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

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Our top choices for Pensacola cottages

1. 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.
$192 nightly
The price is $213
Oct 8 - Oct 9
Total with taxes and fees
Historic Downtown Pensacola Retreat

2. Charming cottage in Pensacola

Charming cottage in Pensacola
Southeast Pensacola
9.8 out of 10, Exceptional, (34 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
$150 nightly
The price is $166
Oct 12 - Oct 13
Total with taxes and fees
Charming cottage in Pensacola

3. 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, (47 reviews)
"Great place in a great neighborhood! We enjoyed our stay here and would stay again."
United States
marshall n.
$175 nightly
The price is $194
Oct 27 - Oct 28
Total with taxes and fees
The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola

4. 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 25 - Oct 26
Total with taxes and fees
Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly

5. 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.
$199 nightly
The price is $221
Oct 13 - Oct 14
Total with taxes and fees
The Jesse: Cottage in Historic Downtown Pensacola

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

Cypress Cottage, Zen Garden, Hot Tub, Dog Welcome
Southeast Pensacola
10.0 out of 10, Exceptional, (74 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.
Cypress Cottage, Zen Garden, Hot Tub, Dog Welcome

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 8 - Oct 9
Total with taxes and fees
Downtown cottage 7 miles to beach. Coastal w/out luxury resort prices

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.
$273 nightly
The price is $303
Oct 15 - Oct 16
Total with taxes and fees
Fall Ready Cozy Cottage! Fur Babies welcomed!

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 11 - Oct 12
Total with taxes and fees
Cute little cottage located 2 blocks from the heart of Downtown Pensacola.

10. Java the Hut: Cozy Retreat in Downtown Pensacola

Java the Hut: Cozy Retreat in Downtown Pensacola
Southeast Pensacola
9.6 out of 10, Exceptional, (54 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

11. 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.
$155 nightly
The price is $172
Nov 5 - Nov 6
Total with taxes and fees
Cozy Cottage near downtown Pensacola!

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

13. 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, (224 reviews)
"Very nice and cozy, I will definitely go back."
United States
Douglas
$227 nightly
The price is $251
Oct 15 - Oct 16
Total with taxes and fees
Slow Mo 17AD-Beautiful Beach Cottage @ the Purple Parrot Resort/Perdido Key FL

14. 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 8 - Oct 9
Total with taxes and fees
Cozy Studio Nook for 2 East Hill Pensacola

15. 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 11 - Oct 12
Total with taxes and fees
4 Mi to NAS Pensacola! Family Getaway w/ Pool

16. 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, (91 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

17. Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot

Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot
Pensacola
10.0 out of 10, Exceptional, (193 reviews)
"Lovely home. Such a fun atmosphere with the live music, and beautiful relaxing pool. We really enjoyed our stay here. The owners were very quick to respond to questions and gave all the info needed to check in/check out. Highly recommend!"
United States
Staci S.
Lazy Daze 10AU-Beautiful Poolside Cottage with Loft @ the Purple Parrot

18. 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.
$245 nightly
The price is $272
Oct 17 - Oct 18
Total with taxes and fees
The Lemon Zest Cottage with cozy firepit (Paws Welcome)

19. 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.
$212 nightly
The price is $235
Oct 8 - Oct 9
Total with taxes and fees
Perdido Surf Shack-tiny home on a hobby farm close to Perdido Key Beach and NAS

20. Coastal Cottage Retreat | Foosball table | Firepit

Coastal Cottage Retreat | Foosball table | Firepit
Innerarity Heights
10.0 out of 10, Exceptional, (36 reviews)
"Would book again great place! "
United States
Laura A.
$338 nightly
The price is $372
Oct 12 - Oct 13
Total with taxes and fees
Coastal Cottage Retreat | Foosball table | Firepit
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

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Pensacola Cottages information

Number of reviews
911
Accommodation
180 Cottages
Lowest Price
$166
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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