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: 30 Villas available
- Agriturismo cottages in Italy
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![Castelrotto](https://www.trustandtravel.com/wp-content/uploads/2020/11/Castelrotto-carre.jpg)
An authentic, beautifully restored farmhouse on an organic wine estate near Montalcino south of Siena
Nestled within gently rolling vineyards, olive groves and grain fields, this lovingly renovated farmhouse is part of a vast 600-hectare estate which has been owned ...
Key activities:
touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking, golf.
As from 8400.00 €
![Casuzza](https://www.trustandtravel.com/wp-content/uploads/2016/06/00-Casaccia.jpg)
Villa with private pool on Sicily's southern coast
La Casuzza is reached over a small country road bordered by dry stone walls that leads up the hill from the coast. The house sits above a small valley dotted with C...
Key activities:
Beachlife, visiting baroque Sicily, fishing, on the trail of Inspector Montalbano
As from 2500.00 €
![Casa Livia](https://www.trustandtravel.com/wp-content/uploads/2017/12/000-Casa-Livia-terrace-2.jpg)
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 €
![Sassaia](https://www.trustandtravel.com/wp-content/uploads/2022/09/01-sassaia-facade-copy.jpg)
Spacious country villa with pool in the famous Val d'Orcia
Sassaia sits on the slopes of the famous Orcia valley and is surrounded by magnificent evergreen oak trees typical of Tuscany. Beyond are open fields and views acro...
Key activities:
Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona
As from 7490.00 €
![Maramai](https://www.trustandtravel.com/wp-content/uploads/2016/06/000-Pool-1-Maramai-2.jpg)
Comfortable villa with great pool on wine estate near Montepulciano and Pienza
Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer’s family who lived there until the e...
Key activities:
visiting the wine estate, cultural sightseeing, excellent food, hiking, tennis (village)
As from 3350.00 €
![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 €
![Casa Faraona](https://www.trustandtravel.com/wp-content/uploads/2023/12/faraona-square.jpg)
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 €
![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 €
![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 €
![Fontalgozzo](https://www.trustandtravel.com/wp-content/uploads/2016/06/00-Fontalgozzo-DJI_0016.jpg)
Converted farmhouse with the best known view in Tuscany
The house stands on its own, surrounded by olive groves, wheat fields and cypresses, and looks onto the famous cypress road that winds up the 'crete' on the opposit...
Key activities:
cultural sightseeing, winemaking area, tennis, spas, hiking
As from 4600.00 €