Historic Uptown holiday homes

We found 216 holiday rentals — enter your dates for availability
Discover a selection of holiday rentals in Historic Uptown that are perfect for your trip. 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:18 Dec - 25 Dec

The house
Downtown water views just a bike ride away
Sunlight looking over to patio outside
Entrance To Peacock
Exceptional
(61 reviews)

Close to all with a King-bed! Bikes included

St. Petersburg

8% off
NZ$3,262
for 7 nights, 1 home
NZ$466 per night
includes taxes & fees
Close to all with a King-bed! Bikes included
Sunset along the bay yacht club
Waterfall to enjoy In small property Lagoon salt pool
Full kitchen with Dishwasher
Your private Carriage House retreat �— a stand-alone space with no shared walls.
Exceptional
(44 reviews)

Private Cottage W/Pool & Blocks 2 Dtwn w/2 Bikes Close to Rays

St. Petersburg

8% off
NZ$3,453
for 7 nights, 1 room
NZ$493 per night
includes taxes & fees
Private Cottage W/Pool & Blocks 2 Dtwn w/2 Bikes Close to Rays
Room
Outdoor dining
Interior
Dining
Exceptional
(50 reviews)

Crescent Heights Cottage - Fully stocked - short or long term extended stays!

St. Petersburg

7% off
NZ$1,842
for 7 nights, 1 apartment
NZ$263 per night
includes taxes & fees
Crescent Heights Cottage - Fully stocked - short or long term extended stays!
On a main road, but the fenced yard/courtyard feels tucked away
Bar looking into kitchen area
Front Porch Patio seating
Dining Room
Exceptional
(22 reviews)

4BR Historic Home Near Downtown | Pool & Courtyard

St. Petersburg

8% off
NZ$12,745
for 7 nights, 1 home
NZ$1,821 per night
includes taxes & fees
4BR Historic Home Near Downtown | Pool & Courtyard
Interior
Outdoor dining
Private kitchen
Interior
Exceptional
(55 reviews)

Hello Dali Our Playful Art-Inspired Upstairs Apartment Near Downtown Walkable

St. Petersburg

7% off
NZ$2,932
for 7 nights, 1 home
NZ$419 per night
includes taxes & fees
Hello Dali Our Playful Art-Inspired Upstairs Apartment Near Downtown Walkable
dining/office area off kitchen area across from bed
Visit the pier just a quick bike ride or drive away!
downtown waterfront great for cycling walking or just enjoying st pete
XL Twin Bed  with room at base of bed
Wonderful
(41 reviews)

Tiny rental +patio+BBQ+2bikes+Parking- great area!

St. Petersburg

8% off
NZ$1,991
for 7 nights, 1 apartment
NZ$284 per night
includes taxes & fees
Tiny rental +patio+BBQ+2bikes+Parking- great area!
Lagoon Cocktail Pool in Courtyard
Take a sailboat cruise on the bay to watch the sunset
Stairs to 2nd story rental - entire floor and entrance are yours
Private kitchen
Exceptional
(46 reviews)

Pool+Treehouse Apt+Kg Bd 2bikes/close DT

St. Petersburg

8% off
NZ$3,132
for 7 nights, 1 apartment
NZ$447 per night
includes taxes & fees
Pool+Treehouse Apt+Kg Bd 2bikes/close DT
Entrance to Hideaway
Living area looks into open kitchen
Living area with pull out couch and smart TV
Bar area looking into Kitchen
Exceptional
(43 reviews)

Explore St. Pete! Bikes Included, Prime Spot

St. Petersburg

8% off
NZ$3,357
for 7 nights, 1 home
NZ$480 per night
includes taxes & fees
Explore St. Pete! Bikes Included, Prime Spot
Private kitchen
Outdoor dining
Living area
Exterior
Exceptional
(44 reviews)

An Art-Filled Garden Apartment Near Parks and Downtown

St. Petersburg

7% off
NZ$3,188
for 7 nights, 1 home
NZ$455 per night
includes taxes & fees
An Art-Filled Garden Apartment Near Parks and Downtown
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

When is the best time to visit Historic Uptown for a holiday rental?
April marks the beginning of the peak travel season in Historic Uptown, drawing visitors eager to soak in the area's vibrant culture and historical charm. From April to June, the region comes alive with outdoor festivals, art shows, and a variety of activities that celebrate its rich heritage, making it an ideal time for those seeking a lively option.During April, you can expect pleasantly warm temperatures ranging from 15 to 27 degrees Celsius, great for exploring the picturesque streets lined with historic architecture or enjoying leisurely strolls in the local parks. The comfortable climate enhances outdoor sightseeing, allowing you to fully appreciate the beauty of the area, including its quaint shops and inviting cafes.For those looking to save a bit while still experiencing the unique allure of Historic Uptown, visiting in October can be a great choice. This month offers a quieter environment, where you can enjoy the fall foliage and local events at a more relaxed pace. The stunning autumn colours add a new dimension to your sightseeing, making for memorable photographs and peaceful walks.Ultimately, the best time to book a holiday rental in Historic Uptown will depend on whether you prefer the bustling energy of spring and early summer or the tranquil beauty of autumn.
What are the top attractions in Historic Uptown, Florida, United States of America?
In Historic Uptown, Florida, visitors can explore a variety of attractions that showcase the area's rich history and vibrant culture. The neighbourhood is known for its beautiful tree-lined streets and historic architecture, with many homes reflecting the Mediterranean Revival style. One of the key highlights is the Salvador Dalí Museum, which houses an extensive collection of the artist's works and offers stunning waterfront views.Nearby, the Museum of Fine Arts features a diverse collection of artworks and hosts various exhibitions throughout the year. For those who enjoy the outdoors, the Vinoy Park provides a lovely setting for picnics and leisurely walks along the waterfront, and it often hosts events and festivals.The area also boasts the historic St. Petersburg Shuffleboard Club, where visitors can enjoy this classic outdoor game. Additionally, the local dining scene offers a range of options, from charming cafés to upscale restaurants, many of which are located within walking distance of the main attractions.
Are all fees included in the Historic Uptown holiday homes prices shown on Bookabach?
Bookabach 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.
Are there any Historic Uptown holiday homes with parking?
Bookabach offers a wide selection of holiday homes in Historic Uptown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details 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 any discounts for Historic Uptown holiday homes?
You can find great discounts on holiday homes in Historic Uptown on Bookabach, 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.
Can I change or cancel my Historic Uptown holiday home booking on Bookabach?
To find Historic Uptown holiday rentals with free cancellation, just use Bookabach'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". Whether you're adjusting your plans or looking for flexible payment options, Bookabach makes it easy to book with confidence.
Can I find long-stay holiday homes in Historic Uptown?
A long-stay holiday home in Historic Uptown is the best way to experience local living. Plus, you can make the most of long-stay discounts. 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.
Can I plan a group trip on Bookabach?
Bookabach's Trip Planner makes organising 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 favourites, and build the perfect itinerary together.
How early should I book a Historic Uptown holiday home?
Book your Historic Uptown holiday home 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 Bookabach booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Historic Uptown?
Prices for holiday homes 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 travelling solo, as a couple, with family, or in a group. Bookabach offers something for every taste and budget, from affordable homes in Historic Uptown to more spacious homes.
What can I expect from Bookabach customer service and Bookabach Care™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, Bookabach Care™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, Bookabach customer service is available 24/7 to support you every step of the way. Bookabach also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is Bookabach Care™ and how does it work?
Bookabach's mission is to help guests relax, reconnect, and enjoy precious time together. With Bookabach Care™, 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.
Why should I join Bookabach as a host?
Joining Bookabach as a host opens the door to a global community of travellers 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, Bookabach makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Bookabach handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.