Key West Historic District vacation rentals

In the Key West Historic District, vacation houses are the most popular type of rental, with around 165 available throughout the area. These houses often feature multiple bedrooms, spacious living areas, fully equipped kitchens, and outdoor patios or decks, allowing guests to enjoy the warm Florida weather. Many are situated near historical landmarks and vibrant areas, providing easy access to local attractions such as the Ernest Hemingway Home and Museum and Mallory Square.Apartments and condos also have a significant presence, with about 86 apartments and 49 condos available. These typically include amenities like pools, fitness centers, and modern furnishings, suiting travelers looking for a more compact yet comfortable stay. Cottages and houseboats add unique options to the mix, with cottages often offering a charming, quaint atmosphere and houseboats providing an adventurous experience on the water.

In the Key West Historic District, there are numerous family-friendly vacation rentals available, with around 167 options to choose from. This area is well-known for its charming streets, vibrant architecture, and proximity to various attractions. Many properties here feature spacious living areas, fully equipped kitchens ideal for family meals, and outdoor spaces great for kids to run and play.Visitors can easily access local highlights such as the iconic Southernmost Point Buoy and the lively atmosphere of Duval Street, which is filled with shops, dining, and entertainment. Additionally, some homes may offer amenities like private pools, game rooms, or porches where families can enjoy quality time together after a day of exploring.

Yes, you can book pet-friendly vacation rentals in the Key West Historic District. This vibrant area is known for its charming architecture and lively atmosphere, making it a great choice for travelers with pets. With around 165 pet-friendly options available, you'll find a variety of accommodations that cater to both your needs and those of your furry companions.Many of these rentals come equipped with modern amenities such as private pools, outdoor spaces, and fully equipped kitchens, allowing for a comfortable stay. The proximity to pet-friendly attractions like the nearby beaches and parks enhances the experience for pet owners, with opportunities for walks and outdoor fun.

A long-stay vacation rental in Key West Historic District is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.

The best time to visit the Key West Historic District is during the peak season from May to July, with July being particularly popular among travelers seeking a vibrant atmosphere. This summer period is superb for those who want to experience the lively streets filled with music, art, and the warm sun, ideal for exploring the district's charming architecture and vibrant nightlife.Visitors can enjoy comfortable temperatures ranging from the mid-70s to the low 90s Fahrenheit, providing a pleasant environment for outdoor activities such as strolling along the famous Duval Street, visiting historic sites, or lounging at nearby beaches. The warm weather invites travelers to savor fresh seafood at local eateries, take part in water sports, or simply relax with a cocktail as the sun sets over the Gulf of Mexico.For those looking for a more budget-friendly option, consider visiting in October, when the crowds thin out and the pace slows down. This month offers a unique opportunity to enjoy the area's attractions without the hustle and bustle of peak season, allowing for a more intimate experience with the local culture and community.Overall, whether you choose the lively summer months or the quieter fall, Key West Historic District has something special to offer every traveler.

In the Key West Historic District, there are plenty of remote work vacation rentals available, with around 294 options to choose from. This vibrant area, known for its charming architecture and rich history, offers a superb blend of work and leisure. Many of the rentals come equipped with essential remote work amenities such as high-speed Wi-Fi, dedicated desk spaces, ergonomic chairs, and even laptop workstations, ensuring that professionals can work efficiently while enjoying their surroundings.The district is close to key attractions like the Ernest Hemingway Home and Museum, Duval Street's lively shops and restaurants, and the picturesque waterfront. After a day of work, you can unwind at nearby beaches or explore the local nightlife. Additionally, many rentals feature comfortable living spaces, full kitchens, and outdoor areas, allowing for a pleasant work-life balance. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

Book your Key West Historic District vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.

In the Key West Historic District, visitors can take part in a rich tapestry of attractions. The renowned Hemingway Home and Museum, where the famous author lived, is a must-see, showcasing beautiful gardens and the author's preserved residence. Nearby, the vibrant Duval Street offers a lively atmosphere with its array of bars, restaurants, and shops, ideal for experiencing the local culture.The Southernmost Point Buoy is another iconic landmark, providing a great photo opportunity and a chance to enjoy the ocean views. For those interested in history, the Key West Lighthouse and Keeper's Quarters Museum provides insights into the island's maritime past.Additionally, the area boasts beautiful beaches, such as South Beach, where visitors can relax and enjoy water activities. The nearby Mallory Square hosts nightly sunset celebrations, attracting both locals and tourists for entertainment and local crafts.

Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.

Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.