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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 covered porch with wicker furniture, a ceiling fan, and a view of the street.
A modern kitchen with a marble countertop, a wooden cutting board, a fruit bowl, and a pitcher of water.
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 two-story white house with a porch, a picket fence, and a sign that reads '1016.'

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

  • Heated pool
  • Free Wi-Fi
  • Balcony
  • Air-conditioning
  • Balcony or patio
  • Refrigerator
The current price is NZ$495
includes taxes & fees
19 Aug - 20 Aug

Explore the area

View map
Key West, FL
  • Place, Duval Street
    ‪11 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪17 min walk‬
  • Place, Southernmost Point
    ‪4 min drive‬
  • 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
Balcony
The current price is NZ$495
includes taxes & fees
19 Aug - 20 Aug

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About this property

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

CAPTIVATING CLASSIC REVIVAL CHARM...
Built in 1894, the delightful Inn on Fleming is an 11 room boutique hotel that was once the residence of Board of Education chair Glynn Archer until it was transformed into what is now a serendipitous tropical refuge, boasting 9 unique rooms and suites and tucked into a peaceful residential street. You are only two blocks from the Historic Seaport and a short stroll to 5 star restaurants, bars, shopping and the endless allure of famous Duval Street. Whether you're looking to hook your catch of the day, visit upscale art galleries, or swim with the dolphins, let us be your home away from home in paradise.
***The full kitchen, dining and outdoor areas are available for all guests to enjoy.
***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.
***There is no complimentary breakfast however we provide light snacks for your enjoyment in the common areas.

DETAILS AND AMENITIES...
The magic begins as you step onto our cozy wraparound porch with comfortable and plentiful seating, where you are immersed in the unique sights and sounds of our charming neighborhood. The spacious kitchen, dining and cozy living areas are located on the main level of the inn. Retreat to our tropical garden to savor a cup of coffee in the morning. Sip on a crafted cocktail in the afternoon and take a dip in our lush tropical heated pool featuring a soothing and relaxing waterfall. Indulge yourself with a favorite novel or explore the internet with free Wi-Fi. All of our rooms include an ensuite bathroom, Serta PerfectSleeper Prestige Suite 11 Mattresses, fine linens, flat screen TV, coffeemaker and a mini-fridge, countertop ice machine, as well as tropical garden views. Our concierge services can advise you about all the things to do, including reservations to snorkel, kayak in the mangrove channels, or relax on an evening sunset sail.

SLEEPING ARRANGEMENTS...
The Simonton Room is located on the 1st floor and offers a plush king bed. Indulge in this lovely modern setting that offers a spacious PRIVATE bathroom with a shower/tub combination. Unwind and enjoy your flat screen TV and sip on a beverage from your mini-fridge.

OUTDOOR LIVING...
Find your serenity and let your mind melt, listening to the soft rush of our pool waterfall. Enjoy cozy conversation and frosty beverages under the shaded pool tables, surrounded by lush foliage and sultry island breezes. Stroll through our garden that envelops you in lush mature landscaping and soothes your soul with tropical breezes. Bikes are available to rent for your outdoor adventures.

PARKING...
We do not have our own parking but there is plenty of free on-street parking. Please refrain from parking in spots marked "resident permit".

PETS...
This is not a pet-friendly inn.

DISTANCES TO BEACHES...
Simonton Beach...0.8 mi
Fort Zachary Taylor...1.5 mi
South Beach...1.2 mi
Higgs Beach...1.5 mi
Smathers Beach...2 mi

Cancellations requested at least 30 days prior to arrival receive a full refund.
Cancellations requested at least 14 days prior to arrival receive a 50% refund.

BE OUR CHERISHED GUEST...

House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Adults only
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4293608vb
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

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.

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

As of 18 August 2026, prices found for a 1-night stay for 2 adults at SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/ Community Pool on 19 August 2026 start from NZ$495, 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 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 Burlesque Theater and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum 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.
Learn moreOpens in a new window
Rating 10 - Excellent. 37 out of 42 reviews
Rating 8 - Good. 4 out of 42 reviews
Rating 6 - Okay. 1 out of 42 reviews
Rating 4 - Poor. 0 out of 42 reviews
Rating 2 - Terrible. 0 out of 42 reviews

10/10

Cleanliness

10/10

Staff & service

7.4/10

Amenities

9.0/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

christina r.

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

Michael T.

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

John H.

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

Jeff O.

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.
From a partner site

10/10 Excellent

Audrey L.

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

Jason D.

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

Beth M.

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

Sheila R.

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

Pat M.

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
Verified review

10/10 Excellent

Christine R.

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

Carlton F.

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

Vince

Liked: Cleanliness, property conditions & facilities
Very clean room. Everything was great
Stayed 3 nights in Feb 2026
From a partner site

10/10 Excellent

John A.

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

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
From a partner site

10/10 Excellent

Janice S.

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

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
Verified review

10/10 Excellent

Andrea R.

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
Verified review

8/10 Good

Christine T.

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

A guest from Naples, FL

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
Verified review

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
Verified review

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
Verified review

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
Verified review

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
From a partner site

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!
Verified review

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