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Pensacola Vacation Rentals

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Our top choices for Pensacola vacation rentals

1. The Brent Lofts

The Brent Lofts
4.0 star property
Downtown Pensacola
9.8 out of 10, Exceptional, (8 reviews)
"Location"
United States
April
The price is CA $227
CA $444 total
includes taxes & fees
Nov 9 - Nov 10
The Brent Lofts

2. The Kitchen | Historic East Hill Studio Near Downtown Pensacola

The Kitchen | Historic East Hill Studio Near Downtown Pensacola
Downtown Pensacola
10.0 out of 10, Exceptional, (22 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 CA $56
CA $175 total
includes taxes & fees
Nov 17 - Nov 18
The Kitchen | Historic East Hill Studio Near Downtown Pensacola

3. Hide-Away | Historic North Hill Studio Near Downtown Pensacola

Hide-Away | Historic North Hill Studio Near Downtown Pensacola
Downtown Pensacola
9.2 out of 10, Wonderful, (57 reviews)
"Host was amazing, room was very clean overall would definitely stay again!"
United States
Morgan K.
The price is CA $49
CA $167 total
includes taxes & fees
Nov 11 - Nov 12
Hide-Away | Historic North Hill Studio Near Downtown Pensacola

4. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (46 reviews)
"Second time here and loved it all over again! Best location to downtown Pensacola for date night!"
United States
Mike L.
The price is CA $82
CA $283 total
includes taxes & fees
Nov 5 - Nov 6
Historic Downtown Pensacola Retreat

5. The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola

The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola
Downtown Pensacola
10.0 out of 10, Exceptional, (48 reviews)
"Fantastic place, would definitely stay again. Clean and spacious. AC worked Great. Fantastic location. Houe is also supplied nicely with essentials and comforts."
United States
J R.
The price is CA $88
CA $259 total
includes taxes & fees
Nov 11 - Nov 12
The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola

6. Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach
Southeast Pensacola
9.6 out of 10, Exceptional, (48 reviews)
"Our stay there was great, would book this again!"
United States
Allison B.
The price is CA $56
CA $213 total
includes taxes & fees
Nov 11 - Nov 12
Bee Our Guest | East Pensacola Heights Rental Near Downtown Pensacola Beach

7. The Wave is private, cozy, comfortable and super chill!!..

The Wave is private, cozy, comfortable and super chill!!..
Southeast Pensacola
9.8 out of 10, Exceptional, (12 reviews)
"Very comfortable, clean"
United States
Thomas D.
The price is CA $102
CA $147 total
includes taxes & fees
Nov 9 - Nov 10
The Wave is private, cozy, comfortable and super chill!!..

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

East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach
Southeast Pensacola
9.4 out of 10, Exceptional, (18 reviews)
"The property was was very clean and very convenient to nearby places. The host was very friendly and checked to make sure we had everything we needed. We enjoyed our stay!!"
United States
Shawna K.
The price is CA $141
CA $303 total
includes taxes & fees
Nov 9 - Nov 10
East side cottage✨10 min to Downtown✨15 min to NAS✨20 min to Pensacola Beach

9. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (39 reviews)
"Great little cottage and the owners are great"
United States
George N.
The price is CA $118
CA $221 total
includes taxes & fees
Nov 9 - Nov 10
Charming cottage in Pensacola

10. The Jesse: Cottage in Historic Downtown Pensacola

The Jesse: Cottage in Historic Downtown Pensacola
Seville Historic District
9.2 out of 10, Wonderful, (40 reviews)
"This was a wonderfully located cottage. Walking distance to so many great sites, shopping, and restaurants. Would definitely stay here again the next time I come to Pensacola."
United States
Danny S.
The price is CA $91
CA $297 total
includes taxes & fees
Nov 17 - Nov 18
The Jesse: Cottage in Historic Downtown Pensacola

11. Historic Downtown Studio

Historic Downtown Studio
Downtown Pensacola
9.8 out of 10, Exceptional, (25 reviews)
"Always our favorite place to stay in Pensacola! Will definitely be back!!!"
United States
Carmen R.
The price is CA $126
CA $261 total
includes taxes & fees
Nov 5 - Nov 6
Historic Downtown Studio

12. The Kelley House | Cozy Fall Suite 3 w/Balcony

The Kelley House | Cozy Fall Suite 3 w/Balcony
Downtown Pensacola
10.0 out of 10, Exceptional, (18 reviews)
"Excellent location, walking distance to restaurants (Brother Fox was excellent!) and shopping.Beautiful property. Our second time with this host and we will definitely stay here again."
United States
michael r.
The price is CA $101
CA $318 total
includes taxes & fees
Nov 30 - Dec 1
The Kelley House | Cozy Fall Suite 3 w/Balcony

13. Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly

Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly
South Pensacola
10.0 out of 10, Exceptional, (7 reviews)
"Easy to find , quick simple check in , nice hosts ,"
United States
Anonymous traveller
The price is CA $133
CA $286 total
includes taxes & fees
Nov 10 - Nov 11
Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly

14. Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices

Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
Southeast Pensacola
9.8 out of 10, Exceptional, (12 reviews)
"Cute little cottage, clean and well maintained, easy street parking, well lit at night and quiet. The host was very communicative and nice. We really enjoyed our quick stay and very close to downtown and Fish House restaurant which was amazing!"
United States
Sara N.
The price is CA $133
CA $276 total
includes taxes & fees
Nov 9 - Nov 10
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices

15. Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!
Pensacola Beach
9.6 out of 10, Exceptional, (391 reviews)
"This was our 2nd time staying at this property and it did not disappoint! The view, the view, the view. Comfortable bed and great communication. Would not hesitate to rent for your vacation!"
United States
Debbie D.
The price is CA $168
CA $541 total
includes taxes & fees
Nov 12 - Nov 13
Spectacular Beach Front Views! Free Lazy Days Beach Chairs & Umbrella Included!

16. Festival weekend !! Art, Greek, Foofoo. Walk to D-Town!Close to Beaches & NAS!

Festival weekend !! Art, Greek, Foofoo. Walk to D-Town!Close to Beaches & NAS!
Downtown Pensacola
9.2 out of 10, Wonderful, (16 reviews)
"great place to stay!"
United States
Lydia H.
The price is CA $132
CA $312 total
includes taxes & fees
Nov 14 - Nov 15
Festival weekend !! Art, Greek, Foofoo. Walk to D-Town!Close to Beaches & NAS!

17. 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, (19 reviews)
"we will stay there again"
United States
Robin L.
The price is CA $95
CA $202 total
includes taxes & fees
Dec 1 - Dec 2
Charming cottage in fabulous Pensacola just steps from the water with water view

18. Charming villa steps from the water in beautiful Pensacola

Charming villa steps from the water in beautiful Pensacola
Southeast Pensacola
10.0 out of 10, Exceptional, (35 reviews)
"Great stay!"
United States
Ivan V.
Charming villa steps from the water in beautiful 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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Pensacola. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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Frequently asked questions

Can I find a vacation rental in Pensacola?

Yes, you can find vacation rentals in Pensacola close to Fast Eddies Fun Center, or you can select a more remote option if you'd like a relaxing place to stay. Visitors to Pensacola like the popular beaches and acclaimed theater 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 vacation rentals in Pensacola?

Beach Bungalow: This highly rated vacation home rental in Pensacola is located on the beach and has a patio, a garden, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. Make the most of the books in this rental home to help you unwind. Other favorite homes for rent in Pensacola are Blue Angel Beach House-2 king suites+Fire pit+air hockey🌴 and The Dory Is A Gulf Front Treasure Your Family Will Love!.

How many vacation rentals are there in Pensacola?

Choose from 222 Expedia vacation rentals in Pensacola for a memorable vacation.

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 vacation rental in Pensacola like?

Vacation rentals are private properties where you can stay for a couple of days or more in Pensacola. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great option for a small group gathering.