Hemingway Hideaway – Charming Townhouse in Truman Annex at Historic Foundry Building
Discover your perfect Key West retreat in this beautifully positioned 3-story townhouse within the coveted Truman Annex community. Just steps away from the vibrant heart of Key West, Hemingway Hideaway offers the ideal blend of comfort, convenience, and classic island charm.
Property Highlights:
Gated Entry & Private Courtyard: Enjoy privacy and tranquility as you enter your own peaceful oasis.
Open Floor Plan: The spacious first floor seamlessly connects the living room, dining area, and fully equipped kitchen — perfect for relaxing or entertaining.
Half Bath/Powder Room: Conveniently located off the kitchen.
Master Suite on Second Floor: King-size bed, ensuite bathroom, two linen closets, in-unit washer/dryer, and a private balcony for morning coffee or evening relaxation.
Third Floor Bedroom: Queen-size bed occupies the entire level with its own ensuite bathroom.
Designated Parking: One assigned parking space located at the rear of the unit.
Private Pool: Enjoy access to the Foundry building’s exclusive pool — a refreshing escape after a day exploring.
Complimentary Bicycles: Two bikes included to effortlessly explore Key West like a local.
Prime Location: Just steps from the Truman Amphitheater & Splash Park, Fort Zachary Taylor, the Historic Seaport & Mallory Square, Truman’s Little White House, and popular spots like the Green Parrot. Within a 4-block radius of the lively 200 block of Duval Street — where all the action happens!
Booking Notes:
Hemingway Hideaway – Charming Townhouse in Truman Annex at Historic Foundry Building
Discover your perfect Key West retreat in this beautifully positioned 3-story townhouse within the coveted Truman Annex community. Just steps away from the vibrant heart of Key West, Hemingway Hideaway offers the ideal blend of comfort, convenience, and classic island charm.
Property Highlights:
Gated Entry & Private Courtyard: Enjoy privacy and tranquility as you enter your own peaceful oasis.
Open Floor Plan: The spacious first floor seamlessly connects the living room, dining area, and fully equipped kitchen — perfect for relaxing or entertaining.
Half Bath/Powder Room: Conveniently located off the kitchen.
Master Suite on Second Floor: King-size bed, ensuite bathroom, two linen closets, in-unit washer/dryer, and a private balcony for morning coffee or evening relaxation.
Third Floor Bedroom: Queen-size bed occupies the entire level with its own ensuite bathroom.
Designated Parking: One assigned parking space located at the rear of the unit.
Private Pool: Enjoy access to the Foundry building’s exclusive pool — a refreshing escape after a day exploring.
Complimentary Bicycles: Two bikes included to effortlessly explore Key West like a local.
Prime Location: Just steps from the Truman Amphitheater & Splash Park, Fort Zachary Taylor, the Historic Seaport & Mallory Square, Truman’s Little White House, and popular spots like the Green Parrot. Within a 4-block radius of the lively 200 block of Duval Street — where all the action happens!
Booking Notes:
Minimum 7-night stay required between January 1 – April 30, 2020, with Saturday-to-Saturday check-in/check-out.
Outside this period, flexible arrival and departure days.
Discounts available for stays of 28 nights or longer.
If this property is booked, we can recommend other great homes in the area.
Pack your suitcase and get ready for an unforgettable Key West getaway in your home away from home!
Outside this period, flexible arrival and departure days.
Discounts available for multiple months stays
If this property is booked, we can recommend other great homes in the area.
Pack your suitcase and get ready for an unforgettable Key West getaway in your home away from home!
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Free WiFi
Air conditioning
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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
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock
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
We should mention
This property does not have any lifts
A car is not required for transport to and from this property
Frequently asked questions
Does Hemingway Hideaway in the Truman Annex have a pool?
Yes, this property has a pool.
How much does it cost to stay at Hemingway Hideaway in the Truman Annex?
As of 2 Apr 2026, prices found for a 1-night stay for 2 adults at Hemingway Hideaway in the Truman Annex on 7 May 2026 start from AU$580, 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 Hemingway Hideaway in the Truman Annex pet-friendly?
No, pets are not allowed at this property.
How much is parking at Hemingway Hideaway in the Truman Annex?
On-site parking is available at the property.
What time is check-in at Hemingway Hideaway in the Truman Annex?
Check-in begins at 4:00 PM.
What time is check-out at Hemingway Hideaway in the Truman Annex?
Checkout is at 10:00 AM.
Where is Hemingway Hideaway in the Truman Annex located?
Located in Old Town Key West, this holiday home is within a 5-minute walk of Harry S. Truman Little White House and Duval Street. Mallory Square and Florida Keys Beaches are also within 10 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Over all the unit was great. We had a great time and everything is in wall distance to the unit. Pool was great.We offer a few suggestions to make this unit excellent. Consider providing a tee pot for the non coffee drinkers. Your wine glasses were great, however there were no cocktail shakers for those that like to make cocktail. Also, consider a retractable close line in the bathroom so you have a place to dry clothes.As indicated we were pleased with our stay.R&R
This place was perfect! Plenty of room for my husband and daughter and son in law. Private and beautiful but within walking distance to everything. Hoping to be back next year!
We stayed for a wonderful week, and found the property not only beautiful, it was super comfy! We loved the privacy and the gated community, and we also loved how close the home was to downtown and to Mallory Square. Would definitely book again!
Hemingway Hideaway was a gem. Located just a short walk from everything. We especially enjoyed watching the cruise ships come in as well as the sunset behind Opal Key resort. Be prepared to only bring one vehicle because only one parking space is allowed for this unit. That was a little bit of a challenge since we also wanted to have a golf cart for a family member with a recent knee replacement. We really enjoyed our stay there!
This home is well appointed and conveniently located within walking distance to restaurants and shopping.
We would rent again if the price stays consistent with our previous booking.
Great location. Super clean. Nicely furnished. Had everything we needed. Walking distance to all things in Key West. This was our 3rd visit to Key West and the best place we have stayed. Hope to be back next year.
Have stayed at various locations in the Truman Annex with friends and found this one the best yet. Had a couple of very minor issues that were addressed immediately. Would highly recommend this property.
We have been visiting Key West for 25+ years and our fav place to stay is in the Foundry in Truman Annex. It's close to everything on Duvall but far enough away to enjoy complete peace and quiet. This unit was by far the best we've stayed in! Spotless clean, updated, well decorated, and had everything we needed.
Would highly recommend!
We absolutely loved this vacation home. Very comfortable and no complaints. It was beautiful and very easy to get around the neighborhood. We loved everything about the condo. thank you for a lovely place to vacation we will be visiting again and hope to stay in this same home.
We stayed for a week over Christmas 2023. (Our second time staying there!) Had a wonderfully relaxing time. The property was perfect for the 4 of us in the family. Very clean, comfortable, and of course the location can’t be beat. Thank you!
Perfect location. Extremely safe. Short walk to all the action
We stayed at the Truman Annex and loved it. So close to everything. Very quiet location. Security gates. Was great. Only issue is there is nowhere to park your scooter if you rent one in addition to having your own car. We already booked for 2025!
great location/beautiful unit.only drawback was too many stairs
jim h.
Stayed 7 nights in Jan 2024
Verified
8/10 Good
Cathy F.
17 Mar 2025
Nice stay
We have stayed at many places in the annex. This was the first time at a three level. It was a lot for us. We are near 70 and my wife has foot issues so was quite a climb. But, the place was lovely.
Truman Annex is an awesome location. Secure, quiet, and really pretty Close to everything. You can walk or ride bikes to anywhere you want to go. The unit is lovely and the bikes provided are a bonus. We rode them every day. Definitely recommend this property.
Location location location. Very nice house in a quite neighborhood. Very close to everything. The house itself offers all you might need. We had no problems at all. Definitely coming back !!!
Maxim M.
Stayed 7 nights in Dec 2020
Response from VrboOwner on 6 Jan 2021
Thank you so much for the kind review of Hemingway Hideaway. We are pleased to hear you enjoyed your stay and will be back to join us again sometime.
About the host
Hosted by Conch Collection
Languages:
English
Premier Host
They consistently provide great experiences for their guests