Key West Rooster

Key West, Florida
$577 avg/night Minimum Stay 5 Nights
Bed 2

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 4

Max Sleeps

Night 5 nights

Min Stay

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.

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

Feature Features

  • PETS

    No Pets Allowed
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Not Reported (host Has Not Indicated Whether There Is A Carbon Monoxide Detector On The Property; Consider Bringing A Portable Detector) Deadbolt Lock Fire Extinguisher Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Unit Size: 680 Sq Ft (63 Sq M)
  • KITCHEN

    Blender Coffee Grinder Dishwasher Electric Kettle Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Near Laundromat Washing Machine And Dryer
  • PARKING

    Car Not Required Onsite Parking
  • INTERNET

    WiFi Available
  • OUTDOORS

    Balcony Outdoor Furniture
  • POOL/SPA

    Shared/communal Pool
  • BATHROOMS

    1 Bathroom Hair Dryer Shower Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Ecotours Nearby Fishing Nearby Fitness Facilities Nearby Golf Nearby Jet Skiing Nearby Sailing Nearby Snorkeling Nearby Swimming Nearby Water Skiing Nearby Water Tubing Nearby
  • ENTERTAINMENT

    Books Games Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Ceiling Fan Heating
  • LOCATION HIGHLIGHTS

    Near A Hospital Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Note From Host: NO SMOKING ALLOWED ***A $500 Fee Will Be Assessed Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 11:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Lisa M.

    Submitted Dec 16, 2025

    Stayed Nov 30, 2025

    Conveniently located, clean and quiet

  • Edna P.

    Submitted Nov 19, 2025

    Stayed Nov 1, 2025

    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.

  • Angela B.

    Submitted Oct 2, 2025

    Stayed Sep 28, 2025

    This is the perfect condo to stay in while you walk the streets and see the sites of Key West.Amazing experience!

  • Jessica C.

    Submitted Aug 13, 2025

    Stayed Aug 7, 2025

    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!

  • Philip Todd B.

    Submitted Aug 8, 2025

    Stayed Jul 23, 2025

    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.

  • Sherri K.

    Submitted Jun 12, 2025

    Stayed May 22, 2025

    We had a great time! The location in proximity to Duval street, Fort Taylor, and the surrounding neighborhoods was great! The pool was nice with plenty of loungers/chairs available for all. It was never near capacity during our stay. The grounds were tropical and lush, with the usual chickens and lizards about. The unit itself was as advertised. Everything we needed was provided! The beds were comfy and the common space was perfect for 4 people. We were a little concerned about the lower limit of 74 degrees for the Air conditioner, but it turned out to be fine. The celling fans in each room and the one additional box fan kept the air moving and we were comfortable. The off street parking provided was a bonus, and the area felt very safe! Thanks for a great stay!

  • Sherry C.

    Submitted Jun 5, 2025

    Stayed May 29, 2025

    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.

  • Submitted May 19, 2025

    Stayed May 14, 2025

    Nice location, sunny balconies on both sides.

  • John R.

    Submitted Apr 26, 2025

    Stayed Apr 14, 2025

    The condo was great ! We loved the two balconies ! In the morning we sat out on the front balcony with our coffee and had a great view of Truman Park . In the afternoon -early evening we sat on the back porch which was shaded. We did have an issue with no hot water in the afternoon and evening for the entire stay . The issue was brought to the attention of Alicia but was never resolved. We did have hot water for morning shower only . We felt the issue should have been taken care of since we were paying guest's .

  • Clint D.

    Submitted Apr 2, 2025

    Stayed Mar 27, 2025

    I just want to say how satisfied with our stay at Alicia’s Key West Rooster accommodations. The grounds is greatly manicured with luscious vegetation and palm trees. We loved the location that it was only a few blocks from Duval street and all the action but just far enough away that it was quiet. We used the communal pool which was very quiet and only had a few people there which made it seem like it was almost private. We loved the property which was everything that was described and then some. Alicia was had great communication with us and was always there if we had any issue. We rented bikes from We Cycle which is two blocks away and cycled all over the island. Key West has a lot to offer and we loved our stay. Alicia was a fabulous host and we look forward to returning there soon. Thanks again Alicia

  • Robin C.

    Submitted Mar 21, 2025

    Stayed Mar 16, 2025

    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.

  • mark b.

    Submitted Mar 3, 2025

    Stayed Feb 14, 2025

    The property was accurately described, was clean and in the perfect location

  • Laura H.

    Submitted Feb 11, 2025

    Stayed Jan 16, 2025

    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.

  • Scott P.

    Submitted Jan 27, 2025

    Stayed Jan 9, 2025

    Nicely located within easy walking distance of many things.Parking space unexpectedly distant from unit.Clean unit, but:Steep and tight steps to second floor unitChairs on front porch were all high stoolsDishwasher partially bent doorNo bottle opener suppliedDryer unit was slow to dryEntrance code to parking changed, but we were not told

  • Sara W.

    Submitted Jan 5, 2025

    Stayed Dec 27, 2024

    The location couldn’t have been better. Beautiful and quiet neighborhood but short walk to everything (Duval, Mallory Sq, Truman Park, etc). Plus a great deli on the corner for a convenient bite/coffee/ice cream. The place was just right, two nice bedrooms and a deck off the front and the back. Everything we could need was provided including a basket with pool towels and sunscreen. There was also a steamer and robes in the closet which we didn’t need but was a nice touch! The pool was close by and never too busy, plenty of lounge chairs, and the water was just right temperature wise.We would happily stay here again.

  • Jason D.

    Submitted Nov 13, 2024

    Stayed Nov 4, 2024

    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.

  • Heather H.

    Submitted Jul 30, 2024

    Stayed Jul 24, 2024

    This is the first time I have ever stayed in a vacation home where everything was exactly as described. The condo was as beautiful as the pictures. The clean, simplistic feel of the condo made it feel spacious. It was perfect for our small family. The neighborhood was quiet and well maintained, and so close to all the sights. We had a great time exploring the area!

  • jessica s.

    Submitted Jul 8, 2024

    Stayed Jun 28, 2024

    The overall stay was great. The beds were comfortable, the home was clean and the neighborhood was beautiful. My family stayed for just under a full week. Having two balconies, one covered and one open was perfect, especially so we could dry our wet towels and clothes. Unfortunately the dryer wouldn't get hot so being able to sun dry our beach towels and wet bathing suits was super helpful for us. We rented bikes for a few days. It was nice that there were spots to park the bikes and lock them up right outside the unit. We did have some difficulty finding where to park. Instructions were texted to us right before arriving but unfortunately the map image sent was blurry so I couldn't read the street names for the parking entrance. After driving around for a bit and talking to a permanent resident we found our parking spot. We only have one suggestion which is to provide a fold up wagon for your guests. The spot provided for parking was really far from the unit. We drove in so we had all our groceries and personal items to bring up to the unit when we arrived. It was difficult.

  • Jackie S.

    Submitted Jun 28, 2024

    Stayed Jun 24, 2024

    Condo is just as described. Very cute 2 bedroom in a great location. We walked everywhere! Missing the parking pass, but that was resolved very easily with a text to property manager. I would recommend this condo and will hopefully be able to come back!

  • Abbey K.

    Submitted Jun 2, 2024

    Stayed May 28, 2024

    Looks exactly like the pictures, super cute and comfortable for a small family. We walked everywhere from here, never used the car. The Truman Waterfront park located just in front of the condo also has a splash pad for kids and playground. Kitchen has some basics like salt and pepper; needs a dish rag and hand mitt but we made do with a bath towel. Bring your own toiletries. All around great stay!

  • John R.

    Submitted May 19, 2024

    Stayed Apr 24, 2024

    The condo is a cozy space perfectly situation close (but not too close) to the action of Key West. The condo was as described and photographed. There is a reserved parking spot, but it is a bit far from the condo making trips with luggage or other items a bit of a chore.

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Total

Includes taxes and fees
$577+
View details