Please call or text if you’d like to book our home 702 232... 3750
When booking our home please include a brief description of who you’ll be traveling with and what brings you to the area with your reservation request. We like to know who will be staying in our home 🤗
Welcome to your front row seat of the New Truman Waterfront Park with water views and beautiful sunsets right from our porch. There are only a few homes in the Shipyard with a view like this! Most of the Shipyard has views of other units balconies and aren’t as private. There really is nothing like sitting on our balcony and watching the activity at the park and the ocean.
If you're coming for any of the events that Key West offers you can see the parades from our balcony! Fantasy Fest, Speed Boat races and many others are right in front of you.
Welcome to your home away from home and enter through the canopy of trees to the secure, patrolled Shipyard Condominium's in the desirable Truman Annex Complex. We are one of the few in the Shipyard with an ocean view. Professionally designed to maximize relaxation and encourage adventure.
Relax on the balcony with your glass of wine and you're bound to see a cruise ship, sailboat or parasailer pass by. It's the perfect seat to watch the parades or boat races. Fort Zachary Taylor State Beach is a 2 minute bike ride away. This wonderful home has been newly decorated with a beach chic theme, comfortable outdoor furniture, professionally designed bedrooms with new queen beds in each room , fully stocked kitchen, living room, washer/dryer. Some of the amenities include WIFI, SMART TV's, and an assigned parking spot . Steps from the world famous Duval Street, sunset celebration and all the downtown action one desires. You are only one block down from The Green Parrot, rated the 3rd best bar in America. The Shipyard is the closest residential location to Fort Zachary State Park and Beach. You are in the heart of Old Town, Mallory Square (sunset celebration) and on the grounds of Harry Truman's Little White House located in Truman Annex, a secure enclave of historic and exclusive residences, Truman Annex is the most exclusive and magnificent development in Old Town Key West with wide streets lined with multi-million dollar homes that are landscaped with 30’ palms and exotic flowering plants. It is just a short stroll to the Historic “Little White House” where President Truman called home whenever he could. You are close by the warm tropical waters of the Gulf of Mexico where you can hop on a fishing boat for flats or deep sea fishing, take the Ferry to Sunset Key for lunch or dinner, go parasailing, snorkeling, diving, shopping, dining or wherever your dreams might take you. Just another short stroll takes you to Mallory Square where the world renowned “Sunset Celebration” occurs every day! This event is a “don’t miss” of things to do in Key West.
We provide all of your kitchen essentials, just bring the cook, spices, and the food! Spacious living room where the living room doors open up into the private deck making your vacation a true Tropical experience.
What is provided:
We provide 1 towel and wash cloth per guest listed in the reservation; if this is not enough please bring your own.
We provide 2 rolls of toilet paper and 1 roll of paper towels per reservation. Please bring extra if this is not enough.
Daily maid service is not provided.
Add dates for prices
Amenities
Pool
Kitchen
Washing machine
Dryer
Air conditioning
Ocean view
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Truman Annex
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The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
AC is a Wifi thermostat and is to be kept at 74 or above. I can see what it’s set to at all times. Please do not book our home if this is an issue.
Please purchase trip insurance (cancel for any reason opt) as there will NOT be any refunds for ANY reason outside the policy guidelines.
Early check in is NOT possible due to COVID regulations. We need all of the time we have to clean and perform maintenance.
Important information
You need to know
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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has not indicated whether there is a smoke detector on the property
Safety features at this property include a fire extinguisher 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
We should mention
A car is not required for transport to and from this property
About the area
Key West
Located by the sea, this condo is in Old Town Key West, a neighbourhood in Key West. Fort Zachary Taylor Historic State Park and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. USCGC Ingham Maritime Museum and Mel Fisher Maritime Museum are also worth visiting. Discover the area's water adventures with jet skiing and scuba diving nearby, or enjoy the great outdoors with hiking and ecotours.
Key West, FL
What's nearby
Duval Street - 5 min walk - 0.4 km
Florida Keys National Marine Sanctuary - 5 min walk - 0.4 km
Ernest Hemingway Home and Museum - 7 min walk - 0.7 km
Fort Zachary Taylor Historic State Park - 8 min walk - 0.7 km
Mallory Square - 9 min walk - 0.8 km
Getting around
Key West, FL (EYW-Key West Intl.) - 14 min drive
Restaurants
Green Parrot Bar - 4 min walk
Margaritaville - 7 min walk
Willie T's - 6 min walk
Mangoes Restaurant - 7 min walk
Blue Heaven - 8 min walk
Frequently asked questions
Does Key West Rooster have a pool?
Yes, this property has a pool.
How much does it cost to stay at Key West Rooster?
As of 2 Apr 2026, prices found for a 1-night stay for 2 adults at Key West Rooster on 10 May 2026 start from AU$578, 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 Key West Rooster pet-friendly?
No, pets are not allowed at this property.
How much is parking at Key West Rooster?
On-site parking is available at the property.
What time is check-in at Key West Rooster?
Check-in begins at 4:00 PM.
What time is check-out at Key West Rooster?
Checkout is at 11:00 AM.
Where is Key West Rooster located?
Located in Old Town Key West, this condo building is within a 10-minute walk of Truman Waterfront Park, Duval Street and Fort Zachary Taylor Historic State Park. Ernest Hemingway Home and Museum and Mallory Square are also within 15 minutes.
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
The location was superb, the unit was very clean and extremely well appointed. The host was responsive and reacted to our concerns to the best of her ability. Our only complaint, which cost it 1 star, was that despite a plumber coming out to rectify the hot water issue, which was resolved for the kitchen sink & bathroom sink, the shower never got hot or even warm. If the shower's lack of hot water is resolved, we would definitely stay here again.
Have stayed in many units in Truman Annex, this by far is our favorite. Unit is clean, well stocked and location is amazing. Communication with host was perfect.
Comfy condo in a quiet part of Key West. Literally could walk to all the action on Duval. Easy check in and checkout. Even with air at 74 it was still comfortable in the condo. Would definitely stay again!
The location is superb! Convenient to Duvall Street and Mallory Square yet tucked away just enough for a quiet peaceful setting. The sofa and beds were very comfortable and the decor was very nice. We thoroughly enjoyed our stay.
This is a little property that that is located in the heart of Key West. Walking distance to most all of the historic attractions. The Condo was comfortable and convenient. They had adequate parking associated with the complex. Very nice place . Recommend for families of 2-4.
Everything was great! Contact with the owner was a breeze, the location was so wonderful-walking distance to everything plus the having the free Duval trolley stop right there was perfect. We would definitely stay here again.
Me and a few friends stayed here for a week for the recent 2024 Key West boat races. I have been attending this event for years and this property was by far the best one yet. Location to both the races/pits and Duval St made it very desirable. Everything was as advertised pertaining to all the amenities.
This condo is in THE NEST location for Key West, clea, well-maintained and in a safe neighborhood. We are definitely coming back. And Alicia, the property manager is so helpful and friendly. 10 out of 10.
We thoroughly enjoyed our stay. Everything was clean and as described and very comfortable. We had bikes for the week and the location was so great we walked and biked everywhere. Highly recommend.
Terrific location in a very safe neighborhood. We had a great time, and everything is in walking distance. The condo was perfect with front and back balconies. We would definitely rent this again.
Onalee F.
Stayed 7 nights in Feb 2023
Verified
10/10 Excellent
Christopher T.
19 Oct 2018
Outstanding!
Great place close to everything yet far enough away that it is very quiet and peaceful. Loved the back deck with views of the harbor. The apartment has everything you need to have a great stay.
Nice property, exactly as described. Enjoyable stay. No issues.
James G.
Stayed 7 nights in Oct 2023
Verified
10/10 Excellent
Liz M.
14 May 2019
Great House, Great Location!
We loved our stay in Old Town Key West. The neighborhood was very quiet and it was within a short walk of Duval Steet and all the sights. We also enjoyed watching the sunset over Truman Waterfront park. The house was very nicely decorated and included everything we needed. We would be happy to stay again!
The property was as described except for the ocean view. The condo is very clean and comfortable. Great for two couples!!
Letitia M.
Stayed 7 nights in Jan 2023
About the host
Hosted by Alicia
I love to travel and Key West, Florida is my favorite place to decompress. Key West has everything you could ever want in a vacation from relaxation and beautiful views to the busyness and excitement of Duval. I love that I can have a relaxing day at home or head out to Duval where something is always happening.
Why they chose this property
I had visited Key West many years ago and the Truman Annex has been embedded in my memory since that first time. I love the safe, clean, and timeless look the Annex has and the location is the best on the Island.
What makes this property unique
We have an ocean view from our balcony and one of our bedrooms. The other side of the house has a view of the palm tree lined paths. Its an enjoyable spot to head out for a busy night and is equally relaxing to stay in and enjoy the beautiful surroundings. One of my favorite things to do is head to Fort Zach Beach which is a stones throw away from my door.