See all properties

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

Choose dates to view prices

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

Cozy linen
Spacious room
Enjoy a peaceful slumber
Your cozy abode
TV

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Heated Pool
  • Free WiFi
  • Balcony
  • Air conditioning
  • Balcony or patio
  • Refrigerator
The current price is $293
All fees included
Aug 31 - Sep 1

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪10 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.)
    ‪12 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Balcony
The current price is $293
All fees included
Aug 31 - Sep 1

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

Harveys Haven
Hollinsed House Studio - Great Location!!
Old Town Key West
  • Pool
  • Kitchen
  • Air conditioning
  • Outdoor Space
9.6 out of 10, Exceptional, 160 reviews
Hollinsed House Studio - Great Location!!

About the neighborhood

Key West

Old Town Key West, a neighborhood in Key West, is home to this guesthouse. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting.
View more Guest Houses in Key WestOpens in a new window

What's nearby

  • Studios of Key West - 5 min walk - 0.4 km
  • Duval Street - 10 min walk - 0.9 km
  • Ernest Hemingway Home and Museum - 17 min walk - 1.5 km
  • South Beach - 19 min walk - 1.6 km
  • Southernmost Point - 4 min drive - 2.4 km

Getting around

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

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬7 min walk
  • ‪Schooner Wharf Bar - ‬10 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬11 min walk
  • ‪Half Shell Raw Bar - ‬8 min walk
  • ‪Pepe's Cafe - ‬7 min walk

About this property

TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated 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.
***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...
Our prices include all fees. No hidden fees.

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
default

Children

Adults only
default

Events

No events allowed
default

Pets

No pets allowed
default

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

Frequently asked questions

Does TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool have a pool?

Yes, this property has a pool. Pool types include heated pools.

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

As of May 5, 2026, prices found for a 1-night stay for 2 adults at TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool on Aug 31, 2026 start from $293, 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 TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool?

Check-in begins at 3:00 PM.

What time is check-out at TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool?

Check-out is at 11:00 AM.

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

Located in Old Town Key West, this guesthouse is within a 10-minute walk of Key West Burlesque Theater and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 1 mi (2 km).

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

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 33 out of 39 reviews
Rating 8 - Good. 5 out of 39 reviews
Rating 6 - Okay. 1 out of 39 reviews
Rating 4 - Poor. 0 out of 39 reviews
Rating 2 - Terrible. 0 out of 39 reviews

9.8/10

Cleanliness

9.6/10

Amenities

9.4/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

Verified

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

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

10/10 Excellent

Cara H.

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

10/10 Excellent

Harnoor S.

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

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

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

10/10 Excellent

Mike

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

10/10 Excellent

Alejandro

Liked: Cleanliness, amenities, property conditions & facilities, communication
Great place
Stayed 1 night in Apr 2025
Verified

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
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

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
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.
Verified

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

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
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.
Verified

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

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.
Verified

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
Verified

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

10/10 Excellent

Sherry C.

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

10/10 Excellent

Maria Jose N.

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

I loved The Inn on Fleming

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.
The entrance
Refrigerator in the Truman room
The backyard
Pool seating area
Stayed 5 nights in Jun 2025
Verified

6/10 Okay

Bill D.

Liked: Cleanliness, check-in, communication, location

Small space

Bathroom toilet impossible for grown men. Poor water pressure/constant temp. Signs of bugs/termites. Hoping not to transport any home with us
Stayed 3 nights in May 2025
From a partner site

10/10 Excellent

Robert M.

Beautiful and comfortable room

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