Entire home

Beautiful Historic Downtown Pensacola Charmer

Family-friendly holiday home in Pensacola with a hot tub

Photo gallery for Beautiful Historic Downtown Pensacola Charmer

Living area
Exterior
Living area
Games room
Games room

Reviews

9.8 out of 10
Exceptional
2 bedrooms2 bathroomsSleeps 4162 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Air conditioning
  • Kitchen

Explore the area

View map
Pensacola, FL
  • Place, Pensacola Bay Center
    ‪5 min walk‬
  • Place, Saenger Theatre
    ‪13 min walk‬
  • Place, Historic Pensacola Village
    ‪16 min walk‬
  • Airport, Pensacola, FL (PNS-Pensacola Intl.)
    ‪10 min drive‬

Rooms & beds

2 bedrooms (sleeps 4)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Kitchen
Office
Balcony
Separate dining area
Garden
Dining area

About this property

Beautiful Historic Downtown Pensacola Charmer

Fully renovated, historic downtown Pensacola home that`s less than 10 minutes to the Beach. All the quaint charm with modern features and finishes. Curated designer materials and furniture. This home is fully equipped for leisure or business travel. Features all new king-size, quality bedding, new bikes. Walk to downtown, the bay center, many dining and nightlife options or head to the beach. The home is equipped with full kitchenware and appliances and includes laundry room. Sit back and enjoy!

This historic Gertrude Simpson Taylor 1908 home has been fully renovated with designer materials, recessed lighting and all the modern comforts. Beautiful, huge dine in kitchen that is fully stocked for you. Washer and dryer included. Enjoy the expansive porches and sunsets. Brand new bikes and a New Orleans style courtyard with lighting and new furniture. 65` Smart TV and HiFi sound.

Guests can access the entire house

This home is perfectly situated in downtown and next to the Bay Center. You can walk or ride very easily. Enjoy the quiet historic neighborhood with lots of charm. Walk to happening Palafox street or take a short ride to the beach

Off street parking comes with the rental and there is lots of additional safe, lit street parking as needed

Off street parking and full laundry. Updated finished and a fully stocked kitchen. Brand new bikes and a New Orleans style courtyard with lighting and new furniture. 65` Smart TV and HiFi sound.
House Rules:
No more than 4 total overnight guests.
No more than 8 total people in the house at any time.
No Parties ever.
No Smoking in the home.
No loud noise after 10 pm.
No shooting of fireworks on the property.
Thoroughly clean any utensils, pots and pans after use.
Put things back where you got them.
If you break something or find something broken, contact the host.
There are two bikes with locks for your use. If they are damaged, lost or stolen for any reason a $300 fee will apply

Departure:
Leave linens on the bed.
Place all used towels in the bathtub.
Set thermostat to 60° in winter and 80° in summer.
Load dishwasher and start.
Make sure all pots and pans are clean.
Turn off all lights.
Turn off TV and electronics
Take out all trash and recyclables

The cleaning team arrives promptly at 11:00am on your check out date so please be respectful of their time. Please don`t hesitate to call us for any reason.

HOT TUB RULES AND FINES:

ABSOLUTELY NO SAND OR GLASS IN THE TUB. IF THERE IS SAND OR GLASS IN THE TUB POST STAY, A NON-NEGOTIABLE $200 FEE WILL BE CHARGED TO YOUR CREDIT CARD FOR DRAINING, CLEANING AND REFILLING THE TUB.
YOU MUST RINSE BEFORE ENTERING THE TUB
NO SUNSCREEN IN TUB
FILL AND USE THE WASHPAN FOR CLEANING FEET BEFORE ENTERING THE TUB
MAKE SURE JETS ARE OFF WHEN NOT USING
CAREFULLY PLACE THE TOP BEHIND THE TUB WHEN IN USE AND REPLACE IT WHEN FINISHED
NO FOOD OR DRINK IN THE TUB
NEVER DRAIN THE TUB
IF YOU ARE UNSURE OF ANY OF THE OPERATIONS, UNPLUG THE TUB

Add dates for prices

Amenities

Hot tub
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
House Rules: No more than 4 total overnight guests. No more than 8 total people in the house at any time. No Parties ever. No Smoking in the home.

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 in Downtown Pensacola, a neighbourhood in Pensacola, this holiday home is near theme parks and near the beach. Palafox Market and Palafox Shopping Center are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Pensacola Beach Beaches and Perdido Key Beach. Travelling with kids? Consider Pensacola Children's Museum, or check out an event or a game at Pensacola Bay Center. Power boating offers a great chance to get out on the surrounding water, or you can seek out an adventure with horse riding and ecotours nearby.
Map
Pensacola, FL

What's nearby

  • Pensacola Bay Center - 5 min walk - 0.5 km
  • Saenger Theatre - 13 min walk - 1.1 km
  • Seville Square - 13 min walk - 1.1 km
  • Historic Pensacola Village - 16 min walk - 1.4 km
  • Blue Wahoos Stadium - 3 min drive - 2.2 km

Getting around

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

Restaurants

  • ‪McDonald's - ‬8 min walk
  • ‪Papa John's Pizza - ‬7 min walk
  • ‪Brother Fox Sister Hen - ‬3 min walk
  • ‪Starbucks - ‬10 min walk
  • ‪Whataburger - ‬9 min walk

Frequently asked questions

Is Beautiful Historic Downtown Pensacola Charmer pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Beautiful Historic Downtown Pensacola Charmer?

Check-in begins at 4:00 PM.

What time is check-out at Beautiful Historic Downtown Pensacola Charmer?

Checkout is at 11:00 AM.

Where is Beautiful Historic Downtown Pensacola Charmer located?

This family-friendly Pensacola holiday home is located by the sea, within a 15-minute walk of Pensacola Bay Center, Palafox Market and Lions Park. Naval Live Oaks Reservation and Seville Square are also within 15 minutes.

Reviews

9.8

Exceptional

10/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy
Rating 10 - Excellent. 44 out of 49 reviews
Rating 8 - Good. 5 out of 49 reviews
Rating 6 - Okay. 0 out of 49 reviews
Rating 4 - Poor. 0 out of 49 reviews
Rating 2 - Terrible. 0 out of 49 reviews

Reviews

10/10 Excellent

Shawn D.

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

Great stay!

Cute historical house with plenty of charm and all the conveniences!
Stayed 3 nights in Mar 2025

10/10 Excellent

Kathleen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
As pictured. Good location. Rapid response from host.
Stayed 5 nights in Sep 2025

10/10 Excellent

Hall J., Gulfport

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

Best.place

Loved the property great place
Stayed 3 nights in May 2023

10/10 Excellent

Joshua S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our third stay here and once again we are so grateful - This place really is a dream! Perfectly located in a lovely neighborhood with kind and friendly neighbors. A short drive to the beach but several great restaurants are close by the house. The hosts are incredibly welcoming and responsive. This home always feels like a true home away from home. Can’t wait to come back for stay number four!
Stayed 7 nights in Jul 2025

10/10 Excellent

Brandon A.

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

Great getaway

Beautiful conveniently located home. 10/10 would stay here again and again.
Stayed 3 nights in Jul 2022

10/10 Excellent

Laura C.

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

Awesome Place to stay

Great location, Josh and Aimet were great host!! Enjoyed our stay very much!! Thank you Josh and Aimet!
Stayed 7 nights in Jun 2023

10/10 Excellent

Jimmie D.

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

Great stay-great location

Excellent time in a very comfortable house. Hot tub was great. Host was very on top of and proactive about taking care of the place. Great communication. Would absolutely recommend.
Stayed 3 nights in Mar 2025

8/10 Good

Sherry S.

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

Great stay

Only wish bathroom was in the room with the second bedroom. The sink is so small. Other than that we loved it
Stayed 4 nights in Apr 2025

10/10 Excellent

Sheri L.

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

Great experience

The home was exactly what was expected. Everything was provided to make my stay comfortable and relaxing. Location is amazing to get to all local restaurants and beach!
Stayed 4 nights in Sep 2024

10/10 Excellent

Eric S.

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

Nice Place

Good little spot! Fun times
Stayed 8 nights in Mar 2023

10/10 Excellent

Tracey B.

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

Wonderful Stay

We had a wonderful stay. The house was spotless and beautiful when we arrived. Communication with the host was quick and easy. Highly recommend a staying here and the hot tub was a nice bonus. House was close to everything but the courtyard and the layout provided a nice sense of privacy.
Stayed 5 nights in May 2024

10/10 Excellent

Joe S.

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

Nice Place and Space

Really convenient spot. About a 15 minute leisurely walk to the top of Palafax Street, where shops/restaurants start, and then 10-15 minutes more to the other end. Walk through the neighborhood to Palafax is in transition, IMO. Owner, Josh, very responsive to any small concerns we had. Beds were very comfortable, plenty of towels, etc., and while our stay was 4 nights, the W&D are a nice addition. We enjoyed ourselves very much and we would stay here again when in Pensacola.
Stayed 4 nights in Feb 2023

10/10 Excellent

Dean

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

Great place

The house was exactly as seen in the photos. Older home with updated features and stylish furniture/design. Beds were comfortable. Air conditioning was cold. Good water pressure. All the kitchen supplies available to cook. The home was uncluttered and felt very spacious for a 2 bed/2 bath. We had a very nice stay.
Stayed 7 nights in Jun 2025

10/10 Excellent

Muralidhar Y.

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

Excellent stay

Well maintained property, you will find everything whatever is needed
Stayed 2 nights in Jun 2025

10/10 Excellent

Teresa M.

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

Fabulous!

Clean, comfortable, and convenient! The added “extras” were lovely! Thanks for the use of the beach chairs!
Stayed 3 nights in May 2025

10/10 Excellent

Sybil W.

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

Great location, super place!

Well-located and spotlessly clean, this was one of our favorite VRBOs ever. I'm originally from Pensacola, so very much appreciated how Old East Hill has come so far. This house is walkable to anything in town you might want to do, short drive to baseball stadium, and easy drive to beach. Everything we needed was there - will stay here again!
Stayed 4 nights in May 2025

10/10 Excellent

Jon B.

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

Hidden Gem

Our three-night stay was comfortable, quiet, and worry free! Beautiful, remodeled kitchen and bathrooms. Short distance to historic downtown, to NAS Pensacola, and four minutes to the famous McGuires Pub and steak house. Truly enjoyed our stay.
Stayed 3 nights in Apr 2025

10/10 Excellent

John G.

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

Excellent location

Had very good experience, would definitely stay here again. Easy 7 min walk to Pensacola bay center to watch hockey. No issues at all during our stay. Downtown is just a few minutes drive and shopping and dining close by.
Stayed 3 nights in Mar 2025

10/10 Excellent

Brandy A.

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

Pensacola convenience

We were visiting for an event at PCC/PCA. Home was very close and convenient.
Stayed 3 nights in Mar 2025

10/10 Excellent

Susan H.

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

Nice property

Enjoyed our stay and communication was great. If you are wanting to use the hot tub on arrival day - turn up as soon as you get there… we did not and it takes a little while to go up from 89. ( or maybe ask the owner to preheat at a little higher temp for use that same night.) Hot tub was very clean which was important for us. Bikes available and beach towels/umbrella and couple chairs. Nice addition for beach days and riding downtown. We enjoyed our privacy and it was quiet. Fun couples anniversary trip !
Stayed 3 nights in Feb 2025

10/10 Excellent

Christy H.

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

Another great stay in this beautiful home!

This was our third stay here because we love the location, the neighborhood is quiet, and it fits all our needs! Highly recommend !!
Stayed 4 nights in Feb 2025

10/10 Excellent

Christy H.

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

Beautiful and great location.

Thanks, Josh, for another great stay at this location! We've already booked our next one in February!!
Stayed 2 nights in Nov 2024

10/10 Excellent

Steve V.

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

Amazing host - very accommodating and great location.

No issues at all with our stay- very welcoming by host .
Stayed 14 nights in Nov 2024

10/10 Excellent

Sergio B.

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

Excellent experience.

Nice property, 100% clean, quite neighborhood, short distance to everything, great host.
Stayed 3 nights in Oct 2024

10/10 Excellent

Sheldon M.

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

Great location. Off street parking. Quiet neighborhood day and night. Safe place.

Two separate king size beds and two separate bedrooms and bathrooms.
Stayed 3 nights in Aug 2024

About the host

Hosted by Josh Oberhausen

Host profile image
My wife and I are business owners and travelers and are pleased to offer this fully renovated historic home in downtown pensacola residence that's close to the beaches.

Why they chose this property

If you want history, charm, modern finishes, premium king bedding and walkability - this place is for you!

Languages:

English, Spanish

Premier Host

They consistently provide great experiences for their guests