This guesthouse places you in Old Town Key West, within a leisurely stroll of popular sights such as Duval Street and Florida Keys Beaches. Guestrooms at this guesthouse include balconies, refrigerators, and coffee makers.
Key West Historic Seaport - 6 min walk - 0.4 miles
Duval Street - 9 min walk - 0.5 miles
Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
Mallory Square - 15 min walk - 0.8 miles
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
Square Grouper Key West - 7 min walk
Half Shell Raw Bar - 8 min walk
Pepe's Cafe - 7 min walk
About this property
HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King 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... Embrace your inner author in the fabulous open plan Hemingway Suite that is located on the 2nd floor. Sink into slumber in your luxurious king bed, featuring Miami Dade pine walls and a private bathroom with a shower. Soak in the Key West vibe from your inviting deck just outside of the 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...
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.
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
2731-256382
Frequently asked questions
What's there to do close to 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.
Is parking available on site at HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool?
No, this guesthouse doesn't offer parking.
Is this guesthouse adjacent to a casino?
No, this guesthouse is not connected to a casino.
Will I find an indoor pool at this guesthouse?
No, there is no indoor pool at this guesthouse.
What do couples enjoy most about HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King 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 HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool?
No, but this guesthouse does have a heated pool.
Does this guesthouse offer breakfast?
No, this guesthouse doesn't offer breakfast.
Will this guesthouse allow pets to stay for free?
No, pets aren't allowed at this guesthouse.
Does HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool have connecting rooms?
No, there aren't connecting guestrooms at this guesthouse.
How far is the airport from 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).
Can I book a room with a balcony at HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool?
Yes, every accommodation at HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool comes with a balcony.
HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool Reviews
Reviews
10
Exceptional
All reviews shown are from real guest experiences. Only travelers 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. 13 out of 14 reviews
10 - Excellent
13
Rating 8 - Good. 1 out of 14 reviews
8 - Good
1
Rating 6 - Okay. 0 out of 14 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 14 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 14 reviews
2 - Terrible
0
10/10
Cleanliness
Reviews
10/10 Excellent
Jeff M., Bethalto,IL USA
Sep 19, 2025
Liked: Cleanliness
The property was excellent!! A short walk to all the places in Key West. Duval Street, Mallory Square, Hemingway House, etc. The house was set up so you had a great area to get things and take to your room. Would definitely stay again!
Jeff M.
Stayed 8 nights in Sep 2025
10/10 Excellent
Bob S.
Sep 13, 2025
Liked: Cleanliness
A Perfect Stay – We’ll Definitely Be Back! We absolutely loved our stay at The Inn on Fleming! From the moment we arrived, we felt welcomed and relaxed. The inn is tucked away in a quiet neighborhood, yet still within easy walking distance to all the fun and flavor of Old Town Key West. It’s the perfect combination of peaceful retreat and convenient location.Our room was spotless, charming, and thoughtfully appointed with everything we needed. The attention to detail throughout the property really shows.
Bob S.
Stayed 5 nights in Aug 2025
10/10 Excellent
Gregory T.
Aug 8, 2025
Gregory T.
Stayed 4 nights in Jul 2025
10/10 Excellent
David N., Morris, IL
Aug 4, 2025
Liked: Cleanliness
We stayed here to celebrate my wife’s 50th birthday, and everything about it was perfect. From the moment we arrived, we felt relaxed and welcomed. The property was exactly as advertised—clean, comfortable, and full of charm. The location couldn’t have been better—tucked away enough to feel private and peaceful, yet close to everything we wanted to see and do in Key West.The interior was thoughtfully decorated and well-appointed, and we had everything we needed for a comfortable, stress-free stay. The host was communicative, helpful, and made sure everything went smoothly from start to finish.This place helped make a milestone birthday even more memorable, and we’re already talking about coming back. Highly recommend!
David N.
Stayed 2 nights in Jul 2025
10/10 Excellent
Edith V.
May 20, 2025
Liked: Cleanliness
Edith V.
Stayed 6 nights in Apr 2025
10/10 Excellent
Kevin P.
Apr 24, 2025
Liked: Cleanliness
Great location, great stay
It’s in a great location, close enough to some great spots but also far enough so you’re not getting all the noise of Duvall. The room was great, the amenities were good and the pool/outdoor patio was a great spot to tan and cool off for a couple of hours. Would definitely stay again
Kevin P.
Stayed 4 nights in Apr 2025
10/10 Excellent
Dennis M.
Apr 23, 2025
Liked: Cleanliness
Wonderful place to stay
Great access to all that key west had to offer
Dennis M.
Stayed 2 nights in Apr 2025
8/10 Good
gary a.
Mar 25, 2025
Liked: Cleanliness
Very nice time
Good location to everything
gary a.
Stayed 3 nights in Mar 2025
10/10 Excellent
Cerilla R.
Feb 5, 2025
Liked: Cleanliness
The Inn on Fleming
Our room was clean and walking distance to everything we wanted to do. Easy communication with the innkeeper and concierge. Great stay!