Title: The Speakeasy on Chicago! - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=97575848&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Speakeasy on Chicago! Vacation home in Pensacola with kitchen and patio ## Photo gallery for The Speakeasy on Chicago! ![Terrace/patio - The Speakeasy on Chicago! (Pensacola)](https://images.trvl-media.com/lodging/98000000/97580000/97575900/97575848/w1440h984x0y1-66d5e141.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Microwave, oven, stovetop, dishwasher - The Speakeasy on Chicago! (Pensacola)](https://images.trvl-media.com/lodging/98000000/97580000/97575900/97575848/46fa170e.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - The Speakeasy on Chicago! (Pensacola)](https://images.trvl-media.com/lodging/98000000/97580000/97575900/97575848/w1440h941x0y0-aa7c1195.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - The Speakeasy on Chicago! (Pensacola)](https://images.trvl-media.com/lodging/98000000/97580000/97575900/97575848/w1440h984x0y0-501e5c0b.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Smart TV - The Speakeasy on Chicago! (Pensacola)](https://images.trvl-media.com/lodging/98000000/97580000/97575900/97575848/80a4a60a.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies The Speakeasy on Chicago! provides amenities like a garden and laundry facilities. Stay connected with free in-room WiFi. ## Reviews 10 Exceptional ### Entire home 4 bedrooms2 bathroomsSleeps 8 ## Popular amenities - Kitchen - Washer - Dryer - Free WiFi - Air conditioning - Outdoor Space ## Add dates for prices Check-in Check-out Travellers ## 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 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 ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116500000/116498500/116498490/0c54728c.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming and Spacious Entire House, 3BR/2.5BA located at Pensacola, Florida South Pensacola - Kitchen - Washer - Dryer - Free WiFi 7.0 Good 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-09&endDate=2026-01-10&selected=116498490&PinnedHotelID=116498490&HadPinnedHotel=true®ionId=-1&adults=2) ![Dining](https://images.trvl-media.com/lodging/49000000/48070000/48064000/48063930/773da0fa.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Fantastic new building! 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Northeast Pensacola - Pool - Kitchen - Parking included - Free WiFi [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-09&endDate=2026-01-10&selected=111771745&PinnedHotelID=111771745&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 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 ## About the area ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=30.466272,-87.2937&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:ii%7ExDrpxsO%3FQ%40Q%3FQ%3FS%40Q%40O%40Q%40Q%40S%40QBO%40QBQBQBQBOBSBODQBODQDODQDODOFQDMFQFMFQFMFOFOFMHOFOHMHMFMJMFMJMHKJMHKJMHKJMJKJKJIJKJILKJIJKLGLIJILILGLILGLELILELGLGNELENELELENCLCNENCLCNCNALCNANANCN%3FNALAN%3FN%3FNAN%40L%3FN%3FN%40N%40N%3FNBL%40N%40NBN%40LBNBNBLDNBLBNDLDNDLDLDLFNFLDLHLDLFLHLFJHLHLHJFLJJHJJLHJJJHJJJJHLJJJLHJJLHJHLHLHLHLHLHLFNHNFLFNFNFLFPFLDPFLDPDNFNDPBNDPDNBPDNBRBNBPBP%40PBPBN%40P%40R%40P%40P%40N%3FP%40R%3FP%3FP%3FP%3FP%3FP%3FRAP%3FPANAPARAPAPCNCPARCNCPCNCRENCPEPENCNEPGNEPENGNENGNGNGNGLGNGNILGNILILILILILILILKJILKJKLIJKJKJKHKJMJKHKHMJKFMJMFKHMFMHMFMFMFMDOFMFMDMDODMDODMBODMBOBOBMBOBO%40OBM%3FOBO%40O%3FO%40O%3FM%3FO%40OAO%3FO%3FMAO%3FOAOCO%3FOCMAOCOCMCOCOCMEOCMEMEOEMEOEMGMGMEMGMGMGMIMGMIKGMKMGKKKIMIKKKKKIKKKKKKIMKKIMKKIMKMGMKMGMIMIMGOIMGOGOGMGOGOGOGOEOGOEQEOEQEOEOCQEQCOCSCOCQCOCSAQCOAQAQASAQAOAQ%3FQ%3FSAQ%3FQ&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=8rd2tJl7dFl866VBSq-MAPcBp1s=) 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 Intl. Airport (PNS) - 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? ### How much is parking? ### What time is check-in at The Speakeasy on Chicago! ? ### What time is check-out at The Speakeasy on Chicago! ? ### Where is The Speakeasy on Chicago! located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 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 information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 7 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 9.6 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Julie L. Dec 3, 2023 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. ##### Julie L. Stayed 3 nights in Nov 2023 ### 10/10 Excellent #### Trammell R. Jul 17, 2024 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. ##### Trammell R. Stayed 2 nights in Jun 2024 ### 10/10 Excellent #### Siesta Key F. Aug 31, 2025 Liked: Check-in, communication, location, listing accuracy 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, check-in, communication, location, listing accuracy #### 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, 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 :) ##### Katie T. Stayed 3 nights in Aug 2024 ### 10/10 Excellent #### Elijah b. Jul 7, 2024 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! ##### Elijah b. 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