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Pensacola Holiday Rentals

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Our top choices for Pensacola holiday rentals

2.5 star property
9.2 out of 10, Wonderful, (230)
"The rooms were huge, the bed and pillows were comfortable, the full kitchen was really handy, parking was easy, the location is really convenient to lots of places, and check in was friendly and helpful. I would definitely stay here again. "
United States
Lisa Edmonson
The price is NZ$200
includes taxes & fees
1 Jan - 2 Jan 2026
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Condo in Pensacola

Beach Colony E10B
3.5 star property
8.8 out of 10, Excellent, (5)
"Great condo!! We will definitely stay here again! "
United States
Thomas
The price is NZ$1,328
includes taxes & fees
8 Jan - 9 Jan 2026
Beach Colony E10B

Condo in Northwest Pensacola

Centrally located in Pensacola
9.2 out of 10, Wonderful, (50)
"Quiet and convenient location. Everything was clean when we came in. "
United States
Ashton C.
The price is NZ$356
includes taxes & fees
10 Jan - 11 Jan 2026
Centrally located in Pensacola

Cottage in Southeast Pensacola

Charming cottage in Pensacola
2.0 star property
9.4 out of 10, Exceptional, (16)
"Perfect location and cute getaway close to everything. "
United States
Caitlin F.
The price is NZ$284
includes taxes & fees
11 Jan - 12 Jan 2026
Charming cottage in Pensacola
9.6 out of 10, Exceptional, (7)
"Clean quiet well maintained quarters with easy access to the place and shopping and restaurants close by. "
United States
MIKE K.
The price is NZ$235
includes taxes & fees
27 Jan - 28 Jan 2026
Charming cottage in fabulous Pensacola just steps from the water with water view
9.8 out of 10, Exceptional, (73)
"Beautiful resort check-in was a breeze.Our family would diffidently stay here again."
United States
Crystal M.
Beach Colony East 1C | Beachfront | Large Balcony | My Beach Getaways
9.4 out of 10, Exceptional, (49)
"Great place to stay. Everything you need is provided. The condo was clean and very nice."
United States
Stephanie S.
The price is NZ$939
includes taxes & fees
29 Dec - 30 Dec
Perdido Sun 1012 SnowBird Special 1BedRoom Min 30Day 61.00/N add Vrbo,Clean,Tax
9.8 out of 10, Exceptional, (10)
"Really nice and clean place. Great location. "
United States
GINA
The price is NZ$652
includes taxes & fees
29 Dec - 30 Dec
Serenity Reef #B Gulf view unit near Flora Bama
10.0 out of 10, Exceptional, (11)
"Wonderful stay that is pup friendly"
United States
Laura S.
The price is NZ$428
includes taxes & fees
31 Dec - 1 Jan 2026
The Lemon Zest Cottage (Paws Welcome)
9.6 out of 10, Exceptional, (97)
"Beautiful view of beach . Very quiet. "
United States
Jenny A.
Directly on the Ocean! Beautiful Views! Free Beach Chairs and Umbrella sleeps 6
9.4 out of 10, Exceptional, (125)
"Beautiful condo! Perfect location!"
United States
Wendy A.
The price is NZ$534
includes taxes & fees
9 Jan - 10 Jan 2026
Sound side condo with pool, central AC, & washer/dryer - snowbirds welcome
10.0 out of 10, Exceptional, (74)
"We thoroughly enjoyed staying at Auer House. The house was very clean and updated. Lots to do and see in the area."
United States
Beth B.
The price is NZ$642
includes taxes & fees
2 Jan - 3 Jan 2026
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!

Apartment in Downtown Pensacola

Cozy tiny home in downtown Pensacola
2.0 star property
9.0 out of 10, Wonderful, (6)
"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 NZ$319
includes taxes & fees
30 Dec - 31 Dec
Cozy tiny home in downtown Pensacola
9.4 out of 10, Exceptional, (169)
"Awesome stay"
United States
Russell R.
The price is NZ$479
includes taxes & fees
10 Jan - 11 Jan 2026
Enjoy the white sands of the Pan Handle of Fl, on the quiet side of Pensacola.
9.6 out of 10, Exceptional, (23)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
The price is NZ$351
includes taxes & fees
6 Jan - 7 Jan 2026
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
10.0 out of 10, Exceptional, (37)
"Everything was wonderful! Would be definitely stay again. The pool was really nice and the beach is just a short walk across the street. Loved having the balcony outside the master bedroom. The kitchen had all we needed. The host was also really nice and responded to messages right away. "
United States
ashley n.
The price is NZ$823
includes taxes & fees
10 Jan - 11 Jan 2026
Southern Peach East Beach House 3BD Private Pool Boat Dock

Holiday Home in Downtown Pensacola

Downtown Cottage
9.2 out of 10, Wonderful, (79)
"Thank you for your hospitality we had a pleasant trip and enjoyed our weekend.The property was great and looking forward to another stay "
United States
Byron M.
The price is NZ$445
includes taxes & fees
29 Dec - 30 Dec
Downtown Cottage

Condo in Siguenza Cove

Perdido Beach Bungalow
4.0 star property
The price is NZ$761
includes taxes & fees
29 Dec - 30 Dec
Perdido Beach Bungalow

Condo in Perdido Key

Beach Colony Condos
4.0 star property
The price is NZ$1,488
includes taxes & fees
16 Jan - 17 Jan 2026
Beach Colony Condos

Holiday Home in Southeast Pensacola

Renovated Mod Duplex w/Sun Porch near Airport
9.0 out of 10, Wonderful, (8)
"Property was very nice and modern. Great location, would stay again! "
United States
Enrique S.
The price is NZ$538
includes taxes & fees
29 Dec - 30 Dec
Renovated Mod Duplex w/Sun Porch near Airport
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 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$200 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 Pensacola Children's Museum, 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 fascinating museums and great live music 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?

Gulf-front Perdido Key Condo with Waterfront Pool/Hot Tub and Oceanfront Balcony: This highly rated holiday home rental in Pensacola is located on the beach, and has a balcony, 1 hot tub and air conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Other favourite homes for rent in Pensacola are Downtown Cottage and Palm House in Pensacola.

How many holiday rentals are there in Pensacola?

Choose from 259 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.