If you want to visit one of the most beautiful Italian regions in the utmost freedom, Holiday Homes Tuscany S.r.l. suggests that you rent a wonderful villa with pool in Tuscany .
Ever since specialized in renting holiday accommodations in Tuscany, we have carefully selected for you a series of villa with swimming pool in every part of the region, so that you can visit not only Florence, Siena, Pisa, the Maremma, the Versilia riviera, but also Lucca, Val dOrcia and Valdichiana.
A villa with pool in Tuscany is also the ideal accommodation for relaxing and sunbathing while admiring the landscapes of the Tuscan countryside and tasting the exquisite culinary specialities of one of the most beautiful Italian regions!
For your next holidays, visit our website and choose one of our villas in Tuscany !
Villa Buccellati
Elegant villa with wide garden and wonderful views situated in the countryside around Arezzo. Sleeps 10, swimming pool, Internet connection, air conditioning, wood-burning oven, barbecue. Tennis club and riding stable within a few kilometres.
Villa Torre Medioevale
Ancient medieval tower transformed into a luxury villa in Monterchi, in Valtiberina, in Arezzo countryside. 6/8/10 sleeping accommodations, swimming pool.
Villa Brogi
Luxury villa in San Miniato, in the Tuscan countryside between Pisa and Florence, in Lower Valdarno. 14 sleeping accommodations, swimming pool, satellite TV, cooking school, barbecue, air conditioning.
Villa Certaldo
Luxury villa for vacation in Empoli countryside, in Certaldo (Florence). Sleeps 18/20, wide park, heated swimming pool, Internet connection, air conditioning, hydromassage, magnificent panorama.
Villa Torre Rossa
Tuscan luxury villa in Val di Cecina near Volterra, in the countryside south of Pisa. 8+1 sleeping accommodations, swimming pool, Internet connection.
Villa Tower
Luxury villa overlooking the sea in Tuscany in the countryside around Massa and a few kilometres from the most renown Versilia and Ligurian beaches . 12 sleeping accommodations, swimming pool, Jacuzzi, sauna, satellite TV, Internet connection, magnificent view onto the surrounding countryside and the Tyrrhenian Sea.
Villa Le Classe
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.
Villa Cipressi
Historic 15th-century villa in Arezzo countryside, near Capolona (Arezzo). Sleeps 10+2, swimming pool, wide garden, Internet connection.
Villa Montagnana
Elegant luxury villa in Certaldo (Florence), in Empoli countryside. Sleeps 15, wide garden, swimming pool, Internet connection, barbecue, air conditioning. Tennis club and riding stable within a few kilometres. Possibility of purchasing the wine and olive oli produced in the farm.

Elegant Liberty sytle 19th-century villa situated in a small medieval village near Volterra, between Pisa and Livorno. Panoramic view over the vineyards, olive groves and countryside of Valdera. Sleeps 10+3, wide garden, swimming pool with whirlpool area, Internet connection, air conditioning, children`s toys. Golf club, riding stable, tennis club and spas nearby.
Villa Impruneta
Elegant historic luxury villa dating from the 17th century near Impruneta , a small picturesque town in the Chianti countryside, near Florence . Sleeps 12/16, wide garden, swimming pool, Internet connection, air conditioning, gym, Tennis courts, riding stable and golf club nearby.
Villa Martina
Luxury villa dating from the early 20th century on the hills around Montespertoli (Florence). The villa is situated in Empoli countryside, in Lower Valdarno, just a few kilometres from the Florentine Chianti region. Sleeps 8, swimming pool with whirlpool corner, Internet connection, air conditioning and barbecue. Tennis club and golf club nearby.
Villa Valdinievole
Luxury and elegant historic villa dating from the early 19th century. The villa is situated in Valdinievole, near Montecatini Terme (Pistoia). Situated in panoramic position, it offers a wonderful view of typical Tuscan countryside. Sleeps 10+2, wide garden, swimming pool, barbecue equipment, Internet connection.
Villa Orvieto
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.
Villa Simone
Elegant villa in Florence countryside, near Gambassi Terme. The villa commands the typical Tuscan hills covered with olive groves and vineyards. Florence historic centre is easily reached with public transport. Sleeps 8, swimming pool, hydromassage, Internet connection.
Villa Sarteano
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.
Villa Laguna
Elegant villa in Maremma countryside, between Porto Ercole and Talamone, just a few kilometres from the Tyrrhenian Sea. Sleeps 14+3, swimming pool, Internet connection, air conditioning. Tennis club and riding stable nearby. Maremma Regional Park and Orbetello's lagoon within short distance. Possibility of organising guided one-day trips in Tuscany.
Villa Borgia
Beautiful 19th-century villa in the countryside around Foligno (Perugia), in Umbria. Sleeps 10, lightened swimming pool, barbecue, Internet connection, pool table. Wonderful views of the surrounding landscape.
Villa Marinai
Tuscany villa for vacation rental in Panzano in Chianti, in the Chianti district, in the countryside around Florence. 10 sleeping accommodations, swimming pool, mountain bikes.
Villa Renai
Holiday villa for rent in Castelfiorentino (Florence), in Empoli countryside. 10+2 sleeping accommodations, swimming pool, accessible to disabled people.
Villa Simona
Villa for vacation rentals in Siena countryside. 4+2 sleeping accommodations, swimming pool.
Villa Sole
Villa in Radicondoli, in Valdelsa countryside, near Siena. 10+2 sleeping accommodations, swimming pool, barbecue, satellite TV, Internet connection.
Villa del Poggio
Villa with swimming pool atop a hill in the Tuscan countryside with spectacul view of the ancient city of Arezzo. 6/8/10 sleeping accommodations, wide fenced park.
Villa San Giovanni
Historical Italian villa between Florence and Pisa, close to San Miniato, in Empoli countryside. 8+2 sleeping accommodations, Internet connection, wide garden, private parking and private swimming pool. Horseback rides, visits to a chocolate maker and a dairy with tasting experience, white-truffle hunting.
Villa Casa Solare
Villa in Lucca countryside, a few kilometres from the beaches of Lido di Camaiore and Forte dei Marmi, in Versilia. Sleeps 12, garden, swimming pool, Internet connection.
Villa dei Pini
Villa with wooded park in Montaione (Florence), in Empoli countryside. Sleeps 12, swimming pool, solarium, air conditioning, Internet connection. Thermal baths, tennis courts, golf club and riding stables within a few kilometres.
Villa Vinci
Holiday villa in Empoli countryside, between Vinci (Florence) and Lamporecchio (Pistoia). 5/7 sleeping accommodations, swimming pool, garden, barbecue, Internet connection, satellite TV, parking.
Villa Stefy
Elegant holiday villa in the countryside around Lucca, in Capannori (Versilia). 10/14 sleeping accommodations, swimming pool, air conditioning, hydromassage, Internet connection, satellite TV, children`s playground.
Villa Franca
Villa in Empoli countryside, in Montelupo Fiorentino (Florence). 4/6 sleeping accommodations, swimming pool with hydromassage, Internet connection. Wonderful panorama. Just a few kilometres from Florence and the major Tuscan cities.
Villa Leonardo
Ancient 19th-century villa close to Vinci, in Empoli countryside, not far from Florence. Swimming pool, Internet connection, sleeps 11+1.
Villa Creti
Holiday villa in Valdichiana countryside, in Cortona (Arezzo). 6 sleeping accommodations, swimming pool, Internet connection, air conditioning.
Villas Monica
Two villas immersed in the green Chianti countryside, about 400 metres from the famous square of Greve in Chianti (Florence). 6/10/16 sleeping accommodations. Two swimming pools, Internet connection.
Villa Piana Verde
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 Empoli
Villa in Vinci (Florence), in Empoli countryside. Sleeps 8+1, garden, swimming pool, panoramic terrace, toys for children, air conditioning. Tennis club, golf club and riding stable within a few kilometres.
Villa Arcangelo
Beautiful villa in Valdichiana countryside, between Arezzo and Cortona. Sleeps 14, swimming pool, wide garden, barbecue, Internet connection, air conditioning.
Villa Fibbiana
Modern villa 25 kilometres from Florence, in Empoli countryside. Sleeps 8, swimming pool, hydromassage. Florence, Pisa and other Tuscan tourist destinations within easy reach by car and train.
Villa Ponsacco
Villa (an ex farmhouse built in the 19th century) in panoramic position atop a hill in the countryside between Pisa and Lucca, near Castelfranco di Sotto. Sleeps 10, swimming pool, barbecue, wood-burning oven.
Villa Masi
Cosy villa in Upper Valdarno countryside, near Reggello. Sleeps 10, swimming pool, air conditioning. Florence historic centre within a few dozen kilometres and easily reached by car and by train. Outlet village nearby.
Villa Tuoro
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 Barozzi
Beautiful independent villa in Siena countryside, near Montepulciano, in Valdichiana. Sleeps 6, swimming pool, hydromassage, Internet connection. Thermal baths within a few kilometres.
Villa Vittorio
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.
Villa Viti
Beautiful villa in the picturesque Tuscan countryside around Castiglion Fiorentino, near Cortona, in Valdichiana. Sleeps 14+1, swimming pool, Internet connection, hydromassage, private tennis court, table-tennis table, wood-burning oven. Golf club within a few kilometres.
Villa Mario
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.
Villa Diana
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.
Villa Fonte
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.
Farm Montaione
Apartments and independent country houses near the village of Montaoine, in Empoli countryside, near Florence. Apartments and houses for 2/4/6/8 persons, 2 swimming pools, tennis court.