Vacation rentals in South Side Flats

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!

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

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

Gourmet Kitchen★ Park Free★ Gym ★ 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 ➤ Breville Barista Express espresso machine ➤ Park for free in the attached underground garage ➤ Work out in the free fitness centers ➤ Work from home with 400mbps fiber internet ➤ Two smart TVs Questions? Ask away!

Homey & Perfectly Located 3BR/2BT - Sleeps 8!

Comfortable, homey and welcoming - Our peaceful and centrally-located property is wonderful for small groups. Open concept living + amenities like a game room to help you rest, relax, and unwind. 3 bedrooms/4 beds + 2 full bathrooms to comfortably sleep 8! South Side location just a short distance to all attractions Pittsburgh has to offer, yet quiet in the evenings. Wonderful property for traveling business partners who want space, family getaways, and small group travelers.

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).

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 Airbnb, with lots of charm & style will 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!

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.

Hot Tub, King Bed, Cabin Vibes in Lawrenceville!

With cozy cabin vibes, exposed brick, and designer touches, this romantic getaway is perfect for couples or a relaxing stay. Escape to a rustic-modern retreat in the heart of Lawrenceville, just one block from Butler Street! Unwind in the private hot tub, snuggle up on the couch by the fireplace, or explore the city's best dining and nightlife just steps away. Completely remodeled in January 2025 with luxe amenities—book now for an unforgettable stay!