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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2 BR Cottage in Southern Tuscany, village in walking distance - UNESCO World Heritage
Casa dell’Ambasciatore is a charming country house standing on its own on the edge of the hamlet, surrounded by a garden and wide stretching views onto open field...
Key activities:
cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature
As from 1498.00 €
Lovely house for 6 in privately onwned medieval hamlet in Tuscany
Casa Teatro is an extremely comfortable house with a most welcoming atmosphere. It is located near
Key activities: cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking As from 4316.00 €
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 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 1022.00 €
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 €
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 3900.00 €
Delightful 3 BR villa with great pool between Siena and Arezzo
Small villas (this one sleeps 4 to 6 guests) with private pools are a rarity. Rocchetto is perfectly located, has great charm, and a lovely pool.
Over the last t...
Key activities:
Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food, hiking within the estate, tennis in the village
As from 2300.00 €
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 €
Charming 2 bedroom cottage with pool near village Montalcino area - UNESCO World Heritage
Casa di Pietro is a two storied house with walled in garden on the Vivo d'Orcia estate. It is one of a row of cottages built for the people working on the estate, b...
Key activities:
cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature
As from €
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 €