The supermodel, 36, shared a series of sultry Instagram photos from the Umbria holiday, including this one where she stunned in a backless black dress.
She gave a glimpse inside the stunning Italian farmhouse they are staying in and in one photo, a beautiful brown butterfly had landed on Rosie’s foot as she relaxed in front of a swimming pool.
Jason, 56, was the star of another, sitting at a table wearing dark sunglasses, with a reindeer sculpture behind him.
Mother-of-two Rosie took a selfie in the huge gold-framed mirror of her bedroom as she wore a black jacket draped off one shoulder.
Outside her villa, Rosie relaxed on khaki green sun lounger wearing a huge grey faux fur coat.
She wore black sunglasses and off-white cropped trousers with light brown backless shoes and a matching purse.
As the sun began to set, Rosie jumped on a bike, having sensibly swapped her slippers for trainers.
The Transformers star has kept her fans updated throughout her romantic break with Jason and looked sensational on Sunday in a figure-hugging leopard print inspired dress in another upload.
She then took to her Instagram Story as she slipped into a black long-sleeved backless gown which boasted a chunky gold buckle belt.
The runway star enjoyed a lavish date night with her actor Jason, who looked dapper in an all black outfit.
Rosie also flaunted the couple’s luxury lifestyle last week, as they jetted off in a private plane.
The pair showed how the other half live as she shared a slew of snaps of the couple relaxing in the jet as they travelled in style.
She sported a typically glamorous outfit for the flight, opting to hop onto the current mob wife aesthetic.
The model wrapped up in a classic huge fur coat, while donning a pair of oversized sunglasses and pointed black high heels.
Underneath she wore a plain white polo neck jumper and simple black trousers and added gold jewellery to complete the on trend look.
Rosie showed off her lavish taste as she snapped a photo of her designer handbag, with her gleaming gold-plated headphones and bottle of Tubéreuse Astrale perfume by Maison Crivelli.
Beside her, Jason sat chatting on his phone and looking dapper in a black pinstripe suit, while flashing a gold watch on his wrist.
The couple first began dating in 2009 and share two children together, son Jack, six, and daughter Isabella, two.
The pair have yet to get married, but revealed their engagement after Rosie flashed her impressive diamond ring at the 2016 Golden Globes.
DailyMail.com reported that they love being engaged so much that they don’t plan on officially tying the knot anytime soon.
According to a source close to the couple, they are on the ‘same page’ when it comes to their relationship – despite a notable age difference.
The source insisted Rosie and Jason ‘will’ get married one day, but there’s ‘no rush’.
They assured: ‘They are also very private but Jason knows how lucky he is and loves the life he has; he is very happy.
‘When it comes to them, they will get married eventually but they feel like they are already married and there is no rush. “If it isn’t broken, why fix it” is their overall mentality.’
The source also suggested the couple may even add to their brood rather than plan a wedding and their children may be the ones to push them into a wedding.
They explained: ‘And as it comes to their kids, their kids are still very young and their thoughts on expanding their family being such a very plausible thing, they might wait to have a wedding once their kids get older so they can enjoy it themselves.
‘They both anticipate that their kids will ask them to have one in the future and if that happens, that would be the tipping point to actually have one.’
