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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.

 

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 12600.00 €

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

Ringoni

Tuscan farmhouse holiday rental with heated pool in the Val d'Orcia

A charming 300 years old stone farmhouse, lying high up in the Orcia valley, facing south-west with a stunning view over hills of what is considered one of the most...

Key activities:

cultural sightseeing, winemaking area, spas, hiking, mountain biking

As from 5000.00 €

10 5 4 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Belvedere 1
La Foce

Belvedere 1

2 apartments full of rustic charm and a magnificent view

The name of the house means "beautiful view" - rightly so, as the entire Orcia valley and the Amiata mountain are spread out below. Belvedere is divided into two ad...

Key activities:

cultural sightseeing, winemaking area, tennis, spas, hiking

As from 1990.00 €

5 3 3 Pool Internet Access Florence: 150 km
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Il Mulino
La Badia

Il Mulino

Stunning villa with pool on organic estate in central Tuscany

Mulino in Italian means Mill and this house used to be the mill of the La Badia estate. It still...

Key activities:

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

As from 3725.00 €

10 6 5 Pool Internet Access Florence: 110 km
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Villa Fontanili-Ginepro
Fontanili

Villa Fontanili-Ginepro

Paradise in Maremma, the southern Tuscan coast

Surrounded by trees, the villa Il Fontanili stands in extensive landscaped grounds which blend into the olive groves and fields of the estate. The beach, 3 km. from...

Key activities:

private access to the sea, excellent sea food, cultural sightseeing, bicycling, tennis (village)

As from 1085.00 €

6 3 2 Pool Internet Access Roma Fiumicino: 100 km
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Castello di Magrano
Magrano

Castello di Magrano

A medieval castle with pool in Umbria for large groups - CLASS LISTED / LANDMARKED BUILDING

The magnificent Castello di Magrano was built in the middle ages (1200 AC), to protect the town of Gubbio against Perugia. The castl...

Key activities:

cultural sightseeing, music festivals, roaming through the countryside, eatign out in small restaurants, country life, hiking and biking, riding, truffle hunting, swimming, fishing

As from 3904.00 €

30 15 13 Pool Internet Access Perugia: 45 km, Rome Ciampino: 215 km
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Gallinaio
Vivo d'Orcia

Gallinaio

Charming 1 bedroom cottage in the Orcia valley south of Siena - CLASS LISTED / LANDMARKED BUILDING

Il Gallinaio, the former chicken coop of the castle, has been converted into a charming cottage for 2. The small house stands a little apart from the castle, surrou...

Key activities:

cultural sightseeing, winemaking area, spas, excellent food, beautiful hiking, wild nature

As from €

2 1 1 Internet Access Florence: 150 km
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Chiarentana – Bersagliere
Chiarentana

Chiarentana – Bersagliere

6 generous apartments overlooking the Val d'Orcia, with salt water pool

Chiarentana was once a medieval fortress and has been 'de-gentrified' over the centuries, becoming one of the main farm buildings on the property.

The 6 apartmen...

Key activities:

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

As from 1022.00 €

2 1 1 Pool Internet Access Florence 150km
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Cerrettaia
Tenuta Thun

Cerrettaia

Comfortable 2 bedroom cottage, near Capalbio and the coast

The gorgeous pool 12x5 m is open to guests of Cerrettaia 27 July to 30 August (exclusive use).

Key activities:

beachlife, spas, bicicling, hiking

As from 1500.00 €

4 2 2 Internet Access Roma Fiumicino: 130 km
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