SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/ Community Pool

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

A four-poster canopy bed with a bench, a bedside table with a lamp, and a framed botanical print on the wall.
A covered porch with wicker furniture, a ceiling fan, and a view of the street.
A modern kitchen with a central island, dark cabinetry, and a large window overlooking a garden.
A hallway with wooden flooring, white railings, and a door leading to a room with a view.
A modern kitchen with a marble countertop, a wooden cutting board, a fruit bowl, and a pitcher of water.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • 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

  • Patio
  • Swimming pool
  • Air-conditioning
  • Refrigerator
  • Internet
  • Non-smoking

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

Bathtub or shower · Toilet

Spaces

Deck or patio

Similar properties

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AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!
Uptown - Upper Duval
  • Free Wi-Fi
  • Air-conditioning
  • Parking available
  • Microwave
9.6 out of 10, Exceptional, 18 reviews
The price is AU$469
includes taxes & fees
24 Nov - 25 Nov
AFTER HOURS ~ On Duval St, Adult Only, Adjoining Rum Bar & Nearby Beaches!

Frequently asked questions

Does SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/ Community Pool have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/ Community Pool pet-friendly?

No, pets are not allowed at this property.

What time is check-in at SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/ Community Pool?

Check-in begins at 3:00 PM.

What time is check-out at SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/ Community Pool?

Checkout is at 11:00 AM.

Where is SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl 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).

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

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 39 out of 45 reviews
Rating 8 - Good. 4 out of 45 reviews
Rating 6 - Okay. 2 out of 45 reviews
Rating 4 - Poor. 0 out of 45 reviews
Rating 2 - Terrible. 0 out of 45 reviews

10/10

Cleanliness

10/10

Staff & service

7.6/10

Amenities

9.2/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful property, convenient location!
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Conveniently located.
Stayed 4 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved it! Great location walking distance to everything in keywest Will be back for sure
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and comfortable room. We will be back!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our stay in Key West and the Inn on Fleming was delightful!
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and very nice place
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great little place with even better price!
Stayed 3 nights in Mar 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful and comfortable common areas. Big front porch. Nice wading pool with waterfall feature. Lush landscaping. Fifteen to twenty minute walk to Key West attractions.
Stayed 3 nights in Jul 2026
From a partner site

10/10 Excellent

Great Inn 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: We enjoyed our stay at Inn on Fleming. At 5 blocks off Duval, it is close enough but far enough away! Very peaceful and centrally located to the Bight and Duval. Great responsiveness from the staff, beautiful home and great amenities.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location - walked everywhere. The house was well appointed and the room was super comfortable! Really enjoyed our stay!
Stayed 5 nights in Nov 2025
From a partner site

10/10 Excellent

Perfect Key West Stay

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 absolutely loved our stay! It had the perfect true Key West vibe and was in such a convenient location for everything we wanted to do. The space was very clean, comfortable, and well cared for, and the hosts were incredibly responsive and easy to communicate with. It really felt like the perfect home base for our trip. And the AC worked great, IYKYK. We would happily stay here again! 🌴☀️
Verified review

10/10 Excellent

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

Home away from home

The Inn was very well kept, very quiet, comfortable, and clean. We enjoyed our stay very much and it was in a great location.
Stayed 2 nights in May 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, cozy room . House has a bed n breakfast feel. Kitchen is shared and has lots of space n offers coffe n tea n filtered water. Locations is great quite side street not far from docks n Duvall Street. Great for a few day stay. Host was easy to contact. Great stay!
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, property conditions & facilities
Very clean room. Everything was great
Stayed 3 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, super clean, very nice to have some space outside of the room with a kitchen, fridge, pool, and all the other amenities - unlike the overpriced hotels. Did not get woken up by chickens. Bed was super comfy. Would definitely recommend!
Stayed 1 night in Feb 2026
Verified review

10/10 Excellent

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

Paradise

We had the best time while Visiting key west
Stayed 2 nights in May 2025
From a partner site

10/10 Excellent

Great 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: It was our first trip to Key West. The Inn on Fleming was a great find. Very nice property. Our room was as described and comfortable. Kitchen, common areas and pool were very nice. The concierge service was always available.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super quiet with the exception of one night. Really nice linens and comfy bed! I really liked that this stay had a filtered water machine for guests to use AND the insulated pitchers were wonderful to use. There was great shower water pressure and plenty of hot water. I would stay here again.
The Inn on Fleming
Fort Zachary beach
Date & Thyme
The Grand
Stayed 4 nights in Nov 2025
From a partner site

10/10 Excellent

Quaint and Charming Boutique 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: The Inn on Flemington was exceptional from the check in process to the room and common areas. Our room was just as pictured on the web site. It was so conveniently located to the many attractions in the town and within walking distance to great restaurants. The staff was phenomenal and a special thanks to Hilary. She was great and such a pleasure to just sit and talk with!
Verified review

10/10 Excellent

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

Beautiful Spot Perfect Location

Amazing house in a beautiful area. Wonderful front porch for hanging out. Walk to everything.
Stayed 2 nights in Apr 2025
Verified review

10/10 Excellent

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

Great, quaint gem in the heart of Key West

Perfect place to stay. Love the charm of the old house/ mansion and the updated modern conviences. Within walking distance of Duval Street and other attractions. The extras of breakfast food, soda, wine, beer, were a pleasant aurora.
Stayed 2 nights in Mar 2025
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
All contact was virtual. Beautiful old home with spacious kitchen access
Stayed 3 nights in Jan 2026
From a partner site

10/10 Excellent

Excellent

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: Close to Duval Street. Very clean. Beautiful property
From a partner site

10/10 Excellent

Key West Vacation- May 2024

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 location, quiet area, very clean, owner answered all our questions. Thanks for a great stay!
Verified review

10/10 Excellent

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

Great place to stay in Key West

The place looks even better in person. Pictures don’t do it justice! Super clean and cozy. The entire place is maintained very well. The only tiny issue we had while staying there was the slow internet.Enjoy our stay & highly recommended!
Stayed 2 nights in Dec 2024