Features
Map
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) -
FAMILY FRIENDLY
Refrigerator -
ACTIVITIES NEARBY
Beach Access Birdwatching Cycling Ecotours Fishing Golfing Jet Skiing Marina Outlet Shopping Sailing Scuba Diving Snorkeling Swimming Windsurfing -
BEDROOM
Air Conditioning Bed Sheets -
BATHROOM
Bathtub Or Shower Hair Dryer Towels -
ENTERTAINMENT
Cable/satellite Channels Smart TV -
OUTDOOR SPACE
Balcony -
FOOD AND DRINK
Coffee/tea Maker Ice Maker Refrigerator
Map
Availability
Review
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Vince
Submitted Feb 17, 2026
Stayed Feb 10, 2026Very clean room. Everything was great
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Michelle
Submitted Apr 3, 2025
Stayed Mar 28, 2025Recommend a key pad for the front door. We were on the first floor next to the front door with no lock.
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Melissa
Submitted Mar 12, 2025
Stayed Feb 11, 2025You 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.
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Janice S.
Submitted Apr 21, 2026
Stayed Apr 17, 2026Rating 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 Inn on Flemington was exceptional from the check in process to the room and common areas. Our room was just as pictured on the web site. It was so conveniently located to the many attractions in the town and within walking distance to great restaurants. The staff was phenomenal and a special thanks to Hilary. She was great and such a pleasure to just sit and talk with!
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John A.
Submitted Apr 6, 2026
Stayed Mar 18, 2026Rating 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: It was our first trip to Key West. The Inn on Fleming was a great find. Very nice property. Our room was as described and comfortable. Kitchen, common areas and pool were very nice. The concierge service was always available.
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Jason D.
Submitted Mar 18, 2026
Stayed Mar 15, 2026Great little place with even better price!
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Carlton F.
Submitted Mar 13, 2026
Stayed Feb 24, 2026Great location, super clean, very nice to have some space outside of the room with a kitchen, fridge, pool, and all the other amenities - unlike the overpriced hotels. Did not get woken up by chickens. Bed was super comfy. Would definitely recommend!
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Beth M.
Submitted Feb 28, 2026
Stayed Feb 21, 2026We loved our stay in Key West and the Inn on Fleming was delightful!
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Sheila R.
Submitted Feb 16, 2026
Stayed Feb 13, 2026Great location and very nice place
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Christine R.
Submitted Feb 8, 2026
Stayed Feb 1, 2026Clean, cozy room . House has a bed n breakfast feel. Kitchen is shared and has lots of space n offers coffe n tea n filtered water. Locations is great quite side street not far from docks n Duvall Street. Great for a few day stay. Host was easy to contact. Great stay!
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Janet E.
Submitted Jan 27, 2026
Stayed Jan 22, 2026Rating Details: The property manager was more than helpful. The vacation rental was spotless. I was very happy with the location. I was somewhat dissatisfied with the condition of the vacation rental. Overall, I do not recommend this vacation rental. Reviewer Comments: We discovered this property last year and had such a great experience we booked again this year. The Inn was clean in the common areas and when we arrived. However, trash was not collected at any time during our stay, towels were not refreshed, dehumidifier stopped minutes after we arrived and was not remedied. Our previous stay, a selection of muffins and fruit in the AM, a choice of wine in the evening and the service of our rooms made the stay special. None of those amenities were offered this year. 2 other guest were told they could prepare a meal, only to find microwave the only source to prepare their food. Location is awesome, just a bit spare on service and amenities. Easy walk to anything you might want to see and do.
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Christine T.
Submitted Jan 15, 2026
Stayed Jan 12, 2026All contact was virtual. Beautiful old home with spacious kitchen access
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Sue G.
Submitted Dec 12, 2025
Stayed Dec 7, 2025We loved everything about our room, and the Inn on Fleming, it’s a great location in a safe, quiet, historic neighborhood. Walkable to Duval and to the waterfront. The Simonton room is large, high ceiling, with fan and air conditioning. There is a fridge, tabletop icemaker, and Keurig. Coffee pods, cream and sugar are provided. Bed was comfortable, plenty of towels, and super clean bathroom. We had access to the home, porch, deck, pool. There are dishes, cutlery, wine glasses to use as well as kitchen space to prep and serve food. Lovely sitting area, place to leave luggage if you arrive early. A concierge is available, as well as a virtual innkeeper - easily reached by text, and prompt replies. We loved everything about our stay, and would definitely choose to stay there again. Oh, and the holiday decor was gorgeous and festive!
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Barb S.
Submitted Dec 8, 2025
Stayed Dec 5, 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 inn was amazing! We had a king bed room with private bathroom. Kurig, ice maker, fridge and freezer, and dehumidifier in room. Extremely clean and comfortable. Common area was amazing! Well equipped kitchen, kurig, ice maker, microwave, stovetop, dining area, and sitting areas. Front porch, lounge chairs and small pool in the back. Bike rental onsite. Virtual check in and out. By far the best stay yet. Only negative was the tv kept buffering. After a long day we just wanted to veg and watch tv and we’re not able to.
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Pat M.
Submitted Dec 5, 2025
Stayed Nov 30, 2025Wonderful location - walked everywhere. The house was well appointed and the room was super comfortable! Really enjoyed our stay!
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A guest from Nap....
Submitted Dec 3, 2025
Stayed Nov 26, 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: Close to Duval Street. Very clean. Beautiful property
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Andrea R.
Submitted Nov 17, 2025
Stayed Nov 10, 2025Super quiet with the exception of one night. Really nice linens and comfy bed! I really liked that this stay had a filtered water machine for guests to use AND the insulated pitchers were wonderful to use. There was great shower water pressure and plenty of hot water. I would stay here again.
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Submitted Sep 14, 2025
Stayed Sep 9, 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 do not recommend this vacation rental. Reviewer Comments: Came in for a quick trip to key west, looking for rest, relaxation and a little fun. Dwell and the Inn on Fleming hit the spot! :)
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Maggie B.
Submitted Sep 8, 2025
Stayed Sep 6, 2025Rey nice clean property! We were not there to watch TV but very difficult to navigate! Absolutely would recommend to friends!
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John K.
Submitted Aug 19, 2025
Stayed Aug 8, 2025Great room in a nicely renovated old house. Looks just like the pictures. Liz and Dwell team were easy to communicate with and responsive to any needs and recommendations. Would stay here again. Close walk to anything on the island. (Uber's from airport). Awesome front porch and nice pool.
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Hope A.
Submitted Jul 29, 2025
Stayed Jul 7, 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: Everything about this little Inn was special and unique. We always felt safe, even though the front door to the Inn stayed unlocked for all guests. Everyone in Key West is so welcoming.
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Leticia L.
Submitted Jul 25, 2025
Stayed Jul 12, 2025It was wonderful. Everything I asked for was at my fingertips. Everything was walking distance
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Carolyn P.
Submitted Jul 24, 2025
Stayed Jul 11, 2025We were made to feel welcomed. Met some great people. Wendy the owner stopped by and we chatted and Liz was so helpful. I wanted to stay longer. Our room was a haven from the heat and everything was crisp and clean. It felt like you were staying with family. Walking distance to Duval Street. We were permitted to use the amenities before and after check out while we waited for our boat back to Fort Meyers. Met Bill a retired lawyer and a lovely family from up north that we chatted in the pool. Fresh oranges left out in a bowl and coffee pods stocked I’d love to go back again. We took the Ferry from Fort Meyers to Key West and it was a three block walk to the Inn. Flemming street is beautiful and mature Ubers are fast and cheap if you want to avoid the heat and walk back to the inn
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Dominque I.
Submitted Jun 27, 2025
Stayed Jun 22, 2025Absolutely 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!
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daniel s.
Submitted Jun 22, 2025
Stayed May 30, 2025We had the best time while Visiting key west
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Pamela H.
Submitted Jun 21, 2025
Stayed May 7, 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: Great location, quiet area, very clean, owner answered all our questions. Thanks for a great stay!
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Donna H.
Submitted May 23, 2025
Stayed May 21, 2025The Inn was very well kept, very quiet, comfortable, and clean. We enjoyed our stay very much and it was in a great location.
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Robert E.
Submitted Apr 28, 2025
Stayed Apr 24, 2025Amazing house in a beautiful area. Wonderful front porch for hanging out. Walk to everything.
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Michelle M.
Submitted Apr 14, 2025
Stayed Mar 28, 2025Rating Details: The property manager was very helpful. The vacation rental was very clean. I was somewhat unhappy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: One of the smallest rooms, next to the front door which is left unlocked. Recommend implementing a front door keypad for visitors staying at the property.If I stayed there alone, I would not have felt safe.
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Anne L.
Submitted Mar 16, 2025
Stayed Mar 14, 2025Everything 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.
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Kathy D.
Submitted Mar 5, 2025
Stayed Mar 3, 2025Perfect 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.
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Uyanga G.
Submitted Jan 6, 2025
Stayed Dec 30, 2024The 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!