Filters

Villas for large groups in Italy

It could be for a birthday or anniversary, or just a gathering of friends and family on holiday. Whatever the occasion, if your choice of venue matters, we’d love to help. Simpson Travel handpicks the best large villas in Italy – a collection of beautiful places to share with the ones who matter most.

Our large villas cover every conceivable variation on the simple theme that more is definitely more when it comes to a luxury holiday in Italy with those closest to you. Generous gardens and sprawling estates await, with rural farmhouses and contemporary stone villas. While each one is unique, they all exude quality and style – and allow large groups to celebrate together in surroundings that reflect true Italian flair.

In a country that is famous for its love of family gatherings, generously proportioned villas are in abundant supply, but we’ve spent many weeks searching for the very best, including the most popular areas of Tuscany and its stunning Chianti region – a wonderful place to be when it comes to stocking up on excellent wines...

But wherever you decide to bring everyone together, we’ve ensured you’ll have plenty of room, with generous communal spaces, well-equipped kitchens or even the potential of a private chef service to create a truly memorable holiday for six, eight or even 14 of your favourite people.     

+ Show more

Showing search results for 'Italy'. (10 results found)

Enquiry only

Tuscany, Italy

Accom only prices from £1,200 Help

Price is based on 1 week, accommodation only.

Close

Villa | 5 bedrooms | Sleeps 10

  • Tranquil, spacious retreat
  • Stunning panoramic views
  • Comfortable interiors

Umbria, Italy

Accom only prices from £1,300 Help

Price is based on 1 week, accommodation only.

Close

Villa | 5 bedrooms | Sleeps 6-9

  • Calming and welcoming country house
  • Spacious and comfortable
  • Captivating views

Tuscany, Italy

Accom only prices from £2,695 Help

Price is based on 1 week, accommodation only.

Close

Villa | 7 bedrooms | Sleeps 13

  • Exceptional manor house
  • Spacious and comfortable
  • Set in the heart of Chianti

Tuscany, Italy

Accom only prices from £2,950 Help

Price is based on 1 week, accommodation only.

Close

Villa | 6 bedrooms | Sleeps 11

  • Regal country house
  • Tennis court and private chapel
  • Extensive beautiful garden

Tuscany, Italy

Call for price

Villa | 7 bedrooms | Sleeps 14

  • Magnificent Tuscan country villa
  • In the heart of Chianti
  • Spacious and comfortable

Tuscany, Italy

Call for price

Villa | 6 bedrooms | Sleeps 12

  • Beautiful stone farmhouse
  • Spacious and comfortable
  • Daily maid service

Tuscany, Italy

Call for price

Villa | 8 bedrooms | Sleeps 14

  • Quiet and peaceful country retreat
  • Flexible accommodation for families or group of friends
  • Spectacular views

Umbria, Italy

Call for price

Villa | 6 bedrooms | Sleeps 12

  • Characterful and spacious villa
  • Set in glorious Umbrian countryside
  • Extensive gardens with stunning views

Umbria, Italy

Call for price

Villa | 6 bedrooms | Sleeps 12

  • Unique Medieval tower
  • Spectacular location
  • Contemporary and quirky

Puglia, Italy

Call for price

Villa | 5 bedrooms | Sleeps 10

  • Striking contemporary villa
  • Tranquil and spacious
  • Set in extensive manicured garden