The Inn on Fleming

Boutique guesthouse with outdoor pool, near Sails To Rails Museum at Flagler Station

Choose dates to view prices

Where to?

Dates

October 2025

November 2025

King Room | Premium bedding, individually decorated, individually furnished

Located in the heart of Key West, The Inn on Fleming offers a charming retreat with continental breakfast and a daily manager's reception. Unwind by the outdoor pool or spa tub, then connect to WiFi in your room. With bike rentals available and helpful staff on hand, this boutique guesthouse is perfect for active travelers who also appreciate relaxation.

Wonderful

Popular amenities

Pool
Air conditioning
Free WiFi

Main amenities (12)

Daily housekeeping
Outdoor pool
Beach umbrellas
Beach towels
Hot tub
Terrace
Air conditioning
Garden
Communal living room
Front-desk safe
Microwave in a common area
Water dispenser

Feel at home (6)

Refrigerator
Private bathroom
Television
Garden
Terrace
Daily housekeeping

Room options

Check availability for these dates

Tonight

Oct 3 - Oct 4

Tomorrow

Oct 4 - Oct 5

All rooms

1 bed

2 beds

Showing 3 of 3 rooms

Queen Room

Wonderful

Highlights

Individually furnished

Individually decorated

Air conditioning

Refrigerator

Flat-screen TV

Premium bedding

Ceiling fan

Hair dryer

150 sq ft
Sleeps 2
1 Queen Bed

King Room

Exceptional

Highlights

Balcony

Individually furnished

Individually decorated

Air conditioning

Refrigerator

Flat-screen TV

Premium bedding

Ceiling fan

205 sq ft
Sleeps 2
1 King Bed

Premium bedding, individually decorated, individually furnished

Suite, Multiple Beds

Exceptional

Highlights

Balcony

Individually furnished

Individually decorated

Air conditioning

Refrigerator

Flat-screen TV

Ceiling fan

Premium bedding

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

Similar properties

Herlihy, Ground Floor, Poolside | Individually decorated, individually furnished, iron/ironing board

Pool
Free breakfast
Parking available
Free WiFi

$89 nightly

Oct 7 - Oct 8

Total with taxes and fees

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About the neighborhood

1016 Fleming St., Key West, FL, 33040

What's nearby

Duval Street - 10 min walk - 0.9 km
Mallory Square - 15 min walk - 1.3 km
Harry S. Truman Little White House - 15 min walk - 1.3 km
Southernmost Point - 3 min drive - 1.4 km
Fort Zachary Taylor Historic State Park - 3 min drive - 1.7 km

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
‪Dante's - ‬8 min walk
‪Half Shell Raw Bar - ‬8 min walk

About this property

The Inn on Fleming

At The Inn on Fleming, you'll be just a 5-minute drive from Duval Street and Mallory Square. You can get a morning swim in at the outdoor pool, and the hot tub makes for a relaxing end to the day. Other highlights at this boutique guest house include a terrace and a garden. Fellow travelers say great things about the helpful staff and location.

At a glance

Hotel size

- 9 rooms

Arriving/Leaving

- 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 time is 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

Required at check-in

- Credit card, debit card, or cash deposit required for incidental charges
- Government-issued photo ID may be required
- Minimum check-in age is 21
- Minimum Spring Break check-in age is 21

Children

- Children (18 years old and younger) not allowed
- No cribs (infant beds)

Pets

- Pets not allowed

Internet

- Free WiFi in public areas
- Free WiFi in rooms

Parking

- No onsite parking

Other information

- Designated smoking areas
- No stag/bachelor or hen/bachelorette parties

Property amenities

Food and drink

Free continental breakfast each morning 8:00 AM–10:30 AM
Free daily reception
Shared microwave
Water dispenser

What to do

Ecotours nearby
Kayaking nearby
Scuba diving nearby

Services

Front desk (limited hours)
Concierge services
Tour/ticket assistance
Luggage storage
Bicycle rentals
Beach towels
Beach umbrellas

Facilities

Safe-deposit box at front desk
Garden
Terrace
Television in common areas
Communal living room
An outdoor pool
Bicycle parking
Hot tub
Outdoor furniture

Room amenities

Be entertained

32-inch flat-screen TV
Cable TV channels

Home comfort

Air conditioning
Ceiling fan
Coffee/tea maker
Iron/ironing board

Sleep well

Premium bedding

What to enjoy

Individually furnished and decorated

Freshen up

Private bathroom
Bathtub or shower
Free toiletries
Hair dryer
Towels

Stay connected

Free WiFi

Food and drink

Refrigerator

Daily housekeeping

Fees & policies

Policies

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.

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.

This property does not have elevators.

Guests can rest easy knowing there's a fire extinguisher, a smoke detector, a security system, and a first aid kit on site.

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.

Credit cards accepted: Visa, Mastercard, American Express, Discover

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 offer free cancellation for a full refund?

Yes, The Inn on Fleming does have fully refundable room rates available to book on our site. If you’ve booked a fully refundable room rate, this can be cancelled up to a few days before check-in depending on the property's cancellation policy. Just make sure to check this property's cancellation policy for the exact terms and conditions.

Is there a pool at The Inn on Fleming?

Yes, there's an outdoor pool.

Are pets allowed at The Inn on Fleming?

Sorry, pets aren't allowed.

Is parking offered on site at The Inn on Fleming?

Sorry, there's no onsite parking at The Inn on Fleming.

What are the check-in and check-out times at The Inn on Fleming?

Check-in start time: 2:00 PM; Check-in end time: 6:00 PM. Check-out time is 11 AM.

What is there to do at The Inn on Fleming and nearby?

Have fun with nearby activities like boat tours, kayaking, and scuba diving. Additional recreation nearby includes ecotours. Enjoy a relaxing soak in the hot tub and an invigorating swim in the outdoor pool. The Inn on Fleming also has a garden.

What's the area around The Inn on Fleming like?

The Inn on Fleming is in Old Town Key West, a short 9-minute drive from Key West Intl. Airport (EYW) and 10 minutes' walk from Duval Street. Travelers love the guesthouse's prime location.