Pensacola Holiday Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Pensacola holiday rentals

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area
2.5 star property
Pensacola
9.2 out of 10, Wonderful, (236 reviews)
"Always a great stay"
United States
WIlliam
The price is AU$175
includes taxes & fees
9 Feb - 10 Feb
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

4 Mi to NAS Pensacola! Family Getaway w/ Pool

4 Mi to NAS Pensacola! Family Getaway w/ Pool
3.0 star property
Navy Point
The price is AU$599
includes taxes & fees
9 Feb - 10 Feb
4 Mi to NAS Pensacola! Family Getaway w/ Pool

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, (7 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$198
includes taxes & fees
9 Feb - 10 Feb
Charming cottage in fabulous Pensacola just steps from the water with water view

The Lemon Zest Cottage (Paws Welcome)

The Lemon Zest Cottage (Paws Welcome)
Pensacola
10.0 out of 10, Exceptional, (12 reviews)
"Wonderful stay that is pup friendly"
United States
Laura S.
The price is AU$331
includes taxes & fees
22 Feb - 23 Feb
The Lemon Zest Cottage (Paws Welcome)

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, (33 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is AU$268
includes taxes & fees
9 Feb - 10 Feb
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

The Wild Flower

The Wild Flower
Southeast Pensacola
7.8 out of 10, Good, (13 reviews)
"It was a great location and property. The host took care of all my needs in a timely manner. I will definitely stay here again."
United States
Aaron E.
The price is AU$188
includes taxes & fees
22 Feb - 23 Feb
The Wild Flower

Winter Getaway at the Kelley House | Suite 4

Winter Getaway at the Kelley House | Suite 4
Downtown Pensacola
10.0 out of 10, Exceptional, (13 reviews)
"Wonderful place"
United States
Ann M.
The price is AU$302
includes taxes & fees
11 Feb - 12 Feb
Winter Getaway at the Kelley House | Suite 4

Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.6 out of 10, Exceptional, (18 reviews)
"Perfect location and cute getaway close to everything. "
United States
Caitlin F.
The price is AU$239
includes taxes & fees
13 Feb - 14 Feb
Charming cottage in Pensacola

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Northeast Pensacola
9.6 out of 10, Exceptional, (24 reviews)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
The price is AU$271
includes taxes & fees
20 Feb - 21 Feb
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Cozy tiny home in downtown Pensacola

Cozy tiny home in downtown Pensacola
Downtown Pensacola
9.0 out of 10, Wonderful, (6 reviews)
"Very nice for a couple to stay. Location to all restaurants downtown was great. Short ride to the beach. Highly recommend this place when staying downtown Pensacola. "
United States
chris R.
The price is AU$293
includes taxes & fees
9 Feb - 10 Feb
Cozy tiny home in downtown Pensacola

Family-Friendly Resort with Tiki Bar, Live Music; near Naval Air Station, P-Cola

Family-Friendly Resort with Tiki Bar, Live Music; near Naval Air Station, P-Cola
Pensacola
10.0 out of 10, Exceptional, (150 reviews)
"The property was very welcoming and cozy. Everything for a great beach stay was included. The host Jennifer was an excellent communicator. Would definitely stay again."
United States
YULONDA
The price is AU$330
includes taxes & fees
9 Feb - 10 Feb
Family-Friendly Resort with Tiki Bar, Live Music; near Naval Air Station, P-Cola

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, (356 reviews)
"The views were great and a short walk to the beach. "
United States
Nichole H.
The price is AU$530
includes taxes & fees
9 Feb - 10 Feb
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

Freshly Renovated | Beach & Pier Access | Sound View

Freshly Renovated | Beach & Pier Access | Sound View
Pensacola Beach
9.8 out of 10, Exceptional, (31 reviews)
"The location was perfect and fit our needs! We really enjoyed the views waking up every morning. The pier out back was a hit with my fisherman husband and definitely a nice perk of this place! There were minor things that couldve made our stay better, but overall would definitely recommend! "
United States
Elizabeth W.
The price is AU$528
includes taxes & fees
9 Feb - 10 Feb
Freshly Renovated | Beach & Pier Access | Sound View

Baywatch H5 | Pensacola Waterfront Condo | Fishing Pier, Kayak, Bikes | Beach Getaways

Baywatch H5 | Pensacola Waterfront Condo | Fishing Pier, Kayak, Bikes | Beach Getaways
Pensacola Beach
9.2 out of 10, Wonderful, (14 reviews)
"The stay was nice. "
United States
Adreann L.
The price is AU$859
includes taxes & fees
9 Feb - 10 Feb
Baywatch H5 | Pensacola Waterfront Condo | Fishing Pier, Kayak, Bikes | Beach Getaways

Pet-Friendly, Luxurious Modern Home ✨5 min to Downtown✨

Pet-Friendly, Luxurious Modern Home ✨5 min to Downtown✨
Southeast Pensacola
9.6 out of 10, Exceptional, (8 reviews)
"Great location. Easy to get to beaches and restaurants. Lots of sidewalks to walk the dog. House was clean and comfortable. We would definitely stay here again. "
United States
Larissa H.
The price is AU$433
includes taxes & fees
9 Feb - 10 Feb
Pet-Friendly, Luxurious Modern Home ✨5 min to Downtown✨

Walk to Palafox Restaurants, Markets and Bruce Beach.Close to Sports Events too.

Walk to Palafox Restaurants, Markets and Bruce Beach.Close to Sports Events too.
Downtown Pensacola
9.6 out of 10, Exceptional, (10 reviews)
"great place to stay!"
United States
Lydia H.
The price is AU$328
includes taxes & fees
9 Feb - 10 Feb
Walk to Palafox Restaurants, Markets and Bruce Beach.Close to Sports Events too.

The Dutch Getaway

The Dutch Getaway
New Warrington
9.8 out of 10, Exceptional, (54 reviews)
"Awesome experience me and my wife really enjoyed our stay . We would highly recommend this property. "
United States
Tommy M.
The price is AU$301
includes taxes & fees
18 Feb - 19 Feb
The Dutch Getaway

Dog-friendly townhome with private deck, charming interior, washer/dryer & AC

Dog-friendly townhome with private deck, charming interior, washer/dryer & AC
Gulf Breeze
9.4 out of 10, Exceptional, (30 reviews)
"Very nice place and peaceful!!"
United States
dasharia S.
The price is AU$440
includes taxes & fees
9 Feb - 10 Feb
Dog-friendly townhome with private deck, charming interior, washer/dryer & AC

Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
South Pensacola
10.0 out of 10, Exceptional, (77 reviews)
"My husband and I loved our stay here. We brought our two dogs and it was perfect! It is a very clean, nice property. It is right across the street from a dog park and playground. We would absolutely stay here again. "
United States
Tori R.
The price is AU$535
includes taxes & fees
9 Feb - 10 Feb
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (26 reviews)
"Wonderful location, very tidy , everything we were looking for "
United States
Daniel S.
The price is AU$312
includes taxes & fees
9 Feb - 10 Feb
The Jesse: Cottage in Historic Downtown 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.
Save an average of 15% on thousands of hotels when you're signed in

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$175 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 great live music this destination is known for. The entertainment choices 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?

Enjoy this waterfront home with a pool, dock, and Blue Angels! Bring your boat! : This highly rated holiday home rental in Pensacola is located on the waterfront, and has an outdoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a patio and a garden. Other favourite homes for rent in Pensacola are Sunkissed Sands @ Perdido Dunes | Spacious & Beachfront | Direct Beach Access | My Beach Getaways and Gulf-front Perdido Key Condo with Waterfront Pool/Hot Tub and Oceanfront Balcony.

How many holiday rentals are there in Pensacola?

Choose from 233 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.