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: 56 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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6 generous apartments overlooking the Val d'Orcia, with salt water pool
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 apartmen...
Key activities:
Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona
As from 1022.00 €
19th century luxury villa with pool in Tuscan hamlet between Florence and Rome
Villa Melissa is a large villa set within its own private garden. The beautiful swimming pool with pool house and full changing and shower facilities lies 2 minute ...
Key activities:
cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking
As from 6099.00 €
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 1351.00 €
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 1082.00 €
Artist’s abode flooded with light and colours
La Casaccia belongs to the son of one of the owners. He has transformed the former stables of his house into a comfortable house with 3 bedrooms and 3 bathrooms. He...
Key activities:
Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona
As from 2996.00 €
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 €
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 €
Elegant villa with pool and tennis overlooking the Orcia valley near Pienza
Donata’s house offers all the special charm, character and seclusion of a private home and garden, with the additional advantage of having the restaurant, tennis,...
Key activities:
Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona
As from €
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 €
Luxuriously amenished Tuscan farmhouse set in privately owned medieval hamlet
Casa Janine has remarkable far-reaching views over the surrounding countryside. It has its’ own private pool and garden with long expanses of lawn, a vine-covered...
Key activities:
cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking
As from 5587.00 €