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

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Close to Duval Street and Ernest Hemingway Home and Museum, WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool has plenty to offer. Stay connected with free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Popular amenities

  • Pool
  • Free Wi-Fi
  • Air-conditioning
The current price is AU$619
includes taxes & fees
1 Mar - 2 Mar

About the area

Located near the beach, this guesthouse is in Old Town Key West, a neighbourhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. The Kite House and Sails To Rails Museum at Flagler Station are also worth visiting. Discover the area's water adventures with scuba diving and snorkelling nearby, or enjoy the great outdoors with cycling and ecotours. Visit our Key West travel guide
View more Guest houses in Key West
Map
Key West, FL

What's nearby

  • Duval Street featuring signage
    Duval Street
    9 min walk - 0.8 km
  • Ernest Hemingway Home and Museum featuring heritage elements and a house
    Ernest Hemingway Home and Museum
    14 min walk - 1.2 km
  • Harry S. Truman Little White House which includes signage
    Harry S. Truman Little White House
    15 min walk - 1.3 km
  • South Beach featuring a sandy beach and general coastal views as well as a small group of people
    South Beach
    19 min walk - 1.6 km
  • Southernmost Point featuring signage
    Southernmost Point
    4 min drive - 2.4 km

Getting around

  • Key West, FL (EYW-Key West Intl.)
    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

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

Guest house near Duval Street
Close to Ernest Hemingway Home and Museum and Mallory Square, WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool has plenty to offer. Stay connected with free in-room WiFi.
You'll also enjoy perks such as:
  • Heated pool
  • Tennis courts and smoke-free property
Room features
All guest rooms at WHITEHEAD ROOM @ Inn on Fleming~ADULTS ONLY 2nd Lvl Queen Shared Heated Pool offer comforts, such as air conditioning, as well as
Other amenities include:
  • Bathrooms with baths or showers and hairdryers
  • Smart TVs with cable channels
  • Decks/patios, outdoor lighting and fridges

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  • Pool
  • Free Wi-Fi
  • Air-conditioning
  • Housekeeping
9.0 out of 10, Wonderful, 1,009 reviews
The price is AU$525
includes taxes & fees
3 Mar - 4 Mar
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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

Guest services

  • Housekeeping on request

More

  • Smoke-free property

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Towels provided

Entertainment

  • Smart TV with cable/satellite channels

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

Pets not 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
On-site 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 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 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

Property is also known as

2731-256375

Frequently asked questions

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

As of 23 Feb 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 1 Mar 2026 start from AU$618.51, 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 Shared Heated 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 Shared Heated Pool?

Check-in begins at 3:00 PM.

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

Checkout is at 11:00 AM.

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

Located in Old Town Key West, this guesthouse is within a 10-minute walk of Key West Burlesque Theater and Duval Street. Florida Keys Beaches and Ernest Hemingway Home and Museum are also within 1 mile (2 km).

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Reviews

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

9.8

Exceptional

10

Cleanliness

10

Location

10

Property conditions & facilities
Rating 10 - Excellent. 18 out of 21 reviews
Rating 8 - Good. 2 out of 21 reviews
Rating 6 - Okay. 1 out of 21 reviews
Rating 4 - Poor. 0 out of 21 reviews
Rating 2 - Terrible. 0 out of 21 reviews

Reviews

10/10 Excellent

Ulises

Liked: Cleanliness, property conditions & facilities, communication
Very good
Stayed 2 nights in May 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

A guest from Cleveland , TN

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.

10/10 Excellent

Mariana O.

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
This review comes from a trusted partner site and has not been verified.

8/10 Good

William E.

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.

8/10 Good

Diana J.

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

10/10 Excellent

James

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

10/10 Excellent

Loretta C.

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

Very nice & well located accommodations

Great time staying there
Stayed 2 nights in Jan 2025

10/10 Excellent

PAM M.

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

10/10 Excellent

Gloria B.

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

10/10 Excellent

James N.

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

Dope Little Spot

Cozy little room with all the amenities!
Stayed 3 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Karley S.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Joshua T.

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.

10/10 Excellent

Jessica C.

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

10/10 Excellent

Philip M.

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
This review comes from a trusted partner site and has not been verified.

6/10 Okay

paul p.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

jamie r.

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.