The Inn on Fleming

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

Choose dates to view prices

Thu 11 Dec
Sat 13 Dec
December 2025
5
January 2026
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)

  • Fridge
  • Private bathroom
  • Television
  • Garden
  • Terrace
  • Daily housekeeping

Room options

Showing 3 of 3 rooms
Room, 1 Queen Bed | Bathroom | Free toiletries, hair dryer, towels
Room, 1 Queen Bed | Premium bedding, individually decorated, individually furnished
Premium bedding, individually decorated, individually furnished
Room, 1 Queen Bed | Premium bedding, individually decorated, individually furnished

Room, 1 Queen Bed

Wonderful

Highlights

Individually furnished
Individually decorated
Air conditioning
Fridge
Flat-screen TV
Premium bedding
Ceiling fan
Hairdryer
  • 14 sq m
  • Sleeps 2
  • 1 Queen Bed
Room, 1 King Bed | Bathroom | Free toiletries, hair dryer, towels
Room, 1 King Bed | Premium bedding, individually decorated, individually furnished
Room, 1 King Bed | Premium bedding, individually decorated, individually furnished
Room, 1 King Bed | Premium bedding, individually decorated, individually furnished

Room, 1 King Bed

Exceptional

Highlights

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

Suite, Multiple Beds

Exceptional

Highlights

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

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About the area

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

What's nearby

  • Key West Cemetery - 5 min walk - 0.4 km
  • Duval Street - 9 min walk - 0.8 km
  • Mallory Square - 15 min walk - 1.3 km
  • Harry S. Truman Little White House - 15 min walk - 1.3 km
  • Key West Butterfly and Nature Conservatory - 19 min walk - 1.6 km

Getting around

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

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬7 min walk
  • ‪Half Shell Raw Bar - ‬8 min walk
  • ‪Schooner Wharf Bar - ‬10 min walk
  • ‪Square Grouper Key West - ‬7 min walk
  • ‪Pepe's Cafe - ‬7 min walk

About this property

The Inn on Fleming

When you stay at The Inn on Fleming, you'll be within a 15-minute walk of Duval Street and Florida Keys Beaches. You can take 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 travellers 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
    • Information provided by the property may be translated using automated translation tools

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) are not allowed
    • No cots (infant beds)

Pets

    • Pets not allowed

Internet

    • Free WiFi in public areas
    • Free WiFi in rooms

Parking

    • No on-site parking

Other information

    • Designated smoking areas
    • No stag or hen 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
  • Bike hire
  • Beach towels
  • Beach umbrellas

Facilities

  • Safe-deposit box at front desk
  • Garden
  • Terrace
  • Television in common areas
  • Communal living room
  • An outdoor pool
  • Bike 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
  • Bath or shower
  • Free toiletries
  • Hairdryer
  • Towels

Stay connected

  • Free WiFi

Food and drink

  • Fridge

More

  • Daily housekeeping

Fees & policies

Policies

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children. If you have any concerns, we recommend contacting the property prior to your arrival to confirm that 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 and hen parties.
This property does not have lifts.
Guests can rest easy knowing that 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

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 that you 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 on-site 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 such as 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, FL (EYW-Key West Intl.) and 10 minutes' walk from Duval Street. Travellers love the guest house's prime location.

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