Tuscany Villas with Pool

• 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.

• Apartments: 6
• Rooms: 15
• Sleeps: 32
• Location: Castellina in Chianti (Countryside)
• Daily price: From € 115

The ambiance at this farmhouse brings together family & friends, nature & relax. The villa rental & self catering apartments provide an ideal base for exploring Tuscany in its natural state: hiking, swimming, dinner banquets & small town adventures.

• Rooms: 3
• Sleeps: 5
• Location: Montescudaio (Countryside,Seaside)
• Weekly price: From € 500 to € 850

A private family villa in the hills of Tuscany overlooking medieval towns, sandy beaches & easy access to the Pisa airport. Located within walking distance of shops & restaurants the holiday rentals & private pool are a vacation dream.

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

This large elegant villa near Volterra in the hills between Florence and Siena is offered as an exclusive rental and can host from 30 to 40 people. A swimming pool and large garden make the villa an ideal setting for weddings and special events.

• 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 € 485 to € 1005

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.

• Rooms: 6
• Sleeps: 12
• Location: Poggibonsi (Countryside)

Villa Vianci is a family run luxury rental between the hills of Chianti and the historic city of Siena. There is a beautiful green garden with pool, lots of family space throughout the villa for up to 12 PAX on holiday in Tuscany

• 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: 9
• Sleeps: 18
• Location: Monteroni d'Arbia (Countryside)
• Weekly price: From € 5000 to € 6300

Cozy & comfortable, the large vacation villa at San Fabiano can host up to 18 guests and features the best of Tuscany all in one place! The villa is just 20 minutes south of Siena.

• Rooms: 4
• Sleeps: 8
• Location: Monteroni d'Arbia (Countryside)
• Weekly price: From € 2100 to € 3600

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.

• Apartments: 9
• Rooms: 4
• Sleeps: 42
• Location: Rignano sull'Arno (Countryside)
• Daily price: From € 120 to € 530
• Weekly price: From € 600 to € 4700

Charming farmhouse with pool situated in the Chianti area near Florence. It offers rooms and independent apartments, all recently restored and finely decorated and a huge, wide park surrounded by hectars of olive trees and vineyards.

• 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: 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.

• Apartments: 5
• Rooms: 5
• Sleeps: 32
• Location: Bagno a Ripoli (Countryside)
• Daily price: From € 175 to € 575

The elegant and luxurious apartments at this wine estate offer comfort in style, as well as stunning panoramic views of Florence and the countryside. Pool for relaxing, wine tastings and great base for exploring Chianti & Tuscany.