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Pensacola Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Pensacola holiday rentals

A spacious living room with a large window, a dining area, and a seating area with sofas and a coffee table.

1. The Brent Lofts

The Brent Lofts
4.0 star property
Downtown Pensacola
9.8 out of 10, Exceptional, (8 reviews)
"Location"
United States
April
The price is AU$458
includes taxes & fees
9 Nov - 10 Nov
The Brent Lofts
A two-story house with a balcony and a porch.

2. Shore Break Cottage | Stylish Downtown Pensacola Getaway Near NAS

Shore Break Cottage | Stylish Downtown Pensacola Getaway Near NAS
Downtown Pensacola
9.0 out of 10, Wonderful, (63 reviews)
"Location is just perfect close to downtown nice stores and restaurants"
United States
Amalia
The price is AU$221
includes taxes & fees
22 Nov - 23 Nov
Shore Break Cottage | Stylish Downtown Pensacola Getaway Near NAS
A covered outdoor area with a table and chairs, surrounded by a white railing, overlooking a garden and a street.

3. 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 AU$182
includes taxes & fees
9 Nov - 10 Nov
The Kitchen | Historic East Hill Studio Near Downtown Pensacola
Exterior

4. 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, (419 reviews)
"Very convenient and comfortable stay in Pensacola."
United States
Blaise
The price is AU$193
includes taxes & fees
8 Nov - 9 Nov
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
A house with a porch, steps, and a door.

5. 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 AU$301
includes taxes & fees
13 Nov - 14 Nov
Historic Downtown Pensacola Retreat
A house with a porch, a green door, and a number 915 on the door.

6. 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)
"Our stay there was great, would book this again!"
United States
Allison B.
The price is AU$221
includes taxes & fees
11 Nov - 12 Nov
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach
A living room with a fireplace, a brown leather sofa, and a dining area with a table and chairs.

7. The Kelley House | Cozy Fall Suite 3 w/Balcony

The Kelley House | Cozy Fall Suite 3 w/Balcony
Downtown Pensacola
10.0 out of 10, Exceptional, (18 reviews)
"Excellent location, walking distance to restaurants (Brother Fox was excellent!) and shopping.Beautiful property. Our second time with this host and we will definitely stay here again."
United States
michael r.
The price is AU$315
includes taxes & fees
30 Nov - 1 Dec
The Kelley House | Cozy Fall Suite 3 w/Balcony
A covered outdoor area with a table and chairs, surrounded by a white railing, overlooking a garden and a street.

8. 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, (48 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 AU$270
includes taxes & fees
11 Nov - 12 Nov
The Gadsden Hideaway | Historic East Hill Rental Near Downtown 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, (12 reviews)
"Very comfortable, clean"
United States
Thomas D.
The price is AU$154
includes taxes & fees
8 Nov - 9 Nov
The Wave is private, cozy, comfortable and super chill!!..
A staircase leading up to a house with teal siding, outdoor seating, and a wooden fence in the background.

10. Pensacola Paradise - Apartment

Pensacola Paradise - Apartment
South Pensacola
The price is AU$355
includes taxes & fees
9 Nov - 10 Nov
Pensacola Paradise - Apartment
A compact living space with a fireplace, a television, a kitchen area, and a dining table.

11. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (39 reviews)
"Great little cottage and the owners are great"
United States
George N.
The price is AU$229
includes taxes & fees
9 Nov - 10 Nov
Charming cottage in Pensacola
A porch with a white door, a wooden number sign, and a hanging plant.

12. 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 AU$339
includes taxes & fees
3 Dec - 4 Dec
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach
A modern kitchen with dark cabinetry, a stainless steel stove, a microwave, a black refrigerator, and a wooden countertop.

13. 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 AU$301
includes taxes & fees
9 Nov - 10 Nov
The Jesse: Cottage in Historic Downtown Pensacola
A porch with green shutters, a sign reading "The Gonzalez House circa 1880", and wicker chairs.

14. Historic Downtown Studio

Historic Downtown Studio
Downtown Pensacola
9.8 out of 10, Exceptional, (25 reviews)
"Always our favorite place to stay in Pensacola! Will definitely be back!!!"
United States
Carmen R.
The price is AU$308
includes taxes & fees
15 Nov - 16 Nov
Historic Downtown Studio
A small wooden shed with a yellow door, surrounded by potted plants and a gravel pathway.

15. 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)
"Really enjoyed our stay! Just what we were looking for, will be booking again. Loved how close it was to downtown and the beach, made everything really convenient!"
United States
Haley B.
The price is AU$361
includes taxes & fees
5 Dec - 6 Dec
Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly
A wooden deck with potted plants and a metal railing.

16. 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, (12 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 AU$289
includes taxes & fees
8 Nov - 9 Nov
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
A hotel room with two beds, a desk, a chair, a lamp, a phone, and a window with curtains.

17. Pensacola FL | 2 Full Bed

Pensacola FL | 2 Full Bed
Northwest Pensacola
10.0 out of 10, Exceptional, (65 reviews)
"Friendly staff and good amenities kept us smiling."
United States
Anonymous traveller
The price is AU$120
includes taxes & fees
1 Dec - 2 Dec
Pensacola FL | 2 Full Bed
A balcony with two white chairs and a small table, overlooking a beach with the ocean and a clear sky.

18. Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!
Pensacola Beach
9.6 out of 10, Exceptional, (392 reviews)
"This was our 2nd time staying at this property and it did not disappoint! The view, the view, the view. Comfortable bed and great communication. Would not hesitate to rent for your vacation!"
United States
Debbie D.
The price is AU$536
includes taxes & fees
13 Nov - 14 Nov
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!
A white wooden house with a front door, a wreath, and a lantern on the porch.

19. Festival weekend !! Art, Greek, Foofoo. Walk to D-Town!Close to Beaches & NAS!

Festival weekend !! Art, Greek, Foofoo. Walk to D-Town!Close to Beaches & NAS!
Downtown Pensacola
9.2 out of 10, Wonderful, (16 reviews)
"great place to stay!"
United States
Lydia H.
The price is AU$324
includes taxes & fees
11 Nov - 12 Nov
Festival weekend !! Art, Greek, Foofoo. Walk to D-Town!Close to Beaches & NAS!
A wooden deck with two chairs and a small table, a door with a window, and a brick wall.

20. Charming villa steps from the water in beautiful Pensacola

Charming villa steps from the water in beautiful Pensacola
Southeast Pensacola
10.0 out of 10, Exceptional, (35 reviews)
"Great stay!"
United States
Ivan V.
Charming villa steps from the water in beautiful Pensacola
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
"Room was very clean. Staff was extremely helpful in all questions. Breakfast was great, a great variety on the menu - suggest maybe bacon as well otherwise well rounded and the taste was great."
George L 4-night trip
Posted 9 hours ago
Country Inn & Suites by Radisson, Pensacola West, FL

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$193 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 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.