The Inn on Fleming in Key West | Best Rates & Deals on Orbitz

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Guesthouse with free breakfast, a quick walk to Sails To Rails Museum at Flagler Station

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Where to?

Dates

June 2025

July 2025

King Room | Premium bedding, individually decorated, individually furnished

Overview
Rooms
Location
Policies

Exceptional

Popular amenities

Hot Tub
Pool
Housekeeping
Air conditioning
Free WiFi

Explore the area

1016 Fleming St., Key West, FL, 33040

Duval Street
‪10 min walk‬
Harry S. Truman Little White House
‪15 min walk‬
Fort Zachary Taylor Historic State Park
‪3 min drive‬
Key West, FL (EYW-Key West Intl.)
‪8 min drive‬

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Room options

Premium bedding, individually decorated, individually furnished

Suite, Multiple Beds

334 sq ft
Sleeps 4
1 King Bed and 1 Double Bed

King Room

205 sq ft
Sleeps 2
1 King Bed

Queen Room

150 sq ft
Sleeps 2
1 Queen Bed

About the neighborhood

Key West

Located in Old Town Key West, The Inn on Fleming is within a 10-minute walk of popular sights such as Sails To Rails Museum at Flagler Station and Key West Cemetery. This 9-room, 3.5-star guesthouse has free breakfast, an outdoor pool, and free in-room WiFi.

View more Guest Houses in Key West

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
Key West Butterfly and Nature Conservatory - 19 min walk - 1.0 mile
Fort Zachary Taylor Historic State Park - 3 min drive - 1.1 miles

Getting around

Key West Intl. Airport (EYW) - 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

Guesthouse with free breakfast, a quick walk to Sails To Rails Museum at Flagler Station

At The Inn on Fleming, guests have access to an outdoor pool, free WiFi in public areas, and a hot tub. Front-desk staff can assist with concierge services, securing valuables, and luggage storage. Other amenities at this boutique guesthouse include a microwave in a common area, a terrace, and a TV in a common area.

Guests can expect free WiFi and 32-inch flat-screen TVs with cable channels. Bathrooms offer hair dryers and free toiletries, and beds sport premium bedding. Other amenities include refrigerators, coffee makers, and ceiling fans.

An outdoor pool and a hot tub are on site.

The recreational activities listed below are available either on site or nearby; fees may apply.

Languages

English

Similar properties

Pool
Breakfast included
Free WiFi
Air conditioning

$164 nightly

Jun 1 - Jun 2

Total includes taxes and fees

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

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

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

This property doesn't allow pets

Children and extra beds

This property doesn't allow children 18 and younger (only guests older than 18 are allowed)

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

Check-in: 2:00 PM
Check-out: 11 AM
Minimum check-in age: 21

The front desk is available during limited hours.

We should mention

Details about charges, deposits, or other important information:

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
Charges for extra guests may apply and vary depending on the property's policy.
A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
No parking is available onsite.
The minimum check-in age for Spring Break is 21 years old.
This property accepts credit cards. Cash is not accepted.
The credit card used at check-in for incidentals must be in the name of the primary guest who made the reservation.
Onsite safety features include a fire extinguisher, a smoke detector, a security system, and a first aid kit.

Additional information about polices, regulations, and more:

The guesthouse can refuse certain bookings for the purpose of group events or parties, which include pre-wedding stag/bachelor and hen/bachelorette parties.
There are no elevators.
No cribs or infant beds are available.
No rollaway or extra beds are available.

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

Is a free cancellation option available at The Inn on Fleming?

The Inn on Fleming provides free cancellation on certain room rates. If you'd like to learn more, review the cancellation policy on our site.

What's there to see near The Inn on Fleming?

This guesthouse is situated in Old Town Key West within a short 10-minute walk of Duval Street and also 15 minutes on foot from Florida Keys Beaches. You'll also find Ernest Hemingway Home and Museum and Mallory Square within a short drive.

Is there parking available at The Inn on Fleming?

Bicycle parking is also available for guests.

Does The Inn on Fleming feature a casino?

No, The Inn on Fleming doesn't have a casino.

Is there an indoor pool at The Inn on Fleming?

No, this guesthouse doesn't have an indoor pool; however, there are an outdoor pool and a hot tub.

Is The Inn on Fleming good for couples?

Amenities that appeal to couples at this boutique guesthouse include premium bedding as well as an outdoor pool and free breakfast.

Are there hot tubs at The Inn on Fleming?

Yes, this guesthouse has a spa tub.

Does The Inn on Fleming have a restaurant that serves breakfast?

The Inn on Fleming offers free continental breakfast each morning though there is no restaurant.

Does The Inn on Fleming allow pets to stay free of charge?

No, pets aren't allowed at The Inn on Fleming.

Does The Inn on Fleming have connecting rooms?

No, this guesthouse doesn't feature connecting guestrooms.

Where is the closest airport to The Inn on Fleming?

The closest major airport to The Inn on Fleming is Key West Intl. Airport (EYW), which is 3.4 mi away (9 minutes by car).

Are there rooms with balconies at The Inn on Fleming?

Yes, some accommodations at The Inn on Fleming offer a balcony.

The Inn on Fleming Reviews

9.4

Exceptional

9.4/10

Cleanliness

9.4/10

Staff & service

9.0/10

Amenities

8.8/10

Property conditions & facilities

9.4/10

Eco-friendliness

10/10 Excellent

Melissa, Louisville

Jan 31, 2025

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

We loved our stay!

Stayed 3 nights in Jan 2025

10/10 Excellent

Rose

Traveled with partner

Jan 27, 2025

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

Adam

Traveled with group

Dec 12, 2024

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

Everything was great, from check in to check out.

Stayed 3 nights in Dec 2024

10/10 Excellent

Katie

Traveled with family

Dec 7, 2024

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

Fantastic

Property is under new management and recently updated. Every detail was perfection. We loved our stay here and would stay again in a heartbeat.

Stayed 3 nights in Dec 2024

10/10 Excellent

Victoria

Nov 30, 2024

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

Roberta

Traveled with group

Nov 16, 2024

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

Loved Inn On Fleming KW

Welcoming, friendly, extremely clean, comfortable beds, cold breakfast of hard boiled eggs, yogurt, fruit, muffins, toast coffee, juice just enough and available 8-10a (coffee ready 7a). Snacks in kitchen 24/7. Close to everything yet on a quiet street off Duval. David and the staff were super. Felt warm and inviting. We had the 2 bedroom on the 3rd FL. Private entrance and porch. I will be returning.

Stayed 4 nights in Nov 2024

10/10 Excellent

Gail

Traveled with family

Nov 6, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 1 night in Oct 2024

10/10 Excellent

debi

Traveled with group

Nov 5, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 4 nights in Oct 2024

10/10 Excellent

Nancy

Oct 25, 2024

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

Linda

Traveled with family

Oct 22, 2024

Liked: Cleanliness, amenities, property conditions & facilities

Old and quaint! Loved the Inn keeper!

Stayed 8 nights in Oct 2024

10/10 Excellent

Ricardo

Traveled with group

Sep 30, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Stayed 1 night in Sep 2024

10/10 Excellent

Michael

Sep 20, 2024

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

Traveled with family

Sep 18, 2024

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

Traveled with group, Traveled with partner

Sep 11, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Great bargain, friendly staff, clean.

Stayed 2 nights in Jun 2024

10/10 Excellent

Amber

Sep 2, 2024

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

Sep 1, 2024

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

Traveled with family

Aug 27, 2024

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

Aug 24, 2024

Liked: Amenities

Cleanliness and openness excellent breakfast

Stayed 4 nights in Aug 2024

10/10 Excellent

Steven

Aug 23, 2024

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

Aug 13, 2024

Liked: Cleanliness, staff & service, amenities, property conditions & facilities

Excellent staff

Stayed 2 nights in Aug 2024

10/10 Excellent

Marleny

Traveled with family

Aug 10, 2024

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

Perfect place and location

Stayed 1 night in Aug 2024

10/10 Excellent

Yadelin Tiffany

Traveled with partner

Aug 6, 2024

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

Jul 29, 2024

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

Jul 27, 2024

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

Stayed 4 nights in Jul 2024

8/10 Good

danilo

Traveled with partner

Jul 23, 2024

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