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

Guest house near Duval Street in Key West

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

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

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, 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

Room options

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Total with taxes and fees
Blue Flamingo Resort Key West

About the neighborhood

Key West

Seaside stay .Within a 15-minute walk of this Old Town Key West guesthouse, you'll find Duval Street and Florida Keys Beaches. Key West Burlesque Theater and Studios of Key West are also within half a mile (1 km).
View more Guest Houses in Key WestOpens in a new window

What's nearby

  • Key West Cemetery - 5 min walk - 0.3 miles
  • Duval Street - 9 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
  • Harry S. Truman Little White House - 15 min walk - 0.8 miles
  • Southernmost Point - 3 min drive - 0.9 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
  • ‪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...

Similar properties

Beach nearby
SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool
  • Pool
  • Free WiFi
  • Air conditioning
  • Tennis court
4.9 out of 5, Exceptional, 25 reviews
$305 nightly
The price is $339
Jan 7 - Jan 8, 2026
Total with taxes and fees
SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool

Property amenities

Internet

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

Things to do

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

Room amenities

Entertainment

  • Smart TV with cable/satellite channels

Bedroom

  • Bedsheets provided

Bathroom

  • Hair dryer
  • Shower
  • Towels provided

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

  • No pets allowed

Children and extra beds

  • This property does not 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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

2731-256378

Frequently asked questions

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

This guesthouse is 3.4 mi (9-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

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

As of Dec 28, 2025, 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 7, 2026 start from $147.0, 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.

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

Airport shuttle services are not available at this guesthouse.

How close is FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool to the beach?

This guesthouse is a short 15-minute walk from Florida Keys Beaches and 1.9 mi (5-min drive) from Smathers Beach. Don't forget your sunscreen!

Does FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool offer free breakfast?

This guesthouse does not offer free breakfast.

Is there a casino at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?

No, there is no casino at this guesthouse.

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.

Is there free parking at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool?

Free parking is not available at this guesthouse.

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

Yes, there's a heated pool.

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

There are no spa services available at this guesthouse.

How close is FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool to downtown Key West?

This guesthouse is 0.5 mi away from Key West.

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

Reviews

9.8

Exceptional

Rating 10 - Excellent. 25 out of 27 reviews
Rating 8 - Good. 1 out of 27 reviews
Rating 6 - Okay. 0 out of 27 reviews
Rating 4 - Poor. 1 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

10/10

Cleanliness

9.6/10

Amenities

9.6/10

Property conditions & facilities

9.6/10

Eco-friendliness

Reviews

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

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