Entire home

The Gregory House, A Southern Tropical Get Away!

Vacation home in Pensacola with kitchen and balcony

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

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

Reviews

9.6 out of 10
Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 82000 sq ft

Popular amenities

  • Dryer
  • Washer
  • Fireplace
  • Air conditioning

Explore the area

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Pensacola, FL
  • Place, Saenger Theatre
    ‪8 min walk‬
  • Place, Historic Pensacola Village
    ‪8 min walk‬
  • Place, Pensacola Bay Center
    ‪8 min walk‬
  • Airport, Pensacola, FL (PNS-Pensacola Intl.)
    ‪9 min drive‬

Room options

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About the neighborhood

Pensacola

Located in Seville Historic District, this vacation home is next to Seville Square and Barkley House. The vacation home includes a kitchen, a fireplace, and a balcony.

What's nearby

  • Seville Square - 2 min walk - 0.1 miles
  • Saenger Theatre - 8 min walk - 0.5 miles
  • Historic Pensacola Village - 8 min walk - 0.5 miles
  • Pensacola Bay Center - 8 min walk - 0.5 miles
  • Blue Wahoos Stadium - 17 min walk - 0.9 miles

Getting around

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

Restaurants

  • ‪200 South - ‬9 min walk
  • ‪Seville Quarter - ‬6 min walk
  • ‪The Fish House - ‬8 min walk
  • ‪Intermission - ‬10 min walk
  • ‪Graffiti Pizza - ‬9 min walk

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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a balcony. There's space to spread out with 4 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a fireplace, and a coffee maker.

Similar properties

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchenette
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • 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 elevator
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the city center
  • 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
  • Snorkeling 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

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

  • This property welcomes pets
  • Dogs only
  • 2 total pets
  • Service animals exempt from fees
  • Note from host: Must be current on flea & tick preventative.

Children and extra beds

Children allowed: ages 13-17

Events

No events allowed

Smoking

Smoking is not permitted

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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock.

Additional information about polices, regulations, and more:

  • Long-term renters welcome.
  • There are no elevators.

Property is also known as

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

Frequently asked questions

What's there to do around this vacation home?

This vacation home is situated in Seville Historic District, just steps from Seville Square and Barkley House, and within a short walk of Historic Pensacola Village. You'll also find Saenger Theatre and Pensacola Bay Center less than a mile away.

Is parking available on site at this vacation home?

No, there isn't parking at this vacation home.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

What will couples enjoy most about a stay at The Gregory House, A Southern Tropical Get Away!?

Amenities that appeal to couples at this vacation home include a fireplace, a kitchen, and a smart TV.

Are there hot tubs at The Gregory House, A Southern Tropical Get Away!?

No, this vacation home doesn't have a spa tub.

Does this vacation home provide breakfast?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

Although dogs can't stay for free, they are welcome at this vacation home.

Does this vacation home have connecting rooms?

No, there aren't connecting rooms at this vacation home.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Pensacola Intl. Airport (PNS), which is 5.8 mi away (15 minutes by car).

Are there rooms with balconies that I can book at The Gregory House, A Southern Tropical Get Away!?

Yes, every accommodation at The Gregory House, A Southern Tropical Get Away! comes with a balcony.

The Gregory House, A Southern Tropical Get Away! Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 32 out of 37 reviews
Rating 8 - Good. 2 out of 37 reviews
Rating 6 - Okay. 1 out of 37 reviews
Rating 4 - Poor. 2 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

9.4/10

Cleanliness

Reviews

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

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