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Annex Luxury - Location and Classic Key West Charm

Old Town, Key West, FL, USA
  • House1426 sqft
  • Bedrooms3
  • Sleeps6
  • Bathrooms3
  • Half Baths0
  • Minimum Stay4 nights

3 bedrooms and 3 full baths, secluded garden - sleeps 6

Classic Key West charm and great location within the Truman Annex gated community make this home of distinction an ideal place for that tropical getaway that you have always dreamed about. We have some of the most comfortable bedding in Key West which makes each night a fabulous experience, leaving you rested and relaxed for each day’s adventures. Concierge service is available to ensure that you get the most out of your stay. Due to this property being central to everything important to Key West we recommend that you do not rent an auto. A list of electric cars and gas powered scooters providers are available upon request.

Property Manager

Michael McMahon

Member Since 2007
Response rate:
Response time:
within one day
english, french, german, spanish, portuguese, russian, italian, dutch, swedish, czech, danish, polish, hungarian, finnish
Calendar last updated:
Apr 21, 2018
About Michael McMahon

Enjoy meeting people for all over the world who stay at our home.

Michael McMahon purchased this House in 2003

Why Michael McMahon chose Old Town

Originally purchased as our home but we moved a block away to a condo, then turned that to a rental too. We now live in a gated community out by the airport only minutes away from the Annex

What makes this House unique



    • Internet
    • Pets Welcome
    • Air Conditioning
    • Heater
    • Kids Welcome
    • Washer & Dryer
    • Parking
    • TV
    • No Smoking


      • 3 Bedrooms, Sleeps 6
      • Master bedroom
        1 king, Bathroom en suite
      • Upstairs Front bedroom
        1 queen, En suite bathroom
      • Downstairs bedroom
        1 queen
      • Great, top quality, Simmons Beautyrest bedding with mattress pad covers and designer comforters.


      • 3 Bathrooms
      • Masterbath
        toilet, shower, En Suite
      • Front Bedroom bath
        toilet, combination tub/shower, En Suite
      • Downstairs bathroom
        toilet, shower, Downstairs
      • Granite and seamless glass, remodeled recently, and absolutely sumptuous towels.


        • Family
        • Historic
        • Sports & Activities
        • Tourist Attractions


            • Guests provide their own meals


                • Internet
                  Hi-Speed W-Fi
                • Air Conditioning
                  New Puron unit added in 2011
                • Clothes Dryer
                  State of the art - full sized
                • Covered Parking
                  Single car carport - but leave car at home if possible. Car is not needed at all.
                • Hair Dryer
                • Heating
                • Ceiling Fans
                • Iron & Board
                • Linens Provided
                  Please bring beach towels if you will need them.
                • Parking Off Street
                  One car, NOT NEEDED, and one car ONLY.
                • Towels Provided
                • Washing Machine
                  State of the art - full sized


                    • Ice Maker
                    • Blender
                    • Cooking Utensils
                    • Dishwasher
                    • Freezer
                    • Grill
                    • Coffee Maker
                    • Kitchen
                      Top-of-the-line from floor to ceiling and in between. If we don't have it ask for it and we'll get it for you!
                    • Microwave
                      Advantium so it cooks with light too.
                    • Oven
                    • Refrigerator
                    • Toaster


                        • Dining Area
                        • comfy seating for 6 people


                            • Music Library
                            • Television
                              AppleTV, Netflix
                            • Video Library


                                • Balcony
                                • Deck / Patio
                                • Lawn / Garden
                                  Too small for lawn :-( but what is thre is nicely landscaped and maintained.
                                • Outdoor Grill
                                • Outdoor Grill Gas
                                • Wood Deck


                                    • Long-term Renters Welcome
                                    • alternative lifestyle
                                    • wheelchair inaccessible

                                      Pool / Spa

                                        • Communal Pool
                                          Pool right on the other side of the carport. Great place to take a dip and get restaurant ideas from the neighbors. For a day at the pool ther is Dante's right over on Caroline Street.

                                          Onsite Services

                                            • Concierge


                                                • live theater
                                                • botanical garden
                                                • cinemas
                                                • festivals
                                                • health/beauty spa
                                                • library
                                                • churches
                                                • marina
                                                • museums
                                                • playground
                                                • reefs
                                                • restaurants
                                                • synagogues

                                                  Leisure Activities

                                                    • antiquing
                                                    • beachcombing
                                                    • bird watching
                                                    • boating
                                                    • eco tourism
                                                    • shopping
                                                    • sight seeing
                                                    • walking

                                                      Local Services & Businesses

                                                        • ATM/bank
                                                        • fitness center
                                                        • groceries
                                                        • hospital
                                                        • massage therapist
                                                        • medical services

                                                          Sports & Adventure Activities

                                                            • roller blading
                                                            • cycling
                                                            • fishing
                                                            • golf
                                                            • hiking
                                                            • jet skiing
                                                            • parasailing
                                                            • pier fishing
                                                            • deepsea fishing
                                                            • sailing
                                                            • scuba diving or snorkeling
                                                            • snorkeling
                                                            • snorkeling/diving
                                                            • swimming
                                                            • tennis
                                                            • water skiing
                                                            • wind-surfing


                                                                • If you require any additional amenity listed herein we will gladly accommodate your request, we like to tailor the place to your needs.

                                                                  House Rules

                                                                  Check-in: 4:00 PM

                                                                  Check-out: 11:00 AM

                                                                  Cancellation Policy

                                                                  Canceled bookings will not receive a refund

                                                                  45 Reviews


                                                                  Latest reviews

                                                                  Great place, great host!

                                                                  Seth J.

                                                                  Mike's place was great. Very convenient to Duval and everything it has to offer and yet the Truman Annex and his house are a quiet place to relax. Mike was accessible and responsive to questions and let us know we could have a later checkout without being asked.

                                                                  The location was as good as it could be.

                                                                  Loretta P.

                                                                  The house was very nice. We were within easy walking distance of State Park, good restaurants, docks, major attractions, grocery store,and drug store. The private deck with table,chairs,lounge chairs, and gas grill was very relaxing. The pool next door is handy. The neighborhood is beautiful.

                                                                  Best location in Key West

                                                                  Omer B.

                                                                  We spent February in this house and walked (almost) everywhere. Took the car out only to pick up guests at the airport and to dine at our favorite restaurant, Louie's Backyard. The house is modern with lovely wood floors and the kitchen is well appointed; even has wine storage for both whites (cooled) and reds (room temperature). There are three bedrooms and three baths with showers. The two upstairs bedrooms with en suite baths are spacious and modern. The small downstairs bedroom is right off the main living area and the bathroom is in the entrance hall, so probably best for family members. The terrace is enclosed by foliage for private dining. Our only complaints were about the TVs. None was working when we arrived, but that was easily solved by asking the owner, Michael, to program them for us. Highly recommend this property.

                                                                  Just Perfect!

                                                                  John T.

                                                                  We love staying here and find Casa Cristol perfectly meets our needs. It has the perfect number of very comfortable beds and baths, lovely private yard, proximity to Duval St, and is securely located within the Truman Annex.


                                                                  susan r.

                                                                  We just returned from our visit in Key West and loved it. For the price you pay for a good B&B or resort close to the water, you too can stay at this beautiful home with the luxury of an "at home" feeling. The Annex is a luxurious compound with 24 hour security, tropical surroundings, intimate pools and of course, close to everything. Even though the area is very safe, it is good to know someone is close by at all times and secure from stragglers. It was a pleasure to meet Michael, the owner after corresponding with him since I booked the home. Super great guy that is very helpful and accommodating. The home is well maintained, clean, offers all of your linens and towels, soap dispensers and paper products. You may have to purchase plastic wrap or foil if you need to cover leftovers and there are some kitchen staples for cooking and coffee. The outdoor patio is surrounded by lush tropical foliage for privacy and the pool is right next to the house. We enjoyed our coffee outside every morning and watched the little chameleons scatter across the stones with the crowing of the roosters in the background. The roosters are my favorite and we were pleasantly surprised to see banana trees full of bunches while walking through the annex. I'm showing my NY roots! The Truman House is a must see historical home. The guide had a wonderful voice and articulated the history of the 'home' and the annex with great detail. I absolutely loved the location of the home in the annex, the grounds are lush and beautiful and Michael is a gem. Don't miss out on this piece of paradise when you visit the Keys! Book you stay NOW!!!

                                                                  Owner's Response:

                                                                  I am humbled by your kind words and thank you profusely for staying with us.

                                                                  Best rental and experience EVER!!

                                                                  Tami S.

                                                                  Key West is AMAZING! We were first time visitors to KW and were sort of skeptical, especially about where to stay. After hours of web searching for a place that would accommodate 3 couples, I came across this beautiful home and after making contact with Michael, I knew this was the place for us!

                                                                  There is nothing negative to say about the house or the experience of renting from Michael. The house/property was spotless, the location was perfect (walking distance to just about anywhere - in fact, we didn't even need bikes), and working with Michael was seamless. He was super-friendly, extremely accommodating and eager to help us out if we needed anything.

                                                                  YOU CANNOT GO WRONG WITH THIS PLACE!!

                                                                  Thanks again Michael - You're the best :-)


                                                                  Old Town, Key West, FL, USA

                                                                  This home is in Key West’s premier gated community the Truman Annex. Ideally situated right next to every important tourist attraction which Key West has to offer there is no need for a car. Mallory Square and the Sunset Celebration are mere steps away, as is the Margaritaville Café and Hemingway's world famous “Sloppy Joe’s”. Other Activities: Sunset Watching Golf: Only one choice here and an excellent one at that, so golfing should be a highlight - rather than the main goal of your vacation. Ski: Water skiing, parasailing, diving - whatever you want! Have at it!

                                                                  Rates & Availability

                                                                  Additional information about rental rates

                                                                  Pet Fee
                                                                  Additional Guest Fee

                                                                  E-mail us with your Key West Holiday needs and we will accommodate your requests at a price that will compare favorably to the best suites at the Westin Resort & Marina ® located next to the Truman Annex. We will always consider shorter stays on a by case basis. Thanks for visiting our listing.

                                                                  45 Reviews
                                                                  Wonderful 4.8/5
                                                                  Enter dates for accurate pricing
                                                                  For booking assistance, call 888-640-7927

                                                                  Property # 164696ha