Holiday Villas with Pool in Italy
Below you will find our entire range of Italian holiday villas with pool. To narrow down the list, you can select the number of persons, and additional amenities (private pool, child safe pool, heated pool, near the beach, etc.). Then click the search button.
- Overview
- Search result: 72 Villas available
- Agriturismo cottages in Italy
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- Villas with private pools in Italy
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- Child friendly villas in Italy
- Seaside villas in Italy
- Holiday villas in Italy with air condition
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![La Tartaruga](https://www.trustandtravel.com/wp-content/uploads/2020/02/Tartaruga-and-pool-copie.jpg)
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 4000.00 €
![Castello](https://www.trustandtravel.com/wp-content/uploads/2016/06/10-Castello-Marsiliana-1.jpg)
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 €
![Casaccia](https://www.trustandtravel.com/wp-content/uploads/2016/06/73/vi_s_big_001.jpg)
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 €
![Torretta – Silene](https://www.trustandtravel.com/wp-content/uploads/2016/06/01a-Frassanelle-Silene-Apartment-.jpg)
Stylish holiday rental studio with pool on historical estate near Padua and Venice
The elegant farm buildings of the Frassanelle estate date back to the 17th century. What used...
Key activities:
Sightseeing, golf, hiking whithin the estate, excellent restaurants
As from 700.00 €
![Villa Monticelli](https://www.trustandtravel.com/wp-content/uploads/2022/03/1-Monticelli.jpg)
Beautifully restored rental villa on a vast golf estate in Umbria with infinity pool
This immaculately restored farmhouse crowns a secluded hill on one of Italy’s most prestigious private estates, home to mature woods, olive groves and the renowne...
Key activities:
Sightseeing, golf, swimming, walks, discover restaurants, wine tasting, fishing, mountain-biking
As from €
![Villa Gioli](https://www.trustandtravel.com/wp-content/uploads/2016/07/000-Villa-Gioli-64-3.jpg)
A philanthropist’s summer villa with pool between Florence and Pisa - CLASS LISTED / LANDMARKED BUILDING
Set high in the idyllic landscape of the hills southeast of Pisa, this patrician country house is approached by an age-old alley of birch trees which, beyond the ta...
Key activities:
cultural sightseeing, excellent food, beautiful hiking, wild nature, tennis (village)
As from €
![Torretta – Vinca](https://www.trustandtravel.com/wp-content/uploads/2016/06/01a-Frassanelle-Vinca-Apartment-.jpg)
Stylish holiday rental studio with pool on large estate near Padua and Venice
The elegant farm buildings of the estate date back to the 17th century. What used to be granarys, storerooms and living quarters of the employees have now been turn...
Key activities:
Sightseeing, golf, hiking whithin the estate, excellent restaurants
As from 750.00 €
![Chiarentana – Bersagliere](https://www.trustandtravel.com/wp-content/uploads/2022/09/05-Chiarentana.jpg)
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 €
![Casa di Pietro](https://www.trustandtravel.com/wp-content/uploads/2016/06/00-Garden12.jpg)
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 €
![Palazzetto](https://www.trustandtravel.com/wp-content/uploads/2016/06/000-Palazzetto-28.jpg)
A small jewel of Renaissance architecture in Chianti - CLASS LISTED / LANDMARKED BUILDING
The villa looks onto the main street of the historical village Barberino Val d’Elsa (which is...
Key activities:
cultural sightseeing, visiting wine producers, excellent restaurants, tennis (village)
As from 4000.00 €