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1016 Fleming St Between Frances and Grinnell Streets, Key West, FL 33040-6908
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COVID-19 update: See the added health and safety measures this property is taking.Read more
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Traveler (294)
Panoramas (6)
Videos (1)
Travel safe during COVID-19
What you can expect during your stay
  • All linens sanitized in high-temperature wash
  • Face masks required for guests in public areas
  • Face masks required for staff in public areas
  • Hand sanitizer available to guests & staff
  • Regularly sanitized high-traffic areas
  • Staff required to regularly wash hands
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Updated 06/22/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.
A note from The Inn on Fleming
Updated 06/22/20 Safety precautions are provided by the property and are not checked by Tripadvisor for accuracy.


#17 of 79 B&Bs / Inns in Key West
Travelers' Choice
Our comfortable beds, complimentary daily breakfast, quiet and convenient location, and reasonable rates among the best reasons to visit our house. Ours is a home with the unique history and charm that Old Key West is known for. We accommodate children five years and older. Our guests are made to feel "at home" by each member of our staff, in housekeeping, in our concierge service, and in our readiness to quickly solve problems. Knowledgeable and easy-going; our staff is what Key West is all about. Please note, the check-in age for this property is 21.
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Room & Suite (139)139
Full view
Property amenities
Street parking
Free High Speed Internet (WiFi)
Free breakfast
Bicycle rental
Fax / photocopying
Baggage storage
Non-smoking hotel
Outdoor pool
Sun umbrellas
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Room features
Air conditioning
Seating area
Flatscreen TV
Hair dryer
Room types
Non-smoking rooms
Family rooms
Good to know
Residential Neighborhood
Languages Spoken
Hotel links
Special Price:15% off room rate
1,028Reviews10Q+A100Room tips
Traveler rating
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Popular mentions
anarion55 wrote a review Sep 2020
Homestead, Florida93 contributions34 helpful votes
Property's Favorite Review
First off, thanks David, for making our stay so enjoyable. We wish we could have stayed longer. Ok, with that out of the way... this is a charming B&B (although due to the covid, the 2nd "B" is not possible... but we did get vouchers for one of the local coffee shops - more than enough to have a nice bite). The room was very clean, relatively spacious (for Key West), and well appointed... the ONLY complaint was that there was limited "horizontal storage" space... i.e. shelves and desktop. This was especially noticeable in the bathroom, which was otherwise very nice. There was a nice armoire, with shelves & drawers which mitigated this small issue. The property is (as the name implies) on Fleming Street, about 7-8 blocks from Duval - close enough to be walking distance and far enough to be nice and peaceful. There are nice verandas with ample, comfy seating on all floors - though it was too hot for us to take advantage of them - summer in S. Florida!. The room A/C was exceptionally capable of keeping us cool, and there were sufficient outlets for charging our gadgets. The bed was very comfortable and we had no trouble sleeping at all. We will Definitely keep this gem at the top of our list next visit. Highly recommended!
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Date of stay: September 2020
Response from David Black, General Manager at The Inn on Fleming
Responded 5 weeks ago
Thank you for such a lovely and thoughtful review. We are so happy you enjoyed your stay with us and we'll look at offering more shelves or tables to hold your stuff! Stay safe, and please come back and visit us again soon!
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Jeremy B wrote a review Sep 2020
Washington DC, District of Columbia135 contributions55 helpful votes
Short walk to all the town shops and bars, the most southern point in the continental US, and to the catamaran to Dry Tortugas. The location is perfect, you are right in the middle of the lovely old town neighborhoods. All the top spots are within walking distance. The hotel offers wine, sodas, a small swimming pool, and a nice room.
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Date of stay: September 2020
Response from David Black, General Manager at The Inn on Fleming
Responded Sep 14, 2020
Thank you so much for taking the time to review your stay with us. It's a challenging time for us and for travelers, and we are so glad you were able to visit Key West. We hope you'll return soon and return to The Inn on Fleming.
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BRay3370 wrote a review Sep 2020
23 contributions11 helpful votes
Stayed here in August for a weekend. Very pleased with the room, it was super clean & the bed was comfortable. Further, the A/C worked great & that's a major plus in Key West in August! The hotel is convenient to everything in Key West, so location was fine. David & the other young man who worked at the front desk were professional & courteous. The only reason I didn't give 5 stars here is the parking situation. One night while I was there, I had to park my rental vehicle on a side street in front of another guest house, one of the few spaces that were not marked "resident permit." It made for a somewhat nervous night as I was still concerned about my vehicle being towed, & I had to do that because everyone of the 5-6 parking spaces available at the hotel were occupied. Don't think that I'm upset at the hotel for this, I'm not, I just wish there was more parking available. The 2 spots in front of the hotel were occupied with the same cars all weekend long. With all that said, this is a very nice place to stay, but when I visit again, I'm going to park my car & leave it there the whole time, & then take Uber to where I want to go.
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Date of stay: August 2020
Sleep Quality
1 Helpful vote
Response from David Black, General Manager at The Inn on Fleming
Responded Sep 2, 2020
Thanks so much for the review. Parking in a town that was built for horses and buggies is always going to be a challenge! You are absolutely correct that parking the car and leaving it is the way to go! We are so glad you enjoyed your stay and I will pass your kind words on to Jonathan! We hope you will return to our little island soon and visit us again at The Inn on Fleming!
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Marissa Marx wrote a review Jul 2020
3 contributions
My boyfriend and I stayed here for our anniversary weekend and we had the best experience. It's quaint, personable and convenient in location. Upon arriving, we found a champagne bottle on ice with a sweet card wishing us a "Happy Anniversary". Finding a parking spot on a Friday afternoon was easy and after renting bikes for a small fee, we rode them everywhere and didn't use our car once. We are already discussing our next stay at The Inn on Fleming!
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Date of stay: July 2020
Response from David Black, General Manager at The Inn on Fleming
Responded Jul 16, 2020
It was such a pleasure having you with us for your anniversary getaway! Thanks for taking the time to write your review as they mean a lot to us in keeping our house up to standard and ensuring our guests a great time! Bikes are the way to go in our little town with narrow streets and such limited parking. We are glad you plan to return and visit us again. Stay safe and have a wonderful Summer!
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divaandbulldawg wrote a review Jul 2020
1 contribution
This is THE place to stay when in Key West! David is compassionate, understanding and customer focused willing to do whatever he can to make your experience phenomenal. Listen -- it is rare to find a place that is not only super adorable and the very essence of Key West AND a staff that actually gives a s*** about people! Do not pass up the Inn on Flemming! My husband and I were scheduled there for our vow renewals that were to take place on the property. We had a medical emergency that required us to cancel at last minute. Not only did David show great compassion for our situation, but he went above and beyond to take care of us. I cannot stress how grateful and humbled we were at his actions and the enormous amount of help he gave us. We have our new second home -- right there at the Inn with our "framily" David! The ONLY place we will ever stay. Thank you David!!!!
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Date of stay: July 2020
Response from David Black, General Manager at The Inn on Fleming
Responded Jul 8, 2020
Thanks so much for the kind words! These are trying times and we should all be kind to one another. It was our pleasure to help you resolve the situation and even more of a pleasure to see a happy ending for your vows renewal! :-) Wishing you a speedy recovery, be safe, enjoy your summer, and we look forward to seeing you soon in Key West at The Inn on Fleming!
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$172 - $408 (Based on Average Rates for a Standard Room)
United StatesFloridaFlorida KeysKey West
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Frequently Asked Questions about The Inn on Fleming
Which popular attractions are close to The Inn on Fleming?
Nearby attractions include Key West Cemetery (0.2 miles), Flagler Station Oversea Railway Historeum (0.2 miles), and SALT (0.1 miles).
What are some of the property amenities at The Inn on Fleming?
Some of the more popular amenities offered include free wifi, free breakfast, and a pool.
Which room amenities are available at The Inn on Fleming?
Top room amenities include air conditioning, a flat screen TV, and a refrigerator.
What food & drink options are available at The Inn on Fleming?
Guests can enjoy free breakfast during their stay.
Is parking available at The Inn on Fleming?
Yes, street parking is available to guests.
What are some restaurants close to The Inn on Fleming?
Conveniently located restaurants include Prime Steakhouse, Bien, and Off the Hook Grill Key West.
Are there opportunities to exercise at The Inn on Fleming?
Yes, guests have access to a pool during their stay.
Is The Inn on Fleming located near the city center?
Yes, it is 0.5 miles away from the center of Key West.
Are there any historical sites close to The Inn on Fleming?
Many travelers enjoy visiting Curry Mansion (0.5 miles), Harry S. Truman Little White House (0.7 miles), and Key West Garden Club (1.1 miles).