The tiny island of Key West—the last link in the chain of islands that make up the Florida Keys—sits just north of the Caribbean Sea and marks the meeting point between the Atlantic Ocean and the Gulf of Mexico. On this island, where the deep blue hues of the Atlantic swirl and mix with phosphorescent turquoise waters of the Gulf and the Caribbean, you will find a quaint gated community with townhomes, charming condos, and the former winter residence of President Harry S. Truman.

Truman’s Little White House 

Truman Annex derives its name from the Little White House that served as President Harry S. Truman’s winter home. From there, President Truman dealt with some of the more pressing issues of his presidency, like rebuilding Europe, the Palestine question, Civil Rights, and the Cold War. The House was originally constructed in 1890 and has housed several notable guests and former presidents, including Howard Taft, Dwight Eisenhower, John Kennedy, Jimmy Carter, and Bill Clinton.

The Location 

Tucked away on the west end of Key West, Truman Annex retains the expected quiet environment of a gated community while only being steps away from the island’s famed attraction. The Hemingway Home, historic Sloppy Joe’s, and Fort Zachary Taylor Historic State Park are all within reach of the Truman Annex. Additionally, kids will love the Truman Waterfront Park, complete with a splash park and playground.

Luxurious Truman Annex Vacation Rentals

Photo of a Truman Annex Vacation Rental's Poolside Patio.The spacious properties for rent in the Truman Annex each capture the island’s feel in atmosphere and décor. Each island getaway for rent in Truman Annex has two to three bedrooms, many of which feature stunning harbor views. With the privacy of a gated community, the charming island homes, and Key West’s hallmark attractions only steps away, there’s no place quite like Truman Annex. Book your Truman Annex property today through Compass Realty—just in time for summer vacation!