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

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

Choose dates to view prices

Close to Duval Street and Ernest Hemingway Home and Museum, SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool has plenty to offer. Stay connected with free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Pool
  • Free WiFi
  • Air conditioning
The current price is ￥55,341
￥91,915 total
includes taxes & fees
Feb 20 - Feb 21

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About the neighborhood

Located near the beach, this guesthouse is in Old Town Key West, a neighborhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with ecotours and cycling. Visit our Key West travel guide
View more Guest Houses in Key West
Map
FL, Key West

What's nearby

  • Duval Street featuring signage
    Duval Street
    9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    14 min walk - 1.2 km
  • Harry S. Truman Little White House featuring signage
    Harry S. Truman Little White House
    15 min walk - 1.3 km
  • South Beach featuring a sandy beach and general coastal views as well as a small group of people
    South Beach
    19 min walk - 1.6 km
  • Southernmost Point showing signage
    Southernmost Point
    4 min drive - 2.4 km

Getting around

  • Key West Intl. Airport (EYW)
    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
  • Square Grouper Key West
    7 min walk

About this property

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

Guesthouse near Duval Street
Close to Ernest Hemingway Home and Museum and Mallory Square, SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool has plenty to offer. Guests can connect to free in-room WiFi.
Additional perks include:
  • Heated pool
  • Tennis courts and smoke-free premises
Room features
All guestrooms at SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool include comforts such as air conditioning, as well as amenities like free WiFi.
Extra amenities include:
  • Bathrooms with tubs or showers and hair dryers
  • Smart TVs with cable channels
  • Decks/patios, outdoor lighting, and refrigerators

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Property amenities

Internet

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

Things to do

  • Communal pool
  • Heated pool
  • Tennis

Guest services

  • Housekeeping (on request)

More

  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • 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
Information provided by the property may be translated using automated translation tools

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

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

Property is also known as

2731-256377

Frequently asked questions

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

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

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

As of Feb 9, 2026, prices found for a 1-night stay for 2 adults at SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool on Feb 20, 2026 start from ￥55,341, 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.

Is SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated 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/Shared Heated 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/Shared Heated Pool?

Check-out is at 11:00 AM.

Where is SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl 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 mi (2 km).

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Reviews

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

9.6

Exceptional

10

Cleanliness

9.8

Location

8.0

Property conditions & facilities
Rating 10 - Excellent. 22 out of 27 reviews
Rating 8 - Good. 4 out of 27 reviews
Rating 6 - Okay. 1 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

Reviews

10/10 Excellent

Kathy D.

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

10/10 Excellent

Uyanga G.

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

8/10 Good

Melissa

Liked: Cleanliness, amenities, property conditions & facilities, communication
You always hope you get what you paid for and we did. We were lucky enough to find parking close and could walk everywhere. I love old homes they, have lots of character and this one is beautiful. The access to a kitchen was perfect too since we make our own brunch. The staff was super friendly. I really enjoyed our stay there. It was a nice treat.
Stayed 2 nights in Feb 2025

10/10 Excellent

Anne L.

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

Weekend getaway

Everything was clean. .amazing ...nice to have coffee and creamer in room....loved the water pitchers. Oranges in kitchen were a nice touch. I think the only thing i would change is locking the front door at night.
Stayed 2 nights in Mar 2025

10/10 Excellent

Donna H.

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

10/10 Excellent

daniel s.

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

Paradise

We had the best time while Visiting key west
Stayed 2 nights in May 2025

10/10 Excellent

Maggie B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Rey nice clean property! We were not there to watch TV but very difficult to navigate! Absolutely would recommend to friends!
Stayed 2 nights in Sep 2025

10/10 Excellent

John K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great room in a nicely renovated old house. Looks just like the pictures. Liz and Dwell team were easy to communicate with and responsive to any needs and recommendations. Would stay here again. Close walk to anything on the island. (Uber's from airport). Awesome front porch and nice pool.
Stayed 5 nights in Aug 2025

10/10 Excellent

Robert E.

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

10/10 Excellent

Great 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 do not recommend this vacation rental. Reviewer Comments: Came in for a quick trip to key west, looking for rest, relaxation and a little fun. Dwell and the Inn on Fleming hit the spot! :)

10/10 Excellent

Leticia L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was wonderful. Everything I asked for was at my fingertips. Everything was walking distance
Stayed 6 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Pamela H.

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

10/10 Excellent

Hope A.

Love Love love

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: Everything about this little Inn was special and unique. We always felt safe, even though the front door to the Inn stayed unlocked for all guests. Everyone in Key West is so welcoming.

10/10 Excellent

Dominque I.

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

Perfect key west stay!

Absolutely love this adorable property and will be back! The room with connecting bathroom was perfect. The check in was super easy, we obtained a key to the room, which was nice because we were right at the front of the house! There was a mini fridge with freezer, ice maker and coffee machine the in the room which was very convenient. The entire home was adorable, I loved it! We didn’t use the pool but it was the perfect size for a couple to relax, the location was great, just a 5 minute golf cart ride to pretty much anywhere on the island!
Stayed 4 nights in Jun 2025

8/10 Good

Michelle

Liked: Cleanliness, property conditions & facilities, communication
Disliked: Amenities
Recommend a key pad for the front door. We were on the first floor next to the front door with no lock.
Stayed 2 nights in Mar 2025
This review comes from a trusted partner site and has not been verified.

8/10 Good

Michelle M.

Beautiful and cozy

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was somewhat unhappy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: One of the smallest rooms, next to the front door which is left unlocked. Recommend implementing a front door keypad for visitors staying at the property.If I stayed there alone, I would not have felt safe.

10/10 Excellent

Carolyn P.

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

Perfection

We were made to feel welcomed. Met some great people. Wendy the owner stopped by and we chatted and Liz was so helpful. I wanted to stay longer. Our room was a haven from the heat and everything was crisp and clean. It felt like you were staying with family. Walking distance to Duval Street. We were permitted to use the amenities before and after check out while we waited for our boat back to Fort Meyers. Met Bill a retired lawyer and a lovely family from up north that we chatted in the pool. Fresh oranges left out in a bowl and coffee pods stocked I’d love to go back again. We took the Ferry from Fort Meyers to Key West and it was a three block walk to the Inn. Flemming street is beautiful and mature Ubers are fast and cheap if you want to avoid the heat and walk back to the inn
Our room 1st floor. Quiet and cozy
Bathroom clean and tub
Chairs by the pool jacuzzi
Front door
Stayed 1 night in Jul 2025

10/10 Excellent

Richard K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Jul 2025

10/10 Excellent

Craig R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Jun 2025

10/10 Excellent

Fernando S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 2 nights in Mar 2025