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: 23 Villas available
Tuscany
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.
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A spacious villa in the heart of Chianti, perfect for family gatherings or retreats
This group of restored farmhouses lies in the heart of Chianti and is part of a medieval estate perched on a hill overlooking vineyards, olive groves and ancient oa...
Key activities:
touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking
As from 11900.00 €
Converted farmhouse with the best known view in Tuscany
The house stands on its own, surrounded by olive groves, wheat fields and cypresses, and looks onto the famous cypress road that winds up the 'crete' on the opposit...
Key activities:
cultural sightseeing, winemaking area, tennis, spas, hiking
As from 5060.00 €
Spacious country villa with pool in the famous Val d'Orcia
Sassaia sits on the slopes of the famous Orcia valley and is surrounded by magnificent evergreen oak trees typical of Tuscany. Beyond are open fields and views acro...
Key activities:
Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona
As from 8100.00 €
Beachfront Villa with Pool on the Coast in Tuscany
Duna Grande is a unique venue in Italy. In Tuscany you will rarely find a nearly isolated house with direct access to the beach, sur...
Key activities:
private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)
As from 3525.00 €
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...
Key activities:
Cultural sightseeing, discovery of an unknown Tuscany, excellent resturants, tennis (village)
As from €
A large family castle on the Tuscan Coast
From the distance, Marsiliana might look like a castle, but as you reach the top of the hill and drive through the gate the feeling is more that of an informal haml...
Key activities:
visiting the wine estate, beach life, bicling, hiking, tennis (village)
As from 4680.00 €
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...
Key activities:
direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns
As from 11250.00 €
Medieval tower with pool, views and in walking distance of a village
Savor the best of southern Tuscany at this wonderful three-bedroom 14th century tower, set within bucolic gardens at the edge of the picturesque town of Cetona. Its...
Key activities:
touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports
As from 1787.00 €
4 bedroom villa between Siena and Arezzo with private pool
Rocchetto Basso is a lovingly restored 18th-century Tuscan farmhouse that perfectly balances historic charm with modern comfort. This elegant stone-built villa feat...
Key activities:
Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food, hiking within the estate, tennis in the village
As from 3200.00 €
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...
Key activities:
cultural sightseeing, winemaking area, spas, hiking, mountain biking
As from 6250.00 €