Holiday Villas in Italy with Private Pool
Below you will find our entire range of holiday villas with private pools in Italy. To narrow down the list, you can select the number of persons and additional amenities (heated pool, child safe pool, near the beach, etc.). Then click the search button.
- Overview
- Search result: 90 Villas available
- Agriturismo cottages in Italy
- Holiday apartment rentals in Italy
- Bed & Breakfast in Italy
- Luxury and Designer Villas in Italy
- Villas with private pools in Italy
- Holiday villas with pools in Italy (shared and private)
- Child friendly villas in Italy
- Seaside villas in Italy
- Holiday villas in Italy with air condition
- Villas with wheelchair access in Italy
- Villas for a wedding in Italy
- Villas in italy with your dog
- Sort by :
- > Number of people
- > Price
![Chiarentana – Vespa](https://www.trustandtravel.com/wp-content/uploads/2022/09/05-Chiarentana-1.jpg)
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 1505.00 €
![Palazzonaccio](https://www.trustandtravel.com/wp-content/uploads/2016/06/00-DSCN0084-copia.jpg)
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 €
![Gallinaio](https://www.trustandtravel.com/wp-content/uploads/2016/06/00-14.jpg)
Charming 1 bedroom cottage in the Orcia valley south of Siena - CLASS LISTED / LANDMARKED BUILDING
Il Gallinaio, the former chicken coop of the castle, has been converted into a charming cottage for 2. The small house stands a little apart from the castle, surrou...
Key activities:
cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature
As from €
![Casa della Pineta](https://www.trustandtravel.com/wp-content/uploads/2016/06/000-Pineta.jpg)
Beachfront cottage on the Tuscany seaside, 3 bedrooms
The apartment lies on the ground floor of a small cottage on the estate. It is a very friendly and sunny house, and nearly all the rooms have french windows opening...
Key activities:
direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns
As from €
![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 €
![Villa Fontanili-Ginepro](https://www.trustandtravel.com/wp-content/uploads/2016/06/000-Loggia-1-3.jpg)
Paradise in Maremma, the southern Tuscan coast
Surrounded by trees, the villa Il Fontanili stands in extensive landscaped grounds which blend into the olive groves and fields of the estate. The beach, 3 km. from...
Key activities:
private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)
As from 1085.00 €
![Casa Teatro](https://www.trustandtravel.com/wp-content/uploads/2016/06/00-Casa-Teatro-14-1.jpg)
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 €
![Ringoni](https://www.trustandtravel.com/wp-content/uploads/2016/06/00-View-from-east.jpg)
Tuscan farmhouse holiday rental with heated pool in the Val d'Orcia
A charming 300 years old stone farmhouse, lying high up in the Orcia valley, facing south-west with a stunning view over hills of what is considered one of the most...
Key activities:
cultural sightseeing, winemaking area, spas, hiking, mountain biking
As from 5000.00 €
![Torretta – Elleboro](https://www.trustandtravel.com/wp-content/uploads/2016/06/01a-Frassanelle-Elleboro-Apartment-.jpg)
Stylish holiday rental studio with pool on historical 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 €
![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 €