Vacation rentals with outdoor seating in South Side Flats, Pittsburgh

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Top-rated outdoor seating rentals in South Side Flats, Pittsburgh

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Guest favorite

Home in South Side Flats

4.97 out of 5 average rating, 161 reviews

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!

Dec 24 – 31

R5,961 ZAR per night

Guest favorite

Home in Pittsburgh

4.99 out of 5 average rating, 143 reviews

Cliffside Contemporary 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!

May 28 – Jun 4

R7,719 ZAR per night

Guest favorite

Home in South Side Flats

4.97 out of 5 average rating, 312 reviews

Spacious Modern Home • Rooftop Deck

Enjoy a quiet night's rest just steps away from the city’s best shops, restaurants, and nightlife in the historic South Side neighborhood. Walk to Pittsburgh’s major attractions or take advantage of our public transport options and Great Allegheny Passage (GAP) trail to explore the city. Our professionally managed home accommodates groups, has a free parking garage, and is spacious and clean. Weekday special rates available for smaller groups. You will love your comfortable home away from home!

Apr 6 – 13

R7,885 ZAR per night

Guest favorite

Home in Pittsburgh

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 21 – 28

R2,099 ZAR 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.

Aug 29 – Sep 3

R1,598 ZAR per night

Guest favorite

Guest suite in Pittsburgh

4.98 out of 5 average rating, 369 reviews

Lawrenceville Designer “Tiny Living”, Walkable

The Nesting Box is an ideal space to return to and recharge in after “free-ranging” locally. Comfortable, cool, and centrally located to the best of Butler Street. Designers collaborated to maximize the minimal space with creative comforts while experiencing "tiny living". Our shipping container addition led us to have 2 front doors. We welcome guests to our on-street guest suite. Urban family homestead with 2 cats, 2 dogs, and for 5 years 3 chickens that resided with us (recently rehomed).

Jun 9 – 14

R1,998 ZAR per night

Guest favorite

Apartment in Pittsburgh

4.95 out of 5 average rating, 391 reviews

Charming cozy apartment with deck.

This little jewel of an apartment is charming and cozy, with private entrance, 1 bedroom, small sitting area, fully-equipped kitchen, bath, laundry access, wifi and private deck. We are on a quiet shady street near 644-acre park. 2.5 miles to universities, 1 mile to Bakery Square. NO CLEANING FEE, so a better value than other listings! Comfortable queen-sized bed with memory foam mattress topper. Many nice amenities and original artwork. Small but homey with lots of little luxuries!

Mar 18 – 25

R1,529 ZAR per night

Guest favorite

Home in Pittsburgh

4.92 out of 5 average rating, 184 reviews

Cozy studio apartment, private entrance + porch

This cozy, private basement apartment is located on the tippy top of Pittsburgh's North Side in a neighborhood called Spring Hill. Hello incredible view! By car, you'll be minutes from downtown, the stadiums, incredible restaurants, concert venues, art museums and more! Enjoy your own entrance, porch, full bath, working area & kitchenette. Two sweet cats & one very cool kid live on the premises. We don't allow the cats in the room but you may find them lounging on the back porch.

Sep 20 – 27

R1,388 ZAR per night

Guest favorite

Home in Pittsburgh

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 21 – 28

R2,295 ZAR per night

Guest favorite

Apartment in Pittsburgh

4.97 out of 5 average rating, 310 reviews

Apartment: Home Sweet Home

Enjoy yourself in a bright, one floor living space, with a separate bedroom, (Queen Size bed), bathroom (shower) and living room. Sleeps 4 comfortably. Queen size sofa bed in living room sleeps 2. Private entrance with lock box and private off street parking. 6 miles from Downtown Pittsburgh sports and activities. Close to shopping, pizza and restaurants. Uber available. Enjoy sweet bread or muffins with coffee or tea to begin your stay! We are happy to meet your needs!

Aug 6 – 13

R2,532 ZAR per night

Superhost

Apartment in Pittsburgh

4.87 out of 5 average rating, 105 reviews

South side apartment with game room

If you are looking for a hidden gem close to the restaurants, shops, and pubs of Southside, with lots of personality, this may be the place. This apartment boasts a loft game room with an air hockey table, arcade games, board games, a TV and a convertible sofa. Not included in the photos are the desk and chair in the living room, and a small deck outside the sliding glass doors of the living room. The cozy ambience of this apartment will have you feeling right at home.

Jul 18 – 25

R2,676 ZAR per night

Guest favorite

Apartment in South Side Slopes

4.94 out of 5 average rating, 257 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.

Aug 30 – Sep 6

R3,574 ZAR per night