WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

Key West, Florida
$194 avg/night Minimum Stay 1 Nights
Bed 1

Bed

Bath 1

Bath

Home Guest House

Property Type

Sleep 2

Max Sleeps

Night 1 nights

Min Stay

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 Whitehead Room is located on the 2nd floor and offers a queen bed. Enjoy your privacy in this location that is accessible from the back deck with lounge furnishings. Dade County pine walls and a PRIVATE bathroom with a tub/shower combination complete the cozy space. This room connects to the Truman Room.

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 Rates & 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
  • 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

    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 Rates & Availability

Review Review

  • James

    Submitted Jan 4, 2026

    Stayed Jan 2, 2026

    Complete Beautiful arrangement

  • Ulises

    Submitted May 4, 2025

    Stayed May 2, 2025

    Very good

  • Luc A.

    Submitted Jan 17, 2026

    Stayed Dec 23, 2025

    Everything was perfect and location is i

  • Erika D.

    Submitted Dec 4, 2025

    Stayed Sep 22, 2025

    Cozy room, nice pool, wonderful property overall.

  • PAM M.

    Submitted Nov 7, 2025

    Stayed Nov 2, 2025

    The room was very clean. The AC and ceiling fans were effective, so we had no problem with the temperature in the room. The shopping was walkable, and we had breakfast options within a few blocks. The only drawback was parking close by.

  • jamie r.

    Submitted Oct 27, 2025

    Stayed Oct 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: Perfect location. Everyone was really nice.

  • Karley S.

    Submitted Sep 29, 2025

    Stayed Sep 26, 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 loved our experience in the Whitehead room. Everything was very clean and the space was so comfy and cozy. Will definitely be staying at this property again. The self check in was easy and responses with questions were quick.

  • Gloria B.

    Submitted Aug 29, 2025

    Stayed Aug 15, 2025

    Super property with little pool and quiet neighborhood. Very Key Westy.

  • Philip M.

    Submitted Jul 22, 2025

    Stayed Jul 18, 2025

    This was a last min. trip / deal. Great spot, just a few blocks from Duval. Grocery store and great breakfast place a few blocks away on Flemming. Sunny Eggs, I ate there 2 mornings in a row. Rent a bike for 10 a day and cruise all over the island. Staff was ready to help with any questions. Clean, cold AC, hot water. Small pool to hang out in away from the noise. I will stay here again!Phil

  • James N.

    Submitted Jul 6, 2025

    Stayed Jul 3, 2025

    Cozy little room with all the amenities!

  • Joshua T.

    Submitted Jun 13, 2025

    Stayed Jun 10, 2025

    Rating Details: The property manager was very helpful. The vacation rental was very clean. 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 enjoyed our stay and cleaned.

  • Jessica C.

    Submitted May 11, 2025

    Stayed May 8, 2025

    We had a fantastic stay at The Inn on Fleming! The location is ideal—quiet enough to relax, yet just a short bike ride to Duval Street and all the Key West action. The inn itself is charming, well-maintained, and has a lovely historic feel with modern amenities.Our room was clean, cozy, and tastefully decorated, with a comfortable bed and great air conditioning (a must in Key West!). Highly recommend The Inn on Fleming for couples or families looking for a relaxing and authentic Key West experience!

  • A guest from Cle....

    Submitted Apr 16, 2025

    Stayed Apr 8, 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 on Fleming was charming. My husband and I really enjoyed our stay. The Inn was very clean, stocked well and extremely comfortable. It was close to all the places we wanted to go and we were able to park close with no issue. We will definitely be back.

  • paul p.

    Submitted Mar 25, 2025

    Stayed Mar 20, 2025

    Rating Details: The property manager was adequately helpful. The vacation rental was somewhat dirty. I was happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Was not sure what to expect. Pricing to me is crazy in this town. I found a place that was the cheapest in town available. The pictures they display always look great. So to be frank the house is old like most in this town, very old nothing of the bones have been changed so the doors don't close right, windows painted shut. All original with a few exceptions. Main common area beautifully redone and kept, the outside common area is great as well. So my only complaint was the floor was filthy. I spilled some water when I wiped it up the towel was black. So when they clean, they don't was the hardwood floor. Remember this is an old beach town with high priced rent. One last thing there was a distinct smell

  • William E.

    Submitted Feb 1, 2025

    Stayed Jan 27, 2025

    Rating Details: 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 had stayed here before and will again. It is quiet and nice. Getting extra supplies was difficult as there is no staff there most of the day. But things were maintained well and communication was very good.

  • Diana J.

    Submitted Jan 27, 2025

    Stayed Jan 21, 2025

    The picture you have is the first impression when you enter the room. Small and stylishly decorated. The bathroom was rough. The grout was ugly and pieces cracked and hurt your feet, The bathroom window, right in front of your face every time you used the sink was dirty, not just the glass but the minions were filthy. The flush valve on the toilet was broken and leaked. Fix that and it would be an awesome place. As I said before, the common areas were lovely, all furnishings were tasteful, kitchen was well stocked. We liked the location.

  • Loretta C.

    Submitted Jan 19, 2025

    Stayed Jan 3, 2025

    Great time staying there

  • Mariana O.

    Submitted Jan 13, 2025

    Stayed Jan 10, 2025

    Beautiful stately home, historic feeling, but remodeled with all modern conveniences. Loved the continental breakfast and complementary wine selection at night. We got back from walking to find a cold beer in the fridge, a little snack and thoroughly enjoyed the quiet neighborhood. Loved the porch at night. So peaceful!

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Total

Includes taxes and fees
$194+
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