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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.

 

Maramai
Tenuta di Gracciano

Maramai

Comfortable villa with great pool on wine estate near Montepulciano and Pienza

Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer’s family who lived there until the e...

Key activities:

visiting the wine estate, cultural sightseeing, excellent food, hiking, tennis (village)

As from 3350.00 €

9 5 5 Pool Internet Access Florence: 120 km
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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 ou...

Key activities:

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

As from 8425.00 €

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

12 6 7 Pool Internet Access Perugia: 33 km
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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 €

8 8 4 Pool Internet Access Perugia: 33 km
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Casa Faraona
San Polo in Rosso

Casa Faraona

Secluded Chianti villa with pool and wheelchair accessibility.

Enjoy an authentic and idyllic rural holiday at this secluded villa with a pool found deep in Chianti. Sitting on the edge of a hamlet, the beautifull...

Key activities:

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

As from 3775.00 €

6 3 3 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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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 4000.00 €

8 8 5 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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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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Sassaia
Chiarentana

Sassaia

Spacious country villa with pool in the famous Val d'Orcia

Sassaia sits on the slopes of the famous Orcia valley and is surrounded by magnificent evergreen oak trees typical of Tuscany. Beyond are open fields and views acro...

Key activities:

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

As from 7490.00 €

14 7 7 Pool Internet Access Florence 150km
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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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