10/10 Excellent
EBKGUARDME -.
Mar 8, 2026
Liked: Cleanliness
EBKGUARDME -.
Stayed 2 nights in Mar 2026
Entire home
The Speakeasy on Chicago!
Choose dates to view prices
Photo gallery for The Speakeasy on Chicago!
Reviews
1010 out of 10
Exceptional
Entire home
4 bedrooms2 bathroomsSleeps 8
Popular amenities
- Kitchen
- Washer
- Dryer
- Free WiFi
- Air conditioning
- Outdoor Space
Explore the area
Pensacola, FL
- Fast Eddies Fun CenterPlace, Fast Eddies Fun Center4 min drive
- Five Flags SpeedwayPlace, Five Flags Speedway5 min drive
- Brent Athletic ParkPlace, Brent Athletic Park5 min drive
- Pensacola, FL (PNS-Pensacola Intl.)Airport, Pensacola, FL (PNS-Pensacola Intl.)15 min drive
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About the neighborhood
Pensacola
Located in Northwest Pensacola, this vacation home is within a few miles (5 km) of sights such as Fast Eddies Fun Center and Brent Athletic Park. The vacation home includes a kitchen, a patio, and a microwave.
What's nearby
- Marcus Pointe Golf Club - 4 min drive - 1.8 miles
- Fast Eddies Fun Center - 4 min drive - 2.8 miles
- Five Flags Speedway - 5 min drive - 4.2 miles
- Brent Athletic Park - 5 min drive - 3.3 miles
- Splash City Adventures - 7 min drive - 3.3 miles
Getting around
- Pensacola Station - 8 min drive
- Pensacola Intl. Airport (PNS) - 12 min drive
Restaurants
- Whataburger - 19 min walk
- McDonald's - 16 min walk
- True Grit Cafe & Grill - 3 min drive
- Circle K - 4 min drive
- Culver's - 18 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 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.
The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio, and there's space to spread out with 4 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine and an ironing board.
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Property amenities
Beach
- Beach nearby
- Beach loungers
Internet
- Available in the house: Free WiFi
Parking and transportation
- Parking on site
Kitchen
- Dishwasher
- Microwave
- Oven
- Stovetop
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 elevator (single-level property)
- Smoking not allowed
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
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
- This property doesn't allow pets
Children and extra beds
Children allowed: ages 0-17
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
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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
- Check-in: 4:00 PM
- Check-out: 11:00 AM
- Minimum check-in age: 18
We should mention
Details about charges, deposits, or other important information:
- This property is managed by a private host, not a professional engaged in trade or business.
- This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
- 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.
Frequently asked questions
What can I see within easy reach of this vacation home?
This vacation home is situated in Northwest Pensacola, close to Pensacola Bay Center, Splash City Adventures, and Five Flags Speedway. You'll also find Brent Athletic Park and Osceola Municipal Golf Course within a short drive.
Is parking available on site at The Speakeasy on Chicago!
?
No, this vacation home doesn't offer parking.
Is this vacation home adjacent to a casino?
No, this vacation home is not connected to a casino.
Will I find an indoor pool at this vacation home?
No, there is no indoor pool at this vacation home.
What amenities will couples enjoy at The Speakeasy on Chicago!
?
Couples staying at this vacation home will appreciate amenities like a smart TV and a kitchen as well as a garden.
Does The Speakeasy on Chicago!
have a hot tub?
No, this vacation home doesn't have a spa tub.
Does this vacation home offer breakfast?
No, this vacation home doesn't offer breakfast.
Will this vacation home allow pets to stay free of charge?
No, pets aren't allowed at this vacation home.
Does The Speakeasy on Chicago!
have connecting rooms available?
No, this vacation home doesn't feature connecting guestrooms.
How far is the airport from this vacation home?
The closest major airport to this vacation home is Pensacola Intl. Airport (PNS), which is 6.6 mi away (12 minutes by car).
Are there rooms with balconies that I can book at The Speakeasy on Chicago!
?
Yes, every house at The Speakeasy on Chicago! comes with a patio.
The Speakeasy on Chicago! Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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.
Rating 10 - Excellent. 8 out of 8 reviews
10 - Excellent
8
Rating 8 - Good. 0 out of 8 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 8 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 8 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 8 reviews
2 - Terrible
0
9.6/10
Cleanliness
Reviews
10/10 Excellent
stacey r., Cocoa, FL
Nov 30, 2025
Liked: Cleanliness
Perfect. Communication was great. House was exactly as listed. No issues Great area
stacey r.
Stayed 24 nights in Oct 2025
10/10 Excellent
Siesta Key F.
Aug 31, 2025
Great house awesome has everything you need easy booking would stay again.
Siesta Key F.
Stayed 2 nights in Aug 2025
10/10 Excellent
kathleen R.
Mar 15, 2025
Liked: Cleanliness
Great stay!
The home was perfect and cozy. I would rent this again. 10 stars for sure.
kathleen R.
Stayed 2 nights in Mar 2025
10/10 Excellent
Katie T.
Aug 12, 2024
Liked: Cleanliness
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 :)
Katie T.
Stayed 3 nights in Aug 2024
10/10 Excellent
Trammell R.
Jul 17, 2024
Liked: Cleanliness
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.
Trammell R.
Stayed 2 nights in Jun 2024
10/10 Excellent
Elijah b.
Jul 7, 2024
Liked: Cleanliness
Amazing
The property was spacious and clean! Communication with Me. Nick the house was easy and quick response! All around a great stay!
Elijah b.
Stayed 6 nights in Jul 2024
10/10 Excellent
Julie L.
Dec 3, 2023
Liked: Cleanliness
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.
Julie L.
Stayed 3 nights in Nov 2023