Pensacola Cottages

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

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

1. Historic Downtown Pensacola Retreat

Seville Historic District

Mike L.

HK$1,638 total

includes taxes & fees

16 Nov - 17 Nov

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

Downtown Pensacola

J R.

HK$1,402 total

includes taxes & fees

11 Nov - 12 Nov

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

Seville Historic District

Danny S.

HK$1,629 total

includes taxes & fees

17 Nov - 18 Nov

A compact living space with a fireplace, a television, a kitchen area, and a dining table.

4. Charming cottage in Pensacola

Southeast Pensacola

George N.

HK$1,237 total

includes taxes & fees

11 Nov - 12 Nov

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

South Pensacola

Haley B.

HK$1,477 total

includes taxes & fees

16 Nov - 17 Nov

A wooden deck with potted plants and a metal railing.

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

Southeast Pensacola

Sara N.

HK$1,557 total

includes taxes & fees

11 Nov - 12 Nov

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

Southeast Pensacola

Robin L.

HK$1,051 total

includes taxes & fees

11 Nov - 12 Nov

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.

Downtown Pensacola

Vicki N.

HK$2,030 total

includes taxes & fees

11 Nov - 12 Nov

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

South Pensacola

Jared P.

HK$1,668 total

includes taxes & fees

15 Nov - 16 Nov

A single-story house with a front porch, a mailbox, and a small garden area.

10. Cozy Cottage near downtown Pensacola!

South Pensacola

Teresa F.

HK$1,325 total

includes taxes & fees

16 Nov - 17 Nov

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

Pensacola

HK$3,442 total

includes taxes & fees

6 Dec - 7 Dec

A covered porch with two Adirondack chairs and a wooden fence in the background.

12. Java the Hut: Cozy Retreat in Downtown Pensacola

Southeast Pensacola

Dustin O.

HK$2,305 total

includes taxes & fees

11 Nov - 12 Nov

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

South Pensacola

Deborah S.

HK$3,101 total

includes taxes & fees

11 Nov - 12 Nov

A single-story house with a porch, a front door, and a mailbox.

14. The Lemon Zest Cottage (Paws Welcome)

Pensacola

G J.

HK$2,116 total

includes taxes & fees

1 Dec - 2 Dec

A single-story house with a front porch, a small garden, and a wooden fence.

15. Fall Ready Cozy Cottage! Fur Babies welcomed!

Southeast Pensacola

Jennifer S.

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

Pensacola

Jaelyn C.

HK$1,978 total

includes taxes & fees

11 Nov - 12 Nov

A small house with a porch, a front door, and a staircase leading up to the entrance.

17. Coastal Cottage Retreat | Foosball table | Firepit

Innerarity Heights

Maria C.

HK$3,137 total

includes taxes & fees

15 Nov - 16 Nov

18. Cozy Studio Retreat Near Downtown Pensacola

South Pensacola

HK$1,652 total

includes taxes & fees

15 Nov - 16 Nov

19. Bright, Clean Studio Minutes to Beaches

South Pensacola

Maddie D.

HK$1,668 total

includes taxes & fees

15 Nov - 16 Nov

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

Navy Point

HK$3,323 total

includes taxes & fees

14 Nov - 15 Nov

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Top Pensacola Hotel Reviews

Tru By Hilton Pensacola I-10 North Davis Highway

10/10 Excellent

"Very happy with the property always a pleasant experience"

Hotel Pensacola

8/10 Good

"We very much enjoyed our stay. Some of the lamps didn't have bulbs and others didn't have outlets near enough to plug in. There also weren't outlets beside the bed on one side so it was hard to charge all our devices, but on the whole the room was comfortable and clean. I slept very well! Some things could be upgraded but it didn't really effect the quality of our stay."

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