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

Guesthouse in Key West, 10-minute walk to Duval Street

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

Terrace/patio
Dining
Interior
Beach nearby
Interior

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Key West Cemetery
    ‪5 min walk‬
  • Place, Duval Street
    ‪9 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪14 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪8 min drive‬

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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 patios, refrigerators, and coffee makers.
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What's nearby

  • Key West Cemetery - 5 min walk - 0.3 miles
  • Duval Street - 9 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
  • South Beach - 19 min walk - 1.0 mile
  • Southernmost Point - 3 min drive - 0.9 miles

Getting around

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

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬7 min walk
  • ‪Schooner Wharf Bar - ‬10 min walk
  • ‪Half Shell Raw Bar - ‬8 min walk
  • ‪Square Grouper Key West - ‬7 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.
***GUESTS 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 en-suite 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 patio, a refrigerator, and a coffee maker. Housekeeping is available on request.

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Property amenities

Internet

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

Things to do

  • Communal pool
  • Golf
  • Heated pool
  • Tennis

Guest services

  • Concierge 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 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.
  • 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 & Shared Heated Pool?

As of Jan 19, 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 Jan 23, 2026 start from $224.0, excluding 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 & Shared Heated Pool?

No, there isn't parking available at the guesthouse.

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 & Shared Heated Pool?

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

Are there hot tubs at TRUMAN ROOM @ Inn on Fleming~ADULTS ONLY 2nd Floor Queen & Shared Heated Pool?

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 & Shared Heated Pool have connecting rooms?

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

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

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 25 out of 29 reviews
Rating 8 - Good. 3 out of 29 reviews
Rating 6 - Okay. 1 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

9.8/10

Cleanliness

9.6/10

Amenities

9.4/10

Property conditions & facilities

Reviews

10/10 Excellent

Cara H.

Liked: Cleanliness
Great amenities!
Stayed 3 nights in Dec 2025

10/10 Excellent

Sherry C.

Liked: Cleanliness
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

10/10 Excellent

Tiffany L.

Liked: Cleanliness
Stayed 2 nights in Nov 2025

10/10 Excellent

Maureen J., Cedarburg, Wisconsin

Stayed 7 nights in Nov 2025

10/10 Excellent

Lon B.

Liked: Cleanliness
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

10/10 Excellent

Verified traveler

Stayed 3 nights in Oct 2025

10/10 Excellent

Harnoor S.

Liked: Cleanliness
Amazing stay
Stayed 4 nights in Sep 2025

8/10 Good

Cory V.

Liked: Cleanliness
Stayed 3 nights in Jul 2025

10/10 Excellent

Janna

Liked: Cleanliness, amenities, property conditions & facilities
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

10/10 Excellent

Mike

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

10/10 Excellent

Maria Jose N.

Liked: Cleanliness

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

10/10 Excellent

Carolina

Traveled with partner
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

6/10 Okay

Bill D.

Liked: Cleanliness

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

10/10 Excellent

Alejandro

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

10/10 Excellent

Wendy

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
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

10/10 Excellent

Brenda A., North Miami Beach

Liked: Cleanliness

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

10/10 Excellent

Daniel M.

Liked: Cleanliness

Had a great time!

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

10/10 Excellent

Emma S.

Liked: Cleanliness
Stayed 2 nights in Dec 2024

10/10 Excellent

william

Liked: Cleanliness, property conditions & facilities
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

10/10 Excellent

Annika L.

Stayed 2 nights in Dec 2025