Verified Review icon check navigate-up navigate-left navigate-right expand mail svg-lightning svg-24hr svg-house svg-sleeps svg-bedrooms svg-bathrooms svg-stay svg-toilet calendar svg-report-flag pet-dog svg-multiunit Default Owner Icon heart-filled

Winning Holidays

  • Established in 1973

WHY WINNING HOLIDAYS?

Winning Holidays are the market leaders for self-contained holiday accommodation in Port Stephens. First established by Ken Winning in 1973 in a little shop in Nelson Bay, KD Winning Real Estate (now Winning Holidays) is the longest established agency in Port Stephens. We are also the only Port Stephens agency with two office locations, at Nelson Bay and Shoal Bay.

While most holiday managers are traditional real estate agencies with a holiday portfolio on the side, 100% of our focus is on managing holiday properties, gaining bookings revenue for our owners, and treating our guests with the hospitality they need. That's our entire focus.

HOLIDAY RENTAL EXPERTS

Our main two areas of focus are:
1. Great marketing to create high exposure for your holiday property, which in turn creates more income for you
2. Great guest experience to create happy repeat customers, who tell their friends and families about your property.
We are proud members of the Real Estate Institute of NSW and conduct our business in a professional and ethical manner. Our staff regularly attend workshops and seminars so you know we are on top of changing legislation and property issues. We are completely locally owned and operated and look forward to servicing the holiday accommodation needs of this area for many years to come.

We manage around 400 holiday properties located in Anna Bay, Boat Harbour, Corlette, Fingal Bay, Fishermans Bay, Little Beach, Nelson Bay, Salamander Bay, Shoal Bay, Soldiers Point and Taylors Beach. Our Sales and Permanent Rental operations are based in Nelson Bay under our Robinson Property brand.

Total Properties: 409
  • Showing 1-50 of 300+
Additional fees apply. Taxes may be added.
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 6
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 5
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • Sleeps 6
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • Sleeps 7
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 6
  • 4 bedrooms
  • 2 bathrooms
  • Sleeps 11
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 7
  • 2 bedrooms
  • 2 bathrooms
  • Sleeps 5
  • 2 bedrooms
  • 2 bathrooms
  • Sleeps 6
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 5
  • 3 bedrooms
  • 1 bathroom
  • Sleeps 7
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 5
  • 4 bedrooms
  • 2 bathrooms
  • Sleeps 9
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 6
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 5
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 6
  • 1 bedroom
  • 1 bathroom
  • Sleeps 4
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 7
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 7
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 4
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 7
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 6
  • 8 bedrooms
  • 4 bathrooms
  • Sleeps 20
  • 3 bedrooms
  • 1 bathroom
  • Sleeps 8
  • 3 bedrooms
  • 1 bathroom
  • Sleeps 7
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 8
  • 4 bedrooms
  • 2 bathrooms
  • Sleeps 10
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 4
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 6
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 9
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 7
  • 2 bedrooms
  • 2 bathrooms
  • Sleeps 6
  • 2 bedrooms
  • 2 bathrooms
  • Sleeps 6
  • 2 bedrooms
  • 2 bathrooms
  • Sleeps 6
  • 3 bedrooms
  • 1 bathroom
  • Sleeps 6
  • 2 bedrooms
  • 2 bathrooms
  • Sleeps 5
  • 4 bedrooms
  • 2 bathrooms
  • Sleeps 8
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 7
  • 2 bedrooms
  • 1 bathroom
  • Sleeps 4
  • 1 bedroom
  • 2 bathrooms
  • Sleeps 2
  • 3 bedrooms
  • 2 bathrooms
  • Sleeps 7
  • 3 bedrooms
  • 3 bathrooms
  • Sleeps 8
  • 1 - 50 of 300+