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
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Pensacola holiday rentals

A house with a porch, steps, and a door.

1. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (46 reviews)
"Second time here and loved it all over again! Best location to downtown Pensacola for date night!"
United States
Mike L.
The price is HK$659
HK$1,939 total
includes taxes & fees
31 Oct - 1 Nov
Historic Downtown Pensacola Retreat
A two-story house with a balcony and a porch.

2. Hide-Away | Historic North Hill Studio Near Downtown Pensacola

Hide-Away | Historic North Hill Studio Near Downtown Pensacola
Downtown Pensacola
9.2 out of 10, Wonderful, (57 reviews)
"Host was amazing, room was very clean overall would definitely stay again!"
United States
Morgan K.
The price is HK$274
HK$999 total
includes taxes & fees
17 Nov - 18 Nov
Hide-Away | Historic North Hill Studio Near Downtown Pensacola
A light blue house with a porch, numbered doors, and a small garden with palm trees.

3. East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach

East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach
Southeast Pensacola
9.4 out of 10, Exceptional, (18 reviews)
"The property was was very clean and very convenient to nearby places. The host was very friendly and checked to make sure we had everything we needed. We enjoyed our stay!!"
United States
Shawna K.
The price is HK$791
HK$1,776 total
includes taxes & fees
2 Nov - 3 Nov
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach
A covered outdoor area with a table and chairs, surrounded by a white railing, overlooking a garden and a street.

4. The Kitchen | Historic East Hill Studio Near Downtown Pensacola

The Kitchen | Historic East Hill Studio Near Downtown Pensacola
Downtown Pensacola
10.0 out of 10, Exceptional, (22 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 HK$282
HK$1,008 total
includes taxes & fees
27 Oct - 28 Oct
The Kitchen | Historic East Hill Studio Near Downtown Pensacola
A spacious living room with a fireplace, a dining area, and a kitchen.

5. The Kelley House | Cozy Fall Suite w/Balcony

The Kelley House | Cozy Fall Suite w/Balcony
Downtown Pensacola
9.8 out of 10, Exceptional, (20 reviews)
"Very pleasant stay and easy check in"
United States
Christian B.
The Kelley House | Cozy Fall Suite w/Balcony
A modern interior with a dining area, kitchen, and seating space.

6. The Brent Lofts

The Brent Lofts
4.0 star property
Downtown Pensacola
9.8 out of 10, Exceptional, (6 reviews)
"Location"
United States
April
The price is HK$1,270
HK$2,488 total
includes taxes & fees
28 Oct - 29 Oct
The Brent Lofts
An aerial view of a coastal area with a long beachfront, several high-rise buildings, and a clear blue sea.

7. Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly

Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (7 reviews)
"Easy to find , quick simple check in , nice hosts ,"
United States
Anonymous traveller
The price is HK$667
HK$1,576 total
includes taxes & fees
13 Nov - 14 Nov
Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly
A wooden staircase with metal railings leading to a dark ceiling.

8. Private Studio Oasis

Private Studio Oasis
North Northwest Pensacola
10.0 out of 10, Exceptional, (5 reviews)
"We loved the room. It was quiet and private. We enjoyed it."
United States
Heather P.
The price is HK$690
HK$1,330 total
includes taxes & fees
26 Oct - 27 Oct
Private Studio Oasis
A house with a porch, a green door, and a number 915 on the door.

9. Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach
Southeast Pensacola
9.6 out of 10, Exceptional, (48 reviews)
"Cute little home away from home!"
United States
Diana O.
The price is HK$314
HK$1,255 total
includes taxes & fees
9 Nov - 10 Nov
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach
A compact living space with a fireplace, a television, a kitchen area, and a dining table.

10. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (37 reviews)
"Great little cottage and the owners are great"
United States
George N.
The price is HK$663
HK$1,300 total
includes taxes & fees
26 Oct - 27 Oct
Charming cottage in Pensacola
A campground with multiple cabins, picnic tables, and string lights.

11. Cute small studio near downtown

Cute small studio near downtown
South Pensacola
9.4 out of 10, Exceptional, (3 reviews)
"Great place. 100% as described."
United States
Eric T.
The price is HK$627
HK$1,255 total
includes taxes & fees
26 Oct - 27 Oct
Cute small studio near downtown
A wide sandy beach with visible footprints and a clear blue sky.

12. Breathtaking Soundfront Condo|Pool & Beach Access!

Breathtaking Soundfront Condo|Pool & Beach Access!
Pensacola Beach
9.8 out of 10, Exceptional, (46 reviews)
"We absolutely loved staying here , it was in a great location for anything you wanted to do . We will definitely stay here again "
United States
Kenny B.
The price is HK$706
HK$2,845 total
includes taxes & fees
26 Oct - 27 Oct
Breathtaking Soundfront Condo|Pool & Beach Access!
A wooden dock leading to a calm body of water with kayaks and a paddleboard.

13. Stocked Fishing Pond On-site: Quiet Pensacola Home

Stocked Fishing Pond On-site: Quiet Pensacola Home
3.0 star property
Pensacola
The price is HK$1,129
HK$3,645 total
includes taxes & fees
8 Nov - 9 Nov
Stocked Fishing Pond On-site: Quiet Pensacola Home
A covered outdoor area with a table and chairs, surrounded by a white railing, overlooking a garden and a street.

14. The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola

The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola
Downtown Pensacola
10.0 out of 10, Exceptional, (47 reviews)
"Fantastic place, would definitely stay again. Clean and spacious. AC worked Great. Fantastic location. Houe is also supplied nicely with essentials and comforts."
United States
J R.
The price is HK$494
HK$1,513 total
includes taxes & fees
3 Nov - 4 Nov
The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola
A modern kitchen with dark cabinetry, a stainless steel stove, a microwave, a black refrigerator, and a wooden countertop.

15. The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (40 reviews)
"This was a wonderfully located cottage. Walking distance to so many great sites, shopping, and restaurants. Would definitely stay here again the next time I come to Pensacola."
United States
Danny S.
The price is HK$518
HK$1,740 total
includes taxes & fees
3 Nov - 4 Nov
The Jesse: Cottage in Historic Downtown Pensacola
A campground with multiple cabins, picnic tables, and string lights.

16. Sunny Pensacola Studio Near Beach & Downtown

Sunny Pensacola Studio Near Beach & Downtown
South Pensacola
9.6 out of 10, Exceptional, (21 reviews)
"Very clean and the host were very friendly we had an amazing stay thank you. "
United States
Cecilia
The price is HK$627
HK$1,302 total
includes taxes & fees
26 Oct - 27 Oct
Sunny Pensacola Studio Near Beach & Downtown
A covered outdoor area with two metal chairs and a small table, a door with a window, and a light fixture on the wall.

17. 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, (19 reviews)
"we will stay there again"
United States
Robin L.
The price is HK$473
HK$1,130 total
includes taxes & fees
28 Oct - 29 Oct
Charming cottage in fabulous Pensacola just steps from the water with water view
Wicker chairs with metal frames on a concrete floor, against a light blue brick wall.

18. The Wave is private, cozy, comfortable and super chill!!..

The Wave is private, cozy, comfortable and super chill!!..
Southeast Pensacola
9.8 out of 10, Exceptional, (12 reviews)
"Very comfortable, clean"
United States
Thomas D.
The price is HK$558
HK$872 total
includes taxes & fees
26 Oct - 27 Oct
The Wave is private, cozy, comfortable and super chill!!..
A wooden deck with potted plants and a metal railing.

19. Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices

Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
Southeast Pensacola
9.8 out of 10, Exceptional, (11 reviews)
"Cute little cottage, clean and well maintained, easy street parking, well lit at night and quiet. The host was very communicative and nice. We really enjoyed our quick stay and very close to downtown and Fish House restaurant which was amazing!"
United States
Sara N.
The price is HK$745
HK$1,644 total
includes taxes & fees
26 Oct - 27 Oct
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
A beach with waves crashing onto the shore and a sunset in the background.

20. Beautiful 2-bedroom home with a Great Location 10 minutes to Pensacola Beach!!

Beautiful 2-bedroom home with a Great Location 10 minutes to Pensacola Beach!!
Gulf Breeze
10.0 out of 10, Exceptional, (13 reviews)
"The host was very helpful and responded immediately. When we arrived, HVAC was set properly, a few lights on and the TV on with scenic background images-like you were stepping into a friend's home to visit. Highly recommend this property"
United States
Richard
The price is HK$628
HK$1,300 total
includes taxes & fees
9 Nov - 10 Nov
Beautiful 2-bedroom home with a Great Location 10 minutes to Pensacola Beach!!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Pensacola Hotel Reviews

Sweet Dream Inn University Park

Sweet Dream Inn University Park

8/10 Good
"It was good, nothing exciting. I turned the heater on for seconds and set the fire alarm off. That thing hasnt been cleaned in a very long time. I got locked in the bathroom for more than 10mins. The lock was half"
amanda 4-night trip
Posted 2 days ago
Sweet Dream Inn University Park

Find out more about Pensacola

Search for holiday rentals in Pensacola on Expedia! You can easily find your home rentals, villas, holiday apartments in Pensacola using one of the methods below:

  • View our selection of featured holiday rentals in Pensacola
  • Use the map to find apartments and other holiday homes in the Pensacola neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Pensacola while they last

Look no further and take a look at our great range of rental properties in Pensacola!

Frequently asked questions

Can I find a holiday rental in Pensacola?

Yes, there are holiday rentals in Pensacola close to Fast Eddies Fun 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 acclaimed theatre scene this destination is known for. The great live music and fascinating museums 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?

Beach Bungalow: This highly rated holiday home rental in Pensacola is located on the beach, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave. Make the most of books in this rental home to help you unwind. Other favourite homes for rent in Pensacola are Blue Angel Beach House-2 king suites+Fire pit+air hockey🌴 and The Dory Is A Gulf Front Treasure Your Family Will Love!.

How many holiday rentals are there in Pensacola?

Choose from 222 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.