Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Extended Stay

2.5 star property
Pensacola
4.2 out of 10, (345)
"WOW this place is old "
United States
Eliseo
Extended Stay

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

2.5 star property
Pensacola
9.0 out of 10, Wonderful, (213)
"Size of room great. Location to college. "
United States
Kay
The price is AU$180
includes taxes & fees
16 Nov - 17 Nov
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Penthouse Unit Directly on the beach with unbelievable views. Managed by Owner.

Pensacola
10.0 out of 10, Exceptional, (98)
"Friends and I were there for Mullet Toss. Perfect location to enjoy restaurants and Flora Bama Bar."
United States
mickeyletson
Penthouse Unit Directly on the beach with unbelievable views. Managed by Owner.

Palacio Condominiums

4.0 star property
Pensacola
9.4 out of 10, Exceptional, (133)
"The apartment, view, and accommodations were excellent. The only issue was the WiFi went out at 12 midnight the night before check out and never came back up."
United States
Deeone
Palacio Condominiums

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

2.0 star property
Northeast Pensacola
8.2 out of 10, Very good, (57)
"Really great location. My kids that normally get home sick after a few days did not want to leave."
United States
Terri H.
The price is AU$389
includes taxes & fees
13 Nov - 14 Nov
Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!

Grand Caribbean West by Southern Vacation Rentals

3.5 star property
Pensacola
8.6 out of 10, Excellent, (27)
"The front door would get stuck and we would have to redo the code a few times before we could get in the room but other than that it was a really nice place and close to the beach."
United States
Aliyah
Grand Caribbean West by Southern Vacation Rentals

Charming Guest House at Live Oaks on the Bayou

Southeast Pensacola
9.8 out of 10, Exceptional, (31)
"Great space. Easy access to the airport, beach and downtown. Much nicer than a hotel room."
United States
Shannon J.
Charming Guest House at Live Oaks on the Bayou

Private Suite in Historic Home

Southeast Pensacola
9.8 out of 10, Exceptional, (202)
"Our hosts were very welcoming, place was clean and very private. "
United States
Jessica
The price is AU$206
includes taxes & fees
10 Nov - 11 Nov
Private Suite in Historic Home

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

Perdido Key Coves One
9.6 out of 10, Exceptional, (44)
"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"
United States
Elizabeth B.
Seascape on Perdido Key, Beach FL and Bay Front home! Waterview Hot Tub

Grand Caribbean East by SVR

3.0 star property
Pensacola
7.2 out of 10, Good, (7)
"The property is an excellent location with a great pool and easy parking. The unit was very outdated. The shower did not drain. It was not well equipped with supplies. We could not find garbage bags. The bunk beds were not made. We would stay at the property again but at a different unit. "
United States
Janeene
Grand Caribbean East by SVR

Tommy's Tropical Zen Garden & Cottage Oasis

Southeast Pensacola
10.0 out of 10, Exceptional, (56)
"We had such a sweet time here on our spring break. Very cute and clean, close to the beach, and conveniently located. Tommy was awesome and was very welcoming! We felt super safe while we were here (important for two girls) and we had such a great stay! Would definitely stay here again!"
United States
ashton m.
Tommy's Tropical Zen Garden & Cottage Oasis

Practically Perfect Place in Every Way

South Pensacola
8.0 out of 10, Very good, (17)
"Cute property had minor issues however the owner very responsive "
United States
Amy D.
The price is AU$434
includes taxes & fees
10 Dec - 11 Dec
Practically Perfect Place in Every Way

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

Downtown Pensacola
10.0 out of 10, Exceptional, (152)
"Very clean great location. Wish the communication about bringing your own boat was better. Overall great stay."
United States
Chris B.
Peaceful! Inviting! Clean! Perfect! Heavenly floating getaway! Dock your boat!!

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

Pensacola
9.4 out of 10, Exceptional, (29)
"This is the second year in a row that we have stayed at the Flamingo House! It is perfect for my husband and me along with our two small dogs. It is very clean, has a great fenced in backyard for our furry family members, close to the beach and LOTS of great restaurants. Hoping we can make it theee in a row next year! "
United States
Shanna P.
The price is AU$479
includes taxes & fees
7 Dec - 8 Dec
New Home in Pensacola-Perdido Key. 5 Min. to beach and fenced yard!

PRIVATE HEATED POOL & HOT TUB, Private Beach, Pickleball, Boat Dock & Bay Access

Perdido Key Coves One
10.0 out of 10, Exceptional, (136)
"Great location and plenty of games"
United States
Brian W.
PRIVATE HEATED POOL & HOT TUB, Private Beach, Pickleball, Boat Dock & Bay Access

Make Holiday Memories at the Lost Key Resort!

Pensacola
10.0 out of 10, Exceptional, (47)
"This property was very clean and nice and the owners communicated very well."
United States
William A.
Make Holiday Memories at the Lost Key Resort!

Brand new 5BD/5B,Community Boat Dock, Private Swim Spa, Sleeps 14+, Gulf Views

Pensacola
10.0 out of 10, Exceptional, (6)
"Loved the house it was a great stay Everything was on point well organized 👌 we will be coming back to this house next year ."
United States
Tomas E
Brand new 5BD/5B,Community Boat Dock, Private Swim Spa, Sleeps 14+, Gulf Views

Beach Colony Towers by Southern Vacation Rentals

4.0 star property
Pensacola
10.0 out of 10, Exceptional, (5)
"This place is amazing. It has the most amazing view. It is close to Alabama. It is close to food restaurants it is just a really great quiet point romantic place."
United States
jill
Beach Colony Towers by Southern Vacation Rentals

The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

Downtown Pensacola
10.0 out of 10, Exceptional, (11)
"Cozy spot, just as described by host. Very clean and bright inside. Parking area was off-street and private. Centrally located in the city. Would absolutely recommend for single traveler or a couple coming to visit the city. Host was very helpful…even though the issue was my fault!"
United States
Jeremy J.
The price is AU$208
includes taxes & fees
24 Nov - 25 Nov
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

PRIVATE HEATED POOL, PRIVATE BEACH ACCESS, BOAT & BAY ACCESS, VOLLEY/PICKLEBALL!

Perdido Key Coves One
10.0 out of 10, Exceptional, (86)
"Great location and amenities!"
United States
Kasey T.
PRIVATE HEATED POOL, PRIVATE BEACH ACCESS, BOAT & BAY ACCESS, VOLLEY/PICKLEBALL!
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$180 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 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?

Private Suite in Historic Home: This highly rated holiday home rental in Pensacola is on the waterfront, and equipped with air conditioning and cable TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave and kitchenware. Other favourite homes for rent in Pensacola are Private Pool, Dog-Friendly | Downtown Pensacola | My Beach Getaways and SPECTACULAR VIEWS!-Luxury Beachfront Townhome with DIRECT Ocean Views!.

How many holiday rentals are there in Pensacola?

Choose from 1223 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.