 reviews)
Renovated Bungalow near Downtown Pensacola with King Bed!
Pensacola, FL
13% off
Price is $135
$135
per night
$944 for 7 nights
$944 for 7 nights
All fees included
Image gallery for The Bayou Front Home
8.48.4 out of 10 rating
Very Good
(21 reviews)
The Bayou Front Home
Pensacola, FL
8% off
Price is $154
$154
per night
$1,077 for 7 nights
$1,077 for 7 nights
All fees included
Image gallery for Olivers Oasis
9.89.8 out of 10 rating
Exceptional
(17 reviews)
Olivers Oasis
Pensacola, FL
8% off
Price is $191
$191
per night
$1,336 for 7 nights
$1,336 for 7 nights
All fees included
Image gallery for Cute, Peaceful Home, Centrally Located in West Pensacola
1010 out of 10 rating
Exceptional
(57 reviews)
Cute, Peaceful Home, Centrally Located in West Pensacola
Pensacola, FL
12% off
Price is $156
$156
per night
$1,094 for 7 nights
$1,094 for 7 nights
All fees included
Image gallery for Awesome Historical Cottage Near Bay Center & Downtown Pensacola 15 min to Beach!
9.69.6 out of 10 rating
Exceptional
(31 reviews)
Awesome Historical Cottage Near Bay Center & Downtown Pensacola 15 min to Beach!
Pensacola, FL
8% off
Price is $147
$147
per night
$1,026 for 7 nights
$1,026 for 7 nights
All fees included
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
8% off
Price is $102
$102
per night
$714 for 7 nights
$714 for 7 nights
All fees included
Image gallery for Java the Hut: Cozy Retreat in Downtown Pensacola
9.69.6 out of 10 rating
Exceptional
(13 reviews)
Java the Hut: Cozy Retreat in Downtown Pensacola
Pensacola, FL
8% off
Price is $133
$133
per night
$929 for 7 nights
$929 for 7 nights
All fees included
Image gallery for Palm House in Pensacola
1010 out of 10 rating
Exceptional
(7 reviews)
Palm House in Pensacola
Pensacola, FL
8% off
Price is $144
$144
per night
$1,005 for 7 nights
$1,005 for 7 nights
All fees included
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
12% off
Price is $236
$236
per night
$1,654 for 7 nights
$1,654 for 7 nights
All fees included
Image gallery for Pensacola Breeze/ Downtown
9.89.8 out of 10 rating
Exceptional
(8 reviews)
Pensacola Breeze/ Downtown
Pensacola, FL
8% off
Price is $226
$226
per night
$1,581 for 7 nights
$1,581 for 7 nights
All fees included
Image gallery for Cozy Historic Home | Suite 4
1010 out of 10 rating
Exceptional
(12 reviews)
Cozy Historic Home | Suite 4
Pensacola, Florida
9% off
Price is $211
$211
per night
$1,480 for 7 nights
$1,480 for 7 nights
All fees included
Image gallery for Little Red House-Downtown-Cute, Historic-Cottage.
1010 out of 10 rating
Exceptional
(52 reviews)
Little Red House-Downtown-Cute, Historic-Cottage.
Pensacola, FL
13% off
Price is $147
$147
per night
$1,032 for 7 nights
$1,032 for 7 nights
All fees included
Image gallery for Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
9.69.6 out of 10 rating
Exceptional
(7 reviews)
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Pensacola, FL
8% off
Price is $95
$95
per night
$663 for 7 nights
$663 for 7 nights
All fees included
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - South Pensacola
Showing deals for: Sep 8 - Sep 11
Cozy Coastal Retreat - 3BR Townhome in Pensacola - Near Beaches & Downtown
Sleeps 8 · 3 bedrooms · 1+ bathroom
9.69.6 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
The current price is $306
$306
All fees included
1 Mi to Dtwn: Pet-Friendly Pensacola Getaway!
Sleeps 8 · 3 bedrooms · 2 bathrooms
1010 out of 10
Exceptionalexceptional
2 reviews(2 reviews)
The current price is $205
$205
All fees included
1 Mi to Dtwn: Home w/ Furnished Patio in Pensacola
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.89.8 out of 10
Exceptionalexceptional
6 reviews(6 reviews)
The current price is $184
$184
All fees included
Spacious 4-bedroom house in enjoyable Pensacola with AC, WiFi
Sleeps 8 · 4 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
The current price is $254
$254
All fees included
NEW-The Bayou Bungalow in Downtown Pensacola. Come join us on the Bayou!
Sleeps 4 · 1 bedroom · 1 bathroom
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The current price is $134
$134
All fees included
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
42 reviews(42 reviews)
The current price is $218
$218
All fees included
Top rated rentals - South Pensacola
Beautiful Dog Friendly Home
1010 out of 10
Exceptionalexceptional
54 reviews(54 reviews)
Cute house close to downtown
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Very clean
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
Book Now!!!
1010 out of 10
Exceptionalexceptional
20 reviews(20 reviews)
Cozy home away from the busy downtown
1010 out of 10
Exceptionalexceptional
3 reviews(3 reviews)
Adorable, Clean, and Comfortable
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
Wonderful Getaway
1010 out of 10
Exceptionalexceptional
1 review(1 review)
Pensacola townhouse
1010 out of 10
Exceptionalexceptional
42 reviews(42 reviews)
Peace of mindOur Book with Confidence guarantee gives you 24/7 support
All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
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Frequently asked questions
What is the most popular type of vacation rental accommodation in South Pensacola?
The most in-demand types of vacation rentals in South Pensacola are apartments. After something a little different? Vrbo has many options to match the needs of our guests, so you’ll see vacation homes in all sizes, and for all budgets. The ideal fit is ready and waiting for you — snap up yours today.
How much does it cost to rent a vacation rental in South Pensacola?
A range of things determine how much you’ll pay for a vacation rental in South Pensacola, like the time of year, property type and length of stay. But, all Vrbo homes have one thing in common — exceptional value. Simply add your travel dates to find your ideal match.
How much does it cost to rent a beach house in South Pensacola?
Prices for beach houses in South Pensacola vary depending on the style and size of the property and time of year you’re traveling. Just enter your travel dates into Vrbo and how many guests to see your rental options and prices. From there you can use our filters to narrow your search results by ratings, nearby activities and more.
Are there pet-friendly vacation rentals in South Pensacola?
With 156 properties that welcome pets, your furry buddy can also come along on your South Pensacola break. Use the filter tool to browse our pet-friendly vacation rentals and find a vacation home that’ll set tails wagging on Vrbo.
Can I rent a house with a pool in South Pensacola?
Add a new level of fun to your trip by booking your group into one of the 15 houses with a private pool in South Pensacola. Use our search filter to find properties with pools on Vrbo, then spend lazy days splish-splashing around in a swimming pool that’s for your exclusive use.
What are popular rental amenities in South Pensacola?
When it comes to rental amenities that guests look for in South Pensacola, a nearby river, a beach view and a fireplace rank highest. With Vrbo vacation homes, there are options to suit your style and taste, whether you’re on a trip with family members, friends or even pets.
Are there large group vacation rentals in South Pensacola?
South Pensacola has 11 vacation rentals that can accommodate 10 or more guests. These properties come with the privacy and space you need to enjoy good times with friends and family.
Are there vacation rentals in South Pensacola that welcome kids?
Gather the whole crew for a fun-filled adventure in South Pensacola at one of our 138 family-friendly vacation properties. Many of these stays come with conveniences that are ideal for getaways with youngsters, such as kitchens, bunk beds and outdoor spaces. Just click on the “Properties good for families” filter box and book your favorite.
What are the top attractions for families in South Pensacola?
Treat the kids to a good time at these fun family-friendly attractions in South Pensacola:
- Pensacola Outlet Mall
- Legion Field
Are there one-bedroom vacation rentals in South Pensacola?
South Pensacola has 56 one-bedroom rentals on offer. Often positioned in sought-after areas thanks to their smaller size, a one-bedroom rental is perfect if you’re getting away with a pal or your partner. And with comforts such as kitchens and more privacy than a standard hotel, you’ll be able to chill out while sightseeing around this terrific destination.
Can I find two-bedroom vacation rentals in South Pensacola?
South Pensacola has 26 two-bedroom properties to pick from. Find a vacation home with all the comfort and privacy you need at a price you’ll love on Vrbo.
Are there vacation rentals with WiFi in South Pensacola?
Whether you’d like to keep up with the headlines, make a video call or surf your social networks, there are 83 vacation homes with WiFi in South Pensacola. Check the “WiFi” box when searching on Vrbo and stay connected on your getaway.
How can I find vacation rentals with air conditioning in South Pensacola?
South Pensacola has 155 vacation rentals where you’ll be able to spend your days in air-conditioned comfort. To locate a stay on Vrbo with this perk, enter your desired travel dates and use the filters to select the “air conditioning” box.
How old do you have to be to rent a vacation rental in South Pensacola?
You’ll have to check with the South Pensacola vacation home you’re looking at on Vrbo as the minimum age varies. However, it’s typically 16, 18 or 21.
How long can I rent a vacation rental in South Pensacola for?
It’s really down to the South Pensacola property. To browse a list of options offering extended stays, simply enter your travel dates and number of people into Vrbo’s search page. Look forward to having the place to yourself, as well as comforts such as air conditioning, a fully-equipped kitchen and an outdoor space where the kids can play. Keep your eyes open for long-term stays that offer weekly or monthly discounts.
Does Vrbo offer discounts for vacation homes in South Pensacola?
On Vrbo, we’ve got some great discounts and deals for South Pensacola. Check out our newly listed homes, as well as our weekly and monthly discounts on vacation rentals. Whether you’re after a short getaway or an extended escape, Vrbo offers a variety of options for every style and budget.