Key West Neighborhood Spotlight
Upper Duval – Uptown Key West
Where Timeless Charm Meets Sophisticated Island Living
Nestled in Key West, Upper Duval – Uptown is a sophisticated district where historic charm meets modern luxury. Known as the “Uptown of Old Town,” this vibrant area is lined with art galleries, boutique shops, elegant cafés, and fine dining establishments.
Just a short walk from South Beach and the Southernmost Point, Upper Duval is home to stunning Victorian mansions, charming conch cottages, and a thriving cultural scene. Whether exploring its stylish streets, indulging in gourmet cuisine, or browsing unique artisan shops, Upper Duval offers a refined and unforgettable Key West experience.
Known as the “Uptown of Old Town Key West,” this district offers a perfect blend of fine dining, boutique shopping, and rich cultural history. Located near South Beach and the Southernmost Point, it’s ideal for those seeking a refined yet relaxed Key West experience.
In and Around
Upper Duval – Uptown Rentals
What To Expect
- Duval’s Upscale Side – Experience the elegance of Duval Street’s most sophisticated stretch.
- A Creative Haven – Discover stunning boutiques, inspiring art galleries, and one-of-a-kind furniture shops.
- A Taste of Cuban Heritage – Visit the historic Eduardo H. Gato Cigar Factory, dating back to 1876.
- Timeless Architecture – Admire 19th-century Victorian homes and Key West’s iconic conch cottages.
- Seamless Exploration – A leisurely 15-20 minute stroll takes you to South Beach, the Southernmost Point, or Mallory Square.
More than Just Rental Homes
Preserving a Historic Legacy
A Neighborhood of Elegance and Sophistication
Upper Duval – Uptown Key West is more than just a place to stay—it’s where refined charm meets island luxury. This celebrated district is known for its upscale boutiques, art galleries, and historic architecture, offering an experience that seamlessly blends Old Key West charm with modern sophistication. Every street is a visual masterpiece, every historic home tells a story, and every visitor becomes part of its evolving legacy.
A Commitment to Preserving Elegance
The timeless beauty of Upper Duval is maintained through meticulous preservation efforts that ensure the integrity of historic conch homes, Victorian mansions, and boutique storefronts. Whether it’s the restored 19th-century architecture or the carefully curated art galleries and design spaces, every detail reflects the neighborhood’s commitment to heritage and high-end island living.
A Community That Celebrates Culture and Style
Beyond its stunning streets, Upper Duval thrives as a cultural and artistic hub, where:
✔ World-class galleries showcase inspiring works from local and international artists.
✔ Boutique shopping experiences highlight curated collections of fashion, home decor, and artisanal goods.
✔ Fine dining and cocktail bars offer everything from exquisite seafood to creative mixology.
✔ Historic landmarks and museums preserve the essence of Key West’s past while shaping its vibrant present.
Experience the Sophisticated Side of Key West
Staying in Upper Duval is more than just a visit—it’s an immersion into style, culture, and history. Whether you’re wandering through chic galleries, indulging in world-class dining, or admiring the architectural grandeur, you’ll discover that this neighborhood is a destination of refined luxury and timeless charm.
4 Miles of Fun & Culture
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