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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.

 

Fontalgozzo
La Foce

Fontalgozzo

Converted farmhouse with the best known view in Tuscany

The house stands on its own, surrounded by olive groves, wheat fields and cypresses, and looks onto the famous cypress road that winds up the 'crete' on the opposit...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 5060.00 €

8 4 5 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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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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Villa Subtilia
Tenuta di Murlo

Villa Subtilia

Recently refurbished historic farmhouse with pool, adjacent to a golf course

This beautiful and recently updated villa is located in an intact 16th-century farmhouse, right at the top of one of the rolling hills of the Tenuta di M...

Key activities:

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

As from €

18 9 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...

Key activities:

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

As from 4100.00 €

10 5 5 Pool Internet Access Florence: 45 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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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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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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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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