Hemingway Hideaway in the Truman Annex

Photo gallery for Hemingway Hideaway in the Truman Annex

A brick building with a number 21 sign, a staircase leading to a porch with blue chairs, and a view into the interior with a sofa and lamp.
A building with a brick facade, numbered 21, surrounded by lush greenery and a green gate.
A spacious living room with a ceiling fan, large windows with blinds, a colorful rug, and a painting on the wall.
A playground with a red slide and water play area, surrounded by palm trees and benches.
A building with a brick facade, surrounded by lush greenery and trees.

Reviews

9.8 out of 10
Exceptional

Highlights

  • Family fun awaits
    Top-rated for families.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Walk to Duval Street
Sleeps 62 bedrooms3 beds

Popular amenities

  • Private pool
  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Balcony

Explore the area

View map
Key West, FL
  • Place, Harry S. Truman Little White House
    ‪2 min walk‬
  • Place, Duval Street
    ‪4 min walk‬
  • Place, Mallory Square
    ‪6 min walk‬
  • Airport, Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Guest Bedroom

1 Queen Bed

Living Area

1 Double Futon

Master Bedroom

1 King Bed

2 bathrooms, 1 half bathroom

Guest Bathroom

Bathtub or shower · Toilet

Master Bathroom

Toilet · Shower only

Powder Room

Toilet

Spaces

Kitchen
Balcony
Outdoor play area
Dining area

About this property

Hemingway Hideaway in the Truman Annex

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

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House Rules

Check in after 4:00 PM
Minimum age to rent: 28
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 1593621vb
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

About the area

Key West

Located in Old Town Key West, a neighbourhood in Key West, this holiday home is near a water park. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with ecotours and cycling.
Map
Key West, FL

What's nearby

  • Key West Naval Station - 1 min walk - 0.2 km
  • Harry S. Truman Little White House - 2 min walk - 0.2 km
  • Duval Street - 4 min walk - 0.4 km
  • Mallory Square - 6 min walk - 0.6 km
  • Ernest Hemingway Home and Museum - 11 min walk - 0.9 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 14 min drive

Restaurants

  • ‪Sloppy Joe's Bar - ‬6 min walk
  • ‪Conch Republic Seafood Company - ‬10 min walk
  • ‪Kermit's Key West Key Lime Shoppe - ‬9 min walk
  • ‪Green Parrot Bar - ‬7 min walk
  • ‪Hog's Breath Saloon - ‬6 min walk

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 24 Aug 2026, prices found for a 1-night stay for 2 adults at Hemingway Hideaway in the Truman Annex on 25 Aug 2026 start from AU$18,610, 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. Florida Keys Beaches and Mallory Square are also within 10 minutes.

About the host

Hosted by Conch Collection

Host profile image

Languages:

English

Premier Host

They consistently provide great experiences for their guests
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