Photo by Cody Trimm

Southeast Pensacola holiday homes

We found 294 holiday rentals — enter your dates for availability

Discover a selection of 118 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:24 Oct - 31 Oct

Image gallery for Pensacola Waterfront/Pier Boat Dock Private Heated Pool, 5 Minutes to Downtown

Pool
10 out of 10 rating
Exceptional
(30 reviews)

Pensacola Waterfront/Pier Boat Dock Private Heated Pool, 5 Minutes to Downtown

Pensacola, FL

8% off
Price is NZ$7,070
NZ$1,010 per night
includes taxes & fees
Pensacola Waterfront/Pier Boat Dock Private Heated Pool, 5 Minutes to Downtown

Image gallery for East Hill Coastal Cottage, prefect for couples and families, pet friendly.

Exterior
10 out of 10 rating
Exceptional
(66 reviews)

East Hill Coastal Cottage, prefect for couples and families, pet friendly.

Pensacola, FL

8% off
Price is NZ$2,515
NZ$359 per night
includes taxes & fees
East Hill Coastal Cottage, prefect for couples and families, pet friendly.

Image gallery for Pet-Friendly, Contemporary Home ✨5 min to Downtown✨

Room
9.2 out of 10 rating
Wonderful
(7 reviews)

Pet-Friendly, Contemporary Home ✨5 min to Downtown✨

Pensacola, FL

9% off
Price is NZ$2,368
NZ$338 per night
includes taxes & fees
Pet-Friendly, Contemporary Home ✨5 min to Downtown✨

Image gallery for Cozy vintage airstream downtown Pensacola, pet friendly

Property grounds
8.0 out of 10 rating
Very good
(15 reviews)

Cozy vintage airstream downtown Pensacola, pet friendly

Pensacola, FL

8% off
Price is NZ$1,283
NZ$183 per night
includes taxes & fees
Cozy vintage airstream downtown Pensacola, pet friendly

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More 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.

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