Fleming-O
+ 34
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Fast facts
Check in from: | 3:00 pm |
|---|---|
Check out before: | 10:00 am |
Pets | Pets not allowed |
Use of Existing Beds | Children require an extra bed to sleep in the room. |
Amenities
Wi-Fi
Parking
Air conditioning
Fitness centre
Non-smoking
Laundry
More about Fleming-O
Fleming-O
Featuring air-conditioned accommodation with a balcony, Fleming-O is located in Key West. Guests staying at this holiday home have access to a patio. The property is less than 1 km from Simonton Street Beach, and within 600 metres of the city centre.
Reviews from 
Couple
Comment: 9 Dec 2025
Stayed in: Dec 2025
We stay here over and over
We are here now, and have the Simonton room, first floor. King-size bed, plenty of room for clothing and luggage, nice bathroom. We also have the run of this lovely old guest house - kitchen, dining area, sitting, area, front porch, small pool, back deck. We have a coffee maker, fridge and tabletop ice maker in our room. Full kitchen has microwave, toaster, glassware, mugs, full size fridge. Everything is well kept, very clean, and you have access to a virtual innkeeper by text, and virtual concierge. There are beach towels, bikes, and umbrellas to borrow.
Location is fabulous - quiet old section of town, but only a few blocks from the harbor, and only a few blocks from Duval. All are easy walkable.
Enjoy your coffee, or a glass of wine out on the porch. Bring back takeout, and dine in the kitchen area. It’s just a beautiful, lid-back vibe, yet just a short walk to bars, bakeries, restaurants and galleries. Enjoy!
Location is fabulous - quiet old section of town, but only a few blocks from the harbor, and only a few blocks from Duval. All are easy walkable.
Enjoy your coffee, or a glass of wine out on the porch. Bring back takeout, and dine in the kitchen area. It’s just a beautiful, lid-back vibe, yet just a short walk to bars, bakeries, restaurants and galleries. Enjoy!
Solo traveller
Comment: 24 Jun 2025
Stayed in: Jun 2025
I loved my stay in the Inn on Fleming
I love this place. I think very reasonable price for the quality. I stayed in the Truman room from Sunday to Friday. It is not the typical hotel with a front desk. They communicate through text, and that’s ok because I only needed the key to enter my room. A girl that was here when I arrived gave me the key and explained the lock box. In my bedroom, I had a queen bed and four pillows that were very comfortable, and I have a “sleep number bed” at home. In the bedroom, you will find a small bathroom with a shower which is fine for one person. Nice big nightstand with a charger for all your electronics. One refrigerator, an ice maker which I really found useful to prepare my water to leave in the morning or night drinks. Also, a coffee maker although you have Old Town Bakery with good coffee and pastries 3 minutes walking. You have a nice 6 drawer dresser to empty your suitcase which you can put away in a small closet. The bedroom also has a tv but I didn’t come to Key West to watch tv.
I think the Inn is in a great location close enough to everything but far from the night noise and traffic. You have a supermarket, Fausto’s, 9 minutes walking. You can walk to Duval St., to Mallory Square to watch the Sunsets. You can rent a bike or a golf cart to go to the nice beaches and parks. Key West, I learnt today, doesn’t have a Walmart, but it has a CVS so can can get there your snorkeling set or come prepared and bring your own. There are many nice places to eat in walking distance from the Inn. The only things I didn’t like are the smell in the beach which is a natural phenomenon or the smell of marihuana. These doesn’t have anything to do with my stay on the Inn. Otherwise, I liked Key West and I loved the Inn on Fleming. I am definitely coming back.
I think the Inn is in a great location close enough to everything but far from the night noise and traffic. You have a supermarket, Fausto’s, 9 minutes walking. You can walk to Duval St., to Mallory Square to watch the Sunsets. You can rent a bike or a golf cart to go to the nice beaches and parks. Key West, I learnt today, doesn’t have a Walmart, but it has a CVS so can can get there your snorkeling set or come prepared and bring your own. There are many nice places to eat in walking distance from the Inn. The only things I didn’t like are the smell in the beach which is a natural phenomenon or the smell of marihuana. These doesn’t have anything to do with my stay on the Inn. Otherwise, I liked Key West and I loved the Inn on Fleming. I am definitely coming back.
Couple
Comment: 25 May 2025
Stayed in: May 2025
Big problems with bugs
There appears to have been some recent change in management of this property. It is now managed by Dwell, maybe was previously privately owned? There was no sign of “David” who others have frequently mentioned in reviews.
First off, when you check in, there is nobody available to greet you or provide any direction. You are sent a text with instructions on how to find your room and there’s a lock box outside the door to get your keys. Prior reviews have mentioned a free, happy hour and continental breakfast. According to the new management, these are no longer provided.
We stayed in the Cornish room, which was on the third floor. The room is cute and well appointed. But the entryway ceiling is extremely low and if you are above about 5‘8“, you were going to hit your head if you’re not careful. There are room air conditioners as opposed to central AC. You have to carry your suitcases up two sets of fairly steep stairs to get to the third floor, this might be an issue for people with mobility problems.
The reason that I am giving this property, a poor rating is that we came back from an evening out at about 11:30 PM and went to go to bed and discovered our bed was infested with what appeared to be termite larvae. They were all over the headboard, underneath the sheets in the bed, and all over the curtains. I immediately messaged the property manager and got a prompt response. But was told that these are “swarmers” and are common in the area when it’s warm. I googled a close-up image of the bugs in the bed, and discovered they are a form of termite. See my photos. The only resolution we were offered was to have the maid come in the morning and clean the room. Fortunately, there is a small second bedroom in this suite so we were able to attempt to sleep in there as opposed to finding a new hotel at midnight. However, it only has a full-size bed and two full-size adults have quite a hard time fitting in that bed. The ceilings in that room are also slanted and quite low, so the person sleeping on the left side of the bed has to be very careful to not hit their head when getting into the bed. The inn was full, so there was no other room for us to be moved to. We slept about 1.5 hours and left as soon as we could find another hotel in the morning. On our way out, we met our next-door neighbors in the Geiger room. They also had the same experience with the same bugs in their bed and room. There seems to be a significant issue with these bugs on this property. I am not sure how you could have this bad of an infestation of termites and not be aware of it. Seems to me they are spraying and hoping the bugs don’t come out while people are there. This place needs termite treatment. Our negative experience at this property caused us to miss half a day of our vacation as we had to change properties and try to catch up on sleep after being up most of the night. It is unfortunate because the property is cute and the location is convenient.
First off, when you check in, there is nobody available to greet you or provide any direction. You are sent a text with instructions on how to find your room and there’s a lock box outside the door to get your keys. Prior reviews have mentioned a free, happy hour and continental breakfast. According to the new management, these are no longer provided.
We stayed in the Cornish room, which was on the third floor. The room is cute and well appointed. But the entryway ceiling is extremely low and if you are above about 5‘8“, you were going to hit your head if you’re not careful. There are room air conditioners as opposed to central AC. You have to carry your suitcases up two sets of fairly steep stairs to get to the third floor, this might be an issue for people with mobility problems.
The reason that I am giving this property, a poor rating is that we came back from an evening out at about 11:30 PM and went to go to bed and discovered our bed was infested with what appeared to be termite larvae. They were all over the headboard, underneath the sheets in the bed, and all over the curtains. I immediately messaged the property manager and got a prompt response. But was told that these are “swarmers” and are common in the area when it’s warm. I googled a close-up image of the bugs in the bed, and discovered they are a form of termite. See my photos. The only resolution we were offered was to have the maid come in the morning and clean the room. Fortunately, there is a small second bedroom in this suite so we were able to attempt to sleep in there as opposed to finding a new hotel at midnight. However, it only has a full-size bed and two full-size adults have quite a hard time fitting in that bed. The ceilings in that room are also slanted and quite low, so the person sleeping on the left side of the bed has to be very careful to not hit their head when getting into the bed. The inn was full, so there was no other room for us to be moved to. We slept about 1.5 hours and left as soon as we could find another hotel in the morning. On our way out, we met our next-door neighbors in the Geiger room. They also had the same experience with the same bugs in their bed and room. There seems to be a significant issue with these bugs on this property. I am not sure how you could have this bad of an infestation of termites and not be aware of it. Seems to me they are spraying and hoping the bugs don’t come out while people are there. This place needs termite treatment. Our negative experience at this property caused us to miss half a day of our vacation as we had to change properties and try to catch up on sleep after being up most of the night. It is unfortunate because the property is cute and the location is convenient.
Couple
IN
Comment: 19 Jan 2025
Stayed in: Jan 2025
It’s ok but not great.
Review of inn on Fleming
Downtown Key West is full of beautiful old timber houses with wraparound decks and the IoF is similar and very attractive.
It isn’t, however, an Inn. All the rooms, except the kitchen, are bedrooms, there’s no reception just lockboxes for your room key when you arrive, having been well briefed by the absent owners, by messenger
Don’t accept room ‘ Mallory‘ as it is the smallest and right next to the kitchen, with other guests banging around in there late at night and early morning which frustrates a good night’s sleep.
Also, whilst ‘breakfast’ is included, don’t get excited. It’s a typical ‘grab your own muffin/ bagel and make your own coffee’. If you want normal tea then bring your own milk - there’s only something called half and half which isn’t milk and isn’t suitable. And avoid the aforementioned muffins - they’re 95% fat. (Unless you’re American of course, in which case you will probably love them!)
It’s an old property but still in reasonably good condition and clean. The ‘pool’ is all of 8 ft in length so not much swimming going on. However it’s a nice water feature.
We don’t think it’s at all ‘good value’ but I don’t think anything is in Key West
in January so perhaps I’m being a bit harsh. Our bed was comfortable but pillows not. That always seems to be an easily rectifiable complaint. We did love Key West. Great place to hang out for a week and the IoF is fairly near the happening centre, just 10-15 minutes walk from Duval Street and all the fun it has to offer.
Downtown Key West is full of beautiful old timber houses with wraparound decks and the IoF is similar and very attractive.
It isn’t, however, an Inn. All the rooms, except the kitchen, are bedrooms, there’s no reception just lockboxes for your room key when you arrive, having been well briefed by the absent owners, by messenger
Don’t accept room ‘ Mallory‘ as it is the smallest and right next to the kitchen, with other guests banging around in there late at night and early morning which frustrates a good night’s sleep.
Also, whilst ‘breakfast’ is included, don’t get excited. It’s a typical ‘grab your own muffin/ bagel and make your own coffee’. If you want normal tea then bring your own milk - there’s only something called half and half which isn’t milk and isn’t suitable. And avoid the aforementioned muffins - they’re 95% fat. (Unless you’re American of course, in which case you will probably love them!)
It’s an old property but still in reasonably good condition and clean. The ‘pool’ is all of 8 ft in length so not much swimming going on. However it’s a nice water feature.
We don’t think it’s at all ‘good value’ but I don’t think anything is in Key West
in January so perhaps I’m being a bit harsh. Our bed was comfortable but pillows not. That always seems to be an easily rectifiable complaint. We did love Key West. Great place to hang out for a week and the IoF is fairly near the happening centre, just 10-15 minutes walk from Duval Street and all the fun it has to offer.
Hotel response
Comment: 4 Feb 2025
Hello Pike, thank you for taking the time to review your stay, although slightly rude, some of your comments are useful the help us better our guests' experience. We just took over management and have made so many updates to the place. Although you might not see someone on the premises 20/7, I promise you our team of innkeepers and fabulous housekeepers come multiple times a day to make sure the place is clean and fully stocked. We try to be as discrete as possible to give a sense of privacy you might not find in a regular hotel in town. We also want our guests to feel like they are locals and use the house like it is their own. There are also many amazing breakfast/brunch places all around the inn, these businesses thrive thanks to our hungry guests! Although it sounds like you might not plan another Key west vacation any time soon, please do reach out to us next time, we will make sure to find you the quietest spot there is! Hooroo! ;)
Couple
GE
Comment: 2 Jan 2025
Stayed in: Dec 2024
Excellent Inn
My wife and I stayed in the Whitehead room at the Inn on Fleming. Melanie and Dan were great innkeepers. They responded promptly to all inquiries and communications. The whitehead room was on the second floor in the back. It was quite roomy and the table and chairs on the deck outside the door were a nice feature. The location of the Inn on Fleming was excellent, we parked the car and never used it the whole week we were there. Duval Street was a 20 minute walk and the harbor where all boating activities was a 10 minute walk. We rented very good bikes from the Inn. The Inn also does a fabulous job putting out multiple bottles of wine every night. My wife especially enjoyed this since she is a wine drinker. If you are visiting Key West you will not find a better place and location to stay than the Inn on Fleming.
Hotel response
Comment: 4 Feb 2025
Dennis, thank you for your wonderful review. We enjoyed hosting you both and hope to see you back in Key West again soon!
Excellent location
1016 Fleming St., Key West, 33040, United States|0.85 km from city centre
Check in and check out
Check in from:
3:00 pm
Check out before:
10:00 am
Good to know
Pets not allowed
Guests must provide a credit card that matches the name on the booking when checking in. The property will pre-authorize your card and release the preauthorization if there are no additional charges or damage to the room when checking out. Some properties and room types have special policies; please check with the property for more information.
Children require an extra bed to sleep in the room.
Please contact the hotel for details about adding extra beds.
Fleming-O: FAQs
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