Villas in Italy with 5-6 bedrooms

Enjoy Italy with more of your nearest and dearest with a handpicked Italian villa with 5-6 bedrooms, exclusive to Tuscany Now & More. Capable of sleeping up to 14, these villas are ideal for larger groups, with many offering large pools, gardens and games areas. Every rental villa includes its own dedicated concierge service, with additional services available including cooks, maids and tours of the local area.

Condé Nast Traveller 2023 Award
Showing: 57 villas
Sort by:
Select your currency:
Showing: 57 villas

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub

Beautiful farmhouse with a private pool set in vineyards just 3kms/2 miles from Siena. Professional kitchen, modern bathrooms. Hot tub. Walk to restaurants or get a bus into the centre of Siena.

Weekly prices
From
To
-
€ 3,822
€ 7,708
$ 4,116
$ 8,301
£ 3,266
£ 6,588

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool
  • Hot tub

This staffed rental option at Santa Dieci includes continental breakfast for 6 mornings, two dinners, a cooking class & a wine tasting in the estate’s wine cellars.

Weekly prices
From
To
-
€ 7,747
€ 11,633
$ 8,343
$ 12,528
£ 6,621
£ 9,943

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Luxury fully air-conditioned private home near the city of Orvieto. Private twenty meter saltwater swimming pool with stunning views. Lots of outdoor shaded living space. Large bedrooms with en suite bathrooms.

Weekly prices
From
To
-
€ 5,176
€ 7,591
$ 5,574
$ 8,175
£ 4,424
£ 6,488

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Fully air-conditioned villa
  • Internet connection
  • Private pool
  • Heated pool

Brick farmhouse & stylish barn conversion in the Valdichiana with mesmerising views of nearby Cortona. Bright open-plan interiors with original features & open brick fireplaces, A/C bedrooms with en-suite shower rooms & a large heated private pool.

Weekly prices
From
To
-
€ 5,228
€ 7,469
$ 5,630
$ 8,043
£ 4,468
£ 6,383

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 6

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Luxury hilltop stone farmhouse & guesthouse with private pool, 28km from Cortona. Interior has original terracotta floors & beamed ceilings, with light-filled A/C bedrooms & en-suite bathrooms. Manicured lawns with panoramic, alfresco dining & living areas.

Weekly prices
From
To
-
€ 4,779
€ 7,196
$ 5,147
$ 7,749
£ 4,085
£ 6,150

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 4

  • Internet connection
  • Private pool
  • Heated pool
  • Hot tub

Beautiful farmhouse with a private salt water heated pool and hot tub with stunning views in the center of the Chianti. Within easy reach of a nearby hamlet that has two restaurants and a small shop.

Weekly prices
From
To
-
€ 5,612
€ 6,986
$ 6,044
$ 7,524
£ 4,797
£ 5,971

SLEEPING: 10 - BEDROOMS: 6 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Beautifully set farmhouse & guest house with a large private pool enjoying beautiful views of the countryside near the pretty town of Cetona with air-con bedrooms, en suite bathrooms & a fantastic kitchen.

Weekly prices
From
To
-
€ 4,456
€ 6,723
$ 4,799
$ 7,240
£ 3,809
£ 5,746

SLEEPING: 8 - BEDROOMS: 5 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Luxury stone farmhouse with private pool, air-con bedrooms & very modern bathrooms in travertine. Exceptional views and close to Cortona. Fantastic modern kitchen and sophisticated outdoor furniture.

Weekly prices
From
To
-
€ 3,985
€ 6,423
$ 4,292
$ 6,917
£ 3,406
£ 5,489

SLEEPING: 10 - BEDROOMS: 6 - BATHROOMS: 4

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Lovely 18th century farmhouse close to Lucca with a walled garden & private pool. Bright spacious interiors & air-con bedrooms. Large loggia for al fresco dining, smaller separate guest house. Very helpful onsite caretaker.

Weekly prices
From
To
-
€ 4,060
€ 6,339
$ 4,373
$ 6,827
£ 3,470
£ 5,418
Rental options (size of party):

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 6

  • Internet connection
  • Private pool

Beautifully positioned villa enjoying stunning views near Orvieto. Private swimming pool, very comfortable interiors & modern en-suite bathrooms [air-conditioned from 2025]. Lots of very comfortable outdoor living space

Weekly prices
From
To
-
€ 4,396
€ 6,280
$ 4,734
$ 6,763
£ 3,757
£ 5,367

SLEEPING: 8 - BEDROOMS: 5 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Charming hill top farmhouse with a beautiful garden & large private pool. Air-con bedrooms, games room, great kitchen, loggia for dining with terrific views & sunsets. Pool has a paddling area.

Weekly prices
From
To
-
€ 2,698
€ 5,146
$ 2,906
$ 5,541
£ 2,306
£ 4,398

SLEEPING: 10 - BEDROOMS: 5 - BATHROOMS: 5

  • Air-conditioned bedrooms
  • Internet connection
  • Private pool

Charming hill top farmhouse with a beautiful garden & large private pool. Air-con bedrooms, games room, great kitchen, loggia for dining with terrific views & sunsets. Pool has a paddling area.

Weekly prices
From
To
-
€ 3,175
€ 5,996
$ 3,420
$ 6,457
£ 2,714
£ 5,125

Subscribe to our newsletter

loading
Searching for your villa