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: 34 Villas available
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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 v...
Key activities:
cultural sightseeing, visiting wine producers, excellent restaurants, tennis (village)
As from 4800.00 €
Elegant beachfront villa on the famous Bolgheri coastline
Unspoilt beaches fringed with dunes are backed by hillsides covered in Mediterranean scrub and olive groves, crested by charming hill-top villages. The reclaimed fl...
Key activities:
direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns
As from €
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 €
Rustic roots, architect's vision - farmhouse beautifully reimagined
Sitting on a small hill near the historic town of Acquasparta, this relaxed yet refined villa was restored by its architect owner, who wonderfully caught the authen...
Key activities:
Exploring beautiful towns with exceptional architecture, art and food, great hikes, lazy days at the pool, people watching with a capuccino at the local café
As from €
Beautifully renovated barn in the Chianti Hills with its own private pool
Casa Pernice is a serene and stylish hideaway on the stunning San Polo in Rosso estate in the Chianti hills. The villa is part of the picturesque hamlet of Galenda...
Key activities:
touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking
As from 566.00 €
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 2387.00 €
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 €
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 1875.00 €
A beautifully restored villa in Chianti with a heated pool and views over a Medieval castle
This recently restored farmhouse crowns a hill in Tuscany’s famed Chianti wine region, equidistant from Siena and Florence. It boasts all new amenities, lovely outd...
Key activities:
touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking
As from €
Villa on the coast in Sicily sleeping 12
The Scicli Sicilia estate is reached over a small country road bordered by dry stone wal...
Key activities:
Beachlife, visiting baroque Sicily, fishing, on the trail of Inspector Montalbano
As from €