Seaside stay .Within a 15-minute walk of this Old Town Key West condo, you'll find Duval Street and Florida Keys Beaches. Mallory Square and Southernmost Point are also within 2 miles (3 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
Cuban Coffee Queen Waterfront - 7 min walk
Schooner Wharf Bar - 10 min walk
Square Grouper Key West - 7 min walk
Harpoon Harry's Restaurant and Bar - 6 min walk
Dante's - 8 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.
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool
CAPTIVATING CLASSIC REVIVAL CHARM... Built in 1894, the delightful Inn on Fleming is an 11 room boutique hotel that 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. The spacious kitchen, dining and cozy living areas are shared spaces on the first level. 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 heated 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, coffeemaker and a mini-fridge, countertop ice machine, 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 Flagler Room, located on the first floor, is a delightful place to decompress at the end of a fun day. Enjoy your slumber on your king bed, savor a cup of keurig coffee, and enjoy a show on the flat screen TV. This room also offers a wheel-in shower for easy access.
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.
BE OUR CHERISHED GUEST...
Similar properties
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool
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
Garden
Housekeeping (on request)
Property does not allow children
Unit size: 260 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.
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 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 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
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. 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. 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
2731-256378
Frequently asked questions
How close is FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated 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 FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?
As of Oct 19, 2025, prices found for a 1-night stay for 2 adults at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool on Oct 21, 2025 start from $84.0, 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 FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool have an airport shuttle?
Airport shuttle services are not available at this condo.
How close is FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated 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 FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool offer free breakfast?
This condo does not offer free breakfast.
Is there a casino at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?
No, there is no casino at this condo.
What time is check-in at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?
Check-in begins at 3:00 PM.
Is there free parking at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?
Free parking is not available at this condo.
Does FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool have a pool?
Yes, there's a heated pool.
Does FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool have a spa?
There are no spa services available at this condo.
How close is FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool to downtown Key West?
This condo is 0.5 mi away from Key West.
FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool Reviews
Reviews
9.8
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. 22 out of 24 reviews
10 - Excellent
22
Rating 8 - Good. 1 out of 24 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 24 reviews
6 - Okay
0
Rating 4 - Poor. 1 out of 24 reviews
4 - Poor
1
Rating 2 - Terrible. 0 out of 24 reviews
2 - Terrible
0
10/10
Cleanliness
9.4/10
Amenities
9.6/10
Property conditions & facilities
9.4/10
Eco-friendliness
Reviews
10/10 Excellent
PaulMMurphy
Sep 21, 2025
Liked: Cleanliness
Wonderful inn in a very good location. Short walk to the ferry terminal for the day trip to the Dry Tortugas.
PaulMMurphy
Stayed 7 nights in Sep 2025
10/10 Excellent
john l.
Aug 23, 2025
Liked: Cleanliness
Beautiful property.and location
john l.
Stayed 3 nights in Aug 2025
10/10 Excellent
Gerald T.
Jul 21, 2025
Liked: Cleanliness
Southern Charm
We had a nice large room, and bed. It is located close to shops, and nightlife, on a quiet street perfect for chilling on the large porch with comfy chairs. Would stay again.
We enjoyed our stay. We love the area and were able to walk to all areas of old town.
NATALIE
Stayed 3 nights in Jul 2025
10/10 Excellent
Amy H.
Jun 24, 2025
Liked: Cleanliness
First Timers
This trip to Key West was a first for both myself and my husband. The Inn on Fleming and its amenities made it all the better. The Flagler room was spacious, clean, and comfortable. The common areas were well stocked and easily accessible to all.
Great location and a lovely restored home. The common area was fabulous, with a full kitchen, eating/gathering area, and a small plunge pool. Room was nice but needed a few repairs. Bathroom vanity was worn and needs replacing. The appearance of some small bugs was disturbing but quickly addressed. Overall a nice place to stay.
Barbara
Stayed 4 nights in May 2025
10/10 Excellent
Christopher B.
May 12, 2025
Liked: Cleanliness
Great stay!
We really enjoyed staying here! The location is within feat. From a Duval loop bus stop, which made it really easy to get around without a car. Our rental car rarely left the parking spot on the street.
Very nice accommodations. The room was clean and comfortable, and communications were prompt. Price was reasonable for a last-minute Saturday night booking.
Mark K.
Stayed 1 night in Feb 2025
4/10 Poor
Luann R.
Jan 20, 2025
Liked: Cleanliness
Things to consider
If you need a LATE checkout it does not exist here. Find another listing. I wish I did. When we booked it said it was a possibility. Listing said they had secure luggage storage. That does not exist either. Communication was a huge issue. Texts to get help went unanswered. TV in our room NEVER worked our whole visit even with repeated requests. Missed college football playoffs. Internet was spotty or just did not work. Request for soap to wash hands in the bathroom and new pool towels got a quick response. Liz tried her best to make things right and was kind but there was just too many issues to count. Landscape contractors right outside our windows for three days straight. We were never notified contractors would be on property. Overall the house is in a great location. We could walk or bike everywhere from here. Very clean. Happy hour was a delight to unwind on the porch. Continental breakfast was nice to have in a pinch. Check in was an easy process as was check out. Our room photos were accurate.
Luann R.
Stayed 3 nights in Jan 2025
10/10 Excellent
BETTY K.
Mar 20, 2025
Liked: Cleanliness
Uns wurde sehr beim Einchecken geholfen und das Haus und das Zimmer war bezaubernd eingerichtet.
Unkompliziert Die Geräusche im Erdgeschoss neben der Eingangstür waren sehr laut. Schade