• Apartments: 1
• Rooms: 24
• Sleeps: 48
• Location: San Casciano in Val di Pesa (Countryside)
• Daily price: From € 80 to € 400

This villa hosts B&B accommodation in a stunning location, surrounded by the marvelous vineyards of Chianti. It offers spacious and romantic rooms with all comforts, a restaurant specialized in organic meals, a Spa and swimming pool.

• Apartments: 6
• Sleeps: 27
• Location: Cetona (Countryside)
• Weekly price: From € 500 to € 3000

A privately owned medieval village surrounded by woods in southern Tuscany has been restructured to offer both apartments and villas for families and small groups of friends searching for a unique vacation in Tuscany's countryside.

• Apartments: 11
• Rooms: 11
• Sleeps: 45
• Location: San Gimignano (Countryside)
• Daily price: From € 105 to € 318

Set among the vineyards of San Gimignano, the 11 self catering holiday apartments at the villa are the perfect base for a vacation exploring every corner of Tuscany, close to enchanting towns, wine tasting, & the beautiful cities of Florence & Siena.

• Apartments: 14
• Rooms: 5
• Location: Gambassi Terme (Countryside)
• Daily price: From € 90 to € 270
• Weekly price: From € 850 to € 1650

The comfortable and kid friendly environment at Tenuta Quadrifoglio between Florence & Siena is an ideal destination for families, group events & destination weddings. A large garden & common room offer space & modern amenities. Book direct with Owner.

• Apartments: 11
• Rooms: 8
• Sleeps: 64
• Location: Fiesole ()
• Daily price: From € 100

A convenient mix of self catering holiday apartments & B&B suites at this Fattoria located just outside of the city center of Florence. Restaurants, a working farm, petting zoo & fabulous gardens make this the ideal location for your Tuscan holiday.

• Apartments: 4
• Rooms: 1
• Sleeps: 18
• Location: San Gimignano (Countryside)
• Daily price: From € 125 to € 450
• Weekly price: From € 830 to € 3150

The 5 accommodations in this luxurious, recently renovated farm estate offer comfort & style. Perfect for couples, families & small groups, they offer a magic place in the heart of Tuscany, with panoramic pool and breathtaking views.

• Apartments: 8
• Sleeps: 22
• Location: Dicomano (Countryside)
• Daily price: From € 80 to € 200

Borgo di Villa Cellaia stands over Dicomano, offering views in a natural country Tuscan setting. The newly renovated modern apartments in their rustic setting also offer guests a pool, jacuzzi, sauna, Wi-Fi and breakfast upon request.

• Rooms: 12
• Sleeps: 24
• Location: Vinci (Countryside)

The elegant wine resort near Vinci offers suites in a beautiful Medicean villa, surrounded by gorgeous gardens and vineyards. Enjoy the pool and on-site bistro & restaurant, wine cellar visits and tastings for a great stay in Tuscan wine country.

• Apartments: 11
• Sleeps: 40
• Location: Dicomano (Countryside)
• Daily price: From € 47 to € 300
• Weekly price: From € 330 to € 2150

This farmhouse, located in the Chianti area near Florence, offers exclusive independent and fully equipped apartments. At guests' disposal, a wonderful swimming pool, a relax center and trekking itineraries for discovering the surroundings.

• Apartments: 2
• Rooms: 12
• Sleeps: 24
• Location: Greve in Chianti (Countryside)
• Daily price: From € 90 to € 445

This charming villa offers both rooms and apartments perfect for your vacation in Tuscany, perfect for couples or large groups that can rent the entire property. Spacious garden with pool, free parking and WiFi.

• Rooms: 5
• Sleeps: 10
• Location: Pienza (Countryside)
• Weekly price: From € 4000 to € 10000

This enchantingly simple yet graceful vacation villa rental only minutes from the historic town of Pienza features an ideal holiday accommodation for up to 10 persons. Private pool, WiFi, air conditioning and fabulous views.

• Rooms: 6
• Sleeps: 12
• Location: Siena (Countryside)
• Daily price: From € 115 to € 170

The farmhouse is within walking distance of Siena. The delicious food, wine, views, modern amenities, cooking lessons and comfortable rooms with exceptional panoramic views of the Siena skyline.

• Rooms: 3
• Sleeps: 5
• Location: Siena (City,Countryside)
• Weekly price: From € 2000 to € 5000

Perfect base for exploring Siena and the Tuscan countryside, the villa for 5 guests offers exclusive pool, tennis court, spacious gardens and olive tree orchard just outside Porta Romana and a 15 min walk to Piazza del Campo, heart of Siena.

• Apartments: 6
• Rooms: 13
• Sleeps: 30
• Location: Arezzo (City,Countryside)

Perfectly organized to accommodate families, large groups & events, this vacation rental Villa is ideally located between the major cities of art in Tuscany. Versatile & comfortable: Six fully equipped apartments, private pool & common room.

• Apartments: 10
• Sleeps: 24
• Location: Crespina (Countryside)
• Daily price: From € 140 to € 300

Enjoy the peace & quiet of the Tuscan countryside surrounded by vineyards that produce organic Chianti wines. Spacious apartments make a perfect base, offer privacy and a sense of home in upscale elegant comfort.