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Beautiful 2BR king/twins, End Unit Truman Annx Ground FL, Pool on property

Old Town, Key West, FL, USA
  • Condo679 sqft
  • Bedrooms2
  • Sleeps4
  • Bathrooms1
  • Half Baths0
  • Minimum Stay7 nights

Beautiful 2BR king/twins, End Unit Truman Annx Ground FL, Pool on property

The Rooster Retreat is a lovely 2 bedroom, (king/twins, and queen bed) 1 bathroom end-unit offering a nice kitchen, comfortable leather sectional, LARGE deck and lush landscaping. Due to fire code ordinance, this condo is unable to have an outdoor grill, much like many other condos in the area.

This ground floor condo is very clean, and has well-appointed bedrooms with beautiful linens and art work. The extra large window in the living room floods the condo with lots of natural light not found in many other units. The new and open kitchen with quartz countertops, beautiful lighting and seating for four is stylish and functional. A washer/dryer are located within the unit for your convenience. The fully equipped kitchen, pots & pans, towels & linens and central air conditioning provide all the amenities you want for long- and short-term stays.

Relax at the Truman Annex Shipyard Pool - which is a minute walk from the condo.

NEED MORE SPACE or EXTRA CONDO for additional guests? Visit VRBO #595903 to see photos & description of the large & proud SHABBY CHICKEN!!

At the Rooster Retreat, you'll also enjoy a comfortable leather couch in the living room with a 32' flat screen TV, secure wireless Wi-Fi and Bluetooth speaker for your device to connect to for music.

Rooster Retreat is within easy walking and biking distance to everything Old Town Key West has to offer, including Fort Zachary Beach and a one minute walk to the Truman Annex Shipyard pool. Our condo is outfitted with beach towels, beach chairs, a cooler, 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. Thank you.

FALL 2016 CONDO UPDATES: All new AC & air handler, queen bed, king bed, bath fixtures & lighting, and landscaping


Tom and Marie

Member Since 2012
Response rate:
Response time:
within a few hours
Calendar last updated:
Apr 19, 2018
About Tom and Marie

We both grew up in Ohio, met at Ohio State University, married and moved to Charlotte, NC. Ten years ago we relocated to Chicago. Living in Chicago is great, but the winters are long and the city is hectic. Visiting Key West allows us to slow down and really enjoy a different pace of life.

Tom and Marie purchased this Condo in 2012

Why Tom and Marie chose Old Town

We purchased this property, and named it The Rooster Retreat, as a sanctuary from when life has you running around like a chicken, or in this case a 'rooster'. The lifestyle in Key West and amazing sunsets can all teach us to keep life simple and take pause when you can. The only rush hour here is the walk to your favorite happy hour. We retreat to the keys to unwind and relax, hear live music, eat great local seafood.

What makes this Condo unique

Our ground floor end unit condo offers more light, privacy and island breezes than others because there are no buildings to the left of us or behind us. In addition, our assigned parking spot is close to our front door, which makes for easy loading and unloading of suit cases, groceries, etc.


    • Internet
    • Air Conditioning
    • Satellite or Cable
    • Washer & Dryer
    • Parking
    • TV
    • No Smoking


      • 2 Bedrooms, Sleeps 4
        • King size beds (1) Two twins in the one bedroom that have the flexiblity to be converted into one king bed or remain as two separate twins., Queen size Beds (1)


        • 1 Bathroom
          • 1


            • Guests provide their own meals


                • Air Conditioning
                  Central A/C
                • Clothes Dryer
                • Internet
                  WI-FI access
                • Linens Provided
                  New linens. Beach towels also included.
                • Living Room
                  Comfortable leather sectional couch.
                • Parking
                  Assigned parking space close to the condo
                • Parking Off Street
                  Assigned parking space close to the condo
                • Telephone
                • Washing Machine
                • Wireless Internet


                    • Cooking Utensils
                    • Dishwasher
                    • Kitchen
                      Kitchen renovation completed August 2012
                    • Microwave
                    • Refrigerator


                        • Dining Area


                            • CD Player
                            • DVD Player
                            • Satellite / Cable
                            • Stereo
                              IPod docking and stereo system.
                            • Television
                              (2) Flat screen TV.


                                • Deck / Patio
                                  Private, large deck
                                • Outdoor Grill
                                  Weber grill
                                • Porch / Veranda
                                  front porch

                                  Pool / Spa

                                    • Communal Pool


                                        • cinemas
                                        • library
                                        • live theater
                                        • marina
                                        • museums
                                        • restaurants

                                          Leisure Activities

                                            • antiquing
                                            • beachcombing
                                            • boating
                                            • shopping
                                            • sight seeing
                                            • walking

                                              Local Services & Businesses

                                                • ATM/bank
                                                • groceries
                                                • hospital
                                                • laundromat
                                                • medical services

                                                  Sports & Adventure Activities

                                                    • pier fishing
                                                    • deepsea fishing
                                                    • golf
                                                    • jet skiing
                                                    • kayaking
                                                    • parasailing
                                                    • fishing
                                                    • sailing
                                                    • scuba diving or snorkeling
                                                    • snorkeling
                                                    • snorkeling/diving
                                                    • swimming
                                                    • water skiing

                                                      46 Reviews


                                                      Latest reviews

                                                      Rooster Retreat Rocks!

                                                      Debra B.

                                                      Perfectly located a couple of blocks from central Duval St. and an easy walk to many of the bars and restaurants. Clean and extremely comfortable for a home away from home and had everything we needed. Grounds are tropical, lush and well cared for. We enjoyed our stay tremendously!

                                                      Owner's Response:

                                                      Thank you for the fabulous review. We appreciate your comment about how clean and comfortable the condo was with everything you needed for your stay. The location can't be beat - and at night, it's quiet.

                                                      We look forward to your next stay.

                                                      Cheers! Marie

                                                      Can’t wait to come back!

                                                      Richard K.Middletown Delaware

                                                      We love “The Rooster Retreat “. It has everything you want in a vacation rental. The beds are comfortable, the appliances are all in good working order, a sunny

                                                      and inviting outdoor deck and most of all it is a beautiful and safe location.

                                                      Owner's Response:

                                                      Thank you Richard and Karen for the nice review. I'm so glad that you found the beds are comfortable, and loved the outdoor deck. It's so nice that that our unit is at the end of the property, our deck is so nice and private and also quiet. We are so glad you'll be coming back to beautiful Key West! Marie and Tom

                                                      We had a wonderful time and loved the condo. Definitely will be coming back and staying here again.

                                                      Nice, clean, easy to access. Plenty of room

                                                      for our family of 4. Upstairs neighbors were basically our alarm clock as they were not the quietest but that is normal anywhere, hotels included. Loved the ability to cook our own meals and also bring home left overs from our evenings eating out. Location was perfect, allowed for us to walk almost everywhere. The worst part about it was that we had to leave. Myself and my daughter have fallin in love with Key West.

                                                      Great Stay at Rooster Retreat

                                                      Joyce W.

                                                      We stayed at Rooster Retreat for one week and thoroughly enjoyed it. The condominium was equipped with anything you need for a day at the beach or at the pool. The location is within walking distance of downtown and the beach. Marie and Tom were very good communicating with us before and after our stay. Due to the hurricane that occurred prior to our stay, they kept us updated on the condition of the condo and city. Our security deposit was returned very timely. We would definitely consider staying there again.

                                                      Very clean and very well stocked with all pool, beach and kitchen amenities.

                                                      Megan D.

                                                      The condo is a great 2 bedroom corner unit, very clean with lots of natural lighting.

                                                      It is also very close to everything on the island. We rented bikes for the 7 days we were here and explored the whole island, all the beaches and found some amazing places to eat off the beaten trail. Would highly recommend this property and area of the island.

                                                      Great place to stay!

                                                      Paula N.

                                                      Had everything we needed. Marie was awesome to deal with. Loved the back deck for morning mimosas. Would definitely stay there again. First time in Key West - won't be the last. So much fun!

                                                      Owner's Response:

                                                      Paula, Thank you for the great review. I'm so glad you and your friends had such a fun time and loved the condo. We look forward to hearing from you again! Marie


                                                      Old Town, Key West, FL, USA

                                                      Our condo is in the heart of old town Key West. Enjoy a three minute walk to Blue Heaven Restaurant, La Creperie, Green Parrot, along with taking in the sights, sounds, and characters on Duval Street. You are a short walk or bike ride from exciting Mallory Square where sunset is celebrated every evening, or walk out behind our complex to appreciate a low-key, quiet sunset from the Coast Guard pier. You are also minutes from Fort Zachary beach.

                                                      Rates & Availability

                                                      Additional information about rental rates

                                                      Tax Rate

                                                      Thank you for considering our place for your stay: We kindly request a $200.00 security deposit, refundable to guest if all is in good order PayPal will have an additional 3.0% charge to total amount VRBO Book It or credit card processing is $50.00, along with their (VRBO) service fee Rates are subject to change until reservation is confirmed Refer to the rental agreement from the owner for specifics on cancellation policy

                                                      46 Reviews
                                                      Wonderful 4.9/5
                                                      Enter dates for accurate pricing
                                                      For booking assistance, call 888-640-7927

                                                      Property # 420646vb