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HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King w/ Community Pool

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Photo gallery for HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King w/ Community Pool

A covered porch with wicker furniture, a ceiling fan, and a view of the street.
Dining
Interior
Beach nearby
Fridge, coffee/tea maker, ice maker

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Free WiFi
  • Air conditioning
  • Laundry

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
    ‪5 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪13 min drive‬

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  • Pool
  • Hot tub
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Total with taxes and fees
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About the neighborhood

Key West

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.
View more Guest Houses in Key WestOpens in a new window

What's nearby

  • Studios of Key West - 5 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 - 5 min drive - 1.9 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
  • ‪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

HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King w/ 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...
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.

Similar properties

Interior entrance
Wicker Guesthouse
Old Town Key West
  • Pool
  • Breakfast included
  • Pet friendly
  • Parking included
8.6 out of 10, Excellent, 1,006 reviews
$219 nightly
The price is $246
Jun 22 - Jun 23
Total with taxes and fees
Wicker Guesthouse

Property amenities

Internet

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

Things to do

  • Communal pool
  • Heated pool
  • Tennis

Conveniences

  • Laundry facilities

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 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.

How much does it cost to stay at HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King w/ Community Pool?

As of Jun 20, 2026, prices found for a 1-night stay for 2 adults at HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King w/ Community Pool on Jun 23, 2026 start from $267, 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 there parking available at HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King w/ Community Pool?

No, there isn't parking at this guesthouse.

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 w/ Community Pool?

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

Does HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King w/ Community Pool have a hot tub?

No, but guests can enjoy a heated pool at this guesthouse.

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 w/ Community Pool have connecting rooms available?

No, this guesthouse doesn't feature connecting guestrooms.

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).

Are there rooms with balconies at HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King w/ Community Pool?

Yes, every accommodation at HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King w/ Community Pool comes with a balcony.

HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King w/ Community Pool Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 24 out of 28 reviews
Rating 8 - Good. 3 out of 28 reviews
Rating 6 - Okay. 1 out of 28 reviews
Rating 4 - Poor. 0 out of 28 reviews
Rating 2 - Terrible. 0 out of 28 reviews

10/10

Cleanliness

Reviews

Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute room for two! Would stay here again.
Stayed 4 nights in Mar 2026
Verified

10/10 Excellent

Jeff J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a perfect location!
Stayed 1 night in Feb 2026
Verified

10/10 Excellent

Andrea B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
LOVED this beautiful room in this historic house. Enjoyed the common areas and the heated pool. Sitting on the front porch having a drink and playing cards...perfect.Great location close to historic harbor and not too far to get to all that we love on Duvall:)
Stayed 3 nights in Mar 2026
Verified

10/10 Excellent

Kathi W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very comfortable. The common kitchen area was very nice.
Stayed 3 nights in Jan 2026
Verified

10/10 Excellent

Dennis M.

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

Wonderful place to stay

Great access to all that key west had to offer
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Nikki W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The Inn was so cute and well appointed. Perfect location to walk to Duval or Mallory Sq. Upstairs guests were very loud. Next time we’ll book the top suite.
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Melissa F.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the house. Perfect location. The shared living room and kitchen was so welcoming.
Stayed 4 nights in Nov 2025
Verified

8/10 Good

Sondra T.

Liked: Cleanliness, communication, location, listing accuracy
Really nice place! Clean and convenient.Water pressure in shower was very weak.
Stayed 2 nights in Dec 2025
Verified

10/10 Excellent

Kevin P.

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

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
Stayed 4 nights in Apr 2025
Verified

6/10 Okay

Dennis Z.

Liked: Check-in
There was no on-site host, room was adequate, convenient location. No privacy in the bathroom, as the door would not close, also, the ceiling fan did not work.
Stayed 7 nights in Feb 2026
Verified

10/10 Excellent

Beau B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The room was fantastic. The whole property was wonderful. Very cool old building with lovely decor. Our host was excellent and easy to worl with. There was a issue with our samsung phone that he worked with us on and made it easy to get in to pur room. Great place will definitely stay again next time we are in Key West.
Stayed 1 night in Dec 2025
Verified

10/10 Excellent

Jeff M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 8 nights in Sep 2025
Verified

8/10 Good

gary a.

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

Very nice time

Good location to everything
Stayed 3 nights in Mar 2025
Verified

10/10 Excellent

Cerilla R.

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

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!
Stayed 2 nights in Jan 2025
From a partner site

10/10 Excellent

Devon P.

Cozy

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: The staff was amazing. Very friendly and helpful. I'll stay again.
Verified

10/10 Excellent

Kelly M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a beautiful piece of property. My wife and I stayed here for Valentine’s Day weekend and the Hemingway suite. It was so cute and perfect. The Inn is within walking distance to everything but we rented these great little scooters and got all over the place very easily. The room was very, very clean as was the rest of the end and the people that were staying there were also super cool. We will definitely be back. There wasn’t one single thing we needed that wasn’t provided coffee makers and ice makers in the room and even a tiny cute little refrigerator. Check in check out was super easy. Kelly and Lori
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Bob S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 5 nights in Aug 2025
From a partner site

10/10 Excellent

jeremie l.

NICE PLACE

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: CUTE, CLEAN AND GOOD SPOT
Verified

10/10 Excellent

Joaquin L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This is a very quaint and comfortable place to stay. Has a nearby supermarket and back street restaurants. But also not too far from Duval, and if you like to walk, you can take a longer walk to Sunset Point. Easy self check-in, and also you always have the support of staff just a phone-call away (used it several times). it has nice common areas you can use to warm up and enjoy a meal (didn't use them, but saw they were nice) I don't do reviews, but found this to be a little gem that I would enjoy returning to. The only catch is parking, we had motorcycles and were able to find a spot, but the street parking requires residential permits. Solution: rent bicycles and park in the space up front reserved for just that.
Stayed 1 night in Dec 2025
From a partner site

10/10 Excellent

Linda A.

A little bit of paradise.

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: Beautiful room. The public areas were so comfortable, inviting to sit and enjoy. Any questions we had were answered very promptly. It was like staying in someone's beautiful old home. We had no need to drive anywhere - just walked the area to everything - restaurants, shops, waterfront area. Truly a laid back, relaxing atmosphere.
Verified

8/10 Good

Gary H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Could have provided soap for shower. Confused by ashtrays on deck (one with cigar butts) when stated that there is no smoking allowed anywhere on property.
Stayed 4 nights in Dec 2025
Verified

10/10 Excellent

David N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 2 nights in Jul 2025
From a partner site

10/10 Excellent

Lisette M.

Key West Charm

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: Our stay at the Inn on Fleming was outstanding, the property is well kept and quiet. The property management team was responsive to any questions that we had. We would recommend this property for many reasons it is charming and the access to both restaurants and for us our seaplane excursion to the Dry Tortuga was so efficient. Walking the neighborhood made you feel a part of city not as if you flew went to a hotel but it felt warm and inviting. We had a truly excellent experience and would not only recommend the property but stay there again and longer then our two night stay. I things this property would be a great destination for a family or for a special event.
From a partner site

10/10 Excellent

Kim W.

A Delight

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 was off the beaten path but completely walkable to Duval St., The wharf, and Mallory Square. We stayed in the Hemingway Room. There is a shared outdoor deck. It is expansive. I sat every morning inthe sun and read in peace and quiet. The roomis accessible without going through the house. The air conditioning was good (April), bed comfy, room clean, large, pretty, and bed comfy. Plenty of K-cups and creamers. More were available in the kitchen as well as ice, clean mugs and glasswear. Refrigerator and whitenoise machine in room.
Verified

10/10 Excellent

Gregory T.

Stayed 4 nights in Jul 2025