Uptown - Upper Duval vacation rentals

We found 407 vacation rentals — enter your dates for availability

Select from 112 houses, 34 condos, and other vacation rentals to find the perfect place for your stay in Uptown - Upper Duval. 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 26 available in this lively area. These condos are typically located near vibrant nightlife, local shops, and dining options, providing easy access to the bustling atmosphere of the neighborhood. Travelers can expect modern amenities, including fully equipped kitchens, comfortable living spaces, and many rooms featuring balconies or patios to enjoy the warm Florida weather.

For those seeking more space, approximately 16 vacation houses are also available, which cater well to families or larger groups. These houses often come with multiple bedrooms, private outdoor areas, and amenities like BBQ grills, making them superb for gatherings. Additionally, there are several charming cottages that offer a quaint and cozy stay, providing a unique alternative to the more common rental types.
Are there any beach house rentals in Uptown - Upper Duval?
In Uptown - Upper Duval, Florida, there are about 48 beach house vacation rentals available. These properties are typically situated in lively neighborhoods close to popular attractions such as the vibrant nightlife of Duval Street and the beautiful beaches of Key West. Travelers can expect amenities that include spacious living areas, fully equipped kitchens, and often private outdoor spaces like patios or decks for enjoying the warm Florida weather. Many rentals cater to families or groups, offering multiple bedrooms and communal spaces that create a friendly setting for relaxation after a day of exploring the area.
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 rental amenities include heated pools, fully equipped kitchens, and private patios. Many vacation rentals also feature shared pools, providing great options for relaxation and socializing. Decks or patios are common, allowing guests to enjoy the warm Florida weather while taking in the vibrant surroundings.
Are there any family house rentals in Uptown - Upper Duval?
In the Uptown - Upper Duval area of Key West, there are numerous family-friendly house rentals available, with around 25 options to choose from. This vibrant neighborhood is known for its lively atmosphere and is in close proximity to various attractions, including the historic sites along Duval Street and the beautiful beaches.

Families can expect homes that offer spacious living areas, fully equipped kitchens for preparing meals together, and outdoor spaces great for barbecues or relaxation. Many properties also include amenities like air conditioning and Wi-Fi to ensure a comfortable stay.

The nearby parks provide additional opportunities for outdoor activities, and the local markets offer a taste of the island's culture.
Can I rent a vacation home with a pool or hot tub in Uptown - Upper Duval?
In Uptown - Upper Duval, there are plenty of vacation homes available for rent that feature both pools and hot tubs, with around 32 options for pools and 23 for hot tubs. This vibrant neighborhood in Key West is known for its lively atmosphere, close proximity to attractions, and beautiful tropical surroundings. Travelers can expect a range of amenities in these properties, including private pools, relaxing hot tubs, spacious outdoor living areas, and fully equipped kitchens, making them ideal for both relaxation and entertaining.
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.
Are there pet-friendly vacation rentals in Uptown - Upper Duval?
In Uptown - Upper Duval, there are several pet-friendly vacation rentals available, totaling around 14 options. This vibrant area is known for its lively atmosphere and proximity to various attractions. Travelers can expect vacation homes that often feature amenities such as private pools, outdoor seating areas, and fully equipped kitchens, making them ideal for both relaxation and entertaining. Many rentals also provide easy access to nearby parks and pet-friendly beaches, allowing guests to enjoy the outdoors with their furry companions.
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?
March is the most popular time to visit Uptown - Upper Duval, when the vibrant energy of the area truly comes alive. This peak season runs from January to March, attracting travelers who are eager to soak up the lively atmosphere, enjoy outdoor dining, and partake in the many local festivities. With temperatures typically ranging from the mid-60s to the low 80s Fahrenheit, the mild and sunny weather is superb for exploring the unique shops and art galleries that line the streets.

During this bustling period, visitors can enjoy various outdoor activities, such as leisurely strolls along the picturesque waterfront or vibrant nightlife experiences. The proximity to beautiful beaches and local attractions makes it an ideal time for those looking to immerse themselves in all that Uptown has to offer.

For those looking for a more budget-friendly option, October presents a wonderful opportunity. While this month is quieter, it still offers pleasant weather and fewer crowds, allowing for a more intimate experience of the local culture and scenery. Visitors can take advantage of the lower vacation rental rates while still enjoying the charming ambiance of the area.

Ultimately, the best time for you to visit Uptown - Upper Duval will depend on whether you prefer the energetic vibe of the peak season or the tranquility found in the shoulder months.
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 48 options available. This vibrant area is known for its lively atmosphere, close proximity to the beach, and a diverse array of dining and entertainment options. Many of the rentals are equipped with essential remote work amenities such as high-speed WiFi, dedicated desk spaces, and comfortable office chairs, ensuring a productive environment for travelers who need to work while enjoying their stay.

Additionally, the location offers easy access to nearby attractions, including the famous Duval Street, with its vibrant shops and vibrant nightlife. Many properties also feature outdoor areas, such as private patios or balconies, providing a refreshing space to unwind after a day's work. 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?
In Uptown - Upper Duval, visitors can enjoy a variety of attractions that reflect the vibrant culture of the area. The neighborhood is known for its lively atmosphere and is home to numerous art galleries, unique shops, and local eateries. One key attraction is the historic Key West Cemetery, where visitors can explore its intriguing grave markers and lush landscapes.

Additionally, the famous Duval Street runs through the area, offering an abundance of bars, restaurants, and nightlife options, making it a hub for entertainment. Nearby, the Ernest Hemingway Home and Museum provides a glimpse into the life of the famous author, set within beautiful gardens. The proximity to the Southernmost Point Buoy also makes it a popular spot for photo opportunities, marking the southernmost tip of the continental United States.
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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