Holiday Villas in Tuscany with Private Pool
Below you will find our entire range of villas with private pools in Tuscany, Italy. To narrow down the list, you can select the number of persons, and additional amenities (child safe pool, heated pool, near the beach, etc.). Then click the search button.
- Overview Tuscany
- Search result: 19 Villas available
The historical estates listed below have been carefully selected by Trust&Travel over the past years. Each property stands out for its beauty, its location, the interior decoration and the level of service. You can choose a charming agriturismo cottage, a stunning villa with private pool, an exclusive fully staffed luxury villa or a historical castle with pool.
Browse each of the following estates in Tuscany to find out more about the available rentals, their location and surroundings and the suggested services.
A beautifully restored villa on an organic wine estate near Siena
Crowning a hilltop in the world-famous Chianti wine region and only three kilometers from stunning Siena, this former watch tower has been converted into a magnific...
cultural sightseeing, visiting wine producers and cheese makers, spa treatments, hiking, biking.
As from 6900.00 €
Fragrant herbs and roses surround this authentic and beautifully restored farm building
A Gonzola lies in the middle of open farmland, surrounded by fields of wheat and sunflowers on one side and a small wood and the strange shapes of the distinctive c...
cultural sightseeing, winemaking area, tennis, spas, hiking
As from €
Comfortable villa with great pool on wine estate near Montepulciano and Pienza
Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer’s family who lived there until the e...
visiting the wine estate, cultural sightseeing, excellent food, hiking, tennis (village)
As from 2500.00 €
A small jewel of Renaissance architecture in Chianti - CLASS LISTED / LANDMARKED BUILDING
The villa looks onto the main street of the historical village Barberino Val d’Elsa (which is...
cultural sightseeing, visiting wine producers, excellent restaurants, tennis (village)
As from €
Old stone farmhouse turned holiday house in southern Tuscany - beautiful design, solar heating, pool
Palazzonaccio lies high up overlooking the majestic Orcia valley. It was the first house to be restored by the international designer Ilaria Miani here in the Orcia...
cultural sightseeing, winemaking area, spas, hiking, mountain biking
As from 4700.00 €
Elegant beachfront villa on the famous Bolgheri coastline
Unspoilt beaches fringed with dunes are backed by hillsides covered in Mediterranean scrub and olive groves, crested by charming hill-top villages. The reclaimed fl...
direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns
As from 9340.00 €
Privacy and Style on the Maremma beach
Duna Grande is a unique venue in Italy. In Tuscany you will rarely find a nearly isolated house with direct access to the beach, surrounded by romantic farmland, va...
private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)
As from 3160.00 €
A philanthropist’s summer villa with pool between Florence and Pisa - CLASS LISTED / LANDMARKED BUILDING
Set high in the idyllic landscape of the hills southeast of Pisa, this patrician country house is approached by an age-old alley of birch trees which, beyond the ta...
cultural sightseeing, excellent food, beautiful hiking, wild nature, tennis (village)
As from €
Stunning villa with pool on organic estate in central Tuscany
Mulino in Italian means Mill and this house used to be the mill of the La Badia estate. It still...
Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food, hiking within the estate, tennis in the village
As from 3130.00 €
A fairy tale castle in the country of Saint Francis - CLASS LISTED / LANDMARKED BUILDING
Tucked away into the hills of Arezzo lies the magic Castello di Galbino, a large and welcoming family castle surrounded by seemingly endless fields and hills covere...
Cultural sightseeing, discovery of an unknown Tuscany, excellent resturants, tennis (village)
As from €