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

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

A bedroom with a wooden ceiling, a bed with white bedding, a nightstand, a bedside lamp, a window with curtains, a door, a chair, and a painting on the wall.
A hallway with wooden flooring, white railings, and a door leading to a room with a view.
A two-story white house with a porch, a picket fence, and a sign that reads '1016.'
A covered porch with wicker furniture, a ceiling fan, and a view of the street.
A modern kitchen with a central island, dark cabinetry, and a large window overlooking a garden.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Near Duval Street

Popular amenities

  • Balcony
  • Swimming pool
  • Air conditioning
  • Refrigerator
  • Internet
  • Non smoking
The current price is $261
for 1 night
All fees included
Nov 2 - Nov 3

Explore the area

View in a map
Key West, FL
  • Place, Key West Cemetery
    ‪5 min walk‬
  • Place, Duval Street
    ‪11 min walk‬
  • Place, Ernest Hemingway Home and Museum
    ‪17 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪10 min drive‬

Rooms & beds

1 bedroom (sleeps 2)

Bedroom 1

1 Queen Bed

1 bathroom

Bathroom 1

Bathtub or shower · Toilet

Spaces

Deck or patio
Balcony
The current price is $261
for 1 night
All fees included
Nov 2 - Nov 3

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Frequently asked questions

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

Yes, this property has a pool. Pool types include heated pools.

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

As of Nov 1, 2026, prices found for a 1-night stay for 2 adults at WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Community Pool on Nov 2, 2026 start from $261, 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.

Is WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Community Pool pet-friendly?

No, pets are not allowed at this property.

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

Check-in begins at 3:00 PM.

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

Check-out is at 11:00 AM.

Where is WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Community Pool located?

Located in Old Town Key West, this guesthouse is within a 10-minute walk of Key West Theater and Duval Street. Florida Keys Beaches and Mallory Square are also within 1 mi (2 km).

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

Reviews

9.8

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 27 out of 30 reviews
Rating 8 - Good. 2 out of 30 reviews
Rating 6 - Okay. 1 out of 30 reviews
Rating 4 - Poor. 0 out of 30 reviews
Rating 2 - Terrible. 0 out of 30 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved our stay at the Inn on Fleming and our room was perfect for our long weekend trip. Host was very communicative and check-in was a breeze.
Stayed 4 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was very responsive and property was outstanding!
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy room, nice pool, wonderful property overall.
Stayed 2 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice & well located accommodations

Great time staying there
Stayed 2 nights in Jan 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was perfect and location is i
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Host was great. Communication was excellent. Easy checkin/checkout process. Great experience
Stayed 2 nights in Feb 2026
Verified review

10/10 Excellent

Liked: Cleanliness, amenities, property conditions & facilities
Complete Beautiful arrangement
Stayed 1 night in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Super property with little pool and quiet neighborhood. Very Key Westy.
Stayed 2 nights in Aug 2025
From a partner site

10/10 Excellent

Perfect place to stay

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Perfect location. Everyone was really nice.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

Dope Little Spot

Cozy little room with all the amenities!
Stayed 3 nights in Jul 2025
From a partner site

10/10 Excellent

Charming Home converted to an Inn

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The location was perfect in a quiet neighborhood. We could walk everywhere. Bikes were available to rent at the Inn. The front porch was a great place to hang out after wander around town. The communication with was great. We will be back,
From a partner site

10/10 Excellent

Therapy vacation

Rating Details: The property manager was very helpful. The vacation rental was very clean. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We enjoyed our stay and cleaned.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

So cute and cozy

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was more than happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We loved our experience in the Whitehead room. Everything was very clean and the space was so comfy and cozy. Will definitely be staying at this property again. The self check in was easy and responses with questions were quick.
Verified review

10/10 Excellent

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

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

10/10 Excellent

Honeymoon in Key West

Rating Details: The property manager was very helpful. The vacation rental was spotless. I was very happy with the location. I was very satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: The Inn on Fleming was charming. My husband and I really enjoyed our stay. The Inn was very clean, stocked well and extremely comfortable. It was close to all the places we wanted to go and we were able to park close with no issue. We will definitely be back.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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
From a partner site

8/10 Good

South Floridian visit

Rating Details: The vacation rental was spotless. I was very happy with the location. I was more than satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: We had stayed here before and will again. It is quiet and nice. Getting extra supplies was difficult as there is no staff there most of the day. But things were maintained well and communication was very good.
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy

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
From a partner site

6/10 Okay

interesting

Rating Details: The property manager was adequately helpful. The vacation rental was somewhat dirty. I was happy with the location. I was satisfied with the condition of the vacation rental. Overall, I recommend this vacation rental. Reviewer Comments: Was not sure what to expect. Pricing to me is crazy in this town. I found a place that was the cheapest in town available. The pictures they display always look great. So to be frank the house is old like most in this town, very old nothing of the bones have been changed so the doors don't close right, windows painted shut. All original with a few exceptions. Main common area beautifully redone and kept, the outside common area is great as well. So my only complaint was the floor was filthy. I spilled some water when I wiped it up the towel was black. So when they clean, they don't was the hardwood floor. Remember this is an old beach town with high priced rent. One last thing there was a distinct smell
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect stay. Stayed for three days, perfectly centrally located for all the places we wanted to visit. It was like we were on our Honeymoon (which we never took). The restaurant across the street (Azul) is so awesome! Had a great time. Thank you!!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Chambre parfaite! Cuisine parfaite à notre disposition. Rien ne manque! Merci!
Stayed 2 nights in Feb 2026

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