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WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

Guest house near Duval Street in Key West

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Photo gallery for WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

Terrace/patio
Beach nearby
Fridge, coffee/tea maker, ice maker
Interior
Interior

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Key West, FL
  • Place, Duval Street
    ‪9 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪14 min walk‬
  • Place, Southernmost Point
    ‪4 min drive‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Room options

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About the neighborhood

Key West

Seaside stay .Within a 15-minute walk of this Old Town Key West guesthouse, you'll find Duval Street and Florida Keys Beaches. Key West Burlesque Theater and Studios of Key West are also within half a mile (1 km).
View more Guest Houses in Key WestOpens in a new window

What's nearby

  • Studios of Key West - 3 min walk - 0.2 miles
  • Duval Street - 9 min walk - 0.5 miles
  • Ernest Hemingway Home and Museum - 14 min walk - 0.8 miles
  • South Beach - 19 min walk - 1.0 mile
  • Southernmost Point - 4 min drive - 1.5 miles

Getting around

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

Restaurants

  • ‪Cuban Coffee Queen Waterfront - ‬7 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬11 min walk
  • ‪Half Shell Raw Bar - ‬8 min walk
  • ‪Schooner Wharf Bar - ‬10 min walk
  • ‪Pepe's Cafe - ‬7 min walk

About this property

WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool

CAPTIVATING CLASSIC REVIVAL CHARM...
Built in 1894, the delightful Inn on Fleming is an 11 room boutique hotel that was once the residence of Board of Education chair Glynn Archer until it was transformed into what is now a serendipitous tropical refuge, boasting 9 unique rooms and suites and tucked into a peaceful residential street. You are only two blocks from the Historic Seaport and a short stroll to 5 star restaurants, bars, shopping and the endless allure of famous Duval Street. Whether you're looking to hook your catch of the day, visit upscale art galleries, or swim with the dolphins, let us be your home away from home in paradise.
***All guests must be 18 years of age or older as this is an adult only property AND the primary renter must be 25 years of age or older.
***There is no complimentary breakfast however we provide light snacks for your enjoyment in the common areas.

DETAILS AND AMENITIES...
The magic begins as you step onto our cozy wraparound porch with comfortable and plentiful seating, where you are immersed in the unique sights and sounds of our charming neighborhood. The spacious kitchen, dining and cozy living areas are located on the main level of the inn. Retreat to our tropical garden to savor a cup of coffee in the morning. Sip on a crafted cocktail in the afternoon and take a dip in our lush tropical heated pool featuring a soothing and relaxing waterfall. Indulge yourself with a favorite novel or explore the internet with free Wi-Fi. All of our rooms include an ensuite bathroom, Serta PerfectSleeper Prestige Suite 11 Mattresses, fine linens, flat screen TV, coffeemaker and a mini-fridge, countertop ice machine, as well as tropical garden views. Our concierge services can advise you about all the things to do, including reservations to snorkel, kayak in the mangrove channels, or relax on an evening sunset sail.

SLEEPING ARRANGEMENTS...
The Whitehead Room is located on the 2nd floor and offers a queen bed. Enjoy your privacy in this location that is accessible from the back deck with lounge furnishings. Dade County pine walls and a PRIVATE bathroom with a tub/shower combination complete the cozy space. This room connects to the Truman Room.

OUTDOOR LIVING...
Find your serenity and let your mind melt, listening to the soft rush of our pool waterfall. Enjoy cozy conversation and frosty beverages under the shaded pool tables, surrounded by lush foliage and sultry island breezes. Stroll through our garden that envelops you in lush mature landscaping and soothes your soul with tropical breezes. Bikes are available to rent for your outdoor adventures.

PARKING...
We do not have our own parking but there is plenty of free on-street parking. Please refrain from parking in spots marked "resident permit".

PETS...
This is not a pet-friendly inn.

DISTANCES TO BEACHES...
Simonton Beach...0.8 mi
Fort Zachary Taylor...1.5 mi
South Beach...1.2 mi
Higgs Beach...1.5 mi
Smathers Beach...2 mi

Cancellations requested at least 30 days prior to arrival receive a full refund.
Cancellations requested at least 14 days prior to arrival receive a 50% refund.

BE OUR CHERISHED GUEST...

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Front of property
Duval Inn
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  • Pool
  • Breakfast included
  • Free WiFi
  • Air conditioning
4.3 out of 5, Excellent, 761 reviews
$261 nightly
The price is $293
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Total with taxes and fees
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Property amenities

Internet

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

Things to do

  • Communal pool
  • Heated pool
  • Tennis

Room amenities

Entertainment

  • Smart TV with cable/satellite channels

Bedroom

  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Towels provided

Food and drink

  • Coffee/tea maker
  • Ice maker
  • Refrigerator

More

  • Air conditioning
  • Iron/ironing board

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • This property does not allow children.

Events

No events allowed

Smoking

Smoking is not permitted

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
Onsite parties or group events are strictly prohibited
Safety features at this property include a fire extinguisher, a smoke detector, and a deadbolt lock
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 is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    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, 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. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a fire extinguisher, a smoke detector, and a deadbolt lock in each accommodation.

Property is also known as

2731-256375

Frequently asked questions

How close is WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool to the airport?

This guesthouse is 3.4 mi (9-min drive) away from the Key West Intl. Airport (EYW) airport, the closest popular airport to the property.

How much does it cost to stay at WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool?

As of Apr 5, 2026, prices found for a 1-night stay for 2 adults at WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool on Apr 21, 2026 start from $448, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

Does WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool have an airport shuttle?

Airport shuttle services are not available at this guesthouse.

How close is WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool to the beach?

This guesthouse is a short 15-minute walk from Florida Keys Beaches and 1.5 mi (7-min drive) from South Beach. Don't forget your sunscreen!

Does WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool offer free breakfast?

This guesthouse does not offer free breakfast.

Is there a casino at WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool?

No, there is no casino at this guesthouse.

What time is check-in at WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool?

Check-in begins at 3:00 PM.

Is there free parking at WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool?

Free parking is not available at this guesthouse.

Does WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool have a pool?

Yes, there's a heated pool.

Does WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool have a spa?

There are no spa services available at this guesthouse.

How close is WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool to downtown Key West?

This guesthouse is 0.5 mi away from Key West.

WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool Reviews

Reviews

9.8

Exceptional

Rating 10 - Excellent. 23 out of 26 reviews
Rating 8 - Good. 2 out of 26 reviews
Rating 6 - Okay. 1 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

Christine B.

Liked: Cleanliness
We loved relaxing on the various porches, decks and pool at this beautiful property, as well as in our comfortable room. Thoughtful touches included filtered water, plenty of towels, assortment of coffees, in-room ice-maker. Quiet neighborhood that is very walkable to marina and Duvall St, as well as excellent nearby bakery, Cuban coffee shop and restaurants.
Stayed 4 nights in Mar 2026

10/10 Excellent

Michael M.

Liked: Cleanliness
Host was great. Communication was excellent. Easy checkin/checkout process. Great experience
Stayed 2 nights in Feb 2026

10/10 Excellent

Gayla P.

Liked: Cleanliness
Host was very responsive and property was outstanding!
Stayed 4 nights in Nov 2025

10/10 Excellent

Luc A.

Liked: Cleanliness
Everything was perfect and location is i
Stayed 4 nights in Dec 2025

10/10 Excellent

Gerard L., Chapel Hill, nc

Stayed 7 nights in Dec 2025

10/10 Excellent

James

Traveled with partner
Liked: Cleanliness, amenities, property conditions & facilities
Complete Beautiful arrangement
Stayed 1 night in Jan 2026

10/10 Excellent

Mary Jo B.

Stayed 2 nights in Nov 2025

10/10 Excellent

Olivia A.

Stayed 1 night in Nov 2025

10/10 Excellent

Erika D., Cleveland, OH

Liked: Cleanliness
Cozy room, nice pool, wonderful property overall.
Stayed 2 nights in Sep 2025

10/10 Excellent

PAM M.

Liked: Cleanliness
The room was very clean. The AC and ceiling fans were effective, so we had no problem with the temperature in the room. The shopping was walkable, and we had breakfast options within a few blocks. The only drawback was parking close by.
Stayed 4 nights in Nov 2025

10/10 Excellent

Gloria B., St Louis

Liked: Cleanliness
Super property with little pool and quiet neighborhood. Very Key Westy.
Stayed 2 nights in Aug 2025

10/10 Excellent

Philip M.

Liked: Cleanliness
This was a last min. trip / deal. Great spot, just a few blocks from Duval. Grocery store and great breakfast place a few blocks away on Flemming. Sunny Eggs, I ate there 2 mornings in a row. Rent a bike for 10 a day and cruise all over the island. Staff was ready to help with any questions. Clean, cold AC, hot water. Small pool to hang out in away from the noise. I will stay here again!Phil
Stayed 3 nights in Jul 2025

10/10 Excellent

James N.

Liked: Cleanliness

Dope Little Spot

Cozy little room with all the amenities!
Stayed 3 nights in Jul 2025

10/10 Excellent

Jessica C.

Liked: Cleanliness

Perfect Key West Getaway!

We had a fantastic stay at The Inn on Fleming! The location is ideal—quiet enough to relax, yet just a short bike ride to Duval Street and all the Key West action. The inn itself is charming, well-maintained, and has a lovely historic feel with modern amenities.Our room was clean, cozy, and tastefully decorated, with a comfortable bed and great air conditioning (a must in Key West!). Highly recommend The Inn on Fleming for couples or families looking for a relaxing and authentic Key West experience!
Stayed 3 nights in May 2025

10/10 Excellent

Ulises

Liked: Cleanliness, property conditions & facilities
Very good
Stayed 2 nights in May 2025

8/10 Good

Diana J.

Liked: Cleanliness

Bathroom need work

The picture you have is the first impression when you enter the room. Small and stylishly decorated. The bathroom was rough. The grout was ugly and pieces cracked and hurt your feet, The bathroom window, right in front of your face every time you used the sink was dirty, not just the glass but the minions were filthy. The flush valve on the toilet was broken and leaked. Fix that and it would be an awesome place. As I said before, the common areas were lovely, all furnishings were tasteful, kitchen was well stocked. We liked the location.
Stayed 3 nights in Jan 2025

10/10 Excellent

Loretta C.

Liked: Cleanliness

Very nice & well located accommodations

Great time staying there
Stayed 2 nights in Jan 2025

10/10 Excellent

Mariana O.

Liked: Cleanliness

Perfect location

Beautiful stately home, historic feeling, but remodeled with all modern conveniences. Loved the continental breakfast and complementary wine selection at night. We got back from walking to find a cold beer in the fridge, a little snack and thoroughly enjoyed the quiet neighborhood. Loved the porch at night. So peaceful!
Stayed 3 nights in Jan 2025

10/10 Excellent

Julie Caroline R.

Liked: Cleanliness
Chambre parfaite! Cuisine parfaite à notre disposition. Rien ne manque! Merci!
Stayed 2 nights in Feb 2026