We found 401 vacation rentals — enter your dates for availability
Discover a selection of 119 homes, 40 apartments, and other vacation rentals in Uptown that are perfect for your trip. Whether you're staying in a vacation rental with family or friends, you'll have the amenities you expect and more, which might include a pool and a washer and dryer. You're sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.
Vacation rentals with weekly discounts - Uptown
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Image gallery for Chic+Eco Friendly! Chefs Kitchen•Quick Walk to Old City and Public Park!
9.89.8 out of 10, Exceptional, (9 reviews)
Exceptional
(9 reviews)
Chic+Eco Friendly! Chefs Kitchen•Quick Walk to Old City and Public Park!
Great little cottage apartment in a perfect location for old town St. Augustine.
1010 out of 10
Exceptional
exceptional
109 reviews
(109 reviews)
Perfect location to discover all things old town St. Augustine. Just a block away from trolly tours but most everthing is walkable. The cottage apartment was delightfull with a fabulous bathroom (loved the shower) and bedroom. The kitchen was cute and functional with a fridge and hot plate. There were no onsite laundry facilities but the Lighthouse Laundry 2 miles away near the beaches was not a bad option! A definite recomend!!
This home is extremely charming and very well decorated. It was spacious and comfortable. The owners were extremely responsive to a couple of questions we had for them. They really thought of everything. Even supplies of often forgotten items were provided in the bathroom like toothpaste etc. The kitchen was clean and well equipped. Its just a short walk to the fort and St. George Street. We would definitely want to stay again.
Enjoyed our couple's stay! Would've liked a TV in the second bedroom but that was a minor detail. Owner was quick to answer questions. Quaint and homey special attention to detail.
Cute apartment close to Old Town St Augustine. Easy walk to all main attractions. Very clean and nicely appointed. Would stay again if in area.Host was quick to reply to reservation. Went the extra mile by leaving a birthday card and delicious chocolate muffins.
The boathouse is an awesome spot to stay. The location is fabulous. The screened in porch is great for having morning coffee. My husband loved fishing off the private dock. We could walk to lots of restaurants and leave the car behind. We would totally stay here again!
This little gem was a perfect hideaway for my husband and I while we explored St. Augustine and the nearby beaches. We could walk everywhere. The neighborhood was very quiet. The house had more than enough amenities. Thanks for a great and relaxing vacation!
What is the most popular type of vacation rental in Uptown?
In Uptown, vacation houses are the most popular type of rental, with about 119 available throughout the area. These homes typically offer spacious living areas, multiple bedrooms, fully equipped kitchens, and often outdoor spaces like patios or gardens for guests to enjoy. The neighborhood also features around 39 apartments, which provide a more compact living option, often with amenities such as laundry facilities and balconies. Additionally, there are about 15 cottages, which offer a charming and cozy atmosphere, great for couples or small families.
Are there any beach house rentals in Uptown?
In Uptown, Florida, there are about 152 beach house vacation rentals available. These properties typically feature spacious layouts ideal for families or groups, including multiple bedrooms and fully equipped kitchens. Many rentals come with outdoor amenities such as private patios or decks, superb for enjoying the warm Florida weather. Located in close proximity to nearby attractions, these beach houses offer both comfort and convenience for travelers looking to explore the beautiful coastline and local points of interest.
How much does it cost to rent a vacation home in Uptown?
Prices for vacation rentals in Uptown 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 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 vacation house rentals?
You can find great discounts on house rentals in Uptown 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?
In Uptown, vacation rentals commonly feature a variety of amenities that enhance the guest experience. Most properties come with fully equipped kitchens, allowing travelers to prepare their own meals, and onsite parking for convenience. Many rentals also include coffee and tea makers, great for starting the day with a warm beverage. Outdoor spaces such as decks or patios are often available, providing a lovely setting to relax or dine al fresco. Additionally, some rentals permit pets, making it easier for travelers to bring their furry companions along.
Can I find family house rentals in Uptown?
In Uptown, Florida, there are numerous family-friendly house rentals available, with around 112 options to choose from. This vibrant area offers various neighborhoods that cater to families, featuring spacious homes equipped with essential amenities. Many properties boast large living rooms, fully stocked kitchens for family meals, and outdoor spaces great for kids to play.
Additionally, visitors can expect conveniences such as Wi-Fi, air conditioning, and sometimes even private pools or game rooms, enhancing the overall experience for families.
Can I rent a vacation home with a pool or hot tub in Uptown?
In Uptown, Florida, there are plenty of vacation homes available for rent that come with both pools and hot tubs, with around 25 options featuring pools and 11 options boasting hot tubs. This vibrant area offers a mix of modern residential neighborhoods and convenient access to local amenities, making it an appealing choice for travelers.
Visitors can expect a variety of amenities in these rentals, including private pools for relaxation and enjoyment, hot tubs for unwinding after a long day, and spacious outdoor areas superb for gatherings. Many properties also include fully equipped kitchens, comfortable living spaces, and sometimes additional features like outdoor dining areas or barbecue grills.
Are there any Uptown vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Uptown 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 find long-stay vacation rentals in Uptown?
A long-stay vacation rental in Uptown 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 for a vacation rental?
The best time to visit Uptown for a vacation rental is during the peak season from May to July. This vibrant period attracts travelers looking to soak up the sunshine and enjoy the myriad outdoor activities available. With warm temperatures averaging in the high 80s to low 90s Fahrenheit, visitors can partake in leisurely strolls through parks, engage in water sports, or simply relax by the poolside.
July stands out as the most popular month, offering a lively option filled with events and social gatherings. It's an ideal time for families and friends to enjoy the local attractions, including nearby beaches and cultural festivals, all while taking advantage of the lively social scene.
For those who are more budget-conscious, consider visiting in October. This month provides a quieter experience with pleasant temperatures in the mid-70s, making it great for exploring the area at a more leisurely pace. The fall foliage adds a beautiful backdrop for outdoor activities like hiking or biking.
Ultimately, the ideal time to visit Uptown hinges on your preference for a bustling summer vibe or a more tranquil fall retreat.
Are there any remote work vacation rentals in Uptown?
In Uptown, Florida, there are numerous remote work vacation rentals available, with around 162 options to choose from. This vibrant area offers accommodations that cater specifically to remote workers, featuring essential amenities such as high-speed internet, free Wi-Fi in both rooms and public areas, and dedicated workspace options in many units.
Travelers can expect a mix of modern apartments and well-equipped homes that provide a comfortable environment for productivity. Many rentals also include additional conveniences like kitchen facilities for meal preparation, which is ideal for longer stays. Moreover, the neighborhood is known for its close proximity to parks, coffee shops, and dining options, allowing for a balanced work-life experience. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Uptown vacation rental?
Book your Uptown 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, Florida, United States of America?
In Uptown, Florida, visitors can enjoy a variety of attractions that highlight the area's natural beauty and recreational opportunities. The nearby Lake Osceola offers scenic views and a peaceful environment, superb for picnicking or leisurely strolls along the waterfront. The area is also close to the vibrant shopping and dining scene at the nearby Plaza del Sol, providing plenty of options for visitors to explore local cuisine and retail.
For outdoor enthusiasts, the lush parks in Uptown, such as the expansive Dyer Park, offer walking trails, sports facilities, and playgrounds for families. Additionally, the proximity to the beautiful beaches of South Florida makes Uptown a great base for those wanting to soak up the sun and enjoy water activities.
Can I change or cancel my Uptown home rental booking on Vrbo?
To find Uptown 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 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.