Entire home
The Gregory House, A Southern Tropical Get Away!
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Reviews
9.6 out of 10
Exceptional
4 bedrooms2 bathroomsSleeps 62000 sq ft
Popular amenities
Rooms & beds
4 bedrooms (sleeps 6)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Double Bed
Bedroom 3
1 Queen Bed
Upstairs Bedroom
1 Queen Bed
2 bathrooms
Downstairs bathroom (Please note in description)
Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer
Upstairs Bathroom
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Spaces
Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony
Separate dining area
Dining area
About this property
The Gregory House, A Southern Tropical Get Away!
Welcome to your Southern tropical downtown getaway in the heart of Downtown Pensacola! Walk to all the vibrant attractions on Palafox St., Seville Square, and more, and leave the car in your private parking! The Gregory House, circa 1908, is a historic single-family home gem centrally located in the Seville Historic District in Downtown Pensacola, Florida. Perfect for weddings, family, or couples' vacations, the home features high-end antiques, two gas fireplaces, and plenty of wonder and charm in an Old West Indies-inspired backdrop. The house can host up to 6 guests with four bedrooms and two baths. There is private parking behind the home for up to 6 cars, and it is pet-friendly with screening & a nominal $90 fee for their entire stay (we only accept dogs).
Elegantly appointed, The Gregory House feels like you've stepped into a West Indies-inspired boutique retreat—warm tones, higher-end antiques, and meticulously restored old-world character grace the home. Centrally located and highly walkable, there is spacious private parking so you can leave your car at home and explore on foot. With many historic churches, restaurants, pubs, and beautiful parks nearby, this home is perfect for wedding planning and romantic and family getaways.
The home is nestled in a beautiful, quiet, historic downtown Pensacola neighborhood full of notable charm! Many of the neighbors have lived in the area for years, if not decades, and often you can see them spending their afternoons lounging on their porches, drinking sweet tea or wine. We are a stone's throw from many restaurants, shops, churches, and attractions in our downtown core. It's a fantastic neighborhood to take in the gorgeous 100+ year homes and walk the dog. We are two blocks from Pensacola Bay.
Elegantly appointed, The Gregory House feels like you've stepped into a West Indies-inspired boutique retreat—warm tones, higher-end antiques, and meticulously restored old-world character grace the home. Centrally located and highly walkable, there is spacious private parking so you can leave your car at home and explore on foot. With many historic churches, restaurants, pubs, and beautiful parks nearby, this home is perfect for wedding planning and romantic and family getaways.
The home is nestled in a beautiful, quiet, historic downtown Pensacola neighborhood full of notable charm! Many of the neighbors have lived in the area for years, if not decades, and often you can see them spending their afternoons lounging on their porches, drinking sweet tea or wine. We are a stone's throw from many restaurants, shops, churches, and attractions in our downtown core. It's a fantastic neighborhood to take in the gorgeous 100+ year homes and walk the dog. We are two blocks from Pensacola Bay.
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- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (76 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 13–17
Events
No events allowed
Pets
Pets allowed: dogs (limit 2 total)
Must be current on flea & tick preventative.
Smoking
Smoking is not permitted
Check-out instructions
The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
For guests who self-check in, please lock the front door from the inside, exit through the back door (lock bottom lock), and leave the key back in the lock box with the code provided.
Please scrape all stuck-on food, add detergent, and start the dishwasher. Please remove all opened items from the fridge and discard kitchen trash in the black outdoor bin.
Please start a load of towels, set at the hottest setting, add detergent, and start the washing machine.
Failure to complete these may result in a negative review from the host.
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
Long-term renters welcome
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, a first aid kit and a deadlock
We should mention
This property does not have any lifts
About the area
Pensacola
Located in Pensacola, this holiday home is in the city centre. 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
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
Restaurants
- 200 South - 9 min walk
- Seville Quarter - 6 min walk
- O'Riley's Irish Pub Downtown - 10 min walk
- The Fish House - 8 min walk
- Juan’s Flying Burrito - 3 min walk
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
10/10
Check-in
10/10
Communication
10/10
Location
9.2/10
Listing accuracy
Reviews
Verified
24 Feb, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Feb 2026
Verified
10/10 Excellent
Alexandra P.
28 Dec, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Alexandra P.
Stayed 3 nights in Dec 2025
Verified
10/10 Excellent
Kim C.
16 Jan, 2026
Liked: Cleanliness, check-in, communication, location, listing accuracy

Kim C.
Stayed 3 nights in Jan 2026
Verified
10/10 Excellent
belita k.
30 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
belita k.
Stayed 4 nights in Nov 2025
Verified
10/10 Excellent
Timothy F.
30 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Timothy F.
Stayed 3 nights in Sep 2025
Verified
8/10 Good
Dina K.
23 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dina K.
Stayed 5 nights in Oct 2025
Verified
10/10 Excellent
Rodney B.
21 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing getaway home
Rodney B.
Stayed 4 nights in Apr 2025
Verified
10/10 Excellent
Karen W.
20 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Graduation celebration
Karen W.
Stayed 4 nights in May 2025
Verified
10/10 Excellent
Lora B.
6 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Lora B.
Stayed 4 nights in Jun 2025
Verified
10/10 Excellent
Sherry B.
3 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Labor Day Getaway
Sherry B.
Stayed 3 nights in Aug 2024
Verified
10/10 Excellent
Karl H.
13 Oct, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great home and location.
Karl H.
Stayed 3 nights in Oct 2024
Verified
10/10 Excellent
Jorge Q.
22 Jun, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stay for Daughter's Wedding

Jorge Q.
Stayed 4 nights in Jun 2025
Verified
8/10 Good
Gloria G.
30 May, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Review
Gloria G.
Stayed 4 nights in May 2025
Verified
10/10 Excellent
Taylor S.
19 Jul, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Family Pensacola Trip
Taylor S.
Stayed 6 nights in Jul 2025
Verified
10/10 Excellent
Rebecca M.
15 Jun, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for walking to downtown
Rebecca M.
Stayed 5 nights in Jun 2024
Verified
10/10 Excellent
Larry P.
12 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect !!
Larry P.
Stayed 8 nights in Apr 2024
Verified
10/10 Excellent
Atlas M.
5 Mar, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing
Atlas M.
Stayed 5 nights in Feb 2024
Verified
10/10 Excellent
Douglas C.
21 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Pensacola Fishing Trip
Douglas C.
Stayed 3 nights in Jun 2023
Verified
10/10 Excellent
William F.
23 Feb, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gregory House
William F.
Stayed 3 nights in Feb 2025
Verified
10/10 Excellent
William F.
21 Apr, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gregory house
William F.
Stayed 5 nights in Apr 2024
Verified
10/10 Excellent
Mary H.
23 Jul, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice stay!
Mary H.
Stayed 5 nights in Jul 2024
Verified
10/10 Excellent
meg k.
22 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
A gem!
meg k.
Stayed 3 nights in Dec 2024
Verified
10/10 Excellent
Christen C.
4 Dec, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
4th annual girls’ trip
Christen C.
Stayed 3 nights in Dec 2024
Verified
10/10 Excellent
Scott M.
1 Jun, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
A Great Getaway
Scott M.
Stayed 4 nights in May 2023
Verified
6/10 Okay
Eddy M.
6 Feb, 2025
Liked: Check-in, location
Disliked: Cleanliness, listing accuracy
Floors were dirty.
Eddy M.
Stayed 6 nights in Jan 2025
About the host
Hosted by Gloria
Why they chose this property
The home is nestled in a beautiful quiet, landmark historic downtown Pensacola neighborhood full of notable charm! Many of the neighbors have lived in the area for years, if not decades, and often you can see them spending their afternoons lounging on their porches drinking sweet tea or wine. We are a stone's throw from many restaurants, shops, churches, and attractions in our downtown core. It's a fantastic neighborhood to take in the gorgeous 100+ year homes and walk the dog. We are two blocks from Pensacola Bay.
Languages:
English, Spanish
Premier Host
They consistently provide great experiences for their guests
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