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: 59 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 €
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 €
Cottage with private garden and pool in walking distance of village - UNESCO World Heritage
Casa di Giulio stands at the far end of the private hamlet, at the foot of the castle of Vivo d...
Key activities:
cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature
As from 193.00 €
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 €
Ground floor apartment by the sea with pool in Maremma
Surrounded by trees, the villa Fontanili stands in extensive landscaped grounds which blend into the olive groves and fields of the estate. The beach, 3 km. from th...
Key activities:
private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)
As from 1085.00 €
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...
Key activities:
Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona
As from 5610.00 €
A Renaissance luxury villa with pool near Siena - CLASS LISTED/LANDMARKED BUILDING
Villa La Foce is the Origo family house. It was originally built at the end of the XVth century as a wayside tavern, but soon became the centre of an estate belongi...
Key activities:
cultural sightseeing, winemaking area, tennis, spas, hiking
As from €
6 generous Tuscan apartments built around a magical courtyard
Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.
The 6 holiday ...
Key activities:
Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona
As from 1610.00 €
A converted orangerie
The orangerie lies in the south looking basement of the Villa Tombolino, next to the orchard of the estate, which has become the Limonaia's private garden.
The m...
Key activities:
direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns
As from 1650.00 €
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...
Key activities:
Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food, hiking within the estate, tennis in the village
As from 3040.00 €