See all properties
Entire home

The Jesse: Cottage in Historic Downtown Pensacola

Photo gallery for The Jesse: Cottage in Historic Downtown Pensacola

Shot Gun Style Home - Pensacola Beach has a good selection of businesses that rent jet skis on Santa Rosa Sound. These waters align the beautiful sandy beaches of Pensacola Beach, Gulf Breeze and touch many areas of the Gulf Islands National Seashore.
The Jesse - This house is a quirky mix of old character and new updates which makes it an attractive place to stay. The neighborhood is beautiful and great for walking or biking. Nice restaurant nearby. -ALAN
The house is adorable, very charming -Lindsay
Kitchen At The Jesse - If You Don't Want To Cook Stroll To The Grand Marlin For Dinner!
Cottage Downtown Pensacola - I loved every minute of my stay at The Jesse! I was in town for a work trip but the downtown walkability and the great decor in the cottage made it feel like a mini vacation. -Marie

Reviews

9.2 out of 10
Wonderful
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Barbecue

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub · Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Kitchen
Dining area

About this property

The Jesse: Cottage in Historic Downtown Pensacola

Charm filled 1903 cottage in the heart of the historic district of downtown Pensacola , one block from Seville Square and a short walk to one of America's greatest main streets "Palafox Street". This one bedroom cottage has been completely renovated with modern comfort and style. Walk to great restaurants, local bars, art galleries, the minor league baseball park, and shopping or simply relax on the front porch and greet the locals.

The cottage has a living room, bedroom, kitchen, and bathroom. **NO Washer/Dryer** A small front porch for relaxing and a small fenced courtyard in back for relaxing outdoors.
The cottage is professionally cleaned after each guest and all linens/towels are laundered and sanitized by East Hill Laundry.

The “Jesse” cottage has a brother cottage next door, the “Blake” which is also available for booking. Many guests have rented both cottages for wedding guests, bride/groom preparation, and shared vacations.

Add dates for prices

Amenities

Kitchen
Free WiFi
Air conditioning
Outdoor space
Parking available
Barbecue

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

We Loved It! - Jenna - In Downtown Pensacola, Walk to Restaurants, Bars, Museums
The Blake: Cottage in Historic Downtown Pensacola
  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
9.4 out of 10, Exceptional, (29 reviews)
The Blake: Cottage in Historic Downtown Pensacola

House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 10:00 AM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

No pets allowed
default

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a first aid kit

About the area

Pensacola

Located near the beach, this cottage is in Seville Historic District, a neighbourhood in Pensacola. Shoppers can check out Pensacola Beach Boardwalk, while everyone can enjoy the natural beauty of Opal Beach and Pensacola Beach Beaches. Looking to enjoy an event or a game while in town? See what's happening at Pensacola Bay Center or Blue Wahoos Stadium. Spend some time exploring the area's activities, including birdwatching.
View more Cottages in PensacolaOpens in a new window
Map
Pensacola, FL

What's nearby

  • Seville Square - 2 min walk - 0.2 km
  • Saenger Theatre - 8 min walk - 0.7 km
  • Historic Pensacola Village - 8 min walk - 0.7 km
  • Pensacola Bay Center - 8 min walk - 0.7 km
  • Blue Wahoos Stadium - 17 min walk - 1.5 km

Getting around

  • Pensacola Station - 9 min drive
  • Pensacola, FL (PNS-Pensacola Intl.) - 12 min drive

Restaurants

  • ‪200 South - ‬10 min walk
  • ‪Seville Quarter - ‬7 min walk
  • ‪O'Riley's Irish Pub Downtown - ‬11 min walk
  • ‪The Fish House - ‬9 min walk
  • ‪Juan’s Flying Burrito - ‬4 min walk

Frequently asked questions

Is The Jesse: Cottage in Historic Downtown Pensacola pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at The Jesse: Cottage in Historic Downtown Pensacola?

As of 1 Apr 2026, prices found for a 1-night stay for 2 adults at The Jesse: Cottage in Historic Downtown Pensacola on 15 June 2026 start from AU$184, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at The Jesse: Cottage in Historic Downtown Pensacola?

On-site parking is available at the property.

What time is check-in at The Jesse: Cottage in Historic Downtown Pensacola?

Check-in begins at 4:00 PM.

What time is check-out at The Jesse: Cottage in Historic Downtown Pensacola?

Checkout is at 10:00 AM.

Where is The Jesse: Cottage in Historic Downtown Pensacola located?

Located in Seville Historic District, this cottage is within a 15-minute walk of Barkley House and Pensacola Bay Center. Seville Square and Julee Cottage are also within 10 minutes.

Reviews

9.2

Wonderful

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 23 out of 29 reviews
Rating 8 - Good. 2 out of 29 reviews
Rating 6 - Okay. 1 out of 29 reviews
Rating 4 - Poor. 2 out of 29 reviews
Rating 2 - Terrible. 1 out of 29 reviews

9.8/10

Cleanliness

6.0/10

Property conditions & facilities

9.6/10

Check-in

9.6/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Edmund D.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay and I plan to be back. Love the place, I could live there.
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Jennifer O.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a lovely stay at the Jesse house. We have stayed at both houses and love them both. The Jesse is lovely and we really enjoyed the location, the comfort, and the relaxed feel. we love being able to walk to local eateries, as well as downtown, and stroll through the area. We will definitely be back to Pensacola next year and will hope to stay here again. Cindy is wonderful, as she is readily available if there is an issue--not that we had any. I encourage you to stay in one of these historic homes in a quaint Pensacola neighborhood.
Stayed 6 nights in Mar 2026
Verified

10/10 Excellent

Daniel S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location, very tidy , everything we were looking for
Stayed 5 nights in Oct 2025
Verified

10/10 Excellent

Craig U.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect place for a quick stay in downtown Pensacola! Off-street parking is a huge plus. Host was very responsive.
Stayed 1 night in Dec 2025
From a partner site

8/10 Good

Stuart C.

Near heart of downtown

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I had a pleasant stay in this shotgun style home right in the heart of Pensacola. It was clean, well appointed and convenient to restaurants and night life. I would gladly book another stay!
Verified

10/10 Excellent

Michael M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great neighborhood and very walkable and we will be back!

Perfect for a couple!
Stayed 11 nights in Feb 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, real cool old cottage. Quiet neighborhood. Host was very accommodating.
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Patrick P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved staying at the Jesse. It was nothing fancy, but very clean and had everywhere needed. I didn't like paying an extra 48 to VRBO, so I will never use them again!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Dwayne H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy!

Have stayed here for several years and will return!
Stayed 8 nights in Aug 2024
Verified

10/10 Excellent

WhyN4m3s T.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Fun little home. If you wanna walk downtown pensacola.
Stayed 1 night in Jul 2024
Verified

10/10 Excellent

Mark M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A perfect stay.

If this property is available, I will not use a hotel in Pensacola again. Perfect stay.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

David M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pensacola for a week

The Jesse met all our needs, convenient location, good access to everything, clean and accurate listing. We would definitely consider staying here again.
Stayed 7 nights in Mar 2024
Verified

10/10 Excellent

Andrea L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful stay at The Jesse

Adorable little cottage close to everything! Very clean.
Stayed 3 nights in Mar 2024
Verified

8/10 Good

Stephanie

Liked: Cleanliness, communication
Great Location, great walkable neighborhood.. Inside the cottage it is a bit worn but workable.
Stayed 2 nights in Jan 2025
Verified

10/10 Excellent

Jes E.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Short but sweet stay

Great location to walk downtown, local breweries, restaurants, coffee shops etc. The home was clean and comfortable for our 2 night stay. The beach amenities provided were a great extra touch!
Stayed 2 nights in Jun 2024
Verified

10/10 Excellent

peggy l.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Overnight accommodation

Needed a place in the neighborhood to accommodate a family guest who was in town for the night
Stayed 1 night in Oct 2024
Verified

10/10 Excellent

Cheri N.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A little hiccup

Although there was a little hiccup, I still love the place. Really is the perfect location.
Stayed 1 night in Nov 2023
Verified

10/10 Excellent

Melanie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Jesse Cottage

This little cottage was perfect for a couples getaway. Close to downtown to enjoy all things offered by Pensacola on Palafox. Cozy and clean. A/C worked very well and the bed was very comfortable. Very nice small kitchen with just right appliances. Host was great with notifications. We had no issues with the property, so never had to contact them.
Stayed 2 nights in Apr 2025
From a partner site

10/10 Excellent

John B.

Quiet Cozy Comfort

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: If you’re looking for simple accommodations in a quiet and friendly neighborhood, this could be your place.The bed is very comfortable. I’m kinda tall, so finding a long, comfortable bed is a luxury in itself.The kitchen is adequate for basic needs, and the bathroom shower had perfect water pressure and temperature.The neighbors are very friendly (one helped my girlfriend figure out how to operate the Smart TV), and the geckos enjoy bobbing their heads on the front porch to Indie Rock music.We loved our stay, and hope to cone back.
Verified

10/10 Excellent

Zac D.

Liked: Location, listing accuracy

Location & Price Worth It

Lots of pros & cons about "The Jesse" but overall the pros outweighed the cons. Pro 1: Location close walking to main downtown & driving to beach. Pro 2: Price for location. Pro 3: 2x Strong Window AC Units. Pro 4: Great on-call customer support. Con 1: Very old property. Pealing paint, squeaking floor, grungy feel, some things falling apart/down, etc Con 2: Extremely sandy floor when arrived. Con 3: Communication all occurred outside of VRBO app (Phone calls, emails). Con 4: Did not receive check in details till 12:30am after having to call 24/7 support number. Generally great for someone who wants to be downtown but does not care about luxury.
Stayed 3 nights in Jun 2024
From a partner site

10/10 Excellent

Dee T.

4 nights at the last minute

Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: I booked this little house for my business colleague because it is around the corner from me and his accommodations had fallen through at the last moment. I was very pleased that this home was available on short notice. There was a lot of confusion, however, on the host’s part as to when he was supposed to arrive. But once he got in the place, it was warm and cute and clean and very adequate for what he needed. The space heaters worked great even though he experienced the biggest snow storm the panhandle has seen in about 100 years. He was asked to drip the water in his faucets overnight, which we Floridians in older homes know all about. He was unfamiliar with it but did a pretty good job, all in all. Overall, the stay was good and I think, most importantly, the price absolutely cannot be beat for the superb location.
From a partner site

4/10 Poor

Susan H.

Great Location

Rating Details: The vacation rental was clean. I was very happy with the location. I was very dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: The house was in a great location to downtown and restaurants. The house is a little tired and worn. Maybe needs some TLC. The blinds need to be replace because they were broken. The carpet in the living room needs to be cleaned or replaced. We were disappointed about things that were dirty and not kept up. ex.: Dirty sponge with mold in the kitchen. The trash cans needed repairs and cleaning. The one luggage rack was broken. The cable TV was basically nothing interesting to watch luckily we had a computer
From a partner site

10/10 Excellent

Leah B.

Perfect!

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything was great! Good location for walking around downtown Pensacola. Would enjoy staying here again.
From a partner site

4/10 Poor

Allison T.

The Jesse

Rating Details: The property manager was more than helpful. The vacation rental was somewhat dirty. I was more than happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We were disappointed in the condition of the house: no curtains in living room and kitchen. Both sets of locks on front door and back door were very loose and hard to get into. The art work was missing in the living room. Bathroom selves were almost falling off, and toilet paper holder is hanging by one screw. The kitchen oven door was dirty. The floor needed a good mopping. We were never able to park in front of the house, like it said in the ad. The photos in the ad were very misleading. It doesn’t look like anyone is making an effort to keep this property up. And the worst thing is, we were visited by several Palmetto bugs.We believe the pictures of the property do not match reality. It’s our opinion that alittle TLC could massage The Jesse into the charming little home that it can be.Allison and Jeffrey Thompson
Stayed 3 nights in Oct 2024
From a partner site

6/10 Okay

THOMAS D.

Pensacola Vacation

Rating Details: The property manager was somewhat unhelpful. The vacation rental was somewhat dirty. I was more than happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: Although I understand the Cottage (Jesse) we stayed in was 120 years old, it certainly left a lot to be desired. Window frames extremely peeled and weak. Walls needed to be stripped and new sheetrock put up. The cottage was cleaner when we left than when we arrived. It was, however, a convenient location. The Downtown area is a very old area, but the places that were kept up were very nice. Unless you are a beach fanatic, there isn't much to do except go to a bar or restaurant. We would recommend the Hub Staceys or McGuires Irish Restaurant for drinks and food. Will we be .

About the host

Hosted by Cynthia Tant

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
Tell us how we can improve our siteShare feedback

Hotels

Holiday Rentals