Italy
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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
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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$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
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

  • Villa Embrace, St. Barts

    I have been working with James for over 10 years to locate beautiful homes for our special family vacations across the world. He has a gift of listening to his clients and is the most patient human being on this...

    Carol W., March 2024

  • Villa Santa Cruz, Puerto Vallarta

    My team and I came to the Villa for a work retreat. What an absolute delight! Everything was wonderful, the staff were extremely accommodating and considerate. The food and villa itself were remarkable. An unforgettable experience – would definitely book...

    Lou K., November 2023
€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

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
€2,245 - €3,100/nt
Romeo, Italy, Amalfi Coast
14 Guests • 7 Bedrooms • 5 Bathrooms

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Toll Free: 1-888-277-8882
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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

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

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