Vacation rentals in South Side Flats, Pittsburgh

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Top-rated vacation rentals in South Side Flats, Pittsburgh

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Guest favorite

Loft in Strip District

4.96 out of 5 average rating, 251 reviews

The Ultimate Urban Loft-A WALKABLE-Hot Property!

LOCATION -- LOCATION ..More Room..Great Views and Where All The Action Is!! This well-appointed and spacious one bedroom loft apartment is located in the heart of the cool vibe of the historic "Strip District." Within walking distance of great restaurants, coffee shops, fresh produce and lively night life. Perfect location for business travelers on week days and leisure travelers on weekends. Just minutes from Central Business District, Convention Center, Heinz Field, PNC Park and PPG Arena.

Aug 18 – 25

G$28,974 GYD per night

Guest favorite

Apartment in South Side Flats

4.95 out of 5 average rating, 127 reviews

Lovely South Side spacious 1 Bedroom with parking

This apartment could not be more 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!

Dec 25 – Jan 1

G$20,837 GYD per night

Guest favorite

Home in South Side Flats

4.96 out of 5 average rating, 162 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.

Aug 1 – 8

G$24,881 GYD per night

Superhost

Apartment in South Side Flats

4.86 out of 5 average rating, 646 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.

Nov 19 – 26

G$18,604 GYD per night

Guest favorite

Guest suite in Highland Park

4.97 out of 5 average rating, 142 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.

Oct 13 – 20

G$16,506 GYD per night

Guest favorite

Townhouse in South Side Flats

4.95 out of 5 average rating, 126 reviews

Southside ‘Burgh - 2 off street parking spots

Beautifully updated home with a rare over-sized 2 car parking pad in Southside. Awesome view of the city from master bedroom! Living room with sleeper sofa & mounted TV; Dining room seats 8 comfortably and full Kitchen stocked with coffee & snacks for your convenience! 2nd floor bedrooms have a Queen bed and two twins plus a full bathroom. 3rd Floor Master bedroom with King bed, TV & full bath. Located a few doors down from city steps which allow for an easy walk to East Carson street!!

Jul 30 – Aug 6

G$33,956 GYD per night

Guest favorite

Home in Mount Washington

4.92 out of 5 average rating, 216 reviews

e Studio Mt. Washington short walk to Grandview!

Walk to spectacular Grandview Ave views from this quirky old Mt. Washington house offering great space and many nice updates! From this location you can quickly walk to the Mon incline which offers transfers to Pittsburgh's subway system called the "T" at Station Square. You can ride the T to Heinz Field, PNC Park, Rivers Casino, PPG Paints Arena, and all the downtown Pittsburgh cultural districts. You are also very close to the University of Pittsburgh, Duquesne, and CMU. Great location!

Jan 23 – 30

G$17,078 GYD per night

Guest favorite

Home in South Side Flats

4.91 out of 5 average rating, 348 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).

Nov 18 – 25

G$25,779 GYD per night

Superhost

Apartment in Pittsburgh

4.87 out of 5 average rating, 279 reviews

Cozy + Modern apartment near the city!

*PLEASE BE HONEST ABOUT THE NUMBER OF GUESTS* *Pets are welcome! 🐶🐱$40 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.

May 27 – Jun 3

G$21,011 GYD per night

Guest favorite

Apartment in South Side Flats

4.89 out of 5 average rating, 19 reviews

Prime Location | Free Parking | Walk | Eat | Play

* 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, attending a sporting event, visiting the hospitals or cultural and academic institutions of Oakland.

Feb 9 – 16

G$22,441 GYD per night

Guest favorite

Apartment in South Side Slopes

4.94 out of 5 average rating, 256 reviews

✨Million Dollar View ✨Spacious Studio✨‼️🌆

Million dollar view on a quiet cul de sac with free off street parking! Our studio apartment is just a few minutes from E Carson Street in the South Side with all of the shopping, food and night life you can fit into a weekend! . Its less than 10 minutes to the heart of downtown, and to all of the stadiums, universities, cultural arts venues, hospitals and more! it is a simple drive to I-376 which take you to Monroeville or Robinson within 20 minutes.

Jul 20 – 27

G$29,669 GYD per night

Guest favorite

Loft in Strip District

4.95 out of 5 average rating, 283 reviews

Industrial Loft w/ lots of character & light.

One bedroom loft with exposed brick walls, exposed concrete floors, high ceilings, and lots on natural light. The unit is located in the main tower with common gathering spaces and concierge. The Complex has a pool, hot tub, business office, library, coffee and tea bar, gym and pool table. Great location at the Strip District, close to Downtown, the Convention Center, and just minutes from the PNC Park, Heinz Field & PPG Paints Arena.

Jun 16 – 21

G$34,535 GYD per night