Uptown - Upper Duval vacation rentals

We found 405 vacation rentals — enter your dates for availability

Find the perfect place for your stay in Uptown - Upper Duval by choosing from 98 houses, 33 apartments, and other vacation rentals. Whether you’re staying in a vacation home with family or friends, you'll have the amenities you expect and more, which might include a hot tub and a washer and dryer. Whatever you're looking for, you'll be able to choose a rental for everyone's needs, including accessible or non-smoking choices.

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Frequently asked questions

What is the most popular type of vacation rental in Uptown - Upper Duval?
In Uptown - Upper Duval, condos are the most popular type of vacation rental, with about 19 available in the area. These condos are typically located in vibrant neighborhoods, providing easy access to local attractions and the lively option of the area. Most units come equipped with modern amenities such as fully equipped kitchens, comfortable living spaces, and often a balcony or patio to enjoy the warm Florida weather. Additionally, there are around 14 vacation houses available, which cater to larger groups or families seeking extra space. These homes generally feature multiple bedrooms, private outdoor areas for relaxation, and a home-like environment.
Are there any beach house rentals in Uptown - Upper Duval?
In Uptown - Upper Duval, there are about 38 beach house rentals available, providing a great experience in this vibrant area of Key West. These vacation homes typically feature amenities such as multiple bedrooms, fully equipped kitchens, and private outdoor spaces like patios or decks, great for enjoying the warm Florida weather. Additionally, many properties are conveniently located near popular attractions, including local shops, restaurants, and the lively nightlife that Upper Duval is known for.
How much does it cost to rent a vacation home in Uptown - Upper Duval?
Prices for vacation rentals in Uptown - Upper Duval vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Uptown - Upper Duval to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Uptown - Upper Duval vacation house rentals?
You can find great discounts on house rentals in Uptown - Upper Duval on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Uptown - Upper Duval?
In Uptown - Upper Duval, popular vacation rental amenities include fully equipped kitchens, allowing guests to prepare their own meals conveniently. Many rentals also feature coffee and tea makers, superb for enjoying a warm beverage in the morning or after a long day of exploring. Outdoor spaces are common, with decks or patios and balconies providing a relaxing area to unwind while taking in the vibrant surroundings. Additionally, the proximity to nearby marinas enhances the appeal for those looking to enjoy water activities during their stay.
Can I find family house rentals in Uptown - Upper Duval?
In Uptown - Upper Duval, there are numerous family-friendly house rentals available, with around 24 options to choose from. This vibrant neighborhood is situated near the heart of Key West, offering easy access to local attractions and beautiful beaches. Many of these homes feature spacious living areas, fully equipped kitchens for family meals, and outdoor spaces where children can play and adults can relax.

Visitors will appreciate amenities such as Wi-Fi, air conditioning, and sometimes even private pools or patios for enjoying the tropical climate. The area is also close to popular spots like the Key West Butterfly and Nature Conservatory and the lively Duval Street, which is known for its shops, restaurants, and entertainment.
Can I rent a vacation home with a pool or hot tub in Uptown - Upper Duval?
In Uptown - Upper Duval, Florida, travelers can find a variety of vacation homes that include pools and hot tubs, with around 26 options available for those seeking a refreshing dip and 16 featuring relaxing hot tubs. This vibrant neighborhood is known for its lively option and proximity to local attractions, making it a desirable spot for visitors.

Many of the vacation rentals in this area come equipped with amenities such as private pools, outdoor lounges, and fully equipped kitchens, great for entertaining or enjoying meals al fresco. Some properties may also offer additional features like barbecue grills and spacious decks, allowing guests to soak up the Florida sun in comfort.
Are there any Uptown - Upper Duval vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Uptown - Upper Duval with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Uptown - Upper Duval?
In Uptown - Upper Duval, travelers can find a selection of 14 pet-friendly vacation rentals that cater to those looking to enjoy a getaway with their furry companions. These rentals often come equipped with desirable amenities such as private patios, fully stocked kitchens, and spacious living areas, ensuring a comfortable stay. The neighborhood is known for its vibrant setting and proximity to various attractions, making it an excellent choice for both relaxation and exploration.

Pet-friendly points of interest in the area include nearby parks and outdoor spaces where pets can enjoy walks and playtime. Additionally, the local community is home to pet-friendly cafes and shops, allowing travelers to easily include their pets in their vacation activities.
Can I find long-stay vacation rentals in Uptown - Upper Duval?
A long-stay vacation rental in Uptown - Upper Duval 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.
When is the best time to visit Uptown - Upper Duval for a vacation rental?
The best time to visit Uptown - Upper Duval is during the peak season from January to March, with March being particularly popular among travelers. This vibrant period attracts visitors eager to soak up the lively option, enjoy outdoor activities, and experience the local culture. With pleasant temperatures that typically range from the mid-60s to the low 80s Fahrenheit, it's an ideal time for sightseeing, beach outings, and exploring the vibrant Duval Street scene.

During these months, you can expect a variety of events and activities, making it a bustling time for those seeking both adventure and relaxation. The warm weather is superb for leisurely strolls, dining al fresco, and enjoying the lively nightlife that Uptown - Upper Duval has to offer.

For those looking to save on their travel budget, consider visiting in October. This month offers a quieter experience, allowing you to enjoy the area's charm without the crowds. The temperatures remain comfortable, and you can relish in the local ambiance while avoiding the peak season hustle and bustle.
Are there any remote work vacation rentals in Uptown - Upper Duval?
In Uptown - Upper Duval, Florida, there are numerous vacation rentals suitable for remote work, with around 42 options available. This vibrant neighborhood is known for its lively option, proximity to Duval Street, and local attractions. Travelers can expect amenities tailored for remote work, including high-speed internet, free Wi-Fi in rooms, and dedicated workspace areas featuring desk and chair setups, making it easy to stay productive during your stay.

Additionally, many of these rentals are conveniently located near popular points of interest such as shops, restaurants, and outdoor spaces. Some properties may also offer added comforts like air conditioning and relaxing outdoor areas, creating a pleasant balance between work and leisure. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Uptown - Upper Duval vacation rental?
Book your Uptown - Upper Duval 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.
What are the top attractions in Uptown - Upper Duval, Florida, United States of America?
In Uptown - Upper Duval, visitors can enjoy a vibrant setting filled with attractions and activities. This area is renowned for its lively nightlife, with numerous bars, restaurants, and shops lining the streets. A must-visit is the famous Duval Street, where travelers can find a diverse range of dining options and entertainment venues.

Additionally, the nearby Ernest Hemingway Home and Museum offers a glimpse into the life of the iconic author, set in a beautiful historic property with lush gardens. For those interested in art and culture, the Key West Art & Historical Society is also located in this area, showcasing local art and history.

Outdoor enthusiasts can take advantage of the close proximity to the beach, as well as nearby parks and green spaces for relaxation and recreational activities.
Can I change or cancel my Uptown - Upper Duval home rental booking on Vrbo?
To find Uptown - Upper Duval vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
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.
Are all fees included in the Uptown - Upper Duval vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
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.
What can I expect from Vrbo customer service and VrboCare™ support?
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.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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