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Pensacola Holiday Rentals

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Our top choices for Pensacola holiday rentals

stayAPT Suites Pensacola-UWF/West Florida Hospital Area

stayAPT Suites Pensacola-UWF/West Florida Hospital Area
4.0 star property
Pensacola
9.2 out of 10, Wonderful, (304 reviews)
"The stay was great."
United States
LaWanda
The price is NZ$250
includes taxes & fees
29 June - 30 June
stayAPT Suites Pensacola-UWF/West Florida Hospital Area

Pineapple Paradise: EPH, Close to Downtown, Beach!

Pineapple Paradise: EPH, Close to Downtown, Beach!
Southeast Pensacola
9.2 out of 10, Wonderful, (37 reviews)
"Property was perfect for our needs"
United States
Gary
The price is NZ$294
includes taxes & fees
1 July - 2 July
Pineapple Paradise: EPH, Close to Downtown, Beach!

The Dutch Getaway

The Dutch Getaway
New Warrington
9.8 out of 10, Exceptional, (60 reviews)
"So clean and cute! "
United States
Ella H.
The price is NZ$437
includes taxes & fees
2 July - 3 July
The Dutch Getaway

Hide-Away: Downtown Pensacola, North Hill Studio

Hide-Away: Downtown Pensacola, North Hill Studio
Downtown Pensacola
9.2 out of 10, Wonderful, (52 reviews)
"Conveniently located in the downtown area close to the beaches, lots of restaurants in the area, clean, very communicative host. 10/10 experience."
United States
D
The price is NZ$228
includes taxes & fees
30 June - 1 July
Hide-Away: Downtown Pensacola, North Hill Studio

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

The Kitchen: Cozy Historic Retreat in East Hill Preservation District!
Downtown Pensacola
9.8 out of 10, Exceptional, (17 reviews)
"The property is clean and the air conditioning was very good and the value is very good. Check in and out were easy. "
United States
Derek
The price is NZ$278
includes taxes & fees
27 July - 28 July
The Kitchen: Cozy Historic Retreat in East Hill Preservation District!

Tropical Zen Garden & Cottage Oasis Bliss!

Tropical Zen Garden & Cottage Oasis Bliss!
Southeast Pensacola
10.0 out of 10, Exceptional, (70 reviews)
"It was so homey feeling & very clean"
United States
Jessica P.
Tropical Zen Garden & Cottage Oasis Bliss!

Perdido Beach Bungalow

Perdido Beach Bungalow
4.0 star property
Siguenza Cove
10.0 out of 10, Exceptional, (1 review)
"Very nice and clean highly recommended only negative thing i can say is the soap was terrible but can’t really complain about that considering it was free. Will definitely consider booking again in the future."
United States
Cody
The price is NZ$924
includes taxes & fees
10 July - 11 July
Perdido Beach Bungalow

Pet-friendly Pensacola Home w/ Sunny Backyard!

Pet-friendly Pensacola Home w/ Sunny Backyard!
3.0 star property
Southeast Pensacola
10.0 out of 10, Exceptional, (2 reviews)
"This is the second time we have stayed here. Perfect for families has everything you need "
United States
LISA
Pet-friendly Pensacola Home w/ Sunny Backyard!

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

Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.
Northeast Pensacola
9.8 out of 10, Exceptional, (35 reviews)
"The location is very convenient and great value. Larry was a great host."
United States
Ricky D.
The price is NZ$371
includes taxes & fees
12 July - 13 July
Charming 2-bedroom cottage with full kitchen and WiFi in Pensacola. Sleeps 4.

Remodeled Midcentury Home

Remodeled Midcentury Home
Pensacola
9.2 out of 10, Wonderful, (23 reviews)
"Host was very nice helpful. House wonderful and location great."
United States
William B.
The price is NZ$619
includes taxes & fees
29 June - 30 June
Remodeled Midcentury Home

Vacation Paradise at Purple Parrot Resort Relax at the Tiki Bar New on

Vacation Paradise at Purple Parrot Resort Relax at the Tiki Bar New on
Pensacola
10.0 out of 10, Exceptional, (184 reviews)
"Tidy, well furnished, lots of ammenities, great location, we'll go back for sure."
United States
Rick
The price is NZ$411
includes taxes & fees
30 June - 1 July
Vacation Paradise at Purple Parrot Resort Relax at the Tiki Bar New on

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

Charming cottage in fabulous Pensacola just steps from the water with water view
Southeast Pensacola
9.8 out of 10, Exceptional, (13 reviews)
"Beautiful, clean and comfortable! Loved our stay and will try to book again soon. "
United States
tracy m.
The price is NZ$331
includes taxes & fees
20 July - 21 July
Charming cottage in fabulous Pensacola just steps from the water with water view

Groovy Cottage in Downtown Pensacola, Pet Friendly

Groovy Cottage in Downtown Pensacola, Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (6 reviews)
"Excellent facility for a stay in Pensacola. Host was extremely responsive and accommodating. Highly recommend for travel to Pensacola"
United States
Michael W.
The price is NZ$485
includes taxes & fees
21 July - 22 July
Groovy Cottage in Downtown Pensacola, Pet Friendly

Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.

Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.
Navy Point
9.6 out of 10, Exceptional, (21 reviews)
"It was absolutely perfect! It was such a beautiful, well kept and cozy place. I have no complaints whatsoever. Anyone that stays here will likely feel the same way. "
United States
Jeremy J.
The price is NZ$370
includes taxes & fees
29 June - 30 June
Renovated 1970’s retro camper on Bayou Grande in Pensacola with walking trail.

Shipwatch Unit E904 | Boat Launch & Docks | Pools & Tennis | Walk to Florabama

Shipwatch Unit E904 | Boat Launch & Docks | Pools & Tennis | Walk to Florabama
Pensacola
9.6 out of 10, Exceptional, (27 reviews)
"Love this venue been coming here since 1988"
United States
David R.
The price is NZ$1,152
includes taxes & fees
1 July - 2 July
Shipwatch Unit E904 | Boat Launch & Docks | Pools & Tennis | Walk to Florabama

Walk to Palafox Restaurants and Events!Close to Beaches and NAS.

Walk to Palafox Restaurants and Events!Close to Beaches and NAS.
Downtown Pensacola
9.8 out of 10, Exceptional, (13 reviews)
"Located very close to downtown! Great place for a weekend getaway! Host was very responsive."
United States
Doug L.
The price is NZ$403
includes taxes & fees
29 June - 30 June
Walk to Palafox Restaurants and Events!Close to Beaches and NAS.

HangLoose14AD-Beautiful Beach Cottage@ the Purple Parrot Resort/Perdido Key FL

HangLoose14AD-Beautiful Beach Cottage@ the Purple Parrot Resort/Perdido Key FL
Pensacola
10.0 out of 10, Exceptional, (282 reviews)
"It was a quick weekend but this property was comfy/cozy! "
United States
Michael M.
The price is NZ$550
includes taxes & fees
9 July - 10 July
HangLoose14AD-Beautiful Beach Cottage@ the Purple Parrot Resort/Perdido Key FL

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District
Downtown Pensacola
10.0 out of 10, Exceptional, (41 reviews)
"Good location close to downtown, clean, and everything was in good working order. Nice porch seating area."
United States
Jack R.
The price is NZ$370
includes taxes & fees
13 July - 14 July
Gadsden Hideaway: Historic Downtown Luxury in East Hill Preservation District

Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (28 reviews)
"Great spot right off the Bay bridge to get you quickly to Gulf Breeze and Pensacola beach! Also just minutes away from Palafox St. and downtown dining. Highly recommended and one I plan to re-book next year!"
United States
Nate
The price is NZ$362
includes taxes & fees
6 July - 7 July
Charming cottage in Pensacola

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

Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
Downtown Pensacola
9.2 out of 10, Wonderful, (15 reviews)
"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$392
includes taxes & fees
6 July - 7 July
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
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$250 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 acclaimed theatre scene 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?

"High Tides" | Private Beachfront Home | Upgraded | My Beach Getaways: This highly rated holiday home rental in Pensacola is located on the beach, and has a balcony, a BBQ and air conditioning to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Other favourite homes for rent in Pensacola are Close to beaches w/small private beach access across street, partial Gulf View. and Cheerful 3BR close to downtown + double balcony.

How many holiday rentals are there in Pensacola?

Choose from 213 Expedia holiday rentals in Pensacola for a memorable holiday.

What’s there to see and do in Pensacola?

Enjoy the outdoors at Orange Beach Beaches and John R.Jones Junior Athletic Complex, or simply take in cultural attractions like Saenger Theatre and Historic Pensacola Village. Other popular places to visit in the area include Pensacola Naval Air Station and Pensacola Beach Beaches.

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.