The Inn on Fleming

Property class: 3.5

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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.

Reviews

9.2 out of 10
Wonderful

Popular amenities

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

Room options

Available filters for rooms
Showing 3 of 3 rooms

View all photos for Queen Room

A bedroom with a bed, two bedside tables, a nightstand, a ceiling fan, and windows with blinds.

Queen Room

9.0 out of 10
Wonderful
(15 reviews)
  • 150 sq ft
  • Sleeps 2
  • 1 Queen Bed

View all photos for King Room

A bedroom with a large bed, two bedside tables with lamps, a chair, and a window with blinds.

King Room

9.8 out of 10
Exceptional
(16 reviews)
  • 205 sq ft
  • Sleeps 2
  • 1 King Bed

View all photos for Suite, Multiple Beds

A neatly made bed with a red blanket and pillows, a bedside table with a lamp, and a small nightstand with a lamp.

Suite, Multiple Beds

9.8 out of 10
Exceptional
(21 reviews)
  • 334 sq ft
  • 2 bedrooms
  • Sleeps 4
  • 1 King Bed and 1 Double Bed

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About the neighborhood

Located in Old Town Key West, a neighborhood in Key West, The Inn on Fleming is near the airport and by the ocean. Sails To Rails Museum at Flagler Station and Audubon House and Tropical Gardens are cultural highlights, and some of the area's notable landmarks include Key West Cemetery and Schooner Western Union. Don't miss out on a visit to Key West Butterfly and Nature Conservatory. Discover the area's water adventures with kayaking, scuba diving, and snorkeling nearby, or enjoy the great outdoors with ecotours. Visit our Key West travel guide
View more Guest Houses in Key West
Map
1016 Fleming St., Key West, FL, 33040

What's nearby

  • A stone angel statue with outstretched wings, set against a clear blue sky with scattered clouds.
    Key West Cemetery
    5 min walk - 0.3 miles
  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    11 min walk - 0.6 miles
  • A historical marker for The Little White House, built in 1890, used by American Navy officers, and listed on the National Register of Historic Places in 1974.
    Harry S. Truman Little White House
    17 min walk - 0.9 miles
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    17 min walk - 0.9 miles
  • A building with a sign reading "The Key West Butterfly & Nature Conservatory".
    Key West Butterfly and Nature Conservatory
    19 min walk - 1.0 mile

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
  • The Breakfast Club, Too
    12 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, beach umbrellas, and a water dispenser
    • Tour/ticket assistance, a TV in the lobby, and luggage storage
    • Beach towels, concierge services, and a front-desk safe
    • 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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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?

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).

Can I cancel my reservation for free and receive a full refund?

Yes, this property offers free cancellation on select room rates, because flexibility matters! Please refer to the property cancellation policy on our site for more details about any exclusions or requirements.

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Reviews

The Inn on Fleming Reviews

9.2

Wonderful

9.4

Cleanliness

9.4

Location

9.4

Staff & service

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

Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Loved our stay here and will definitely be back. Great location and hosts!
Stayed 2 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Cleanliness
Super clean, cold a/c plenty of room, great hosts all within walking distance of town
Stayed 5 nights in Jun 2025
Verified review

10/10 Excellent

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

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Nice small property with everything you need. Friendly staff and walkable to restaurants.
Stayed 3 nights in Aug 2024
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Perfect place to stay. In walking distance to almost everything. The place was very clean and staff were so nice and helpful. I would definitely stay here again.
Stayed 3 nights in Jan 2024
Verified review

10/10 Excellent

Liked: Amenities
Cleanliness and openness excellent breakfast
Stayed 4 nights in Aug 2024
Verified review

10/10 Excellent

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

Birthday celebration stay

Had an amazing time. Loved the accommodations. It was clean and the staff was very friendly. Would stay there again.
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, property conditions & facilities
Location is great, its upkeep is amazing and gorgeous, was very clean, and David up front is phenomenal in every way, truly making you feel like your home....in paradise!
Stayed 2 nights in Sep 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
My daughter and I Loved this place. We rented bikes from the Inn and it was perfect. Very convenient to Duvall St and beaches. Would definitely book here again.
Stayed 6 nights in Aug 2024
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Great little getaway. Easy to walk to from Key West Express and if you like walking like we do it’s an easy walk to Duval.
Verified review

10/10 Excellent

Very flexible and awesome to work with. Very nice accommodations
Stayed 1 night in Feb 2024
Verified review

10/10 Excellent

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
Verified review

8/10 Good

Liked: Cleanliness, staff & service, property conditions & facilities
We really enjoyed our stay. The staff were really nice and were available to ensure that our stay was pleasant. The happy hour was a nice added touch. Our room was nice and clean and the area was close enough to Duvall to walk but far enough to have quietness.
Stayed 3 nights in Nov 2023
Verified review

10/10 Excellent

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

Great Stay in Old Town Key West

We definitely enjoyed this stay at the Inn. It was close enough to Duval, yet quiet. The courtyard was a great place to enjoy coffee or relax in the middle of the day. Our room was comfy, no complaints! We would definitely stay here again or suggest to others!
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Excellent staff
Stayed 2 nights in Aug 2024
Verified review

10/10 Excellent

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Could not be happier with our stay. Dave and the whole staff were tremendous! We will definitely be back!
Stayed 4 nights in Feb 2024
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Conveniently located and quiet. Loved the complimentary breakfast and happy hour options. Water pressure could be a little better.
Stayed 3 nights in Jul 2024
Verified review

8/10 Good

Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Charming room. Clean and walking distance away from restaurants and Duval St.
Stayed 3 nights in Apr 2024
Verified review

10/10 Excellent

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

Stay here!

Lobby area very friendly, always had coffee, fruit, beer and wine available. Extremely pleasant staff. Clean, cool rooms and bathroom.
Stayed 3 nights in Oct 2023
Verified review

10/10 Excellent

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