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Holiday Villa Rental in Italy with Air Conditioning

Below you will find our entire range of holiday rental villas with air conditioning in Italy. To narrow down the list, you can select the number of persons and additional amenities (heated pool, near the beach, internet, etc.). Then click the search button.

 

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 1600.00 €

6 3 3 Pool Internet Access Florence: 110 km
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Torretta – Lillium
Frassanelle

Torretta – Lillium

Stylish holiday rental studio with pool on historical estate near Padua and Vicenza

The elegant farm buildings of the estate date back to the 17th century. What used to be granaries, storerooms and living quarters of the employees have now been tur...

Key activities:

Sightseeing, golf, hiking whithin the estate, excellent restaurants

As from 570.00 €

2 1 2 Pool Internet Access Venice: 68 km
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Parretti Due
Fighine

Parretti Due

Luxury bed and breakfast with views, set in a privately owned hamlet in Tuscany

Beautifully appointed upper floor 1 bedroom apartment, ideal for guests visiting the *Michelin star restaurant of Key activities:

cultural sightseeing, visiting wine producers, excellent restaurants, spa treatments, hiking, mountain biking

As from €

2 1 1 Internet Access Perugia 60km, Florence 120km, Rome 170km
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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 4375.00 €

10 5 4 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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Il Geranio
Cavallini

Il Geranio

Cosy vacation apartment on working farm in the Maremma

Il Geranio is an apartment for four lying on the ground floor of the Villa I Cavallini. The spacious living room is the main rooom. It has a large fireplace, a dini...

Key activities:

beachlife, spas, bicicling, hiking

As from €

4 2 1 Pool Internet Access Roma Fiumicino: 130 km
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Villa La Loggia
Tombolino Bolgheri

Villa La Loggia

New stylish villa steps from the beach in Tuscany

Encircled by a lush garden of roses, bougainvillea, cyprus trees and pines, this attractive recently built villa provides the perfect setting for a heavenly Italian...

Key activities:

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

As from €

8 6 4 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 2550.00 €

8 4 4 Pool Internet Access Florence: 150 km
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Chiarentana – Vespa
Chiarentana

Chiarentana – Vespa

6 generous Tuscan apartments built around a magical courtyard

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 holiday ...

Key activities:

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

As from 540.00 €

4 2 2 Pool Internet Access Florence 150km
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Castiglione Ugolino
Tenuta di Murlo

Castiglione Ugolino

Newly restored medieval castle in Umbria with infinity pool

The 11th-century Castiglione Ugolino sits within the Murlo estate atop a hill overlooking the rolling hills of Umbria. Completely restored in 2019, the ancient cast...

Key activities:

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

As from 13000.00 €

20 10 10 Pool Internet Access Perugia: 33 km
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Palazzonaccio
Via del Pellegrino

Palazzonaccio

Old stone farmhouse turned holiday house in southern Tuscany - beautiful design, solar heating, pool

Palazzonaccio lies high up overlooking the majestic Orcia valley. It was the first house to be restored by the international designer Ilaria Miani here in the Orcia...

Key activities:

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

As from 4625.00 €

11 5 6 Pool Internet Access Perugia 1 hour, Florence 1.5 hours, Rome and Pisa 2 hours
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