Luxury Villas in Italy

Whether your idea of a holiday here is strolling through Firenze with a gelato in hand, maxing out your Amex in the boutiques of Milano or lazing along the shores of Lake Como, Italy has it all. The food, the wine, the ruins... It’s all here in scoop loads.

What better way to enjoy it than with your very own Tuscan villa nestled in amongst the rolling hills? We’ve got some stunning properties for you to rent in Italy (many with their own private pools) where you can enjoy luxury and privacy in equal measure. We wouldn’t blame you if you took someone along just to feed you grapes...

Why choose Oliver’s Travels?

Every property on our website has been hand-picked for its individuality. We don’t do ordinary – we excel at the exceptional. Our goal is to help you plan the sort of holiday that stays etched on your mind for years to come – and that starts by finding you the perfect property.

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When you book your family holiday before the end of March.

Popular Italian Regions

Inspiring Ideas

Ask Oliver

Ask Oliver

No time to browse? Let us do the work for you.
Just fill in this simple form and our expert team will send you a shortlist and help you tailor your holiday to the last detail.
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Offers on Villas to Rent in Italy

Special Offers

Click here for all the latest deals and offers - From huge discounts to magical little extras, there's always something to find!
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Oliver Recommends

Oliver Recommends

At Oliver's Travels we have our favourite Villas, most of which we've personally inspected and think are just stunning, unique and great value. Trust us, you'll have a perfect holiday in any of these!
View our favourite castelli and villas >

Quirky Properties

Quirky Properties

Browse our range of 'quirky' holiday rentals & character villas.
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Holiday Villas with Pools for Rent in Italy

Villas With Pools

Luxury Italian villas with private swimming pools.
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Italian Country Cottages for rent

Italian Country Cottages

Browse our range of Italian Country Cottages.
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Concierge Service

Don't know where to start planning your next luxury villa holiday? Our Concierge Team is here to help. Just provide us with any details of how you're imagining your trip and we'll find the best luxury villa for you and your group.

Let us do the work for you – It’s FREE! ›

Become a VIP Member

We invite you to join Oliver's VIP, the members’ area where you can earn VIP Money to discount future bookings. It also entitles you to other exclusive benefits, including shortlisting properties and easy-to-use chat-rooms for you and your party.

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Oliver's Journal

Some great reviews...

Our customers rate our excellent service
Simply Chateau went out of their way to be helpful, even allowing us to hold the date for 24 hours before we confirmed. Emails were always responded to promptly and helpfully.