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 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
Availability
Review
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Janna
Submitted Jul 20, 2025
Stayed Jul 18, 2025This guesthouse was in a quiet area of town, but still close to all the hotspots I wanted to see. Street parking was abundant and I will definitely stay here again.
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Mike
Submitted Jul 2, 2025
Stayed Jun 21, 2025Great place will rent again
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Carolina
Submitted Jun 1, 2025
Stayed May 30, 2025Wonderful stay felt like a home away from home! Will defonitely highly reccommend and plan pn returning!
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Alejandro
Submitted May 1, 2025
Stayed Apr 26, 2025Great place
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Wendy
Submitted Apr 27, 2025
Stayed Apr 23, 2025Quaint old but updated inn, with nice amenities and decor. Management easy to communicate with. Close to all the Old Town attractions.
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william
Submitted Dec 5, 2024
Stayed Nov 27, 2024The hosts were great! The areas was very comfortable and felt like home. Everything I wanted and needed I could walk to.
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Deborah P.
Submitted Apr 17, 2026
Stayed Mar 31, 2026This is a convenient location. It is well cared for. Bathroom is a bit tight.
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Elizabeth V.
Submitted Apr 10, 2026
Stayed Mar 27, 2026The room was very clean and comfortable, as was the whole house. We did not have a car, so no comment on parking. It was quite central to everything (walking distance), but also quiet. We even walked to the State Park beach, which was lovely. My only comment for future guests is that while very clean, the bathroom was very small. It was sufficient for us (both 200 lbs), but if you are large you might find the bathroom a little uncomfortable. We would definitely stay there again!
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Shauna E.
Submitted Mar 9, 2026
Stayed Mar 4, 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: Very nice 'rooming house' Key West style! House is super clean, lots of enjoyable indoor and outdoor space.
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Darcy B.
Submitted Mar 3, 2026
Stayed Mar 1, 2026It was nice clean comfortable bed and close to fun activities. Would have liked the pool to be open later. Thanks,
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David L.
Submitted Feb 25, 2026
Stayed Feb 23, 2026Electronic check in was easy. Room as described and consistent with pictures
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Marcia M.
Submitted Feb 20, 2026
Stayed Feb 14, 2026Wonderful quiet location, yet within walking of most attractions. Spotless!
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Mike C.
Submitted Feb 13, 2026
Stayed Feb 10, 2026Rating 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: Wonderful oasis away from the hustle and bustle of Duval! Really enjoyed the fine linens and well maintained property. Check in was a breeze. Easy to relax and read a book or visit with others guests in the central area or pool. Enjoyed sitting on the front porch watching KW awaken while sipping coffee. Great restaurant called Azur basically around the corner. Convenient to Bight terminal if you’re arriving by KW Express.
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Eric F.
Submitted Jan 24, 2026
Stayed Jan 23, 2026Absolutely fantastic place to stay. Clean, organized, close to everything.
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Lisa L.
Submitted Jan 14, 2026
Stayed Jan 10, 2026The quality and cleanliness of the space and modern amenities made us super comfortable! The location was perfect too!
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Cara H.
Submitted Jan 2, 2026
Stayed Dec 30, 2025Great amenities!
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Max C.
Submitted Dec 31, 2025
Stayed Dec 27, 2025Rating Details: The property manager was somewhat unhelpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Everything was fine except for two things:The traffic when I was on the road going to the place, and the check-in time. The management communication was good, but I've been ignored for some questions 🙃 that I need some answers to.
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Sherry C.
Submitted Dec 16, 2025
Stayed Dec 12, 2025I will say that the stay was excellent however, there are a few points of comfort that I’d like to bring up. For the cost, I would think that maybe you could invest in some better pillows that are more comfortable and not so bumpy and hard. Secondly, the canopy bed poles and peed the view of the television, and that might seem petty and minor, but looking at the TV screen with a pole in the way is just not very well it’s just annoying honestly. When we travel sometimes we’d like to watch television in bed and that was just not something that we enjoyed about the room.
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Lon B.
Submitted Nov 20, 2025
Stayed Nov 17, 2025The room was clean, neat and well appointed. It was exactly as described. I was a little concerned about the remote self check in and check out but it was convenient and worked flawlessly. The location of the unit allowed us to walk to all of the things we wanted to do in Key West without using our car. Street parking was available with a little searching. We will definitely stay again during future visits to the Keys.
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Lori B.
Submitted Oct 21, 2025
Stayed Oct 16, 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 is on a quiet street two blocks from the marina. And walking distance of everything you need. Excellent communication, easy, check-in, and all the amenities you need.
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Harnoor S.
Submitted Sep 22, 2025
Stayed Sep 18, 2025Amazing stay
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Maria Jose N.
Submitted Jun 30, 2025
Stayed Jun 22, 2025The location of the property was ideal. Close to everything but far enough not to be too noisy. Everything is at a walking distance. My bedroom, the Truman was, very comfortable: the queen bed with four pillows. It is nice to have your own fridge and ice maker in your room. The air conditioner was great. It is very convenient to have a kitchen available, and the water machine to fill your bottle before you leave the house for the day. The concierge was great and made easy to rent a bike or for anything you needed. I will definitely come back to Key West and stay in The Inn on Fleming.
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Richard H.
Submitted Jun 23, 2025
Stayed Jun 19, 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: Excellent! Exceeded my expectations thoughout.
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Bill D.
Submitted May 28, 2025
Stayed May 25, 2025Bathroom toilet impossible for grown men. Poor water pressure/constant temp. Signs of bugs/termites. Hoping not to transport any home with us
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Robert M.
Submitted May 26, 2025
Stayed May 24, 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 online reservation process was very simple through expedía. When the day came, I received a text message with code and instructions for room. It had a very key West feel to it all wooden in the hotel and stairway. Once in room I was pleasantly surprised. Great view of the street, great AC and comfortable bed. I was able to find parking right in front of 5h4 Fleming house. I would definitely stay again though maybe next time first floor. 5 stars for sure
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Nancy E.
Submitted May 25, 2025
Stayed May 19, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: What we loved best about this stay was the large, open kitchen and living area (shared, but which we mostly had to ourselves). This is where we drank our coffee (available 24/7 - thank you!!), read, microwaved leftovers, ate deliciousness from nearby Old Town Bakery, and enjoyed the juiciest oranges (provided). Our Truman room was small but adequate. Loved having the fridge and ice maker! We didn’t use the concierge service, but it was available. Location was a bit farther from center Old Town than we would have preferred in the heat. Next time, I would get a larger room with a larger bed. This one wasn’t comfortable for two average plus older adults. One quick fix I would recommend to the owners: have a few different kinds of pillows. The ones in the Truman room, at least, were solid rbricks, not our preferred type.
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Brenda A.
Submitted Apr 12, 2025
Stayed Apr 10, 2025The house was adorable with the cool old Keys vibe. Liz was awesome and her communication regarding check in/check out made things effortless. Would definitely recommend and revisit.
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Daniel M.
Submitted Mar 23, 2025
Stayed Mar 18, 2025Thank you!! Lovely stay
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Suzanne K.
Submitted Feb 5, 2025
Stayed Feb 1, 2025Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: House is close enough to walk to everything but far enough that the street is quiet. Room we were in was not very spacious especially the bathroom but it was clean and the bed was comfortable. The breakfast in the morning was grab and go, yogurt and bread/bagels left out to toast yourself. The backyard plunge pool is not heated and was too cold to use.
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Susan F.
Submitted Jan 23, 2025
Stayed Jan 20, 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 walking distance to museums shops and restaurants Lovingly restored building with comfortable common areas. Lite continental breakfast and happy hour
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Jona R.
Submitted Dec 4, 2024
Stayed Dec 31, 1969Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our stay at the Inn on Fleming. It was our first time to visit Key West, so we were guessing at location. We were not disappointed, as everything was within walking distance. Though it was remote checkin, the management team was helpful and accessible. Adult beverages and snacks were available, as was a continental breakfast each morning. We would stay again, but would choose a different room because the bathroom in the Truman was extremely small. The hotel's common areas were very nice, but we didn't use the outdoors space much because of the cool weather. Thank you Dwell Key West!
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Jona R.
Submitted Dec 3, 2024
Stayed Nov 30, 2024Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our stay at the Inn on Fleming. It was our first time to visit Key West, so we were guessing at location. We were not disappointed, as everything was within walking distance. Though it was remote checkin, the management team was helpful and accessible. Adult beverages and snacks were available, as was a continental breakfast each morning. We would stay again, but would choose a different room because the bathroom in the Truman was extremely small. The hotel's common areas were very nice, but we didn't use the outdoors space much because of the cool weather. Thank you Dwell Key West!