Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Extended Stay

2.5 star property
4.4 out of 10, (324)
"Very great experience "
Extended Stay

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

2.5 star property
9.0 out of 10, Wonderful, (202)
"Perfect spot!"
The price is NZ$212
includes taxes & fees
30 Sept - 1 Oct
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Palacio Condominiums

4.0 star property
9.2 out of 10, Wonderful, (132)
"Great place to stay"
The price is NZ$951
includes taxes & fees
28 Oct - 29 Oct
Palacio Condominiums

Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!

2.0 star property
8.2 out of 10, Very good, (55)
"Overall our stay was great! Property was generally clean and mostly updated with some bits of wear here and there but nothing to fuss over. The pool was far from a resort style BUT it was perfect for my boys to play in for hours when they had too much sand time. It was a safe and quiet neighborhood and close enough to everything we needed. "
The price is NZ$462
includes taxes & fees
1 Oct - 2 Oct
Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!

Grand Caribbean East by SVR

3.0 star property
7.2 out of 10, Good, (7)
"Nice condo but shower did not drain well, if someone is staying in room above the sound carries and you could hear them walking around late at night. Easy walk to the beach. Overall good experience "
Grand Caribbean East by SVR

Beach Bungalow

10.0 out of 10, Exceptional, (86)
"Perfect stay for my small family! "
Beach Bungalow

Peaceful! Inviting! Clean! Perfect! Heavenly floating getaway! Dock your boat!!

10.0 out of 10, Exceptional, (146)
"Very clean great location. Wish the communication about bringing your own boat was better. Overall great stay."
Peaceful! Inviting! Clean! Perfect! Heavenly floating getaway! Dock your boat!!

Private Suite in Historic Home

9.8 out of 10, Exceptional, (194)
"Our hosts were very welcoming, place was clean and very private. "
The price is NZ$228
includes taxes & fees
5 Oct - 6 Oct
Private Suite in Historic Home

Seascape on Perdido Key, Beach FL and Bay Front home! Waterview Hot Tub

9.8 out of 10, Exceptional, (42)
"Was a little surprised that it was a connected duplex rather than one big house but that actually worked out in our favor, As it gave some quiet spaces for people to talk that wasn't chaos around the kids. Absolutely love the location and the Naval Air Museum nearby was awesome when we had a rainy day"
Seascape on Perdido Key, Beach FL and Bay Front home! Waterview Hot Tub

Charming Guest House at Live Oaks on the Bayou

9.8 out of 10, Exceptional, (27)
"Beautiful place! Loved the decor & the bed was so comfortable! "
Charming Guest House at Live Oaks on the Bayou

Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!

10.0 out of 10, Exceptional, (56)
"Very close to Pensacola beachCute garden oasisWe had a great time!"
Tommy's Zen Garden and Cottage, a wonderful peaceful retreat!

Indulge in the Ultimate Luxury Resort Retreat at This Exquisite Vacation Home

10.0 out of 10, Exceptional, (46)
"I enjoyed my stay and will definitely book it again "
Indulge in the Ultimate Luxury Resort Retreat at This Exquisite Vacation Home

BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water

10.0 out of 10, Exceptional, (65)
"Great property in an amazing location. The private beach is fantastic. The dining area outside is also great for family meals and early morning coffee. "
BAY HOUSE - Steps to its own Private Beach - Amazing Sunsets on the Water

Stylish Downtown Home: steps away from all downtown hotspots

10.0 out of 10, Exceptional, (22)
"Great place, would stay again."
The price is NZ$558
includes taxes & fees
2 Oct - 3 Oct
Stylish Downtown Home: steps away from all downtown hotspots

New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard!

9.4 out of 10, Exceptional, (28)
"Perfect neighbors and great area restaurants all around state park was nearby and even had some people bring us welcome brisket thank you "
The price is NZ$562
includes taxes & fees
5 Oct - 6 Oct
New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard!

Perdido Sun by Southern Vacation Rentals

4.0 star property
8.6 out of 10, Excellent, (9)
"Its everything we could have asked for. Definitely coming back"
Perdido Sun by Southern Vacation Rentals

Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to

9.4 out of 10, Exceptional, (66)
"In a very good neighborhood "
The price is NZ$564
includes taxes & fees
30 Sept - 1 Oct
Beautiful 3bdr 2bath , 5 min to Pensacola beach / downtown, close to

Beachfront - 2 bedrooms for price of one!

9.6 out of 10, Exceptional, (141)
"We have been going to Perdido Key for years and this was hands down our favorite stay ! The condo pics don’t do it justice ! It’s clean, stocked well and at the perfect location ! The owner was great with communication ! We can’t wait to go back !"
Beachfront - 2 bedrooms for price of one!

3rd-floor condo in Perdido Key with unforgettable Gulf-front views

8.2 out of 10, Very good, (78)
"Conveniently located between Orange Beach and Pensacola. The location allowed for stress free access while being close to restaurants and shopping."
The price is NZ$376
includes taxes & fees
20 Oct - 21 Oct
3rd-floor condo in Perdido Key with unforgettable Gulf-front views

Perdido Skye by Southern VR

3.5 star property
9.0 out of 10, Wonderful, (34)
"Great value for the price!"
Perdido Skye by Southern VR
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

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 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 NZ$212 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 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?

Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!: This highly rated holiday home rental in Pensacola offers an outdoor pool, a fireplace and air conditioning to help you feel perfectly comfortable 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. Kick off your shoes and enjoy yourself with a patio and a garden. Other favourite homes for rent in Pensacola are Gulf Front, Private Beach, Florabama!!! and Private Suite in Historic Home.

How many holiday rentals are there in Pensacola?

Choose from 1201 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.