Downtown – Old Town
Nestled in Key West, Downtown – Old Town is the vibrant urban core of the island, blending historic charm, eclectic energy, and modern attractions. Centered around Duval Street, this lively district is home to iconic architecture, legendary bars, gourmet dining, and unique shopping experiences.
Downtown Key West is a tiny yet vibrant district that serves as the island’s urban core. Centered around the mid-section of Duval Street, this area was the original hub of the city’s development, and today, it remains a lively mix of shopping, entertainment, dining, and historic charm.
Downtown Key West is the island’s urban heart—buzzing with life, rich in history, and packed with shopping, dining, and entertainment. Nestled around Duval Street, this vibrant district blends old-world charm with modern excitement.
Key West Downtown Old Town Rentals
What To Expect
- Historic Elegance – Stroll past stunning Victorian homes amid a lively atmosphere.
- Shop, Savor, and Stroll – Explore unique boutiques, gourmet dining, and charming cafés.
- Nonstop Nightlife – Discover iconic bars, live music venues, and lively theaters.
- Stay Your Way – Choose from cozy conch cottages to sleek luxury suites.
- Culture & Legacy – Visit historic churches, art galleries, and Hemingway’s legendary haunts.
- Effortless Exploration – A scenic 10-15 minute walk leads to the magic of Mallory Square’s sunset celebration.

Where History and Energy Collide
Downtown – Old Town Key West is more than just a place to stay—it’s the lifeblood of the island, where history meets modern vibrance. This iconic district, centered around Duval Street, was the original hub of Key West’s development, and today, it remains the most dynamic mix of shopping, dining, and entertainment. Every building has a story, every street echoes with the past, and every visitor becomes a part of this legendary destination’s ever-evolving journey.
A Commitment to Preserving the Island’s Heritage
The timeless charm of Downtown – Old Town is woven into its architecture and cultural landmarks. Preservation efforts ensure that Victorian mansions, conch cottages, and historic storefronts maintain their original character while being thoughtfully restored. The district’s cobblestone streets, iconic balconies, and pastel-colored facades are not just features—they are symbols of Key West’s storied past and bright future.
A Community That Blends Tradition with Excitement
Beyond its architectural beauty, Downtown – Old Town thrives as a lively cultural and social hub, where:
✔ Boutiques and local markets bring together unique artisan goods, antiques, and island fashion.
✔ Live music and street performers capture the essence of Key West’s creative spirit.
✔ Historic theaters and museums preserve the island’s maritime, literary, and artistic heritage.
✔ Cafés, bars, and gourmet restaurants offer a fusion of flavors, blending island-inspired cuisine with international influences.
Experience the Heart of Key West
Staying in Downtown – Old Town isn’t just about location—it’s about immersing yourself in the energy of Key West. Whether you’re soaking in the history, savoring world-class dining, exploring vibrant nightlife, or simply strolling along its iconic streets, you’ll discover that this neighborhood is where the true spirit of the island comes alive.
