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 38 luxury villa rentals

$1,057 - $1,886/nt
Morea, Italy, Tuscany
12 Guests • 6 Bedrooms • 5 Bathrooms
€1,300 - €5,500/nt
Villa Tolomei, Italy, Tuscany
18 Guests • 9 Bedrooms • 9 Bathrooms
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Villa Reviews

  • The Resort, Spain

    The Sheldon James team knocked it out of the park again for our annual trip. We are typically confirming late into the rental season but Wade and his team always comes through with a great rental property for our large...

    Hillary Fujii, June 2024

  • Claudine, France

    The apartment in Paris was wonderful, comfortable and in a part of Paris that made for a very walkable and enjoyable experience. The staff at Sheldon James made planning for our Paris trip very effective and easy, so we...

    Jenny M, May 2024

  • Beach Enclave GB Oceanview Villa 6bdr, Turks and Caicos

    We had a great experience at beach enclave. 5 star property and service. The only confusion was at first when the villa number/size was slightly different than what we thought we signed up for, but nonetheless we had a...

    Matt P, February 2023

  • Maison de Cortes, Los Cabos

    The home was truly amazing, the staff was friendly and polite. The chef we had made amazing food and the group couldn’t have been happier. This was the best house we have stayed at in Cabo with great build...

    Fabio C, November 2024
$1,400 - $1,500/nt
Demide, Italy, Florence
7 Guests • 4 Bedrooms • 3 Bathrooms
€1,490 - €3,900/nt
Daniela, Italy, Tuscany
32 Guests • 16 Bedrooms • 17 Bathrooms
$1,575 - $1,715/nt
Aiola, Italy, Tuscany
12 Guests • 6 Bedrooms • 7 Bathrooms
€1,705 - €2,965/nt
Gedoro, Italy, Amalfi Coast
10 Guests • 5 Bedrooms • 5 Bathrooms
€2,000 - €2,300/nt
Adria, Italy, Lake Como
8 Guests • 4 Bedrooms • 4 Bathrooms
$2,125 - $4,650/nt
Gonda, Italy, Amalfi Coast
12 Guests • 6 Bedrooms • 6 Bathrooms

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.

€2,200 - €5,000/nt
Villa Sorrento, Italy, Amalfi Coast
14 Guests • 6 Bedrooms • 6 Bathrooms
$2,215 - $2,975/nt
Malin, Italy, Tuscany
10 Guests • 5 Bedrooms • 5 Bathrooms
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.

Thank you for contacting us!

A Villa Expert will be in touch with you shortly. If you want to speak to someone immediately, please give us a call.

Toll Free: 1-888-277-8882
International: +1 514-400-5151

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