• Apartments: 15
• Rooms: 8
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 110 to € 307

Located between Florence and Siena, in the heart of Tuscany the Borgo Pietrafitta Relais is a mix of vacation apartments and B&B where you find a panoramic pool, lush garden areas, relaxing décor and genuine Tuscan hospitality.

• 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 € 115 to € 410
• Weekly price: From € 765 to € 2870

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: 4
• Sleeps: 12
• Location: Vinci (Countryside)

The elegant wine resort near Vinci offers rooms in a beautiful Medicean villa, surrounded by gorgeous gardens and vineyards. New pool and restaurant, wine cellar visits and tastings make the estate perfect base for enjoying Tuscany.

• Rooms: 4
• Sleeps: 8
• Location: Licciana Nardi (Countryside)

This beautifully decorated villa promises a quiet and tranquil setting for your Tuscan holidays near the enchanting villages of Cinque Terre. A four bedroom private holiday villa with pool and stunning views of the Apuane mountains.

• Apartments: 3
• Sleeps: 22
• Location: Pontassieve (Countryside)
• Daily price: From € 100 to € 300
• Weekly price: From € 700 to € 1800

A cozy Tuscan farmhouse just minutes outside of the city center of Florence, this Villa features 3 self catering holiday apartments on a family run estate with fabulous views & olive groves. Close to restaurants, shops, trains & cities of art.

• 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: 3
• Sleeps: 5
• Location: Siena (City,Countryside)
• Weekly price: From € 1800 to € 3000

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: 3
• Sleeps: 21
• Location: San Casciano dei Bagni (Countryside)
• Daily price: From € 180 to € 550

Luxury vacation villa rentals - a whole villa and 2 apartments - in southern Tuscany assure you of comfortable accommodations & beautiful day trips in Italy. The warm, friendly atmosphere, private pools and many amenities will create special memories.

• 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.