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
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Pensacola cottages

A small, light blue house with a porch, surrounded by lush greenery and a gravel path.

1. Cypress Cottage, Zen Garden, Hot Tub, Dog Welcome

Cypress Cottage, Zen Garden, Hot Tub, Dog Welcome
Southeast Pensacola
10.0 out of 10, Exceptional, (73 reviews)
"The cottage was wonderful and exactly the relaxation I needed. It was great being so close to all the things I wanted to do!"
United States
Garrett R.
$345 nightly
The price is $362
Oct 4 - Oct 5
Total with taxes and fees
Cypress Cottage, Zen Garden, Hot Tub, Dog Welcome
A house with a porch, steps, and a door.

2. Historic Downtown Pensacola Retreat

Historic Downtown Pensacola Retreat
Seville Historic District
9.4 out of 10, Exceptional, (45 reviews)
"Good location to downtown"
United States
Brooke M.
$199 nightly
The price is $221
Oct 4 - Oct 5
Total with taxes and fees
Historic Downtown Pensacola Retreat
A small wooden shed with a yellow door, brick walls, and a brick foundation.

3. 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 traveler
$167 nightly
The price is $185
Oct 12 - Oct 13
Total with taxes and fees
Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly
A covered outdoor area with a table and chairs, surrounded by a white railing, overlooking a garden and a street.

4. 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, (46 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
$174 nightly
The price is $193
Oct 5 - Oct 6
Total with taxes and fees
The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola
A compact living space with a fireplace, a television, a kitchen area, and a dining table.

5. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (33 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
$151 nightly
The price is $168
Oct 1 - Oct 2
Total with taxes and fees
Charming cottage in Pensacola
An aerial view of a residential area with houses, a parking lot, and a street.

6. 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)
"Great stay and I plan to be back. Love the place, I could live there."
United States
Edmund D.
$191 nightly
The price is $212
Oct 1 - Oct 2
Total with taxes and fees
The Jesse: Cottage in Historic Downtown Pensacola
A wooden deck with potted plants and a metal railing.

7. 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, (11 reviews)
"This cozy cottage was absolutely outstanding! Perfect distance to all our events in the area. Our hosts were super sweet and there if we needed anything. We enjoyed our stay! "
United States
Badge L.
$175 nightly
The price is $194
Oct 1 - Oct 2
Total with taxes and fees
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices
A single-story house with a front porch, a small garden, and a wooden fence.

8. 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.
$270 nightly
The price is $300
Oct 1 - Oct 2
Total with taxes and fees
Fall Ready Cozy Cottage! Fur Babies welcomed!
A compact kitchen with white cabinets, a wooden table, and a window with blinds.

9. 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)
"This property is within walking distance to downtown. "
United States
Dee P.
$243 nightly
The price is $270
Oct 4 - Oct 5
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.

10. Charming Hideaway Cottage Pensacola

Charming Hideaway Cottage Pensacola
South Pensacola
9.8 out of 10, Exceptional, (6 reviews)
"Cottage was adorable & clean, & host’s communication excellent. Great stay for the price."
United States
April E.
Charming Hideaway Cottage Pensacola
A covered porch with two Adirondack chairs and a wooden fence in the background.

11. Java the Hut: Cozy Retreat in Downtown Pensacola

Java the Hut: Cozy Retreat in Downtown Pensacola
Southeast Pensacola
9.6 out of 10, Exceptional, (52 reviews)
"It was well maintained and clean when we arrived"
United States
Nick L.
$261 nightly
The price is $290
Oct 19 - Oct 20
Total with taxes and fees
Java the Hut: Cozy Retreat in Downtown Pensacola
A row of small, single-story cabins with picnic tables in front, set against a backdrop of trees and a twilight sky.

12. Simple & Comfy Tiny Pensacola Studio

Simple & Comfy Tiny Pensacola Studio
South Pensacola
10.0 out of 10, Exceptional, (1 review)
"Amazing stay! Very quiet and homey!"
United States
Makenna T.
Simple & Comfy Tiny Pensacola Studio
A covered outdoor patio area with a wooden ceiling, a door, and a small porch.

13. Cozy Studio Nook for 2 East Hill Pensacola

Cozy Studio Nook for 2 East Hill Pensacola
Southeast Pensacola
$243 nightly
The price is $270
Oct 1 - Oct 2
Total with taxes and fees
Cozy Studio Nook for 2 East Hill Pensacola
A single-story brick house with a front porch, a garage, and a well-maintained lawn.

14. 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
Oct 1 - Oct 2
Total with taxes and fees
4 Mi to NAS Pensacola! Family Getaway w/ Pool
A residential area with a white picket fence, a small house with a blue door, and a tree in the foreground.

15. 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, (29 reviews)
"Perfect for anyone traveling with dogs, thank you for the hospitality!"
United States
G J.
$217 nightly
The price is $242
Oct 18 - Oct 19
Total with taxes and fees
The Lemon Zest Cottage with cozy firepit (Paws Welcome)
A single-story house with a front porch, a mailbox, and a small garden area.

16. 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.
$133 nightly
The price is $150
Oct 19 - Oct 20
Total with taxes and fees
Cozy Cottage near downtown Pensacola!
A two-story building with a porch, a door, and a window.

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

Fall Downtown Getaway: Gas Fire Pit, Fenced Yard, Pup Paradise with Dog Park
South Pensacola
10.0 out of 10, Exceptional, (90 reviews)
"Great stay in Pensacola, the house was perfect for 6 people. Enjoyed our stay!!!!!"
United States
Deborah S.
$344 nightly
The price is $382
Oct 13 - Oct 14
Total with taxes and fees
Fall Downtown Getaway: Gas Fire Pit, Fenced Yard, Pup Paradise with Dog Park
An aerial view of a residential area with houses, a swimming pool, and a road.

18. Slow Mo 17AD-Beautiful Beach Cottage @ the Purple Parrot Resort/Perdido Key FL

Slow Mo 17AD-Beautiful Beach Cottage @ the Purple Parrot Resort/Perdido Key FL
Pensacola
10.0 out of 10, Exceptional, (223 reviews)
"Very nice and cozy, I will definitely go back."
United States
Douglas
$237 nightly
The price is $263
Oct 15 - Oct 16
Total with taxes and fees
Slow Mo 17AD-Beautiful Beach Cottage @ the Purple Parrot Resort/Perdido Key FL
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

Courtyard by Marriott Pensacola

Courtyard by Marriott Pensacola

10/10 Excellent
"very nice"
Mario 2-night trip
Posted 2 hours ago
Courtyard by Marriott Pensacola

Find out more about Pensacola

Pensacola Cottages information

Number of reviews
681
Accommodation
180 Cottages
Lowest Price
$150
Highest Price
$424

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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