TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool

Key West, Florida
$264 avg/night
Bed 1

Bed

Bath 1

Bath

Home Guest House

Property Type

Sleep 2

Max Sleeps

CAPTIVATING CLASSIC REVIVAL CHARM...
Built in 1894, the delightful Inn on Fleming is an 11 room boutique hotel that was once the residence of Board of Education chair Glynn Archer until it was transformed into what is now a serendipitous tropical refuge, boasting 9 unique rooms and suites and tucked into a peaceful residential street. You are only two blocks from the Historic Seaport and a short stroll to 5 star restaurants, bars, shopping and the endless allure of famous Duval Street. Whether you're looking to hook your catch of the day, visit upscale art galleries, or swim with the dolphins, let us be your home away from home in paradise.
***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.
***There is no complimentary breakfast however we provide light snacks for your enjoyment in the common areas.

DETAILS AND AMENITIES...
The magic begins as you step onto our cozy wraparound porch with comfortable and plentiful seating, where you are immersed in the unique sights and sounds of our charming neighborhood. The spacious kitchen, dining and cozy living areas are located on the main level of the inn. Retreat to our tropical garden to savor a cup of coffee in the morning. Sip on a crafted cocktail in the afternoon and take a dip in our lush tropical heated pool featuring a soothing and relaxing waterfall. Indulge yourself with a favorite novel or explore the internet with free Wi-Fi. All of our rooms include an ensuite bathroom, Serta PerfectSleeper Prestige Suite 11 Mattresses, fine linens, flat screen TV, coffeemaker and a mini-fridge, countertop ice machine, as well as tropical garden views. Our concierge services can advise you about all the things to do, including reservations to snorkel, kayak in the mangrove channels, or relax on an evening sunset sail.

SLEEPING ARRANGEMENTS...
The Truman room is located on the 2nd floor and offers a cozy space with a queen bed and a PRIVATE shower bathroom. Perfect for a weekend getaway for two, this peaceful refuge connects to the Whitehead Room, providing additional space for friends or family traveling together for that special Key West vacation.

OUTDOOR LIVING...
Find your serenity and let your mind melt, listening to the soft rush of our pool waterfall. Enjoy cozy conversation and frosty beverages under the shaded pool tables, surrounded by lush foliage and sultry island breezes. Stroll through our garden that envelops you in lush mature landscaping and soothes your soul with tropical breezes. Bikes are available to rent for your outdoor adventures.

PARKING...
We do not have our own parking but there is plenty of free on-street parking. Please refrain from parking in spots marked resident permit.

PETS...
This is not a pet-friendly inn.

DISTANCES TO BEACHES...
Simonton Beach...0.8 mi
Fort Zachary Taylor...1.5 mi
South Beach...1.2 mi
Higgs Beach...1.5 mi
Smathers Beach...2 mi

Cancellations requested at least 30 days prior to arrival receive a full refund.
Cancellations requested at least 14 days prior to arrival receive a 50% refund.

BE OUR CHERISHED GUEST...

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • 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

CheckIn Check-in : 03:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 2

Map Map

School District Availability

Review Review

  • Janna

    Submitted Jul 20, 2025

    Stayed Jul 18, 2025

    This 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.

  • Mike

    Submitted Jul 2, 2025

    Stayed Jun 21, 2025

    Great place will rent again

  • Carolina

    Submitted Jun 1, 2025

    Stayed May 30, 2025

    Wonderful stay felt like a home away from home! Will defonitely highly reccommend and plan pn returning!

  • Alejandro

    Submitted May 1, 2025

    Stayed Apr 26, 2025

    Great place

  • Wendy

    Submitted Apr 27, 2025

    Stayed Apr 23, 2025

    Quaint old but updated inn, with nice amenities and decor. Management easy to communicate with. Close to all the Old Town attractions.

  • william

    Submitted Dec 5, 2024

    Stayed Nov 27, 2024

    The hosts were great! The areas was very comfortable and felt like home. Everything I wanted and needed I could walk to.

  • Deborah P.

    Submitted Apr 17, 2026

    Stayed Mar 31, 2026

    This is a convenient location. It is well cared for. Bathroom is a bit tight.

  • Elizabeth V.

    Submitted Apr 10, 2026

    Stayed Mar 27, 2026

    The 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!

  • Shauna E.

    Submitted Mar 9, 2026

    Stayed Mar 4, 2026

    Rating 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.

  • Darcy B.

    Submitted Mar 3, 2026

    Stayed Mar 1, 2026

    It was nice clean comfortable bed and close to fun activities. Would have liked the pool to be open later. Thanks,

  • David L.

    Submitted Feb 25, 2026

    Stayed Feb 23, 2026

    Electronic check in was easy. Room as described and consistent with pictures

  • Marcia M.

    Submitted Feb 20, 2026

    Stayed Feb 14, 2026

    Wonderful quiet location, yet within walking of most attractions. Spotless!

  • Mike C.

    Submitted Feb 13, 2026

    Stayed Feb 10, 2026

    Rating 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.

  • Eric F.

    Submitted Jan 24, 2026

    Stayed Jan 23, 2026

    Absolutely fantastic place to stay. Clean, organized, close to everything.

  • Lisa L.

    Submitted Jan 14, 2026

    Stayed Jan 10, 2026

    The quality and cleanliness of the space and modern amenities made us super comfortable! The location was perfect too!

  • Cara H.

    Submitted Jan 2, 2026

    Stayed Dec 30, 2025

    Great amenities!

  • Max C.

    Submitted Dec 31, 2025

    Stayed Dec 27, 2025

    Rating 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.

  • Sherry C.

    Submitted Dec 16, 2025

    Stayed Dec 12, 2025

    I 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.

  • Lon B.

    Submitted Nov 20, 2025

    Stayed Nov 17, 2025

    The 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.

  • Lori B.

    Submitted Oct 21, 2025

    Stayed Oct 16, 2025

    Rating 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.

  • Harnoor S.

    Submitted Sep 22, 2025

    Stayed Sep 18, 2025

    Amazing stay

  • Maria Jose N.

    Submitted Jun 30, 2025

    Stayed Jun 22, 2025

    The 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.

  • Richard H.

    Submitted Jun 23, 2025

    Stayed Jun 19, 2025

    Rating 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.

  • Bill D.

    Submitted May 28, 2025

    Stayed May 25, 2025

    Bathroom toilet impossible for grown men. Poor water pressure/constant temp. Signs of bugs/termites. Hoping not to transport any home with us

  • Robert M.

    Submitted May 26, 2025

    Stayed May 24, 2025

    Rating 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

  • Nancy E.

    Submitted May 25, 2025

    Stayed May 19, 2025

    Rating 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.

  • Brenda A.

    Submitted Apr 12, 2025

    Stayed Apr 10, 2025

    The 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.

  • Daniel M.

    Submitted Mar 23, 2025

    Stayed Mar 18, 2025

    Thank you!! Lovely stay

  • Suzanne K.

    Submitted Feb 5, 2025

    Stayed Feb 1, 2025

    Rating 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.

  • Susan F.

    Submitted Jan 23, 2025

    Stayed Jan 20, 2025

    Rating 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

  • Jona R.

    Submitted Dec 4, 2024

    Stayed Dec 31, 1969

    Rating 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!

  • Jona R.

    Submitted Dec 3, 2024

    Stayed Nov 30, 2024

    Rating 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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Total

Includes taxes and fees
$310+
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