The Inn on Fleming

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

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Where to?

Dates

February 2026

21

March 2026

View from property - The Inn on Fleming (Key West)

Reception - The Inn on Fleming (Key West)

Property entrance - The Inn on Fleming (Key West)

Exterior - The Inn on Fleming (Key West)

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.

Wonderful

Popular amenities

Pool
Hot tub
Free WiFi
Air conditioning
Housekeeping

Check prices for these days

Room options

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

Ceiling fan

Premium bedding

Private bathroom

150 sq ft
Sleeps 2
1 Queen Bed

King Room

Exceptional

Highlights

Balcony

Individually furnished

Individually decorated

Air conditioning

Refrigerator

Flat-screen TV

Ceiling fan

Premium bedding

205 sq ft
Sleeps 2
1 King Bed

Suite, Multiple Beds

Exceptional

Highlights

Balcony

Individually furnished

Individually decorated

Air conditioning

Refrigerator

Flat-screen TV

Ceiling fan

2 bedrooms

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

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

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
Ernest Hemingway Home and Museum
14 min walk - 1.2 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 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 luggage storage
Outdoor furniture, a TV in the lobby, and tour/ticket assistance
Beach umbrellas, beach towels, and a water dispenser
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

Similar properties

Pool
Free WiFi
Air conditioning
Housekeeping

NT$12,051 total

includes taxes & fees

Mar 3 - Mar 4

Compare similar properties

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).

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The Inn on Fleming Reviews

9.2

Wonderful

9.4

Cleanliness

9.4

Location

9.4

Staff & service

8.8

Property conditions & facilities

10/10 Excellent

Suzanne

2025/6/17

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

2024/1/22

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

2025/1/27

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

2024/9/11

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

Great bargain, friendly staff, clean.

Stayed 2 nights in Jun 2024

10/10 Excellent

Amber

2024/9/2

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

2024/9/20

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

2024/8/24

Liked: Amenities

Cleanliness and openness excellent breakfast

Stayed 4 nights in Aug 2024

10/10 Excellent

Jeanna

2024/8/27

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

2024/1/30

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

2024/1/27

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

Nancy

2024/10/25

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

2024/11/30

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

Jill

2023/9/20

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

Elizabeth

2024/9/1

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

Bruce

2024/7/22

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

Craig

2024/8/13

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

Excellent staff

Stayed 2 nights in Aug 2024

10/10 Excellent

Jack

2024/2/23

Very flexible and awesome to work with. Very nice accommodations

Stayed 1 night in Feb 2024

10/10 Excellent

Kimberly

2023/8/8

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

2024/7/8

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

2024/2/16

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

2023/12/5

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

2024/3/19

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

2024/4/29

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

2023/10/23

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

2023/8/7

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