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Holiday Rentals in Pensacola

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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, (348 reviews)
"Great place to stay, room very clean. Bed was very comfortable. Loved my stay"
United States
Wanda
The price is €94
includes taxes & fees
22 Aug - 23 Aug
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

2. 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 €115
includes taxes & fees
23 Aug - 24 Aug
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

3. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (44 reviews)
"Perfect size for a couple in an ideal location for people who enjoy a stroll. "
United States
Scott P.
The price is €191
includes taxes & fees
24 Aug - 25 Aug
Historic Downtown Pensacola Retreat

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

Hide-Away: Downtown Pensacola, North Hill Studio
Downtown Pensacola
9.2 out of 10, Wonderful, (55 reviews)
"We had a great anniversary stay here! Great location."
United States
The Yarbroughs
The price is €114
includes taxes & fees
25 Aug - 26 Aug
Hide-Away: Downtown Pensacola, North Hill Studio

5. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (32 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 €146
includes taxes & fees
23 Aug - 24 Aug
Charming cottage in Pensacola

6. Historic Downtown Studio

Historic Downtown Studio
Downtown Pensacola
10.0 out of 10, Exceptional, (15 reviews)
"Always our favorite place to stay in Pensacola! Will definitely be back!!!"
United States
Carmen R.
The price is €170
includes taxes & fees
23 Aug - 24 Aug
Historic Downtown Studio

7. 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 €163
includes taxes & fees
15 Sept - 16 Sept
Groovy Cottage in Downtown Pensacola, Pet Friendly

8. Pensacola FL | King Bed

Pensacola FL | King Bed
Northwest Pensacola
10.0 out of 10, Exceptional, (62 reviews)
"Prices were reasonable for good accommodations. I was pleased I chose this spot."
United States
Anonymous traveller
The price is €65
includes taxes & fees
23 Aug - 24 Aug
Pensacola FL | King Bed

9. 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)
"Quaint tiny cottage tucked away with a laid back vibe. Chickens to greet you and nice walks to several places like graffiti bridge, bayside views, restaurants and parks. "
United States
Shevonne
The price is €165
includes taxes & fees
23 Aug - 24 Aug
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices

10. 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, (43 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is €164
includes taxes & fees
23 Aug - 24 Aug
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

11. The Wild Flower

The Wild Flower
Southeast Pensacola
8.4 out of 10, Very good, (31 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 €145
includes taxes & fees
26 Aug - 27 Aug
The Wild Flower

12. 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)
"Charming little spot, super convenient to downtown. Quiet and tucked away."
United States
Rachael P.
The price is €196
includes taxes & fees
23 Aug - 24 Aug
Walk to Palafox Restaurants and Events!Close to Beaches and NAS.

13. Downtown home + bay views + seafood market

Downtown home + bay views + seafood market
South Pensacola
10.0 out of 10, Exceptional, (76 reviews)
"Great location "
United States
Eric R.
The price is €296
includes taxes & fees
25 Aug - 26 Aug
Downtown home + bay views + seafood market

14. The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (37 reviews)
"Great stay and I plan to be back. Love the place, I could live there."
United States
Edmund D.
The price is €192
includes taxes & fees
24 Aug - 25 Aug
The Jesse: Cottage in Historic Downtown Pensacola

15. The Dutch Getaway

The Dutch Getaway
New Warrington
9.8 out of 10, Exceptional, (65 reviews)
"Charming cottage. Enjoyed the breakfast/ dining area. Good amenities overall. "
United States
Barbara S.
The price is €212
includes taxes & fees
23 Aug - 24 Aug
The Dutch Getaway

16. LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH

LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH
Northeast Pensacola
9.0 out of 10, Wonderful, (23 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 €202
includes taxes & fees
23 Aug - 24 Aug
LUXURY TOWNHOME NEAR DOWNTOWN AND PENSACOLA BEACH

17. 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
9.2 out of 10, Wonderful, (17 reviews)
"Great place to stay. Plenty of restaurants nezrby and things to do."
United States
Sandra B.
The price is €164
includes taxes & fees
1 Sept - 2 Sept
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach

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, (49 reviews)
"Convenient to a number of great restaurants. Would definitely stay there again."
United States
Cynthia V.
The price is €314
includes taxes & fees
21 Sept - 22 Sept
Stylish Downtown Home: steps away from all downtown hotspots

19. 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 €234
includes taxes & fees
23 Aug - 24 Aug
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

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

The Kelley House | Suite 1 - 1st Floor
Downtown Pensacola
10.0 out of 10, Exceptional, (30 reviews)
"Location is awesome - if you live to have fun! (Great place to stay!"
United States
Max L.
The price is €298
includes taxes & fees
7 Sept - 8 Sept
The Kelley House | Suite 1 - 1st Floor
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, apart-hotels, 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 favorite 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 depends 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 €94 per night. Entering your travel dates in the search wizard you might find 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. 

Explore a world of travel with Expedia

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 217 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.