• Apartments: 15
• Sleeps: 45
• Location: Barberino Val d'Elsa (Countryside)
• Daily price: From € 123 to € 330

The farmhouse is located in the heart of Chianti and offers 15 apartments furnished in traditional Tuscan style and provided with all of the main services and comforts. Large swimming pool and restaurant at guests' disposal.

• Apartments: 8
• Sleeps: 26
• Location: Buonconvento (Countryside)
• Weekly price: From € 600 to € 2000

The farmhouse is located in the incredible landscape of the Crete Senesi, between Siena and the Valdorcia. It offers 7 finely furnished apartments, equipped with all modern comforts, and a large swimming pool with an amazing view over the surroundings.

• 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: 22
• Sleeps: 100
• Location: Gambassi Terme (Countryside)
• Daily price: From € 86
• Weekly price: From € 590

The Tuscany hamlet Borgo della Meliana holiday accommodations for the perfect holiday setting for families, friends & destination wedding or events. Elegant decor, green gardens, panoramic pool & so much more

• Apartments: 9
• Sleeps: 26
• Location: Montespertoli (Countryside)
• Weekly price: From € 530 to € 1220

Stone villa from the 13th century offers apartments for your vacation in the Chianti hills near Florence. Managed directly by the owners, guests receive personal attention and service while enjoying the self-catering accommodation and the villa's pool.

• Apartments: 14
• Rooms: 5
• Location: Gambassi Terme (Countryside)
• Daily price: From € 100 to € 320
• Weekly price: From € 1400 to € 2150

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: 4
• Rooms: 1
• Sleeps: 18
• Location: San Gimignano (Countryside)
• Daily price: From € 160 to € 600
• Weekly price: From € 1060 to € 4200

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: 10
• Sleeps: 52
• Location: Gavorrano (Countryside,Seaside)
• Daily price: From € 40 to € 220
• Weekly price: From € 260 to € 1500

Make one of the 9 villa apartments at Casa Conti di Sotto your base in Tuscany as you head to the sea or explore. Stay put and enjoy the pools, outdoor Spa and hot tubs, fitness area, large playgrounds for the kids & more.

• Rooms: 5
• Sleeps: 10
• Location: Tavarnelle Val di Pesa (Countryside)
• Daily price: From € 80 to € 115

Elegant bed and breakfast in Chianti, located halfway between Florence and Siena. The B&B offers 5 comfortable double rooms, finely furnished and overlooking Chianti hills.

• Apartments: 1
• Rooms: 2
• Sleeps: 4
• Location: Tavarnelle Val di Pesa (City)
• Daily price: From € 80 to € 120
• Weekly price: From € 560 to € 840

Located in a lovely Chianti village, these accommodations offer a charming setting with 2 private rooms & en suite bathrooms featuring lovely views of the countryside. They can be used as B&B suites, or rent the entire apartment for up to 4 persons.

• Rooms: 10
• Sleeps: 20
• Location: Florence (Countryside)
• Daily price: From € 145 to € 290

Charming relais on the hills above Florence, just a short distance from the city center, restaurants, shops & museums. Elegantly decorated rooms furnished with antiques, a gorgeous park with outdoor pool and delicious buffet breakfast

• Rooms: 6
• Sleeps: 12
• Location: Florence (City)
• Daily price: From € 80 to € 270

This B&B, close to the Duomo & Ponte Vecchio, is a splendid vacation base. It features 6 rooms with AC & WiFi, a delicious breakfast & quality service. Creating beautiful memories in Tuscany starting in the center of Florence.

• 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: 10
• Sleeps: 24
• Location: Crespina (Countryside)
• Daily price: From € 180 to € 380

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.

• 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.