Hemingway Hideaway in the Truman Annex

Key West, Florida
$469 avg/night Minimum Stay 28 Nights
Bed 2

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 28 nights

Min Stay

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 ownpeaceful 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!

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided Sofa Bed
  • GENERAL

    Unit Size: 1527 Sq Ft (142 Sq M)
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Microwave Oven Refrigerator Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony
  • POOL/SPA

    Private Pool Shared/communal Pool
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Hair Dryer Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Cycling Nearby Fishing Nearby Golf Nearby Jet Skiing Nearby Parasailing Nearby Power Boating Nearby Snorkeling Nearby Swimming Nearby Water Park Nearby
  • ENTERTAINMENT

    TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Playground
  • LOCATION HIGHLIGHTS

    In The City Center Near A Health Or Beauty Spa
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    No Elevators Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Rates & Availability

Review Review

  • Submitted Nov 19, 2025

    Stayed Nov 10, 2025

    This property was ideal for us. Clean, super comfy, great location.

  • Carolyn S.

    Submitted Nov 10, 2025

    Stayed Nov 2, 2025

    We had a great stay at Hemingway Hideaway! We were close to everything and the home is very clean and comfortable.

  • Roberta W.

    Submitted Aug 25, 2025

    Stayed Aug 17, 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!

  • Ryck S.

    Submitted Apr 12, 2025

    Stayed Apr 5, 2025

    Loved everything about this property!

  • Cathy F.

    Submitted Mar 17, 2025

    Stayed Feb 1, 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.

  • Melodye P.

    Submitted Mar 7, 2025

    Stayed Feb 22, 2025

    Lovely townhouse in a great location. Only negatives - bad directions to property (one street turned into noted street) and insufficient dishware and forks. Lack of blender which was rectified after we were told there were no blenders in Key West and we found one at Ace Hardware. All minor inconveniences and we had a nice time.

  • Mary N.

    Submitted Feb 21, 2025

    Stayed Feb 14, 2025

    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.

  • Donald G.

    Submitted Jan 29, 2025

    Stayed Jan 11, 2025

    A very nice property in a great location!

  • Matt H.

    Submitted Jan 26, 2025

    Stayed Jan 19, 2025

    The weather was not on our side this year but the place was very nice and ow er was very responsive. Close to several restaurants and ice cream!

  • Debbie M.

    Submitted Jan 7, 2025

    Stayed Dec 28, 2024

    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!

  • Robert G.

    Submitted Nov 25, 2024

    Stayed Nov 5, 2024

    No problems

  • Paul L.

    Submitted Oct 28, 2024

    Stayed Oct 18, 2024

    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!

  • Ellen V.

    Submitted Aug 17, 2024

    Stayed Aug 5, 2024

    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.

  • Mary E.

    Submitted May 31, 2024

    Stayed May 11, 2024

    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!

  • Mitzi C.

    Submitted Apr 22, 2024

    Stayed Apr 13, 2024

    Great Location

  • Michael S.

    Submitted Apr 17, 2024

    Stayed Dec 30, 2023

    Great place with close to everything.

Your dates are Available!

Total

Includes taxes and fees
$469+
View details