Two Bed One Bath Ground Floor End Unit in the Heart of Old Town | Condo in Key West

9.8 (147 Reviews) |   2 Bedrooms  1 Bathroom  4 Guests
Truman Annex Condo | Two Bed One Bath Ground Floor End Unit in the Heart of Old Town

2 Bedroom Condo in Truman Annex, Key West

TRUMAN ANNEX:
PLEASE NOTE: As Of January 2026, This property is switching to monthly rentals and can be booked here:
https://www.airbnb.com/rooms/1374590031464974940
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. We request a 7 night minimum, and try for a Saturday to Saturday schedule.
(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,

Two Bed One Bath Ground Floor End Unit in the Heart of Old Town is located in Truman Annex. Two Bed One Bath Ground Floor End Unit in the Heart of Old Town provides accommodation, featuring Pool, View, Security/Safety, among other amenities. This Condo features Pool, View, Security/Safety, to make your stay a comfortable one.

Two Bed One Bath Ground Floor End Unit in the Heart of Old Town has 2 Bedrooms , 1 Bathroom, and max occupancy of 4 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated Condo because of the excellent services rendered by the owner or manager of this Condo, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. Condo has a friendly neighborhood, and the Truman Annex has interesting places to visit. If you want to learn more about the Condo in Truman Annex, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pool
TV
View
Ocean View
Balcony/Terrace
Oceanfront
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Entertainment
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Towels provided
  • Shampoo
  • 1 bathroom
  • Shower
  • Toilet paper
  • Hair dryer
Bedroom
  • Bed sheets provided
  • 2 bedrooms
  • Dining table
Kitchen
  • Kitchen island
  • Oven
  • Cookware/dishes/utensils
  • Toaster
  • Microwave
  • Coffee/tea maker
  • Stovetop
  • Dishwasher
  • Refrigerator
Laundry
  • Washing machine and dryer
  • Laundry facilities
Ocean view
  • Beach sun loungers
  • Near the beach
  • Beach towels
Parking
  • Onsite parking
Pet Friendly
  • No pets allowed
Accessibility
  • Smoke-free property
Activities
  • Golf nearby
  • Jet skiing nearby
  • Parasailing nearby
  • Sailing nearby
  • Snorkeling nearby
  • Scuba diving nearby
  • Marina nearby
  • Swimming nearby
  • Fishing nearby
Entertainment
  • Smart TV with cable/satellite service
  • Books
  • Games
General
  • English
  • Near the sea
  • In the city center
Guest Services
  • Playground
  • Children's books
  • Children's games
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Patio
  • Fenced yard
  • Garden
Security/Safety
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Spa
  • Fence around the pool
  • Outdoor pool
  • Shared/communal pool

Policies

Check-in
Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 21
Check-out
Check-out before 10:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
Pets not allowed
Smoking Policy
Smoking is not permitted

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 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 onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed this property is managed through our partner, vrbo. you will receive an email from vrbo with a link to a vrbo account, where you can change or cancel your reservation

Reviews

Lori S.
Aug 6, 2025 08:27:10 PM
Review Score:   10
Summary: 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.
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