Entire home

The Gregory House, A Southern Tropical Get Away!

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

Interior
Smart TV, fireplace, books
Exterior
Interior
Interior

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 8186 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning

Explore the area

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Pensacola, FL
  • Place, Seville Square
    ‪2 min walk‬
  • Place, Saenger Theatre
    ‪8 min walk‬
  • Place, Pensacola Bay Center
    ‪8 min walk‬
  • Airport, Pensacola, FL (PNS-Pensacola Intl.)
    ‪13 min drive‬

Room options

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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 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.
During your stay at this vacation home, you're just a quick walk from Seville Square. You'll find features like laundry facilities. The vacation home includes amenities such as free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine, and 2 bathrooms
  • Free WiFi
  • Amenities include laundry facilities
  • Just a 2-minute drive from Pensacola Bay Center and 11 minutes from Pensacola Naval Air Station
This vacation home offers its guests laundry facilities. The front desk is open around the clock.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Ice maker
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Smart TV

Outdoor areas

  • Balcony
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • 2 steps to reach entrance
  • Hardwood flooring in public areas
  • No lift
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city centre
  • Near a hospital
  • Near the bay
  • Near the marina

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkelling nearby
  • Swimming nearby
  • Wildlife walks nearby
  • Windsurfing nearby

Safety features

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

General

  • At least 80% lighting from LEDs
  • Unit size: 2,000 square feet

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
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you 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 trash
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.

Rules

We allow a maximum of 6 people
We regretfully cannot accommodate cats due to dander allergies and potential damage to furnishings. Thank you for your understanding.

Pets

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 2 pets
  • Service animals are exempt from fees
  • Note from host: Must be current on flea & tick preventative.

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

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

The Gregory House, A Southern Tropical Get Away! Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 37 out of 43 reviews
Rating 8 - Good. 3 out of 43 reviews
Rating 6 - Okay. 1 out of 43 reviews
Rating 4 - Poor. 2 out of 43 reviews
Rating 2 - Terrible. 0 out of 43 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

belita k.

Liked: Cleanliness
Perfect
Stayed 4 nights in Dec 2025

10/10 Excellent

Kim C.

Liked: Cleanliness
Fantastic host helped me with our entire stay - preparation, early and updated information so we knew what to anticipate, practical instructions, and even help with local to order lost medication. The guest book was clear and concise
Gorgeous property, every need was anticipated for an incredible stay. Well designed master bathroom was enjoyed by all.  Host Gloria was top-notch. Her attention to detail, & communication made for a very relaxing stay. Can’t wait to stay here again!
Stayed 3 nights in Jan 2026

10/10 Excellent

John R.

Stayed 3 nights in Dec 2025

10/10 Excellent

Alexandra P.

Liked: Cleanliness
Great place! We enjoyed our stay.
Stayed 3 nights in Dec 2025

10/10 Excellent

belita k.

Liked: Cleanliness
Perfect in every way! Thank you
Stayed 4 nights in Nov 2025

8/10 Good

Dina K.

Liked: Cleanliness
Great location. Front patio tables were awesome to gather and eat our meals. Kitchen was well stocked. Bedrooms comfortable and clean. Only negative is that the upstairs bathroom is not practical for adults (micro-sized shower and unusable toilet location…have to duck down to use sink) so really only one working bathroom for adult sized guests. We enjoyed our stay regardless and the host was very responsive and pleasant!
Stayed 5 nights in Oct 2025

10/10 Excellent

Timothy F.

Liked: Cleanliness
Great overall stay. No issues. Very well prepared house. Description has 3 bathrooms, when in fact there are only two toilets and two showers.
Stayed 3 nights in Sep 2025

10/10 Excellent

Taylor S.

Liked: Cleanliness

Family Pensacola Trip

Absolutely incredible stay at the Gregory House! For it being built in 1908, it’s completely silent when you move around, the floors and stairs do not creak or squeak. The AC works incredibly well, and the showers have great water pressure. If you’re super tall, you probably need to stay downstairs and not in the upstairs area, the bathroom is short-friendly. The host was quick to communicate and very kind. The house was spotless. We definitely plan on staying here again if we can!
Stayed 6 nights in Jul 2025

10/10 Excellent

Lora B.

Liked: Cleanliness

Great location

Close to several unique restaurants and only a few blocks from downtown Pensacola. Plenty of common space for large groups. Nice front porch and parking in driveway for several cars. The only slightly negative comment is the bathroom in the upstairs bedroom is hard to maneuver in because of the sloped ceilings.
Stayed 4 nights in Jun 2025

10/10 Excellent

Jorge Q.

Liked: Cleanliness

Stay for Daughter's Wedding

We were in town for our daughter's wedding and enjoyed staying at the Gregory House, located in the center of the Historic District. The home is charming, with plenty of parking in the rear to accommodate wedding guests that stopped by to visit. The upstairs provided a wonderful space for our daughter to get ready and dressed prior to the wedding, which was held at the nearby Basilica.
Stayed 4 nights in Jun 2025

10/10 Excellent

Karen W.

Liked: Cleanliness

Graduation celebration

This property was perfect for our extended family. The house is in a quiet neighborhood, perfect for walking around or walking to great restaurants. Definitely stay again.
Stayed 4 nights in May 2025

8/10 Good

Gloria G.

Liked: Cleanliness

Review

Location and property were very nice. Communication was great. The parking in back of house was convenient and spacious. All the Antiques located throughout each room were designed and picked with care. The kitchen had all the conveniences and was spacious.
Stayed 4 nights in May 2025

10/10 Excellent

Donna M.

Stayed 4 nights in Apr 2025

4/10 Poor

Kaila V.

Poor and misleading bathroom setup but great location!

Although this listing shows up as having 3 bathrooms and in the breakdown it lists a toilet under the appliances for each that is not accurate as there are only a total of 2 toilets in this house. The two first floor bathrooms are really just one bathroom split into two rooms. We knew the bathroom ceilings for the upstairs bath would be short but they were shorter than expected and the lack of a third toilet made this more challenging than expected. I tried to reach out to VRBO support to get the listing corrected rather than leaving a poor review as the location was great but was told that the host felt adding a special note to the listing was enough and that they recommended leaving a review instead. While I’m here I’ll call out that the living room furniture is less than ideal and the floors were dirty enough to be noticeable on socks and feet. The location and number of bedrooms were as advertised and exactly what we needed as a large group and what kept us from feeling like we needed to action the bathroom situation during our visit and just wanted to get it corrected for future guests.
Stayed 3 nights in May 2025

10/10 Excellent

Rodney B.

Liked: Cleanliness

Relaxing getaway home

One of the best host communications we have experienced. House was in a great location & felt very welcoming. Would most definitely stay here again!
Stayed 4 nights in Apr 2025

10/10 Excellent

William F.

Liked: Cleanliness

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.

Disliked: Cleanliness

Floors were dirty.

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

10/10 Excellent

meg k.

Liked: Cleanliness

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

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
Stayed 4 nights in Oct 2024

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