This condo places you in the centre of Key West, within just a 15-minute stroll of popular places like Duval Street and Florida Keys Beaches. .Condo features free WiFi, a patio and a Smart TV. A fridge, a coffee/tea maker and a hairdryer are also available. Housekeeping is available on request.
Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
Mallory Square - 15 min walk - 1.3 km
South Beach - 19 min walk - 1.6 km
Southernmost Point - 3 min drive - 1.4 km
Getting around
Key West, FL (EYW-Key West Intl.) - 9 min drive
Restaurants
The Waterfront Brewery - 9 min walk
Cuban Coffee Queen Waterfront - 7 min walk
Conch Republic Seafood Company - 12 min walk
Kermit's Key West Key Lime Shoppe - 11 min walk
Schooner Wharf Bar - 9 min walk
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool!
CAPTIVATING CLASSIC REVIVAL CHARM... Built in 1894, the delightful Inn on Fleming 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.
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. 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 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, countertop ice machine, flat screen TV, coffeemaker and a mini-fridge, 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 an ensuite 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.
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.
Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Smoke detector (host has indicated there is a smoke detector on the property)
Fire extinguisher
Deadbolt lock
General
Housekeeping (on request)
Property does not allow children
Unit size: 160 square feet
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
Pets
No pets allowed
Children and extra beds
This property does not allow children.
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
On-site parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadlock
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession. On-site parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector and a deadbolt lock in all accommodation.
Property is also known as
2731-256375
Frequently asked questions
Are there any beaches close to THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool!?
Yep, THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool! is a short 15-minute walk from Florida Keys Beaches.
Fun beach activities include snorkelling, scuba diving and windsurfing.
How much does it cost to stay at THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool!?
As of 9 June 2025, prices found for a 1-night stay for 2 adults at THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool! on 16 June 2025 start from AU$392.44, 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.
Does THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool! have a pool?
Take your pick from a heated pool, a pool and a communal pool.
Is there a free airport shuttle available at THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool!?
No, THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool! does not offer an airport shuttle service.
What time are check-in & check-out at THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool!?
Check-in begins at 3:00 PM. Check-out time is 11:00 AM.
Are pets allowed at THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool!?
No, pets are not allowed.
THE WHITEHEAD ROOM @ The Inn on Fleming ~ 2nd Floor Queen w/ Shared Pool! Reviews
Reviews
9.0
Wonderful
All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Rating 10 - Excellent. 5 out of 9 reviews
10 - Excellent
5
Rating 8 - Good. 3 out of 9 reviews
8 - Good
3
Rating 6 - Okay. 1 out of 9 reviews
6 - Okay
1
Rating 4 - Poor. 0 out of 9 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 9 reviews
2 - Terrible
0
9.6/10
Cleanliness
10/10
Property conditions & facilities
Reviews
10/10 Excellent
Jessica C.
11 May 2025
Liked: Cleanliness
Perfect Key West Getaway!
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!
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.
Diana J.
Stayed 3 nights in Jan 2025
10/10 Excellent
Loretta C.
19 Jan 2025
Liked: Cleanliness
Very nice & well located accommodations
Great time staying there
Loretta C.
Stayed 2 nights in Jan 2025
10/10 Excellent
Mariana O.
13 Jan 2025
Liked: Cleanliness
Perfect location
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!