KEY WEST IS NOW WELCOMING VISITORS. Envision yourself relaxing in a beautiful wood framed conch cottage with overhead fans lazily turning below the sloping tin roof in the heart of Old Town in Key West. This is the best value in Key West as it is no cookie cutter small rental condo but a private townhome (one of only seven available for rent) in the Shipyard section of the Truman Annex with its gated entrance and 24 hour security. Our Bermuda-style cottage is steps away from sunning yourself on the beach, at the pool or enjoying the excitement of Duval Street with its many award winning restaurants, unique shops, creative art galleries, lively bars and bawdy night clubs. The famed Mallory Square and the water activities are also a short walk away. And value? How about free reserved and secure parking? High speed internet connection and a beach pass for your entire group to the Ft Zachary Taylor State Park beach?.
We also offer themed getaways for your honeymoon; anniversary; birthday or a week of romance.
We know you will enjoy building memories in our home as well as Key West. On my living room walls are paintings I have purchased in Cuba from my humanitarian and education trips to the island. The colorful and yet relaxing paint hues on the wall are from my visits to Bermuda which is why I call my vacation home 'A Touch of Bermuda in Key West'.
The bedroom configuration is the best. The master bedroom suite is upstairs and separate from the downstairs bedroom and bathroom. Both parties have great privacy by not sharing a bathroom between two bedrooms.
You will want to be outside much of the time so relax on my front porch facing picturesque Southard St. and say hello to your neighbors. Or for privacy, the very large back deck with comfortable chairs for reading and a dining table for six for a private dinner under the stars is just the ticket.
Pets by special permission. No short weekend stays. It's not permitted by home owner association rules.
IMPORTANT NOTE: WITH THIS COVID CHALLENGE, MY HOME IS DEEP CLEANED USING CDC STANDARDS WHICH IS WHY CHECK IN TIME HAS TO NOW BE 4 PM SO THE HOUSEKEEPERS CAN GET THE JOB DONE THOROUGHLY.
The Truman Annex is a former Naval base in the heart of Old Town in Key West. President Harry Truman used to vacation here so this residential complex is named after him. There is a wonderful tour available in the home he used as his summer residence. Duval Street is two blocks away. The pool is 100+ steps out my back garden gate down a pebble path. The best beach in Key West, Ft. Zachary Taylor State Park is within walking distance and I have a beach pass for your stay. The famed sunsets at Mallory Square are short walk away as are the many tourist attractions such as Hemingway House; the Aquarium and Mel Fisher's Treasure Museum. And if water sports are your thing, the snorkel, scuba and fishing trips all start at the local pier within walking distance of my cottage.
Golf: There is an 18 hole golf course in Key West which is open to the public. It's not Pebble Beach or Augusta National but you can keep your game up to snuff by playing a new course. The links are within a short drive from my cottage but alas, this is one attraction not in walking distance. Good luck in breaking par.
Other Activities: Some really fine dining at award winning restaurants. On the walls of my living room, I have a painting of the Blue Heaven restaurant, one of my very favorites. It is quintessential Key West.
Come on down. PS If you find my calendar says I am booked, email me if your party is 4 people or less as I have a sister property five doors down on Southard St.
I'm a semi retired guy who was in the television and marketing/public relations industry and is now a professional character actor/singer on stage and I teach Marketing and Public Relations at a university outside of Boston, MA every Fall. My oldest daughter was married here in Key West and it's a special place for me as I hope it will be for you.
Year purchased: 2005
|Address: 208 Southard St|
|Zip Code: 33040|
|Nearest Airport||Key West International Airport||1.5 miles|
|Nearest Bar||Green Parrot||5 minutes|
|Nearest Beach||Ft. Zachary Taylor||15 minutes|
|Nearest Golf||Stock Island 18 hole course||2 miles|
|Nearest Grocery Store||Faustos||10 minutes|
|Nearest Highway||Florida Turnpike||100 miles|
|Nearest Restaurant||Blue Heaven||5 minutes|
Everyone seems to agree that Southard Street in the Shipyard section of The Truman Annex is THE best place to stay in Key West. Duval Street is two blocks away and the best beach in Key West, Ft. Zachary Taylor State Park is about 800 yards in the other direction. Everything you want to see or do is within an easy walk. NOTE: During this pandemic, my home is being cleaned and disinfected according to CDC standards.
Fine for seniors although my home is not officially ADA compliant. By condo associations rules, guests must stay a minimum of seven nights usually from a Saturday to Saturday
|-||Nightly rate||Weekly rate||Monthly rate||Min. Stay||Change-over|
|Rate summary||-||$2,000 - $2,500||$7,600 - $9,000||1 Nights||-|
|02-Jan-2021 - 28-May-2021||-||-||$2,450||-||7 Nights||Sat - Sat|
|Pet Fee||Info||$50||One time|
|Refundable Damage Deposit||Info||$350||One time|
|Tax Rate||Required||12.5%||One time|
My family of 4 stayed at Jack's amazing cottage and loved it! Everything we needed was there so it was super easy to just enjoy ourselves. The location couldn't have been better. Just a short walk to Duval Street and an easy scooter ride to the beach. The cottage was decorated nicely and was very comfortable for 4 people. Working with Jack was a pleasure and he had lots of tips for first time visitors. We would definitely stay there again and would highly recommend it if you're traveling to Key West! Thanks for everything Jack!
Stayed August, 2020
Excellent as listed
Stayed July, 2019
The location in Key West is perfect for walking to restaurants, shopping, and the beach. The Truman Annex is truly the best location in Key West, with Duval only 2 blocks away. The owner was very easy to work with, and quickly answered any questions we had. The cottage had a great layout with plenty of privacy & comfort. Beautiful garden, great location and safe environment makes the perfect spot! We hope to return in the not too distant future. Thank you ... Jack for sharing your piece of paradise with our family!
Stayed May, 2019
Great location in Truman Annex, beautiful area for any outdoor activity including quiet sunsets. Family and pet friendly with open parks, beach access, pool area. Quiet, yet in the heart of Key West. Close to great food and plenty of entertainment. A most pleasureable experience from booking, planning, to exiting. Looking forward to future trips.
Stayed November, 2018
I absolutely loved this home and the area. When we first arrived there were little issues, but the owner and staff were on top of it and got it all resolved quickly. It was clean and very inviting. I will definitely stay here again in the future!!!
Stayed June, 2018
Jack’s place was perfect for our group of 5. Spacious, comfortable, beautifully decorated and in an ideal location. Jack was a pleasure to do business with and to get to know. Looking forward to a return visit.
Stayed May, 2018
My husband, George (our beagle) and myself absolutely loved this cottage. It was clean, well decorated and exactly the way Jack described it. We had everything that we needed. It was a pleasure to meet Jack and felt that we made a new friend when we left. We plan on renting this cottage again next year.
Stayed April, 2018
My review title says it all. Little nicities like a pass to the nearby Ft. Zach beach which is in walking distance. ; two block walk to Duval St and a very responsive owner. You won't be sorry to stay here.
Stayed December, 2017
We thoroughly enjoyed our time in Key West, especially because of the wonderful location of the Bermuda House! Key West is quite compact, making it easy and fun to explore, and find new sights and history every day. We took a sunset cruise on America 2.0. The crew is capable, fun, and hospitable. We highly recommend an America 2.0 cruise as a must do for visitors that enjoy being on the water. Ft. Zachary Taylor Park is also beautiful, probably the best beach in Key West! Overall, we enjoyed the location and amenities of the Bermuda House very much. The location is A+ and the perfect place to immerse yourself in all that Key West has to offer. We parked our car and walked everywhere. Bermuda House welcomed us "home" from all day explorations to rest and rejuvenate. And because our plans were rather "last minute," the owner made the reservation process even more of a breeze. We hope we can return to Key West and the Bermuda House soon!
Stayed January, 2017
We can't say enough about our vacation in Key West and our stay at the Bermuda House. It was truly amazing. The condo was absolutely beautiful, clean and in an great location. Through the rental process the owner was kind, friendly and extremely informative. We cannot wait to return to to the Bermuda House and to paradise!
Stayed June, 2016