Guide to Rentals in Key West, FL Near Duval Street
Planning a trip to Key West? Choosing the perfect place to stay is essential to maximizing your experience on this vibrant island. For those who want to be at the heart of all the action, there’s no better location than staying in rentals near Duval Street.
Known for its lively bars, world-class restaurants, eclectic shopping, and historical landmarks, Duval Street offers an unforgettable blend of adventure and relaxation. In this guide, we’ll explore some of the best rentals in Key West, FL near Duval Street, and show you how staying close to the island’s most iconic street can enhance your vacation.
Why Stay Near Duval Street?
Duval Street is Key West’s main artery, running from the Gulf of Mexico on one side to the Atlantic Ocean on the other. It’s the cultural and social hub of the island, offering visitors everything from historical landmarks like the Ernest Hemingway Home and Museum to the laid-back charm of local favorites like Sloppy Joe’s Bar and the Green Parrot.
Staying in a rental near Duval Street puts you right in the middle of Key West’s energy and excitement, but with the flexibility to retreat to your private oasis whenever you need a break.
From luxury homes with private pools to cozy cottages hidden on quiet lanes, you’ll find a variety of vacation rentals within walking distance of Duval Street. Many of these rentals boast the charm of historic architecture, paired with modern amenities that offer comfort and convenience. Let’s explore some of the top options for your stay near Duval Street.
Best Vacation Rentals in Key West Near Duval Street
Here are some of the top-rated vacation rentals near Duval Street, provided by Historic Key West Vacation Rentals:
La Casita en Cima
Situated just two blocks from Duval Street in the heart of Old Town, La Casita en Cima is a charming 2-bedroom, 2-bath home. This beautifully renovated property offers modern amenities while preserving its historic charm. The home features a light-filled living space, luxurious finishes, and a private pool. Its proximity to Duval Street ensures that you’re never far from the action, yet it provides a peaceful retreat where you can unwind after a day of exploring.
Why choose this rental?
- Award-winning historic preservation
- Private pool and landscaped garden
- Pet-friendly, so you can bring your furry friends along
- Ideal for families or small groups looking for a month-long stay in paradise
Dreaming on Duval
Dreaming on Duval is located on the quieter end of Duval Street, offering a balance between easy access to attractions and a peaceful escape from the bustling nightlife. This spacious 5-bedroom, 4.5-bath property is perfect for larger groups or families. The home features a pool with a waterfall, a covered patio, and lush landscaping, making it an ideal spot to relax in luxury. Nearby attractions include the Hemingway House, the Key West Lighthouse, and the Butterfly Conservatory, all just a short stroll away.
Key highlights:
- Spacious home with over 4,000 square feet
- Private backyard with a pool and lush greenery
- Ideal for large groups or families
- Steps from top attractions and restaurants
Cloud 9
If you’re dreaming of stepping directly from your bedroom into a private pool, Cloud 9 is the perfect place for you. Located in the Upper Duval Gallery District, this 5-bedroom home offers easy access to the best that Key West has to offer, from art galleries to fine dining. The tropical outdoor space includes sunny spots for lounging by the pool and shaded areas perfect for dining al fresco.
Why you’ll love Cloud 9:
- Luxurious tropical outdoor area
- Walkable to many of Key West’s top attractions
- Perfect for families or groups looking to enjoy a relaxing retreat near Duval Street
Petite Maison
For those who want the excitement of Duval Street combined with the privacy of a hidden retreat, Petite Maison offers the best of both worlds. This stylish 2-bedroom, 2-bath home is located on a quiet lane just off Duval Street, providing quick access to all the bars, cafés, and shops, while still offering a peaceful escape. The home features chic décor, a reverse floor plan, and a covered veranda that’s perfect for enjoying your morning coffee or evening cocktails.
Standout features:
- Quiet location just off Duval Street
- Stylish interior design with vaulted ceilings
- Private covered veranda for outdoor relaxation
- Walk to nearby attractions like Fort Zachary Taylor Beach and the Southernmost Point
Chick-a-Pea Cottage
Chick-a-Pea Cottage captures the essence of the classic Key West cottage lifestyle. This 4-bedroom, 2.5-bath home is perfect for families or groups looking to stay close to Duval Street but still enjoy some peace and quiet. The cottage comes with a private pool, a fenced yard surrounded by lush tropical landscaping, and charming outdoor spaces for lounging. Whether you’re people-watching from the front porch or relaxing under the stars, Chick-a-Pea Cottage provides a true Key West experience.
Key highlights:
- 4 bedrooms, ideal for families or groups
- Private pool and outdoor lounging area
- Close proximity to the sights and sounds of Duval Street
- Fenced yard for added privacy
Top Attractions and Experiences Near Duval Street
Staying near Duval Street means you’re never far from some of Key West’s best attractions. Here are a few must-visit spots that are just steps away from your vacation rental:
- Ernest Hemingway Home and Museum: Learn about the famous author’s life and explore his beautifully preserved home, just a short walk from Duval Street.
- Key West Lighthouse: For breathtaking views of the island, climb to the top of this historic lighthouse located near the Hemingway Home.
- Mallory Square: Head here for the famous Sunset Celebration, where you can enjoy local performers, artists, and stunning ocean views as the sun sets over the Gulf of Mexico.
- Sloppy Joe’s Bar: A Key West institution, this bar was once frequented by Ernest Hemingway and remains one of the best places for live music and a fun night out.
- The Green Parrot: Known for its laid-back atmosphere and great music, this bar is a must-visit for anyone looking to experience Key West’s famous nightlife.
Walkability and Convenience: Why Staying Near Duval Street is Ideal
One of the main benefits of staying near Duval Street is the convenience of walkability. From grabbing drinks and food at the local bars and restaurants, to exploring art galleries and boutiques, everything is within walking distance. You can enjoy a night out without worrying about transportation, then return to your rental for a quiet evening in. Whether you're traveling with family, friends, or a significant other, staying near Duval Street offers unparalleled access to Key West’s best experiences.
Book Your Key West Rental Today!
Ready to experience the best of Key West? Renting a vacation home near Duval Street ensures that you’re at the heart of the action while still having a peaceful retreat to relax in. Historic Key West Vacation Rentals offers a wide variety of properties, each with its own unique charm and modern comforts. Whether you’re looking for a luxury estate or a cozy cottage, we have the perfect rental for your next island getaway.
Don’t wait! Book your stay today and discover why Key West is one of the most beloved vacation destinations in the world.
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