Key

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.

Casa Livia
Cetona

Casa Livia

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 is set within bucolic gardens clinging to the hillside at the edge of the pict...

Key activities:

touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports

As from 1315.00 €

6 6 3 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
Place an option / Make a Booking Find out more
Livietta
Cetona

Livietta

A romantic cottage in Tuscany in walking distance of a village

Situated on the fringes of the splendid hilltop village of Cetona, this carefully restored one-bedroom cottage is the ideal base for a romantic getaway in Tuscany...

Key activities:

touring towns, cultural sightseeing, visiting wine producers, spa treatments, hiking, biking, golf, watersports

As from 1090.00 €

2 1 1 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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 1800.00 €

6 5 3 Pool Internet Access Comiso 1 hr, Catania 1h 45m
Place an option / Make a Booking Find out more
Bencontenta
Frassanelle

Bencontenta

Luxury villa with private pool on historical estate in northern Italy

Located only 20 km southeast of Padova, Bencontenta is a traditional Venetian farmhouse nestled on the Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 2980.00 €

14 7 7 Pool Internet Access Venice: 68 km
Place an option / Make a Booking Find out more
Duna Grande
Fontanili

Duna Grande

Privacy and Style on the Maremma beach

Duna Grande is a unique venue in Italy. In Tuscany you will rarely find a nearly isolated house with direct access to the beach, sur...

Key activities:

private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)

As from 3160.00 €

10 5 4 Pool Internet Access Roma Fiumicino: 100 km
Place an option / Make a Booking Find out more
Casa di Pietro
Vivo d'Orcia

Casa di Pietro

Charming 2 bedroom cottage with pool near village Montalcino area - CLASS LISTED / LANDMARKED BUILDING

Casa di Pietro is a two storied house with walled in garden on the Vivo d'Orcia estate. It is one of a row of cottages built for the people working on the estate, b...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from 1065.00 €

4 2 2 Pool Internet Access Florence: 150 km
Place an option / Make a Booking Find out more
Chiarentana – Bersagliere
La Foce

Chiarentana – Bersagliere

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:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 336.00 €

2 1 1 Pool Internet Access Florence: 150 km
Place an option / Make a Booking Find out more
Villa San Bastiano
San Bastiano

Villa San Bastiano

A charming villa with pool in the hills above Vicenza, next to the villas Valmarana and La Rotonda

Villa San Bastiano has a superb location. It lies  up in the hills a 20 minute walk above Vicenza, and overlooks a charming valley called „valle del silenzio“ ...

Key activities:

Culture, hiking in the Colli Berici, discovering the excellent cuisine of the region, wine tastings on wine estates, sailing on lake Garda

As from 4200.00 €

12 7 6 Pool Internet Access Verona and Venice 1 hour
Place an option / Make a Booking Find out more
Casa dell’Ambasciatore
Vivo d'Orcia

Casa dell’Ambasciatore

2 BR Cottage in Southern Tuscany, village in walking distance

Casa dell’Ambasciatore is a charming country house standing on its own on the edge of the hamlet, surrounded by a garden and wide stretching views onto open field...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from 1065.00 €

4 2 2 Pool Internet Access Florence: 150 km
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 693.00 €

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