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The Inn on Fleming

3.5 star property
Guesthouse with free breakfast, 7-minute walk to Sails To Rails Museum at Flagler Station

Choose dates to view prices

Photo gallery for The Inn on Fleming

Outdoor spa tub
Front of property
Reception
King Room | Premium bedding, individually decorated, individually furnished
Terrace/patio
The Inn on Fleming in Key West offers a continental breakfast, daily manager's reception, outdoor pool, spa tub, and WiFi-equipped rooms. Helpful staff provides bike rentals, making this boutique guesthouse perfect for active travelers who value downtime.

Reviews

9.2 out of 10
Wonderful

Popular amenities

  • Hot Tub
  • Pool
  • Housekeeping
  • Air conditioning
  • Free WiFi

Room options

Available filters for rooms
Showing 3 of 3 rooms

View all photos for Queen Room

Queen Room | Premium bedding, individually decorated, individually furnished

Queen Room

9.0 out of 10
Wonderful
(12 reviews)

Highlights

Individually furnished
Individually decorated
Air conditioning
Refrigerator
Flat-screen TV
Premium bedding
Ceiling fan
Hair dryer
  • 14 sq m
  • Sleeps 2
  • 1 Queen Bed

View all photos for King Room

King Room | Premium bedding, individually decorated, individually furnished

King Room

9.8 out of 10
Exceptional
(15 reviews)

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Refrigerator
Flat-screen TV
Premium bedding
Ceiling fan
  • 19 sq m
  • Sleeps 2
  • 1 King Bed

View all photos for Suite, Multiple Beds

Premium bedding, individually decorated, individually furnished

Suite, Multiple Beds

9.6 out of 10
Exceptional
(19 reviews)

Highlights

Balcony
Individually furnished
Individually decorated
Air conditioning
Refrigerator
Flat-screen TV
Ceiling fan
Premium bedding
  • 31 sq m
  • 2 bedrooms
  • Sleeps 4
  • 1 King Bed and 1 Double Bed

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About the neighborhood

Map
1016 Fleming St., Key West, FL, 33040

What's nearby

  • Duval Street - 10 min walk - 0.6 miles
  • Mallory Square - 15 min walk - 0.8 miles
  • Harry S. Truman Little White House - 15 min walk - 0.8 miles
  • Southernmost Point - 3 min drive - 0.9 miles
  • Fort Zachary Taylor Historic State Park - 3 min drive - 1.1 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
  • ‪Harpoon Harry's Restaurant and Bar - ‬6 min walk
  • ‪Dante's - ‬8 min walk

About this property

The Inn on Fleming

Boutique guesthouse near Harry S. Truman Little White House
Located close to Sails To Rails Museum at Flagler Station and Key West Cemetery, The Inn on Fleming provides free continental breakfast, a free daily manager's reception, and a terrace. Active travelers can enjoy cycling at this guesthouse. For some rest and relaxation, visit the hot tub. In addition to a garden, guests can connect to free in-room WiFi.
You'll also enjoy perks such as:
  • An outdoor pool
  • Bike rentals, outdoor furniture, and beach umbrellas
  • A TV in the lobby, a water dispenser, and a front-desk safe
  • Beach towels, luggage storage, and concierge services
  • Guest reviews speak highly of the helpful staff and location
Room features
All guestrooms are individually furnished, and offer comforts such as premium bedding and air conditioning, in addition to perks like free WiFi.
Other conveniences in all rooms include:
  • Bathrooms with tubs or showers and free toiletries
  • 32-inch flat-screen TVs with cable channels
  • Wardrobes/closets, refrigerators, and coffee/tea makers

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Property amenities

Internet

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

Parking and transportation

  • No onsite parking available

Food and drink

  • Free continental breakfast available daily 8:00 AM to 10:30 AM
  • Free daily manager's reception

Things to do

  • Bicycle rentals
  • Hot tub
  • Outdoor pool
  • TV in common areas

Conveniences

  • Limited-hour front desk
  • Luggage storage
  • Safe at front desk
  • Shared microwave
  • Water dispenser

Guest services

  • Concierge services
  • Housekeeping (daily)
  • Tour and ticket assistance

Outdoors

  • Beach towels
  • Beach umbrellas
  • Garden
  • Outdoor furniture
  • Terrace

Accessibility

  • No elevator

More

  • Communal living room
  • Designated smoking areas

Room amenities

Bedroom

  • Premium bedding

Bathroom

  • Bathtub or shower
  • Free toiletries
  • Hair dryer
  • Private bathroom
  • Towels provided

Entertainment

  • 32-inch flat-screen TV with cable channels

Food and drink

  • Coffee/tea maker
  • Refrigerator

More

  • Air conditioning
  • Ceiling fan
  • Individual decor
  • Individual furnishings
  • Iron/ironing board

Policies

Check-in

Check-in start time: 2:00 PM; Check-in end time: 6:00 PM
Late check-in subject to availability
Minimum check-in age: 21

Check-out

Check-out before 11 AM

Special check-in instructions

The front desk is open daily from 9 AM - 6:00 PM
Guests must contact the property in advance for check-in instructions; front desk staffed during limited hours
To make arrangements for check-in please contact the property at least 48 hours before arrival using the information on the booking confirmation
If you are planning to arrive after 6:00 PM please contact the property in advance using the information on the booking confirmation

Access methods

Front desk (limited hours)

Pets

Pets not allowed

Children and extra beds

Children 18 and younger are not allowed at this property; All guests older than 18 are welcome
Rollaway/extra beds are not available
Cribs (infant beds) are not available

Property payment types

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
Minimum Spring Break check-in age is 21 years old
The name on the credit card used at check-in to pay for incidentals must be the primary name on the guestroom reservation
This property accepts credit cards; cash is not accepted
Safety features at this property include a fire extinguisher, a smoke detector, a security system, and a first aid kit
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

We should mention

This property does not have elevators
This property's policy is to refuse certain bookings for the purpose of group events or parties, including pre-wedding stag/bachelor and hen/bachelorette parties
Children 18 years old and younger are not permitted at this property

Property is also known as

Artist House Fleming
Artist House Fleming B&B
Artist House Fleming B&B Key West
Artist House Fleming Key West
Inn Fleming Key West
Fleming Key West
Artist House on Fleming
The Inn on Fleming Key West
The Inn on Fleming Guesthouse
The Inn on Fleming Guesthouse Key West

Frequently asked questions

Does The Inn on Fleming have a pool?

Yes, this property has an outdoor pool.

Is The Inn on Fleming pet-friendly?

No, pets are not allowed at this property.

How much is parking at The Inn on Fleming?

This guest house doesn't offer parking.

What time is check-in at The Inn on Fleming?

Check-in start time: 2:00 PM; Check-in end time: 6:00 PM. Late check-in is available during limited hours.

What time is check-out at The Inn on Fleming?

Check-out is at 11 AM.

Where is The Inn on Fleming located?

Located in Old Town Key West, this boutique guesthouse is within a 10-minute walk of Sails To Rails Museum at Flagler Station, Key West Cemetery, and Schooner Western Union. Audubon House and Tropical Gardens and Harry S. Truman Little White House are also within 1 mi (2 km).

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Reviews

The Inn on Fleming Reviews

9.2

Wonderful

9.4

Cleanliness

9.4

Location

9.4

Staff & service

9.2

Eco-friendliness

8.8

Property conditions & facilities
Rating 10 - Excellent. 431 out of 608 reviews
Rating 8 - Good. 131 out of 608 reviews
Rating 6 - Okay. 29 out of 608 reviews
Rating 4 - Poor. 13 out of 608 reviews
Rating 2 - Terrible. 4 out of 608 reviews

Reviews

10/10 Excellent

Melissa

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We loved our stay!
Stayed 3 nights in Jan 2025

10/10 Excellent

Rose

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very well 🤔 brained. Hosts were very accommodating. Great location.
Stayed 7 nights in Jan 2025

10/10 Excellent

Edward

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great bargain, friendly staff, clean.
Stayed 2 nights in Jun 2024

10/10 Excellent

Robert

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
The Inn on Fleming was a great place to stay. Convenient to Duval St, the staff was wonderful and the accommodations were great.
Stayed 3 nights in Mar 2023

10/10 Excellent

Thomas

Liked: Cleanliness, staff & service, property conditions & facilities
Well located convenient property with access to restaurants.
Stayed 1 night in May 2023

10/10 Excellent

Victoria

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had an amazing stay here! It was in walking distance to everything. There’s free alcohol and snacks which was a huge plus. Such a cute room with comfy beds. Would highly recommend!
Stayed 2 nights in Nov 2024

10/10 Excellent

Peter

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Beautiful guest house with charming room, pool and patio as well as roomy front porch for lounging. Situated in a convenient, beautiful part of Key West, this was a wonderful stay for us.
Stayed 3 nights in Jan 2024

10/10 Excellent

PAULA

Liked: Cleanliness, staff & service, property conditions & facilities
Very pleasant and the staff awesome
Stayed 3 nights in Aug 2022

10/10 Excellent

Elizabeth

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Loved it!!

The home was quaint and cozy with a very comfortable bed. The staff was kind and informative. We will definitely stay there again.
Stayed 3 nights in Aug 2024

10/10 Excellent

Bruce

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

July Inn on Fleming

Awesome place to stay. Everything was spotless & rooms were spacious. On site management, David, was very helpful with checking in due to our late arrival…
Stayed 2 nights in Jul 2024

10/10 Excellent

James

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Very nice and clean place.
Stayed 1 night in Aug 2022

10/10 Excellent

Sarah

Liked: Staff & service, amenities, property conditions & facilities
We absolutely loved the Inn on Fleming!! Check in was a breeze, the beds and pillows were so comfy, the room was cleaned daily, it was super easy to walk or uber to places around Key West, and Happy Hour was such a nice touch. I would definitely stay here again!!!!
Stayed 3 nights in Feb 2023

10/10 Excellent

Eric

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great place to stay in Key West. Walkable to mostly everything but far enough off Duval St for peace and quiet. Staff was friendly and helpful. Free snacks, beer and wine available at any time. Would definitely stay again.
Stayed 3 nights in Mar 2024

10/10 Excellent

John

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
This is a house converted into a small Inn. The rooms were small but confortable. The location was ideal and the room rates were good. We enjoyed our three night stay.
Stayed 3 nights in Jan 2023

10/10 Excellent

Heather

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Everyone was great
Stayed 3 nights in Sep 2023

10/10 Excellent

Carmen

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
We had a great stay at the Inn on Fleming. Super friendly staff and great facility. It’s not super close to Duval, but that was fine with us. A very short walk to Half Shell Raw Bar was great for their raw bar happy hour every day
Stayed 3 nights in Aug 2023

10/10 Excellent

Michael

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Location is Amazing, Staff is AMAZING, room was really clean and cooled down waiting for my arrival! A little slice of heaven, and couldn't have asked for much more!
Stayed 2 nights in Jan 2023

10/10 Excellent

David

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
I picked the Inn partly because of its location six minute walk from the Dry Tortugas ferry. The Inn has a very welcoming atmosphere, nicely appointed rooms, with comfortable porches and decks to relax in. We loved the wading pool in the shaded back yard to cool off during happy hour at the end of the day.
Stayed 2 nights in Jun 2023

10/10 Excellent

Clancy

Liked: Staff & service, amenities, property conditions & facilities
We just stayed at the Inn on Fleming for a long weekend and it was the best place to stay! We loved the convenience of its location (walkable to Duval and some really good restaurants). The staff were so friendly and accommodating! We loved the snacks that were put out each day, the happy hour beverages, and the breakfast! We honestly have no complaints and would definitely stay here again.
Stayed 3 nights in Aug 2023

10/10 Excellent

Sazi

Happy hours
Stayed 2 nights in Jul 2023

10/10 Excellent

Barbara

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Perfect Stay At The Inn on Fleming!

We had such a wonderful time staying at The Inn on Fleming in Key West! We received such a warm welcome and enjoyed visiting with David each morning during our breakfast. The area the hotel is in is absolutely gorgeous and loved the comfort of the hotel. It made it feel like home. It was the perfect get away for a much needed break. We are already thinking about when we can go back!
Stayed 5 nights in Feb 2024

10/10 Excellent

Kendall

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

David is such a great caretaker

We loved the caretaker David, he was helpful and made our stay so much better!!
Stayed 4 nights in Jan 2023

10/10 Excellent

Debra

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

Nice, quiet place to stay

We loved staying at the Inn on Fleming. Rooms were very nice. From check in to check out everything went well. A very nice happy hour. And lots of information on what to do in Key West. Close enough to walk to attractions. Far enough to be a quiet neighborhood.
Stayed 2 nights in Mar 2023

10/10 Excellent

brian

Liked: Cleanliness, staff & service, property conditions & facilities
Nice and clean and modern
Stayed 2 nights in Aug 2022

10/10 Excellent

Kasey

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort

10/10 Would Do It Again

We came into town for my birthday weekend and The Inn on Fleming was absolutely perfect. It was close enough to everything without being in the “hype” of the bars. Service was excellent. The complimentary breakfast, snacks and happy hour were the cherry on top. Perfect place for a getaway.
Stayed 2 nights in Sep 2023

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