5 Best Vacation Rentals Near Duval Street

Duval Street Key West Rentals
Rent Key West Vacations

Stay in Old Town Key West

When it comes to Key West, and South Florida as a whole, few places are more fun than Duval Street. Just barely over a mile long, Duval Street packs a whole lot of excitement into a small stretch of pavement. From some of the trendy new restaurants to its timeless attractions, Duval Street always delivers for a day full of fun. And when the sun goes down, the excitement really starts. On its busier nights, the nightlife on Duval Street can be compared to Bourbon Street in New Orleans or 6th Street in Austin. Crowds of people overflow into the street and some of the brave bar-goers out there take part in the infamous “Duval Crawl.” Whether you’re looking for a delicious meal, some unique sightseeing, or a great nightlife experience, Duval Street fits the bill. 

Find the Top Historic Homes & Cottages on Key West

With a variety of historic homes and cottages, we offer many of the top vacation rentals near Duval Street. To help you plan an exciting getaway to Key West, we’ve highlighted the 5 best rentals near Duval Street. Find your dream home in Key West with us.

1. Dreaming on Duval 

A true hidden gem of Duval street, this single family home offers all the amenities and privacy you could ever want during your vacation. Dreaming on Duval is located right on Duval street in the Old Town Historic District of Key West. Walk out the front door and you’ll find yourself steps away from the Ernest Hemingway Home and Museum, the Key West Lighthouse, and many of the best bars and restaurants that Duval Street has to offer. Not to mention, the unit is within walking distance of the beach. And when it comes to amenities, Dreaming on Duval is unparalleled. You’ll enjoy a spacious backyard patio area, a barbecue grill, and a private swimming pool. This 5 bedroom home, which is located right in the heart of Duval Street, is such a rare find that it was actually featured on HGTV’s show House Hunters. Don’t hesitate to book this one of a kind Duval Street rental! 

Book Dreaming on Duval

2. Louisa’s Hideaway

This historic district 3 bedroom, 3 bathroom home is right in the core of Key West. It features a private swimming pool and a spacious patio area that is perfect for hosting. This awesome vacation rental puts you just steps from the beach and the stunning turquoise water of Key West. You’ll also be within walking distance of the Southernmost Point of the Continental U.S, the Banana Cafe, and Nelson English Park. When you book your stay at Louisa’s Hideaway, you’ll have all the amenities of downtown Key West, plus the comfort of privacy in a whole home rental. 

Stay at Louisa's Hideaway

3. Casa de Cuba

Just steps from Duval Street, Casa de Cuba is a hidden gem tucked away amongst massive palm trees and lush vegetation. This whole home private vacation rental features a private pool, backyard patio area, and a barbecue grill for hosting dinner parties. Alongside Casa de Cuba’s spectacular amenities, the home is also just steps from the beach and walking distance to many of Duval Street’s most popular bars and restaurants. You’ll also be able to walk to Fort Zachary Taylor, the Ernest Hemingway House, and other attractions of Key West’s Historic District. Book your stay at the stunning Casa de Cuba today! 

Book Casa de Cuba

4. Namaste

Namaste is just as its name suggests - peace and quiet amidst the hustle-bustle of Duval Street. Tucked away in a large garden, this one bedroom cottage just a half a block away from the center of Duval Street. You’ll be just steps away from the famous Sloppy Joe’s Bar and the many other bars and restaurants that make up Duval Street. You’ll also be within walking distance of the Oldest House and Garden Museum, plus many other historic Key West attractions. Book your stay to experience a serene vacation rental right in the heart of Duval Street. 

Enjoy Namaste

5. Villa Serena at Duval Square

This Duval Street rental lies in the heart of Old Town Key West near the Ernest Hemingway Home and Museum. This two bedroom space features abundant living space, gated parking, and access to a rooftop pool. Villa Serena is walking distance to the Green Parrot Bar, along with the beach and the glowing Atlantic Ocean. Book this one of a kind vacation rental to make the most of your Duval Street vacation! 

Visit Villa Serena

Thanks for Checking Out Our Duval Street 

Duval Street is one of the most exciting and fun streets in the country and is the perfect place for any vacation. Even if you don’t plan on checking out one of Duval Street’s many bars, there’s still plenty of fun to be had in Key West’s Historic District. With all the excitement going on, the last thing you want is a bad vacation rental. Book a Duval Street rental with Rent Key West for a comfortable, amenity-rich, and accommodating stay during your time in Key West. 

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