Tuscany Villas with Pool

• 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: 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: 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: 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: 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.

• Apartments: 9
• Sleeps: 50
• 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: 9
• Sleeps: 17
• Location: Montaione (Countryside)

Villa Piaggia, located in Montaione near San Gimignano, is an exclusive and elegant villa that can host up to 17 guests. The villa and its swimming pool is surrounded by a large park and vineyards, enjoying a beautiful view over the Tuscan countryside.

• Rooms: 3
• Sleeps: 6
• 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.

• Apartments: 2
• Sleeps: 11
• Location: Gambassi Terme (Countryside)

Surrounded by nature and gorgeous gardens with swimming pool, the villa's two apartments are ideal for a group of up to 11 guests wishing an exclusive stay in Tuscany. The location is very central, ideal for day trips to explore the region.

• Rooms: 8
• Sleeps: 17
• Location: Borgo San Lorenzo (Countryside)
• Daily price: From € 80 to € 110
• Weekly price: From € 480 to € 660

The Farmhouse in Mugello offers 8 rooms with b&b service and an outdoor pool open in Summer. The agriturismo is also a working farm, producing wines and other local products that guests may taste during their holiday.

• Rooms: 7
• Sleeps: 14
• Location: Poggibonsi (Countryside)

Villa Vianci is a family-run holiday villa rental between the hills of Chianti and the historic city of Siena. The beautiful garden offers a large pool, lots of space throughout the villa for up to 14 guests on holiday in Tuscany.

• Rooms: 10
• Sleeps: 22
• Location: Cortona (Countryside)
• Daily price: From € 500
• Weekly price: From € 3000

The spectacular position right outside of Cortona's walls adds extra charm to this relaxing vacation home that hosts from 10 to 22 guests. A traditional decor mixed with modern amenities, A/C & pool ensures great holiday memories.

• Rooms: 15
• Sleeps: 30
• Location: Volterra (Countryside)
• Weekly price: From € 10000 to € 16000

This large elegant villa near Volterra in the hills between Siena and San Gimignano is rented exclusively for up to 37 guests. A swimming pool and large garden make the villa an ideal setting for family gatherings, a vacation withe friends or a wedding.

• Sleeps: 12
• Location: Castelfiorentino (Countryside)

An ancient castle sitting on the gentle hills of Chianti, finely restored and turned into a beautiful luxury villa perfect for 12 people. It offers a private, gorgeous outdoor pool and exclusive services to make your stay unforgettable.

• Rooms: 4
• Sleeps: 8
• Location: Monteroni d'Arbia (Countryside)
• Weekly price: From € 2700 to € 3980

Charming villa with private pool, garden and BBQ area in the enchanting landscape of the Crete Senesi near Siena. It offers 4 bedrooms and 3 bathrooms located on two floors overlooking the marvelous Tuscan countryside. A B&B only in mid & low season.