The Gregory House, A Southern Tropical Get Away!

Top rated by guests
Living room - entrance
Downstairs bathroom - split concept Shower, claw foot tub + sink only.
downstairs bathroom split concept, clawfoot tub, stand up shower + sink
downstairs bathroom split concept, clawfoot tub, stand up shower + sink
downstairs bathroom split concept, clawfoot tub, stand up shower + sink
review stars
9.6Outstanding
(55 Ratings)
"I can’t say enough great things about this property. The Gregory house is warm and inviting. Is spacious and absolutely beautifully decorated. Communicating with the host was always very pleasant and ..."
Stephanie S.
Don't miss out! Price and availability may change
9.6 / 10
Outstanding(55 Ratings)

House in Pensacola

6 guests · 4 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
Great for petsBring all your friends and family, even the furry ones
High-end valueWell priced for this area

About this house rental

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 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.

Amenities at The Gregory House, A Southern Tropical Get Away!

Non-smoking
Pets allowed
Family friendly

Map of Pensacola

city location on map

Ratings and reviews

9.6 / 10
Outstanding(55 Ratings)
10 / 10Outstanding·Jul 2026
I can’t say enough great things about this property. The Gregory house is warm and inviting. Is spacious and absolutely beautifully decorated. Communicating with the host was always very pleasant and a quick response. I would love to meet them. The kitchen, as always, Always is a great great gathering place and this kitchen is no exception. We had two family dinners with lots of activity and sing-alongs. The front porch and outside seating along with everything provided inside everyone to be comfortable and have a great visit. The house was spotless and we hope to leave it as close to that as humanly possible tomorrow morning. I don’t want to leave. I absolutely plan on renting this again next year and for as long as it is available. It is convenient to so many things and easy access to the bridge and the beach. This is our second day at the Gregory house and the good Lord willing it won’t be our last. One other thing, the sheets on the beds are the most comfortable of any I have any rentals I have ever stayed in. Thank you so much to our hosts.
10 / 10Outstanding·Jun 2026
Had a great time
10 / 10Outstanding·Jun 2026
Great historic home close to everything. Clean and comfortable. The house WiFi was better than my hot spot I travel with. My pups loved watching for lizards on the front porch.
6 / 10Average·Feb 2025
Floors were dirty, grandsons feet were filty.

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FAQs

Is parking included with this house?

Parking is not specified as an available amenity at The Gregory House, A Southern Tropical Get Away!. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

Is The Gregory House, A Southern Tropical Get Away! pet friendly?

Yes! This house is pet-friendly. For more information, we recommend contacting the booking provider about animal policies.

What amenities are available at The Gregory House, A Southern Tropical Get Away!?

We found 3 amenities for this rental. This includes non-smoking, pets allowed, and family friendly.