House in Key West, FL
6 guests · 2 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
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About this house rental
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!
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!
Amenities at Hemingway Hideaway in the Truman Annex
Non-smoking
No pets allowed
Family friendly
Map of Key West, FL
Ratings and reviews
10.0 / 10.0Outstanding·Nov 2025
We had a great stay at Hemingway Hideaway! We were close to everything and the home is very clean and comfortable.
10.0 / 10.0Outstanding·Aug 2025
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!
10.0 / 10.0Outstanding·Apr 2025
Loved everything about this property!
8.0 / 10.0Excellent·Mar 2025
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.
$$$$
Top rated by guests
9.8Outstanding
(67 Ratings)
"We had a great stay at Hemingway Hideaway! We were close to everything and the home is very clean and comfortable. "
Carolyn S.Don't miss out! Price and availability may change
