Book Luxury Vacation Rentals for May in Italy

We selected the 5840 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Home spotlights in Italy

Sicilian Song

Sicilian Song

  • 10 guests

  • 5 bedrooms

Fontane Bianche, Syracuse

With the beach just a 200-metre stroll away, this home delivers the ideal spot for a blissful coastal escape. Days can be spent on the seafront or relaxing by the private pool (open seasonally).

The Capri View

The Capri View

  • 2 guests

  • 1 bedrooms

Riviera di Marcigliano, Massa Lubrense

Right by the coast, this cosy apartment is perfect for a couple's retreat. The bathtub in the living area takes some getting used to, but you can't deny that its panoramas are fantastic, especially the glimpse of Capri.

The Legendary Giulia

The Legendary Giulia

  • 8 guests

  • 4 bedrooms

Cellai, Rignano sull'Arno

Head into the Tuscan hills just outside the charming village of Cellai and keep an eye out for an imposing villa with its own bell tower. Almost unbelievably, this stunning property will be your home from home for however long you decide to stay.

Romeo & Trulliet

Romeo & Trulliet

  • 5 guests

  • 2 bedrooms

Ceglie Messapica, Brindisi

A local team of architects and designers have painstaking brought this traditional Trulli-style home back to life. From the fairytale cone roofs of the old section to the thick white walls of local stone and lime.


We selected the top 3% holiday homes in Italy Vacation Rentals for May

Explore the 5840 most perfect homes in our collection

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Most popular homes in Italy

The Stone Garden

The Stone Garden

  • 6 guests

  • 2 bedrooms

Noto, Syracuse

A Little Dream of the Valley

A Little Dream of the Valley

  • 4 guests

  • 2 bedrooms

Padua, Veneto

Olive Heart

Olive Heart

  • 2 guests

  • 1 bedrooms

Olbia, Sassari

Levien

Levien

  • 4 guests

  • 1 bedrooms

Cressa, Novara

Fig Bay

Fig Bay

  • 6 guests

  • 2 bedrooms

Arbatax, Tortolì

Blissful Daze

Blissful Daze

  • 13 guests

  • 5 bedrooms

Lipari, Messina

Muse's View

Muse's View

  • 2 guests

  • 1 bedrooms

Riviera di Marcigliano, Massa Lubrense

A Violin for Violet

A Violin for Violet

  • 16 guests

  • 6 bedrooms

Castelvetrano, Trapani

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Frequently asked questions

Discover our exclusive collection of the finest Vacation Rentals for May that Italy has to offer, and mark the month with an unforgettable trip. At Plum Guide, we carefully select only the very best homes around, so you know that every rental is one to be proud of. Each home in our range comes fully furnished, with a well-equipped kitchen, all linen, and essential toiletries included. Our meticulous testing process ensures that no stone is left unturned, with everything from shower pressure and Wifi speed to a home's design aesthetic being thoroughly tested. Book a luxury Holiday Rental for May in Italy today, and see what all the fuss is about. If you need any guidance, call on our experts, ready night and day to help you find your ideal home.

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