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Pensacola Holiday Rentals

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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, (381 reviews)
"Definitely recommend staying here .I will be back"
United States
Giselle
The price is AU$155
includes taxes & fees
23 Sept - 24 Sept
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

2. 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, (21 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$191
includes taxes & fees
28 Sept - 29 Sept
The Kitchen | Historic East Hill Studio Near Downtown Pensacola

3. 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, (16 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$310
includes taxes & fees
23 Sept - 24 Sept
The Kelley House | Cozy Fall Suite 3 w/Balcony

4. Quiet. Private. Perfect. Courtyard Suite for Two

Quiet. Private. Perfect. Courtyard Suite for Two
Downtown Pensacola
9.6 out of 10, Exceptional, (29 reviews)
"Brother Fox and Sister Hen almost directly acrossed the street. Downtown within walking distance. Plenty of restaurants and bars. The guest suite is perfect for two."
United States
Greg D.
The price is AU$487
includes taxes & fees
28 Sept - 29 Sept
Quiet. Private. Perfect. Courtyard Suite for Two

5. 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)
"We had a great anniversary stay here! Great location."
United States
The Yarbroughs
The price is AU$182
includes taxes & fees
4 Oct - 5 Oct
Hide-Away | Historic North Hill Studio Near Downtown Pensacola

6. Historic Downtown Studio

Historic Downtown Studio
Downtown Pensacola
10.0 out of 10, Exceptional, (18 reviews)
"Always our favorite place to stay in Pensacola! Will definitely be back!!!"
United States
Carmen R.
The price is AU$277
includes taxes & fees
23 Sept - 24 Sept
Historic Downtown Studio

7. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (45 reviews)
"Good location to downtown"
United States
Brooke M.
The price is AU$320
includes taxes & fees
4 Oct - 5 Oct
Historic Downtown Pensacola Retreat

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 AU$246
includes taxes & fees
4 Oct - 5 Oct
Charming cottage in Pensacola

9. 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 AU$260
includes taxes & fees
29 Sept - 30 Sept
Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly

10. 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 AU$265
includes taxes & fees
4 Oct - 5 Oct
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach

11. 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, (45 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is AU$277
includes taxes & fees
28 Sept - 29 Sept
The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola

12. 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, (51 reviews)
"Convenient to a number of great restaurants. Would definitely stay there again."
United States
Cynthia V.
The price is AU$558
includes taxes & fees
6 Oct - 7 Oct
Stylish Downtown Home: steps away from all downtown hotspots

13. The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (39 reviews)
"Great stay and I plan to be back. Love the place, I could live there."
United States
Edmund D.
The price is AU$337
includes taxes & fees
4 Oct - 5 Oct
The Jesse: Cottage in Historic Downtown Pensacola

14. Cozy Duplex Spacious Close to Everything

Cozy Duplex Spacious Close to Everything
3.0 star property
Downtown Pensacola
10.0 out of 10, Exceptional, (2 reviews)
"Spotless property. Very good responses from the host. We had a lovely time and would highly recommend it!"
United States
Taona
Cozy Duplex Spacious Close to Everything

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, (48 reviews)
"Cute little home away from home!"
United States
Diana O.
The price is AU$243
includes taxes & fees
4 Oct - 5 Oct
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

16. 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, (9 reviews)
"Very comfortable, clean"
United States
Thomas D.
The Wave is private, cozy, comfortable and super chill!!..

17. 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 AU$276
includes taxes & fees
30 Sept - 1 Oct
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices

18. Java the Hut: Cozy Retreat in Downtown Pensacola

Java the Hut: Cozy Retreat in Downtown Pensacola
Southeast Pensacola
9.6 out of 10, Exceptional, (52 reviews)
"It was well maintained and clean when we arrived"
United States
Nick L.
The price is AU$408
includes taxes & fees
23 Sept - 24 Sept
Java the Hut: Cozy Retreat in Downtown Pensacola

19. LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH

LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH
Northeast Pensacola
8.8 out of 10, Excellent, (26 reviews)
"We had a great stay at this place! The place was exactly as described! Clean, well-maintained, and very comfortable. The check-in process was smooth and hassle-free, which made everything even better after a long trip. Juan communicated with us throughout the whole time and highly recommended this place! "
United States
Thiruna F.
The price is AU$400
includes taxes & fees
4 Oct - 5 Oct
LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH

20. Beach Barn | 5min to Pcola Beach • Full Kitchen

Beach Barn | 5min to Pcola Beach • Full Kitchen
Gulf Breeze
9.2 out of 10, Wonderful, (12 reviews)
"Best water pressure I’ve ever had in a hotel or vacation rental shower ever. "
United States
Melik
Beach Barn | 5min to Pcola Beach • Full Kitchen
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

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$155 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 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?

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 Private Heated Pool|Boat Dock|Pet Friendly|Fenced Yard |Sun Room|Minutes to Beaches & NAS Pensacola.

How many holiday rentals are there in Pensacola?

Choose from 223 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.