Two Bed One Bath Ground Floor End Unit in the Heart of Old Town

Key West, Florida
$245 avg/night
Bed 2

Bed

Bath 1

Bath

Home Condo

Property Type

Sleep 4

Max Sleeps

TRUMAN ANNEX:

PLEASE NOTE: As Of January 2026, This property is switching to monthly rentals. Please inquire with host first.

The Rooster Retreat is a lovely two bedroom, one bathroom ground floor end unit with a spacious backyard deck.
The master bedroom offers one king size bed, ceiling fan, 55 TV and double french doors that open onto the back deck.
The queen bedroom offers natural light through the front window, ceiling fan and 55 TV.
The bathroom, located in the common area between the two bedrooms, offers a recently updated vanity and walk-in shower.

This unit is cleaned regularly by our local cleaning service and we are following CDC guidelines for cleaning/disinfectants. Read our reviews, we have always been known to have a spotless, clean place - and we've increased our care. Stay with us!

Being at the far end corner of the property, unit #175 boasts added privacy compared to neighboring units. Unique to this floor plan is the added natural light from the extra exterior wall and window. Enjoy the open kitchen to living room layout, large leather sectional and newly added 65 Sony TV. You will be just a short walk from Truman Water Front park and Coffee Butler Amphitheater. Pack a picnic and take a short bike ride to nearby Fort Zachary Beach.

This sunny ground floor condo is clean with well-appointed bedrooms, beautiful linens and art work. Enjoy the breeze on a cool night with open double french doors in the master bedroom. The newly remodeled kitchen with quartz countertops, thoughtfully placed lighting and seating for four is both stylish and functional. A washer/dryer are located within the unit for your convenience. The kitchen is fully equipped with pots & pans, dish towels and dish ware. Enjoy central air conditioning, on-site laundry and all the necessities for both long and short-term stays.

Relax at the Truman Annex Shipyard Pool - located within the property grounds.
Our condo is outfitted with beach towels, beach chairs, coolers, 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.

(Due to fire code ordinance, this condo is unable to have an outdoor grill, much like many other condos on the island.)

Thank you.

2019 New deck and landscaping

2018 and 2017 CONDO UPDATES: New bathroom, All new AC & air handler,

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

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels Near The Beach
  • 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) Smoke Detector Not Reported (host Has Not Indicated Whether There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • KITCHEN

    Coffee/tea Maker Dishwasher Electric Kettle Kitchen Island Microwave Oven Refrigerator Spices Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Fenced Yard Garden Patio
  • POOL/SPA

    Fence Around The Pool Outdoor Pool Shared/communal Pool
  • BATHROOMS

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

    English
  • THINGS TO DO

    Fishing Nearby Golf Nearby Marina Nearby Parasailing Nearby Power Boating Nearby Sailing Nearby Scuba Diving Nearby Snorkeling Nearby Swimming Nearby
  • ENTERTAINMENT

    Books Games Smart TV With Cable/satellite Service
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Children's Books Children's Games Playground
  • LOCATION HIGHLIGHTS

    In The City Center Near The Sea
  • SERVICES AND CONVENIENCES

    Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 4

Map Map

School District Rates & Availability

Review Review

  • Deb

    Submitted Sep 11, 2025

    Stayed Aug 31, 2025

    Safe, clean & quiet & lovely!

  • Darlene T.

    Submitted Dec 6, 2025

    Stayed Nov 25, 2025

    Tired condo, close to Fort Zachary. Upgrades needed for rugs and furniture in & out. Yet quiet at night for being so close to Duval.

  • Craig R.

    Submitted Oct 28, 2025

    Stayed Oct 15, 2025

    Great place in a great location

  • Douglas K.

    Submitted Sep 20, 2025

    Stayed Sep 13, 2025

    Great location, onsite pool, and nice two bedroom condo.

  • Mercedes P.

    Submitted Sep 3, 2025

    Stayed Jul 22, 2025

    Always a great stay when I stay here. Always very accommodating and pleasant.

  • Lori S.

    Submitted Aug 6, 2025

    Stayed Jul 30, 2025

    Great home base for exploring Key West! It had everything we needed, from beach chairs, beach toys, beach towels to all the kitchen needs. It was very clean and comfortable. We got quick replies for our questions. Location can’t be beat and the swimming pool is wonderful.

  • Cheryl S.

    Submitted Jun 22, 2025

    Stayed Jun 13, 2025

    This was our second stay here. We had a slight hiccup with the internet but communication was great and it was fixed promptly. Super clean unit in a quiet neighborhood. Looking forward to staying again.

  • lisa s.

    Submitted Apr 2, 2025

    Stayed Mar 26, 2025

    We have stayed in several units in Shipyard and this by far is the most comfortable. King size bed in one room , Queen in the other. All tvs were large with great pics. Sofa large and relaxing, two could literally lay down and enjoy your chill time. Kitchen had everything you needed!!! Will return.

  • James W.

    Submitted Dec 29, 2024

    Stayed Dec 20, 2024

    A great location. The unit we stayed in was adequate. It really needs to be updated.

  • Geoffrey M.

    Submitted Dec 16, 2024

    Stayed Dec 6, 2024

    The unit is clean and comfortable. It is close to all the fun and quiet in the evenings.

  • Tami W.

    Submitted Nov 19, 2024

    Stayed Nov 10, 2024

    Due to A/C issues the unit was very musky smelling. Mold around the window in the living room, in the shower and in the washer. Unit definitely needs a little TLC. A/C issues was resolved the day before we departed.

  • Ray C.

    Submitted Nov 12, 2024

    Stayed Oct 20, 2024

    This was an older not totally updated unit that was clean and comfortable. Everything worked but the best part was the location ideal for Fantasy Fest. It's not a large unit so we used the second bedroom for our luggage and dressing room. There was not enough room in the bedroom with a king to put luggage except in the closet. Not sure how comfortable it would be for two couples.

  • Douglas K.

    Submitted Sep 27, 2024

    Stayed Sep 21, 2024

    Great key west location right next to the splash park and fort Zachary state park beach. A hurricane delayed our departure for a day but the host accommodated an extra night stay. Would book again!!

  • Dave D.

    Submitted Sep 16, 2024

    Stayed Sep 8, 2024

    Host was very responsive and very accommodating…

  • Clifford M.

    Submitted Aug 14, 2024

    Stayed Aug 8, 2024

    The location was great. We were a reasonable distance from everything in old town. We rarely had to drive unless we were going to grocery store or it was too hot to walk. We went to a concert at the amphitheater which was about a 10 minute walk away. Beaches at fort Zachary were about a 15-20 minute walk. We had a two year old and the house provided beach toys, cabana, chairs and all the beach essentials. We’d stay here again if ever in key west.

  • Michelle B.

    Submitted Aug 8, 2024

    Stayed Jul 28, 2024

    Great place and a great location! We were able to walk, rent a golf cart, or catch a ride to the most iconic places in Key West. Would stay here again!

  • Marilyn M.

    Submitted Jul 29, 2024

    Stayed Jul 20, 2024

    Great location

  • Kevin S.

    Submitted Jul 3, 2024

    Stayed Jun 15, 2024

    This is a great place to stay, and is EXACTLY where you want to be in Key West. The place was clean, very well kept, and had everything we needed for the four of us to stay a week. Our host was very quick to respond, though we really didn't need him for anything while we were there. A short walk to all the fun stuff, and secure parking if you drive in. Quiet and secure relaxation on the back deck taking in what Key West does best! There is a ton of stuff to do close by, and all of the must visit places and attractions are within walking distance. We will definitely stay here again on out next visit to Key West.

  • Stacy H.

    Submitted Jun 28, 2024

    Stayed Jun 22, 2024

    This sits in the middle area of Duval street which was nice. You could do one side of Duval One day and walk the other half on another day. For the most part the condo was great. We didn’t get our code to check in until 5 after 4, the cleaning crew took 6 hours for a tiny two bedroom 1 bath. They also had their 2 year old daughter in there while cleaning. The queen bed wasn’t attached to the headboard so the bed laid out from the wall. There is no ice machine so you have to walk to buy bagged ice. Only one ice tray. The kitchen was well stocked with anything you should need. Bathroom is tiny…..for two teen girls, myself and my husband. NO plug ins or space to put clothes basically living out of your suitcase. Would be nice to have something to put clothes. We stayed a week had a great time, pool was very nice, fort Zachary was a perfect beach and the condo had beach chairs, umbrella snorkeling. We left a few things as well when we left. Pay it forward.

  • Krista H.

    Submitted Jun 2, 2024

    Stayed May 26, 2024

    Clean, comfy, all the details are taken care of! Just as described and host is easy to work with. Rental has everything you need, no need to bring things like towels or dish soap, no extra expenses for toilet paper! Pool is beautiful and a great size. Not usually busy, plenty of seating both in the sun or shade.

  • Gina M.

    Submitted May 14, 2024

    Stayed May 8, 2024

    Really enjoyed staying at this location near Fort Zachary Taylor beach and Duval Street. The place was quiet and simple and served our needs well!

  • Cindy B.

    Submitted May 9, 2024

    Stayed May 1, 2024

    We had a lovely time

  • David R.

    Submitted May 4, 2024

    Stayed Apr 17, 2024

    Property was spotless, owner was very responsive, and the location is central to everything Key West has to offer!

Your dates are Available!

Total

Includes taxes and fees
$245+
View details