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 Italian villa 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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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.
Tell us about your dream holiday >

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.
View all unique properties >

Holiday Villas with Pools for Rent in Italy

Villas With Pools

Luxury Italian villas with private swimming pools.
View all villas with pools >

Italian Country Cottages for rent

Italian Country Cottages

Browse our range of Italian Country Cottages.
View all Italian Country Cottages >

Need help finding the right property?

Free Concierge Service

We can help tailor your perfect holiday

  • We'll shortlist villas we think you'll love
  • We can recommend local restaurants, attractions and things to do
  • We'll help you organise catering, childcare or any extras that you need

We'll email you our suggestions - if you decide to book, we can do that for you

Free wedding consultant

Our resident wedding expert can help you organize the wedding of your dreams

  • We can assist with everything from arranging suppliers and catering to hotel bookings for guests
  • We'll help you with the booking process from start to finish
  • This service is absolutely free!