Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Hide-Away: Downtown Pensacola, North Hill Studio
9.2 out of 10, Wonderful, (44)
"Excellent communication. "
United States
Kenneth
The price is HK$194
HK$814 total
includes taxes & fees
23 Oct - 24 Oct
Hide-Away: Downtown Pensacola, North Hill Studio
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
2.5 star property
9.0 out of 10, Wonderful, (205)
"Perfect spot!"
United States
Rebecca
The price is HK$808
HK$909 total
includes taxes & fees
21 Oct - 22 Oct
stayAPT Suites Pensacola-UWF/West Florida Hospital Area
Centrally located in Pensacola
9.2 out of 10, Wonderful, (49)
"Quiet and convenient location. Everything was clean when we came in. "
United States
Ashton C.
The price is HK$621
HK$1,597 total
includes taxes & fees
21 Oct - 22 Oct
Centrally located in Pensacola
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
10.0 out of 10, Exceptional, (29)
"It was a great experience, emailed directions to the property helped a lot and the accommodations were homey, exactly what we were looking for"
United States
Alexandria B.
The price is HK$388
HK$1,201 total
includes taxes & fees
3 Nov - 4 Nov
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Adorable 2 BR Bungalow Near DT, NAS, Beaches
9.8 out of 10, Exceptional, (19)
"This cozy home was perfect for my family to enjoy the Hangout summer baseball league. Everything was in close proximity and made for a wonderful stay."
United States
Mike C.
Adorable 2 BR Bungalow Near DT, NAS, Beaches
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
9.6 out of 10, Exceptional, (21)
"Perfect stay. Property was clean and convenient. Amenities abound! "
United States
Bobby
The price is HK$804
HK$1,584 total
includes taxes & fees
22 Oct - 23 Oct
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Private Suite in Historic Home
9.8 out of 10, Exceptional, (198)
"Our hosts were very welcoming, place was clean and very private. "
United States
Jessica
The price is HK$692
HK$1,022 total
includes taxes & fees
25 Oct - 26 Oct
Private Suite in Historic Home
The Dutch Getaway
9.8 out of 10, Exceptional, (49)
"Such a charming little house! The house was very clean and had all the essentials, and the hosts were very nice and responsive. We enjoyed our stay!"
United States
Shelby H.
The price is HK$816
HK$1,775 total
includes taxes & fees
4 Nov - 5 Nov
The Dutch Getaway
Boardwalk A4 | Pool, Beach Access | My Beach Getaways
9.2 out of 10, Wonderful, (23)
"Very relaxing."
United States
Kathy D.
Boardwalk A4 | Pool, Beach Access | My Beach Getaways
Dog-friendly townhome with private deck, charming interior, washer/dryer & AC
9.4 out of 10, Exceptional, (28)
"Cute property , Great location and clean!"
United States
Trina W.
The price is HK$800
HK$2,571 total
includes taxes & fees
21 Oct - 22 Oct
Dog-friendly townhome with private deck, charming interior, washer/dryer & AC
Pineapple Paradise: EPH, Close to Downtown, Beach!
9.4 out of 10, Exceptional, (28)
"Excellent location , "
United States
Rances X.
The price is HK$280
HK$1,078 total
includes taxes & fees
23 Oct - 24 Oct
Pineapple Paradise: EPH, Close to Downtown, Beach!
Beautiful Beach View on Ground Floor
9.8 out of 10, Exceptional, (39)
"The location was perfect and we had an amazing time! We have never stayed so close to the beach and we loved being right beside the pool! Highly recommend! "
United States
Anonymous traveller
The price is HK$388
HK$1,708 total
includes taxes & fees
10 Nov - 11 Nov
Beautiful Beach View on Ground Floor
Walk to FloraBama | 2 Pools | 2 Boat Docks w/Slips | My Beach Getaways
9.6 out of 10, Exceptional, (11)
"Stay was great! Very easy ! We will be back !!"
United States
Logan B.
Walk to FloraBama | 2 Pools | 2 Boat Docks w/Slips | My Beach Getaways
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
9.0 out of 10, Wonderful, (11)
"My husband and I enjoyed this super cute cottage for a lovely weekend in Pensacola. It was within walking distance to all our favorite places! Loved the off street parking and the neighborhood was quiet. Will definitely stay here again!"
United States
Jacqueline N.
The price is HK$524
HK$1,444 total
includes taxes & fees
23 Oct - 24 Oct
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Charming cottage in Pensacola
2.0 star property
9.4 out of 10, Exceptional, (14)
"Perfect location and cute getaway close to everything. "
United States
Caitlin F.
The price is HK$657
HK$1,288 total
includes taxes & fees
2 Nov - 3 Nov
Charming cottage in Pensacola
Pet friendly,Fall Destination Cottage, near NAS
9.8 out of 10, Exceptional, (7)
"Wonderful stay that is pup friendly"
United States
Laura S.
The price is HK$738
HK$1,708 total
includes taxes & fees
27 Oct - 28 Oct
Pet friendly,Fall Destination Cottage, near NAS
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
10.0 out of 10, Exceptional, (70)
"We had a short, sweet visit! House was comfortable, quiet neighborhood and had everything we needed!"
United States
Trish S.
The price is HK$979
HK$2,838 total
includes taxes & fees
21 Oct - 22 Oct
Fall in love w/downtown Pensacola! Spacious modern cottage for you and your pup!
Stylish Downtown Home: steps away from all downtown hotspots
10.0 out of 10, Exceptional, (25)
"Great place, would stay again."
United States
Caleb M.
The price is HK$583
HK$2,516 total
includes taxes & fees
3 Nov - 4 Nov
Stylish Downtown Home: steps away from all downtown hotspots
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach
9.4 out of 10, Exceptional, (13)
"The property was perfect for our visit. Cute little shotgun house. Had everything we needed for our stay."
United States
Jeniffer L.
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach
Welcoming studio with AC near Downtown and NAS.
2.0 star property
The price is HK$466
HK$680 total
includes taxes & fees
21 Oct - 22 Oct
Welcoming studio with AC near Downtown and NAS.
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

Search for holiday rentals in Pensacola on Expedia! You can easily find your home rentals, villas, holiday apartments in Pensacola using one of the methods below:

  • View our selection of featured holiday rentals in Pensacola
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Look no further and take a look at our great range of rental properties in Pensacola!

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?

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 Private Suite in Historic Home and PRIVATE HEATED POOL & HOT TUB, Private Beach, Pickleball, Boat Dock & Bay Access.

How many holiday rentals are there in Pensacola?

Choose from 1214 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.