Skip to main content
Entire home

The Speakeasy on Chicago!

Holiday home in Pensacola with kitchen and patio

Photo gallery for The Speakeasy on Chicago!

Terrace/patio - The Speakeasy on Chicago! (Pensacola)
Interior - The Speakeasy on Chicago! (Pensacola)
Microwave, oven, stovetop, dishwasher - The Speakeasy on Chicago! (Pensacola)
Smart TV - The Speakeasy on Chicago! (Pensacola)
Smart TV - The Speakeasy on Chicago! (Pensacola)
The Speakeasy on Chicago! provides amenities, such as a garden and laundry facilities. Stay connected with free in-room WiFi.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms2 bathroomsSleeps 8

Popular amenities

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

Add dates for prices

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 Speakeasy on Chicago!

Enjoy a quiet location that offers easy access to everything. Pack up the provided beach chairs, beach towels, and beach wagon for fun days in the sun -Perdido Key Beach and Pensacola Reach ran he reached in no timel Your family will be close to everything when you stay at this centrally-located place.

Property amenities

Beach

  • Beach nearby
  • Beach loungers

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Dishwasher
  • Hob
  • Microwave
  • Oven

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

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

Entertainment

  • Smart TV

Outdoor areas

  • Garden
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • No lift (single-level property)
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

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

  • Garden

Similar properties

Fridge, microwave, oven, stovetop
Charming and Spacious Entire House, 3BR/2.5BA located at Pensacola, Florida
  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
7.0 out of 10, Good, 2 reviews
Charming and Spacious Entire House, 3BR/2.5BA located at Pensacola, Florida

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 18

Check-out

Check-out before 11:00 AM

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

Pets

Pets not allowed

Children and extra beds

Children are welcome

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
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
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

About the area

Map
Pensacola, FL

What's nearby

  • Marcus Pointe Golf Club - 5 min drive - 2.9 km
  • Fast Eddies Fun Center - 5 min drive - 4.6 km
  • Brent Athletic Park - 5 min drive - 5.3 km
  • Five Flags Speedway - 6 min drive - 6.8 km
  • Osceola Municipal Golf Course - 6 min drive - 4.6 km

Getting around

  • Pensacola Station - 8 min drive
  • Pensacola, FL (PNS-Pensacola Intl.) - 12 min drive

Restaurants

  • ‪McDonald's - ‬16 min walk
  • ‪Whataburger - ‬19 min walk
  • ‪Circle K - ‬4 min drive
  • ‪True Grit Cafe & Grill - ‬3 min drive
  • ‪Culver's - ‬18 min walk

Frequently asked questions

Is The Speakeasy on Chicago! pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Speakeasy on Chicago! ?

On-site parking is available at the property.

What time is check-in at The Speakeasy on Chicago! ?

Check-in begins at 4:00 PM.

What time is check-out at The Speakeasy on Chicago! ?

Checkout is at 11:00 AM.

Where is The Speakeasy on Chicago! located?

Located in Northwest Pensacola, this holiday home is 2.5 mi (4.1 km) from Fast Eddies Fun Center and 2.9 mi (4.7 km) from Brent Athletic Park. Osceola Municipal Golf Course and Five Flags Speedway are also within 6 miles (10 km).

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

The Speakeasy on Chicago! Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 7 out of 7 reviews
Rating 8 - Good. 0 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 0 out of 7 reviews

9.6

Cleanliness

10

Location

Reviews

10/10 Excellent

Siesta Key F.

Liked: Check-in, communication, location, listing accuracy
Great house awesome has everything you need easy booking would stay again.
Stayed 2 nights in Aug 2025

10/10 Excellent

kathleen R.

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

Great stay!

The home was perfect and cozy. I would rent this again. 10 stars for sure.
Stayed 2 nights in Mar 2025

10/10 Excellent

Katie T.

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

Clean property and responsive manager!

Very nice house that was close to everything we needed, Corry Station and the beaches! Would recommend to anyone looking :)
Stayed 3 nights in Aug 2024

10/10 Excellent

Julie L.

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

Very Clean

House was perfect for our quick trip to visit my son. Very convenient to stores and restaurants nearby. The house was extremely clean. Beds were comfortable. Would stay again.
Stayed 3 nights in Nov 2023

10/10 Excellent

Trammell R.

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

June family trip

The property was clean and well maintained. Any minor issue we had, we sent an email and there was an immediate response. We greatly appreciate the hospitality and will definitely look to utilize the services and location again.
Stayed 2 nights in Jun 2024

10/10 Excellent

Elijah b.

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

Amazing

The property was spacious and clean! Communication with Me. Nick the house was easy and quick response! All around a great stay!
Stayed 6 nights in Jul 2024