Photo by Jay Mullenix

Historic Uptown holiday lettings

We found 264 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Historic Uptown by choosing from 42 houses, 35 apartments and other holiday rentals. Whether you’re staying in a holiday home with a group or just with your pet, you'll have the amenities that you expect and more, including Wi-Fi and parking. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Historic Uptown

Showing deals for:26 Sept - 3 Oct
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Why visit Historic Uptown

  • Historic allure: Discover the charming streets filled with history, offering a glimpse into St. Petersburg's rich past.
  • Outdoor activities: Enjoy beautiful parks and nearby beaches, perfect for picnics, strolls, and relaxation.
  • Cultural experiences: Explore fascinating art museums and local galleries that showcase vibrant creativity.
  • Unique shops and cafes: Browse quaint shops and indulge in delightful cafes that reflect the local culture.
  • Diverse accommodation: Choose from stylish townhouses, charming condos, and private holiday homes for a comfortable stay.

Popular types of accommodation around Historic Uptown

You've chosen to explore Historic Uptown, and now it's time to select your perfect accommodation. From stylish townhouses to charming condos and private holiday homes, there’s a delightful range of options to suit every taste. Whether you’re seeking the best hotels or unique apartments, Historic Uptown offers a variety of vacation rentals that combine comfort and character. Discover the ideal base for your adventure today!

  • Condos: The most sought-after accommodation in Historic Uptown, offering modern amenities and a community feel for an enjoyable stay.
  • Houses: A popular choice for groups or families, these homes provide a home-like environment with added privacy.
  • Apartments: A convenient option for travellers seeking a compact and practical living space in the heart of the area.
  • Cottages: Charming and quaint, these rentals offer a cosy retreat amidst the vibrant surroundings.
  • Villas: Luxurious and spacious, perfect for those wanting an upscale experience during their holiday.**

Top attractions near Historic Uptown

Historic Uptown in St. Petersburg, Florida, offers a delightful blend of outdoor activities and cultural experiences, making it perfect for family and city-themed holidays. Visitors can enjoy the beautiful beaches, verdant urban parks, and fascinating art museums. As the heart of St. Petersburg, Historic Uptown's charm and allure provide an enriching exploration of its history and vibrant community, ensuring there's something for everyone to enjoy.

  • Tampa Bay: A stunning natural bay offering picturesque beach views and a plethora of outdoor activities. The area is perfect for leisurely strolls, water sports, and enjoying the vibrant scenery that the Florida sun provides.
  • Vinoy Park: An urban oasis located in the heart of St. Petersburg, ideal for families and outdoor enthusiasts. With its lush greenery and recreational facilities, it's a perfect spot for picnics, jogging, or simply unwinding amidst the city's hustle.
  • Salvador Dali Museum: A cultural gem showcasing the surreal works of Salvador Dali. Its unique architecture and extensive collection offer an insightful glimpse into the mind of one of the 20th century's most influential artists.

Things to do recommended for couples

For a delightful couple's getaway in Historic Uptown, enjoy a lively concert at Jannus Live, just 1.6km away. Experience enchanting dances at St. Pete's Historic Coliseum, 435m from your stay, and savour a romantic meal at 400 Beach, also 1.6km away. Perfect for creating lasting memories!

Things to do recommended for families

During your family holiday in Historic Uptown, St. Petersburg, you can enjoy the sports atmosphere at Tropicana Field, relax at Maximo Park, or seek adventure at the Tampa Bay Grand Prix. Each location offers unique experiences for all ages, ensuring a memorable trip for the whole family.

Things to do recommended for groups

Explore the vibrant John's Pass Village & Boardwalk for shopping and entertainment, enjoy a cultural evening at the Mahaffey Theater, or tee off at the Renaissance Vinoy Golf Club for a delightful outdoor experience, all conveniently located near Historic Uptown.

Booking with Vrbo is simple

Are you hoping to cut costs on your upcoming holiday? It may be beneficial to remain flexible with your travel dates, as prices can vary significantly. Additionally, opting for a longer stay often leads to substantial savings. To discover the ideal Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Where to stay near Historic Uptown

Historic Uptown in St. Petersburg, Florida, offers a delightful blend of charm and history, making it an ideal destination for families and couples alike. With its picturesque streets, friendly atmosphere, and vibrant community, visitors can explore lovely parks, quaint cafes, and unique shops. Nearby attractions further enhance the experience, providing opportunities for scenic excursions and memorable moments in this beautiful neighbourhood. Discover the warmth and romance of Historic Uptown during your American holiday.

  • St. Petersburg - Clearwater: St. Petersburg - Clearwater is a vibrant metropolis located 559m from Historic Uptown. Renowned for its stunning beaches and outdoor activities, this area is perfect for families seeking fun and relaxation. Visitors can enjoy a leisurely day at the beach, explore the local shopping areas and mall centres, or stroll along the picturesque boardwalk. The nearby sandy shores provide an inviting environment for sunbathing and water sports, making it a top choice for those looking to experience Florida's coastal charm.
  • St. Petersburg: Situated just 621m away from Historic Uptown, St. Petersburg is a lively city known for its outdoor spaces and family-friendly attractions. Here, you'll find a range of shopping areas and luxurious resorts that cater to diverse tastes. Families can enjoy the local beaches, which offer ample opportunities for swimming and relaxing by the shore. The city’s beautiful parks and cultural venues also provide enriching experiences, ensuring that there's something for everyone in this welcoming destination.
  • St. Pete Beach: Located 4.3km from Historic Uptown, St. Pete Beach is a charming city that epitomises the quintessential beach holiday. Known for its stunning coastline, it attracts visitors seeking a fun-filled family experience amidst the sun and sand. The area boasts numerous resorts and shopping options, making it easy to unwind and shop for souvenirs. With its inviting beaches and vibrant neighbourhoods, St. Pete Beach is an ideal destination for those looking to enjoy the great outdoors while soaking in the relaxed Floridian atmosphere.

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 from February to April, 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 SunnyModerately HighSlightly 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 SunnyAverageSlightly 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

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

If you're planning a trip with a group, family, pets, or seeking extended stays, it's important to refine your search according to your specific needs. Here are some helpful booking tips for using Vrbo.

  • Traveling to Historic Uptown with a group: Think about how many bedrooms you'll require, as well as features like a fully equipped kitchen or outdoor space for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Historic Uptown with young kids: Travelling with young children can present its challenges. It’s important to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, considering your closeness to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Historic Uptown: For many families, a holiday isn’t truly complete without their furry companions. If this resonates with you, take a look at Vrbo properties that welcome pets. Most 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 in search of holiday rentals with discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. You might also want to include options such as a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for planning new trips, refining your existing arrangements, or managing your bookings. Your saved or booked properties are thoughtfully categorised into Potential, Upcoming, or Current Trips for easy access. To delve into Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of holiday rental accommodation in Historic Uptown?
Houses are the most popular style of holiday rental in Historic Uptown, according to our data. Even if you have a different vision in mind, Vrbo has properties in loads of shapes and sizes. Look over our options to find your perfect Historic Uptown pad.
How much does it cost to rent a holiday rental in Historic Uptown?
The average price for a holiday rental in Historic Uptown is determined by several factors, like season, property type and length of stay. Whether you're dreaming about a sprawling villa with lots of space or a quaint cottage for just you and the kids, just enter your dates of travel to find stays with unbeatable value.
How much does it cost to rent a beach house in Historic Uptown?
Prices for beach houses in Historic Uptown can differ depending on the size and style of the property and when you're travelling. Simply enter your dates of travel into Vrbo and how many guests to see your rental options and prices. From there you can use our filter tool to narrow your search results by amenities, nearby activities, ratings and more.
Are there pet-friendly holiday rentals in Historic Uptown?
You're in luck! There are. You'll have your pick of 46 holiday rentals that allow pets in Historic Uptown. Plenty of our pet-friendly holiday rentals even have an outdoor area for your four-legged fur baby to have fun in, complimentary treats, special dog beds and proximity to parks. Apply the "Pets allowed" filter to find a holiday home on Vrbo that's pawfect.
What are popular rental amenities in Historic Uptown?
An electric car charging station, a fireplace and a firepit are rated the most popular rental amenities in Historic Uptown. Whether you plan to go by yourself, with your sweetheart or as a family, Vrbo can help you find a holiday rental that fits your tastes with all the extras you're looking for.
Are there large group holiday rentals in Historic Uptown?
You'll find three holiday properties in Historic Uptown that can host a group of 10 or more guests. Whether you're organising a family holiday or some kind of special event, there's enough room to get your favourite people together under one roof.
Are there holiday rentals in Historic Uptown that welcome kids?
Gather your entire family for an epic adventure in Historic Uptown at one of our 45 family-friendly holiday properties. Many of these stays come with amenities that are just perfect for getaways with youngsters, such as laundries, living rooms and private pools. Just click on the "Properties good for families" filter and pick your favourite.
What are the top attractions for families in Historic Uptown?
Keeping the kids amused during your holiday in Historic Uptown is easy with these leading family-friendly attractions:

  • Great Explorations Childrens Museum
  • St. Petersburg Museum of History
  • Spa Beach

Are there one-bedroom holiday rentals in Historic Uptown?
Yes, you'll find 25 one-bedroom properties in Historic Uptown to pick from. A one-bedroom holiday home is a wonderful choice if it's just you and your sweetheart or if you're travelling on your own. Toss in more space, privacy and convenience than a standard hotel, and you've got the makings of a getaway to remember.
Can I find two-bedroom holiday rentals in Historic Uptown?
Gather your besties and enjoy total privacy and comfort in one of the nine two-bedroom holiday rentals Historic Uptown has to offer.
Are there holiday rentals with WiFi in Historic Uptown?
Whether you want to keep up with world events, send some emails or surf your social networks, there are 15 holiday homes with WiFi in Historic Uptown. Check the "WiFi" box when searching on Vrbo and stay connected on your holiday.
How can I find holiday rentals with air conditioning in Historic Uptown?
Pick from 44 holiday homes with air conditioning in Historic Uptown offering that gentle, cool breeze and extra element of comfort. Enter your preferred dates of travel and then use our filter tool to help you book properties with air conditioning.
How old do you have to be to rent a holiday rental in Historic Uptown?
The minimum age permitted can differ between properties on Vrbo, so double-check the rules of the holiday rental in Historic Uptown you're considering. But in general, it's 16, 18 or 21.
How long can I rent a holiday rental in Historic Uptown for?
How long you can book a holiday rental in Historic Uptown differs according to the property. Simply enter your preferred travel dates to look at a list of options offering extended stays. With lots of amenities like full kitchens and air conditioning, as well as some offering weekly or monthly discounts, you're sure to discover a terrific place to call your home away from home in Historic Uptown.

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