Key
Book your villa without having to worry about Covid 19, cancellation policies have been adapted

Holiday Villas with Pool in Italy

Below you will find our entire range of Italian holiday villas with pool. To narrow down the list, you can select the number of persons, and additional amenities (private pool, child safe pool, heated pool, near the beach, etc.). Then click the search button.

Castello
Marsiliana

Castello

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 3000.00 €

15 8 4 Pool Internet Access Roma Fiumicino: 120 km
Place an option / Make a Booking Find out more
Villa Penna
Tenuta di Murlo

Villa Penna

A recently renovated stone villa with an infinity pool on a golf estate

Found on a vast private estate in the Umbrian hills, this beautifully restored villa has an infinity pool, wonderful outdoor living spaces and soaring views rolling...

Key activities:

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

As from 10000.00 €

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

Chiarentana – Vespa

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 540.00 €

4 2 2 Pool Internet Access Florence 150km
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 249.00 €

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

Villa Melissa

19th century luxury villa with pool in Tuscan hamlet between Florence and Rome

Villa Melissa is a large villa set within its own private garden. The beautiful swimming pool with pool house and full changing and shower facilities lies 2 minute ...

Key activities:

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

As from 6200.00 €

8 4 4 Pool Internet Access Perugia 60km, Florence 120km, Rome 170km
Place an option / Make a Booking Find out more
Palazzetto
Barberino

Palazzetto

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 €

16 8 7 Pool Internet Access Florence: 45 km
Place an option / Make a Booking Find out more
La Pergola
Cavallini

La Pergola

Finely restored spacious ground floor apartment of a farmhouse

The spacious Pergola apartment lies on the ground floor of the villa I Cavallini. A large living room leads onto a vine covered pergola with a stunning view onto th...

Key activities:

beachlife, spas, bicicling, hiking

As from €

5 3 2 Pool Internet Access Roma Fiumicino: 130 km
Place an option / Make a Booking Find out more
Casuzza
Scicli - Sicilia

Casuzza

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 2160.00 €

6 6 3 Pool Internet Access Comiso 1 hr, Catania 1h 45m
Place an option / Make a Booking Find out more
Villa Subtilia
Tenuta di Murlo

Villa Subtilia

Recently refurbished historic farmhouse with pool, adjacent to a golf course

This beautiful and recently updated villa is located in an intact 16th-century farmhouse, right at the top of one of the rolling hills of the Tenuta di M...

Key activities:

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

As from 7500.00 €

18 9 7 Pool Internet Access Perugia: 33 km
Place an option / Make a Booking Find out more
Castelrotto
Castelnuovo Tancredi

Castelrotto

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 collection of farmhouses is part of a vast 600-hectare estate which ...

Key activities:

touring towns, cultural sightseeing, visiting wineries, spa treatments, hiking, biking, golf.

As from 7665.00 €

20 20 8 Pool Internet Access 115 km Florence, 200 km Rome
Place an option / Make a Booking Find out more