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Check prices for these dates

Next weekend
20 Nov - 22 Nov
In two weeks
27 Nov - 29 Nov
In one month
11 Dec - 13 Dec
In two months
8 Jan - 10 Jan

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.
The price is SAR 248
SAR 799 total
includes taxes & fees
15 Nov - 16 Nov
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.
The price is SAR 236
SAR 694 total
includes taxes & fees
8 Dec - 9 Dec
The Gadsden Hideaway | Historic East Hill Rental Near Downtown Pensacola
A small house with a patio, a table with chairs, and a potted plant.

3. 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 SAR 353
SAR 632 total
includes taxes & fees
8 Dec - 9 Dec
Charming cottage in Pensacola
A wooden deck with potted plants and a metal railing.

4. 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 SAR 357
SAR 745 total
includes taxes & fees
27 Nov - 28 Nov
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.

5. 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, (20 reviews)
"we will stay there again"
United States
Robin L.
The price is SAR 236
SAR 522 total
includes taxes & fees
1 Dec - 2 Dec
Charming cottage in fabulous Pensacola just steps from the water with water view
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)
"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 SAR 248
SAR 806 total
includes taxes & fees
17 Nov - 18 Nov
The Jesse: Cottage in Historic Downtown Pensacola
A small wooden shed with a yellow door, surrounded by potted plants and a gravel pathway.

7. 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.
The price is SAR 338
SAR 745 total
includes taxes & fees
8 Dec - 9 Dec
Groovy Downtown Cottage — Free Bikes + Private Yard + Pet Friendly
A modern kitchen with white cabinets, a wooden countertop, and a stove. There are shelves above the sink and a sign on the wall that says "Coffee Bar".

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.
The price is SAR 563
SAR 1,039 total
includes taxes & fees
29 Nov - 30 Nov
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. 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.
The price is SAR 338
SAR 699 total
includes taxes & fees
15 Nov - 16 Nov
Bright, Clean Studio Minutes to Beaches
A small, single-story house with a porch, a wooden fence, and a gravel driveway.

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, (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.
The price is SAR 473
SAR 1,248 total
includes taxes & fees
8 Dec - 9 Dec
Java the Hut: Cozy Retreat in Downtown Pensacola
A covered outdoor patio with a grill, chairs, and a table.

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

Stocked Fishing Pond On-site: Quiet Pensacola Home
3.0 star property
Pensacola
The price is SAR 454
SAR 1,647 total
includes taxes & fees
15 Nov - 16 Nov
Stocked Fishing Pond On-site: Quiet Pensacola Home
A single-story house with a front porch, a mailbox, and a small garden area.

12. 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.
The price is SAR 394
SAR 678 total
includes taxes & fees
30 Nov - 1 Dec
Cozy Cottage near 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.
The price is SAR 524
SAR 1,485 total
includes taxes & fees
23 Nov - 24 Nov
Fall Downtown Getaway: Gas Fire Pit, Fenced-in Yard, Pup Paradise with Dog Park
A small 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.
The price is SAR 462
SAR 1,009 total
includes taxes & fees
1 Dec - 2 Dec
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.
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.
The price is SAR 507
SAR 947 total
includes taxes & fees
15 Nov - 16 Nov
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.
The price is SAR 518
SAR 1,501 total
includes taxes & fees
15 Nov - 16 Nov
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. 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.
The price is SAR 338
SAR 699 total
includes taxes & fees
15 Nov - 16 Nov
Simple & Comfy Tiny Pensacola Studio
A row of small, single-story cabins with picnic tables in front, set against a backdrop of trees and a twilight sky.

19. Cozy Studio Retreat Near Downtown Pensacola

Cozy Studio Retreat Near Downtown Pensacola
South Pensacola
Cozy Studio Retreat Near Downtown Pensacola
A residential backyard with a swimming pool, a patio with tables and chairs, and a brick house with a white door.

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
The price is SAR 679
SAR 1,591 total
includes taxes & fees
14 Nov - 15 Nov
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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Pensacola and related destinations

White-sand beaches along the Gulf Coast offer perfect spots for swimming, paddleboarding, and watching dolphins at sunset. History buffs should explore the Naval Aviation Museum and Fort Barrancas, then sample fresh seafood at waterfront restaurants in the historic downtown.

See all hotels in Pensacola
A museum interior with U.S. Navy aircraft, American flags, and a glass ceiling.

Frequently Asked Questions

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