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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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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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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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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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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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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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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 4400.00 €

8 4 5 Pool Internet Access Perugia 68km, Florence 140km, Rome 190km
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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 4680.00 €

13 7 4 Pool Internet Access Roma Fiumicino: 120 km
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San Polino
San Polo in Rosso

San Polino

A spacious villa in the heart of Chianti, perfect for family gatherings or retreats

This group of restored farmhouses lies in the heart of Chianti and is part of a medieval estate perched on a hill overlooking vineyards, olive groves and ancient oa...

Key activities:

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

As from 11900.00 €

18 9 9 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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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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