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

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Photo gallery for TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Community Pool

A covered porch with wicker furniture, a ceiling fan, and a view of the street.
A modern kitchen with a central island, dark cabinetry, and a large window overlooking a garden.
A hallway with wooden flooring, white railings, and a door leading to a room with a view.
A modern kitchen with a marble countertop, a wooden cutting board, a fruit bowl, and a pitcher of water.
A beach with palm trees and a clear sky.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Pool
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪11 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪17 min walk‬
  • Place, Southernmost Point
    ‪4 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Room options

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About the neighborhood

Key West

Located in Old Town Key West, this guesthouse is a leisurely stroll from popular sights such as Duval Street and Florida Keys Beaches. Guestrooms at this guesthouse include balconies, refrigerators, and coffee makers.

What's nearby

  • Key West Naval Station - 4 min walk - 0.3 miles
  • Duval Street - 11 min walk - 0.6 miles
  • Ernest Hemingway Home and Museum - 17 min walk - 0.9 miles
  • South Beach - 19 min walk - 1.0 mile
  • Southernmost Point - 4 min drive - 0.9 miles

Getting around

  • Key West Intl. Airport (EYW) - 9 min drive

Restaurants

  • ‪Sloppy Joe's Bar - ‬15 min walk
  • ‪Conch Republic Seafood Company - ‬15 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬11 min walk
  • ‪Cuban Coffee Queen Waterfront - ‬7 min walk
  • ‪Schooner Wharf Bar - ‬10 min walk

About this property

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

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.
***The full kitchen, dining and outdoor areas are available for all guests to enjoy.
***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...
Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a balcony, a refrigerator, and a coffee maker. Housekeeping is available on request.

Similar properties

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Things to do

  • Communal pool
  • Heated pool
  • Tennis

Guest services

  • Housekeeping (on request)

More

  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • Smart TV with cable/satellite channels

Food and drink

  • Coffee/tea maker
  • Ice maker
  • Refrigerator

More

  • Air conditioning
  • Iron/ironing board

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • This property doesn't allow pets

Children and extra beds

  • This property doesn't allow children

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Safety features at this property include a fire extinguisher, a smoke detector, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
  • Check-in: 3:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 25

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a fire extinguisher, a smoke detector, and a deadbolt lock.

Property is also known as

2731-256380

Frequently asked questions

What's there to do around this guesthouse?

This guesthouse is situated in Old Town Key West within a short 10-minute walk of Duval Street and also 15 minutes on foot from Florida Keys Beaches. You'll also find Ernest Hemingway Home and Museum and Mallory Square less than a mile away.

How much does it cost to stay at TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Community Pool?

As of Aug 25, 2026, prices found for a 1-night stay for 2 adults at TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Community Pool on Aug 26, 2026 start from $251, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Is parking available on site at TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Community Pool?

No, this guesthouse doesn't offer parking.

Is this guesthouse next to a casino?

No, this guesthouse is not connected to a casino.

Is there an indoor pool at this guesthouse?

No, there is no indoor pool at this guesthouse.

What amenities will couples enjoy at TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Community Pool?

Couples staying at this guesthouse will appreciate amenities like a smart TV as well as a heated pool and tennis.

Does TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Community Pool have a hot tub?

No, but this guesthouse does have a heated pool.

Does this guesthouse include breakfast service?

No, this guesthouse doesn't offer breakfast.

Does this guesthouse allow pets to stay for free?

No, pets aren't allowed at this guesthouse.

Does TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Community Pool have connecting rooms available?

No, this guesthouse doesn't feature connecting guestrooms.

Where is the closest airport to this guesthouse?

The closest major airport to this guesthouse is Key West Intl. Airport (EYW), which is 3.4 mi away (9 minutes by car).

Are there rooms with balconies that I can book at TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Community Pool?

Yes, every accommodation at TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Community Pool comes with a balcony.

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Community Pool Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 38 out of 47 reviews
Rating 8 - Good. 7 out of 47 reviews
Rating 6 - Okay. 2 out of 47 reviews
Rating 4 - Poor. 0 out of 47 reviews
Rating 2 - Terrible. 0 out of 47 reviews

9.8/10

Cleanliness

9.6/10

Amenities

9.4/10

Property conditions & facilities

Reviews

Verified review

10/10 Excellent

Eric F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Absolutely fantastic place to stay. Clean, organized, close to everything.
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Harnoor S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing stay
Stayed 4 nights in Sep 2025
Verified review

10/10 Excellent

Cara H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great amenities!
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Marcia M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful quiet location, yet within walking of most attractions. Spotless!
Stayed 5 nights in Feb 2026
Verified review

10/10 Excellent

Lisa L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The quality and cleanliness of the space and modern amenities made us super comfortable! The location was perfect too!
Stayed 4 nights in Jan 2026
Verified review

10/10 Excellent

Deborah P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a convenient location. It is well cared for. Bathroom is a bit tight.
Stayed 6 nights in Mar 2026
Verified review

10/10 Excellent

Mike

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great place will rent again
Stayed 1 night in Jun 2025
Verified review

10/10 Excellent

Alejandro

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great place
Stayed 1 night in Apr 2025
From a partner site

10/10 Excellent

Shauna E.

Great Property - Just as described!

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.
Verified review

8/10 Good

Darcy B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was nice clean comfortable bed and close to fun activities. Would have liked the pool to be open later. Thanks,
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

David L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Electronic check in was easy. Room as described and consistent with pictures
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Elizabeth V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Janna

Liked: Cleanliness, amenities, property conditions & facilities, communication
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.
Stayed 2 nights in Jul 2025
Verified review

10/10 Excellent

Carolina

Liked: Cleanliness, amenities, property conditions & facilities
Wonderful stay felt like a home away from home! Will defonitely highly reccommend and plan pn returning!
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Daniel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Had a great time!

Thank you!! Lovely stay
Stayed 5 nights in Mar 2025
Verified review

10/10 Excellent

Max L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
I enjoyed my stay and would definitely consider staying here again! The room was clean and comfortable. I appreciated having a fridge in the room as well as the fan, air conditioning and ice machine. There was a TV but I didn't use it. I was travelling solo and the room was big enough for me to have a decent amount of space. The bathroom was a little small but wasn't a problem for me. Although the room was at the front it felt quiet and I wasn't disturbed during my stay. The small pool was a lot warmer than I expected. In terms of a location it was 15 minutes away from most of the places I most often visited. The online host was also very responsive.
Stayed 5 nights in Apr 2026
Verified review

10/10 Excellent

Wendy

Liked: Cleanliness, amenities, property conditions & facilities, communication
Quaint old but updated inn, with nice amenities and decor. Management easy to communicate with. Close to all the Old Town attractions.
Stayed 3 nights in Apr 2025
From a partner site

10/10 Excellent

Lori B.

Perfect location

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.
From a partner site

10/10 Excellent

Mike C.

Wonderful KW Oasis!

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.
Verified review

10/10 Excellent

Lon B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

william

Liked: Cleanliness, property conditions & facilities, communication
The hosts were great! The areas was very comfortable and felt like home. Everything I wanted and needed I could walk to.
Stayed 3 nights in Nov 2024
Verified review

10/10 Excellent

Brenda A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Experience

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.
Stayed 2 nights in Apr 2025
From a partner site

10/10 Excellent

Richard H.

Inn on Fleming

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.
From a partner site

8/10 Good

Max C.

Truman Room Mike

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.
From a partner site

10/10 Excellent

Susan F.

Great escape

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