Vacation rentals in South Side Flats

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Top-rated vacation rentals in South Side Flats

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Top guest favourite
Home in Pittsburgh
5 out of 5 average rating, 8 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!

Guest favourite
The living room features a brown futon adjacent to a black coffee table and a media console with a large flat-screen TV. A minimalist wall clock is displayed on one wall, while two decorative wall hangings occupy the opposite side. Natural light enhances the warm wood flooring.
Apartment in Pittsburgh
4.84 out of 5 average rating, 44 reviews

New & Spacious Apartment in Pittsburgh

Welcome to our brand new luxurious and spacious 1 bedroom 1 bathroom apartment on a quiet street in the South Side Flats! Perfect for travel nurses, college students, interns, newly graduated couples, visiting college parents, or Pittsburgh sports fans! Long, medium, or short term guests are welcome! Proximity to Pittsburgh hotspots: 3 blocks off of East Carson street 10 minutes to Downtown 10 minutes to Oakland 10 minutes to the Strip 15 minutes to the North Shore 15 minutes to Lawrenceville

Top guest favourite
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
4.94 out of 5 average rating, 199 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.

Guest favourite
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, 769 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 favourite
A spacious living area features a large, soft sectional sofa and a glass coffee table. A flat-screen TV is positioned on an easel, and a cozy chair adds extra seating. Natural light fills the room from a large window, complementing the modern decor.
Loft in Pittsburgh
5 out of 5 average rating, 11 reviews

Breathtaking South Side Loft / 2BedR - 1 Bath

Welcome to our one-of-a-kind loft in the vibrant South Side of Pittsburgh, where history and modern style blend seamlessly. Housed in a building with a rich past dating back to 1890, this ground-floor, loft-style walk-up is not just a place to stay but a journey through time. Once a speakeasy, our loft offers guests a unique experience that combines the charm of yesteryear with the comforts of today. Immerse yourself in the unique charm of a space where history meets contemporary comfort.

Top guest favourite
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, 294 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!

Top guest favourite
A welcoming living room features a blue sofa and two comfortable chairs arranged around a circular coffee table. A stone fireplace with decorative accents is the focal point, complemented by shelves displaying artistic decor. Natural light enters through the windows, enhancing the space.
Home in Pittsburgh
4.96 out of 5 average rating, 73 reviews

Stunning Views + Roof Deck | Free Parking

Your urban oasis awaits! Experience true city living in Pittsburgh's Southside Flats. This 2BR, 2.5 bath updated home with an ensuite whirlpool bath and a rooftop deck boasting panoramic city views, and a serene private back porch with awning is the perfect space to retreat after enjoying all that Pittsburgh has to offer. Open floor plan, large family kitchen, short stroll to E Carson St, walking distance to bars, restaurants and lots of things to see and do! We can't wait to host you!

Superhost
An open and modern living space features a light-filled kitchen area with two wooden bar stools positioned at a white countertop. A comfortable gray sofa is visible, accompanied by a framed artwork on the wall. Natural light streams through two large windows, enhancing the airy atmosphere.
Apartment in Pittsburgh
4.76 out of 5 average rating, 21 reviews

Modern 1-bdrm South Side Flats

Located in Pittsburgh’s vibrant Southside Flats, our cozy, modern apartment is the perfect retreat for up to two guests. Steps from UPMC facilities, South Side Works, and the Three Rivers Heritage Trail, it’s ideal for exploring the city. Approximately 3.5 miles away from Acrisure Stadium, PPG Paints Arena, and PNC Park. Enjoy amenities like Wi-Fi, streaming, and nearby paid parking. Perfect for work or play, our space combines comfort, convenience, and charm. Book your stay today!

Guest favourite
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 favourite
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, 67 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.

Superhost
A modern living area features a spacious sofa and a glass coffee table, complemented by a decorative area rug. Large windows allow natural light to fill the space, while a well-equipped kitchen is visible in the background with stainless steel appliances.
Apartment in Pittsburgh
4.87 out of 5 average rating, 326 reviews

Cozy + Modern apartment near the city!

*PLEASE BE HONEST ABOUT THE NUMBER OF GUESTS* *Pets are welcome! 🐶🐱$45 one time fee. I have a pet bed, bowls, & leash available. This bright & modern two level apartment is ideal for a stay near the city! Located in Uptown, it's on a quiet & mostly residential street near UPMC Mercy Hospital & Duquesne University - short walk to PPG Paints Arena. Clean & comfortable, you'll feel right at home in a place that makes navigating around Pittsburgh a breeze.

Superhost
A spacious deck features outdoor seating, including a dining table and lounge chairs. The view overlooks the skyline of downtown Pittsburgh and the surrounding lush greenery, providing a serene outdoor space for relaxation.
Home in Pittsburgh
4.88 out of 5 average rating, 171 reviews

Breathtaking View of Pittsburgh! 3bd, king suite!

Wow! Enjoy Pittsburgh’s charm at this upscale home with spectacular views of downtown, nestled on a quiet hill in an ideal location a short drive from nearby attractions. A wonderful combination of professional design and modern amenities makes this the perfect place to stay whether you're traveling for work or pleasure. 6 Min Drive to Mount Washington 9 Min Drive to Phipps Conservatory & Botanical Gardens 9 Min Drive to PNC Park

Popular amenities for South Side Flats vacation rentals