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Entire condo

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

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

Beach nearby
A heated pool
Terrace/patio
1 bedroom, iron/ironing board, free WiFi, bed sheets
Interior
Close to Duval Street and Ernest Hemingway Home and Museum, SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated Pool provides amenities like golfing on site. Stay connected with free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire condo

1 bedroom1 bathroom220 sq ft

Popular amenities

  • Pool
  • Outdoor Space
  • Air conditioning
  • Free WiFi

Add dates for prices

About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

SIMONTON ROOM @ Inn on Fleming~ADULTS ONLY 1st Lvl King w/Shared Heated 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.
***GUESTS MUST BE 25 YEARS OF AGE OR OLDER.

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 shared spaces on the first level. 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 en-suite 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...

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Communal pool
  • Heated pool

Internet

  • Available in the condo: Free WiFi

Food and drink

  • Coffee/tea maker
  • Ice maker
  • Refrigerator

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Towels provided

Entertainment

  • Smart TV with cable/satellite channels

Outdoor areas

  • Patio

Laundry

  • Laundromat nearby

Comfort

  • Air conditioning

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Concierge services
  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • Near the marina
  • Near the sea

Things to do

  • Golf
  • Heated pool
  • Tennis
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Golfing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Scuba diving nearby
  • Snorkeling nearby
  • Swimming nearby
  • Windsurfing nearby

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Deadbolt lock

General

  • Housekeeping (on request)
  • Property does not allow children
  • Unit size: 220 square feet

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  • Kitchen
  • Free WiFi
  • Air conditioning
9.6 out of 10, Exceptional, 146 reviews
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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

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
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher and a deadbolt lock
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

About the neighborhood

Located near the beach, this condo 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 South Beach. 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 cycling and ecotours.
Visit our Key West travel guideOpens in a new window
View more Condo Rentals in Key WestOpens in a new window
Map
Key West, FL

What's nearby

  • Duval Street - 10 min walk - 0.6 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
  • Mallory Square - 15 min walk - 0.8 miles
  • South Beach - 19 min walk - 1.0 mile
  • Southernmost Point - 3 min drive - 0.9 miles

Getting around

  • Key West Intl. Airport (EYW) - 9 min drive

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬7 min walk
  • ‪Schooner Wharf Bar - ‬10 min walk
  • ‪Square Grouper Key West - ‬7 min walk
  • ‪Dante's - ‬8 min walk
  • ‪Half Shell Raw Bar - ‬8 min walk

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 Sep 28, 2025, 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 Oct 6, 2025 start from $79.0, 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 condo building is within a 10-minute walk of Key West Burlesque Theater and Duval Street. Ernest Hemingway Home and Museum and Mallory Square 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

9.8

Exceptional

10

Cleanliness

9.8

Location

8.0

Eco-friendliness

8.0

Property conditions & facilities
Rating 10 - Excellent. 17 out of 20 reviews
Rating 8 - Good. 3 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

Reviews

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

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

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!

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

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

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

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

Fernando S.

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

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