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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.

 

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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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 4000.00 €

10 5 5 Pool Internet Access Florence: 45 km
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Rocchetto Basso
La Badia

Rocchetto Basso

4 bedroom villa between Siena and Arezzo with private pool

Rocchetto Basso is a lovingly restored 18th-century Tuscan farmhouse that perfectly balances historic charm with modern comfort. This elegant stone-built villa feat...

Key activities:

Excellent starting point to visit most of Tuscany, cultural sightseeing, excellent food, hiking within the estate, tennis in the village

As from 4000.00 €

8 4 5 Pool Internet Access Florence: 110 km
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Villa Tombolino
Tombolino Bolgheri

Villa Tombolino

Elegant beachfront villa on the famous Bolgheri coastline

Unspoilt beaches fringed with dunes are backed by hillsides covered in Mediterranean scrub and olive groves, crested by charming hill-top villages. The reclaimed fl...

Key activities:

direct access to the beach, wine tasting, excellent restaurants, visiting the surrounding hilltop towns

As from €

12 6 6 Pool Internet Access Pisa airport 67 km (under one hour)
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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 2954.00 €

8 4 4 Pool Internet Access Florence: 150 km
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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 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 5243.00 €

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

San Savino

Elegant villa with pool and views near Perugia in Umbria

A luxury villa newly refurbished and providing comfortable accommodation for eight to enjoy a relaxing retreat in the center of one of the most beautiful private na...

Key activities:

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

As from €

8 4 4 Pool Internet Access Perugia: 33 km
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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 3900.00 €

13 7 4 Pool Internet Access Roma Fiumicino: 120 km
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Villa dell’Orso
Rocca d'Orso

Villa dell’Orso

Exceptional beachfront villa on Sardinia's most beautiful coast

Villa dell’Orso is situated on the northern tip of Sardinia on a white sandy beach overlooking a large bay with the islands of the national Park La Maddalena in t...

Key activities:

Private access to the sea, sailing, surfing, scuba diving, snorkeling, fishing, sightseeing, walks along the coast

As from 6300.00 €

12 6 5 Pool Internet Access Olbia airport: 40 km
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