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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 1875.00 €

6 3 3 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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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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La Tartaruga
Le Gore

La Tartaruga

Architect-restored villa with a pool, walking distance to a Medieval village

Nestled within an olive grove and the rolling fields of Southern Tuscany, this airy villa with a pool offers exceptional country living coupled with the convenience...

Key activities:

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

As from 4700.00 €

8 4 5 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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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 €

10 5 4 Pool Internet Access Florence 150km
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Caminata
Tenuta di Murlo

Caminata

Luxury villa with pool adjacent to a golf club in the heart of Umbria

"Villa Caminata" is the name given to one of holiday villas on the Murlo Estate. The name Caminata originates from the word camminata, which means as much as "chimn...

Key activities:

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

As from 14000.00 €

12 6 7 Pool Internet Access Perugia: 33 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 renowned ...

Key activities:

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

As from 15500.00 €

14 14 7 Pool Internet Access Perugia: 33 km
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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 v...

Key activities:

cultural sightseeing, visiting wine producers, excellent restaurants, tennis (village)

As from 4800.00 €

10 5 5 Pool Internet Access Florence: 45 km
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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
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Villa Aiale
Castelnuovo Tancredi

Villa Aiale

Beautifully restored, spacious Tuscan farmhouse with private pool set atop a prestigious wine estate.

Villa Aiale, completely restored in 2024,  is the newest treasure of the historic Castelnuovo Tancredi Estate, an exclusive sanctuary where timeless Tuscan charm me...

Key activities:

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

As from 10500.00 €

14 7 8 Pool Internet Access 115 km Florence, 200 km Rome
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Casa all’Erta
San Polo in Rosso

Casa all’Erta

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 €

12 6 7 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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