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: 20 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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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...
Key activities:
Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona
As from 5243.00 €
An authentic, beautifully restored farmhouse on an organic wine estate near Montalcino south of Siena
Nestled within gently rolling vineyards, olive groves and grain fields, this lovingly renovated farmhouse is part of a vast 600-hectare estate which has been owned ...
Key activities:
touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking, golf.
As from 8400.00 €
Secluded Chianti villa with pool and wheelchair accessibility.
Enjoy an authentic and idyllic rural holiday at this secluded villa with a pool found deep in Chianti. Sitting on the edge of a hamlet, the beautifull...
Key activities:
touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking
As from 3775.00 €
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 €
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 €
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 5375.00 €
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 7490.00 €
Architect-restored villa with a pool, walking distance to a Medieval village
Nestled within an olive grove and the rolling fields of Southern Tuscany, this airy villa with a pool offers exceptional country living coupled with the convenience...
Key activities:
touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports
As from 6460.00 €
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 12600.00 €
A beautifully restored villa in Chianti with a heated pool and views over a Medieval castle
This recently restored farmhouse crowns a hill in Tuscany’s famed Chianti wine region, equidistant from Siena and Florence. It boasts all new amenities, lovely ou...
Key activities:
touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking
As from 8425.00 €