Top 10% of guest reviews in this areaTop 10% of guest reviews in this area
2 bedrooms2 bathroomsSleeps 4
Popular amenities
Hot tub on site
Onsite parking available
Kitchen
Washing machine
Air-conditioning
Barbecue grill
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 Hot Tub BBQ
Stay in one of the most charming historic vacation rentals in downtown Pensacola. Originally built in 1908, the beautifully restored Gertrude Simpson Taylor House combines classic Southern architecture with modern luxury, creating the perfect Pensacola short-term rental for beach vacations, weekend getaways, business travel, or extended stays.
Located less than 10 minutes from Pensacola Beach and within walking distance of downtown Pensacola, this fully renovated historic home offers the ideal blend of convenience, comfort, and character. Guests can easily explore Palafox Street, local restaurants, nightlife, shops, the Pensacola Bay Center, and nearby waterfront attractions while enjoying a peaceful historic neighborhood setting.
The fully furnished home features designer interiors, recessed lighting, king-size premium bedding, high-speed WiFi, a 65-inch Smart TV, HiFi sound system, full laundry room, and a spacious fully stocked dine-in kitchen with updated appliances and kitchenware. Outside, guests can relax in the private hot tub, enjoy the BBQ grill, unwind on expansive porches, or gather in the beautifully designed New Orleans-style courtyard complete with ambient lighting and new outdoor furnishings.
The property also includes complimentary bikes for exploring downtown Pensacola and nearby neighborhoods, along with convenient off-street parking and additional safe, well-lit street parking nearby. Guests have full private access to the entire home, offering a comfortable and elevated Pensacola vacation rental experience with all the amenities needed to relax, entertain, or work remotely during your stay.
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Remove personal items, remove leftover food and drinks and take out the rubbish
Lock the doors
Failure to complete these may result in a negative review from the host.
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
Property # 2265968vb
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. The area's natural beauty can be seen at Opal Beach and Pensacola Beach Beaches. Travelling with kids? Consider Pensacola Children's Museum and Fast Eddies Fun Center. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with cycling and hiking.
Pensacola, FL (PNS-Pensacola Intl.) - 12 min drive
Restaurants
McDonald's - 8 min walk
Papa’s Pizza - 12 min walk
Papa John's Pizza - 7 min walk
Starbucks - 10 min walk
Odd Colony Brewery - 10 min walk
Frequently asked questions
Is Beautiful Historic Downtown Pensacola Charmer Hot Tub BBQ pet-friendly?
No, pets are not allowed at this property.
How much is parking at Beautiful Historic Downtown Pensacola Charmer Hot Tub BBQ?
On-site parking is available at the property.
What time is check-in at Beautiful Historic Downtown Pensacola Charmer Hot Tub BBQ?
Check-in begins at 4:00 PM.
What time is check-out at Beautiful Historic Downtown Pensacola Charmer Hot Tub BBQ?
Checkout is at 11:00 AM.
Where is Beautiful Historic Downtown Pensacola Charmer Hot Tub BBQ 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 Veterans Memorial Park are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
House was very clean.Rooms are very large.Kitchen was fully stocked.Close to downtown .Going back to Pensacola again in July.Will definitely rent againJosh, the host was very fast with responses to questions.Had a great time.Thank you
Joe R.
Stayed 5 nights in Mar 2026
Response from VrboOwner on 10 Mar, 2026
Thank you Joe! Glad you enjoyed our well-appointed historic cottage. Would love to host you again soon.
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!
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.
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.
We enjoyed staying here so much last year that there was no doubt to stay here again this year. The house is in a safe quiet neighborhood and so close to just about everything. We look forward to staying again next year.
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!
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.
Great location. Off street parking. Quiet neighborhood day and night. Safe place.
Two separate king size beds and two separate bedrooms and bathrooms.
Sheldon M.
Stayed 3 nights in Aug 2024
About the host
Hosted by Josh Oberhausen
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