Key West Neighborhood Spotlight
Truman Annex
Upscale, Historic, and Beautifully Landscaped
Nestled in Key West, Truman Annex is a prestigious gated community known for its historic significance, lush landscapes, and elegant homes. Just steps from Old Town and the waterfront, this exclusive neighborhood offers a perfect blend of privacy, history, and sophistication.
With its pristine streets, shaded pathways, and upscale residences, Truman Annex provides a peaceful retreat in the heart of Key West while remaining close to world-class dining, shopping, and cultural attractions.
One of Key West’s most prestigious neighborhoods, Truman Annex blends luxury, history, and tranquility within a gated community. Named after President Harry S. Truman, who spent winters here at the Little White House, this former naval base has been transformed into a serene residential enclave featuring pristine streets, manicured gardens, and timeless architecture.
From its grand historic homes to its quiet tropical retreats, Truman Annex offers an elegant escape just moments from Key West’s top attractions. Whether you’re strolling its lush green pathways or enjoying the nearby waterfront, this neighborhood is perfect for those seeking both luxury and history.
In and Around
Key West – Truman Annex Rentals
What To Expect
- Walk in Presidential Footsteps – Visit the Little White House Museum, the historic winter retreat of President Truman.
- Stunning Green Spaces – Wander through tree-lined walkways, peaceful fountains, and beautifully manicured gardens.
- Architectural Masterpieces – Admire Italian and Greek Revival mansions, once home to distinguished military officers.
- Quaint Southern Charm – Experience the classic conch-style homes with welcoming porches and tin roofs.
- A Walker’s & Biker’s Paradise – Stroll past white picket fences and quiet streets, just a 5-10 minute walk from Duval Street, Mallory Square, and Fort Zachary Taylor State Park.
More than Just Rental Homes
A Legacy of History and Elegance
Truman Annex isn’t just a neighborhood—it’s a living piece of Key West’s presidential and military past. Once a naval station, this historic district has been carefully restored and preserved, ensuring that its graceful homes, military landmarks, and manicured gardens retain their original charm.
A Commitment to Preserving Key West’s Legacy
The historic significance of Truman Annex is honored through dedicated restoration efforts, maintaining its grand residences, historic military quarters, and lush green spaces. Whether it’s the carefully preserved Little White House or the picturesque tree-lined streets, every detail reflects the district’s commitment to maintaining its heritage.
A Community That Embodies Elegance and Tranquility
Beyond its stunning homes, Truman Annex offers an atmosphere of quiet sophistication, where:
✔ Elegant townhomes and private estates reflect the grandeur of Key West’s past.
✔ Preserved military landmarks provide a glimpse into the island’s naval history.
✔ Peaceful streets and green spaces create a relaxed, luxurious setting.
✔ A prime location offers easy access to beaches, historic attractions, and lively Duval Street.
Experience the Prestige of Truman Annex
Staying in Truman Annex isn’t just about luxury accommodations—it’s about becoming part of Key West’s rich history and serene lifestyle. Whether you’re walking the same streets as President Truman, relaxing in an elegant villa, or exploring the nearby attractions, you’ll discover that this neighborhood offers an exclusive and unforgettable Key West experience.
4 Miles of Fun & Culture
Explore Key West Neighborhoods
