ANOTHER THREE HOUR TOUR

Welcome to your slice of paradise in the Shipyard at Truman Annex. This charming first‑floor 2BR/1BA condo captures the essence of Key West living—easy, breezy, and surrounded by tropical beauty.

Inside, natural light fills the open living space, creating a relaxed atmosphere that flows out to your private patio. It’s the perfect spot to unwind after a beach day or host friends for sunset cocktails. Both bedrooms offer comfort and flexibility, and the well‑designed layout makes the home feel surprisingly spacious.

Living in the Shipyard means enjoying a gated community with a sparkling pool, lush landscaping, and unbeatable walkability. Beaches, restaurants, galleries, and the best of Old Town are all right outside your door. Whether you’re looking for a getaway, a full‑time home, or a high‑demand rental, this condo delivers the Key West lifestyle people dream about.
Please note: This property has a 28 night minimum stay

Vacation Rental Reviews

• Nice place

  Stayed 7 days ending in April, 2025

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  gary m from palm coast, FL recommends this vacation rental

  Unit was super clean location was perfect work was being done in the complex which was a problem . But no bearing on unit just the annoyance of workers and noise

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• Key West Condo

  Stayed 7 days ending in March, 2024

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  a guest from Whitehal, MI recommends this vacation rental

  Rented for my wife and I. Plenty of room for the 2 of us. If we would have had another couple or 2 kids it would have been tight. Description said 2 parking places but they are very strict on only one
  Great location. Walking distance to all old Town has to offer. Pool was nice. Very quiet community. Overall very satisfied. Only thing I can say was not up to expectation was the cleanliness of the condo. At first it appeared clean, but it was obvious that the floors do not get mopped. Walking around inside barefoot left the bottoms of our feet black. We thought about asking for that to be done, but decided we didn't want to complain. Made the best if it and kept our shoes on unless asleep or in the shower!

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• Perfection!

  Stayed 14 days ending in February, 2024

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  a guest from York, PA recommends this vacation rental

  I think my Review Title says it all!! Perfect!

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• Great location, mediocre condo

  Stayed 7 days ending in January, 2024

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  a guest from Oakland, CA recommends this vacation rental

  Our condo location was great and overall the condo size and look was what we expected. However, we were had an issue with 1 set of keys not working and property management was not helpful in solving the issue. Since there was 4 of us, two 16 and 20, this made coordination frustrating. In addition, 1 bedroom fan did not work. Lastly the cooking amenities were lacking, e.g. no spatula, large fry pan, garlic press, can opener. We needed some basic supplies for cooking and they did not exist.

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• paradise

  Stayed 7 days ending in June, 2023

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  Matt H from Burlington, KY recommends this vacation rental

  wonderful

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• Great vacation spot

  Stayed 7 days ending in May, 2023

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  Louis F from Ashaway, RI recommends this vacation rental

  Perfect location

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• Tom’s review

  Stayed 14 days ending in April, 2022

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  Thomas B from Boyne City, MI recommends this vacation rental

  Nice rental however the mattresses were very soft and need replacement especially the queen mattress. Also the ceiling fan in the bedroom was broken.

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• Disappointed at quality for the price.

  Stayed 14 days ending in February, 2022

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  Gary S from Andover, MN does not recommend this vacation rental.

  Worn out. Needs all new furniture. Dirty.

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• Fabulous week in Key West

  Stayed 7 days ending in January, 2022

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  Marsha R from Potomac, MD recommends this vacation rental

  The condo was in a great location and had everything we could possibly want! Especially loved being on Truman Annex. Quiet, close to everything. Riding bikes everywhere including nearby Fort Zach Taylor beach was a highlight. Easy to checkin and out. Perfection!

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• Cajuns Let The Good Times Roll at SY 153

  Stayed 14 days ending in December, 2021

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  a guest from Fairfax, VA recommends this vacation rental

  Funderful. Outstanding condo, location, furniture, amenities. Clean. Comfortable. Odor-free. Comfortable beds. Excellent professional Compass representatives.

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• Loved the location

  Stayed 7 days ending in October, 2021

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  Douglas L from East Petersburg, PA recommends this vacation rental

  We loved the location and having the amenities of home. The full size mattress could be firmer. Otherwise we enjoyed our stay.

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• great stay close to everything

  Stayed 7 days ending in August, 2021

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  David S from Evans, GA recommends this vacation rental

  2nd time staying here love it and will be back.

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• Very nice place. Well Maintained and great location

  Stayed 7 days ending in March, 2021

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  Kelly L from SPRINGFIELD, MO recommends this vacation rental

  Very nice place. Well Maintained and great location

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• Great spot for a week dtay

  Stayed 7 days ending in February, 2021

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  Phillip N from Chicago, IL recommends this vacation rental

  Everything you needed - including a few beach towels. We only had to buy extra toilet paper. Dish soap, detergent, hand soap. Washer dryer, hair dryer. Bring some shampoo/toiletries. The kitchen was fully equipped. Super nice to be able to sit on the back porch in the morning and drink coffee. Close to Duval, a great little park, and walking distance to a beach. There’s a bike rental shop two blocks away and 2 blocks from Green Parrot. Rooms were comfortable and bathroom was very nice.

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• Great location

  Stayed 7 days ending in November, 2020

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  Patricia J from Charleston, SC recommends this vacation rental

  Condo is in a great location to all the sites. Condo was clean and equipped with everything we needed.

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• Great location with old low resolution TV and slow wi-fi..

  Stayed 11 days ending in November, 2020

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  David C from San Diego, CA does not recommend this vacation rental.

  I have stayed at the Truman Annex for the last seven years. I travel 3-4 months a year. I carry a iPad with Direct TV software that only works on a HD tv. This is the first time I have ever encountered a TV with low resolution that would not allow my iPad to use the Direct TV software. The wi-fi band width was so slow two people could not be on it at the same time.
  The condo is beautifully furnished with a great location. The owner need to take care of the previously mentioned issues if I'm to come back next year.

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