Vacation rentals in South Side Flats

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in South Side Flats

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

%{current} / %{total}1 / 1
Guest favorite
Home in Pittsburgh
4.89 out of 5 average rating, 9 reviews

Cozy & Private 2x-Unit Duplex | Sleeps 5 Guests

Welcome to your home away from home in Pittsburgh’s vibrant South Side neighborhood! This property includes two separate 1-Bed, 1-Bath units, each with their own living and kitchen spaces. Whether you're traveling with another couple, friends, or colleagues, this setup offers the ideal blend of togetherness and privacy. The building is modern yet cozy, and is located just steps from East Carson Street and you'll be within walking distance of the neighborhood’s best restaurants, bars, cafes, etc!

Top guest favorite
An aerial view captures the contemporary home surrounded by lush greenery. The structure showcases a mix of wood and metal siding, with a spacious deck featuring outdoor seating and dining options, as well as a grassy area below, inviting relaxation amidst nature.
Home in Pittsburgh
4.99 out of 5 average rating, 178 reviews

Cliffside Luxury with Spectacular City Views

Amazing views, rooftop patio w/fire pit, contemporary design and furnishings are just the beginning for your amazing stay at our cliffside paradise. This architecturally stunning home offers a fully equipped kitchen, two decks to dine and relax on. Beyond its walls, you can visit the nearby Station Square shops and restaurants, 2 Inclines, Pittsburgh Zoo and PPG Aquarium, Warhol Museum, the Rivers Casino, or watch the Penguins at PPG Arena, Steelers at Heinz Field, and the Pirates at PNC Park!

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 Pittsburgh
4.96 out of 5 average rating, 213 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

Top guest favorite
A front porch is featured, with wooden railings and two chairs facing a small table. A large window offers a view into the interior space, while nearby siding presents a neutral tone. Greenery is noted at the base of the porch posts.
Home in Pittsburgh
4.95 out of 5 average rating, 204 reviews

UPSCALE HOME CENTRALLY LOCATED IN SOUTH SIDE FLATS

Centrally located in South Side Flats, many of the most popular S. Side restaurants & bars are a few minutes walk away. The stadiums/arenas are also only a short drive. The home has 1.5 bathrooms & 2 bedrooms (queen bed in each room plus a futon in 2nd BR). Features include air conditioning, 1st floor washer/dryer, private back patio, front porch, & kitchen basics for cooking. I can only register 1 car for parking & it's on-street parking only. There are no assigned spots; 1st come, 1st serve.

Superhost
The living area features a fold-out sofa adorned with a colorful floral cover, accompanied by two upholstered chairs and a wooden writing desk. A rectangular coffee table sits at the center, with light streaming in through large windows that enhance the space's brightness.
Apartment in Pittsburgh
4.83 out of 5 average rating, 419 reviews

1 Bed, idyllic, stadiums, free parking, & Pets OK

Here's a quiet hideaway. Book the apartment, and reserve a fine meal at a nearby restaurant, and walk to the nearby park. For the price of a hotel room, you get living and sunrooms, a complete kitchen with parking, washing, ironing, and excellent internet access. You are close to concerts, parks, museums, stadiums, AGH, and fine restaurants. This apartment is a great center to explore downtown and the Northside of Pittsburgh. You and your pet will like the large park, only a 1/2 block away.

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 Pittsburgh
4.85 out of 5 average rating, 775 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
A three-story brick home is depicted, featuring large windows that allow ample natural light. The entrance includes a dark door, with a garage below and a balcony on the top floor. The neighboring buildings contribute to the urban environment.
Home in Pittsburgh
4.94 out of 5 average rating, 18 reviews

Quiet spacious Southside house w/ garage

Welcome to your cozy retreat in Pittsburgh’s vibrant South Side! Just steps from Carson Street, find a variety of our favorite eateries, like Dish Osteria for Italian delights and Gong Cha for bubble tea. Downtown and Duquesne University are a quick 5-minute drive, while the Strip District and Oakland’s universities are just 10 minutes away. Step onto the top deck for a great view of Downtown Pittsburgh at night. Experience the best of Pittsburgh from this charming and well-equipped home!

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 Pittsburgh
4.96 out of 5 average rating, 300 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!

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 Pittsburgh
4.91 out of 5 average rating, 414 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).

Guest favorite
A modern kitchen is showcased with a central island featuring seating for three. Light wood flooring complements the white cabinetry and stone countertops. Exposed wooden beams add character, while a brick accent wall includes a sleek stove and hood, enhancing the space's contemporary feel.
Home in Pittsburgh
4.93 out of 5 average rating, 73 reviews

A Perfect South Side Getaway

Looking for a stylish and comfortable place for your next group trip? Look no further! Our home is the perfect blend of modern amenities and classic charm, making it the ideal spot for friends, family, or colleagues to gather and enjoy everything the city has to offer. What makes our place special? It’s all in the details. Nestled in the heart of Pittsburgh’s vibrant SouthSide, the ideal location for the city's unique blend of history, culture, and nightlife.

Guest favorite
A stunning view captures the Pittsburgh skyline during sunset, with vibrant hues of pink, purple, and orange illuminating the sky. The foreground features lush greenery, while the cityscape showcases a mixture of modern buildings and bridges along the river, creating a picturesque urban scene.
Apartment in Pittsburgh
4.93 out of 5 average rating, 341 reviews

Spacious Studio w/ Million Dollar City Views

Enjoy a million-dollar view in our cozy studio apartment located on a quiet cul-de-sac with free off-street parking! Just minutes from E Carson Street in the South Side, you'll be close to shopping, dining, and nightlife. Downtown, stadiums, universities, cultural arts venues, and hospitals are all less than 10 minutes away. Plus, with easy access to I-376, you're a short drive to Monroeville or Robinson in about 20 minutes! Perfect for both work and play.

Superhost
The spacious bedroom features a large King bed covered with light bedding. A mounted TV is positioned above a decorative fireplace. Natural light is provided by a wide window adorned with elegant curtains. A dining table with chairs complements the modern decor.
Apartment in Pittsburgh
4.87 out of 5 average rating, 125 reviews

Spacious&Modern 2Bdr Apt Pittsburgh

Welcome to our modern 2-bedroom apartment, centrally located on East Carson Street in the vibrant South Side. Surrounded by shopping, dining, and entertainment, this is the perfect spot to experience the city. Downtown and the stadiums are less than 10 minutes away. The apartment features two King beds, a Full Kitchen, and a Smart Security System, ensuring a comfortable and secure stay.

Popular amenities for South Side Flats vacation rentals