Located in Old Town Key West, this condo is a leisurely stroll from popular sights such as Duval Street and Florida Keys Beaches. The condo includes a patio, a refrigerator, and a coffee maker.
Ernest Hemingway Home and Museum - 18 min walk - 1.0 mile
Mallory Square - 19 min walk - 1.0 mile
Southernmost Point - 4 min drive - 1.4 miles
South Beach - 7 min drive - 1.5 miles
Getting around
Key West Intl. Airport (EYW) - 9 min drive
Restaurants
The Waterfront Brewery - 9 min walk
Cuban Coffee Queen - 7 min walk
Conch Republic Seafood Company - 12 min walk
Kermit's Key West Key Lime Shoppe - 11 min walk
Schooner Wharf Bar - 9 min walk
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!
CAPTIVATING CLASSIC REVIVAL CHARM... Built in 1894, the delightful Inn on Fleming was once the residence of Board of Education chair Glynn Archer until it was transformed into what is now a serendipitous tropical refuge, boasting 9 unique rooms and suites and tucked into a peaceful residential street. You are only two blocks from the Historic Seaport and a short stroll to 5 star restaurants, bars, shopping and the endless allure of famous Duval Street. Whether you're looking to hook your catch of the day, visit upscale art galleries, or swim with the dolphins, let us be your home away from home in paradise. ***GUESTS MUST BE 25 YEARS OF AGE OR OLDER.
DETAILS AND AMENITIES... The magic begins as you step onto our cozy wraparound porch with comfortable and plentiful seating, where you are immersed in the unique sights and sounds of our charming neighborhood. Retreat to our tropical garden to savor a cup of coffee in the morning. Sip on a crafted cocktail in the afternoon and take a dip in our lush tropical pool featuring a soothing and relaxing waterfall. Indulge yourself with a favorite novel or explore the internet with free Wi-Fi. All of our rooms include an en-suite bathroom, Serta PerfectSleeper Prestige Suite 11 Mattresses, fine linens, flat screen TV, countertop ice machine, coffeemaker and a mini-fridge, as well as tropical garden views. Our concierge services can advise you about all the things to do, including reservations to snorkel, kayak in the mangrove channels, or relax on an evening sunset sail.
SLEEPING ARRANGEMENTS... The Simonton Room is located on the 1st floor and offers a plush king bed. Indulge in this lovely modern setting that offers a spacious private bathroom with a shower/tub combination. Unwind and enjoy your flat screen TV and sip on a beverage from your mini-fridge.
OUTDOOR LIVING... Find your serenity and let your mind melt, listening to the soft rush of our pool waterfall. Enjoy cozy conversation and frosty beverages under the shaded pool tables, surrounded by lush foliage and sultry island breezes. Stroll through our garden that envelops you in lush mature landscaping and soothes your soul with tropical breezes. Bikes are available to rent for your outdoor adventures.
PARKING... We do not have our own parking but there is plenty of free on-street parking. Please refrain from parking in spots marked "resident permit".
PETS... This is not a pet-friendly inn.
Cancellations requested at least 30 days prior to arrival receive a full refund. Cancellations requested at least 14 days prior to arrival receive a 50% refund.
BE OUR CHERISHED GUEST...
The condo is air-conditioned and features a patio and space to spread out with a separate bedroom. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a refrigerator, a coffee maker, and an ironing board. Housekeeping is available on request.
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Housekeeping (on request)
Property does not allow children
Unit size: 220 square feet
Policies
Check-in
Check-in time starts at 3:00 PM
Minimum check-in age: 25
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
Pets
This property doesn't allow pets
Children and extra beds
This property doesn't allow children
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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: 3:00 PM
Check-out: 11:00 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 fire extinguisher, a smoke detector, and a deadbolt lock.
Property is also known as
2731-256377
Frequently asked questions
What's there to do close to this condo?
This condo is situated in Old Town Key West within a short 10-minute walk of Duval Street and also 15 minutes on foot from Florida Keys Beaches. You'll also find Ernest Hemingway Home and Museum and Mallory Square less than a mile away.
How much does it cost to stay at THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!?
As of May 1, 2025, prices found for a 1-night stay for 2 adults at THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool! on May 11, 2025 start from $173.0, excluding 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.
Will I be able to park at this condo?
No, this condo doesn't offer parking.
Is this condo associated with a casino?
No, this condo is not connected to a casino.
Will I find an indoor pool at this condo?
No, there is no indoor pool at this condo.
Is THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool! good for couples?
Couples staying at this condo will appreciate amenities like a smart TV as well as tennis and a heated pool.
Does THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool! have a hot tub?
No, but guests can enjoy a heated pool at this condo.
Does this condo provide breakfast?
No, this condo doesn't offer breakfast.
Will this condo allow pets to stay for free?
No, pets aren't allowed at this condo.
Are there connecting rooms at this condo?
No, there aren't connecting rooms at this condo.
How far is the airport from this condo?
The closest major airport to this condo is Key West Intl. Airport (EYW), which is 3.4 mi away (9 minutes by car).
Can I book a room with a balcony at THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool!?
Yes, every condo unit at THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool! comes with a deck.
THE SIMONTON ROOM @ The Inn on Fleming ~ 1st Floor King Room w/ Shared Pool! Reviews
Reviews
9.2
Wonderful
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.
Recommend a key pad for the front door.
We were on the first floor next to the front door with no lock.
Michelle
Stayed 2 nights in Mar 2025
10/10 Excellent
Anne L.
Mar 16, 2025
Liked: Cleanliness
Weekend getaway
Everything was clean. .amazing ...nice to have coffee and creamer in room....loved the water pitchers. Oranges in kitchen were a nice touch. I think the only thing i would change is locking the front door at night.
You always hope you get what you paid for and we did. We were lucky enough to find parking close and could walk everywhere. I love old homes they, have lots of character and this one is beautiful. The access to a kitchen was perfect too since we make our own brunch. The staff was super friendly. I really enjoyed our stay there. It was a nice treat.
Melissa
Stayed 2 nights in Feb 2025
10/10 Excellent
Kathy D.
Mar 5, 2025
Liked: Cleanliness
Great, quaint gem in the heart of Key West
Perfect place to stay. Love the charm of the old house/ mansion and the updated modern conviences. Within walking distance of Duval Street and other attractions. The extras of breakfast food, soda, wine, beer, were a pleasant aurora.
Kathy D.
Stayed 2 nights in Mar 2025
10/10 Excellent
Uyanga G.
Jan 6, 2025
Liked: Cleanliness
Great place to stay in Key West
The place looks even better in person. Pictures don’t do it justice! Super clean and cozy. The entire place is maintained very well. The only tiny issue we had while staying there was the slow internet.Enjoy our stay & highly recommended!