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The Jesse: Cottage in Historic Downtown Pensacola

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A modern kitchen with dark cabinetry, a stainless steel stove, a microwave, a black refrigerator, and a wooden countertop.
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.
A wall clock, a table lamp, and a shelf with bowls, plates, and a basket.
An aerial view of a residential area with houses, a parking lot, and a street.
A living room with a brown leather sofa, a green sectional, a white armchair, a ceiling fan, and a TV on a wooden cabinet.

Reviews

9.2 out of 10
Wonderful

Entire home

1 bedroom1 bathroomSleeps 2

Popular amenities

  • Kitchen
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space
  • Parking available
  • Barbecue grill
The current price is NZ$374
includes taxes & fees
18 Aug - 19 Aug

Explore the area

View map
Pensacola, FL
  • Place, Seville Square
    ‪2 min walk‬
  • Place, Saenger Theatre
    ‪9 min walk‬
  • Place, Pensacola Bay Center
    ‪10 min walk‬
  • Airport, Pensacola, FL (PNS-Pensacola Intl.)
    ‪14 min drive‬

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About the area

Pensacola

This cottage places you in the centre of Pensacola, steps from Barkley House and within a short 5-minute stroll of Seville Square. .Accommodation features free WiFi, a patio and a living room. In-room dining is easy with a kitchen that comes equipped with a fridge, a microwave and a stovetop. A fenced private garden, a Smart TV and a coffee/tea maker are also available.
View more Cottages in PensacolaOpens in a new window

What's nearby

  • Seville Square - 2 min walk - 0.2 km
  • Historic Pensacola Village - 8 min walk - 0.7 km
  • Saenger Theatre - 9 min walk - 0.8 km
  • Pensacola Bay Center - 10 min walk - 0.9 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
  • ‪The District - ‬6 min walk
  • ‪Juan’s Flying Burrito - ‬4 min walk
  • ‪Intermission - ‬10 min walk

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

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  • Air-conditioning
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Property amenities

Beach

  • Beach nearby

Internet

  • Available in the cottage: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Hob
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Fenced yard
  • Patio

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near the bay
  • Near the marina

Things to do

  • Birdwatching nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 21

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector and a first aid kit in all accommodation.

Property is also known as

3025-253971

Frequently asked questions

Are there any beaches close to The Jesse: Cottage in Historic Downtown Pensacola?

The closest beach to The Jesse: Cottage in Historic Downtown Pensacola is Pensacola Beach Beaches (12.5 km).

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

As of 14 Aug 2026, prices found for a 1-night stay for 2 adults at The Jesse: Cottage in Historic Downtown Pensacola on 18 Aug 2026 start from NZ$374, 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.

Does The Jesse: Cottage in Historic Downtown Pensacola have a pool?

No, this cottage doesn't have a pool.

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

You bet! With amenities such as a BBQ and children's dinnerware, it's no surprise that The Jesse: Cottage in Historic Downtown Pensacola is a winner with our family travellers.

Is there a free airport shuttle available at The Jesse: Cottage in Historic Downtown Pensacola?

No, The Jesse: Cottage in Historic Downtown Pensacola does not offer an airport shuttle service.

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

Check-in begins at 4:00 PM. Check-out time is 10:00 AM.

Are pets allowed at The Jesse: Cottage in Historic Downtown Pensacola?

No, pets are not allowed.

The Jesse: Cottage in Historic Downtown Pensacola Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 28 out of 36 reviews
Rating 8 - Good. 4 out of 36 reviews
Rating 6 - Okay. 1 out of 36 reviews
Rating 4 - Poor. 2 out of 36 reviews
Rating 2 - Terrible. 1 out of 36 reviews

9.8/10

Cleanliness

6.0/10

Property conditions & facilities

Reviews

Verified review

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 review

10/10 Excellent

George d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved the proximity of the cottage to downtown Pensacola. we could easily walk everywhere. Parking in the back was very convenient. Would love to stay at the Jesse again.
Stayed 1 night in Apr 2026
Verified review

10/10 Excellent

Verified traveller

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

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
Verified review

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 review

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
From a partner site

10/10 Excellent

Jamie W.

Historic Pensacola.

Rating Details: The property manager was more than 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 enjoyed my stay here. The house has tons of character in a great spot. The staff were very helpful with any issue and the bed was very comfortable. If you stay definitely take the time to take a walk around the neighborhood. Very beautiful. This house was built as a shotgun shack style common in the region in the early 1900's and shows a few signs but it lends itself to a truly authentic place to stay.
Verified review

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 review

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
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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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 review

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

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

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 review

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

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.