Name: Gorgeous Southside Slopes home with outdoor hot tub and city view!
Rating: 9.8

Top Beach vacation packages in South Side

Price found within the past 48 hours. Click for updated prices.

Mountaineer Casino Resort

$217

per person

Mar 9 - Mar 11

just found

Roundtrip flight included

New York (JFK) to Pittsburgh (PIT)

7.8/10 Good! (1,004 reviews)

Staff was great, 1st room they gave me has a small issue needing addressed they quickly put me in another room that was great.

Reviewed on Jan 12, 2026

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

Save 100% on your flight

$553

per person

Mar 7 - Mar 9

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Pittsburgh (PIT)

8.6/10 Excellent! (1,003 reviews)

Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

Placemakr Downtown Pittsburgh at The Pennsylvanian

Downtown Pittsburgh

$292

per person

Apr 15 - Apr 17

found 1 day ago

Roundtrip flight included

New York (NYC) to Pittsburgh (PIT)

7.6/10 Good! (37 reviews)

Kitchen was fully equipped with everything you would need. The rooms were clean and spacious, beautiful building and friendly staff. Parking is what you would expect in a downtown area but was very easy and the attendant was great.

Reviewed on Jan 14, 2026

Omni William Penn Hotel

Downtown Pittsburgh

$751

per person

Apr 3 - Apr 6

found 17 hours ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

9.2/10 Wonderful! (1,767 reviews)

Great location, shower, hotel

Reviewed on Jan 21, 2026

Renaissance Pittsburgh Hotel

Downtown Pittsburgh

$527

per person

Mar 19 - Mar 21

found 23 hours ago

Roundtrip flight included

New York (NYC) to Pittsburgh (PIT)

9/10 Wonderful! (1,001 reviews)

The room was decent however, fridge and lamps were broken.

Reviewed on Jan 15, 2026

Don't see what you're looking for?

See all available trips from Columbus to South Side

View all trips

3 Night Beach vacations in South Side

Price found within the past 48 hours. Click for updated prices.

DoubleTree by Hilton Pittsburgh - Cranberry

$407

per person

Apr 3 - Apr 6

found 17 hours ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

8.8/10 Excellent! (913 reviews)

Breakfast was delicious and the entire stay was great! The kids especially loved the indoor pool!

Reviewed on Jan 19, 2026

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

$690

per person

Mar 16 - Mar 19

found 21 hours ago

Roundtrip flight included

St. Petersburg (PIE) to Pittsburgh (PIT)

8.6/10 Excellent! (1,003 reviews)

Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

Omni William Penn Hotel

Downtown Pittsburgh

$751

per person

Apr 3 - Apr 6

found 17 hours ago

Roundtrip flight included

Boston (BOS) to Pittsburgh (PIT)

9.2/10 Wonderful! (1,767 reviews)

Great location, shower, hotel

Reviewed on Jan 21, 2026

Don't see what you're looking for?

See all available trips from Columbus to South Side

View all trips

4 Night Beach vacations in South Side

Price found within the past 48 hours. Click for updated prices.

Stay Pittsburgh

Downtown Pittsburgh

$257

per person

Mar 14 - Mar 18

found 18 hours ago

Roundtrip flight included

New York (JFK) to Pittsburgh (PIT)

7.8/10 Good! (203 reviews)

Room was fine, but there was a lack of in person staff support, and at times I got confusing, unclear, or incorrect instructions/guidance for problems. There is no one working at a "front desk" which I did not love.

Reviewed on Jan 20, 2026

The Westin Pittsburgh, a Marriott Hotel

Downtown Pittsburgh

Save 100% on your flight

$701

per person

Apr 1 - Apr 5

found 4 hours ago

Roundtrip flight included

New York (NYC) to Pittsburgh (PIT)

8.6/10 Excellent! (1,003 reviews)

Staff and amenities were great! We loved our room. However, it looks like there were some drinks left in the mini fridge from the patron before us. Other than this, we had a wonderful stay.

Reviewed on Jan 10, 2026

Ambridge Inn

$286

per person

Mar 14 - Mar 18

found 18 hours ago

Roundtrip flight included

New York (JFK) to Pittsburgh (PIT)

8/10 Very Good! (96 reviews)

Friendly staff. Clean room

Reviewed on Nov 28, 2025

Don't see what you're looking for?

See all available trips from Columbus to South Side

View all trips

How do I book the best South Side beach vacation packages?

Life’s a beach when you dive into our brilliant South Side beach vacation deals. Chuck a check in the filter boxes to find ocean views, pools, and resorts just a short saunter from the sizzling sands.

How can I find cheap beach vacations in South Side?

A rental steps from the shore creates an amazingly affordable South Side beach vacation. Seaside sojourns during low season start from $217. Prices and availability are subject to change. Additional terms may apply.

When should I book a South Side beach holiday?

For a bustling beach break, book in . For a less crowded coast, is the time to turn up.

How can I book the best family beach vacations in South Side?

With a flick of a finger, the family-friendly filter brings you the best breaks on offer for the whole brood. Look out for kids’ clubs, waterparks, and other incredible extras for a vacay the little ones will love.

How do I find a South Side beachfront vacation?

Check the beachfront filter and, bam, the best available oceanside resorts will appear before your eyes. Along with the incredible view, when you book a beachfront resort, you can get from the lapping waves to your patio lounger in a matter of moments.

Can I book a package including a South Side vacation beach house rental?

Hit up the vacation rental filter to book your dream beach house. Once you’ve selected the most alluring abode, add your flights and car rental for the perfect package deal.

Can I find South Side beach vacation deals?

Sort your search results by deals to delight in amazing South Side beach vacation offers. If you want more pizzazz for your pennies, travel outside the high season or stay a little further from the shoreline.

Can I book a South Side beach trip with free cancellation and/or flexible dates?

Just like the South Side tides, plans change. Filter by payment option to find trips with free cancellation. Buy now, pay later options are also available for full-on flexibility.

Why should I book my South Side beach vacation with Expedia?

Relax long before you see the shore with simple search, fantastic filters, and more great deals than there are grains of sand in South Side. (OK, maybe not that last part.)

Top Beach South Side Hotels

Southside Flats Cozy Quiet Luxury

Pittsburgh PA

6 min walk from Rex Theater

Stay at this apartment in Pittsburgh. Enjoy free breakfast, cable/satellite TV service, and an in-room coffeemaker. Popular attractions PPG Paints Arena and ...

Little Gem

I seen this place being almost last minute booking for a 2024 Iron Maiden tour. It was close to alot of bars and good food.Very nice to park and just walk eventful learning experience ofPittsburgh . The locals are down to earth and seems safe place. Of i come back i will.look this place up again ...

Reviewed on Nov 9, 2024

Pittsburgh’s Tropicana with outdoor year round hot tub. Fantastic location!

Pittsburgh PA

14 min walk from Rex Theater

Book a stay at this family-friendly vacation home in Pittsburgh. Enjoy free WiFi, a water park, and laundry facilities. Popular attractions PPG Paints Arena ...

9.8/10 Exceptional! (53 reviews)

The hot tub was great ! The kitchen was well-stocked and equipped, and the whole house was very comfortable! Thank you!

Reviewed on Dec 30, 2025

Gorgeous Southside Slopes home with outdoor hot tub and city view!

Pittsburgh PA

19 min walk from Rex Theater

Book a stay at this family-friendly vacation home in Pittsburgh. Enjoy a water park, a garden, and laundry facilities. Popular attractions PPG Paints Arena and ...

9.8/10 Exceptional! (58 reviews)

This house worked great for friends and family to attend the bills Steelers game. Comfortable spaces. Kitchen had what we needed to cook. About 20 minutes to stadium and a 10 dollar uber ride downtown. Gorgeous views! We used the hot tub a few times, bonus!

Reviewed on Dec 5, 2025

See all 1,887 properties in South Side

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.