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Historic 1944 Cottage | Hot Tub + Spa Bath | Beach

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Historic 1940s downtown Pensacola home for multigenerational families, 15 minutes to Pensacola Beach, walking distance to Palafox Street dining.
Your private backyard oasis features outdoor grill, a dining table and lounge seating for everyone in your group to enjoy time connecting with each other, minutes to downtown Pensacola.
Unwind in your private 6-person hot tub after beach days, surrounded by majestic century-old oaks. The adults' favorite spot after the kids go to sleep
Luxury master bathroom features double shower, soaking tub, and designer tile for spa-like relaxation in downtown Pensacola.
The Fun Room: where the 10-year-old teaches grandma Atari and still loses at giant Connect Four. Card games, vintage gaming, 58-inch TV, and zero boredom. Three generations, one room.

Reviews

10 out of 10
Exceptional

Highlights

  • Firepit available
    One of the few properties with a dedicated outdoor firepit.
  • Discover nearby landmarks
    Walk to beach near Sanders Beach
3 bedrooms2 bathroomsSleeps 9

Popular amenities

  • Hot tub on site
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue grill

Explore the area

View in a map
Pensacola, FL
  • Place, Legion Field
    ‪6 min walk‬
  • Place, Blue Wahoos Stadium
    ‪3 min drive‬
  • Place, Saenger Theatre
    ‪5 min drive‬
  • Airport, Pensacola, FL (PNS-Pensacola Intl.)
    ‪16 min drive‬

Rooms & beds

3 bedrooms (sleeps 9)

Bedroom 1

1 King Bed

Bedroom 2

1 King Bed

Bedroom 3

1 Single Bed and 2 Double Beds

2 bathrooms

Bathroom 1

Toilet · Shower only

Bathroom 2

Toilet · Shower only

Spaces

Deck or patio
Kitchen
Balcony
Garden

About this property

Historic 1944 Cottage | Hot Tub + Spa Bath | Beach

Families & friends love this charming newly renovated Airbnb conveniently located near downtown & Pensacola beach. Guests love that there is room for everyone to have privacy plus a variety of space to gather!

Comfy king beds & 50" TV's in the main bedrooms, 65" TV & blue tooth speakers in living room, soaking tub & walkin double shower in master bath.

Feel at home in our well-appointed kitchen/ coffee station & washer/dryer. Bonus room with 58" TV, Atari, and 2 full beds. Enjoy a private soak in the hot tub set on our spacious deck with a serene backyard view, gas grill & outdoor dining area. Outdoor Fire pit/ seating. Ask re on site boat parking.

This newly renovated cottage has been in the Simmons family name since 1944. With its majestic oaks, wood floors and arched doorways this home is truly unique.
Enjoy the warm open spaces in this 3 bedroom 2 bath home.With a decor that is sure to please; you'll feel relaxed, safe and secure after a long day of sightseeing.

Enjoy the privacy and welcoming luxury feel of this entire home. Owners storage not accessible. Smart Lock makes it easy for our guests to check in.

Our Garden St location provides our guests easy access to downtown Pensacola food, entertainment, and sightseeing. There's ample parking for our guests in the driveway and one spot on the street that's marked. Limited to 3 vehicles. Ask about our availability for boat or RV parking.

Our goal is to provide our guests with a 5 star experience. We strive to answer any questions you may have as quickly as possible. As locals we are close enough to offer timely assistance and additional insight into this incredible area.

To keep our Airbnb maintained we do have lawn maintenance and other scheduled maintenance. We'll do our best to notify you ahead of time. Most of this will be exterior to avoid disrupting your stay. We value your privacy.

Mix of residential and commercial property on Garden st. Located 1.6 Miles from Palofox st. the heart of downtown Pensacola. Approximately 9.6 Miles from beautiful Pensacola Beach, 2 miles to the civic center and 1.7 Miles to Maritime Park.

Thank you for viewing our listing. We're local hosts and we really enjoy all the Pensacola area has to offer. We hope you will too. Be sure and check out our guide book in our listing for food, sightseeing, and entertainment information. We strive to make your visit the best it can be. If we can provide additional information please let us know.

Ask about our availability for limited boat parking.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
No pets due to owner allergies
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Smoking

Smoking is not permitted
Must sign rental agreement upon booking
A $500 security hold will be placed 2 days prior to arrival and released 7 days after departure
Must follow all house rules including but not limited no pets, no children, no smoking of any kind, and no parties

Important information

You need to know

Property # 4714451vb
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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Pensacola

Located by the sea, this holiday home is in South Pensacola, a neighbourhood in Pensacola. Saenger Theatre and National Museum of Naval Aviation are cultural highlights, and travellers looking to shop may want to visit Cordova Mall and Pensacola Beach Boardwalk. Pensacola Children's Museum and Fast Eddies Fun Center are also worth visiting.
Map
Pensacola, FL

What's nearby

  • Legion Field - 6 min walk - 0.6 km
  • Pensacola Outlet Mall - 18 min walk - 1.5 km
  • beach near Sanders Beach - 19 min walk - 1.6 km
  • Blue Wahoos Stadium - 3 min drive - 2.5 km
  • Saenger Theatre - 5 min drive - 3.2 km

Getting around

  • Pensacola Station - 14 min drive
  • Pensacola, FL (PNS-Pensacola Intl.) - 17 min drive

Restaurants

  • ‪China Wok - ‬15 min walk
  • ‪Oar House - ‬19 min walk
  • ‪Arlene Williams BBQ - ‬2 min drive
  • ‪Pearl & Horn - ‬8 min walk
  • ‪Emerald Republic Brewing - ‬10 min walk

Frequently asked questions

Is Historic 1944 Cottage | Hot Tub + Spa Bath | Beach pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Historic 1944 Cottage | Hot Tub + Spa Bath | Beach?

As of 5 Jul, 2026, prices found for a 1-night stay for 2 adults at Historic 1944 Cottage | Hot Tub + Spa Bath | Beach on 19 Aug, 2026 start from S$524, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Historic 1944 Cottage | Hot Tub + Spa Bath | Beach?

On-site parking is available at the property.

What time is check-in at Historic 1944 Cottage | Hot Tub + Spa Bath | Beach?

Check-in begins at 4:00 PM.

What time is check-out at Historic 1944 Cottage | Hot Tub + Spa Bath | Beach?

Checkout is at 11:00 AM.

Where is Historic 1944 Cottage | Hot Tub + Spa Bath | Beach located?

Located in South Pensacola, this holiday home is within 2 miles (3 km) of Community Maritime Park, Palafox Market and Saenger Theatre. Blue Wahoos Stadium and Vinyl Music Hall are also within 2 miles (3 km).

Reviews

10

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. 4 out of 4 reviews
Rating 8 - Good. 0 out of 4 reviews
Rating 6 - Okay. 0 out of 4 reviews
Rating 4 - Poor. 0 out of 4 reviews
Rating 2 - Terrible. 0 out of 4 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Chad F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The property was very clean and the hosts were amazing. The location was very convenient and nearby access to the beach, bay and restaurants was excellent. Another rare but very nice feature was the long driveway and access to the back yard that served as a secured parking spot for our 22' boat that we were able to bring for our vacation. We had a great time despite the less than ideal weather during our stay. We will definitely be returning for future stays in Pensacola!
Stayed 5 nights in Jun 2026
Verified

10/10 Excellent

Jacob L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It is a great house for a multi-family or large family vacation. There felt like there was plenty of space for all 8 of us and the backyard area is great!
Stayed 6 nights in May 2026
Verified

10/10 Excellent

nicole t.

Stayed 5 nights in Feb 2026
Verified

10/10 Excellent

Jeremy G.

Stayed 3 nights in Jan 2026

About the host

Your host

Host profile image
Scott and Melissa are local Pensacola hosts who bring real estate expertise and genuine Southern hospitality to every stay. They know the area inside and out, from the best spots on Pensacola Beach to the hidden dining gems on Palafox Street, and they love sharing that knowledge with guests.
Their local co-host team responds within the hour and stays available throughout your visit so nothing goes unanswered. With 141 reviews at 4.99 stars and Superhost status, their track record says it all. When you stay at Garden St Guest House, you are in good hands from the moment you book.

Why they chose this property

The Garden St Guest House is one of Pensacola's most storied homes. This cottage has carried the Simmons family name since 1944, and its original majestic oaks, hardwood floors, and arched doorways have been lovingly preserved through a full modern renovation. You get history and character that no new build can replicate, paired with every comfort you expect from a luxury short-term rental.

Two king suites, a private hot tub, a spa bathroom with Jacuzzi soaking tub and rain shower, two outdoor fire pits, and The Fun Room with retro Atari gaming make this home genuinely different from anything else in the market. Add Pensacola Beach 15 minutes away and downtown dining steps from the front door, and it is easy to see why guests come back again and again.

What makes this property unique

A rare piece of Pensacola history, fully renovated for modern comfort.

Historic 1944 Simmons family cottage with original hardwood floors, arched doorways, and majestic oaks.
Private hot tub on the deck, available year-round
Spa bathroom with Jacuzzi soaking tub and separate rain shower
Two king memory foam suites, each with a 50-inch smart TV
The Fun Room: retro Atari console, 58-inch TV, and 2 full beds, perfect for kids, teens, or a group hangout
Two outdoor fire pits, spacious deck with outdoor dining table
Free parking for 3 vehicles on-site
Boat parking available! Let us know before your stay.
15 minutes to Pensacola Beach, minutes to downtown dining and nightlife
4.99-star Guest Favorite with 141 reviews, hosted by a local Superhost team
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