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

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

A four-poster bed with a green rug, a white dresser, and a chair in a room with light blue walls and a ceiling fan.
A covered porch with wicker furniture, a ceiling fan, and a view of the street.
A hallway with wooden flooring, white railings, and a door leading to a room with a view.
A modern kitchen with a central island, dark cabinetry, and a large window overlooking a garden.
A modern kitchen with a marble countertop, a wooden cutting board, a fruit bowl, and a pitcher of water.

Reviews

10 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Private garden
    A rare find — relax in the peaceful, private garden space.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Duval Street

Popular amenities

  • Balcony
  • Swimming pool
  • Air-conditioning
  • Refrigerator
  • Internet
  • Non-smoking
The current price is NZ$521
includes taxes & fees
2 Nov - 3 Nov

Explore the area

View map
Key West, FL
  • Place, Key West Cemetery
    ‪5 min walk‬
  • Place, Duval Street
    ‪11 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪17 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 King Bed

1 bathroom

Bathroom 1

Toilet · Shower only

Spaces

Deck or patio
Porch or lanai
Balcony
Garden
The current price is NZ$521
includes taxes & fees
2 Nov - 3 Nov

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  • Air-conditioning
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9.8 out of 10, Exceptional, 16 reviews
The price is NZ$515
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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 1 November 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 2 November 2026 start from NZ$521, 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).

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

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 48 out of 50 reviews
Rating 8 - Good. 1 out of 50 reviews
Rating 6 - Okay. 0 out of 50 reviews
Rating 4 - Poor. 1 out of 50 reviews
Rating 2 - Terrible. 0 out of 50 reviews

10/10

Cleanliness

10/10

Staff & service

9.6/10

Amenities

9.8/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed out stay. The property was very pleasant and well situated in the old town of Key West. We were within walking distance of all the main sites.
Stayed 4 nights in Sep 2026
From a partner site

10/10 Excellent

Excellent Place

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: Excellent place to stay. Booked The Flagler Room. Inn is on Local Parade Route. Will stay again for sure.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My first of what I hope to be many more trips to Key West was absolutely wonderful. We stayed in The Flagler Room at the Inn on Fleming. Such a nice place, so charming, very clean, well equipped, great location, o & easy check in/check out process! We didn’t want to leave. We loved it! I will definitely book again!
Stayed 2 nights in Oct 2026
From a partner site

10/10 Excellent

Very comfortable!

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: Great room! Could use a few more plugs and the phone power strip did not seem to work. But loved the house and back yard area!
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
This place was so charming and centrally located to all cool things to do in Key West. Even found an amazing local place right down the street for nightcaps. Even found a free parking spot! Love the adults only aspect. Made for a relaxing and fun filled trip. Host contact was great and very responsive. Loved the big fridge in the room too although there was also a full fridge out in the kitchen area. Though there was no cooking availability so I think that might be the only thing I expected but everything else was fantastic. Highly recommend it.
Stayed 3 nights in Aug 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
From a partner site

10/10 Excellent

Relaxing & Enjoyable

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 had an absolutely wonderful time while staying at the Inn on Fleming. The Flagler Room is large, lovely and on the 1st floor. The management company was very attentive to any needs we had. The location is ideal as we walked everywhere we wanted to go. The only issue is with parking. The text with parking instructions goes to your spam text which we missed and therefore got an expensive parking ticket for parking in an empty spot on the street overnight. We finally figured out how to find a parking lot where we could legally park. Other than this expensive lesson, we had a great time.
From a partner site

10/10 Excellent

Good times at the Flagler 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: Although we stayed only four nights, wishing we would’ve stayed longer impressed with the cleanliness of the entire house and our room. Everything you need for a short stay. location was also great restaurants, and groceries all within walking distance.
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very relaxing room with wonderful attention to detail. I particularly loved the the provided pitchers that work very well for having both hot and cold filtered water in the room. Being on the main floor was so convenient! I enjoyed sitting on the front porch, listening to the waterfall on the back patio, as well walking to the massage place just down the street. I loved the longer walks to the marina, Fausto’s grocery store, Duval St, Hemingway House, and the southernmost point. Thank you!
Stayed 4 nights in Mar 2026
Verified review

10/10 Excellent

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
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