Italy

Countless movies have been set here in Italy – scroll through our villas’ pictures and you’ll understand why. Italy is a filmmaker’s dream, each vista more picture-perfect than the next, whether on the rolling, cypress-lined hills of Tuscany or the sheer cliff sides of the Amalfi Coast.

Effortlessly luxurious in every way, Europe is all style and all substance, just like our villas.

Discover our 37 luxury villa rentals

$1,057 - $1,886/nt
€1,300 - €5,500/nt
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$1,400 - $1,500/nt
€1,490 - €3,900/nt
$1,575 - $1,715/nt
€1,705 - €2,965/nt
€2,000 - €2,300/nt

Travelers to Italy don’t often fill their calendars with activities. This ancient region should be enjoyed slowly, with a stroll down cobbled villages, a bike ride to the closest gelato shop, or a languid lunch of fresh pasta and cold Vernacchia white. When you’re really ready to relax, your villa in Italy will welcome you back with classic style.

$2,125 - $4,650/nt
€2,200 - €5,000/nt
$2,215 - $2,975/nt
€2,245 - €3,100/nt
THE SHELDON JAMES WAY

We don’t have to work hard to make an Italian villa holiday something to remember, but we still will. At Sheldon James our goal is to take your luxury vacation to the next level, through high-end services and a custom itinerary of activities. 

Our guest-first focus

You’re always our top priority–we’ve got you covered on all your travel needs before, during and after your stay.

Hand-selected villas

Our standards are high. Each and every villa we offer has been visited or thoroughly reviewed by a member of our team.

A trusted network

We only work with partners we know and trust, so you can count on them to reflect our values and standards.

Our mission is to transform our experience and relationships into a unique offering for you.
Client-first focusHand-select villasA trusted network

explore the world

We have much more than you see here. Want to escape to Thailand or an exclusive villa in Mykonos? We can do that.