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Hands Down Best Value In Key West - $205 A NIGHT

7 Reviews
Bedrooms 2
Property type condo
Minimum Stay 5 nights

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Minimum Stay
5 nights


Truman Annex Condo Rental Photos and Description

Completely Renovated 2 Bedroom Unit In The Shipyard Of Truman Annex

Ernest Hemingway and Jimmy Buffet memorabilia surround you in what's called 'The Writer's Retreat'.

This Completely Renovated (July 2013) two bedroom, one bath condo with bleached grey hardwood flooring throughout is highlighted by a massive 65 inch Plasma TV loaded with thousands of movies at your fingertips. Relax on the designer furniture while enjoying the full collection of Hemingway's books or lose yourself in The Master Bedroom retreat which has been luxuriously decorated with 1000 thread count bedding on the Romantic Canopy Bed with French doors leading out to a spacious rear patio overlooking the pool.

The guest bedroom has two twin upgraded pillow top beds that can be converted to a King bed to accommodate a family or two couples. The King is stocked with a very thick down padding and luxurious linens for maximum comfort. Enjoy the songs of Buffet as the guest bedroom is decorated in the song writer's theme with framed sheet music.

The 1950'2 themed state of the art kitchen has been equipped with an imported European SMEG Fridge and all new Stainless Appliances.

The art deco themed bathroom has been completely remodeled as well.

The front Family room area has a brand new queen sleeper sofa bed with a down bedding pad and down bedding for extra sleeping space. All pillows and bedding are down and of high quality for your comfort.

Please enjoy the slide show of our new wonderful home in Key West and we hope to accommodate your vacation needs.


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More Details
  • Long-term Renters Welcome
  • children welcome
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible

Property Manager
Jenny Blaylock
Member since: 2010
Speaks: english
Response time:
Within a day
Response rate:
Calendar last updated:
October 20, 2016
Call Manager

About Jenny Blaylock

This home is managed by Simplicity Vacation Property Management. The home is owned by a family that loves to vacation in warm spots and has enjoyed Key West for many years. They loved the VRBO approach, but strive to offer a personable experience to our guests. In furtherance of this belief, they took great strides to decorate the home in such a way as to make it part of the total vacation experience. They hope when looking back on your vacation, the house will feature prominently in your memories and live on in spirit.

Jenny Blaylock purchased this condo in 2013

Why Jenny Blaylock chose Key West

This property is a smaller property, but is located in the nicest area of Key West. We believe you will find it has been decorated impeccably and is designed with vacationers in mind with the installation of items such as closet organizers to avoid crowding the rooms with unnecessary furniture. It is a clean and above all else fun place to stay as a family or as a couple's get away.

What makes this condo unique

Our unit has a parking spot right in front of the front door and the back of our unit overlooks the pool area which is a gorgeous view. When comparing units available we found this particular unit to have a superior location within Shipyard as several overlook a parking lot or are in view of other unit's yards.


based on 7 traveler reviews

Hands Down Best Value In Key West - $205 A NIGHT
average rating of 5.0 based on 7 reviews
St Cloud, FL


  • 5 of 5

We stayed at writers retreat for 5 days. It is such a wonderful condo, in a perfect location, beautifully decorated and well kept. The gated complex makes you feel completely safe. We are looking forward to spending more time here.

  • Submitted: Oct 31, 2014
  • Stayed: Oct 2014
  • Source: VRBO, from HomeAway
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2 0
Hobe Sound, Florida


  • 5 of 5

We just returned from two weeks in this property and couldn't be more delighted. The condo was beautifully decorated and appointed. The location was ideal -- easy walking distance to our favorite haunts - Blue Heaven, Santiago's Bodega, La te da, and of course, the Green Parrot.

Enthusiastic recommendation for this one.

  • Submitted: Sep 10, 2014
  • Stayed: Aug 2014
  • Source: VRBO, from HomeAway
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2 0
Dallas, TX

Perfect condo in a perfect location

  • 5 of 5

The condo was perfect for our family vacation. We were located within Truman Annex with very easy walking distance to all of the fun activities in Mallory Square, Duval St, Hemingway House & Fort Zachary beach.

The condo has every comfort of home including plenty of cookware, dishes, towels and bedding. The beds are an extremely comfortable treat after a long day of beaching and site seeing.

  • Submitted: Jun 30, 2014
  • Stayed: Jun 2014
  • Source: VRBO, from HomeAway
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3 0

Perfect Location

  • 5 of 5

Such a special place. We really enjoyed our stay at the Condo in Key West. It was clean and just as described in ad. Katherine and Sam

  • Submitted: Dec 27, 2013
  • Stayed: Nov 2013
  • Source: VRBO, from HomeAway
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3 0

Family Getaway

  • 5 of 5

We are a family of four that usually stay at the Westin in town. We will always rent this unit in the Shipyard. There was a large group of families that all rented together in the Truman Annex and our unit was by far the nicest being recently updated. This unit had brand new everything from the linens and towels, to the furniture and appliances and was updated with no spare of expense or style. We rented bikes and rode all over town daily and found the best places to eat close to the Annex. We walked over to Mallory Square nightly and watched the street performers and toasted to the Sunset. We rode across the island to enjoy the beaches across town - the perfect family get a way! We received our security deposit within a week and the owner was so easy to work with and accommodating. She has the nicest lady on site that helped us when we locked ourselves out! We had the best time and love key west and this unit! This unit is the perfect the spot for a romantic weekend for two, a girls / boy's trip or a family - very comfortable!

  • Submitted: Nov 25, 2013
  • Stayed: Oct 2013
  • Source: VRBO, from HomeAway
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4 0
Chicago, IL

Great Condo in Key West!

  • 5 of 5

This condo is everything it promises, luxurious finishes, really comfortable bedding, a great little kitchen and living area. Huge wall mounted TV with pandora and netflix. It's small, but perfect for 2-3 people. We were two girlfriends traveling together. This has a great location by the pool, and great location in Key West just a few blocks from Duval and the Green Parrot. Truman Annex is one of my favorite places to stay, quiet and but close to everything. The balconies off the living room/bedroom and balcony off the kitchen were a nice touch too. Kitchen had most of what we needed, we didnt really cook much, just used the fridge. Fluffy towels were provided, has washer and dryer inside that comes in handy. Small fridge without a real freezer, if that matters to you, didnt to us. I would highly recommend this condo!

  • Submitted: Nov 14, 2013
  • Stayed: Nov 2013
  • Source: VRBO, from HomeAway
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3 0


Toast to the Sunset at Mallory Square which is a short walk from the Truman Annex.


Rates & Availability

Truman Annex Condo Rental Rates

Rental Basis:
per property
Manager accepts payment in:
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Rate Period Nightly Weekend Night Weekly Monthly * Event
My Standard Rate
5 night minimum stay

Additional information about rental rates

Cleaning fee $125 + Tax
Damage Waiver Fee $49 + Tax
Tax Rate 12.5%

20% Premium for Holiday weeks


Manager's Cancellation Policy

  • 100% refund if canceled at least 60 days before arrival date.
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Truman Annex Condo Accommodation and Amenities

Property Type:
  • condo
  • floor 2
  • Guests provide their own meals
Floor Area:
  • 700 sq. ft.
Location Type:
  • Downtown ...
  • Waterfront ...
  • Air Conditioning
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet ...
  • Linens Provided
  • Living Room ...
  • Parking ...
  • Telephone
  • Towels Provided
  • Washing Machine
  • Coffee Maker
  • Dishes & Utensils
  • Dishwasher ...
  • Kitchen ...
  • Microwave
  • Oven
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining Area
  • seating for 4 people
  • 1 Bathroom
  • Bathroom 1 - toilet , shower
  • very hip art deco black and white styled bath with new shower enclosure over the tub. Spacious mirrored medicine cabinet and vanity offer space for all your toiletries.
  • 2 Bedrooms, Sleeps 6
  • Master Bedroom is beautifully furnished with Brand New Designer Canopy Bed and Mirrored side table with top of the line down bedding and 1000 thread count linens.
  • Books ...
  • Music Library ...
  • Satellite / Cable
  • Television ...
  • Video Library ...
  • Balcony
  • Deck / Patio
  • Lawn / Garden ...
  • Long-term Renters Welcome
  • children welcome ...
  • non smoking only
  • pets not allowed
  • wheelchair inaccessible ...
Pool / Spa:
  • Communal Pool ...
  • Heated Pool
  • botanical garden
  • churches
  • cinemas
  • health/beauty spa
  • marina
  • museums
  • playground
  • restaurants
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • paddle boating
  • scenic drives
  • shelling
  • shopping
  • sight seeing
  • walking
  • whale watching
  • wildlife viewing
Local Services & Businesses:
  • ATM/bank
  • Babysitter
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • jet skiing
  • kayaking
  • parasailing
  • pier fishing
  • roller blading
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • swimming
  • water tubing
  • wind-surfing

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