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Pensacola Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

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, (369 reviews)
"Will be staying again very soon"
United States
India
The price is HK$641
HK$721 total
includes taxes & fees
9 Sept - 10 Sept
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
A covered outdoor area with a table and chairs, surrounded by a white railing, overlooking a garden and a street.

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

The Kitchen | Historic East Hill Studio Near Downtown Pensacola
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 HK$282
HK$1,007 total
includes taxes & fees
9 Sept - 10 Sept
The Kitchen | Historic East Hill Studio Near Downtown Pensacola
A house with a porch, steps, and a door.

3. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (44 reviews)
"Good location to downtown"
United States
Brooke M.
The price is HK$459
HK$1,650 total
includes taxes & fees
9 Sept - 10 Sept
Historic Downtown Pensacola Retreat
A two-story house with a balcony and a porch.

4. 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, (56 reviews)
"We had a great anniversary stay here! Great location."
United States
The Yarbroughs
The price is HK$254
HK$975 total
includes taxes & fees
9 Sept - 10 Sept
Hide-Away | Historic North Hill Studio Near Downtown Pensacola
A modern kitchen with dark cabinetry, a stainless steel stove, a microwave, a black refrigerator, and a wooden countertop.

5. The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (38 reviews)
"Great stay and I plan to be back. Love the place, I could live there."
United States
Edmund D.
The price is HK$510
HK$1,746 total
includes taxes & fees
14 Sept - 15 Sept
The Jesse: Cottage in Historic Downtown Pensacola
A living room with a brick fireplace, a chandelier, a sofa, and a coffee table.

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

The Kelley House | Suite 1 - 1st Floor
Downtown Pensacola
10.0 out of 10, Exceptional, (32 reviews)
"Location is awesome - if you live to have fun! (Great place to stay!"
United States
Max L.
The price is HK$815
HK$2,181 total
includes taxes & fees
21 Sept - 22 Sept
The Kelley House | Suite 1 - 1st Floor
A covered outdoor area with a table and chairs, surrounded by a white railing, overlooking a garden and a street.

7. 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, (44 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is HK$494
HK$1,512 total
includes taxes & fees
11 Sept - 12 Sept
The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola
A compact living space with a fireplace, a television, a kitchen area, and a dining table.

8. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (33 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 HK$663
HK$1,300 total
includes taxes & fees
9 Sept - 10 Sept
Charming cottage in Pensacola
Wicker chairs with metal frames on a concrete floor, against a light blue brick wall.

9. 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, (8 reviews)
"Very comfortable, clean"
United States
Thomas D.
The price is HK$572
HK$888 total
includes taxes & fees
14 Sept - 15 Sept
The Wave is private, cozy, comfortable and super chill!!..
A porch with green shutters, a sign reading "The Gonzalez House circa 1880", and wicker chairs.

10. Historic Downtown Studio

Historic Downtown Studio
Downtown Pensacola
10.0 out of 10, Exceptional, (16 reviews)
"Always our favorite place to stay in Pensacola! Will definitely be back!!!"
United States
Carmen R.
The price is HK$706
HK$1,524 total
includes taxes & fees
9 Sept - 10 Sept
Historic Downtown Studio
A light blue house with a porch, numbered doors, and a small garden with palm trees.

11. 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)
"Great place to stay. Plenty of restaurants nezrby and things to do."
United States
Sandra B.
The price is HK$536
HK$1,481 total
includes taxes & fees
14 Sept - 15 Sept
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach
A wooden deck with potted plants and a metal railing.

12. 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)
"This cozy cottage was absolutely outstanding! Perfect distance to all our events in the area. Our hosts were super sweet and there if we needed anything. We enjoyed our stay! "
United States
Badge L.
The price is HK$745
HK$1,524 total
includes taxes & fees
30 Sept - 1 Oct
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
An aerial view of a coastal area with a long beachfront, several high-rise buildings, and a clear blue sea.

13. Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, 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$627
HK$1,548 total
includes taxes & fees
16 Sept - 17 Sept
Groovy Cottage in Downtown Pensacola, Pet Friendly
A hotel room with two beds, a desk, a chair, a lamp, a phone, and a window with curtains.

14. Pensacola FL | 2 Full Bed

Pensacola FL | 2 Full Bed
Northwest Pensacola
10.0 out of 10, Exceptional, (63 reviews)
"Friendly staff and good amenities kept us smiling."
United States
Anonymous traveller
The price is HK$459
HK$636 total
includes taxes & fees
11 Sept - 12 Sept
Pensacola FL | 2 Full Bed
A house with a porch, a green door, and a number '9' on the door.

15. 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, (47 reviews)
"This was a great location. Small, but very nice and perfect for a weekend getaway. The place was exceptionally clean and comfortable to stay in. Will definitely be booking again!"
United States
Sean S.
The price is HK$282
HK$1,219 total
includes taxes & fees
9 Sept - 10 Sept
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach
A bedroom with a bed, a chair, a nightstand, a ceiling fan, and a view of the outdoors.

16. Bright & open/walk to downtown!

Bright & open/walk to downtown!
South Pensacola
10.0 out of 10, Exceptional, (24 reviews)
"Our Vrbo stay was absolutely perfect for us! Everything was very clean, check-in was super easy, and we were even able to check in early which was a huge bonus. The house was beautiful and had everything we needed. We truly enjoyed our stay and would definitely recommend it to others!"
United States
Kendra B.
The price is HK$902
HK$2,676 total
includes taxes & fees
9 Sept - 10 Sept
Bright & open/walk to downtown!
A round table with white metal chairs and brown cushions, surrounded by trees and greenery.

17. Walk to Palafox Restaurants and Events!Close to Beaches and NAS!

Walk to Palafox Restaurants and Events!Close to Beaches and NAS!
Downtown Pensacola
9.2 out of 10, Wonderful, (15 reviews)
"great place to stay!"
United States
Lydia H.
The price is HK$706
HK$1,768 total
includes taxes & fees
9 Sept - 10 Sept
Walk to Palafox Restaurants and Events!Close to Beaches and NAS!
A modern living room with a white sofa, blue chairs, a chandelier, and a staircase leading to a kitchen area.

18. 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, (50 reviews)
"Convenient to a number of great restaurants. Would definitely stay there again."
United States
Cynthia V.
The price is HK$839
HK$2,790 total
includes taxes & fees
22 Sept - 23 Sept
Stylish Downtown Home: steps away from all downtown hotspots
A window with blinds, a view of a road, trees, and a body of water.

19. Pineapple Paradise | Bayou Texar Water View Rental Near Downtown Pensacola

Pineapple Paradise | Bayou Texar Water View Rental Near Downtown Pensacola
Southeast Pensacola
9.2 out of 10, Wonderful, (38 reviews)
"Our host was wonderful! She was amazing to work with and helped us with any small issues we had! Would definitely stay here again anytime!"
United States
Pen S.
The price is HK$314
HK$1,254 total
includes taxes & fees
28 Sept - 29 Sept
Pineapple Paradise | Bayou Texar Water View Rental Near Downtown Pensacola
A beach with clear water, a small island with trees, and buildings in the background.

20. The Dutch Getaway

The Dutch Getaway
New Warrington
9.8 out of 10, Exceptional, (66 reviews)
"Charming cottage. Enjoyed the breakfast/ dining area. Good amenities overall. "
United States
Barbara S.
The price is HK$902
HK$1,872 total
includes taxes & fees
9 Sept - 10 Sept
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.
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Top Pensacola Hotel Reviews

Country Inn & Suites by Radisson, Pensacola West, FL

Country Inn & Suites by Radisson, Pensacola West, FL

10/10 Excellent
"Nothing in particular"
Guenther 1-night trip
Posted less than an hour ago
Country Inn & Suites by Radisson, Pensacola West, FL

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 Pensacola Children's Museum, 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?

New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard! : This highly rated holiday home rental in Pensacola is located on the beach, and has a patio, a private garden and a BBQ 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 games 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 PRIVATE OASIS - HEATED POOL/SPA, PRIVATE BEACH ACCESS, BAY with DOCK, GAME ROOM!.

How many holiday rentals are there in Pensacola?

Choose from 211 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.