FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

Key West, Florida
$284 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 Flagler Room, located on the first floor, is a delightful place to decompress at the end of a fun day. Enjoy your slumber on your king bed, savor a cup of keurig coffee, and enjoy a show on the flat screen TV. This room also offers a PRIVATE wheel-in shower for easy access.

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
  • OUTDOOR

    Garden
  • INTERNET

    Available In All Rooms: Free WiFi Available In Some Public Areas: Internet Access
  • THINGS TO DO

    Billiards/pool Table 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

  • Cheryl

    Submitted Oct 26, 2025

    Stayed Oct 19, 2025

    We loved it! Our room was spacious, had a mini fridge and our own icemaker. The shared kitchen had all the necessities and then some. The owners have gone above and beyond to anticipate everything that a traveler would need. Will definitely stay here again.

  • Lauren

    Submitted Aug 18, 2025

    Stayed Aug 14, 2025

    Enjoyed the stay. Very cute, nice house. Friendly staff. Clean and comfortable bed. Walking distance to Duval. Would definitely stay there again.

  • NATALIE

    Submitted Jul 11, 2025

    Stayed Jul 3, 2025

    We enjoyed our stay. We love the area and were able to walk to all areas of old town.

  • Barbara

    Submitted May 24, 2025

    Stayed May 15, 2025

    Great location and a lovely restored home. The common area was fabulous, with a full kitchen, eating/gathering area, and a small plunge pool. Room was nice but needed a few repairs. Bathroom vanity was worn and needs replacing. The appearance of some small bugs was disturbing but quickly addressed. Overall a nice place to stay.

  • Natalie K.

    Submitted Apr 4, 2026

    Stayed Mar 30, 2026

    Very relaxing room with wonderful attention to detail. I particularly loved the the provided pitchers that work very well for having both hot and cold filtered water in the room. Being on the main floor was so convenient! I enjoyed sitting on the front porch, listening to the waterfall on the back patio, as well walking to the massage place just down the street. I loved the longer walks to the marina, Fausto’s grocery store, Duval St, Hemingway House, and the southernmost point. Thank you!

  • Giedrius Tomas B.

    Submitted Mar 17, 2026

    Stayed Mar 14, 2026

    We enjoyed the fengshui of the place. The staff was peofessional and not intrusive

  • A guest from Som....

    Submitted Mar 11, 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: The Inn on Fleming Street was an amazing place to stay during our terrific Key West winter vacation. The room was spacious, clean, and comfortable. I loved the shared kitchen and dining space. I began almost every morning lounging by the pool with a complimentary coffee. Great way to begin the day. The location was perfect, a couple blocks from yummy breakfast places and a short walk from the action on Duvall Street. Also loved being close to a well-stocked grocery store (that also sells beer and wine). Our stay could not have been more perfect. And, the concierge service was incredibly helpful with excursion reservations including jet ski and jeep rental.

  • Amy J.

    Submitted Feb 23, 2026

    Stayed Feb 5, 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: This was a beautiful area in Key West, the room and surrounding areas in the house were beautiful and clean.

  • Frederick R.

    Submitted Feb 21, 2026

    Stayed Feb 9, 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: Although we stayed only four nights, wishing we would’ve stayed longer impressed with the cleanliness of the entire house and our room. Everything you need for a short stay. location was also great restaurants, and groceries all within walking distance.

  • Kaurie P.

    Submitted Feb 15, 2026

    Stayed Feb 13, 2026

    Lovely place, clean and comfortable in a perfect location!

  • patrick d.

    Submitted Jan 15, 2026

    Stayed Jan 12, 2026

    Very clean place! Outstanding!Great location, and quiet at night..Ill be back for sure! PatrickRochester, NY

  • Linda P.

    Submitted Jan 2, 2026

    Stayed Dec 8, 2025

    Our stat was wonderful. The room was exactly like the pictur and the extra amenities were so nice. Loved the location. Very quiet and convient

  • Mike A.

    Submitted Dec 25, 2025

    Stayed Nov 27, 2025

    This place was great. Convenient to everything.

  • Cecelia W.

    Submitted Dec 7, 2025

    Stayed Nov 20, 2025

    The room was immaculately clean, the bed was very comfortable. We did ask for an additional blanket which was delivered immediately. We stayed in the Flagler Room which is downstairs. I don't know how many other guests were there but we only heard footsteps a couple of times so it was very quiet. The location was off the main strip far enough to be a quiet street but we still walked most everywhere we needed to go and only got an uber a couple of times. Would definitely stay again.

  • Scott S.

    Submitted Nov 9, 2025

    Stayed Oct 17, 2025

    Great location

  • Darren S.

    Submitted Sep 29, 2025

    Stayed Sep 25, 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: we had a great time, the room was nice, clean and comfortable. coffee in the morning on the front porch was nice. the location was great. the only issue was parking but that really wasnt an issue since we didnt drive our car the whole time we were there.

  • PaulMMurphy

    Submitted Sep 21, 2025

    Stayed Sep 7, 2025

    Wonderful inn in a very good location. Short walk to the ferry terminal for the day trip to the Dry Tortugas.

  • john l.

    Submitted Aug 23, 2025

    Stayed Aug 20, 2025

    Beautiful property.and location

  • Lauren S.

    Submitted Aug 18, 2025

    Stayed Aug 14, 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: Very cute house. Clean. Perfect location. Had a great time and would definitely stay there again.

  • Denise F.

    Submitted Aug 1, 2025

    Stayed Jul 30, 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: We loved the room & the house. Clean, well maintained, and well appointed. Great part of town & convenient to get anywhere.

  • Brent H.

    Submitted Jul 22, 2025

    Stayed Jul 18, 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: The Inn was very clean and welcoming. The room was perfect and comfortable. The pool , although small was very relaxing. We would stay at the Inn on Fleming again.

  • Gerald T.

    Submitted Jul 21, 2025

    Stayed Jul 7, 2025

    We had a nice large room, and bed. It is located close to shops, and nightlife, on a quiet street perfect for chilling on the large porch with comfy chairs. Would stay again.

  • James D.

    Submitted Jun 30, 2025

    Stayed Jun 22, 2025

    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: We very much enjoyed our stay. Everything was just as described.

  • Amy H.

    Submitted Jun 24, 2025

    Stayed Jun 15, 2025

    This trip to Key West was a first for both myself and my husband. The Inn on Fleming and its amenities made it all the better. The Flagler room was spacious, clean, and comfortable. The common areas were well stocked and easily accessible to all.

  • Albert Y.

    Submitted Jun 21, 2025

    Stayed Jun 19, 2025

    Excellent

  • Christopher B.

    Submitted May 12, 2025

    Stayed May 7, 2025

    We really enjoyed staying here! The location is within feat. From a Duval loop bus stop, which made it really easy to get around without a car. Our rental car rarely left the parking spot on the street.

  • Ted B.

    Submitted Apr 26, 2025

    Stayed Apr 22, 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: This was our 2nd visit to this rental, 1st under new management. Perfect location, easy biking distance to duval street, very clean/well maintained, far enough away to be quiet. Huge room with new decor, coffee maker. No free breakfast per se but daily oranges in the kitchen area were nice! Small pool and reasonably shaded sitting area outside also very cool. Innkeeper available by phone/text with prompt responses - recommend specifying daily or other room service (not routinely provided) for future stays. On site bike rental for good price a major bonus as this is the best transportation in old town Key West! We'll be back!

  • Constance P.

    Submitted Apr 16, 2025

    Stayed Apr 9, 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: Inn on the Fleming had a good location with a health food store and restaurant 2 blocks away. Great location. We were able to walk or take the trolley to most attractions. We arrived early and if the room is ready they will let you know and you can get in early which was really nice. Room and house were clean, house was beautiful, kitchen area nice. Bed was A little soft for me but not bad. We did the Yankee Freedom Ferry and could walk there.

  • Andrew R.

    Submitted Apr 3, 2025

    Stayed Mar 30, 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 place. My wife and I stayed for 3 nights. Everything was beautiful, clean and in good repair. Reasonable walk to shops and restaurants. Coffee supplies and purified water were available, soap, shampoo, etc. Requested extra pillows and they were dropped off promptly. Hardly ever heard any other guests. A/C and fans worked great--an absolute necessity in FLA. The host was quick to respond to texts. Would definitely come back.

  • Mario S.

    Submitted Mar 8, 2025

    Stayed Mar 2, 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: This is excellent well maintained Inn. Dan the host was very friendly. My room and bathroom had all the modern conviences. Separate air conditioning unit, modern bathroom, retro small frig and coffee maker. The community kitchen was fully stocked with beverages, yogurts and breakfast items. The front covered porch was large and comfortable. The back yard was private and the soaking pool was refreshing. I would definitely come back. The location was convenient to all major areas in the Old Town District.

  • Mark K.

    Submitted Mar 6, 2025

    Stayed Feb 22, 2025

    Very nice accommodations. The room was clean and comfortable, and communications were prompt. Price was reasonable for a last-minute Saturday night booking.

  • Janet E.

    Submitted Feb 18, 2025

    Stayed Jan 30, 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 place, easy to get around, clean, lovely sitting areas. Enjoyed the ease of light breakfast and a sip of wine in the evening.

  • Luann R.

    Submitted Jan 20, 2025

    Stayed Jan 9, 2025

    If you need a LATE checkout it does not exist here. Find another listing. I wish I did. When we booked it said it was a possibility. Listing said they had secure luggage storage. That does not exist either. Communication was a huge issue. Texts to get help went unanswered. TV in our room NEVER worked our whole visit even with repeated requests. Missed college football playoffs. Internet was spotty or just did not work. Request for soap to wash hands in the bathroom and new pool towels got a quick response. Liz tried her best to make things right and was kind but there was just too many issues to count. Landscape contractors right outside our windows for three days straight. We were never notified contractors would be on property. Overall the house is in a great location. We could walk or bike everywhere from here. Very clean. Happy hour was a delight to unwind on the porch. Continental breakfast was nice to have in a pinch. Check in was an easy process as was check out. Our room photos were accurate.

  • Sheri B.

    Submitted Dec 30, 2024

    Stayed Dec 25, 2024

    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: When I left I asked myself why haven’t I ever stayed here on my short visits to Key West. The Inn Keepers are on top of it, fast to respond and extremely friendly! I have never felt more like I was staying at friend’s house instead of a B&B/hotel than I did when there. Easy walk to any place you wanted to go & if needed they have bicycles on the property you can rent. This is definitely my go to place to stay on my long weekend trips!!!

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Total

Includes taxes and fees
$274+
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