Downtown Key West holiday lettings

In Downtown Key West, apartments are the most popular type of holiday rental, with around 32 available throughout the area. These properties are often situated close to lively attractions such as Duval Street and the historic district, allowing guests to immerse themselves in the vibrant setting of the town. Most apartments come equipped with fully functional kitchens, comfortable living spaces, and often feature balconies or patios for enjoying the warm Florida evenings.Holiday houses also make a significant presence, with about 24 options offering more space for families or groups. These homes typically include multiple bedrooms, private backyards, and outdoor seating areas, ideal for gatherings after a day of exploring the local beaches and sights. Additionally, there are several condos and cottages available, providing a range of choices to cater to different preferences and group sizes.

In Downtown Key West, there are several family-friendly house rentals available, making it a great choice for those travelling with children. This vibrant area features homes that typically offer spacious living areas, fully equipped kitchens, and outdoor spaces where families can relax and enjoy the warm Florida weather. Many properties are conveniently located near popular attractions, such as the Southernmost Point and the Key West Butterfly and Nature Conservatory, providing easy access to local highlights.Families can expect amenities like air conditioning, Wi-Fi, and sometimes even private pools, ensuring a comfortable stay. The nearby beaches, parks, and lively streets filled with shops and restaurants enhance the overall experience, allowing visitors to immerse themselves in the unique culture of Key West.

In Downtown Key West, there are numerous pet-friendly holiday rentals available, with around eleven options to choose from. Many of these rentals are equipped with modern amenities such as full kitchens, outdoor spaces, and comfortable living areas, ensuring a pleasant stay for both you and your furry companion.The vibrant setting of Downtown Key West offers easy access to various pet-friendly spots, including parks and beaches where your pets can enjoy some fun in the sun. Nearby, the dog-friendly Higgs Beach is a popular choice, featuring a designated area for pets to run and play. Additionally, the area is home to charming cafes and shops that welcome pets, allowing you to explore the local culture without leaving your furry friend behind.

The best time to visit Downtown Key West for a holiday rental is during the peak season from January to March, with March being the most popular month. This vibrant time of year draws visitors seeking to enjoy the warm, sunny weather and the lively option of this tropical paradise. Expect daily temperatures averaging around 24 to 28 degrees Celsius, great for outdoor activities like sunbathing on the beach, exploring the historic sites, or indulging in watersports.During these months, the island is bustling with tourists, making it an ideal time for those wanting to soak up the lively social scene, including festivals and events that showcase local culture and music. The picturesque streets, lined with colourful buildings and palm trees, create a beautiful backdrop for leisurely strolls and sightseeing.For travellers looking for a more budget-friendly option, consider visiting in October. Although it falls in the low season, this month offers a quieter experience, allowing for a more relaxed exploration of the island's natural beauty and attractions without the crowds. Plus, the weather remains warm, making it still enjoyable for outdoor adventures.Ultimately, your choice of when to visit Downtown Key West will depend on whether you prefer the buzz of peak season or the tranquil charm of the off-peak months.

In Downtown Key West, there are ample options for remote work holiday rentals, with around 72 available to choose from. This vibrant area is known for its lively option, historic architecture, and proximity to the beautiful beaches. Many rentals come equipped with essential amenities such as free Wi-Fi, dedicated workspaces, and comfortable living areas, making it easy for remote workers to stay productive while enjoying their surroundings.Within the neighbourhood, you'll find charming properties close to popular attractions like the Ernest Hemingway Home and Museum and Duval Street, known for its shops and restaurants. Some accommodations also offer additional features like kitchen facilities, outdoor spaces, and community pools, providing a superb blend of work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.

Book your Downtown Key West holiday 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 holiday rental, the better the price. *Based on analysis of Vrbo booking and occupancy data for 2024 stays.

In Downtown Key West, visitors can experience firsthand a range of attractions that capture the unique charm of the area. The iconic Mallory Square is a must-visit, especially during sunset when street performers and local vendors create a vibrant setting. Nearby, the Ernest Hemingway Home and Museum offers a glimpse into the life of the famous author, surrounded by lush gardens and the historic architecture of the property.Duval Street is another focal point, lined with lively bars, restaurants, and shops, making it an ideal spot for both day and night activities. For those interested in history, the Key West Lighthouse and Keeper's Quarters Museum provides panoramic views of the island and insight into its maritime heritage.Additionally, the Southernmost Point Buoy, a well-known landmark, marks the southernmost point in the continental United States and is superb for memorable photographs.

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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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way. Vrbo also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.