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Entire condo

THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool

Photo gallery for THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool

Beach nearby
Enjoy family meals and gatherings in this kitchen with a central island, dining area, and cozy seating space with a fireplace.
Enjoy cooking in this well-equipped kitchen with a central island, appliances, and a large window offering a view of the outdoors.
Relax on the covered porch with wicker furniture and ceiling fans, surrounded by lush greenery and residential views.
Relax by the serene pool surrounded by lush tropical vegetation and a shaded seating area.

Entire condo

1 bedroom1 bathroom260 sq ft

Popular amenities

  • Pool
  • Outdoor Space
  • Air conditioning
  • Free WiFi

Add dates for prices

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 FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & 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, flat screen TV, countertop ice machine, 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 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...

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Food and drink

  • Coffee/tea maker
  • Ice maker
  • Refrigerator

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Patio

Laundry

  • Laundromat nearby

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Heated pool
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • 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: 260 square feet

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  • Air conditioning
  • Outdoor Space
9.8 out of 10, Exceptional, 134 reviews
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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

Pets not 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
Onsite 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 there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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

Property is also known as

2731-256378

About the neighborhood

Map
Key West, Florida

What's nearby

  • Duval Street - 10 min walk - 0.6 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
  • Mallory Square - 15 min walk - 0.8 miles
  • South Beach - 19 min walk - 1.0 mile
  • Southernmost Point - 3 min drive - 0.9 miles

Getting around

  • Key West Intl. Airport (EYW) - 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

Frequently asked questions

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

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

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

As of Aug 2, 2025, prices found for a 1-night stay for 2 adults at THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool on Aug 3, 2025 start from $92.0, excluding 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 THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool pet-friendly?

No, pets are not allowed at this property.

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

Check-in begins at 3:00 PM.

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

Check-out is at 11:00 AM.

Where is THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool located?

Located in Old Town Key West, this condo building 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).

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THE FLAGLER ROOM @ Inn on Fleming ~ ADULTS ONLY 1st Floor King & Shared Pool Reviews

Reviews

9.6

Exceptional

Rating 10 - Excellent. 15 out of 17 reviews
Rating 8 - Good. 1 out of 17 reviews
Rating 6 - Okay. 0 out of 17 reviews
Rating 4 - Poor. 1 out of 17 reviews
Rating 2 - Terrible. 0 out of 17 reviews

9.8/10

Cleanliness

9.0/10

Amenities

9.4/10

Property conditions & facilities

9.0/10

Eco-friendliness

Reviews

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

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

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
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

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!!!

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

Joy

Liked: Cleanliness, property conditions & facilities, communication
Stayed 2 nights in May 2025
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

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.

10/10 Excellent

BETTY K.

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

Uns wurde sehr beim Einchecken geholfen und das Haus und das Zimmer war bezaubernd eingerichtet.

Unkompliziert Die Geräusche im Erdgeschoss neben der Eingangstür waren sehr laut. Schade
Stayed 1 night in Mar 2025
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.

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