Key

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.

 

Maramai
Tenuta di Gracciano

Maramai

Comfortable villa with great pool on wine estate near Montepulciano and Pienza

Maramai, now a charming country house, used to be a small farm with 3 separate buildings. It is named after the Tuscan farmer’s family who lived there until the e...

Key activities:

visiting the wine estate, cultural sightseeing, excellent food, hiking, tennis (village)

As from 3350.00 €

9 5 5 Pool Internet Access Florence: 120 km
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Sassaia
Chiarentana

Sassaia

Spacious country villa with pool in the famous Val d'Orcia

Sassaia sits on the slopes of the famous Orcia valley and is surrounded by magnificent evergreen oak trees typical of Tuscany. Beyond are open fields and views acro...

Key activities:

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

As from 8100.00 €

14 7 7 Pool Internet Access Florence 150km
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Casa del Prete
La Montecchia

Casa del Prete

Vacation rental with pool on top wine estate near Venice

A couple of steps and a wrought iron gate lead into the garden of the Casa del Prete, putting an agreable distance between the daily activities of the estate and th...

Key activities:

Visit the wine estate, cultural sightseeing, golf, tennis, retaurant with a Michelin star, wine producing area

As from 684.00 €

4 2 2 Pool Internet Access Venice airport: 60 km
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Nando + Camino
La Montecchia

Nando + Camino

Charming sunny holiday rental with pool on top wine estate in Venetia

This charming cottage on the estate La Montecchia lies next to the offices of the wine esta...

Key activities:

Visit the wine estate, cultural sightseeing, golf, tennis, retaurant with a Michelin star, wine producing area

As from 868.00 €

6 3 2 Pool Internet Access Venice airport: 60 km
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Casa all’Erta
San Polo in Rosso

Casa all’Erta

A beautifully restored villa in Chianti with a heated pool and views over a Medieval castle

This recently restored farmhouse crowns a hill in Tuscany’s famed Chianti wine region, equidistant from Siena and Florence. It boasts all new amenities, lovely ou...

Key activities:

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

As from 8425.00 €

12 6 7 Pool Internet Access Rome Fiumicino airport 275km – 3h, Florence airport 70km – 1h10, Pisa airport 115km – 1h50
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Duna Piccola
Fontanili

Duna Piccola

Beachfront cottage on the Maremma coast in south Tuscany

Duna Piccola is a unique venue in Italy. Rarely will you find a fairly isolated house with direct access to the beach, surrounded by romantic farmland, varied wildl...

Key activities:

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

As from 1655.00 €

4 2 1 Internet Access Roma Fiumicino: 100 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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Santa Croce
Tenuta di Murlo

Santa Croce

3 bedroom luxury villa with pool and 360° views in Umbria

This three bedroom villa, perched on the very top of Monte Santa Croce, is an example of flawless restoration on an exceptional site. Perhaps Santa Croce’s real n...

Key activities:

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

As from €

6 3 3 Pool Internet Access Perugia: 33 km
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Casa di Nando
La Montecchia

Casa di Nando

Charming sunny holiday rental with pool on wine estate in Venetia

Named after the farmer who last lived here, the Casa di Nando is a two-storied house with a private garden, attached to the historical tasting rooms of the estate. ...

Key activities:

Visit the wine estate, cultural sightseeing, golf, tennis, retaurant with a Michelin star, wine producing area

As from 612.00 €

4 2 1 Pool Internet Access Venice airport: 60 km
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Parretti Uno
Fighine

Parretti Uno

Luxury bed and breakfast set in a privately owned hamlet in Tuscany

Beautifully appointed ground 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 295.00 €

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