Holiday Rentals in Pensacola

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Our top choices for Pensacola holiday rentals

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area
4.0 star property
Pensacola
9.2 out of 10, Wonderful, (259 reviews)
"Another awesome stay and pretty much my family’s exclusive accommodations when we visit Pensacola. Over 15+ trips in the past 24 months and only TWO stays somewhere else as they were sold out."
United States
Terrance Lamar
The price is €106
includes taxes & fees
14 Apr - 15 Apr
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

< 2 Mi to Dtwn! Quiet Family Home in Pensacola

< 2 Mi to Dtwn! Quiet Family Home in Pensacola
3.0 star property
South Pensacola
The price is €236
includes taxes & fees
13 Apr - 14 Apr
< 2 Mi to Dtwn! Quiet Family Home in Pensacola

Sunny Pensacola Studio Near Beach & Downtown

Sunny Pensacola Studio Near Beach & Downtown
South Pensacola
10.0 out of 10, Exceptional, (11 reviews)
"Clean; very convenient if you’re visiting someone on either naval base."
United States
valerie s.
The price is €138
includes taxes & fees
12 Apr - 13 Apr
Sunny Pensacola Studio Near Beach & Downtown

Beach Colony Condos

Beach Colony Condos
4.0 star property
Perdido Key
The price is €780
includes taxes & fees
29 Apr - 30 Apr
Beach Colony Condos

Hide-Away: Downtown Pensacola, North Hill Studio

Hide-Away: Downtown Pensacola, North Hill Studio
Downtown Pensacola
9.2 out of 10, Wonderful, (49 reviews)
"The location on this property is great. Close to all the main attractions and if you’re in too rustic it’s the place for you. Communication with the property management was easy and prompt."
United States
John S.
The price is €114
includes taxes & fees
15 Apr - 16 Apr
Hide-Away: Downtown Pensacola, North Hill Studio

Baywatch F-3

Baywatch F-3
4.0 star property
Pensacola Beach
The price is €468
includes taxes & fees
22 Apr - 23 Apr
Baywatch F-3

Perdido Beach Bungalow

Perdido Beach Bungalow
4.0 star property
Siguenza Cove
The price is €400
includes taxes & fees
25 Apr - 26 Apr
Perdido Beach Bungalow

The Dutch Getaway

The Dutch Getaway
New Warrington
9.8 out of 10, Exceptional, (56 reviews)
"Great little house for our trip over Christmas. Clean and good location. We enjoyed Pensacola and the house was perfect for the three of us. Hubby, me and our cat Rascal. "
United States
Jan H.
The price is €214
includes taxes & fees
8 Apr - 9 Apr
The Dutch Getaway

Bee Our Guest: EPH, Close to Downtown and Beach!

Bee Our Guest: EPH, Close to Downtown and Beach!
Southeast Pensacola
9.8 out of 10, Exceptional, (35 reviews)
"The cottage was very nice and cozy, and the location is safe! Definitely would stay here again!"
United States
Rae M.
Bee Our Guest: EPH, Close to Downtown and Beach!

Pineapple Paradise: EPH, Close to Downtown, Beach!

Pineapple Paradise: EPH, Close to Downtown, Beach!
Southeast Pensacola
9.2 out of 10, Wonderful, (35 reviews)
"Property was perfect for our needs"
United States
Gary
Pineapple Paradise: EPH, Close to Downtown, Beach!

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, (15 reviews)
"Our short stay in Pensacola was great. It was so easy to have a clean place with a great location to return to each night."
United States
Elizabeth C.
The price is €119
includes taxes & fees
12 Apr - 13 Apr
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

Pet-friendly Pensacola Home w/ Sunny Backyard!

Pet-friendly Pensacola Home w/ Sunny Backyard!
3.0 star property
Southeast Pensacola
10.0 out of 10, Exceptional, (2 reviews)
"This is the second time we have stayed here. Perfect for families has everything you need "
United States
LISA
The price is €334
includes taxes & fees
13 Apr - 14 Apr
Pet-friendly Pensacola Home w/ Sunny Backyard!

Cozy Corner house with garden located 15 to 20 mins from beach

Cozy Corner house with garden located 15 to 20 mins from beach
Southeast Pensacola
8.6 out of 10, Excellent, (28 reviews)
"Overall, a great stay. Love the patio set up! "
United States
Krista
The price is €182
includes taxes & fees
14 Apr - 15 Apr
Cozy Corner house with garden located 15 to 20 mins from beach

Beach Colony E10B

Beach Colony E10B
3.5 star property
Pensacola
8.8 out of 10, Excellent, (5 reviews)
"Great condo!! We will definitely stay here again! "
United States
Thomas
The price is €724
includes taxes & fees
20 Apr - 21 Apr
Beach Colony E10B

Updated condo with balcony, central AC, pools, hot tub, grills, & beach access

Updated condo with balcony, central AC, pools, hot tub, grills, & beach access
Perdido Key
Updated condo with balcony, central AC, pools, hot tub, grills, & beach access

Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (3 reviews)
"Excellent facility for a stay in Pensacola. Host was extremely responsive and accommodating. Highly recommend for travel to Pensacola"
United States
Michael W.
The price is €166
includes taxes & fees
14 Apr - 15 Apr
Groovy Cottage in Downtown Pensacola, Pet Friendly

Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.6 out of 10, Exceptional, (22 reviews)
"Perfect location and cute getaway close to everything. "
United States
Caitlin F.
Charming cottage in Pensacola

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, (37 reviews)
"Our new favorite place to stay in Pensacola! Perfect sized space, ultra clean and nice location. "
United States
Molley E.
The price is €171
includes taxes & fees
12 Apr - 13 Apr
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Java the Hut: Cozy Retreat in Downtown Pensacola

Java the Hut: Cozy Retreat in Downtown Pensacola
Southeast Pensacola
9.6 out of 10, Exceptional, (37 reviews)
"It was a great experience for us staying at a home near downtown and also near relatives in a suburban area. We flew into Destin AFB, rented a car and were good to unwind in our own place at the hut! Highly recommend the Saturday farmers market downtown, plus holiday lights at night. "
United States
Barbara F.
Java the Hut: Cozy Retreat in Downtown Pensacola

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
9.6 out of 10, Exceptional, (8 reviews)
"It’s the perfect little place for two people! Would DEFINITELY book again. "
United States
Jessica M.
The price is €172
includes taxes & fees
8 Apr - 9 Apr
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
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 €106 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. 

Frequently asked questions

Can I find a holiday rental in Pensacola?

Yes, there are holiday rentals in Pensacola close to Splash City Adventures, 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?

Close to beaches w/small private beach access across street, partial Gulf View. : This highly rated holiday home rental in Pensacola offers a patio, a garden and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Pensacola are New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard! and Cute cottage near the Navy base.

How many holiday rentals are there in Pensacola?

Choose from 218 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.