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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.

 

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, 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 1787.00 €

6 3 3 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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Rocchetto
Le Rocchette

Rocchetto

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 2338.00 €

6 3 3 Pool Internet Access Florence: 110 km
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Montecucco
Vivo d'Orcia

Montecucco

Restored farmhouse south of Siena with pool and views onto the vineyards of Montalcino

Villa Montecucco is located at an altitude of 400 metres above sea level, twenty minutes’ drive from the castle estate of Vivo D’Orcia. It benefits from absolut...

Key activities:

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

As from 3038.00 €

8 4 4 Pool Internet Access Florence: 150 km
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Villa Monticelli
Tenuta di Murlo

Villa Monticelli

Beautifully restored rental villa on a vast golf estate in Umbria with infinity pool

This immaculately restored farmhouse crowns a secluded hill on one of Italy’s most prestigious private estates, home to mature woods, olive groves and the renowne...

Key activities:

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

As from €

14 14 7 Pool Internet Access Perugia: 33 km
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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 4450.00 €

14 7 7 Pool Internet Access Venice: 68 km
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Ripella
Le Ripi

Ripella

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 €

10 4 4 Pool Internet Access Perugia: 62km - 45 minutes
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Gonzola
Chiarentana

Gonzola

Fragrant herbs and roses surround this authentic and beautifully restored farm building

A Gonzola lies in the middle of open farmland, surrounded by fields of wheat and sunflowers on one side and a small wood and the strange shapes of the distinctive c...

Key activities:

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

As from 5610.00 €

10 5 4 Pool Internet Access Florence 150km
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Duna Grande
Fontanili

Duna Grande

Beachfront Villa with Pool on the Coast in Tuscany

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 3525.00 €

10 5 4 Pool Internet Access Roma Fiumicino: 100 km
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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 2500.00 €

6 6 3 Pool Internet Access Comiso 1 hr, Catania 1h 45m
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Casuzza Grande
Scicli - Sicilia

Casuzza Grande

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 €

12 12 6 Pool Internet Access Comiso 1 hr, Catania 1h 45m
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