About this rental
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 town home (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 cable tv in both bedrooms? By Condo Association rules, there is a minimum stay of seven nights. Guests come and go on a Saturday.
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.
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. MINIMUM OF ONE WEEK OR MORE STAY USUALLY SATURDAY TO SATURDAY due to Home Owner Association rules.
1. Privacy with each set of bedrooms and bathrooms on separate floors.
2. Reserved and secure parking
3. High speed WIFI
4. Cable TV
5. Alexa to ask about the weather, restaurants or favorite music.
6. Location. Mid way between the new Waterfront Park and Duval St.
7. Location #2 You are on picturesque Southard St. to say hello to passersby from my front porch.
8. My cottage receives a deep cleaning following CDC guidelines.
Why Kids Love It
The new Waterfront Park has a brand new Splash pad/water park for kids to get wet and play.
The Aquarium, Butterfly Expo, Shipwreck Museum and Mel Fisher's Treasure Museum are all wonderful to visit
The heated pool just steps out my back gate is very inviting.
The Ft. Zach beach is 800 yards away and has a snack bar, changing rooms and outdoor showers.
The Truman Annex is a former Naval base that was closed and a developer built THE vacation community in Key West. Just about everything you want to see or do is within walking distance. I hope my photos speak for themselves and you can always go to my website to see more. Come on down.
Attractions Within Walking Distance
All of them. Hemingway House; Truman Summer White House; Butterfly Expo; Aquarium; Shipwreck Museum; Southernmost Point; Ft. Zach park and beach; Duval Street. There is no better location than my cottage.
Favorite Places To Eat
My personal favorite has been Blue Heaven for twenty five years but I could put down a list that would use all this space. In my information packet, I list my personal favorites but you may discover some place I have forgotten and you can remind me to update this listing.
You have to ask me for tips only locals know so I can get you to make an inquiry about my cottage.
Other Vacation Rental Amenities
Parking Off Street
Kayak / Canoe
Lawn / Garden
Water Sports Gear
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|Rate Period||Nightly||Weekend Night||Weekly||Monthly||Min Stay|
Jan 02 - May 31 2023
May 31 - Aug 12 2023
Aug 12 - Oct 20 2023
Oct 21 - Oct 29 2023
Oct 29 - Dec 23 2023
Pet fee: $100
Tax Rate: 12.5%
Pet Fee $100
Deposit $400 If a guest cancels due to my home being unavailable to rent during the Corornavirus, I will credit (rollover) the deposit to a future stay giving first right of refusal to my valued guests for a future available week.
The cleaning fees are included in the rental price. If there is excessive cleaning needed such as from pets, I take the additional charges for my houskeeper from the deposit.
Owner's Cancellation Policy
Please ask the owner or check their rental agreement when booking the property.
Last updated on March 25, 2023
Hosted by Jack Agnew
Member since 2017
Year Purchased: 1999
About the owner: I was camping on Keys with my then 10 and 12 year old daughters and we drove into Key West to see what it was all about. Meaghan my oldest had conch chowder for lunch and Zoe had Conch Fritters. I just was looking around and thinking "boy would I love to live here". Flash forward to 1999 when I sold my public relations company in Boston and the opportunity came. My daughters and I got on a plane and two days later an offer was accepted on a condo in the Shipyard section of the Truman Annex. Fast forward and Meaghan was married here and Zoe and my two granddaugters Vivienne and Sasha love coming down also. I live here six months a year and just love it.
Why this property? Amenities; high speed WIFI; reserved and secure parking; cable TV; beach chairs etc. Location (800 yards to the beach; two blocks to Duval St.; one block to Green Parrot .
Furnishings: Tommy Bahama furniure in the living room and downstairs bedroom; a very large, luxurious master bedroom suite upstair. Security 24/7. The guard shack is catty corner to my cottage. I hope the photos and description will speak for themselves but I always welcome questions.
Links to more information:
View all my listings
Frequently Asked Questions
How close are we to the beach?
800 yards and I have a family pass for your entire party.
If there is one restaurant I must go to, what is it?
Blue Heaven. It is quintessential Key West and the combination of the outdoor atmosphere coupled with the Yellowtail Snapper on angel hair past, you will be in heaven and you won't be blue.
What are your unique selling propositions?
Location. Interaction with guests before they have to commit. The pass to the nearby beach. The art work from my trips to Cuba. And the security in the Truman Annex.
Great location! Great people! Very nice place that gave us memories of a lifetime! I’ll be returning soon!
Stayed: March 2021 Submitted: March 25, 2021
Karl and his family were as good guests as they come. I hope they return as they were respectful of my property and very friendly with neighbors.
A Touch of Bermuda
Jack is an excellent host! We were there all week and had a great time with the location of this house. We were able to walk everywhere.
Stayed: August 2019 Submitted: August 19, 2019
Well having a guest like Mary is a win win. She asked questions that were dead on. She appreciated the nuances of my cottage. She was responsive to emails. And a very, very nice person. Who could ask for anything more?
Hosted by Jack Agnew