Key

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.

 

Chiarentana – Ronda
Chiarentana

Chiarentana – Ronda

Apartment for 6 built around a magical courtyard and dominating the Orcia valley

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 2268.00 €

6 3 3 Pool Internet Access Florence 150km
Place an option / Make a Booking Find out more
Montauto
La Foce

Montauto

Typical Tuscan country house with a very special flair

Montauto is surrounded by woods and fields, with spectacular views of the surrounding countryside and of Castelluccio, a medieval castle also on the property. Its a...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 6500.00 €

10 6 4 Pool Internet Access Florence: 150 km
Place an option / Make a Booking Find out more
Casaccia
Chiarentana

Casaccia

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 3205.00 €

6 3 3 Pool Internet Access Florence 150km
Place an option / Make a Booking Find out more
Casa di Donata
Chiarentana

Casa di Donata

Elegant villa with pool and tennis overlooking the Orcia valley near Pienza

Donata’s house offers all the special charm, character and seclusion of a private home and garden, with the additional advantage of having the restaurant, tennis,...

Key activities:

Siena, Florence, Montalcino, Montepulciano, Pienza, Orvieto, Cortona

As from €

10 5 5 Pool Internet Access Florence 150km
Place an option / Make a Booking Find out more
Villa Melissa & Casa Vittoria
Fighine

Villa Melissa & Casa Vittoria

Luxury villa set in an enchanting garden within a Tuscan hilltop hamlet

Villa Melissa and Casa Vittoria are two separate buildings within the same garden. They can be rented together for groups up to 14 guests. Both houses have their ow...

Key activities:

cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking

As from 9530.00 €

14 7 7 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
Place an option / Make a Booking Find out more
Casa di Nando
La Montecchia

Casa di Nando

Charming sunny holiday rental with pool on wine estate in Venetia

Named after the farmer who last lived here, the Casa di Nando is a two-storied house with a private garden, attached to the historical tasting rooms of the estate. ...

Key activities:

Visit the wine estate, cultural sightseeing, golf, tennis, retaurant with a Michelin star, wine producing area

As from 612.00 €

4 2 1 Pool Internet Access Venice airport: 60 km
Place an option / Make a Booking Find out more
Casa del Camino
La Montecchia

Casa del Camino

Charming holiday rental for 2 on a top wine estate near Venice

Casa del Camino is a charming ground floor apartment flooded with light. It lies next to the offices of the wine estate. While one might see the odd visitor during ...

Key activities:

Visit the wine estate, cultural sightseeing, golf, tennis, retaurant with a Michelin star, wine producing area

As from 315.00 €

2 1 1 Pool Internet Access Venice airport: 60 km
Place an option / Make a Booking Find out more
Villa La Foce
La Foce

Villa La Foce

A Renaissance luxury villa with pool near Siena - CLASS LISTED/LANDMARKED BUILDING

Villa La Foce is the Origo family house. It was originally built at the end of the XVth century as a wayside tavern, but soon became the centre of an estate belongi...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from €

24 12 12 Pool Internet Access Florence: 150 km
Place an option / Make a Booking Find out more
B&B Palazzolo
La Foce

B&B Palazzolo

B&B in a traditional Tuscan farmhouse overlooking Orcia valley

B&B Palazzolo is only 500m from the central La Foce Villa, on the road that leads to Chiarentana. The house is one of the farmhouses rebuilt by Antonio Origo in...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from €

2 2 1 Pool Internet Access Florence: 150 km
Place an option / Make a Booking Find out more
San Savino
Tenuta di Murlo

San Savino

Elegant villa with pool and views near Perugia in Umbria

A luxury villa newly refurbished and providing comfortable accommodation for eight to enjoy a relaxing retreat in the center of one of the most beautiful private na...

Key activities:

Sightseeing, golf, swimming, walks, discover restaurants, wine tasting, fishing, mountain-biking

As from €

8 4 4 Pool Internet Access Perugia: 33 km
Place an option / Make a Booking Find out more