Key West Historic District vacation rentals

In the Key West Historic District, vacation houses are the most popular type of rental, with about 116 available throughout the area. These properties typically feature multiple bedrooms, spacious living areas, and outdoor spaces where guests can enjoy the warm Florida weather. Many houses are located within walking distance of key attractions like the Ernest Hemingway Home and Museum and the vibrant Duval Street.Apartments also serve as a favored option, with around 80 available, often providing a cozy atmosphere with fully equipped kitchens and comfortable living areas. Condos, numbering about 52, offer similar amenities but may include resort-style pools and fitness centers, appealing to those looking for extra conveniences. Additionally, there are about 18 cottages and several villas, which provide unique and charming accommodations for travelers.

In the Key West Historic District, travelers will be pleased to discover around 170 family-friendly house rentals. This vibrant area is well-known for its charming architecture and rich history, providing an ideal backdrop for family vacations. Many homes in the district feature spacious living rooms, fully equipped kitchens for preparing family meals, and outdoor spaces where children can play or families can gather for barbecues.The Historic District is conveniently located near various attractions, such as the Key West Aquarium and the lively option of Mallory Square, superb for sunset viewing. Additionally, the nearby beaches offer opportunities for swimming and water sports, ensuring that families have plenty of activities to enjoy together.

In the Key West Historic District, visitors will find a wealth of vacation homes available for rent that feature pools and hot tubs, with around 211 properties offering pools and 50 including hot tubs. The district is known for its charming architecture, vibrant nightlife, and close proximity to the beach, making it a popular destination for travelers seeking both relaxation and adventure.Many of these rentals come equipped with private pools, hot tubs, outdoor patios, and fully equipped kitchens, providing a ideal setting for families or groups looking to enjoy the warm Florida weather. You can also expect amenities like air conditioning, Wi-Fi, and outdoor dining areas, ideal for enjoying meals al fresco.

In the Key West Historic District, travelers can find a significant number of pet-friendly vacation rentals, with over 100 options available. This vibrant area offers a unique blend of historic charm and tropical allure, making it an ideal destination for those traveling with pets. Many of the vacation rentals in this district come equipped with essential amenities such as fully equipped kitchens, private outdoor spaces, and air conditioning, ensuring a comfortable stay for both guests and their furry companions.The Historic District is close to several pet-friendly points of interest, including the picturesque parks and waterfront areas where pets are welcome to roam and enjoy the sunny Florida weather. Notably, the nearby Fort Zachary Taylor Historic State Park features beautiful beach areas and walking paths, superb for enjoying quality time with pets in a scenic environment.

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 most popular time to visit the Key West Historic District is during the peak season from May to July, when travelers flock to this vibrant destination to enjoy its lively option and beautiful weather. This period is characterized by warm temperatures ranging from the mid-70s to the high 80s Fahrenheit, making it ideal for outdoor activities like exploring the charming streets, visiting historic sites, and relaxing on the stunning beaches.July stands out as the highlight of this peak season, drawing in crowds who are eager to experience the local culture, attend lively festivals, and indulge in fresh seafood at waterfront restaurants. The long, sun-filled days are superb for sightseeing and enjoying the many outdoor attractions nearby, including the famous sunset celebrations at Mallory Square.For those looking for a more budget-friendly option, October offers a wonderful opportunity to visit the Key West Historic District. While it's considered the low season, this month boasts pleasant temperatures and fewer crowds, allowing for an intimate exploration of the area's rich history and vibrant arts scene. Visitors can enjoy leisurely strolls through the historic district, discover local galleries, and appreciate the natural beauty of the island without the hustle and bustle of peak tourist traffic.

In the Key West Historic District, there are numerous remote work vacation rentals available, with around 261 options to choose from. This vibrant area is rich in history and culture, making it an appealing destination for those looking to combine work and leisure. Many of the rentals come equipped with essential amenities for remote work, such as high-speed Wi-Fi and dedicated office spaces, ensuring a productive environment.Travelers can expect comfortable accommodations that often feature cozy living areas, fully equipped kitchens, and outdoor spaces to enjoy the warm Florida weather. The historic district is also conveniently located near iconic attractions like the Ernest Hemingway Home and Museum and the lively Duval Street, offering plenty of opportunities to explore local shops, restaurants, and nightlife after a day of work. 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 engage in a rich tapestry of attractions. The iconic Mallory Square is a must-visit, known for its vibrant sunset celebrations and street performers, providing a lively option for both locals and tourists. Nearby, the Ernest Hemingway Home and Museum offers a glimpse into the life of the famous author, surrounded by lush gardens and the intriguing six-toed cats that roam the property.Dueling Barrels Distillery and the Key West Butterfly and Nature Conservatory are also popular spots, with the latter providing a serene environment filled with beautiful butterflies and tropical plants. The historic architecture of the area, including the beautifully restored Victorian homes and landmarks like the Key West Lighthouse, adds to the charm of strolling through the district.For those interested in maritime history, the Key West Shipwreck Museum provides an engaging experience, showcasing artifacts and tales of the island's seafaring past.

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.