Val d’Orcia, Tuscany
Villa Serena
A restored 18th-century farmhouse among cypress-lined hills, with a private infinity pool overlooking the Val d’Orcia.
Curated Italian holiday homes
A small collection of villas, trulli and palazzo apartments — personally inspected, locally hosted, with every check-in taken care of.
Who we are
Vacay Estate is a Milanese family of hosts, not a listings site. We manage a deliberately small collection of Italian holiday homes — each one visited, slept in, and argued over before it joins.
From the first message to the moment you hand back the keys, you deal with people who know the house and the town around it: where to swim before the crowds, which table to book, which road the GPS gets wrong.
The collection
Val d’Orcia, Tuscany
A restored 18th-century farmhouse among cypress-lined hills, with a private infinity pool overlooking the Val d’Orcia.
Positano, Amalfi Coast
A cliffside apartment wrapped in lemon terraces, with a sea-view veranda suspended above the rooftops of Positano.
Bellagio, Lake Como
A frescoed piano nobile apartment on the Bellagio waterfront, where every window frames the lake and the Grigne peaks.
Guest care
Our company was built on one job — taking care of guests and their check-ins. The website came later. It shows.
Every home is visited and slept in by our team before it joins the collection — beds, showers, Wi-Fi and all.
A local host meets you at the door — no lockboxes, no codes. Late arrival? We wait. Early? We try to make it work.
Boats, chefs, wine cellars, restaurant tables and the beach nobody posts about — arranged by the person who lives there.
One phone number, answered by a human, for anything from a lost key to a last-minute dinner for twelve.

“We don’t list houses.
— The Vacay Estate promise
We keep them.”
Plan your stay
Sea or hills, espresso or aperitivo, four guests or fourteen — write to us and we’ll match you with the right house, or find one for you.