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

Key West, Florida
$189 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 Simonton Room is located on the 1st floor and offers a plush king bed. Indulge in this lovely modern setting that offers a spacious PRIVATE bathroom with a shower/tub combination. Unwind and enjoy your flat screen TV and sip on a beverage from your mini-fridge.

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 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

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

  • Vince

    Submitted Feb 17, 2026

    Stayed Feb 10, 2026

    Very clean room. Everything was great

  • Michelle

    Submitted Apr 3, 2025

    Stayed Mar 28, 2025

    Recommend a key pad for the front door. We were on the first floor next to the front door with no lock.

  • Melissa

    Submitted Mar 12, 2025

    Stayed Feb 11, 2025

    You 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.

  • Janice S.

    Submitted Apr 21, 2026

    Stayed Apr 17, 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 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!

  • John A.

    Submitted Apr 6, 2026

    Stayed Mar 18, 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: 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.

  • Jason D.

    Submitted Mar 18, 2026

    Stayed Mar 15, 2026

    Great little place with even better price!

  • Carlton F.

    Submitted Mar 13, 2026

    Stayed Feb 24, 2026

    Great 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!

  • Beth M.

    Submitted Feb 28, 2026

    Stayed Feb 21, 2026

    We loved our stay in Key West and the Inn on Fleming was delightful!

  • Sheila R.

    Submitted Feb 16, 2026

    Stayed Feb 13, 2026

    Great location and very nice place

  • Christine R.

    Submitted Feb 8, 2026

    Stayed Feb 1, 2026

    Clean, 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!

  • Janet E.

    Submitted Jan 27, 2026

    Stayed Jan 22, 2026

    Rating 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.

  • Christine T.

    Submitted Jan 15, 2026

    Stayed Jan 12, 2026

    All contact was virtual. Beautiful old home with spacious kitchen access

  • Sue G.

    Submitted Dec 12, 2025

    Stayed Dec 7, 2025

    We 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!

  • Barb S.

    Submitted Dec 8, 2025

    Stayed Dec 5, 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 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.

  • Pat M.

    Submitted Dec 5, 2025

    Stayed Nov 30, 2025

    Wonderful location - walked everywhere. The house was well appointed and the room was super comfortable! Really enjoyed our stay!

  • A guest from Nap....

    Submitted Dec 3, 2025

    Stayed Nov 26, 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: Close to Duval Street. Very clean. Beautiful property

  • Andrea R.

    Submitted Nov 17, 2025

    Stayed Nov 10, 2025

    Super 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.

  • Submitted Sep 14, 2025

    Stayed Sep 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 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! :)

  • Maggie B.

    Submitted Sep 8, 2025

    Stayed Sep 6, 2025

    Rey nice clean property! We were not there to watch TV but very difficult to navigate! Absolutely would recommend to friends!

  • John K.

    Submitted Aug 19, 2025

    Stayed Aug 8, 2025

    Great 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.

  • Hope A.

    Submitted Jul 29, 2025

    Stayed Jul 7, 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: 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.

  • Leticia L.

    Submitted Jul 25, 2025

    Stayed Jul 12, 2025

    It was wonderful. Everything I asked for was at my fingertips. Everything was walking distance

  • Carolyn P.

    Submitted Jul 24, 2025

    Stayed Jul 11, 2025

    We 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

  • Dominque I.

    Submitted Jun 27, 2025

    Stayed Jun 22, 2025

    Absolutely 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!

  • daniel s.

    Submitted Jun 22, 2025

    Stayed May 30, 2025

    We had the best time while Visiting key west

  • Pamela H.

    Submitted Jun 21, 2025

    Stayed May 7, 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, quiet area, very clean, owner answered all our questions. Thanks for a great stay!

  • Donna H.

    Submitted May 23, 2025

    Stayed May 21, 2025

    The Inn was very well kept, very quiet, comfortable, and clean. We enjoyed our stay very much and it was in a great location.

  • Robert E.

    Submitted Apr 28, 2025

    Stayed Apr 24, 2025

    Amazing house in a beautiful area. Wonderful front porch for hanging out. Walk to everything.

  • Michelle M.

    Submitted Apr 14, 2025

    Stayed Mar 28, 2025

    Rating 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.

  • Anne L.

    Submitted Mar 16, 2025

    Stayed Mar 14, 2025

    Everything 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.

  • Kathy D.

    Submitted Mar 5, 2025

    Stayed Mar 3, 2025

    Perfect 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.

  • Uyanga G.

    Submitted Jan 6, 2025

    Stayed Dec 30, 2024

    The 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!

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Total

Includes taxes and fees
$274+
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