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

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Terrace/patio
Beach nearby
Fridge, coffee/tea maker, ice maker
Interior
Interior

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪9 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪14 min walk‬
  • Place, Southernmost Point
    ‪4 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

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About the neighborhood

Key West

Located in Old Town Key West, this guesthouse is a leisurely stroll from 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 - 3 min walk - 0.2 miles
  • Duval Street - 9 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
  • South Beach - 19 min walk - 1.0 mile
  • Southernmost Point - 4 min drive - 1.5 miles

Getting around

  • Key West Intl. Airport (EYW) - 9 min drive

Restaurants

  • ‪Kermit's Key West Key Lime Shoppe - ‬11 min walk
  • ‪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

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.
***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...
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 PRIVATE 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...
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.

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Property amenities

Internet

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

Things to do

  • Billiards/pool table
  • Communal pool
  • Heated pool
  • Tennis

Guest services

  • Housekeeping (on request)

Outdoors

  • Garden

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 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
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.
  • 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.
  • 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

2731-256378

Frequently asked questions

What's there to do near 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 FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?

As of Mar 6, 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 Mar 10, 2026 start from $445, 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 parking available on site at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?

No, there isn't parking at this guesthouse.

Is this guesthouse associated with 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 FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/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 FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?

No, but this guesthouse does have a heated pool.

Does this guesthouse provide 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.

Are there connecting rooms at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?

No, this guesthouse doesn't feature connecting guestrooms.

What is the closest airport to 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 FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?

Yes, every accommodation at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool comes with a balcony.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 32 out of 34 reviews
Rating 8 - Good. 1 out of 34 reviews
Rating 6 - Okay. 0 out of 34 reviews
Rating 4 - Poor. 1 out of 34 reviews
Rating 2 - Terrible. 0 out of 34 reviews

10/10

Cleanliness

9.6/10

Amenities

9.6/10

Property conditions & facilities

Reviews

10/10 Excellent

Kaurie P.

Liked: Cleanliness
Lovely place, clean and comfortable in a perfect location!
Stayed 2 nights in Feb 2026

10/10 Excellent

Mike R.

Stayed 4 nights in Jan 2026

10/10 Excellent

patrick d.

Liked: Cleanliness
Very clean place! Outstanding!Great location, and quiet at night..I"ll be back for sure! PatrickRochester, NY
Stayed 2 nights in Jan 2026

10/10 Excellent

Linda P.

Liked: Cleanliness
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

10/10 Excellent

Mike A.

Liked: Cleanliness
This place was great. Convenient to everything.
Stayed 11 nights in Nov 2025

10/10 Excellent

Cecelia W.

Liked: Cleanliness
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

Scott S.

Liked: Cleanliness
Great location
Stayed 2 nights in Oct 2025

10/10 Excellent

Cheryl

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
We loved it! Our room was spacious, had a mini fridge and our own icemaker. The shared kitchen had all the necessities and then some. The owners have gone above and beyond to anticipate everything that a traveler would need. Will definitely stay here again.
Stayed 2 nights in Oct 2025

10/10 Excellent

PaulMMurphy

Liked: Cleanliness
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
Beautiful property.and location
Stayed 3 nights in Aug 2025

10/10 Excellent

Lauren

Traveled with group
Liked: Cleanliness, amenities, property conditions & facilities
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

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

10/10 Excellent

NATALIE, johnsburg

Traveled with group
Liked: Cleanliness, amenities, property conditions & facilities
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

Amy H.

Liked: Cleanliness

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

10/10 Excellent

Albert Y.

Liked: Cleanliness

Key West

Excellent
Stayed 2 nights in Jun 2025

8/10 Good

Barbara

Traveled with partner
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

Christopher B.

Liked: Cleanliness

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

Joy

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

10/10 Excellent

Mark K.

Liked: Cleanliness

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

4/10 Poor

Luann R.

Liked: Cleanliness

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

BETTY K.

Liked: Cleanliness

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