See all properties

The Inn on Fleming

3.5 star property
Indulge in tranquility by the pool or explore Key West’s hidden gems with bike rentals at your fingertips.
your current months are January, 2025 and February, 2025.
January 2025
February 2025

Photo gallery for The Inn on Fleming

Reception
Outdoor spa tub
Room, 1 King Bed
Front of property
Terrace/patio

Reviews

9.4 out of 10

Exceptional

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 Suite, Multiple Beds

Premium bedding, individually decorated, individually furnished

Suite, Multiple Beds

Highlights

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

View all photos for Room, 1 King Bed

Room, 1 King Bed

Room, 1 King Bed

Highlights

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

View all photos for Room, 1 Queen Bed

Room, 1 Queen Bed

Room, 1 Queen Bed

Highlights

Individually furnished
Individually decorated
Air conditioning
Fridge
Flat-screen TV
Ceiling fan
Premium bedding
Private bathroom
  • 14 sq m
  • Sleeps 2
  • 1 Queen Bed
Lobby sitting area

Westwinds Inn

Pool
Breakfast included
Free WiFi
Air conditioning
9.2 out of 10, Wonderful, (1000)
The price is AU$609
includes taxes & fees
27 Jan - 28 Jan
Westwinds Inn
Mod logo
Sign in to view eligible discounts and perks. More rewards for more adventures!
Sign inSign up, it's free

About the area

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

What's nearby

  • Duval Street - 10 min walk
  • Harry S. Truman Little White House - 17 min walk
  • Ernest Hemingway Home and Museum - 18 min walk
  • Mallory Square - 19 min walk
  • Fort Zachary Taylor Historic State Park - 4 min drive

Getting around

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

Restaurants

  • ‪The Waterfront Brewery - ‬9 min walk
  • ‪Cuban Coffee Queen - ‬7 min walk
  • ‪Conch Republic Seafood Company - ‬12 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬12 min walk
  • ‪Schooner Wharf Bar - ‬9 min walk

About this property

The Inn on Fleming

Boutique guest house 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 travellers can enjoy cycling at this guest house. 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 hire, concierge services and beach umbrellas
  • A water dispenser, a front desk safe and beach towels
  • Luggage storage, a TV in reception and outdoor furniture
  • Guest reviews give top marks for the helpful staff and location
Room features
All rooms are individually furnished, and boast comforts such as premium bedding and air conditioning, in addition to perks such as free WiFi.
Other conveniences in all rooms include:
  • Bathrooms with baths or showers and free toiletries
  • 32-inch flat-screen TVs with cable channels
  • Wardrobes/cupboards, fridges and coffee/tea makers

Languages

English

Property amenities

Internet

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

Parking and transport

  • No on-site 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
  • Outdoor pool
  • Spa tub
  • 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 lift

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.
Cots (infant beds) are not available

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 security system and a first aid kit

We should mention

This property does not have any lifts
This property's policy is to refuse certain bookings for the purpose of group events or parties, including stag and hen 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?

Checkout is at 11 AM.

Where is The Inn on Fleming located?

Located in Key West Historic District, 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).

Reviews

9.4

Exceptional

Rating 10 - Excellent. 428 out of 603 reviews" "
Rating 8 - Good. 130 out of 603 reviews" "
Rating 6 - Okay. 29 out of 603 reviews" "
Rating 4 - Poor. 12 out of 603 reviews" "
Rating 2 - Terrible. 4 out of 603 reviews" "

9.4/10

Cleanliness

9.4/10

Staff & service

9.0/10

Amenities

8.8/10

Property conditions & facilities

9.4/10

Eco-friendliness

Reviews

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

Linda

Travelled with family
Liked: Cleanliness, amenities, property conditions & facilities
Old and quaint! Loved the Inn keeper!
Stayed 8 nights in Oct 2024

10/10 Excellent

Ricardo

Travelled with group
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
Stayed 1 night in Sep 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

Carole

Travelled with family
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
I was there for a week to see my granddaughters before a surgery and treatment process begins. It was very quiet. I had the place to myself at least two evenings. David is very friendly and accommodating. it is lovingly cared for by a great team. Several unsightly stains on both upholstered chairs made the sleeping room seem less inviting at first glance. I used an extra sheet as a throw on both of them for the week. Perhaps a deep clean or new fabric may be in order in the future.
Stayed 7 nights in Sep 2024

10/10 Excellent

Edward

Travelled with partner, Travelled with group
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

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

Jeanna

Travelled with family
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

Dianna

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

10/10 Excellent

Steven

Liked: Cleanliness, staff & service, property conditions & facilities
Lovely property in a quieter part of the Old Town. About a 15 minute pleasant walk to the main centres of attraction and Duval Street.
Stayed 1 night in Aug 2024

10/10 Excellent

Craig

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

10/10 Excellent

Marleny

Travelled with family
Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Perfect place and location
Stayed 1 night in Aug 2024

10/10 Excellent

Yadelin Tiffany

Travelled with partner
Liked: Cleanliness, staff & service, amenities, property conditions & facilities
We had a wonderful time here. We will definitely be staying here again!
Stayed 1 night in Jul 2024

10/10 Excellent

Amarilys

Liked: Cleanliness, staff & service, property conditions & facilities
I loved everything about this property! Although not my first time visiting KW, it was my first time staying close to the action. The property is just as described, traditional Florida bed-and-breakfast. It has all you need! However, if you are expecting a resort-like area, stay in a resort.
Stayed 2 nights in Jul 2024

10/10 Excellent

Brian Russell

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 4 nights in Jul 2024

8/10 Good

danilo

Travelled with partner
Liked: Amenities
We loved the location of the property. Easy walkable to Duval and other places of interest. It is a nice, quiet neighborhood. Unfortunately, on our second night, a lady was screaming on the phone from 12 am until 2:30 am. Obviously, she was drunk and we were not very sure where she was actually staying in the place. Light breakfast and plenty of drinks were always available. Very clean. The bathroom is very small, but it is a historic building and that’s typical in my experience. Definitely not a dealbreaker for me. Again, all great until the third night. At 1:30 am, someone started banging a door repeatedly for about 3-4 minutes. Woke up pretty much the entire building. The moment it stopped, all went back to great. Not a problem of the place, but uncomfortable for us, since it took a bit to fall asleep again. I guess this was just bad luck and we will definitely give the place another chance in the future. Parking is a challenge but that is a generalized problem on Key West. The Ferry Terminal is very close by and we might try that version the next time. All in all definitely a nice place we want to go back to.
Stayed 3 nights in Jul 2024

10/10 Excellent

Bruce

Travelled with group
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

8/10 Good

Mary

Travelled with family, Travelled with group
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

Marshall

Travelled with partner
Liked: Cleanliness, staff & service, property conditions & facilities
Very nice place to stay. Room was clean and tidy. The shared kitchen area is full of fruits and snacks. Along with pretty much whatever you’d like to drink. All complimentary. Yes beer and wine as well. Oh, and there’s a beer fridge out by the pool. We had a nice quiet stay. Thanks to the staff for everything.
Stayed 1 night in Jul 2024

8/10 Good

Jennifer

Travelled with family
Liked: Cleanliness, staff & service, room comfort
Good location and did not need a car. We rented a golf cart one day from down the street one day to go to the beach. Our room was comfortable but needs a little tlc and a refresh. Cracked tiles in the bathroom, door between the bed areas did not close,
Stayed 3 nights in Jun 2024

10/10 Excellent

Kelsey

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in May 2024

10/10 Excellent

Bianca

Liked: Cleanliness, staff & service, property conditions & facilities, room comfort
Stayed 2 nights in Jun 2024

10/10 Excellent

D K

Stayed 2 nights in Jun 2024

8/10 Good

WILLIAM, Hanover Park

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