An aerial view of a coastal city with a prominent bridge, marina, and dense urban area.

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Pensacola cottages

A house with a porch, steps, and a door.

1. 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.
$186 nightly
The price is $208
Nov 13 - Nov 14
Total with taxes and fees
Historic Downtown Pensacola Retreat
A covered outdoor area with a table and chairs, surrounded by a white railing, overlooking a garden and a street.

2. 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.
$160 nightly
The price is $179
Nov 11 - Nov 12
Total with taxes and fees
The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola
A bedroom with a tufted headboard, a bed with a grey blanket, a ceiling fan, an air conditioning unit, patterned curtains, and a wooden floor.

3. 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.
$193 nightly
The price is $215
Nov 17 - Nov 18
Total with taxes and fees
The Jesse: Cottage in Historic Downtown Pensacola
A compact living space with a fireplace, a television, a kitchen area, and a dining table.

4. 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.
$142 nightly
The price is $158
Nov 11 - Nov 12
Total with taxes and fees
Charming cottage in Pensacola
A small wooden shed with a yellow door, surrounded by potted plants and a gravel pathway.

5. 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)
"Really enjoyed our stay! Just what we were looking for, will be booking again. Loved how close it was to downtown and the beach, made everything really convenient!"
United States
Haley B.
$160 nightly
The price is $178
Nov 17 - Nov 18
Total with taxes and fees
Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly
A wooden deck with potted plants and a metal railing.

6. 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.
$178 nightly
The price is $199
Nov 11 - Nov 12
Total with taxes and fees
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
A single-story house with a front deck and a small attached garage.

7. 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.
$121 nightly
The price is $134
Nov 11 - Nov 12
Total with taxes and fees
Charming cottage in fabulous Pensacola just steps from the water with water view
A compact kitchen with white cabinets, a wooden table, and a window with blinds.

8. 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, (16 reviews)
"The host was great to work with. Thanks Kyle!"
United States
Vicki N.
$232 nightly
The price is $259
Nov 11 - Nov 12
Total with taxes and fees
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.
A row of small, single-story cabins with picnic tables in front, set against a backdrop of trees and a twilight sky.

9. Simple & Comfy Tiny Pensacola Studio

Simple & Comfy Tiny Pensacola Studio
South Pensacola
9.0 out of 10, Wonderful, (2 reviews)
"Great stay at this tiny home community. This tiny home has everything you need while you are visiting. I was a little upset that the Wi-fi was not working but considering the hurricane that came through just days before this was understandable. I enjoyed my stay while I worked to help those in need from storm damage."
United States
Jared P.
$149 nightly
The price is $166
Nov 11 - Nov 12
Total with taxes and fees
Simple & Comfy Tiny Pensacola Studio
A single-story house with a front porch, a mailbox, and a small garden area.

10. Cozy Cottage near downtown Pensacola!

Cozy Cottage near downtown Pensacola!
South Pensacola
10.0 out of 10, Exceptional, (1 review)
"This was perfect!! I had zero problems with finding it or getting in.It was beautiful, clean and comfortable.Thank you!"
United States
Teresa F.
$148 nightly
The price is $165
Nov 16 - Nov 17
Total with taxes and fees
Cozy Cottage near downtown Pensacola!
A single-story house with a front porch, a pathway leading to the entrance, and a fenced yard.

11. Stocked Fishing Pond On-site: Quiet Pensacola Home

Stocked Fishing Pond On-site: Quiet Pensacola Home
3.0 star property
Pensacola
$390 nightly
The price is $439
Dec 6 - Dec 7
Total with taxes and fees
Stocked Fishing Pond On-site: Quiet Pensacola Home
A covered porch with two Adirondack chairs and a wooden fence in the background.

12. Java the Hut: Cozy Retreat in Downtown Pensacola

Java the Hut: Cozy Retreat in Downtown Pensacola
Southeast Pensacola
9.6 out of 10, Exceptional, (56 reviews)
"We really enjoyed our stay. The host was friendly and took care of our every need. Thank you for letting us enjoy your property! The kids already miss their "new house.""
United States
Dustin O.
$283 nightly
The price is $315
Nov 11 - Nov 12
Total with taxes and fees
Java the Hut: Cozy Retreat in Downtown Pensacola
A two-story building with a porch, a door, and a window.

13. Fall Downtown Getaway: Gas Fire Pit, Fenced-in Yard, Pup Paradise with Dog Park

Fall Downtown Getaway: Gas Fire Pit, Fenced-in Yard, Pup Paradise with Dog Park
South Pensacola
10.0 out of 10, Exceptional, (93 reviews)
"Great stay in Pensacola, the house was perfect for 6 people. Enjoyed our stay!!!!!"
United States
Deborah S.
$355 nightly
The price is $396
Nov 11 - Nov 12
Total with taxes and fees
Fall Downtown Getaway: Gas Fire Pit, Fenced-in Yard, Pup Paradise with Dog Park
A single-story house with a porch, a front door, and a mailbox.

14. The Lemon Zest Cottage with cozy firepit (Paws Welcome)

The Lemon Zest Cottage with cozy firepit (Paws Welcome)
Pensacola
9.8 out of 10, Exceptional, (30 reviews)
"Perfect for anyone traveling with dogs, thank you for the hospitality!"
United States
G J.
$235 nightly
The price is $263
Dec 1 - Dec 2
Total with taxes and fees
The Lemon Zest Cottage with cozy firepit (Paws Welcome)
A single-story house with a front porch, a small garden, and a wooden fence.

15. Fall Ready Cozy Cottage! Fur Babies welcomed!

Fall Ready Cozy Cottage! Fur Babies welcomed!
Southeast Pensacola
9.6 out of 10, Exceptional, (8 reviews)
"Comfortable beds, very clean, well-decorated and had everything we needed. We would stay here again!"
United States
Jennifer S.
$355 nightly
The price is $396
Nov 12 - Nov 13
Total with taxes and fees
Fall Ready Cozy Cottage! Fur Babies welcomed!
A small, light blue wooden structure with a covered porch, surrounded by trees and a garden area.

16. Perdido Surf Shack-tiny home on a hobby farm close to Perdido Key Beach and NAS

Perdido Surf Shack-tiny home on a hobby farm close to Perdido Key Beach and NAS
Pensacola
10.0 out of 10, Exceptional, (7 reviews)
"We had a wonderful and relaxing time at the Surf Shack. It was very peaceful. The host was great, communicated effectively. Would highly recommend this place. "
United States
Jaelyn C.
$220 nightly
The price is $246
Nov 11 - Nov 12
Total with taxes and fees
Perdido Surf Shack-tiny home on a hobby farm close to Perdido Key Beach and NAS
A small house with a porch, a front door, and a staircase leading up to the entrance.

17. Coastal Cottage Retreat | Foosball table | Firepit

Coastal Cottage Retreat | Foosball table | Firepit
Innerarity Heights
10.0 out of 10, Exceptional, (37 reviews)
"Excellent, everything is very clean and has everything you need for a pleasant stay !!"
United States
Maria C.
$361 nightly
The price is $400
Nov 11 - Nov 12
Total with taxes and fees
Coastal Cottage Retreat | Foosball table | Firepit
A row of small, single-story cabins with picnic tables in front, set against a backdrop of trees and a twilight sky.

18. Cozy Studio Retreat Near Downtown Pensacola

Cozy Studio Retreat Near Downtown Pensacola
South Pensacola
$149 nightly
The price is $166
Nov 11 - Nov 12
Total with taxes and fees
Cozy Studio Retreat Near Downtown Pensacola
A row of small, single-story cabins with picnic tables in front, set against a backdrop of trees and a twilight sky.

19. Bright, Clean Studio Minutes to Beaches

Bright, Clean Studio Minutes to Beaches
South Pensacola
9.0 out of 10, Wonderful, (2 reviews)
"Overall was exactly as expected. Like they mentioned it wasn’t in the best area but we didn’t have any issues. Would stay here again."
United States
Maddie D.
$149 nightly
The price is $166
Nov 11 - Nov 12
Total with taxes and fees
Bright, Clean Studio Minutes to Beaches
A single-story brick house with a front porch, a garage, and a well-maintained lawn.

20. 4 Mi to NAS Pensacola! Family Getaway w/ Pool

4 Mi to NAS Pensacola! Family Getaway w/ Pool
3.0 star property
Navy Point
$377 nightly
The price is $424
Nov 11 - Nov 12
Total with taxes and fees
4 Mi to NAS Pensacola! Family Getaway w/ Pool
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

Tru By Hilton Pensacola I-10 North Davis Highway

Tru By Hilton Pensacola I-10 North Davis Highway

10/10 Excellent
"Very happy with the property always a pleasant experience"
Jay 1-night trip
Posted 14 hours ago
Tru By Hilton Pensacola I-10 North Davis Highway

Find out more about Pensacola

Pensacola Cottages information

Number of reviews
454
Accommodation
180 Cottages
Lowest Price
$134
Highest Price
$439

Frequently asked questions

Why book your cottage in Pensacola with Expedia?
Reserving a cottage in Pensacola is as easy as entering your travel dates and selecting an ideal place for a vacation in the outdoors. From ritzy retreats to affordable stays and cottages that have conveniences like a kitchen, Expedia has something for all traveler tastes. As for epic deals? We have them too!
How can I find cheap cottages in Pensacola?
Expedia can help you track down cheap cottages in Pensacola. To discover your dream stay in just a few clicks, use our handy filter tool to refine your search results by amenities, star rating and budget.
What is there to do in Pensacola near my cottage?
There are loads of wonderful things to do and see in Pensacola. Don't miss major attractions like Pensacola Museum of Art, Pensacola Bay Center and National Museum of Naval Aviation. Johnson Beach, University Town Plaza and Historic Pensacola Village also lure many visitors.

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