Historic Uptown holiday rentals

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:4 Dec - 11 Dec

Entrance To Peacock
Downtown water views just a bike ride away
Smart TV to use in Livingroom with any apps you may need like Netflix or amazon or apple
The house
Exceptional
(60 reviews)

Close to all with a King-bed! Bikes included

St. Petersburg

7% off
S$1,541
for 7 nights, 1 home
S$220 per night
includes taxes & fees
Close to all with a King-bed! Bikes included
Interior
Outdoor dining
Interior
Exterior
Exceptional
(55 reviews)

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

St. Petersburg

7% off
S$1,782
for 7 nights, 1 home
S$255 per night
includes taxes & fees
Hello Dali Our Playful Art-Inspired Upstairs Apartment Near Downtown Walkable
Dining Room
Bar looking into kitchen area
Front Porch Patio seating
Stairs going into 2nd level from kitchen
Exceptional
(22 reviews)

4BR Historic Home Near Downtown | Pool & Courtyard

St. Petersburg

8% off
S$4,416
for 7 nights, 1 home
S$631 per night
includes taxes & fees
4BR Historic Home Near Downtown | Pool & Courtyard
Sunset along the bay yacht club
Waterfall to enjoy In small property Lagoon salt pool
Your private Carriage House retreat — a stand-alone space with no shared walls.
Full kitchen with Dishwasher
Exceptional
(43 reviews)

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

St. Petersburg

7% off
S$1,486
for 7 nights, 1 room
S$212 per night
includes taxes & fees
Private Cottage W/Pool & Blocks 2 Dtwn w/2 Bikes Close to Rays
Interior
Living area
Dining
Private kitchen
Exceptional
(13 reviews)

The Euclid 1925 Bungalow Located in Downtown

St. Petersburg

7% off
S$3,244
for 7 nights, 1 home
S$463 per night
includes taxes & fees
The Euclid 1925 Bungalow Located in Downtown
Interior
Outdoor dining
Room
Bathroom
Exceptional
(50 reviews)

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

St. Petersburg

7% off
S$1,365
for 7 nights, 1 apartment
S$195 per night
includes taxes & fees
Crescent Heights Cottage - Fully stocked - short or long term extended stays!
dining/office area off kitchen area across from bed
Visit the pier just a quick bike ride or drive away!
The Sunray Suite
XL Twin Bed with room at base of bed
Wonderful
(40 reviews)

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

St. Petersburg

7% off
S$1,073
for 7 nights, 1 apartment
S$153 per night
includes taxes & fees
Tiny rental +patio+BBQ+2bikes+Parking- great area!
Living area with pull out couch and smart TV
Living area looks into open kitchen
Entrance to Hideaway
waterfall makes wonderful background noise while sipping on a beverage before the night out
Exceptional
(43 reviews)

Explore St. Pete! Bikes Included, Prime Spot

St. Petersburg

8% off
S$1,820
for 7 nights, 1 home
S$260 per night
includes taxes & fees
Explore St. Pete! Bikes Included, Prime Spot
Private kitchen
Outdoor dining
Interior
Living area
Exceptional
(44 reviews)

An Art-Filled Garden Apartment Near Parks and Downtown

St. Petersburg

7% off
S$1,957
for 7 nights, 1 home
S$280 per night
includes taxes & fees
An Art-Filled Garden Apartment Near Parks and Downtown
King Bedroom
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
(43 reviews)

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

St. Petersburg

7% off
S$1,733
for 7 nights, 1 apartment
S$248 per night
includes taxes & fees
Pool+Treehouse Apt+Kg Bd 2bikes/close DT

  • 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

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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