Vacation rentals in South Side Flats

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Top-rated vacation rentals in South Side Flats

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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 Pittsburgh

4.91 out of 5 average rating, 111 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

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, 401 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.

Superhost

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, 756 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.

Top guest favorite

The exterior of a sunporch suite is displayed, featuring large wall-to-wall windows framed by white columns. A pathway leads to the entrance, surrounded by lush greenery, including a bush. The home showcases a charming blend of white and red brick, adding character to the facade.

Guest suite in Pittsburgh

4.98 out of 5 average rating, 267 reviews

Historic Sunporch Suite

Welcome! We are delighted to share with you our favorite room in an 1895 Georgian Colonial home. This comfortable sunporch suite is ideal for two guests or a family with a young child. Located in a safe, quiet, and wonderful section of Pittsburgh, we are close to the zoo and Children's Hospital, and a short drive from downtown. This suite has its own separate entrance, bathroom, and kitchenette. The wall-to-wall windows look over the front yard, courtyard, and our neighbor's Victorian home.

Guest favorite

A bright and airy living area features modern furniture in neutral tones. A cozy white couch is paired with a stylish armchair, and a small coffee table is centered on a light area rug. Natural light floods the space through rounded windows, enhancing the inviting atmosphere.

Condo in Pittsburgh

4.93 out of 5 average rating, 166 reviews

The LUX Downtown

Welcome to Pittsburgh!! Stay in our newly remodeled luxury downtown apartment! This home has the most spectacular view and is located in the center of downtown Pittsburgh, nestled just across from the beautiful hotels of downtown! Offering top-tier amenities, and today’s modern conveniences. Ideally situated minutes from Pittsburgh's best shopping, stadiums, convention center and restaurants. Our intimate 1 bedroom home is comfortable and secure for family, friends and business people alike.

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

4.8 out of 5 average rating, 15 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!

Top guest favorite

A vintage desk is positioned by large windows adorned with golden curtains, allowing natural light to fill the space. A cozy ergonomic chair complements the desk, while a decorative globe and a small flower arrangement add character. The city skyline is visible through the window.

Apartment in Pittsburgh

4.97 out of 5 average rating, 140 reviews

Grandview Ave - King Bed - Spectacular Views!

One of the few furnished rentals on Grandview Ave, the famous road with million dollar views in Pittsburgh! Completely remodeled to the studs as a short-term rental, our place exudes Pittsburgh charm. Work from home with spectacular views of the city from your vintage desk, relax on the couch and watch the 60" TV, or just hang out on the king size bed! We're just a block from Shiloh St., with 10+ bars & restaurants, but you're always able to cook at our fully stocked kitchen!

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, 406 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

4.95 out of 5 average rating, 62 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 modern kitchen area features sleek cabinetry alongside a wooden countertop and stainless-steel appliances. A spacious gray sofa with decorative pillows is situated nearby, providing a comfortable seating option. Light streams through a window, illuminating the tiled floor and brick accent wall.

Apartment in Pittsburgh

4.9 out of 5 average rating, 463 reviews

PRIVATE FULL STUDIO IN PITTSBURGH (C2)

This Studio is for anyone needing a neat, clean, cool place to stay. It has a new queen bed, a new sleeper sofa, a full kitchen and a full bathroom with a private entrance on the 2rd 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).

Superhost

The living room features a mix of new and vintage furnishings, highlighted by natural light filtering through large windows. A comfortable sofa is positioned invitingly, accompanied by a stylish coffee table and a modern media console with a TV. Artwork decorates the walls, adding character.

Apartment in Pittsburgh

4.86 out of 5 average rating, 267 reviews

King beds 👑 5 min to downtown 🚗 Easy parking 🙌🏻

This open, recently renovated, 2-bedroom apartment is perfect for your visit to Pittsburgh. It's flooded with natural light, comes with a fully-stocked kitchen, and has brand-new, Nectar brand king-size mattresses in both rooms. Parking couldn't be easier (and free!), plus you are only a few steps from public transportation options. Downtown is just a few minutes drive away even though you are enjoying a more quiet, neighborhood feel.

Guest favorite

A modern gray sectional couch is positioned against a light-colored wall. Above the couch, three framed Pittsburgh-themed prints add color. A ceiling fan is visible overhead, and a front door is seen in the background, providing natural light to the open space.

Apartment in Pittsburgh

4.89 out of 5 average rating, 278 reviews

Convenient 1BR in the South Side

Enjoy easy access to everything the city of Pittsburgh has to offer from this cozy space! This is the second floor apartment (2 on door) Conveniently 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!