Holiday rentals with a pool in Downtown, Pittsburgh

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Top-rated rentals with a pool in Downtown, Pittsburgh

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Superhost

Flat in Pittsburgh

4.94 out of 5 average rating, 16 reviews

1st Fl. Huge Flat on 2 Acres - Pets/Garage Parking

Mediterranean Homestead with vineyard set on 1 acre overlooking Highland Park with Amazing grape arbored patio Sunset view FAST WiFi - PET FRIENDLY - TEMPURPEDIC BED - RAINFALL SHOWER - LAUNDRY - GARAGE PARKING Private Entrance to Huge Open Floor Plan Flat in finished basement of single family home with garage parking 4 min from Target in non-gentrified part of East Liberty/Penn Ave. Bakery Square/Whole Foods/Dinning/Bars/Tennis/Volleyball/Pool/Off Leash Dog Park/Playgrounds/Trails -6 min

Home in Highland Park

4.75 out of 5 average rating, 87 reviews

Eastside Urban Rental

Nestled on a dead-end street in Larimer, an up & rising URBAN neighborhood, this home is a hidden gem. 1500+ sq. ft of living space. Free on street parking. Ample side yard space. Outdoor above ground 4ft pool w/privacy deck & grill open May-Sep 1st. Not suitable for small children. Very short distance from the East Liberty hot spots! Nearby Pittsburgh's hospitals & universities. 8 miles from Acrisure Stadium & PNC Park. Potential for periodic noise due to trucks accessing a lot next door.

Home in Pittsburgh

4.8 out of 5 average rating, 10 reviews

Cozy & Beautiful Pittsburgh Home

We designed this beautifully renovated 2-story home so you can feel at home while visiting Pittsburgh. Comfortable spaces, spacious rooms, lovely wood flooring throughout the home, and more. - 2-10 minutes drive from various UPMC hospitals. 7-20 minute scooter or bike ride. - 7-minute drive to CMU. 14 minute scooter or bike ride. - 5-minute drive to UPitt's Cathedral of Learning. 11 minute scooter or bike ride. - 5-minute drive from the historic South Side and Downtown Pittsburgh

Superhost

Home in Pittsburgh

4.98 out of 5 average rating, 46 reviews

Adorable 1 BR on the mount

Experience Pittsburgh living like a local in this cozy studio conveniently located near the Duquesne Incline. Enjoy the comforts of home, including a queen size bed, equipped kitchen, and bathroom. From here, take in the stunning views of the city or enjoy a variety of eateries and bars which are within walking distance. This space is ideal for short or long term stays. With ample street parking, you'll have the benefit to come and go with ease. No chore list checkout!

Superhost

Home in Coraopolis

5 out of 5 average rating, 25 reviews

PIT Staycation Retreat with Pool House!

This property was designed for guests to make unforgettable memories with loved ones. Unwind with a memorable Staycation at this newly renovated oasis that comfortably entertains up to 6 adults + children under 12. Prime location just off I-79 is a close to PIT airport, PIT stadiums, RMU, Riverhounds' facility, hospitals, downtown & tons of shopping/dining. To maintain a quiet neighborhood, we respect “no party” and “quiet hours” rules with zero tolerance.

Flat in Pittsburgh

4.29 out of 5 average rating, 7 reviews

CozySuites l Spacious SDO, Lawrenceville

Experience our latest offering: CozySuites' newest Condos in Pittsburgh. Positioned centrally in Lawrenceville, with easy access to the city's upscale dining and entertainment venues, this condo caters to both leisure and business travelers. Just like all CozySuites properties, expect seamless check-in, rapid wifi, curated amenities, and a tech-savvy atmosphere, allowing you to seamlessly integrate into the local culture and find comfort away from home.

Flat in Pittsburgh

4.67 out of 5 average rating, 83 reviews

CozySuites | Trendy SDO, Lawrenceville

CozySuites proudly brings you our newest Condos in Pittsburgh. Located in the heart of Lawrenceville and convenient to all the chic dining and drinking options in town, this condo is perfect for leisure and business travelers! Like all CozySuites, this condo feature seamless check-in, fast wifi, thoughtful touches, and a tech-first approach – so you can live like a local and feel at home on the road.