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HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool

Photo gallery for HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool

Your cozy suite awaits
Cheery surroundings
Seating area
TV
Plush linen

Reviews

9.8 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Popular amenities

  • Pool
  • Free Wi-Fi
  • Air-conditioning
  • Laundry room

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Balcony

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.
***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...

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House Rules

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

Adults only
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4293613vb
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
Safety features at this property include a fire extinguisher, a smoke detector and a deadbolt lock

About the area

Key West

Located near the beach, this guesthouse is in Old Town Key West, a neighbourhood in Key West. 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. Jet skiing and scuba diving offer great chances to get out on the surrounding water, or you can seek out an adventure with cycling and ecotours nearby.
View more Guest houses in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Studios of Key West - 5 min walk - 0.4 km
  • Duval Street - 11 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 - 5 min drive - 3.0 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 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

Frequently asked questions

Does HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool have a pool?

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

Is HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool?

Check-in begins at 3:00 PM.

What time is check-out at HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King Shared Heated Pool?

Checkout is at 11:00 AM.

Where is HEMINGWAY SUITE @ Inn on Fleming~ADULTS ONLY 2nd Lvl King 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 mile (2 km).

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 23 out of 27 reviews
Rating 8 - Good. 3 out of 27 reviews
Rating 6 - Okay. 1 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

10/10

Cleanliness

9.8/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute room for two! Would stay here again.
Stayed 4 nights in Mar 2026
Response from VrboOwner on 6 Apr 2026
We truly appreciate your review! It makes us happy to know you loved this property, and we’d be delighted to host you again anytime.
Verified

10/10 Excellent

Jeff J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
What a perfect location!
Stayed 1 night in Feb 2026
Response from VrboOwner on 12 Mar 2026
We are thrilled you loved the prefect location Carl! Thank you for the stellar rating and come back again!
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
Response from VrboOwner on 1 Apr 2026
Thank you for the kind words Andrea! We’re so happy you enjoyed your stay in paradise and we’d be thrilled to welcome you back for another unforgettable visit.
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
Response from VrboOwner on 2 Feb 2026
Your kind words mean the world to us Kathryn! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.
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
Response from VrboOwner on 13 Jan 2026
We’re so glad you had a great time with us Nikki, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
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
Response from VrboOwner on 24 June 2025
Thank you for your wonderful review. We hope to see you again soon!
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
Response from VrboOwner on 11 Dec 2025
We are delighted that you enjoyed our welcoming property! Thani you for the outstanding review and we hope you'll return soon!
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
Response from VrboOwner on 5 Jan 2026
Thank you for your feedback on your recent stay Sondra. We are so glad that you enjoyed your time spent at this property. We appreciate your feedback that we will relay back to the owners for consideration. Thank you again and please reach out to us for your next Key West vacation!
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
Response from VrboOwner on 25 Mar 2026
Thank you for your feedback Dennis. We’re glad to hear you found the location convenient and the room adequate for your stay. We do want to address the concerns you mentioned. Our property operates with a virtual check-in model, which is clearly communicated prior to arrival. While we are not always physically on-site, guests are provided with direct contact information for our team, and we are readily available to assist or come by in person if needed. Regarding the bathroom door and ceiling fan, we appreciate you bringing these items to our attention. The fan has since been replaced, and adjustments are being made to the door to ensure it closes and locks properly. We truly regret any inconvenience they caused during your visit. We strive to provide a comfortable and well-maintained environment for all guests and appreciate your input.
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
Response from VrboOwner on 24 Dec 2025
We’re so glad you had a great time with us Beau, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
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
Response from VrboOwner on 24 June 2025
Thank you for your wonderful review. We hope to see you again soon!
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
Response from VrboOwner on 6 Oct 2025
Jeff, your kind words mean the world to us! Hosting you was an honor, and we can’t wait for the chance to welcome you back to our little slice of paradise.
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
Response from VrboOwner on 3 Mar 2026
We’re so glad you had a great time with us, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
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
Response from VrboOwner on 24 June 2025
Thank you for your wonderful review. We hope to see you again soon!
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.
Response from VrboOwner on 24 Oct 2025
Devon, thank you for the kind words! We’re so happy you enjoyed your stay in Key West, and we’d be thrilled to welcome you back for another unforgettable visit.
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
Response from VrboOwner on 7 July 2025
Thank you for your wonderful review. We loved hosting you and hope to see you again soon!
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
Response from VrboOwner on 30 Sept 2025
Robert, what a joy to read your review—thank you so much! We’re so glad you loved your time in Key West and can’t wait to have you back on the island soon.
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
Response from VrboOwner on 26 Jan 2026
We’re grateful for your glowing review Joaquin! It was such a pleasure to host you, and we’re already looking forward to your return to the island.
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
Response from VrboOwner on 29 Dec 2025
Thank you so much for the kind review Gary. We are delighted that you enjoyed your stay with us. We regret that you didn't have a starter amount of soap for the shower. We wish you had reached out to the innkeeper so he could have provided some for you. We will definitely look into the ashtrays as smoking is not permitted on our property. Please come back as our guest again!
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
Response from VrboOwner on 22 May 2025
Thank you for your wonderful review. We loved hosting you in Paradise and hope to see you soon!
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.
Response from VrboOwner on 4 Nov 2025
Linda, we’re so glad you had a great time with us, it was truly a pleasure having you! We’d be delighted to welcome you back the next time your travels bring you to paradise.
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
Response from VrboOwner on 25 Aug 2025
Thank you for your fabulous review. We are so thrilled you enjoyed your stay and hope to host you again soon!
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.
Response from VrboOwner on 22 May 2025
Thank you for your wonderful review. We loved hosting you in Paradise and hope to see you soon!
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.
Response from VrboOwner on 22 May 2025
Thank you for your wonderful review. We loved hosting you in Paradise and hope to see you soon!
Verified

10/10 Excellent

Rachel M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Such a great spot! Close to everything! Would recommend and would rent here again!
Stayed 2 nights in May 2026

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