Spending a holiday in Tuscany between May and September means choosing among the sea, the countryside and the many cities of art. Indeed a villa with swimming pool in Tuscany allows you to visit some of the most important monuments and museums in the world without giving up the pleasure of a refreshing dip in the hottest hours of the day .
Many are the villas in Tuscany that give you the opportunity of spending your vacations ... by the swimming pool . From those equipped with modern facilities, most of which featuring whirlpool systems and warm water, to those in which the swimming pool is the result of the conversion of ancient stone basins once used for collecting rainwater.
What are the reasons for choosing a villa in Tuscany with swimming pool ?
Villa Biagioni
Holiday villa with swimming pool in Castelnuovo in Garfagnana, near Lucca. 8 sleeping accommodations, satellite TV, barbecue, Internet connection.
Villa Greve in Chianti
Holiday villa for rent in the heart of the Chianti district, between Greve in Chianti and Panzano in Chianti. 4+1 sleeping accommodations, swimming pool, air conditioning system.
Villa Botticelli
Holiday villa with pool near Radda in Chianti in the countryside of Chianti between Siena and Florence. 12/13 sleeping accommodations.
Villa Radi
Villa (former farmhouse) in Monteroni d`Arbia (Siena), in the Crete Senesi region. Sleeps 8, wide garden, swimming pool, Internet connection and barbecue. 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 Marinai
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 Volterra
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.
Villa Chianti
Villa in San Polo in Chianti, near Florence. 6 sleeping accommodations, panoramic terrace and swimming pool.
Villa Casale
Luxury villa in San Godenzo, in Valdisieve, near Florence. Sleeps 6/9, swimming pool, gym, panoramic position.
Villa Simona
Villa for vacation rentals in Siena countryside. 4+2 sleeping accommodations, swimming pool.
Villa dei Pini
Villa with wooded park in Montaione (Florence), in Empoli countryside. Sleeps 10/12, swimming pool, solarium, air conditioning, Internet connection. Thermal baths, tennis courts, golf club and riding stables within a few kilometres.
Villa Scandicci
Holiday villa for rent in Scandicci, on the hills around Florence. 6+2 sleeping accommodations, swimming pool, barbecue.
Villa Val d`Orcia
Villa with pool immersed in the gorgeous landscape of Val d`Orcia, in Castiglione d`Orcia (Siena). Sleeps 15/21, Internet connection, barbecue, outdoor toys for children. Wonderful panorama. Thermal baths within a few kilometres.
Villa Belvedere
Villa in Valtiberina, near Arezzo. Sleeps 12/14, wide garden, swimming pool, Internet connection, cooking lessons. The villa is just a few kilometres from Anghiari and Arezzo. Wonderful panorama.
Villa Isabelle
Villa in panoramic position on the hills of Casentino, near the small village of Subbiano (Arezzo). Sleeps 12, garden, swimming pool, children`s toys. Tennis club and riding stable nearby.
Villa San Martino
Ancient villa with swimming pool in the countryside around Florence , near the small village of San Donato in Collina . Sleeps 12, garden, children`s playground, sale of typical products. Ideal location for weddings and ceremonies. Organization of horseback excursions.
Villa Pelago
Holiday villa in Pelago, in Valdisieve, near Florence. 16/22 sleeping accommodations, swimming pool.
Villa Montalcino
Holiday villa for rent on the hills around Montalcino, in Val d`Orcia (Siena). 9/11 sleeping accommodations, swimming pool.
Villa Corso
Holiday villa for rent in Monterchi, in Valtiberina (Arezzo). 14+1 sleeping accommodations, panoramic swimming pool, yoga classes for free, wifi internet connection.
Villa Sansepolcro
Villa near Sansepolcro, in Valtiberina (Arezzo). 7 sleeping accommodations, swimming pool, yoga lessons.
Villa Versilia
Villa with exclusive swimming pool between the Apuan Alps and the Versilia riviera, only 5 kilometres from Viareggio, near Lucca. 7+2 sleeping accommodations, air conditioning, barbecue, animals welcome.
Villa Casciana
Holiday villa for rent in Casciana Terme, between Pisa and Livorno , in Lower Valdarno. 6/8 sleeping accommodations, air conditioning, satellite TV, barbecue, Internet, hydromassage, cooking courses, tasting. Thermal baths nearby.
Villa Sassorosso
Ancient 16th-century stone villa in Garfagnana, between Lucca and Versilia. Situated in panoramic position, the villa features a private swimming pool and a garden and accommodates 8 people.
Villa Follonica
Elegant villa on the Etruscan Coast near Scarlino, close to Follonica in Maremma. Sleeps 7/12, swimming pool. Air conditioning, satellite TV, barbecue, wide garden. Wonderful panoramic view on the gulf of Follonica.
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.
Villa Giulio
Villa with swimming pool in Montecarlo, in the plain of Lucca. 6 sleeping accommodations, garden, children playground, Internet connection, barbecue.
Villa Podere
Country luxury villa in San Polo in Chianti near Florence. 10+2 sleeping accommodations, swimmming pool.
Villa Montespertoli
Villa rental with swimming pool for holidays near Montespertoli in the countryside of Empoli (Florence). 10+4 sleeping accomodations, hydromassage, panoramic view, wireless internet.
Villa Lucca
Villa with swimming pool close to Lucca and Versilia. Villa with 8 sleeping accommodations.
Villa Ventura
Villa with swimming pool between Sansepolcro and Monterchi, in Valtiberina (Arezzo). 8+4 sleeping accommodations, tennis court.
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.

Villa with swimming pool near Montepulciano in the countryside of the Valdichiana between Siena and Arezzo. 8/10 sleeping accommodations.
Villa Guidetta
Vacation villa with swimming pool in Tuscany near Montespertoli, in Empoli countryside, a few kilometres from Florence. 10 sleeping accommodations, barbecue, satellite TV.
Villa Bettolle
Elegant 18th-century villa in Valdichiana, near Cortona, 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 immersed in a 24-hectare park close to Campagnatico, in Maremma, near Grosseto. 10 sleeping accommodations, swimming pool, Internet connection, park. The villa stands just a few kilometres from the sea.
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 Camaiore
Vacation villa by the sea of Tuscany in Camaiore, in Versilia (Lucca), between the Apuan Alps and the Tyrrhenian Sea. 8/10 sleeping accommodations, wide garden, Internet connection. Just a few kilometres from Lido di Camaiore and its beaches.
Villa Andrea
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.
Villa Montecarlo
Villa for rent near the small village of Montecarlo (Lucca), just a few kilometres from the beaches of the Versilia. 10/13 sleeping accommodations. Swimming pool.
Villa Casaglia
Ancient church transformed into an elegant villa with 6 sleeping accommodations. The villa is situated in Valdelsa, close to San Gimignano (Siena). Swimming pool.
Villa Colle
Villa rental in Barberino di Mugello in the Mugello Valley near Florence. 6 sleeping accommodations.
Villa Vicchio
Ancient renovated farmhouse transformed into a villa on the hills surrounding Vicchio, in the Mugello region, near Florence. 8+2 sleeping accommodations, swimming pool, garden, barbecue. Animals admitted.
Villa Bucolica
Villa with exclusive swimming pool in Valdichiana near Cortona (Arezzo). 10/11 sleeping accommodations.

Independent villa with private swimming pool in San Casciano Val di Pesa, in the Chianti district, near Florence. 8/12 sleeping accommodations. Air conditioning, outdoor whirlpool bath for 6 people.
Villa Oleandra
Holiday villa with swimming pool for rent between Castelfiorentino and Gambassi Terme, in the Tuscan countryside around Empoli (Florence). 9 sleeping accommodations, panoramic terrace, satellite TV, barbecue, air conditioning.
Villa Montelupo
Villa in panoramic position near Montelupo, in the heart of Tuscany, in Empoli countryside (Florence). 8+2 sleeping accommodations, swimming pool, satellite TV, Internet connection.
Villa Chiara
Villa with annex for rent in Chianni, in Valdera, near Pisa. 16/19 sleeping accommodations, swimming pool, barbecue, sauna, hydromassage, children`s playground, private tennis court, Internet connection. The villa is just a few kilometres from the sea.
Villa Arbia
Villa with private swimming pool near Monteroni d `Arbia and Buonconvento in the Crete Senesi in the countryside of Siena. 12/14 sleeping accommodations. Garden and baby pool, fishing, thermal baths in the neighbourhood.
Villa Ginestra
Country holiday villa in Tuscany , in Empoli countryside near Castelfiorentino (Florence). 12/14 sleeping accommodations, garden, swimming pool, Internet connection.
Villa Gufoni
Villa with swimming pool in the countryside around Empoli, in the neighbourhood of Montespertoli (Empoli). 8 to 16 sleeping accommodations, air conditioning, satellite TV.
Villa Stefano
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 Jacopo
Elegant villa near Cortona (Arezzo), in Valdichiana. 10 sleeping accommodations, swimming pool, satellite TV, barbecue, Internet, hydromassage, small gym. Tennis and golf club and riding stable in the neighbourhood.
Villa Mugello
Luxurious villa for rent near Vicchio, in Mugello, a few kilometres from Florence. 12 sleeping accommodations, swimming pool, barbecue, park. Golf club in the neighbourhood. Magnificent view on the Mugello valley.
Villa Irene
Villa in Lucignano, in Valdichiana, at the border between the provinces of Siena and Arezzo. 12 sleeping accommodations, swimming pool, air conditioning.
Villa Federica
Villa divided into two apartments sleeping 12+4. The villa is close to Roccastrada (Grosseto), between Maremma and Val d`Orcia. Swimming pool, Internet connection.
Villa Cascina
Elegant ancient villa in the Val di Chiana, near Cortona (Arezzo). 6+2 sleeping accommodations, swimming pool, air conditioning.
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 Luana
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 Bolsena
Villa close to Lake Bolsena, San Casciano dei Bagni (Siena) and Pitigliano (Grosseto). 10+2 sleeping accommodations. Natural park and thermal centres in the vicinity, possibility of doing water sports, swimming pool.
Villa Leonardo
Ancient 19th-century villa close to Vinci, in Empoli countryside, not far from Florence. Swimming pool, 11+1 sleeping accommodations.
Villa Collodi
Villa situated between Lucca and Collodi, close to Pisa, the beaches of the Versilia and Valdinievole. 5/6 sleeping accommodations, exclusive use of the swimming pool, wide garden.
Villa Creti
Holiday villa in Valdichiana countryside, in Cortona (Arezzo). 6 sleeping accommodations, swimming pool, Internet connection, air conditioning.
Villa Guido
Villa with swimming pool near Lucca, a few kilometres from the beaches of Versilia. 12/13 sleeping accommodations, garden, hydromassage. Tennis courts and riding stable in the vicinity.
Villa Angelo
Villa with swimming pool near Cortona (Arezzo), in Valdichiana. 8/10 sleeping accommodations, garden, hydromassage, outdoor toys, air conditioning.
Villa Valentina
Elegant holiday villa in Monsagrati, just a few kilometres from Lucca city centre and the beaches of the Versilia. 8/10 sleeping accommodations, swimming pool, garden, Internet connection.
Villa Renai
Holiday villa for rent in Castelfiorentino (Florence), in Empoli countryside. 10+2 sleeping accommodations, swimming pool, accessible to disabled people.

Holiday villa in Larciano (Pistoia), in Valdinievole. 18 sleeping accommodations, private swimming pool, panoramic view, barbecue, golf course and tennis courts in the neighbourhood.
Villa Sole
Villa in Radicondoli, in Valdelsa countryside, near Siena. 10+2 sleeping accommodations, swimming pool, barbecue, satellite TV.
Villa Letizia
Luxury villa with breathtaking view over Siena. 10+2 sleeping accommodations, swimming pool, satellite TV.
Villa Anna
Villa in Arsicci, in Valtiberina, close to Sansepolcro (Arezzo). 16+1 sleeping accommodations, private swimming pool, Internet connection, satellite TV, barbecue.
Villa del Poggio
Villa with swimming pool atop a hill in the Tuscan countryside with spectacul view of the ancient city of Arezzo. 10/13 sleeping accommodations, wide fenced park.
Villa Casole
Villa with swimming pool in Casole d`Elsa (Siena), in Valdelsa countryside. 8 sleeping accommodations.
Villa Casa Solare
Vacation villa along the Tuscan coast in Lucca countryside , just a few kilometres from the beaches in Lido di Camaiore and Forte dei Marmi, in Versilia. 8/10 sleeping accommodations, garden, swimming pool, Internet connection.
Villa Cortona
Villa in Cortona, in Valdichiana, near Arezzo. Farmhouse with swimming pool, 8 sleeping accommodations, wide garden, Internet connection.
Villa Montaione
Villa with pool in Montaione, in Empoli countryside, between Florence and Pisa. 6 sleeping accommodations, satellite TV, barbecue, air conditioning. Small animals admitted.
Villa San Gimignano
Holiday villa for rent a few kilometres from San Gimignano, in Valdesa counryside, between Florence and Siena. 8 sleeping accommodations, swimming pool. Air conditioning in the bedrooms of the villa.
Villa Mauro
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 Chiusi
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 la Massa
Villa with pool in Martignana (Empoli), in the Tuscan countryside near Florence. 14+2 beds.
Villa Manola
Elegant luxury villa with private swimming pool situated in Val d`Orcia, near Pienza (Siena). 10 sleeping accommodations, satellite TV, welcome basket.
Villa Valdichiana
Villa near Montepulciano (Siena) with magnificent view on the Valdichiana. 10 sleeping accommodations, private garden and swimming pool, air conditioning.
Villa Lucignano
Villa with swimming pool in Valdichiana near Lucignano (Arezzo). 10 sleeping accommodations, barbecue, wide garden.
Villa Montecchio
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.
Villa Santa Michela
Villa in Empoli countryside, near Florence. The villa is close to the small village of Montelupo Fiorentino. 9 sleeping accommodations, tennis court, panorama.
Villa Donati
Luxury villa in the Chianti district near Castelnuovo Berardenga, a few kilometres from Siena. 4 sleeping accommodations, swimming pool, satellite TV, barbecue.
Villa Convento
Villa with swimming pool in the Crete senesi, near the small village called Monteroni d`Arbia (Siena). 20 sleeping accommodations, satellite TV, wide garden.
Villa Lilly
Villa in Valdichiana, a few metres from the small village of Lucignano (Arezzo). 8 sleeping accommodations, swimming pool, barbecue, satellite TV.
Villa Lucia
Holiday villa near Cortona (Arezzo), in the Valdichiana. 6/10 sleeping accommodations, swimming pool, garden, air conditioning. Jogging, walking and mountain-bike routes in the neighbourhood.
Villa Sinalunga
Villa near the small village of Sinalunga (Siena), in Valdichiana, between Montepulciano and Pienza. 14 sleeping accommodations, swimming pool, barbecue, satellite TV, wonderful panorama. Animals welcome.
Villa Poggiolo
Villa in Valdichiana, near Arezzo. 10/12 sleeping accommodations, swimming pool, garden, barbecue.
Villa Casentino
Villa with swimming pool in Caprese Michelangelo, in Casentino, between Arezzo and Florence. Sleeps 14, Internet connection. Panoramic view; tennis club and riding stable in the vicinity.
Villa Scannagallo
Ancient villa in Valdichiana, close to Cortona (Arezzo). 18+4 sleeping accommodations, swimming pool, Internet.
Villa Paolo
Villa with swimming pool close to Loro Ciuffenna (Arezzo), in the Upper Valdarno. 10+3 sleeping accommodations. Garden and 3 garages. Satellite TV, Internet connection.
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 Perugia
Holiday villa in Deruta, in the province of Perugia. 10 sleeping accommodations, air conditioning, swimming pool, garden.
Villa Monte San Savino
Independent house with swimming pool in Monte San Savino, in Valdichiana (Arezzo). 6+2 sleeping accommodations. Swimming pool, panoramic position, hydromassage.
Villa Montecatini
Villa situated between Florence and Lucca, on the hills surrounding Montecatini Terme, in Valdinievole near Pistoia. 8 sleeping accommodations, swimming pool.
Villa Civitella
Eighteenth-century villa in Civitella, in Valdichiana, in the province of Arezzo. 8/9 sleeping accommodations, wide garden, Internet connection. Breathtaking views over the surrounding countryside.
Villa Bocena
Holiday villa in Valdichiana, close to Cortona, in the province of Arezzo . 7 sleeping accommodations, swimming pool, private garden, barbecue.
Villa Orcia
Elegant villa (ex-farmhouse) on the hills that surround Pienza (Siena), with a wonderful view over the pure landscape of Val d`Orcia. Sleeps 10, swimming pool, Internet connection, air conditioning. Spa resorts within a few kilometres.
Villa Reggello
Elegant luxury villa standing in panoramic position on a hill in Valdarno. The villa is located near the small village of Reggello (Florence). Sleeps 13, swimming pool, Internet connection. Riding stable and tennis club nearby. Yoga, painting and ceramics lessons.
Villa Piana Verde
Villa sleeping 6 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 Castelfiorentino
Villa with swimming pool for rent in Castelfiorentino (Florence), in Empoli countryside. Sleeps 8, barbecue. Riding stable, golf club and spas within a few kilometres.
Villa Simonetta
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 Marinella
Villa with pool in Valdelsa, in Colle Val d`Elsa (Siena). Sleeps 15/18, garden, swimming pool with whirlpool area, Internet connection, small gym, children`s playground. Tennis club, golf club and riding stable nearby.
Villa Borgo San Lorenzo
Villa with pool in Borgo San Lorenzo, in the Mugello region, near Florence. Sleeps 14/18, wide garden, hydromassage, sauna. Golf club, riding stable and tennis club within a few kilometres.
Villa Vigneto
Ancient farmhouse renovated and transformed into a villa in a farm with vineyards on the hills around Arezzo. Sleeps 10+2, swimming pool, wide garden, Internet connection. Riding stable and tennis club in the neighbourhood. Wonderful view over Arezzo.
Villa Pontassieve
Villa in Pontassieve, on the hills around Florence, in Valdisieve. Sleeps 9, garden, swimming pool, barbecue. Panoramic position, just a few kilometres from Florence historic centre. Tennis club and riding stable nearby.