
Photo by Cody Trimm
Southeast Pensacola holiday homes
We found 294 holiday rentals — enter your dates for availability
Discover a selection of 112 homes, 38 apartments and other holiday rentals in Southeast Pensacola that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the best amenities for spending time at your holiday home, which might include a garden and hot tub. No matter what you're looking for, you'll be able to choose a property to rent that has what everyone needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Southeast Pensacola
Showing deals for:25 Jul - 1 Aug
Image gallery for New and Modern Double En-Suite

1010 out of 10 rating
Exceptional
(5 reviews)
New and Modern Double En-Suite
Pensacola, FL
16% off
Price is NZ$2,373
NZ$2,373
NZ$339 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 HEART OF DOWNTOWN Palafox Loft, sleeps 6

1010 out of 10 rating
Exceptional
(86 reviews)
HEART OF DOWNTOWN Palafox Loft, sleeps 6
Pensacola, FL
9% off
Price is NZ$4,281
NZ$4,281
NZ$612 per night
includes taxes & fees
Image gallery for Chic Studio in Historic Downtown Pensacola

9.69.6 out of 10 rating
Exceptional
(5 reviews)
Chic Studio in Historic Downtown Pensacola
Pensacola, FL
8% off
Price is NZ$2,239
NZ$2,239
NZ$320 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
8% off
Price is NZ$3,246
NZ$3,246
NZ$464 per night
includes taxes & fees
Image gallery for Family Gathering Place with 2 Houses under 1 Roof! Close to Downtown & Beaches!

1010 out of 10 rating
Exceptional
(8 reviews)
Family Gathering Place with 2 Houses under 1 Roof! Close to Downtown & Beaches!
Pensacola, FL
9% off
Price is NZ$7,205
NZ$7,205
NZ$1,029 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$7,956
NZ$7,956
NZ$1,137 per night
includes taxes & fees
Image gallery for Highly rated 2 BR townhouse steps from downtown and near beaches.

1010 out of 10 rating
Exceptional
(30 reviews)
Highly rated 2 BR townhouse steps from downtown and near beaches.
Pensacola, FL
8% off
Price is NZ$2,844
NZ$2,844
NZ$406 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$2,183
NZ$2,183
NZ$312 per night
includes taxes & fees
Image gallery for Luxury East Hill Apt. Near Downtown Pensacola

1010 out of 10 rating
Exceptional
(29 reviews)
Luxury East Hill Apt. Near Downtown Pensacola
Pensacola, FL
8% off
Price is NZ$2,275
NZ$2,275
NZ$325 per night
includes taxes & fees
Image gallery for HEART OF DOWNTOWN Palafox Place Sleeps 6, Perfect for small events

1010 out of 10 rating
Exceptional
(72 reviews)
HEART OF DOWNTOWN Palafox Place Sleeps 6, Perfect for small events
Pensacola, FL
10% off
Price is NZ$5,388
NZ$5,388
NZ$770 per night
includes taxes & fees
Image gallery for Cozy Corner house with garden located 15 to 20 mins from beach

8.88.8 out of 10 rating
Excellent
(11 reviews)
Cozy Corner house with garden located 15 to 20 mins from beach
Pensacola, FL
8% off
Price is NZ$2,259
NZ$2,259
NZ$323 per night
includes taxes & fees
Image gallery for Central to Pensacola

8.08.0 out of 10 rating
Very good
(6 reviews)
Central to Pensacola
Pensacola, FL
8% off
Price is NZ$4,168
NZ$4,168
NZ$595 per night
includes taxes & fees
Image gallery for East Hill Coastal Cottage, prefect for couples and families, pet friendly.

1010 out of 10 rating
Exceptional
(59 reviews)
East Hill Coastal Cottage, prefect for couples and families, pet friendly.
Pensacola, FL
8% off
Price is NZ$2,540
NZ$2,540
NZ$363 per night
includes taxes & fees
Image gallery for Sandals & Friends-Pet Friendly Bungalow

1010 out of 10 rating
Exceptional
(5 reviews)
Sandals & Friends-Pet Friendly Bungalow
Pensacola, FL
7% off
Price is NZ$2,728
NZ$2,728
NZ$390 per night
includes taxes & fees
Image gallery for Very walkable to all the great breweries, restaurants, & shops!

1010 out of 10 rating
Exceptional
(47 reviews)
Very walkable to all the great breweries, restaurants, & shops!
Pensacola, FL
8% off
Price is NZ$3,038
NZ$3,038
NZ$434 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 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$5,907
NZ$5,907
NZ$844 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$5,093
NZ$5,093
NZ$728 per night
includes taxes & fees
Image gallery for Java the Hut: Cozy Retreat in Downtown Pensacola

9.49.4 out of 10 rating
Exceptional
(8 reviews)
Java the Hut: Cozy Retreat in Downtown Pensacola
Pensacola, FL
7% off
Price is NZ$2,596
NZ$2,596
NZ$371 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$2,926
NZ$2,926
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$1,429
NZ$1,429
NZ$204 per night
includes taxes & fees
Image gallery for Comfy home near Downtown, Beaches and Shopping

1010 out of 10 rating
Exceptional
(8 reviews)
Comfy home near Downtown, Beaches and Shopping
Pensacola, FL
8% off
Price is NZ$1,893
NZ$1,893
NZ$270 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$1,964
NZ$1,964
NZ$281 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Southeast Pensacola
Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to
Sleeps 6 · 3 bedrooms · 2 bathrooms
9.49.4 out of 10
Exceptionalexceptional
41 reviews(41 reviews)
East Hill Coastal Cottage, prefect for couples and families, pet friendly.
Sleeps 5 · 2 bedrooms · 1 bathroom
1010 out of 10
Exceptionalexceptional
59 reviews(59 reviews)
Private Pool, Dog-Friendly | Downtown Pensacola | My Beach Getaways
Sleeps 7 · 3 bedrooms · 2+ bathrooms
9.49.4 out of 10
Exceptionalexceptional
23 reviews(23 reviews)
Downtown cottage 7 miles from beach
Sleeps 2 · 1 bedroom · 1 bathroom
9.09.0 out of 10
Wonderfulwonderful
4 reviews(4 reviews)
Modern cottage in historic East Hill
Sleeps 2 · 1 bedroom · 1 bathroom
1010 out of 10
Exceptionalexceptional
243 reviews(243 reviews)
Enjoy a stylish experience at this centrally-located guest house DOWNTOWN!
Sleeps 4 · 2 bedrooms · 1 bathroom
9.69.6 out of 10
Exceptionalexceptional
19 reviews(19 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 Southeast Pensacola?
According to our data, houses are the most sought-after type of holiday home in Southeast Pensacola. But having said that, everyone’s idea of an epic stay isn’t going to be the same. Bookabach has holiday homes with every size, shape and budget in mind, so you’re sure to discover the perfect match.
How much does it cost to rent a holiday home in Southeast Pensacola?
The average price for a holiday home in Southeast Pensacola can vary based on factors such as season, property type and length of stay. Whether you’re looking for a sprawling villa with a pool or a quaint cabin just enough for two, just enter your travel dates to view some great-value stays.
How much does it cost to rent a beach house in Southeast Pensacola?
Prices for beach houses in Southeast Pensacola can differ depending on the size and type of the property and time of year you’re travelling. All you need to do is enter your travel dates into Bookabach and how many guests to view your home options and prices. From there you can use our filters to tailor your search by ratings, amenities, nearby activities and more.
Are there pet-friendly holiday homes in Southeast Pensacola?
Pack a bone and a squeezy toy for your puppy dog because Southeast Pensacola has 123 properties that open their doors to pets. Let your furriest pal get in on the family fun at one of our pet-friendly holiday homes on Bookabach. Simply enter your destination and dates, then check the “Pets allowed” filter box.
Can I rent a house with a pool in Southeast Pensacola?
Add an extra layer of fun to your getaway by booking your family into one of the 13 houses with a private pool in Southeast Pensacola. Use our search filter to find properties with pools on Bookabach, then spend your days splashing around in a swimming pool that’s for your use only.
What are popular home amenities in Southeast Pensacola?
When it comes to home amenities that guests are looking for in Southeast Pensacola, a nearby waterfront, nearby museums and a nearby river rank the highest. With Bookabach holiday homes, you’ll enjoy options to fit your style and taste, whether you’re going on a trip with your partner, family members or even pets.
Are there large group holiday homes in Southeast Pensacola?
Southeast Pensacola has four holiday properties that can cater to 10 or more people. These properties come with all the space you need to enjoy good times with your nearest and dearest.
Are there holiday homes in Southeast Pensacola that welcome kids?
With 122 family-friendly holiday properties to select from in Southeast Pensacola, there’s never been a better time to introduce the kids to the magic of travel. Simply check our “Properties good for families” filter box to look for stays packed with amenities perfect for families on the move, such as living rooms, swimming pools, hot tubs and entertainment areas.
What are the top attractions for families in Southeast Pensacola?
Keeping the kiddos entertained during your stay in Southeast Pensacola is simple with these fabulous family-friendly attractions:
- Splash City Adventures
- Pensacola Childrens Museum
- Fast Eddies Fun Centre
Are there one-bedroom holiday homes in Southeast Pensacola?
Yes, Southeast Pensacola has 34 one-bedroom homes available. Typically situated in well-regarded areas due to their compact size, a one-bedroom home is great if you’re travelling with your partner or a pal. And with home comforts such as wireless internet and more privacy than a standard hotel, you’ll be able to chill out while enjoying this fantastic destination.
Can I find two-bedroom holiday homes in Southeast Pensacola?
You can pick from 38 two-bedroom holiday homes in Southeast Pensacola. Give your little ones the second room or maybe fill it with a couple of your besties. There’s a comfy spot for whoever’s fortunate enough to be coming along for the ride.
Are there holiday homes with WiFi in Southeast Pensacola?
Whether you want to stay in touch with world events, make a video call or surf social networks, there are 64 holiday homes with WiFi in Southeast Pensacola. Check the “WiFi” box when searching on Bookabach and stay connected on your getaway.
How can I find holiday homes with air conditioning in Southeast Pensacola?
Pick your dates and then use our filter tool to see holiday homes with ac in Southeast Pensacola on Bookabach. With 117 air-conditioned properties to choose from here, you can enjoy a comfortable and cool stay.
How old do you have to be to rent a holiday home in Southeast Pensacola?
We advise checking with the Southeast Pensacola holiday home you’re looking at on Bookabach as the minimum age varies. However, normally it’s 16, 18 or 21.
How long can I rent a holiday home in Southeast Pensacola for?
The length of time you can rent a holiday home in Southeast Pensacola depends on the property. Simply enter your desired travel dates to look at a list of options offering extended stays. With a range of features such as air conditioning and laundries, as well as some offering weekly or monthly discounts, you’re sure to discover the perfect place to call your home away from home in Southeast Pensacola.