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
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- Villas with private pools in Italy
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- Child friendly villas in Italy
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![San Polino](https://www.trustandtravel.com/wp-content/uploads/2021/02/San-Polino-drone-square.jpg)
A spacious villa in the heart of Chianti, perfect for family gatherings or retreats
This group of restored farmhouses lies in the heart of Chianti and is part of a medieval estate perched on a hill overlooking vineyards, olive groves and ancient oa...
Key activities:
touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking
As from 12600.00 €
![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 €
![Belvedere 1](https://www.trustandtravel.com/wp-content/uploads/2016/06/00-Belvedere1-External.jpg)
2 apartments full of rustic charm and a magnificent view
The name of the house means "beautiful view" - rightly so, as the entire Orcia valley and the Amiata mountain are spread out below. Belvedere is divided into two ad...
Key activities:
cultural sightseeing, winemaking area, tennis, spas, hiking
As from 1990.00 €
![Il Mulino](https://www.trustandtravel.com/wp-content/uploads/2016/06/x00-pool-3.jpg)
Stunning villa with pool on organic estate in central Tuscany
Mulino in Italian means Mill and this house used to be the mill of the La Badia estate. It still...
Key activities:
Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food, hiking within the estate, tennis in the village
As from 3725.00 €
![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 €
![Castello di Magrano](https://www.trustandtravel.com/wp-content/uploads/2016/06/00-Air_MAGRANO_01.jpg)
A medieval castle with pool in Umbria for large groups - CLASS LISTED / LANDMARKED BUILDING
The magnificent Castello di Magrano was built in the middle ages (1200 AC), to protect the town of Gubbio against Perugia. The castl...
Key activities:
cultural sightseeing, music festivals, roaming through the countryside, eatign out in small restaurants, country life, hiking and biking, riding, truffle hunting, swimming, fishing
As from 3904.00 €
![Casa Vittoria](https://www.trustandtravel.com/wp-content/uploads/2016/06/00-Casa-Vittoria.jpg)
Delightful stone villa with private patio gardens set in 11th century hamlet
Casa Vittoria is a private villa built of stone, situated in the middle of the 11th century village of Key activities:
cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking
As from 3876.00 €
![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 €
![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 €
![Cerrettaia](https://www.trustandtravel.com/wp-content/uploads/2024/07/001-Cerretaia-drone-2-1.jpg)
Comfortable 2 bedroom cottage, near Capalbio and the coast
The gorgeous pool 12x5 m is open to guests of Cerrettaia 27 July to 30 August (exclusive use).
Key activities:
beachlife, spas, bicicling, hiking
As from 1500.00 €