Seaside stay .Within a 15-minute walk of this Old Town Key West condo, you'll find Duval Street and Florida Keys Beaches. Key West Burlesque Theater and Studios of Key West are also within half a mile (1 km).
Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
Mallory Square - 15 min walk - 0.8 miles
South Beach - 19 min walk - 1.0 mile
Southernmost Point - 3 min drive - 0.9 miles
Getting around
Key West Intl. Airport (EYW) - 9 min drive
Restaurants
The Waterfront Brewery - 9 min walk
Cuban Coffee Queen Waterfront - 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.
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King 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.
DISTANCES TO BEACHES... Simonton Beach...0.8 mi Fort Zachary Taylor...1.5 mi South Beach...1.2 mi Higgs Beach...1.5 mi Smathers Beach...2 mi
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.
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
No pets allowed
Children and extra beds
This property does not 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.
Property is also known as
2731-256377
Frequently asked questions
How close is SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool! to the airport?
This condo is 3.4 mi (9-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.
How much does it cost to stay at SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!?
As of Jul 15, 2025, prices found for a 1-night stay for 2 adults at SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool! on Jul 20, 2025 start from $91.0, 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.
Does SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool! have an airport shuttle?
Airport shuttle services are not available at this condo.
How close is SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool! to the beach?
This condo is a short 15-minute walk from Florida Keys Beaches and 1.5 mi (7-min drive) from South Beach. Don't forget your sunscreen!
Does SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool! offer free breakfast?
This condo does not offer free breakfast.
Is there a casino at SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!?
No, there is no casino at this condo.
What time is check-in at SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!?
Check-in begins at 3:00 PM.
Is there free parking at SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool!?
Free parking is not available at this condo.
Does SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool! have a pool?
Yes, there's a heated pool.
Does SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool! have a spa?
There are no spa services available at this condo.
How close is SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool! to downtown Key West?
This condo is 0.5 mi away from Key West.
SIMONTON ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King w/Shared Pool! Reviews
Reviews
9.6
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. 10 out of 14 reviews
10 - Excellent
10
Rating 8 - Good. 4 out of 14 reviews
8 - Good
4
Rating 6 - Okay. 0 out of 14 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 14 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 14 reviews
2 - Terrible
0
9.8/10
Cleanliness
6.0/10
Amenities
8.0/10
Property conditions & facilities
8.0/10
Eco-friendliness
Reviews
10/10 Excellent
Dominque I.
Jun 27, 2025
Liked: Cleanliness
Perfect key west stay!
Absolutely love this adorable property and will be back! The room with connecting bathroom was perfect. The check in was super easy, we obtained a key to the room, which was nice because we were right at the front of the house! There was a mini fridge with freezer, ice maker and coffee machine the in the room which was very convenient. The entire home was adorable, I loved it! We didn’t use the pool but it was the perfect size for a couple to relax, the location was great, just a 5 minute golf cart ride to pretty much anywhere on the island!
Dominque I.
Stayed 4 nights in Jun 2025
10/10 Excellent
daniel s.
Jun 22, 2025
Liked: Cleanliness
Paradise
We had the best time while Visiting key west
daniel s.
Stayed 2 nights in May 2025
10/10 Excellent
Donna H.
May 23, 2025
Liked: Cleanliness
Home away from home
The Inn was very well kept, very quiet, comfortable, and clean. We enjoyed our stay very much and it was in a great location.
Donna H.
Stayed 2 nights in May 2025
10/10 Excellent
Robert E.
Apr 28, 2025
Liked: Cleanliness
Beautiful Spot Perfect Location
Amazing house in a beautiful area. Wonderful front porch for hanging out. Walk to everything.
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!