$350 OFF Thanksgiving!! Truman Annex, 2BR KING/twin, 1Bath,1st Flr, Pool

Exceptional living area, plenty of light & space. Unique décor, warm & inviting.
Exceptional living area, plenty of light & space. Unique décor, warm & inviting.
1/19
1/19
Exceptional living area, plenty of light & space. Unique décor, warm & inviting.

Take off an additional $350.00 for Thanksgiving week!

Offer for: Nov 14 - Nov 25

$350 OFF Thanksgiving!! Truman Annex, 2BR KING/twin, 1Bath,1st Flr, Pool

About this rental

Condo (Sleeps 5)
800 sq. ft.  ·   2 bedrooms   ·  1 bathroom
Key West Condo
  • Sleeps 5
  • 2 bedrooms
  • 1 bathroom
  • 800 sq. ft.
2 reviews
Offer for: Nov 14 - Nov 25:
Take off an additional $350.00 for Thanksgiving week!

  • Sleeps: 5
  • Bedrooms: 2
  • Bathrooms: 1
  • Property Type: Condo
  • Minimum Stay: 7 nights
  • Living Area: 800 sq. ft.

AMAZING LOCATION in TRUMAN ANNEX: SHABBY CHICKEN - come stay with the large & proud bird in town!! She's not too shabby after all. Large front yard and porch to watch Key West pass by. Beautiful and spacious in/out doors. POOL within 1 walk of condo. We rent for 7 days or more, monthly

113 FIVE-STAR REVIEWS!!! (on our primary site on VRBO #595903)
Book NOW for 2026 DISCOUNTED MONTHLY RATES ! Make the sunny and comfortable Shabby Chicken your monthly destination during winter 2026.

Our awesome cleaner has been with us for years. Read our reviews on VRBO #595903, historically we always been known to have a spotless and clean place.

5-STAR rating and the best floor plan around. This exceptional, over-sized floor plan 2 bedroom, large bath, full-size kitchen is only offered in a couple of units in the Truman Annex Shipyard. Large deck along with a outdoor patio/dining area. It feels more like a home than a condo. Relax at the Truman Annex Shipyard Pool - which is a minute walk from the condo.

SHABBY CHICKEN BEDROOMS & FLOOR PLAN (Ground Floor)...
The Shabby Chicken has 2 very spacious bedrooms, both with KING beds (or one bedroom can be converted into two twin beds) offering the privacy of each bedroom located on OPPOSITE sides of condo. Each bedroom has a TV, ample room to store clothes.
This exceptional, oversized floor plan is only offered in a couple of units in the Truman Annex Shipyard. The bathroom is also large and has a double vanity, walk-in shower. Our outdoor space is 2-3 times the size of other condos.
Two sets of French doors in the centrally located living room and window in the full-size kitchen provide sunlight and a spacious feeling not found in other units.

LIVING AREA & KITCHEN...
The central living area with new large, leather sectional couch with a full size kitchen provides a great floor plan for 2-4 people. The kitchen is equipped with all new appliances, countertop, modern backsplash and finishes. There is counter-top seating and a large dining table with beautiful lighting and seating for four or more that is stylish and functional.

OUTDOORS...
Two sets of French doors lead to the HUGE, MULTI-SPACE OUTDOORS.
Enjoy morning coffee or an intimate dinner at the comfortable dining table on the large, covered, private deck. Step down to the herringbone brick patio that is able to accommodate a small party to dine alfresco. Or take a relaxing nap or read a book on the lounger under the palm (we're not kidding!). Gas grill on patio.

POOL...
Less than a one minute walk to the pool

AMENITIES...
This ground floor condo is very clean, and has well-appointed bedrooms which have been completely updated with beautiful linens, art work and comfortable beds. A new washer/dryer are located within the unit for your convenience. The fully equipped kitchen with all new appliances, pots & pans, towels & linens and central air conditioning provide all the amenities you want for long- and short-term stays.

You'll also enjoy a 32' flat screen TV in the living room with an Italian-made large, leather sectional. Secure wireless Wi-Fi and and Bluetooth speaker for your device to connect to for music.

Our condo is outfitted with beach towels, beach chairs, a cooler, etc. We also have designated on-site parking, although it's likely you will not need (or want) to get in your car while you're here.

WHAT MAKES IT SPECIAL...
The Shabby Chicken (for it's shabby chic design) has interesting design elements, such as vintage clocks, modern geometric patterns, original artwork from Cuba and local artists, wood carvings from the Philippines and India, along with beautiful tapestries. The place feels very luxurious, contemporary, and relaxing.

PROXIMITY TO PLACES...
The Shabby Chicken is within easy walking and biking distance to everything Old Town Key West has to offer, including Fort Zachary Beach and a one minute walk to the Truman Annex pool. Walk down to the Truman Annex waterfront to take in a special and low-key sunset for which only the locals know about. Walk or bike through the gorgeous Truman Annex over to happening Mallory Square for shops, museums, and special events.

2023 Updates: All New Highly Insulated Windows and Doors
2022 Completely landscaped front and backyard
2021: New AC
2020: New washer and dryer appliances
2018 Condo Updates: Beautiful walk in shower.

DISCOUNTED MONTHLY RATES.
Cheers! Marie and Tom

Unique Benefits

Our condo is very special with a large floorplan only found in 2 other condos. Truman Annex is a fantastic location in the Heart of Key West historic area.
You'll love our large front porch with huge front yard. The outdoor space is plentiful and multiple seating areas on the backyard with private hedges and lush plants.
Walk 1 block to see a beautiful sunset from the Truman Waterfront Boardwalk!!

Area Information

The Truman Annex is a coveted historic distric location - close to Duval St., Mallory Square, Zachery Beach, the waterfront for sunsets, and the Green Parrot - you cannot find a more prime location with these amenities anywhere else. You'll love the beautifully landscaped grounds, pool, and access to the waterfront sunsets. The Waterfront Park and amphitheater are a 2-5 minute walk. The Truman Annex is close to the action, but far enough from the riff-raff :)

Attractions Within Walking Distance

Within 2-3 blocks of all the attractions, bars, restaurants, parks and sunset by the waterfront and Fort Zachery beach

Favorite Places To Eat

Yes, I have a recommendation list that I send out for our guests. It's Key West On/Off the Beaten Path.

Inside Scoop

Yes, I have a recommendation list that I send out for our guests. It's Key West On/Off the Beaten Path.

View more

Amenities

Beds
  • 1 King Bed
  • 2 Twin Beds
Features
  • Air conditioning
  • Beach chairs
  • Bed linens provided
  • Communal pool
  • Heated pool
  • Internet
  • Kid friendly
  • Kitchen
  • Managed by owner
  • No pets allowed
  • Non-smoking
  • Parking available
  • Patio or deck
  • Towels provided
  • WiFi
  • Wireless internet
Appliances
  • Blender
  • Cable / satellite TV
  • Ceiling fans
  • Coffee maker
  • Dishes & utensils
  • Dishwasher
  • Freezer
  • Hair dryer
  • Iron and board
  • Microwave
  • Outdoor grill
  • Oven
  • Refrigerator
  • Stove
  • Television
  • Toaster
  • Washer & Dryer
Nearby Activities
  • Aquarium
    (< 1 mile)
  • Beach
    (< 1 mile)
  • Bicycling
    (< 1 mile)
  • Boating
    (< 1 mile)
  • Fishing
    (< 1 mile)
  • Grocery Store
    (< 1 mile)
  • Jet Skiing
    (< 1 mile)
  • Kayaking
    (< 1 mile)
  • Live Entertainment
    (< 1 mile)
  • Movie Theater
    (< 1 mile)
  • Ocean
    (< 1 mile)
  • Park
    (< 1 mile)
  • Playground
    (< 1 mile)
  • Sailing
    (< 1 mile)
  • Shopping Area
    (< 1 mile)
  • Snorkeling
    (< 1 mile)
  • Water Park
    (< 1 mile)

Other Vacation Rental Amenities

Washer and Dryer in condo!!

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Rates

Rental basis: Per property
Rental rates quoted in 
Rate PeriodNightlyWeekend NightWeeklyMonthlyMin Stay
Nov 02 - Nov 22 2024
$365 7 nights
Nov 23 - Nov 30 2024
$340 7 nights
Dec 01 - Dec 20 2024
$345 7 nights
Dec 20 - Dec 27 2024
$495 7 nights
Dec 28 2024 - Jan 04 2025
$620 7 nights

View all periods

Fees:

Security Deposit *refund: $300
Cleaning Fee: $220

Tax Rate: 12.5%

Notes:

Zelle and Venmo electronic payments have NO FEES. Personal checks are also accepted
Upon the last payment, there is a $300 security deposit that is requested. It is refundable upon our cleaning and ensuring all is in good working order.
Monthly 2026 rates are noted online; this is 28 days or more stay at a time. There is a 60 day cancellation policy.
January - April 2026 request a Saturday check in and check out.

Availability

Last updated November 21, 2024

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20Available     20Unavailable     20Today

Location

Nearest Airport: Key West Airport - 1 mile
Nearest Bar: Green Parrot - 300 yards
Nearest Beach: Fort Zachary Beach - 0.2 miles
Nearest Golf: Key West Golf Course on Stock Island - 5 miles

Hosted by Marie Theiss

Marie Theiss

Member since 2020

Year purchased: 2014

About the host: I've owned and manage the Shabby Chicken since 2014. It's truly a special place and I enjoy hearing that our guests love it and want to come back year after year. I ensure guests know I'm available for questions and such, but also respect that they come to unplug and have a great time!

Why this property? The location is unbeatable, the condo is up to date and very clean. Our floorplan is one of the largest and great for short and long stays. All new highly insulated windows and doors, solid wood doors beautiful front and backyard. We provide extra amenities such as beach chairs, towels, food cooler, stocked kitchen, nice linens. I try to keep our rates very fair and guests love coming back to our place year after year.

Guestbook comments from the host:

I can’t say enough positive things about this condo. We went to Key West for a family vacation in June 2024. The location of this condo was perfect for us - walkable to Duval, the pool, the splash pad, and a variety of restaurants close by. We also rented bikes which made getting around even better! The condo was perfect for our family and we will definitely be staying here again


Jun 2024

The condo was great l, located close to everything and was equipped with a cooler and beach towels. Couldn’t ask for anything better. We will be back next year


Apr 2024

We had a wonderful time at this beautiful condo in Key West. The location was terrific, walking distance to all of the sights, shops and restaurants. Inside the condo was also perfect, with an open kitchen and seating. We also truly enjoyed the outdoor patio. The host was very responsive and the rooms were clean and spacious. I would definately recommend this rental for your upcoming stay in Key West.


Apr 2024

This beautiful little gem is our new favorite place to stay in Key West! Walking distance to all our favorite restaurants and Mallory Square. Exceptionally clean, spacious, well stocked kitchen, private(fenced patio), excellent communication with Marie! We are already planning a longer stay for our next visit. Tad & Mary


Jan 2024

We had a wonderful stay at the shabby chicken! Marie was so gracious and accommodating considering we had to alter plans slightly because of Hurricane Eta. The condo is perfect for small families or just a getaway for spouses! My wife and I enjoyed every last minute of our stay.


Nov 2020

We really liked staying at this condo. We felt it was a bit larger than the pictures reflected. The outside back area was very nice and roomy with enough privacy. The front porch was great for people watching. Everything has been updated and there certainly were enough towels and things needed in the kitchen and room to unpack our clothes. Marie was great to work with. The location was perfect for walking to many destinations.


Sep 2020

My wife and I had a great stay at your condo. The set up with 2 king beds was perfect. The location is outstanding, close to Duval but away from the noise with 2 beautiful parks right at the end of our addition. We would definitely stay there again! Thank you


Jan 2020

Joe G

Frequently Asked Questions

Q:

Is there a washer/dryer?

A:

Yes, there is a nice full size washer and dryer located in the condo. We provide you a little detergent, enough for a few loads during your stay.

Q:

Can I stay longer than 7 days?

A:

Yes, we love having guests stay as long as they'd like. We have multi-week and monthly discounts.

Photos

  • Exceptional living area, plenty of light & space. Unique décor, warm & inviting.
    Exceptional living area, plenty of light & space. Unique décor, warm & inviting.
  • Large tropical front yard & porch. Ground floor for easy in/out. NEW WINDOWS!
    Large tropical front yard & porch. Ground floor for easy in/out. NEW WINDOWS!
  • Large living area with comfortable couch, TV and interesting artwork
    Large living area with comfortable couch, TV and interesting artwork
  • Countertop seating, sunny and bright full size kitchen by outdoor deck
    Countertop seating, sunny and bright full size kitchen by outdoor deck
  • Full size kitchen and appliances with counter seating
    Full size kitchen and appliances with counter seating
  • BR 1: Sleep on comfortable new KING bed. Spacious, new linens, TV & wide windows
    BR 1: Sleep on comfortable new KING bed. Spacious, new linens, TV & wide windows
  • BR 2:Sleep on new KING bed or two twins. Spacious, new linens, TV & wide window
    BR 2:Sleep on new KING bed or two twins. Spacious, new linens, TV & wide window
  • BR 2:Sleep on new KING bed or two twins. Spacious, new linens, TV & wide window
    BR 2:Sleep on new KING bed or two twins. Spacious, new linens, TV & wide window
  • Roomy, bright bathroom. Beautiful double vanity not found in other units.
    Roomy, bright bathroom. Beautiful double vanity not found in other units.
  • Contemporary walk-in shower in large bathroom with double vanity.
    Contemporary walk-in shower in large bathroom with double vanity.
  • Spacious back yard patio. Private and plenty of room for dining and lounge chair
    Spacious back yard patio. Private and plenty of room for dining and lounge chair
  • Large private, tropical backyard with deck. & brick patio with 2 dining areas
    Large private, tropical backyard with deck. & brick patio with 2 dining areas
  • Relax by the pool within a one-minute walk from Shabby Chicken condo.
    Relax by the pool within a one-minute walk from Shabby Chicken condo.
  • In-unit washer and dryer, detergent provided
    In-unit washer and dryer, detergent provided
  • Large and private tropical yard not found in other condos, porch with chairs
    Large and private tropical yard not found in other condos, porch with chairs
  • Sunset from waterfront park, Less than 1 block from Condo
    Sunset from waterfront park, Less than 1 block from Condo
  • Grill
    Grill
  • Truman Annex entrance
    Truman Annex entrance
  • Truman annex entrance
    Truman annex entrance

Reviews

from 2 reviews
Write a review
review

Lovely condo, great location!

My husband and I enjoyed 8 nights in July at the Shabby Chicken. The condo had everything we needed and couldn’t ask for a better location!

Stayed: Submitted: August 05, 2024

Owner response

Thank you so much Terri for your review. We're so happy that our condo had everything you needed. You're right the location is unbeatable. Cheers! Marie

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review

Perfect condo for our needs

Location was perfect as it is closer to the entrance of Truman Annex and in turn only steps away from Duval, Mallory Square and Truman Waterfront park. Owner's were very friendly, extremely responsive and provided excellent instructions for the stay. The condo itself was very clean, spacious and well equipped for our needs. It was a perfect space for "working from home" while mixing in sunshine and relaxation. Highly recommend and will consider for return trips!

Stayed: Submitted: March 16, 2021

Owner response

Thank you Joe for your glowing review. I'm so glad you could work from paradise! We appreciate your mention of the perfect location, how clean, spacious and well equipped the condo is. Thank you for your comments on how responsive I am along with the thorough instructions, which include a map, parking info, Wi-Fi, etc are. We look forward to hearing from you when you can get down to the Keys again. Cheers! Marie

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Marie Theiss

Hosted by Marie Theiss

Contact Host