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

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Close to Duval Street and Mallory Square, FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool provides amenities such as a garden. Guests can connect to free in-room WiFi.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Pool
  • Free Wi-Fi
  • Air-conditioning
The current price is NZ$522
includes taxes & fees
9 Nov - 10 Nov

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About the area

Located near the beach, this guesthouse is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. 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 snorkelling nearby, or enjoy the great outdoors with ecotours and cycling. Visit our Key West travel guide
View more Guest houses in Key West
Map
Key West, FL

What's nearby

  • A stone angel statue with outstretched wings, set against a clear blue sky with scattered clouds.
    Key West Cemetery
    5 min walk - 0.4 km
  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    11 min walk - 0.9 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    17 min walk - 1.5 km
  • A wooden sign with information about South Beach, Key West, Florida, including public beach status, restaurant hours, and beach chair rental.
    South Beach
    19 min walk - 1.6 km
  • A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
    Southernmost Point
    4 min drive - 1.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.)
    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
  • The Breakfast Club, Too
    12 min walk

About this property

FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community 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/Community Pool provides amenities such as a garden. Stay connected with free in-room WiFi.
  • You'll also enjoy the following perks during your stay:
    • Heated pool
    • Tennis courts, smoke-free property and a billiards/pool table
  • Room features
  • All guest rooms at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community 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

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Frequently asked questions

Does FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community 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/Community Pool?

As of 4 Nov 2026, prices found for a 1-night stay for 2 adults at FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool on 9 Nov 2026 start from NZ$522, 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/Community 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/Community 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/Community Pool?

Checkout is at 11:00 AM.

Where is FLAGLER ROOM @ Inn on Fleming~ADULTS ONLY 1st Floor King w/Community Pool located?

Located in Old Town Key West, this guesthouse is within a 10-minute walk of Key West Theater and Duval Street. Florida Keys Beaches and Mallory Square are also within 1 mile (2 km).

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Reviews

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

10

Exceptional

10

Cleanliness

9.8

Location

10

Staff & service

9.8

Property conditions & facilities
Rating 10 - Excellent. 49 out of 51 reviews
Rating 8 - Good. 1 out of 51 reviews
Rating 6 - Okay. 0 out of 51 reviews
Rating 4 - Poor. 1 out of 51 reviews
Rating 2 - Terrible. 0 out of 51 reviews

Reviews

Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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!!!
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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!
Verified review

4/10 Poor

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
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Absolutely a wonderful, peaceful location. Was able to take a dip in the pool entirely by myself. Had a nice little community area with a kitchen. The watercrafts for the room and the filtered water were an incredibly great touch. Would definitely stay here again.
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
The place is very cute. The pool was perfect.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay. The property was spotless, peaceful, and exactly what we needed for a relaxing trip. It’s in a quiet area but still a fairly easy, enjoyable walk to Duval Street. Would definitely stay here again.
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Clean room | Staff very responsive | Shops nearby
Stayed 1 night in May 2026
From a partner site

10/10 Excellent

Love 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: The property was clean, comfortable, quiet and convenient. The concierge service was an added bonus.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely place, clean and comfortable in a perfect location!
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed the fengshui of the place. The staff was peofessional and not intrusive
Stayed 2 nights in Mar 2026
Verified review

10/10 Excellent

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

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

Amazing location

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 a beautiful area in Key West, the room and surrounding areas in the house were beautiful and clean.
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
The Inn on Fleming was very comfortable and relaxing. The Flagler Room is lovely and large. The kitchen is very nice and we used it often. Staff was very accommodating to all of our needs. The only issue is with parking. The text you receive with parking instructions goes to your spam text folder. We didn’t see the spam text and received an expensive ticket for overnight parking on the street. We finally figured out where to park and found a lot not too far away. Other than this expensive lesson and extreme frustration, we had a good time. Thank you.
Stayed 3 nights in Jul 2026