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FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

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

Choose dates to view prices

Photo gallery for FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool

Spacious suite
Cozy bedding
Cheery surroundings
Enjoy a peaceful slumber
Countertop ice machine and keurig

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Free WiFi
  • Air conditioning
$457
avg per night

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

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Garden
Price is $457 avg per night

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About the neighborhood

Key West

Located near the beach, this guesthouse is in Old Town Key West, a neighborhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with scuba diving and snorkeling nearby, or enjoy the great outdoors with ecotours and cycling.
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What's nearby

  • Key West Cemetery - 5 min walk - 0.4 km
  • Duval Street - 9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
  • South Beach - 19 min walk - 1.6 km
  • Southernmost Point - 3 min drive - 1.4 km

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

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/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 Flagler Room, located on the first floor, is a delightful place to decompress at the end of a fun day. Enjoy your slumber on your king bed, savor a cup of keurig coffee, and enjoy a show on the flat screen TV. This room also offers a wheel-in shower for easy access.

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...
Our prices include all fees. No hidden fees.

Amenities

Pool
Free WiFi
Air conditioning

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
default

Events

No events allowed
default

Pets

No pets allowed
default

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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

Frequently asked questions

Does FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool have a pool?

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

How much does it cost to stay at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?

As of Jan 20, 2026, prices found for a 1-night stay for 2 adults at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool on Jan 26, 2026 start from $313.88, 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 FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?

Check-in begins at 3:00 PM.

What time is check-out at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?

Check-out is at 11:00 AM.

Where is FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/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 mi (2 km).

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool Reviews

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 27 out of 29 reviews
Rating 8 - Good. 1 out of 29 reviews
Rating 6 - Okay. 0 out of 29 reviews
Rating 4 - Poor. 1 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

10/10

Cleanliness

9.6/10

Amenities

9.6/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

10/10 Excellent

Mike A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was great. Convenient to everything.
Stayed 11 nights in Nov 2025

10/10 Excellent

PaulMMurphy

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful inn in a very good location. Short walk to the ferry terminal for the day trip to the Dry Tortugas.
Stayed 7 nights in Sep 2025

10/10 Excellent

john l.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property.and location
Stayed 3 nights in Aug 2025

10/10 Excellent

NATALIE

Liked: Cleanliness, amenities, property conditions & facilities, communication
We enjoyed our stay. We love the area and were able to walk to all areas of old town.
Stayed 3 nights in Jul 2025

10/10 Excellent

Cecelia W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The room was immaculately clean, the bed was very comfortable. We did ask for an additional blanket which was delivered immediately. We stayed in the Flagler Room which is downstairs. I don't know how many other guests were there but we only heard footsteps a couple of times so it was very quiet. The location was off the main strip far enough to be a quiet street but we still walked most everywhere we needed to go and only got an uber a couple of times. Would definitely stay again.
Stayed 6 nights in Nov 2025

10/10 Excellent

Lauren

Liked: Cleanliness, amenities, property conditions & facilities, communication
Enjoyed the stay. Very cute, nice house. Friendly staff. Clean and comfortable bed. Walking distance to Duval. Would definitely stay there again.
Stayed 3 nights in Aug 2025

10/10 Excellent

Gerald T.

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

Southern Charm

We had a nice large room, and bed. It is located close to shops, and nightlife, on a quiet street perfect for chilling on the large porch with comfy chairs. Would stay again.
Stayed 3 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Darren S.

Great time at the INN on Flemming

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: we had a great time, the room was nice, clean and comfortable. coffee in the morning on the front porch was nice. the location was great. the only issue was parking but that really wasnt an issue since we didnt drive our car the whole time we were there.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lauren S.

Loved it!

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: Very cute house. Clean. Perfect location. Had a great time and would definitely stay there again.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Denise F.

Great room, great Inn

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: We loved the room & the house. Clean, well maintained, and well appointed. Great part of town & convenient to get anywhere.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

James D.

Wonderful stay

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: We very much enjoyed our stay. Everything was just as described.

10/10 Excellent

Albert Y.

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

Key West

Excellent
Stayed 2 nights in Jun 2025

10/10 Excellent

Christopher B.

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

Great stay!

We really enjoyed staying here! The location is within feat. From a Duval loop bus stop, which made it really easy to get around without a car. Our rental car rarely left the parking spot on the street.
Stayed 4 nights in May 2025

10/10 Excellent

Amy H.

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

First Timers

This trip to Key West was a first for both myself and my husband. The Inn on Fleming and its amenities made it all the better. The Flagler room was spacious, clean, and comfortable. The common areas were well stocked and easily accessible to all.
Stayed 4 nights in Jun 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Brent H.

July 18-21

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The Inn was very clean and welcoming. The room was perfect and comfortable. The pool , although small was very relaxing. We would stay at the Inn on Fleming again.

10/10 Excellent

Mark K.

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

A Good Find

Very nice accommodations. The room was clean and comfortable, and communications were prompt. Price was reasonable for a last-minute Saturday night booking.
Stayed 1 night in Feb 2025

8/10 Good

Barbara

Liked: Cleanliness, amenities, property conditions & facilities
Great location and a lovely restored home. The common area was fabulous, with a full kitchen, eating/gathering area, and a small plunge pool. Room was nice but needed a few repairs. Bathroom vanity was worn and needs replacing. The appearance of some small bugs was disturbing but quickly addressed. Overall a nice place to stay.
Stayed 4 nights in May 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Janet E.

Quiet and comfortable

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: Great place, easy to get around, clean, lovely sitting areas. Enjoyed the ease of light breakfast and a sip of wine in the evening.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Constance P.

Nice stay in Key West

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: Inn on the Fleming had a good location with a health food store and restaurant 2 blocks away. Great location. We were able to walk or take the trolley to most attractions. We arrived early and if the room is ready they will let you know and you can get in early which was really nice. Room and house were clean, house was beautiful, kitchen area nice. Bed was A little soft for me but not bad. We did the Yankee Freedom Ferry and could walk there.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Andrew R.

A great place to stay in Key West!

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: Great place. My wife and I stayed for 3 nights. Everything was beautiful, clean and in good repair. Reasonable walk to shops and restaurants. Coffee supplies and purified water were available, soap, shampoo, etc. Requested extra pillows and they were dropped off promptly. Hardly ever heard any other guests. A/C and fans worked great--an absolute necessity in FLA. The host was quick to respond to texts. Would definitely come back.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sheri B.

Why haven’t I stayed here before????

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: When I left I asked myself why haven’t I ever stayed here on my short visits to Key West. The Inn Keepers are on top of it, fast to respond and extremely friendly! I have never felt more like I was staying at friend’s house instead of a B&B/hotel than I did when there. Easy walk to any place you wanted to go & if needed they have bicycles on the property you can rent. This is definitely my go to place to stay on my long weekend trips!!!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ted B.

Perfect spot

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: This was our 2nd visit to this rental, 1st under new management. Perfect location, easy biking distance to duval street, very clean/well maintained, far enough away to be quiet. Huge room with new decor, coffee maker. No free breakfast per se but daily oranges in the kitchen area were nice! Small pool and reasonably shaded sitting area outside also very cool. Innkeeper available by phone/text with prompt responses - recommend specifying daily or other room service (not routinely provided) for future stays. On site bike rental for good price a major bonus as this is the best transportation in old town Key West! We'll be back!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Mario S.

Updated Classic

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: This is excellent well maintained Inn. Dan the host was very friendly. My room and bathroom had all the modern conviences. Separate air conditioning unit, modern bathroom, retro small frig and coffee maker. The community kitchen was fully stocked with beverages, yogurts and breakfast items. The front covered porch was large and comfortable. The back yard was private and the soaking pool was refreshing. I would definitely come back. The location was convenient to all major areas in the Old Town District.

4/10 Poor

Luann R.

Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy

Things to consider

If you need a LATE checkout it does not exist here. Find another listing. I wish I did. When we booked it said it was a possibility. Listing said they had secure luggage storage. That does not exist either. Communication was a huge issue. Texts to get help went unanswered. TV in our room NEVER worked our whole visit even with repeated requests. Missed college football playoffs. Internet was spotty or just did not work. Request for soap to wash hands in the bathroom and new pool towels got a quick response. Liz tried her best to make things right and was kind but there was just too many issues to count. Landscape contractors right outside our windows for three days straight. We were never notified contractors would be on property. Overall the house is in a great location. We could walk or bike everywhere from here. Very clean. Happy hour was a delight to unwind on the porch. Continental breakfast was nice to have in a pinch. Check in was an easy process as was check out. Our room photos were accurate.
Stayed 3 nights in Jan 2025

10/10 Excellent

Linda P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Our stat was wonderful. The room was exactly like the pictur and the extra amenities were so nice. Loved the location. Very quiet and convient
Stayed 4 nights in Dec 2025