Villas in Siena, Villas for Holidays in the Town of the Palio and World Heritage Site

Villa situated in an ancient 8th-century burg already existing in Charlemagne`s times near San Gimignano (Siena), in Valdelsa. Sleeps 28, wide garden, swimming pool, sauna, Internet connection, air conditioning, hydromassage. Golf club, riding stable and tennis courts nearby.

Exclusive luxury villa with swimming pool near San Gimignano, in Valdelsa, between Florence and Siena. 10 sleeping accommodations, satellite TV, air conditioning, barbecue, Internet connection.

Beautiful villa in Montalcino (Siena), in Valdorcia, facing the fortress. Sleeps 6, Internet connection, air conditioning, swimming pool, hydromassage. Possibility of booking private wine-tasting lessons with a sommelier in the ancient fortress. Thermal baths nearby.

Elegant villa (in the past an aristocratic residence) in Valdelsa, in Monteriggioni (Siena). Sleeps 14, park, swimming pool, air conditioning, Internet connection, panoramic terrace. Possibilty of organising dinners at the property.

Luxurious independent villa in scenery location in the Chianti region, near San Gimignano (Siena). Sleeps 8, swimming pool, solarium area, air conditioning, sauna, hydromassage. Possibility of organising lunches, dinners, wine tastings and cooking lessons at the villa.

Elegant luxury villa (originally a farmhouse) with panoramic view over San Gimignano . The villa is in San Gimignano , in Valdelsa, near the Chianti district, between Florence and Siena . Sleeps 12+2, swimming pool, Internet connection, air conditioning, hydromassage, gym, toys for children. Riding stable, tennis club and golf club nearby.

Luxury villa in Cortona (Arezzo), in Valdichiana. 12 sleeping accommodations, swimming pool, wide garden, satellite TV, Internet connection.

Luxurious villa in Empoli countryside, between Volterra and San Gimignano, in the centre of Tuscany, in an equidistant position between Siena, Florence and Pisa. 8/10 sleeping accommodations, swimming pool, garden, children`s playground, Internet connection.

Small luxury villa in Valdelsa , in Monteriggioni , 5 kilometres from Siena. 6 sleeping accommodations, swimming pool, barbecue, satellite TV. Wonderful panorama and view on the castles surrounding the villa.

Ancient luxury villa in Valdelsa, in Colle Val d`Elsa (Siena). Sleeps 14, wide garden, swimming pool, solarium area, Internet connection. Tennis courts and golf club within a few kilometres. Wonderful view over the Tuscan countryside.

Elegant villa (ex-farmhouse restored with elegance and charme) between Pienza and Montepulciano in Val d`Orcia . A few kilometres away, there are the famous towns of Arezzo and Siena. Surrounded by the typical Tuscan landscape, with total privacy and peace. Internet WI-FI Connection. 8+2 beds.

Ancient historic luxury villa in Valdichiana, in Montepulciano (Siena). Sleeps 16, wide garden, swimming pool, Internet connection, barbecue. Tennis courts, thermal baths, riding stable and golf club nearby.

Wonderful 17th-century villa in Orvieto countryside, in Umbria, a few dozen kilometres from the province of Siena. Sleeps 10, swimming pool, air conditioning, Internet connection.

Elegant luxury villa situated in a historic site in the province of Siena, in Valdichiana. In the past an Etruscan site and then a medieval citadel, it affords magnificent views of the Tuscan countryside. Sleeps 14, wide park, swimming pool, sauna, Internet connection, air conditioning. Tennis club and thermal baths within a few kilometres.

Elegant villa in panoramic location in the heart of Chianti Classico, just a few kilometres from Gaiole in Chianti (Siena). Sleeps 8, heatable swimming pool, Finnish sauna, air conditioning, Internet connection. Possibility of organising wine tasting events, cooking lessons and wellbeing itineraries. Utmost peace and privacy.

Beautiful 19-century villa in Valdichiana, a few kilometres from Cortona (Arezzo). Sleeps 9, swimming pool, Internet connection, air conditioning. Utmost privacy.

Elegant villa near Sarteano (Siena), in Valdichiana. Sleeps 9, garden, swimming pool, Internet connection. A few kilometres from Val d'Orcia and the thermal baths of Chianciano Terme and San Casciano dei Bagni. The villa is part of vast estate including an 11th-century abbey.

Tuscan villa with pool near Radda in Chianti in the countryside of Chianti between Siena and Florence. Sleeps 10, Internet connection.

Holiday villa for rent on the hills around Montalcino, in Val d`Orcia (Siena). 11/13 sleeping accommodations, swimming pool.

Villa for vacation rentals in Siena countryside. 4+2 sleeping accommodations, swimming pool.

Villa in Radicondoli, in Valdelsa countryside, near Siena. 10+2 sleeping accommodations, swimming pool, barbecue, satellite TV, Internet connection.

Luxury villa in Volterra, in Val di Cecina, between Pisa and Siena. 9+2 sleeping accommodations, two swimming pools (one with hydromassage system), air conditioning, barbecue, satellite TV. Small animals admitted.

Luxury villa with breathtaking view over Siena. 10+2 sleeping accommodations, swimming pool, satellite TV.

Beautiful villa in Barberino Val d'Elsa historic centre, between Florence and Siena, in the Chianti region. Sleeps 16, wide garden, swimming pool. Wonderful panoramic views.

Villa with exclusive swimming pool in Valdichiana near Cortona (Arezzo). 10/11 sleeping accommodations, Internet connection.

Villa with swimming pool in Casole d`Elsa (Siena), in Valdelsa countryside. 8 sleeping accommodations.

Holiday villa for rent a few kilometres from San Gimignano, in Valdesa counryside, between Florence and Siena. 8 sleeping accommodations, swimming pool, Internet connection. Air conditioning in the bedrooms of the villa.

Villa in panoramic position on the hills near Terontola, in proximity to Cortona (Arezzo), in Valdichiana. 10+2 sleeping accommodations, swimming pool, garden, wood-burning oven, small gym, Internet connection.

Villa with swimming pool near Montepulciano in the countryside of the Valdichiana between Siena and Arezzo. Sleeps8/10, air conditioning.

Chiusi villa rental in Valdichiana near Siena. The villa is a calm and comfortable complex for a holiday getting in strait contact with nature. Swimming pool. 9 sleeping accommodations.

Villa with private swimming pool near Monteroni d `Arbia and Buonconvento, in the Crete Senesi, in the countryside of Siena. Sleeps 13, furnished garden, Internet connection, air conditioning, wood-burning oven. Possibility of organising dinners at the property and horseback rides. Thermal baths in the neighbourhood.

Elegant luxury villa with private swimming pool situated in Val d`Orcia, near Pienza (Siena). 10 sleeping accommodations, satellite TV, welcome basket.

Villa near Montepulciano (Siena) with magnificent view on the Valdichiana. Sleeps 10, private garden and swimming pool, air conditioning, Internet connection.

Villa ex-medieval sighting tower in Montecchio di Cortona, in Valdichiana, near Arezzo. 9 sleeping accommodations, wide garden, swimming pool, Finnish sauna, Internet connection, air conditioning.

Luxury villa in the Chianti district near Castelnuovo Berardenga, a few kilometres from Siena. 4 sleeping accommodations, swimming pool, satellite TV, barbecue.

Villa with swimming pool in the Crete senesi, near the small village called Monteroni d`Arbia (Siena). 20 sleeping accommodations, satellite TV, Internet connection, wide garden.

Ancient 13th-century villa in Monteroni d`Arbia, in the Crete Senesi, near Siena. 14/15 sleeping accommodations, panoramic garden, swimming pool, Internet connection, barbecue. Tennis courts, golf club and thermal baths in the neighbourhood.

Villa near the small village of Sinalunga (Siena), in Valdichiana, between Montepulciano and Pienza. 14 sleeping accommodations, swimming pool, barbecue, satellite TV, wonderful panorama.

Elegant 18th-century villa in Valdichiana, near Cortona and Chianciano Terme , in the province of Arezzo. 10/12 sleeping accommodations, swimming pool, Internet, barbecue, hydromassage, satellite TV, bicycles. Riding stable and tennis club in the neighbourhood.

Villa with swimming pool for rent near Sarteano (Siena), in Valdichiana. Sleeps 14, beautiful private garden, satellite TV. Thermal baths within a few kilometres. Ideal lodging for relaxing holidays in the peaceful Tuscan countryside.

Villa with outhouse for rent on the hillside of Mount Cetona, near San Casciano dei Bagni and a few dozen kilometres from Chianciano Terme (Siena), in Valdichiana. Sleeps 11, swimming pool, Internet connection, air conditioning, table-tennis table. Thermal baths within a few kilometres.

Villa in Lucignano, in Valdichiana, at the border between the provinces of Siena and Arezzo. 12 sleeping accommodations, swimming pool, air conditioning, Internet connection.

Beautiful 15th-century villa in the Crete Senesi region, near Monteroni d'Arbia (Siena). Sleeps 11, swimming pool, Internet connection, panoramic terrace with breathtaking views over the surrounding hills.

Ancient villa in Valdichiana, close to Cortona (Arezzo). 18+4 sleeping accommodations, swimming pool, Internet.

Elegant ancient villa in the Val di Chiana, near Cortona (Arezzo). 6+2 sleeping accommodations, swimming pool, air conditioning, outdoor hydromassage, Internet connection, children's toys.

Holiday villa in Montespertoli, in Florentine Chianti, between Florence and Siena. 8/11 sleeping accommodations, fully enclosed garden, hydromassage. Trekking routes in the surroundings.

Villa close to Lake Bolsena, San Casciano dei Bagni (Siena) and Pitigliano (Grosseto). 10 sleeping accommodations. Natural park and thermal centres in the vicinity, possibility of doing water sports, swimming pool.

Elegant villa in panoramic position in Siena. 5 sleeping accommodations, private swimming pool, tennis court, wide park, air conditioning and Internet connection. The celebrated Piazza del Campo is within easy reach.

Holiday villa in Valdichiana, close to Cortona, in the province of Arezzo . 7 sleeping accommodations, swimming pool, private garden, barbecue.

Former farmhouse converted into a villa with swimming pool in Valdichiana, near Montepulciano (Siena). Sleeps 14, wide garden, barbecue equipment. Thermal baths nearby.

Ancient church transformed into an elegant villa with 6 sleeping accommodations. The villa is situated in Valdelsa, close to San Gimignano (Siena). Swimming pool, air conditionig.

Villa with swimming pool near Cortona (Arezzo), in Valdichiana. 8 sleeping accommodations, garden, hydromassage, outdoor toys, air conditioning.

Villa with pool immersed in the gorgeous landscape of Val d`Orcia, in Castiglione d`Orcia (Siena). Sleeps 12+3, Internet connection, barbecue, outdoor toys for children. Wonderful panorama. Thermal baths within a few kilometres.

Elegant villa (ex-farmhouse) on the hills that surround Pienza (Siena), with a wonderful view over the pure landscape of Val d`Orcia. Sleeps 8+2, swimming pool, Internet connection, air conditioning. Spa resorts within a few kilometres.

Villa sleeping 5 in Valdichiana countryside, near Montepulciano (Siena). Garden, swimming pool, Internet connection, air conditioning, hydromassage, children`s playground. Tennis club, golf club, riding stable and spa resorts in the neighbourhood.

Villa with pool in Valdichiana, near Cortona (Arezzo). Sleeps 6, garden, Internet connection, air conditioning, barbecue. Tennis club, golf club and riding stable nearby.

Villa with pool in Valdelsa, in Colle Val d`Elsa (Siena). Sleeps 15, garden, swimming pool with whirlpool area, Internet connection, small gym, children`s playground. Tennis club, golf club and riding stable nearby.

Villa (former farmhouse) in Monteroni d`Arbia (Siena), in the Crete Senesi region. Sleeps 8, wide garden, swimming pool, Internet connection, air conditioning, barbecue, hydromassage. Wonderful 360-degree view of Siena and the Crete Senesi region. Golf club, tennis club, riding stable and spa resorts within a few kilometres.

Villa in Chianti, near Monteriggioni (Siena). The villa is divided into three apartments and sleeps 11+3. Swimming pool, Internet connection, air conditioning. Tennis courts, riding stable and golf club within a few kilometres.

Villa in Colle Val d`Elsa ( Siena ), in Valdelsa. Sleeps 12+2, swimming pool, garden, barbecue equipment, toys for children, Internet connection. Just a few kilometres from San Gimignano.

Villa with swimming pool in Monte San Savino in Valdichiana between Arezzo and Siena. Panoramic location and swimming pool. 10+2 beds.

Elegant villa between Florence and Siena. Panoramic position, swimming pool and Jacuzzi hot tub in the garden, air conditioning, Internet WI-FI connection. 8 beds.

Beautiful villa on the hills of Chianti Classico, between Siena and Florence, near Castellina in Chianti. Sleeps 12, panoramic swimming pool, barbecue, Internet connection, air conditioning. Gorgeous views of the surrounding countryside. Possibility of purchasing the olive oil and wine produced in the farm.

Villa (formerly a farmhouse) in Val d`Orcia , in Pienza ( Siena ). Sleeps 8+2, swimming pool, Internet connection, hydromassage, children`s toys. Spas, tennis courts and riding stable within a few kilometres.

Beautiful villa with swimming pool in a peaceful and panoramic position on the hills of Val d'Orcia, near San Casciano dei Bagni (Siena), at the border between Tuscany, Lazio and Umbria. Sleeps 8, Internet connection, barbecue. Thermal baths within a few kilometres.

Villa with private swimming pool in the region of Montagnola Senese, near Sovicille (Siena), in a peaceful and panoramic position. Sleeps 8, air conditioning, wide garden, barbecue equipment. Just a few kilometres from Siena and the towns of the Chianti district.

Villa in panoramic position on the hills of Valdichiana, near Chianciano Terme (Siena). Sleeps 10, garden, swimming pool, Internet connection. Important thermal towns nearby.

Nice small villa on the hills that surround Cortona (Arezzo), in Valdichiana. Sleeps 4, fenced swimming pool, air conditioning, children's toys, barbecue. Lake Trasimeno within a few kilometres.

Small and charming villa with swimming pool in Valdichiana, near Cortona (Arezzo). Sleeps 7, garden, barbecue, Internet connection.

Nice recently built villa a few kilometres from Cortona (Arezzo) and Lake Trasimeno. Sleeps 6, swimming pool, wide garden with solarium area, barbecue, Internet connection. Beautiful view of the lake and the surrounding countryside. Possibility of windsurfing, sailing and fishing.

Villa in a very peaceful area of the Tuscan countryside, near Montepulciano (Siena), in Valdichiana, just a few kilometres from Lake Trasimeno. Sleeps 6+2, swimming pool, Internet connection, hydromassage, children`s playground.

Villa with wonderful view of Montalcino (Siena), in Val d`Orcia. Sleeps 7, swimming pool, air conditioning, Internet connection.

Elegant villa in panoramic location just a few kilometres from Cortona (Arezzo), in Valdichiana. Sleeps 8, swimming pool, wood-burning oven, table-tennis table, Internet connection, air conditioning.

Independent villa near Castellina in Chianti (Siena), in the heart of the Chianti Classico area. Sleeps 6, swimming pool, air conditioning, Internet connection. Possibility of organising wine tasting events and dinners.

Independent house in an old hamlet in the Chianti Classico area, near the village of Gaiole in Chianti (Siena). Sleeps 8, swimming pool, wood-burning oven, children's playground with slide and swing, air conditioning.

Beautiful villa in scenic location on the verdant hills of Val d'Orcia (Siena), near Campiglia d'Orcia. Sleeps 8, swimming pool, Internet connection, barbecue, hydromassage. Thermal baths nearby.

Charming independent villa on the hills around the Etruscan town of Cortona (Arezzo), in Valdichiana. Sleeps 4, swimming pool, barbecue, Internet connection, hydromassage, steam bath. Possibility of organising traditional Tuscan dinners.

Cosy small stone villa part of a farm situated on the hills around Cortona (Arezzo). Sleeps 7, swimming pool, Internet connection, children's playground, table-tennis table.

Beautiful independent villa in Siena countryside, near Montepulciano, in Valdichiana. Sleeps 6, swimming pool, hydromassage, Internet connection. Thermal baths within a few kilometres.

Very affordable villa near San Casciano dei Bagni, on the border between Tuscany and Umbria. Sleeps 9, swimming pool, Internet connection, barbecue. Ideal lodging for holidays in close contact with nature. Riding stable, tennis club and thermal baths within a few kilometres. Possibility of organising cooking lessons.

Ancient country house in Castiglion Fiorentino (Arezzo), in Valdichiana. Sleeps 13, swimming pool, Internet connection, table-tennis table, wood-burning oven. Golf club, riding stable, outlet village and Lake Trasimeno within a few kilometres.

Charming villa in the Chianti countryside, in Tavarnelle Val di Pesa, halfway from Florence and Siena. Sleeps 6, fenced private swimming pool, Internet connection, table tennis table.

Large villa for rent on the hills of Val d'Orcia, near Sarteano (Siena). Sleeps 16, wide garden, swimming pool, Internet connection, barbecue. Beautiful views of the surrounding countryside. Thermal resorts within a few kilometres.

Charming villa in the province of Siena, near Sarteano, in Val d'Orcia. Sleeps 14, wide garden, swimming pool, Internet connection, barbecue. Thermal resorts within a few dozen kilometres. Utmost privacy.

Cosy villa in the countryside between Florence and Empoli, near Vinci, in Lower Valdarno. Sleeps 5, swimming pool, barbecue, Internet connection, hydromassage. Florence historic centre, Pisa, Lucca, Siena and Pistoia within easy driving distance.

Nice small villa on the hills that surround the town of Cortona (Arezzo), in Valdichiana. Sleeps 6, swimming pool, children's toys, barbecue, air conditioning. Great views. A few kilometres from Lake Trasimeno.

Villa for weddings and ceremonies in Tuscany, in Siena countryside, in Monticiano. Sleeps 18, wide garden, swimming pool, Internet connection. Golf club and thermal resorts within a few kilometres.

Beautiful villa in the countryside of Siena, just a few kilometres from Chianciano Terme thermal baths and the villages of Val d'Orcia. Sleeps 16, swimming pool, Internet connection, barbecue.

Farmhouse in the Tuscan countryside between Chianciano Terme and Orvieto close to Siena. 10+2 sleeping accommodations. Private swimming pool, satellite TV, parking. Animals admitted.

Luxurious villa (ex farmhouse) in Valdelsa, near the historical village of Casole d`Elsa, in the province of Siena. Sleeps 11/12. Swimming pool, satellite TV, hydromassage, barbecue, Internet connection. Possibility of organising tastings, visits to nearby wineries, cooking lessons and horseback rides.

Independent farmhouse on the hills surrounding the small village of Radicofani, in Val d`Orcia, near Siena. Swimming pool, 11/13 sleeping accommodations.

Villa (formerly a farmhouse) in Rapolano Terme (Siena), in the Crete Senesi. Sleeps 9+2, panoramic position, swimming pool, Internet connection. Tennis courts, riding stable and thermal establishments within a few kilometres.

Holiday house in the centre of the small and suggestive village of Radicondoli (Siena) in Maremma, atop a hill south of Siena. Swimming pool, air conditioning, panoramic terrace. 9+3 sleeping accommodations. Tennis courts in the vicinity, possibility of horse riding.

Apartment in villa on the hills around Cortona (Arezzo). Sleeps 7, swimming pool, fenced garden, air conditioning. Tennis club and golf club within a few kilometres of the property.

House divided into two apartments sleeping 10+2 people near Torniella, a medieval village in the Maremma region, between Siena and Grosseto. Internet connection, swimming pool. The coast is about 40 kilometres from the house.