Jackie 'O' Henderson and her mini me daughter Kitty lounge poolside in Thailand during radio ratings break

Jackie 'O' Henderson showed off her laidback holiday style as she whisked her teenage daughter Kitty away to Thailand to kick off the festive season. 

Sydney's radio queen, 49, hit peak holiday mode on Thursday, as she shared her enviable infinity poolside view to Instagram Stories. 

She location tagged Thailand in the photos that she re-shared from her 14-year-old's private account. 

The radio host and her mini me daughter played up their likeness in a sweet selfie as they cuddled up together and posed for a holiday snap. 

Jackie wore a pale yellow silk sundress with fine straps and Kitty —real name Catalina Mae— wore a matching butter yellow bandeau top that showed her fresh bikini tan lines. 

The mother-daughter duo wore their long blonde tresses in the same hairstyle over one shoulder, and showed off their close resemblance in their mirrored expressions. 

Jackie looked relaxed and happy in a poolside portrait taken by Kitty, as she sipped a cup of the tea and perched on the lounge deck cross-legged.

It comes after Jackie celebrated Kitty's 14th birthday in Sydney on Tuesday, prior to their travels. 

For the occasion, Jackie appeared to embrace Christmas core as she stepped out in a stylish all-red outfit for her day in the sun.  

The pair enjoyed some quality time together as they marked Kitty's 14th birthday, with Jackie also posting a sweet tribute to Instagram. 

She shared a throwback photograph of Kitty cuddling up to their pet dog as she gushed over her only child in a caption.

'Happy 14th birthday to the kindest, funniest and most thoughtful girl I know. How did I get so lucky? Love you, Kitty,' Jackie penned alongside the image. 

Jackie shares Kitty with her ex-husband Lee Henderson, who she split from in 2018 following a 15-year marriage. 

To say Lee hit the jackpot when he wooed a young Jackie in a Sydney pub more than two decades ago would be an understatement. 

It was March 2000 when their eyes locked across the dancefloor at Blue Room. 

Still years away from reaching the peak of her broadcasting success, and fresh from the breakdown of her first marriage to shock jock 'Ugly Phil' O'Neil, Jackie didn't seem to mind that Lee was an English tourist without much going for him.

Jackie, then 25 and out with a girlfriend, would later muse in her diary that Lee, who was a year younger than her, took his time coming over - 'about an hour' - but being a 'slow mover' was enigmatic in a way.

The fact the 'prim and proper' Brit reminded her 'of a hot Hugh Grant' didn't hurt either.

Before she left, he asked for her number, which she punched into his Nokia. He called a few days later. Jackie wrote in her diary at the time - and would recount on air years later - that she wasn't sure about him at first, but there was immediate physical attraction.

'Lee’s really hot, but I just don’t know about us being together. I don’t know if I see it or not,' she wrote.

It turns out they would have a future together. It wouldn't last a lifetime, but they would make it almost 20 years and become parents of a daughter, conceived via IVF in 2010. 

In the years that followed, Jackie would pair up with another important man in her life - her on-air partner Kyle Sandilands - and together they would become Sydney's most popular breakfast radio team. In 2019, they signed the most lucrative deal in the history of Australian media. They inked another staggering contract, worth $200million, in late 2023.