Vacation rentals in South Side Flats

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Top-rated vacation rentals in South Side Flats

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
A cozy living room is featured, with a dark couch positioned alongside a light-colored wall. A fluffy rug covers the floor, and a mounted television is visible on the wall. A round wicker chair and a small coffee table complete the welcoming atmosphere.
Apartment in South Side Slopes
4.91 out of 5 average rating, 117 reviews

Walkable Southside Flats Fun

Within 2 blocks of all the fun the Southside has to offer. This fully equipped apartment is all yours. Sights and sounds of the city right outside your very private front door. Queen puffy lux hybrid bed, comfy living room space with room for a 3rd person on the coach. Great eat-in-kitchen. All you are missing is a dishwasher :) Laundry center provided in unit. Tub/shower combo. High speed internet, workspace desk, 2 Roku ready TVs just bring your streaming account info and call this home

Guest favorite
An open living area showcases modern furnishings, including a cozy gray sectional sofa with decorative cushions. A striped area rug covers the floor, while a wooden coffee table holds small plants. A staircase with black railings leads to the upper level, and dining space is visible in the background.
Home in East Carson Street
4.95 out of 5 average rating, 254 reviews

New Home with an integral garage and rooftop deck!

New construction home located in the desirable Southside flats area. Home comes with an integral tandem style garage for parking (2 cars can park back to back inside the garage) You’ll love hanging outside on the rooftop deck and being able to see different views of the city of Pittsburgh! Countless restaurants, bars, and stores are within walking distance. Close drive to the PPG Arena. Short drive to PNC Park, Heinz Field, Rivers Casino, and local museums. Minutes away from downtown Pittsburgh!

Guest favorite
The modern kitchen features white cabinetry, stainless steel appliances, and a spacious central island with yellow bar stools. Sleek countertops and stylish pendant lighting enhance the functional space, which is complemented by warm wooden flooring.
Townhouse in East Carson Street
4.88 out of 5 average rating, 276 reviews

Amazingly Homey w/Garage + Outdoor Space! 5B/2B

Magnificent 5bedroom Southside townhome with private garage parking! Originally built in the early 1900s, the property recently underwent a full renovation which preserved it's character & charm, but added wonderful modern amenities. Located in one of the best locations in Pittsburgh, just a short walk to the Southside Strip. The property has a lovely outdoor patio with furniture and grill. It's a wonderful property for traveling business partners who want space, families, and small groups alike

Top guest favorite
A spacious living area features a plush sectional couch positioned around a low coffee table. Light enters through a window dressed with blinds, highlighting the patterned area rug beneath. The wall is adorned with a large clock, adding a functional element to the room.
Apartment in East Carson Street
4.96 out of 5 average rating, 214 reviews

Lovely South Side spacious 1 Bedroom with parking

Centrally located, 2 blocks from historic Carson street in the heart of the South Side. Restaurants, bars, shopping, bus transportation just outside the front door. Convenient to all Pittsburgh sports venues/theater district. Apartment is fully equipped with all kitchen amenities, a spacious bedroom and bath. New tiled shower installed January ‘23. Work space provided. A/c provided in the summer. Small on site reserved parking space makes this a rare find! 4.8 guest rating required to book

Guest favorite
A spacious living area features a navy blue couch and a large coffee table on a decorative area rug. Two lamps provide soft lighting, while a mirrored accent wall enhances the room's openness. The dining area is visible in the background, with a large table and chairs.
Apartment in East Carson Street
4.85 out of 5 average rating, 776 reviews

South Side Flats - Central to everything!

Artfully decorated, large, and open concept 1 bedroom apartment in the center of the South Side Flats entertainment district. Everything you need is within steps of your front door - restaurants, grocery, and entertainment. 5 min from downtown & within 15 min to anywhere in the city. IMPORTANT: This listing is exclusively for people visiting Pittsburgh. DO NOT book with us if you live in Allegheny County without 1st receiving permission from the host, or your reservation will be cancelled.

Guest favorite
The living room features a comfortable leather sofa, two modern chairs, and a coffee table. A cozy fireplace is framed by light-colored tiles. Lush greenery and decorative art pieces add visual interest, while warm wooden flooring enhances the inviting atmosphere.
Home in South Side Flats
4.94 out of 5 average rating, 85 reviews

King Bed, Artist's Flat

Kick back and relax in this calm, stylish space. Enjoy the evening around the fire pit or home theatre. 4 blocks to the exciting Riverfront and Southside Works stores, parks, restaurants and bars. 10 min. to Oakland or Downtown. The home has a newly remodeled kitchen, laundry and half bath on the main level. Upstairs is a spacious bedroom with a king bed, TV room, and a full bathroom. Out back is a lovely deck and Adirondack chairs around the fire pit. Perfect for a couple or young family.

Top guest favorite
The open living area features a stylish kitchen with stainless steel appliances and a comfortable seating area with a blue couch. Large windows allow natural light to fill the space while offering city views.
Condo in Downtown Pittsburgh
4.96 out of 5 average rating, 301 reviews

Free Parking!★ Private Gym★ Great Views!

Luxury living downtown! Whether you're staying for a few days or a few months, you'll love the location and amenities of our apartment! ➤ Our fourth floor apartment features city views from huge windows (with motorized blinds) ➤ Relax in the multi-jet shower & jetted tub ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home at your desk with 400mbps fiber internet ➤ Smart TVs in bedroom + living room Questions? Don't hesitate to ask!

Superhost
The living room features bold teal walls and large windows, allowing natural light to fill the space. A comfortable gray sofa is adorned with decorative pillows, complemented by a gold coffee table atop a textured black rug. Stylish curtains frame the windows, enhancing the inviting atmosphere.
Townhouse in East Carson Street
4.85 out of 5 average rating, 263 reviews

Colorful Southside gem! Off-street parking!

Great 2 story, 2 bedrooms apt located just a few blocks up from the South Works! Tons of shopping, restaurants, bars & coffee shops nearby! The space is bright, colorful & travel-themed. Fully outfitted for short or long term rentals, with plenty of charm & style to make you feel right at home. 2 bedrooms feature 1 King, 1 Full & living room has 1 sofa that lays flat as a twin-sized bed, sleeping 5 comfortably! Eat-in kitchen has new appliances & seating for 4! Ideal location!

Guest favorite
A modern living area is highlighted by large windows allowing natural light to fill the space. A comfortable sofa is adorned with decorative pillows, facing a wooden coffee table. A tall lamp stands nearby, and shelves display various books and decor.
Home in East Carson Street
4.91 out of 5 average rating, 418 reviews

Urban converted gas station in heart of South Side

My place is close to art and culture, restaurants and dining, and family-friendly activities. The southside is loaded with bars and restaurants, grocery and clothing stores, galleries, public library and pool. It is very near downtown Pgh and has great bike/running trails along the river. You’ll love my place because of the outdoors space, the neighborhood, the light, the comfy bed, and the kitchen. My place is good for couples, business travelers, and furry friends (pets).

Top guest favorite
An aerial view showcases a vibrant urban landscape with a mix of residential buildings and greenery. The interior image features a bright bedroom adorned with colorful wall art above the spacious bed. The living area highlights a modern design with a comfortable seating arrangement and large windows allowing natural light.
Apartment in East Carson Street
4.96 out of 5 average rating, 91 reviews

Perfect Location | Free Parking | Walkable

* Downtown, Stadiums & Hospitals all 3 miles or less * In the Heart of the Entertainment District * King Bed * Roku Smart TV Whether you're here for a weekend getaway, or a business trip, you'll find our location incredibly convenient. You'll find yourself within minutes of the action, whether you're exploring downtown's bustling scene, catching a concert, cheering on the Steelers/Pens/Buccos or visiting the hospitals or cultural and academic institutions of Oakland.

Guest favorite
A modern living area features a kitchenette with a small refrigerator and microwave, alongside a comfortable white chair and a sleek gray sofa. A wall-mounted TV displays a city skyline, while exposed brick adds a touch of character. Natural light filters in through a window.
Home in Friendship
4.88 out of 5 average rating, 542 reviews

PRIVATE MINI STUDIO (D2)

This Mini Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, sleeper sofa, a kitchenette and a full bathroom with a private entrance on the 3rd floor of a beautiful 1890s Pittsburgh mansion. It's the size of a large room and works very well with guests that are planning to work, or go out enjoying the city and come back to a safe, clean and comfy place to recharge for the night (not suitable for kids under 10).

Guest favorite
A cozy living space is highlighted by a ceiling fan and a wall clock. A television is positioned on a media console across from a comfortable couch. A round coffee table sits on a light area rug, with decorative items placed on top.
Apartment in East Carson Street
4.93 out of 5 average rating, 201 reviews

Convenient 1 BR With City View

Enjoy easy access to everything Pittsburgh has to offer from this cozy space with a city view! This is the third floor apartment (3 on door) Conveniently located close to downtown, public transportation, and plenty of amenities including shopping & dining. Within a 5 mile radius of all local sports arenas and concert venues. Includes 1 queen sized bed + a pull out couch for additional sleeping space. We look forward to hosting yinz!

Popular amenities for South Side Flats vacation rentals

When is the best time to visit South Side Flats?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$19,678 GYDG$19,468 GYDG$21,352 GYDG$22,818 GYDG$27,004 GYDG$26,795 GYDG$24,702 GYDG$24,492 GYDG$23,446 GYDG$29,307 GYDG$24,492 GYDG$22,190 GYD
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Quick stats about vacation rentals in South Side Flats

  • Total vacation rentals

    Explore 290 vacation rentals in South Side Flats

  • Nightly prices starting at

    South Side Flats vacation rentals start at G$2,093 GYD per night before taxes and fees

  • Verified guest reviews

    Over 20,150 verified reviews to help you choose

  • Family-friendly vacation rentals

    170 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 120 rentals that welcome pets

  • Rentals with dedicated workspaces

    220 properties have a dedicated workspace

  • Wi-Fi availability

    290 of South Side Flats vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across South Side Flats rentals

  • 4.8 Average rating

    South Side Flats stays are highly rated by guests—averaging 4.8 out of 5!