Book Luxury Vacation Rentals for September in Italy

We selected the 5840 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

Home spotlights in Italy

White Crocuses

White Crocuses

  • 5 guests

  • 2 bedrooms

Ceglie Messapica, Brindisi

It's not a trip to Puglia without a stay in a trullo house, and this is a gorgeous one. Located in the rolling countryside, within easy reach of some of the area's historic towns, it's a great place to begin your Italian adventures.

The Terracotta Sun

The Terracotta Sun

  • 6 guests

  • 4 bedrooms

Arezzo, Tuscany

Surrounded by olive groves and ancient woods, this traditional farmhouse welcomes you to an authentic stay in the heart of Tuscany. Located on Pomaio hill with sweeping views across the countryside, this is a wonderful setting to retreat into the heart of nature.

On a Dream

On a Dream

  • 2 guests

  • 1 bedrooms

Positano, Salerno

In the sun-soaked village of Positano, this studio apartment is a peaceful idyll within walking distance of the lively shores of Positano Beach. Inside, it’s all crisp white and cobalt blue.

Blissful Waters

Blissful Waters

  • 8 guests

  • 4 bedrooms

Ispra, Varese

This modern appointed villa, nestled along Lombardy's picturesque lakeshore, offers an idyllic retreat for guests seeking tranquility and beauty. With its own private pool, exclusive sandy beach, and boat access, this lakeside haven promises an unforgettable stay.


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

Explore the 5840 most perfect homes in our collection

View on map

Most popular homes in Italy

Florence Charmer

Florence Charmer

  • 4 guests

  • 1 bedrooms

Parma, Rome

The Sofia Rose

The Sofia Rose

  • 18 guests

  • 10 bedrooms

Baveno, Verbano-Cusio-Ossola

Casa da Gloria

Casa da Gloria

  • 10 guests

  • 6 bedrooms

Baia Caddinas, Golfo Aranci

A Nautical Note

A Nautical Note

  • 2 guests

  • 1 bedrooms

Imperia, Liguria

Seaside Seclusion

Seaside Seclusion

  • 4 guests

  • 2 bedrooms

Castellammare del Golfo, Trapani

The Stone Garden

The Stone Garden

  • 6 guests

  • 2 bedrooms

Noto, Syracuse

Mountain Watchtower

Mountain Watchtower

  • 9 guests

  • 4 bedrooms

Montefortino, Fermo

Olive Heart

Olive Heart

  • 2 guests

  • 1 bedrooms

Olbia, Sassari

View all

Check upcoming rates & availability for Italy Vacation Rentals for September


Frequently asked questions

Take a look at our remarkable collection of luxury September Holiday Rentals in Italy Make this month a special one, and stay in one of the finest homes around. Every single home on our books comes fully furnished, with all linen and essential toiletries included, and a well-equipped kitchen waiting for you. With just the top 3% of homes being awarded the Plum Award, we're making it easier than ever to discover your dream home, so book today. Our caring experts love nothing more than helping you choose from the homes in our exclusive Italy collection of Vacation Rentals for September, so give us a call and plan the perfect getaway.

Search our collection