An aerial view of a coastal city with a prominent bridge, marina, and dense urban area.

Pensacola Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pensacola holiday rentals

1. stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area
4.0 star property
Pensacola
9.0 out of 10, Wonderful, (339 reviews)
"Great place to stay, room very clean. Bed was very comfortable. Loved my stay"
United States
Wanda
The price is AU$142
includes taxes & fees
30 Aug - 31 Aug
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

2. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (43 reviews)
"Perfect size for a couple in an ideal location for people who enjoy a stroll. "
United States
Scott P.
The price is AU$317
includes taxes & fees
24 Aug - 25 Aug
Historic Downtown Pensacola Retreat

3. The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

The Kitchen: Cozy Historic Retreat in East Hill Preservation District!
Downtown Pensacola
9.8 out of 10, Exceptional, (19 reviews)
"The property is clean and the air conditioning was very good and the value is very good. Check in and out were easy. "
United States
Derek
The price is AU$186
includes taxes & fees
9 Aug - 10 Aug
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

4. Hide-Away: Downtown Pensacola, North Hill Studio

Hide-Away: Downtown Pensacola, North Hill Studio
Downtown Pensacola
9.2 out of 10, Wonderful, (54 reviews)
"Conveniently located in the downtown area close to the beaches, lots of restaurants in the area, clean, very communicative host. 10/10 experience."
United States
D
The price is AU$199
includes taxes & fees
6 Sept - 7 Sept
Hide-Away: Downtown Pensacola, North Hill Studio

5. The Kelley House | Suite 1 - 1st Floor

The Kelley House | Suite 1 - 1st Floor
Downtown Pensacola
10.0 out of 10, Exceptional, (29 reviews)
"Location is awesome - if you live to have fun! (Great place to stay!"
United States
Max L.
The price is AU$355
includes taxes & fees
17 Aug - 18 Aug
The Kelley House | Suite 1 - 1st Floor

6. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (31 reviews)
"Great spot right off the Bay bridge to get you quickly to Gulf Breeze and Pensacola beach! Also just minutes away from Palafox St. and downtown dining. Highly recommended and one I plan to re-book next year!"
United States
Nate
The price is AU$243
includes taxes & fees
11 Aug - 12 Aug
Charming cottage in Pensacola

7. The Wild Flower

The Wild Flower
Southeast Pensacola
8.4 out of 10, Very good, (28 reviews)
"Everything was great, Apartment was Clean, stocked Everything we need, safe neighborhood, close to stores, beach, and interstate. We will deliver rent when we travel back."
United States
Veronica
The price is AU$236
includes taxes & fees
16 Aug - 17 Aug
The Wild Flower

8. Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (6 reviews)
"Easy to find , quick simple check in , nice hosts ,"
United States
Anonymous traveller
The price is AU$291
includes taxes & fees
16 Aug - 17 Aug
Groovy Cottage in Downtown Pensacola, Pet Friendly

9. Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

Nurse-ready Rental 2 Mi to UWF Campus & Hospital!
3.0 star property
Pensacola
The price is AU$473
includes taxes & fees
18 Aug - 19 Aug
Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

10. Historic Downtown Studio

Historic Downtown Studio
Downtown Pensacola
10.0 out of 10, Exceptional, (14 reviews)
"Always our favorite place to stay in Pensacola! Will definitely be back!!!"
United States
Carmen R.
The price is AU$300
includes taxes & fees
11 Aug - 12 Aug
Historic Downtown Studio

11. Sunny Pensacola Studio Near Beach & Downtown

Sunny Pensacola Studio Near Beach & Downtown
South Pensacola
9.8 out of 10, Exceptional, (19 reviews)
"Very clean and the host were very friendly we had an amazing stay thank you. "
United States
Cecilia
The price is AU$226
includes taxes & fees
10 Aug - 11 Aug
Sunny Pensacola Studio Near Beach & Downtown

12. Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Downtown Pensacola
10.0 out of 10, Exceptional, (42 reviews)
"This was our first stay in downtown Pensacola (we normally stay on the beach) and it did not disappoint! The Gadsden is perfectly located near downtown and all that it has to offer and having Maria's just steps away is an added bonus! The property was spotless when we arrived and well stocked with all we needed. We will surely be back for another stay!"
United States
Holly K.
The price is AU$267
includes taxes & fees
9 Aug - 10 Aug
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

13. The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (36 reviews)
"Great stay and I plan to be back. Love the place, I could live there."
United States
Edmund D.
The price is AU$320
includes taxes & fees
12 Aug - 13 Aug
The Jesse: Cottage in Historic Downtown Pensacola

14. Charming Guest House at Live Oaks on the Bayou

Charming Guest House at Live Oaks on the Bayou
Southeast Pensacola
9.8 out of 10, Exceptional, (48 reviews)
"Enjoyed my stay "
United States
Candace B.
The price is AU$327
includes taxes & fees
13 Aug - 14 Aug
Charming Guest House at Live Oaks on the Bayou

15. Bee Our Guest: EPH, Close to Downtown and Beach!

Bee Our Guest: EPH, Close to Downtown and Beach!
Southeast Pensacola
9.6 out of 10, Exceptional, (45 reviews)
"I was very pleased with my stay at the Bee Our Guest. The property was clean and as described, and the check-in and check-out was simple and smooth. The location was great for me - close to both the airport and downtown - and in a nice neighborhood. I would definitely stay there again."
United States
Eirikur
The price is AU$224
includes taxes & fees
9 Aug - 10 Aug
Bee Our Guest: EPH, Close to Downtown and Beach!

16. Stylish Downtown Home: steps away from all downtown hotspots

Stylish Downtown Home: steps away from all downtown hotspots
Downtown Pensacola
9.8 out of 10, Exceptional, (47 reviews)
"Convenient to a number of great restaurants. Would definitely stay there again."
United States
Cynthia V.
Stylish Downtown Home: steps away from all downtown hotspots

17. Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Downtown Pensacola
9.2 out of 10, Wonderful, (16 reviews)
"This property is within walking distance to downtown. "
United States
Dee P.
The price is AU$386
includes taxes & fees
12 Aug - 13 Aug
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

18. Charming cottage in fabulous Pensacola just steps from the water with water view

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.8 out of 10, Exceptional, (16 reviews)
"This is a beautiful location on the bay with everything you need nearby very enjoyable and comfortable"
United States
Chelsea H.
The price is AU$216
includes taxes & fees
24 Aug - 25 Aug
Charming cottage in fabulous Pensacola just steps from the water with water view

19. Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.

Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.
Navy Point
9.6 out of 10, Exceptional, (25 reviews)
"Very cool place. Well decorated. Great location. Very sturdy."
United States
Matt
The price is AU$300
includes taxes & fees
10 Aug - 11 Aug
Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.

20. The Dutch Getaway

The Dutch Getaway
New Warrington
9.8 out of 10, Exceptional, (63 reviews)
"Charming cottage. Enjoyed the breakfast/ dining area. Good amenities overall. "
United States
Barbara S.
The price is AU$354
includes taxes & fees
12 Aug - 13 Aug
The Dutch Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Pensacola Hotel Reviews

Find out more about Pensacola

Everything you need to know about Pensacola holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Pensacola holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Pensacola holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Pensacola holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Pensacola. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Pensacola holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Pensacola holiday rentals we have selected for you start as low as AU$142 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Pensacola rentals

At Expedia, we put the best Pensacola holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Pensacola rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Pensacola holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Pensacola. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Pensacola?

Yes, there are holiday rentals in Pensacola close to DeLuna Lanes Bowling Center, or you can select a more secluded option if you're looking for a relaxing stay. Visitors to Pensacola like the popular beaches and great live music this destination is known for. The fascinating museums and entertainment choices are some other things you might like to check out during your trip.

What are some of the best holiday rentals that Pensacola has to offer?

Gulf side, Molokai B5-steps to the beach!: This highly rated holiday home rental in Pensacola is located on the beach, and has a balcony, a selection of games and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of Access to hot tub in this rental home to help you unwind. Other favourite homes for rent in Pensacola are "High Tides" | Private Beachfront Home | Upgraded | My Beach Getaways and Perdido House - Your Home Away with Private Pool and Dock.

How many holiday rentals are there in Pensacola?

Choose from 214 Expedia holiday rentals in Pensacola for a memorable holiday.

What’s there to see and do in Pensacola?

Enjoy the outdoors at Johnson Beach and Perdido Key Beach, or simply take in cultural attractions like Saenger Theatre and Historic Pensacola Village. Other places in town to visit include Pensacola Naval Air Station and Pensacola Bay Center.

What’s a holiday rental in Pensacola like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Pensacola. Holiday rentals feature amenities like WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from public hotel lifts and busy reception areas while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.