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

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

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Where to?

Dates

November 2025

12

December 2025

Close to Duval Street and Ernest Hemingway Home and Museum, FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool provides golfing on-site, a garden and more. Guests can connect to free in-room WiFi.

Exceptional

Popular amenities

Pool
Air conditioning
Free WiFi

Room options

Check availability for these dates

Tonight

Nov 12 - Nov 13

Tomorrow

Nov 13 - Nov 14

About the area

Key West, FL

What's nearby

Duval Street - 10 min walk - 0.9 km
Ernest Hemingway Home and Museum - 14 min walk - 1.2 km
Mallory Square - 15 min walk - 1.3 km
Southernmost Point - 3 min drive - 1.4 km
Fort Zachary Taylor Historic State Park - 3 min drive - 1.7 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
‪Square Grouper Key West - ‬7 min walk
‪Half Shell Raw Bar - ‬8 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

Guest house near Duval Street

Close to Ernest Hemingway Home and Museum and Mallory Square, FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool provides golfing on-site, a garden and more. Stay connected with free in-room WiFi.

You'll also enjoy the following perks during your stay:

Heated pool
Tennis courts, a billiards/pool table and smoke-free property
Concierge services

Room features

All guest rooms at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Shared Heated Pool boast comforts, such as air conditioning, as well as

Other amenities include:

Bathrooms with showers and hairdryers
Smart TVs with cable channels
Porches or lanais, outdoor lighting and fridges

Similar properties

Pool
Hot tub
Kitchen
Washer

includes taxes & fees

16 Nov - 17 Nov

Free WiFi
Air conditioning
Tennis court
Parking available

includes taxes & fees

18 Nov - 19 Nov

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

Guest services

Concierge services
Housekeeping (on request)

Outdoors

Garden

More

Smoke-free property

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

Pets

Pets not 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

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.

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

This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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

If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

2731-256378

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.

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?

Checkout 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 mile (2 km).

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

9.8

Exceptional

10

Cleanliness

9.8

Location

9.6

Eco-friendliness

9.6

Property conditions & facilities

10/10 Excellent

NATALIE

11 Jul 2025

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

Lauren

18 Aug 2025

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

Amy H.

24 Jun 2025

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

8/10 Good

Barbara

24 May 2025

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

Sheri B.

30 Dec 2024

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!!!

10/10 Excellent

Cheryl

26 Oct 2025

Liked: Cleanliness, amenities, property conditions & facilities, communication

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Denise F.

1 Aug 2025

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

Brent H.

22 Jul 2025

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

Gerald T.

21 Jul 2025

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

James D.

30 Jun 2025

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.

21 Jun 2025

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

Key West

Excellent

Stayed 2 nights in Jun 2025

10/10 Excellent

Christopher B.

12 May 2025

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

This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ted B.

26 Apr 2025

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

Constance P.

16 Apr 2025

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.

3 Apr 2025

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.

20 Mar 2025

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.

8 Mar 2025

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.

10/10 Excellent

Mark K.

6 Mar 2025

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.

18 Feb 2025

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.

4/10 Poor

Luann R.

20 Jan 2025

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