A Touch of Bermuda at Truman Annex

About this listing
A Touch of Bermuda at Truman Annex
We also offer themed getaways for your honeymoon; anniversary; birthday or a week of romance.
NOTE: I HAVE NICE OPENINGS IN THE SUMMER AND FALL. IT WOULD BE MY PLEASURE TO GIVE YOU A GIFT CERTIFICATE TO ONE OF KEY WEST'S BEST RESTAURANTS.
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 to enjoy a private dinner under the stars.
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 if you have little ones, the Splash Pad at the end of the street is a joy. 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 course the only one on the Keys. 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. Minimum stay is seven nights and all bookings are Saturday to Saturday except for special events such as boat race week and Fantasy Fest. Starting in 2026. I can only rent for a MINIMUM OF 28 NIGHTS (four weeks Saturday to Saturday)
PS If your party is small and you want another nice option for good value, check out my casita (condo) here in the Truman Annex # 1049465 on VRBO.
Keywords: Cottage; Townhome, vacation home
Property Categories
- Luxury Rentals
- Family Rentals
- Beach Rentals
- Adventure Trips
- Romantic
Safety Accessibility
- Accessible Parking
- Service Animal Friendly
- Fire Extinguisher Available
House Rules
- Pets Allowed
- Children Welcome
- No Smoking
Location Type
- Beach
- Waterfront
- Ocean
- Mountains
- Golf course
- Adventure Basecamp
Nearby Activities
- Fishing
- Water Sports
- Golfing
- Shopping & relaxation
- Horseback riding
- Winery & brewery tours
- Scuba diving & snorkeling
- Cycling
- Tennis
- Beach Activities
- Theme Parks
- Kayaking & Canoeing
- Food & Culinary Tours
- Bird Watching
- Amusement Parks
Featured Amenities
- Private pool
- Internet & WiFi
- Hot tub
- Air conditioning
- TV
- Laundry machines
- Garden or backyard
- Parking available
- Dishwasher
- Bed linens provided
- Oven & stove
- King-sized bed
- Microwave
- Balcony
- Iron & ironing board
Map
Nearby Places & Activities
About the area
Located by the sea, this cottage is in Old Town Key West, a neighborhood in Key West. Ernest Hemingway Home and Museum and Fort Zachary Taylor Historic State Park are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and South Beach. Traveling with kids Consider USCGC Ingham Maritime Museum and Florida Keys Eco - Discovery Center. Be sure to check out the area's animals with activities such as game walks and birdwatching.
What's nearby
Ernest Hemingway Home and Museum - 6 min walk
Duval Street - 6 min walk
Fort Zachary Taylor Historic State Park - 8 min walk
Mallory Square - 11 min walk
Southernmost Point - 14 min walk
Getting around
Key West, FL (EYW-Key West Intl.) - 10 min drive
Restaurants
Santiago's Bodega - 2 min walk
La Creperie - 3 min walk
Bourbon Street Pub - 6 min walk
Pinchers - 6 min walk
DJ's Clam Shack - 6 min walk
Availability
- The minimum stay is 3 night(s)

Hosted by Jack Agnew
- Super Host
- Languages
- English
- Profile Status
- Verified