2145+ Private Villas and Holiday Rentals in South Oakland |
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South Oakland Holiday Rentals

About Casai's Private Villas and Holiday Rentals in South Oakland

Discover more than 2145 vacation rentals available in South Oakland. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in South Oakland.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in South Oakland, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near South Oakland. On average, places to stay near South Oakland offer 818.58 ft², with nightly prices averaging CA $412.

With Casai, finding and comparing holiday rentals in South Oakland is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in South Oakland

Type Count
Holiday Apartments 1263
Vacation Homes 758
Cottages 6
Villas 1

Use these Quick Filters to Find a Holiday Rental in South Oakland

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in South Oakland.

Weather in South Oakland, PA

View the weather forecast for South Oakland before booking your South Oakland Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Other Places to Stay in South Oakland, PA


Pittsburgh Playhouse 1,966 Properties
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Frequently Asked Questions About South Oakland?

What are the top holiday rentals in South Oakland?

With numerous options available in South Oakland, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in South Oakland:

How many holiday rentals have private pools in South Oakland?

Discover a selection of holiday rentals with private pools near South Oakland with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in South Oakland are best for families?

If you're searching for a family-friendly holiday home in South Oakland, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in South Oakland:

How many Casai.ca holiday rentals are available in South Oakland?

As of 2025, Casai boasts over 2145 properties listed in the South Oakland area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in South Oakland.

Nearby Neighborhood (4) 
Neighborhood Property Count
Oakland Vacation Rentals in Pittsburgh, Pennsylvania 87
Squirrel Hill South Vacation Rentals in Pittsburgh, Pennsylvania 784
Greenfield Vacation Rentals in Pittsburgh, Pennsylvania 958
Central Oakland Vacation Rentals in Pittsburgh, Pennsylvania 1861

People Also Ask

There are 2145 South Oakland, PA Holiday Rentals

Recently Booked Holiday Rentals in South Oakland