Pensacola Holiday Rentals

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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, (278 reviews)
"Awesome place!"
United States
Mason
The price is AU$169
includes taxes & fees
25 May - 26 May
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

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, (37 reviews)
"Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The accommodations are as listed. Perfect for my immediate need and stay. Cynthia is very accommodating and responsive. Good location if you are visiting the beach and downtown. This is the secone time I have rented from Gulf Coast BNB."
United States
Alice P.
The price is AU$225
includes taxes & fees
13 May - 14 May
Bee Our Guest: EPH, Close to Downtown and 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 AU$188
includes taxes & fees
11 May - 12 May
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

Nurse-ready Rental 2 Mi to UWF Campus & Hospital!
3.0 star property
Pensacola
The price is AU$456
includes taxes & fees
18 May - 19 May
Nurse-ready Rental 2 Mi to UWF Campus & Hospital!

The Lemon Zest Cottage (Paws Welcome)

The Lemon Zest Cottage (Paws Welcome)
Pensacola
10.0 out of 10, Exceptional, (23 reviews)
"Wonderful stay that is pup friendly"
United States
Laura S.
The price is AU$338
includes taxes & fees
11 May - 12 May
The Lemon Zest Cottage (Paws Welcome)

Pineapple Paradise: EPH, Close to Downtown, Beach!

Pineapple Paradise: EPH, Close to Downtown, Beach!
Southeast Pensacola
9.2 out of 10, Wonderful, (36 reviews)
"Property was perfect for our needs"
United States
Gary
The price is AU$225
includes taxes & fees
12 May - 13 May
Pineapple Paradise: EPH, Close to Downtown, Beach!

Hide-Away: Downtown Pensacola, North Hill Studio

Hide-Away: Downtown Pensacola, North Hill Studio
Downtown Pensacola
9.2 out of 10, Wonderful, (50 reviews)
"Conveniently located in the downtown area close to the beaches, lots of restaurants in the area, clean, very communicative host. 10/10 experience."
United States
D
The price is AU$180
includes taxes & fees
12 May - 13 May
Hide-Away: Downtown Pensacola, North Hill Studio

Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (6 reviews)
"Amazing space! More than meets than eye! Good for solo travelers and couples too! "
United States
Cazmere
The price is AU$271
includes taxes & fees
18 May - 19 May
Groovy Cottage in Downtown Pensacola, Pet Friendly

Beach Barn | 5min to Pcola Beach • Full Kitchen

Beach Barn | 5min to Pcola Beach • Full Kitchen
Gulf Breeze
9.2 out of 10, Wonderful, (11 reviews)
"Best water pressure I’ve ever had in a hotel or vacation rental shower ever. "
United States
Melik
The price is AU$312
includes taxes & fees
11 May - 12 May
Beach Barn | 5min to Pcola Beach • Full Kitchen

Java the Hut: Cozy Retreat in Downtown Pensacola

Java the Hut: Cozy Retreat in Downtown Pensacola
Southeast Pensacola
9.6 out of 10, Exceptional, (38 reviews)
"Most thoughtfully appointed place I have ever had the pleasure of renting. Adorable!! "
United States
Jennifer F.
The price is AU$434
includes taxes & fees
12 May - 13 May
Java the Hut: Cozy Retreat in Downtown Pensacola

Charming cottage in fabulous Pensacola just steps from the water with water view

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.6 out of 10, Exceptional, (10 reviews)
"This is a beautiful location on the bay with everything you need nearby very enjoyable and comfortable"
United States
Chelsea H.
The price is AU$217
includes taxes & fees
14 May - 15 May
Charming cottage in fabulous Pensacola just steps from the water with water view

Remodeled Midcentury Home

Remodeled Midcentury Home
Pensacola
9.2 out of 10, Wonderful, (23 reviews)
"House was clean and cozy-"
United States
Mandy S.
The price is AU$453
includes taxes & fees
11 May - 12 May
Remodeled Midcentury Home

Walk to downtown + seafood market. *Bay views*

Walk to downtown + seafood market. *Bay views*
Downtown Pensacola
10.0 out of 10, Exceptional, (33 reviews)
"Great location! We either walked to Palafox Ave for restaurants or took an Uber, which always arrived within 5 minutes. We also enjoyed Bruce Beach and the Patti Fish Market, both across the street."
United States
Anne
The price is AU$472
includes taxes & fees
11 May - 12 May
Walk to downtown + seafood market. *Bay views*

The Kelley House | Suite 4 w/Balcony Access

The Kelley House | Suite 4 w/Balcony Access
Downtown Pensacola
10.0 out of 10, Exceptional, (14 reviews)
"Wonderful place"
United States
Ann M.
The price is AU$304
includes taxes & fees
11 May - 12 May
The Kelley House | Suite 4 w/Balcony Access

The Blake: Cottage in Historic Downtown Pensacola

The Blake: Cottage in Historic Downtown Pensacola
Seville Historic District
9.4 out of 10, Exceptional, (35 reviews)
"Very nice stay, highly recommend!!"
United States
Mike L.
The price is AU$308
includes taxes & fees
14 May - 15 May
The Blake: Cottage in Historic Downtown Pensacola

The Wild Flower

The Wild Flower
Southeast Pensacola
8.4 out of 10, Very good, (22 reviews)
"Good place for short term stay. I will stay here again"
United States
Ray C.
The price is AU$231
includes taxes & fees
13 May - 14 May
The Wild Flower

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 AU$532
includes taxes & fees
17 May - 18 May
Pet-friendly Pensacola Home w/ Sunny Backyard!

Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot

Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot
Pensacola
10.0 out of 10, Exceptional, (174 reviews)
"The perfect place to stay! Loved the convenience of it. Seconds from the beach, grocery stores, restaurants and fun! The condo was gorgeous, clean, and provided everything we needed for our weekend."
United States
Brianna
The price is AU$452
includes taxes & fees
11 May - 12 May
Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot

Tropical Zen Garden & Cottage Oasis Bliss!

Tropical Zen Garden & Cottage Oasis Bliss!
Southeast Pensacola
10.0 out of 10, Exceptional, (68 reviews)
"It was so homey feeling & very clean"
United States
Jessica P.
The price is AU$270
includes taxes & fees
25 May - 26 May
Tropical Zen Garden & Cottage Oasis Bliss!

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, (39 reviews)
"Our new favorite place to stay in Pensacola! Perfect sized space, ultra clean and nice location. "
United States
Molley E.
The price is AU$274
includes taxes & fees
28 May - 29 May
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
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$169 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 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 entertainment choices 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?

Seascape on Perdido Key, FL Beach and Bay Front home!: This highly rated holiday home rental in Pensacola is located on the beach, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a balcony, a selection of games and 1 hot tub so that you can immerse yourself in your holiday. Other favourite homes for rent in Pensacola are The D'town Pensacola Pearl. 3 bed 2 bath and Pensacola Townhome near beach and downtown area..

How many holiday rentals are there in Pensacola?

Choose from 199 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.