Southard Quarter at Truman Annex | Walk to Duval

Welcome to one of the most sought-after neighborhoods in Key West—Truman Annex. This quiet, gated community is known for its beautifully manicured grounds, tropical ambiance, 24/7 security, and unbeatable walkability. Just outside the gates, you’ll find yourself within minutes of everything Old Town has to offer. Duval Street’s vibrant nightlife, Mallory Square’s famous sunsets, and several of the island’s best beaches are all just a short walk or bike ride away. Whether you’re here to explore or simply unwind, the location offers the perfect mix of accessibility and escape—close enough to enjoy the excitement of the island at a moment’s notice, yet tucked away in a private, secure setting where you can relax and recharge. 

Designed for effortless island living, this inviting condo is equipped with everything you need to relax and feel at home. Start your morning sipping coffee or tea on the covered deck, surrounded by swaying palms and warm breezes, or cool off in the community pool after a day in the sun. Two bikes are included and securely stored just outside your door, making it easy to explore the island at your own pace. Prefer to drive? A reserved parking spot is provided for your convenience. 

For beach outings, you’ll have access to beach chairs, towels, sunscreen, snorkels and masks, water shoes, and beach bags—everything you need for a carefree day to make the most of the crystal-clear waters. Inside, the fully stocked kitchen offers all the essentials for cooking if you choose to dine in. With a mix of practical comforts and coastal charm, this peaceful retreat provides the ideal space to unwind, explore, and enjoy the best of Key West—offering a more personal experience with added privacy, space, and local flavor than a typical hotel stay.

Guests have exclusive use of the second floor condo and can gain access by use of a lockbox. This condo is located on the second floor. Please note the step into the shower is 19”.