Entire home

The Gregory House, A Southern Tropical Get Away!

Photo gallery for The Gregory House, A Southern Tropical Get Away!

Living room - entrance
Back Bedroom detail - queen bed
Front bedroom off the living room - queen bed
Downstairs bathroom - split concept Shower, claw foot tub + sink
Interior

Reviews

9.6 out of 10
Exceptional
4 bedrooms3 bathroomsSleeps 8185.8 sq m

Popular amenities

  • Parking available
  • Dryer
  • Washer
  • Pet-friendly
  • Fireplace
  • Air conditioning

Explore the area

Map
Pensacola, FL
  • Historic Pensacola Village
    ‪7 min walk‬
  • Saenger Theatre
    ‪10 min walk‬
  • Pensacola Bay Center
    ‪11 min walk‬
  • Pensacola, FL (PNS-Pensacola Intl.)
    ‪15 min drive‬

Rooms & beds

4 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Queen Bed

Upstairs Bedroom

1 Queen Bed

3 bathrooms

Downstairs bathroom (one of two)

Soap · Toilet · Hair dryer

Downstairs bathroom (two of two)

Soap · Towels provided · Bathtub · Toilet · Shower only · Shampoo · Hair dryer

Upstairs Bathroom

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Spaces

Deck or patio
Porch or lanai
Kitchen
Kitchenette
Balcony

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 8 guests. There is private parking behind the home for up to 6 cars, and it is pet-friendly with screening & 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. The owner has paid careful attention to the functionality, and sense of wonder in the home's refurbishing. Centrally located and highly walkable, there is spacious private parking to 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, 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.

Property manager

Gloria
Premier Host

Languages

English, Spanish

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 2 total)
Must be current on flea & tick preventative.
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Smoking

Smoking is not permitted
We allow a maximum of 8 people
We regretfully cannot accommodate cats due to dander allergies and potential damage to furnishings. Thank you for your understanding.

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

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 Pensacola Bayfront Stadium. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Pensacola, FL

What's nearby

  • Seville Square - 2 min walk - 0.2 km
  • Historic Pensacola Village - 7 min walk - 0.6 km
  • Saenger Theatre - 10 min walk - 0.8 km
  • Pensacola Bay Center - 11 min walk - 0.9 km
  • Blue Wahoos Ballpark - 19 min walk - 1.7 km

Getting around

  • Pensacola Station - 9 min drive
  • Pensacola, FL (PNS-Pensacola Intl.) - 15 min drive

Restaurants

  • ‪Seville Quarter - ‬6 min walk
  • ‪200 South Tap House - ‬9 min walk
  • ‪Graffiti Pizza - ‬9 min walk
  • ‪Perfect Plain Brewing Co. - ‬12 min walk
  • ‪Fosko Coffee Barre - ‬12 min walk

Frequently asked questions

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

Yes, this property allows dogs (limit 2 total).

What time is check-in at The Gregory House, A Southern Tropical Get Away!?

Check-in begins at 4:00 PM.

What time is check-out at The Gregory House, A Southern Tropical Get Away!?

Checkout is at 10:00 AM.

Where is The Gregory House, A Southern Tropical Get Away! located?

Located in Seville Historic District, this holiday home is within a 15-minute walk of Seville Square and Pensacola Bay Center. The Old Quina House Museum and Lavalle House are also within 5 minutes.

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 window
Rating 10 - Excellent. 25 out of 28 reviews
Rating 8 - Good. 1 out of 28 reviews
Rating 6 - Okay. 1 out of 28 reviews
Rating 4 - Poor. 1 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

9.4/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

9.0/10

Listing accuracy

Reviews

10/10 Excellent

William F.

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

Gregory House

Beautifully restored historic house. Easy walk to parks and downtown. Upstairs area of limited use due to cramped bathroom and lack of curtains to control light. The rest of the house has great modern features. Ample off street parking.
Stayed 3 nights in Feb 2025

6/10 Okay

Eddy M.

Liked: Check-in, location
Disliked: Cleanliness, listing accuracy

Floors were dirty.

Floors were dirty, grandsons feet were filty.
Stayed 6 nights in Jan 2025

10/10 Excellent

meg k.

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

A gem!

Beautiful home and front porch. A few chilly nights in Pensacola but we were kept nice and warm with the fireplace.
Stayed 3 nights in Dec 2024

10/10 Excellent

Christen C.

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

4th annual girls’ trip

We loved the location and the cute train and Christmas show right in the front yard on the weekend. It was precious. Fantastic time! Only feedback would be maybe consider a bigger sofa in the living room. Other than that, it was perfect.
Stayed 3 nights in Dec 2024

10/10 Excellent

Leslie C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 4 nights in Oct 2024

10/10 Excellent

Karl H.

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

Great home and location.

Very enjoyable home and location. Thank you Gloria.
Stayed 3 nights in Oct 2024

10/10 Excellent

Sherry B.

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

Labor Day Getaway

This quaint house was perfect for my family. The location is great.
Stayed 3 nights in Aug 2024

10/10 Excellent

Mary H.

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

Nice stay!

We had a seamless experience at this VRBO. It is a prime location downtown within walking distance of the historic district, restaurants, and shops. The host communicated well and the house was well stocked so that we didn't need to buy any of the basics. It was fun to stay in a unique old house and experience living in downtown Pensacola.
Stayed 5 nights in Jul 2024

10/10 Excellent

Rebecca M.

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

Perfect for walking to downtown

I can’t say enough good things about our stay here. We absolutely love downtown Pensacola and were pleased we could walk to Palafox and all of downtown so easily. Drive to the beach was easy and having a nice quiet location to stay was perfect.
Stayed 5 nights in Jun 2024

10/10 Excellent

William F.

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

Gregory house

This is a beautifully restored historic house in the heart of the historic district.
Stayed 5 nights in Apr 2024

10/10 Excellent

Larry P.

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

Perfect !!

This is a great location !! Easy walk to shopping and restaurants. Loved the porch area for outdoor relaxation !! Would definitely book this rental again. Easy check in and check out
Stayed 8 nights in Apr 2024

10/10 Excellent

Atlas M.

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

Amazing

I would have to write an essay, but I cannot recommend this property enough. We stayed here for our wedding and it was amazing.
Stayed 5 nights in Feb 2024

10/10 Excellent

Douglas C.

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

Pensacola Fishing Trip

Very nice historic home. The property manager was awesome. Thanks for a great experience!
Stayed 3 nights in Jun 2023

10/10 Excellent

Scott M.

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

A Great Getaway

We were in town for a High School graduation, to visit with nearby family, and to take in the sights and a few restaurants. The Gregory House was PERFECT for our needs. Having owned an older home, it was nice to experience the familiarity in this home. G****** was great to work with and the self-checkin and checkout process was very convenient.
Stayed 4 nights in May 2023

10/10 Excellent

Jennifer N.

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

Beautiful historic home~ perfect location

This was our second stay at the Gregory House. Gloria, the host, is always available for advice or to answer any questions that arise. The home is nicely appointed, dog-friendly, comfortable, and within walking distance of the great restaurants, bars and shopping of historic downtown Pensacola. We have absolutely fallen in love with this area and are a bit sad to see our son move on from this Naval base. Pensacola Beach and great golf courses and tennis are just a short drive away.
Stayed 3 nights in Oct 2022

10/10 Excellent

Kristen S., Fort Lauderdale, FL

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

Location!

Our family stayed here for our friends wedding and we couldn’t have asked for a better location! We were able to walk to dinner, get coffee, the park, you name it. The property manager was great as well. Would definitely stay here again and recommend.
Stayed 4 nights in May 2022

10/10 Excellent

Deborah W.

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

Pensacola

This property filled all our needs for our stay in Pensacola. Communication was great. Good location for easy walks to all of downtown Pensacola.
Stayed 8 nights in May 2022

4/10 Poor

Thomas B.

Liked: Check-in, communication, location
Disliked: Cleanliness, listing accuracy

Great Location, Wish it was cleaner

The listing isn’t accurate, it states there are two bathrooms but really there is just one toilet with a shower/bath in a separate room. The house was clean on the surface but the vents were full of dust, my whole family would wake up sneezing and stopped up each morning and would feel better within 30 minutes of leaving the house. The linens, sheets, etc are all very used and worn. The location is great and the house could be great with better care and some new furniture. I expected much more for the almost $400/night rate before fees.
Stayed 3 nights in Nov 2021

10/10 Excellent

Fanstino S.

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

Great location close to everything

Nice cozy place close to restaurants, museums, beach

10/10 Excellent

Vince Z.

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

Very Nice

Prefect location to great downtown restaurants and easy to jump over to the beach. Quiet neighborhood plenty of parking in back. Good kitchen with gas stove. Only drawback is there is only 1 full bath downstairs and beds are small. Manager was nice and helpful.
Stayed 4 nights in Jul 2021

10/10 Excellent

Arlo B.

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

Beautiful House, Great Location

We really enjoyed our stay here. The upstairs loft was wonderful, very quiet and serene. The upstairs bathroom was tiny, but in a comic way. As a taller person, you will need to duck. The whole house was very clean and well decorated, and the location right next to downtown was perfect. This house has 4 comfortable bedrooms, which were all very nice. We were visiting for our wedding and this house worked perfectly for us and our wedding party.

8/10 Good

Daniel S.

Liked: Cleanliness, check-in, communication, location

Great stay!

The fourth bedroom is booked separate so the listing isn’t that accurate. The house is beautiful and within walking distance to much of downtown amenities. As we were checking out a leak sprung from upstairs into the kitchen and the manager came post haste to take a look. Luckily it didn’t bother us at all and they even offered extra stay for a couple hours. Overall the appliances, cookware, and bathrooms were all awesome and in good condition. The living room furniture leaves a little to be desired (thin cushions on wicker bases) but if you are trying to stay in the house why are you on vacation to begin with? There was also an odor outside the back door but it’s not much bother and you couldn’t smell it in the house. Probably something dead under the house. The host was extremely considerate and provided many recommendations for us to see downtown and this was an amazing stay for the weekend trip.
Stayed 3 nights in Jun 2021

10/10 Excellent

Jason C., Hattiesburg

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

Cute Historic House

Great place to stay in Historic Pensacola!! This property has all the modern conveniences with plenty of room to gather socially or find your own quiet place. The location is perfectly close to all the shops and restaurants, yet far enough away the evening night life doesn't disturb an evening swing on the porch. It is worth noting if you aren't booking the second floor suite, there is only one toilet available for the first floor 3 bedrooms. I will most certainly be staying here again!
Stayed 4 nights in May 2021

10/10 Excellent

Jennifer N.

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

Missing Gregory House already!

We stayed at Gregory House with our two dogs while visiting our son in Pensacola. From the moment we arrived, I had fallen hard for the home and its perfect location. We enjoyed coffee on the front porch in the mornings when we weren't walking the dogs up to Bodacious on Palafox for a cappuccino. THE FRONT PORCH is the place to be in historic Pensacola. We made new friends there, humans and dogs, and enjoyed a beverage there in the evening, in addition to our morning coffee. The walkability to all the great restaurants, shops, museums, yoga classes, parks, waterfront, and the very short drive to Pensacola Beach make this home an absolute gem. All of this is on top of the lovely home that it is. The character, old world meets Key West charm and amenities are top notch. I hope Gregory House is available on our next trip to beautiful Pensacola! *Don't miss having a meal at Dharma Blue up on the corner!
Stayed 7 nights in May 2021

10/10 Excellent

Geri H.

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

Great Place to Stay

overall experience was five stars
Stayed 4 nights in May 2021

About the host

Hosted by Gloria

Host profile image

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