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The Inn on Fleming

3.5 star property
Relax and explore at this Key West retreat, where the outdoor pool beckons after a day of cycling through charming island streets.

Choose dates to view prices

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

  • 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

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
Ceiling fan
Premium bedding
Private bathroom
  • 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
Ceiling fan
Premium bedding
  • 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
2 bedrooms
Ceiling fan
  • 31 sq m
  • 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

  • Key West Cemetery showing a cemetery, a statue or sculpture and a small town or village
    Key West Cemetery
    5 min walk - 0.4 km
  • 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
  • Key West Butterfly and Nature Conservatory featuring zoo animals, animals and flowers
    Key West Butterfly and Nature Conservatory
    19 min walk - 1.6 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

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, concierge services, and outdoor furniture
  • Luggage storage, beach towels, and a front-desk safe
  • Tour/ticket assistance, a water dispenser, and beach umbrellas
  • 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
Information provided by the property may be translated using automated translation tools

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?

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

10/10 Excellent

Suzanne

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

10/10 Excellent

Jennifer

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

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

Amber

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

10/10 Excellent

Michael

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

10/10 Excellent

Dianna

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

10/10 Excellent

Jeanna

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

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

8/10 Good

Gena

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

10/10 Excellent

Jill

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

10/10 Excellent

Nancy

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

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

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

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

Jack

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

10/10 Excellent

Craig

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

10/10 Excellent

Kimberly

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.

8/10 Good

Mary

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

10/10 Excellent

John

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

8/10 Good

Joann

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

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

8/10 Good

WILLIAM

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

10/10 Excellent

Norma

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

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