Features
Map
Rates & Availability
Review
Features
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MORE
Smoke-free Property Iron/ironing Board -
INTERNET
Available In All Rooms: Free WiFi Available In Some Public Areas: Internet Access -
THINGS TO DO
Heated Pool Shared/communal Pool Tennis -
GUEST SERVICES
Housekeeping (on Request) Laundry Facilities -
FAMILY FRIENDLY
Laundry Facilities Refrigerator -
ACTIVITIES NEARBY
Beach Access Birdwatching Cycling Ecotours Fishing Golfing Jet Skiing Marina Sailing Scuba Diving Snorkeling Swimming Windsurfing -
BEDROOM
Air Conditioning Bed Sheets -
BATHROOM
Hair Dryer Shower Towels -
ENTERTAINMENT
Cable/satellite Channels Smart TV -
OUTDOOR SPACE
Balcony -
FOOD AND DRINK
Coffee/tea Maker Ice Maker Refrigerator
Map
Rates & Availability
Review
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Kelly M.
Submitted Feb 16, 2026
Stayed Feb 13, 2026What a beautiful piece of property. My wife and I stayed here for Valentine’s Day weekend and the Hemingway suite. It was so cute and perfect. The Inn is within walking distance to everything but we rented these great little scooters and got all over the place very easily. The room was very, very clean as was the rest of the end and the people that were staying there were also super cool. We will definitely be back. There wasn’t one single thing we needed that wasn’t provided coffee makers and ice makers in the room and even a tiny cute little refrigerator. Check in check out was super easy. Kelly and Lori
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Kathi W.
Submitted Jan 17, 2026
Stayed Jan 9, 2026Very comfortable. The common kitchen area was very nice.
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Joaquin L.
Submitted Jan 9, 2026
Stayed Dec 28, 2025This is a very quaint and comfortable place to stay. Has a nearby supermarket and back street restaurants. But also not too far from Duval, and if you like to walk, you can take a longer walk to Sunset Point. Easy self check-in, and also you always have the support of staff just a phone-call away (used it several times). it has nice common areas you can use to warm up and enjoy a meal (didn't use them, but saw they were nice) I don't do reviews, but found this to be a little gem that I would enjoy returning to. The only catch is parking, we had motorcycles and were able to find a spot, but the street parking requires residential permits. Solution: rent bicycles and park in the space up front reserved for just that.
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Nikki W.
Submitted Dec 27, 2025
Stayed Dec 24, 2025The Inn was so cute and well appointed. Perfect location to walk to Duval or Mallory Sq. Upstairs guests were very loud. Next time we’ll book the top suite.
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Sondra T.
Submitted Dec 19, 2025
Stayed Dec 17, 2025Really nice place! Clean and convenient.Water pressure in shower was very weak.
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Gary H.
Submitted Dec 13, 2025
Stayed Dec 9, 2025Could have provided soap for shower. Confused by ashtrays on deck (one with cigar butts) when stated that there is no smoking allowed anywhere on property.
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Beau B.
Submitted Dec 8, 2025
Stayed Dec 7, 2025The room was fantastic. The whole property was wonderful. Very cool old building with lovely decor. Our host was excellent and easy to worl with. There was a issue with our samsung phone that he worked with us on and made it easy to get in to pur room. Great place will definitely stay again next time we are in Key West.
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Melissa F.
Submitted Nov 26, 2025
Stayed Nov 22, 2025Loved the house. Perfect location. The shared living room and kitchen was so welcoming.
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Linda A.
Submitted Nov 1, 2025
Stayed Oct 11, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Beautiful room. The public areas were so comfortable, inviting to sit and enjoy. Any questions we had were answered very promptly. It was like staying in someone's beautiful old home. We had no need to drive anywhere - just walked the area to everything - restaurants, shops, waterfront area. Truly a laid back, relaxing atmosphere.
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Devon P.
Submitted Oct 20, 2025
Stayed Oct 17, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The staff was amazing. Very friendly and helpful. I'll stay again.
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Jeff M.
Submitted Sep 19, 2025
Stayed Sep 11, 2025The property was excellent!! A short walk to all the places in Key West. Duval Street, Mallory Square, Hemingway House, etc. The house was set up so you had a great area to get things and take to your room. Would definitely stay again!
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Bob S.
Submitted Sep 13, 2025
Stayed Aug 8, 2025A Perfect Stay – We’ll Definitely Be Back! We absolutely loved our stay at The Inn on Fleming! From the moment we arrived, we felt welcomed and relaxed. The inn is tucked away in a quiet neighborhood, yet still within easy walking distance to all the fun and flavor of Old Town Key West. It’s the perfect combination of peaceful retreat and convenient location.Our room was spotless, charming, and thoughtfully appointed with everything we needed. The attention to detail throughout the property really shows.
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David N.
Submitted Aug 4, 2025
Stayed Jul 18, 2025We stayed here to celebrate my wife’s 50th birthday, and everything about it was perfect. From the moment we arrived, we felt relaxed and welcomed. The property was exactly as advertised—clean, comfortable, and full of charm. The location couldn’t have been better—tucked away enough to feel private and peaceful, yet close to everything we wanted to see and do in Key West.The interior was thoughtfully decorated and well-appointed, and we had everything we needed for a comfortable, stress-free stay. The host was communicative, helpful, and made sure everything went smoothly from start to finish.This place helped make a milestone birthday even more memorable, and we’re already talking about coming back. Highly recommend!
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Lisette M.
Submitted May 16, 2025
Stayed May 6, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Our stay at the Inn on Fleming was outstanding, the property is well kept and quiet. The property management team was responsive to any questions that we had. We would recommend this property for many reasons it is charming and the access to both restaurants and for us our seaplane excursion to the Dry Tortuga was so efficient. Walking the neighborhood made you feel a part of city not as if you flew went to a hotel but it felt warm and inviting. We had a truly excellent experience and would not only recommend the property but stay there again and longer then our two night stay. I things this property would be a great destination for a family or for a special event.
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Kim W.
Submitted Apr 29, 2025
Stayed Apr 11, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The location was off the beaten path but completely walkable to Duval St., The wharf, and Mallory Square. We stayed in the Hemingway Room. There is a shared outdoor deck. It is expansive. I sat every morning inthe sun and read in peace and quiet. The roomis accessible without going through the house. The air conditioning was good (April), bed comfy, room clean, large, pretty, and bed comfy. Plenty of K-cups and creamers. More were available in the kitchen as well as ice, clean mugs and glasswear. Refrigerator and whitenoise machine in room.
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Kevin P.
Submitted Apr 24, 2025
Stayed Apr 19, 2025It’s in a great location, close enough to some great spots but also far enough so you’re not getting all the noise of Duvall. The room was great, the amenities were good and the pool/outdoor patio was a great spot to tan and cool off for a couple of hours. Would definitely stay again
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Dennis M.
Submitted Apr 23, 2025
Stayed Apr 9, 2025Great access to all that key west had to offer
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gary a.
Submitted Mar 25, 2025
Stayed Mar 10, 2025Good location to everything
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Cerilla R.
Submitted Feb 5, 2025
Stayed Jan 23, 2025Our room was clean and walking distance to everything we wanted to do. Easy communication with the innkeeper and concierge. Great stay!
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jeremie l.
Submitted Jan 20, 2025
Stayed Jan 1, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: CUTE, CLEAN AND GOOD SPOT