Historic Uptown vacation rentals

We found 227 vacation rentals — enter your dates for availability

Discover a selection of 6 homes and other vacation rentals in Historic Uptown that are perfect for your trip. Whether you’re staying in a vacation home with family or friends, you'll find the amenities you need and want, including air conditioning and WiFi. Whatever you're looking for, you'll find a rental for everyone's needs, including a place that is accessible or non-smoking.

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Find out more about Historic Uptown

Why visit Historic Uptown

  • Historic Homes: Stroll through charming streets lined with beautifully preserved historic homes, showcasing stunning architecture.
  • Cultural Experiences: Engage in local neighborhood gatherings and explore vibrant art museums that celebrate the area's rich culture.
  • Outdoor Activities: Enjoy family-friendly outdoor activities in urban parks and nearby beaches, perfect for relaxation and fun.
  • Scenic Waterfront: Venture to Downtown St. Petersburg for breathtaking waterfront views and vibrant cultural experiences.
  • Diverse Accommodations: Choose from stylish bungalows, modern condos, or cozy vacation homes for a unique stay.

Popular types of accommodation around Historic Uptown

Planning a getaway to Historic Uptown? You're in for a treat. Discover a variety of stylish accommodations, from charming bungalows to modern condos and houses. Whether you're looking for a cozy townhouse on Volkers St. or a sleek apartment in downtown Palm Harbor, you'll find the perfect spot for your stay. Explore your options and enjoy the unique character Historic Uptown has to offer.

  • Condos: The top choice for vacationers in Historic Uptown, offering modern amenities and convenient locations.
  • Houses: A popular option for families and groups seeking spacious and comfortable accommodations.
  • Apartments: Ideal for solo travelers or couples, these rentals provide a cozy and convenient stay.
  • Cottages: Charming and quaint, cottages are perfect for those looking for a homey feel during their getaway.
  • Villas: For a luxurious experience, villas offer upscale living with plenty of space and style.**

Top attractions near Historic Uptown

Historic Uptown in St. Petersburg, Florida, is perfect for outdoor family vacations, offering a blend of beach, urban parks, and art museums. Explore the charm of historic homes and engage in neighborhood gatherings while soaking in the cultural experiences this vibrant area has to offer. Don't miss the allure of the historic architecture and the beautiful surroundings that make this destination a must-visit for any traveler.

  • Tampa Bay: A stunning bay known for its picturesque beaches and outdoor scenery, perfect for relaxing strolls, water sports, and enjoying Florida's natural beauty, located 7 miles from Historic Uptown.
  • Salvador Dali Museum: This art museum is a cultural gem, housing an extensive collection of works by the surrealist master Salvador Dali, just 2 miles away, offering a unique insight into his imaginative world.
  • Vinoy Park: An urban park that combines family-friendly activities with outdoor enjoyment, featuring lush landscapes and beautiful views of the city, located 2 miles from Historic Uptown.

Things to do recommended for couples

For a romantic getaway in Historic Uptown, enjoy a lively concert at Jannus Live, just a mile away, or immerse yourselves in dance at St. Pete's Historic Coliseum, 0.7 miles away. Finally, savor a romantic dinner at 400 Beach, also a mile away, overlooking the city.

Things to do recommended for families

Families can catch a game at Tropicana Field, just 0.9 miles away, enjoy wellness at Maximo Park, 5 miles away, or experience adventure at Tampa Bay Grand Prix, located 8 miles away. Each destination offers a unique vibe for a memorable family outing.

Things to do recommended for groups

Groups visiting Historic Uptown can enjoy shopping and entertainment at John's Pass Village & Boardwalk, immerse themselves in culture at the Mahaffey Theater, or play a round of golf at the Renaissance Vinoy Golf Club, all within a short distance of the area.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Historic Uptown

If you're traveling with a group, enjoying a family getaway, bringing along your pets, or planning an extended stay, be sure to prioritize your filters accordingly. Here are some helpful Vrbo booking tips for you.

  • Traveling to Historic Uptown with a group: Think about how many bedrooms you'll require, as well as any amenities you might want, like a fully equipped kitchen or outdoor space for gatherings. Thankfully, you can easily filter for these features and more on Vrbo.
  • Traveling to Historic Uptown with young kids: Traveling with little ones can be quite a task. It's important to prioritize their comfort and safety, along with providing suitable amenities, like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Historic Uptown: For many families, a vacation isn't truly enjoyable without their furry companion by their side. If you can relate to this, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Historic Uptown: If you're seeking vacation rentals that offer discounts for stays of a month or more, you've come to the right spot. By using the appropriate filter, you can effortlessly discover and save on monthly rentals. Don't forget to include amenities like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Historic Uptown

Historic Uptown in St. Petersburg, Florida, offers a delightful blend of outdoor activities and family-friendly exploration. Stroll through charming streets lined with historic homes, or venture to Downtown St. Petersburg for vibrant culture and scenic waterfront views. This welcoming neighborhood is perfect for romantic outings and exciting excursions, making it an ideal spot for travelers seeking a memorable vacation experience.

  • St. Petersburg - Clearwater: St. Petersburg - Clearwater is a vibrant metropolis that perfectly blends urban living with breathtaking coastal scenery. Located in the heart of Pinellas County, this area offers a wealth of experiences for travelers seeking outdoor adventures and family-friendly activities. Visitors can explore the area's beautiful beaches, bustling shopping districts, and scenic boardwalks. With attractions like the famous Clearwater Beach and local parks, it’s an ideal destination for those looking to unwind under the sun while enjoying a variety of recreational opportunities.
  • St. Petersburg: St. Petersburg is a charming city known for its stunning waterfront parks and rich cultural scene. Nestled in the heart of the Tampa Bay area, St. Petersburg offers visitors a delightful mix of outdoor activities and urban excitement. The city is home to a plethora of shopping areas and resorts, along with attractions like the Salvador Dalí Museum and the picturesque Vinoy Park. Families will love the local beaches and community events that highlight the vibrant culture and friendly atmosphere of this beautiful city.
  • St. Pete Beach: Located just 7 miles from Historic Uptown, St. Pete Beach is a sun-soaked paradise famous for its pristine coastline and family-oriented atmosphere. This lively beach city attracts visitors looking for relaxation and outdoor fun, with activities ranging from water sports to leisurely strolls along the shore. The area boasts a variety of resorts and shopping options, making it a fantastic spot for both adventure seekers and those wanting to kick back and enjoy the stunning views. Families can enjoy the welcoming ambiance and numerous beachside attractions, ensuring a memorable vacation experience.

Best time to go to Historic Uptown

If you're planning a trip to Historic Uptown, it's a good idea to check both the weather and property rates. The warmest month is August. Peak season runs in February to March and July, while off-peak times, like September to November tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January61.3°F (16.3°C)Light RainMostly SunnyAverageSlightly Low
February64.6°F (18.1°C)No Rain (Dry)Mostly SunnyModerately HighAverage
March67.8°F (19.9°C)Light RainMostly SunnyModerately HighSlightly High
April73.6°F (23.1°C)Light RainMostly SunnyAverageSlightly High
May78.3°F (25.7°C)Light RainSunnyAverageAverage
June82.0°F (27.8°C)Light RainMostly SunnyAverageAverage
July83.3°F (28.5°C)Moderate RainMostly SunnyModerately HighSlightly High
August83.7°F (28.7°C)Light RainMostly SunnyAverageAverage
September81.5°F (27.5°C)Light RainMostly SunnyModerately LowSlightly Low
October76.6°F (24.8°C)Light RainMostly SunnyModerately LowSlightly Low
November69.6°F (20.9°C)No Rain (Dry)Mostly SunnyModerately LowAverage
December65.5°F (18.6°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is a breeze

Are you eager to save on your upcoming journey? Keep in mind that being flexible with your travel dates can lead to significant savings, as prices can vary. Additionally, opting for a longer stay often results in even greater discounts. To discover the perfect Vrbo rental that fits your budget, take advantage of our filters to sort by price, location, and type of vacation property. We're here to help you find the best deal.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash on the full booking amount. Being the organizer truly has its perks. Join our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash on eligible stays. Sign up now and begin reaping the rewards.

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board offers a user-friendly platform where you can effortlessly create new trips, continue planning from where you paused, or easily view and manage your itinerary. You’ll see the properties you’ve saved or booked neatly organized into categories: Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Historic Uptown?
In Historic Uptown, vacation houses are the most popular type of rental, with about 31 available throughout the area. These homes typically feature spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups. Many also offer outdoor spaces like gardens or patios, great for enjoying the pleasant Florida weather. Additionally, there are around 29 apartments in the neighborhood, providing a more compact and convenient option for travelers. These apartments often include modern amenities, such as in-unit laundry facilities and comfortable living areas. While there are several cottages available, they are less common compared to houses and apartments.
Are there any beach house rentals in Historic Uptown?
In Historic Uptown, Florida, there are approximately 71 beach house rentals available. These properties are often located in charming, tree-lined neighborhoods that provide a serene atmosphere while still being close to local attractions. The beach houses typically feature amenities such as spacious living areas, fully equipped kitchens, multiple bedrooms, and outdoor spaces like patios or balconies, ideal for enjoying the warm Florida weather. Many rentals also come with added conveniences like private pools and BBQ areas, making them superb for families or groups looking to relax after a day of exploring the nearby waterfront and parks.
How much does it cost to rent a vacation home in Historic Uptown?
Prices for vacation rentals in Historic 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 Historic 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 Historic Uptown vacation house rentals?
You can find great discounts on house rentals in Historic 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 Historic Uptown?
In Historic Uptown, popular vacation rental amenities include fully equipped kitchens, coffee and tea makers, onsite parking, patios, and blenders. These amenities cater to travelers looking for convenience and comfort during their stay. The kitchens allow guests to prepare their own meals, while the patios provide a lovely outdoor space to relax.
Are there any family house rentals in Historic Uptown?
In Historic Uptown, Florida, there are plenty of family-friendly house rentals available—about 23 in total. This charming area is known for its tree-lined streets and vibrant community atmosphere, making it a great spot for families. Many of the homes feature spacious living areas, full kitchens for preparing family meals, and outdoor spaces where children can play safely. Amenities such as air conditioning and Wi-Fi are typically included, ensuring a comfortable stay for all.

Families can enjoy nearby attractions, including local parks and playgrounds, which provide ample opportunities for outdoor activities. The neighborhood also has a variety of restaurants and shops within walking distance, allowing visitors to immerse themselves in the local culture.
Can I rent a vacation home with a pool or hot tub in Historic Uptown?
In Historic Uptown, Florida, there are several vacation homes available for rent that feature pools and hot tubs. This charming neighborhood is known for its tree-lined streets and historic architecture, providing a picturesque backdrop for your stay. Travelers can expect a variety of amenities in these rentals, including private pools, outdoor hot tubs, and spacious patios for relaxation and entertaining. Many properties also come equipped with modern kitchens and comfortable living spaces, ensuring a convenient and enjoyable vacation experience.
Are there any Historic Uptown vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Historic 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.
Are there pet-friendly vacation rentals in Historic Uptown?
In Historic Uptown, Florida, travelers can find a variety of pet-friendly vacation rentals available. This charming neighborhood is known for its vibrant atmosphere and historic architecture, offering a great experience for visitors. Many of the rentals in this area come equipped with amenities such as spacious living areas, fully equipped kitchens, and outdoor spaces where pets can enjoy the fresh air.

Additionally, Historic Uptown is conveniently located near several parks that are superb for walking pets, including the picturesque Vinoy Park and the expansive Fort De Soto Park, which is a bit further but offers stunning views and beach access. These parks provide ample opportunities for outdoor activities, making it an ideal destination for those traveling with furry companions.
Can I find long-stay vacation rentals in Historic Uptown?
A long-stay vacation rental in Historic 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 Historic Uptown for a vacation rental?
April marks the beginning of the peak season in Historic Uptown, making it a wonderful time to consider a vacation rental. During this month, travelers can enjoy the vibrant atmosphere as the weather warms up, with temperatures typically ranging from the mid-50s to the low 80s Fahrenheit. This pleasant climate is ideal for outdoor activities, leisurely strolls through the historic district, and exploring the local parks that showcase the area's beautiful landscapes.

As the peak season extends from April to June, visitors can partake in a variety of events and festivals that celebrate the local culture and community spirit. The streets come alive with markets, art shows, and outdoor concerts, providing ample opportunities to connect with fellow travelers and locals alike.

If you're looking for a more budget-friendly option, consider planning your visit in October. This month offers a quieter experience, allowing for intimate exploration of the historic sites without the hustle and bustle of peak tourist activity.
Are there any remote work vacation rentals in Historic Uptown?
In Historic Uptown, Florida, travelers will find a variety of remote work vacation rentals, with around 46 options available. This vibrant neighborhood is known for its charming architecture, historic homes, and proximity to parks and local attractions. Many of the vacation rentals offer dedicated remote work amenities, including high-speed Wi-Fi, desks, and ergonomic chairs, making it easy to stay productive during your stay. Some properties may also include additional features such as computer monitors and safes for secure storage of valuables.

The area is conveniently located near coffee shops and restaurants, providing great spots for breaks or casual meetings. Additionally, the nearby waterfront parks and scenic walking paths offer a refreshing escape after a day of work, allowing guests to unwind while enjoying the beautiful Florida weather. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Historic Uptown vacation rental?
Book your Historic 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 Historic Uptown?
In Historic Uptown, Florida, visitors can enjoy a range of attractions that highlight the area's charm and history. The neighborhood is known for its beautiful tree-lined streets and historic architecture, making it superb for leisurely strolls. The nearby Museum of Fine Arts offers an impressive collection of art and is a cultural hub for the area.

For those interested in outdoor activities, the picturesque Vinoy Park provides scenic waterfront views, walking paths, and picnic spots, ideal for enjoying the Florida sunshine. Additionally, the vibrant local dining scene includes a mix of cafes and restaurants that reflect the area's eclectic atmosphere.

Historic Uptown is also close to the renowned St. Petersburg Pier, where guests can enjoy various recreational activities and enjoy waterfront dining options while taking in the stunning views of Tampa Bay.
Can I change or cancel my Historic Uptown home rental booking on Vrbo?
To find Historic 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 Historic 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.

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