Entire home

The Gregory House, A Southern Tropical Get Away!

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

Fridge, microwave, oven, stovetop
Exterior
Interior
4 bedrooms, desk, iron/ironing board, free WiFi
Interior

Reviews

9.8 out of 10

Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8232.3 sq m

Popular amenities

  • Pet friendly
    Pet friendly
  • Hot Tub
    Hot Tub
  • Parking available
    Parking available
  • Washer
    Washer
  • Barbecue grill
    Barbecue grill
  • Outdoor Space
    Outdoor Space

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

Languages

English, Spanish

Property amenities

Pool/Spa

  • Spa tub

Internet

  • Free WiFi

Parking and transportation

  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Toaster
  • Spices
  • Coffee/tea maker
  • Cookware/dishes/utensils

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bed sheets provided

Bathrooms

  • 3 bathrooms
  • Shower
  • Hair dryer
  • Towels provided
  • Toilet paper
  • Soap
  • Shampoo

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Smart TV
  • Books

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Washing machine and dryer

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • 2 total pets
  • Welcoming dogs only

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the bay

Things to do

  • Fitness facilities nearby
  • Kayaking nearby
  • Hiking/biking trails nearby
  • Sailing nearby
  • Fishing nearby
  • Snorkeling nearby
  • Windsurfing nearby
  • Ecotours nearby
  • Cycling nearby
  • Golf nearby

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • First aid kit
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Unit size: 2500 sq ft (232.3 sq m)

Similar properties

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Note from host: Must be current on flea & tick preventative.

Children and extra beds

Children are welcome

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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

Property is also known as

Vrbo Property
The Gregory House, A Southern Tropical Get Away! Pensacola

About the neighborhood

Map
Pensacola, FL

What's nearby

  • Seville Square - 2 min walk
  • Historic Pensacola Village - 7 min walk
  • Saenger Theatre - 10 min walk
  • Pensacola Bay Center - 11 min walk
  • Blue Wahoos Ballpark - 19 min walk

Getting around

  • Pensacola Station - 9 min drive
  • Pensacola Intl. Airport (PNS) - 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!?

Check-out is at 10:00 AM.

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

Located in Seville Historic District, this vacation home is steps from Seville Square and Barkley House. Lavalle House and Julee Cottage are also within 10 minutes.

The Gregory House, A Southern Tropical Get Away! Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 21 out of 23 reviews" "
Rating 8 - Good. 1 out of 23 reviews" "
Rating 6 - Okay. 0 out of 23 reviews" "
Rating 4 - Poor. 1 out of 23 reviews" "
Rating 2 - Terrible. 0 out of 23 reviews" "

9.6/10

Cleanliness

Reviews

10/10 Excellent

Karl H.

Liked: Cleanliness
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
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
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
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
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
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
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
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
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
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
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
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.

Disliked: Cleanliness
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
Great location close to everything
Nice cozy place close to restaurants, museums, beach

10/10 Excellent

Vince Z.

Liked: Cleanliness
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
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
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
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
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
Great Place to Stay
overall experience was five stars
Stayed 4 nights in May 2021

10/10 Excellent

Michael A., Alabama

Liked: Cleanliness
Location Location
Very nice older home in historic district of Pensacola. Location location location, you can walk anywhere. Pensacola is wide open and it should be. Host met us at the residence at check-in, even suggested a few places for us to check out, & could not have been nicer. Will be staying here again.
Stayed 4 nights in Apr 2021

10/10 Excellent

Jamie N.

Liked: Cleanliness
Wonderful place!
Lovely place and so unique! Great location! Great property and any help we needed the property agent was there to help! We definitely recommend this house if you are planning to visit Pensacola!! ⭐️⭐️⭐️⭐️⭐️

10/10 Excellent

Ryan Q.

Liked: Cleanliness
Work Travel
The property was great newly renovated and in a great location. Close to neighborhood restaurants and near the water and Bay Center. Property Manager was great to work with and walked us through everything. Overall great experience.
Stayed 5 nights in Mar 2021