Pensacola Holiday Rentals

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Holiday Rentals in Pensacola

Beach Colony E10B

3.5 star property
Pensacola
8.8 out of 10, Excellent, (5)
"Great condo!! We will definitely stay here again! "
United States
Thomas
The price is NZ$1,582
includes taxes & fees
10 Dec - 11 Dec
Beach Colony E10B

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

2.5 star property
Pensacola
9.0 out of 10, Wonderful, (214)
"This property has become my family’s exclusive accommodation location when we travel to Pensacola. Seven consecutive stays over the last 12 months. Its LOCATION is awesome, its stay is awesome, the cleanliness is awesome and many many shops and eateries are all within walking distance. Great job Pensacola StayAtp."
United States
REVA D
The price is NZ$207
includes taxes & fees
16 Nov - 17 Nov
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Charming cottage in fabulous Pensacola just steps from the water with water view

Southeast Pensacola
9.4 out of 10, Exceptional, (6)
"Did not like all the “stepping” up and down.It was a great location for our purposes while visiting there. Thank you for having us as guests."
United States
Carolyn C.
The price is NZ$242
includes taxes & fees
19 Nov - 20 Nov
Charming cottage in fabulous Pensacola just steps from the water with water view

Baywatch F-3

4.0 star property
Pensacola Beach
The price is NZ$825
includes taxes & fees
24 Nov - 25 Nov
Baywatch F-3

Bright & Cozy Historic Getaway | Suite 2 - 1st floor

Downtown Pensacola
10.0 out of 10, Exceptional, (16)
"Beautiful historic house! It was a change from staying on the beach and we enjoyed the cozy atmosphere, the convenience of being close to the city and the beach. The house was equipped with everywhere needed for our stay. Clean and quiet."
United States
Judy R.
The price is NZ$477
includes taxes & fees
26 Nov - 27 Nov
Bright & Cozy Historic Getaway | Suite 2 - 1st floor

Pineapple Paradise: EPH, Close to Downtown, Beach!

Southeast Pensacola
9.2 out of 10, Wonderful, (30)
"Excellent location , "
United States
Rances X.
The price is NZ$283
includes taxes & fees
10 Dec - 11 Dec
Pineapple Paradise: EPH, Close to Downtown, Beach!

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Downtown Pensacola
10.0 out of 10, Exceptional, (32)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
The price is NZ$344
includes taxes & fees
11 Dec - 12 Dec
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

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 NZ$235
includes taxes & fees
25 Nov - 26 Nov
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

Ice hockey & Baseball fans we have a place for you.

Downtown Pensacola
9.6 out of 10, Exceptional, (10)
"loved the garden"
United States
Kathryn W.
The price is NZ$378
includes taxes & fees
25 Nov - 26 Nov
Ice hockey & Baseball fans we have a place for you.

Hide-Away: Downtown Pensacola, North Hill Studio

Downtown Pensacola
9.0 out of 10, Wonderful, (46)
"Excellent location to downtown. Clean, neat...has great parking and quiet neighborhood. Highly recommend!"
United States
Michael R.
The price is NZ$225
includes taxes & fees
16 Nov - 17 Nov
Hide-Away: Downtown Pensacola, North Hill Studio

Beautiful Condo Atop Peg Leg Pete's Oyster Bar

Pensacola Beach
9.8 out of 10, Exceptional, (206)
"Quiet apartment with a nice private deck. Priority seating downstairs at the restaurant and everyone was very friendly. We enjoyed our stay!"
United States
Joanna W.
The price is NZ$451
includes taxes & fees
7 Dec - 8 Dec
Beautiful Condo Atop Peg Leg Pete's Oyster Bar

Centrally located in Pensacola

Northwest Pensacola
9.2 out of 10, Wonderful, (49)
"Owner was very nice. Perfect location for my grandaughters graduation. Met our needs exactly. "
United States
Babette
The price is NZ$367
includes taxes & fees
17 Nov - 18 Nov
Centrally located in Pensacola

East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach

Southeast Pensacola
9.4 out of 10, Exceptional, (14)
"The property was perfect for our visit. Cute little shotgun house. Had everything we needed for our stay."
United States
Jeniffer L.
The price is NZ$321
includes taxes & fees
14 Nov - 15 Nov
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach

Charming cottage in Pensacola

2.0 star property
Southeast Pensacola
9.4 out of 10, Exceptional, (14)
"The hosts were very responsive and helpful. Everything you need. Felt safe and enjoyed it "
United States
Heather S.
The price is NZ$293
includes taxes & fees
16 Nov - 17 Nov
Charming cottage in Pensacola

Winter Escape: Pet Friendly Cottage w/ Jacuzzi Tub & Reading Nook

Pensacola
9.8 out of 10, Exceptional, (8)
"Our stay was phenomenal! Very clean and the amenities were such a convenience. The hosts are spectacular and fast with communication. 10/10 I would love to stay again when visiting Pensacola. "
United States
bridget rothering
The price is NZ$421
includes taxes & fees
12 Dec - 13 Dec
Winter Escape: Pet Friendly Cottage w/ Jacuzzi Tub & Reading Nook

Renovated Mod Duplex w/Sun Porch near Airport

Southeast Pensacola
9.0 out of 10, Wonderful, (8)
"The owners stay right next to you. And they have a dash camera in there truck to see who comes in and out. "
United States
layla S.
The price is NZ$557
includes taxes & fees
16 Nov - 17 Nov
Renovated Mod Duplex w/Sun Porch near Airport

Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!

Pensacola Beach
9.8 out of 10, Exceptional, (71)
"Great location, exceptionally clean. Host provided everything we needed for a great stay!"
United States
Lori B.
The price is NZ$491
includes taxes & fees
2 Dec - 3 Dec
Amazing Sound View, Gulf View and Short Walk to Beach and Peg Leg Petes!

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

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 NZ$330
includes taxes & fees
24 Nov - 25 Nov
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

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

Northeast Pensacola
9.6 out of 10, Exceptional, (21)
"We needed a place to stop & stay on our way to Disney World. The house was very clean and comfortable. Very cool bar/restaurant steps away. "
United States
Shannon C.
The price is NZ$367
includes taxes & fees
23 Nov - 24 Nov
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

The Dutch Getaway

New Warrington
9.8 out of 10, Exceptional, (51)
"We loved the house! All amenities were convenient, and the house was clean and inviting. Would stay here again! "
United States
Vanessa B.
The price is NZ$404
includes taxes & fees
24 Nov - 25 Nov
The Dutch Getaway
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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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$207 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 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 Pool paradise in P'cola - Stylish, Dog-friendly home close to shopping & beach!.

How many holiday rentals are there in Pensacola?

Choose from 1230 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.