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.

• Rooms: 4
• Sleeps: 7
• Location: Monteroni d'Arbia (Countryside)
• Weekly price: From € 2900

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: 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

• Rooms: 9
• Sleeps: 20
• Location: Montaione (Countryside)

Villa Piaggia, located in Montaione near San Gimignano, is an exclusive and elegant villa that can host up to 20 guests. The villa and its swimming pool is surrounded by a large park and vineyards, enjoying a beautiful view over the Tuscan countryside.

• Rooms: 4
• Sleeps: 10
• Location: Figline Valdarno (Countryside)
• Weekly price: From € 1600 to € 3600

Spacious & luminous Villa for 10 persons with a private panoramic pool and luxury decor, is in a prime position between Florence & Chianti. Easy access to Siena, Pisa and relaxing spa services.

• 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.

• 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.

• 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: 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.

• Apartments: 1
• Rooms: 3
• Sleeps: 12
• Location: Barberino Tavarnelle (Countryside)
• Daily price: From € 180 to € 300

Lush gardens, charming decors & panoramic views. This prestigious medieval Villa has been totally restored for your holiday near Chianti & Florence. It offers two perfect solutions: 4 charming B&B rooms or the entire villa for a deluxe holiday.

• 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.

• 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: 4
• Sleeps: 12
• Location: Scarlino (Countryside,Seaside)
• Daily price: From € 560 to € 1642

This lovely Villa rental is located in Maremma, at a short distance from sandy beaches, shops & restaurants. The accommodations include spacious living quarters, private pool & garden, wifi, & AC for up to 12 persons.

• Rooms: 8
• Location: Campiglia Marittima (Countryside)
• Daily price: From € 90 to € 100

Set in an old farmhouse, Il Castagno Toscana offers large apartments fully equipped. Surrounded by Tuscan countryside outside Campiglia Marittima, it offers outdoor pool, children playground and other facilities.