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Italy

Holiday cottages in Italy provide the perfect opportunity to relax, explore and enjoy a slice of “La Dolce Vita”. The fact that Italy offers such a taste of the sweet life should come as no surprise. After all, there are few other holiday destinations that present such a welcome mix of warm climate, fantastic cuisine, fascinating heritage and stunning scenery, so it’s hardly surprising to find that many of our customers return to Italian cottages year after year.

Rome was famously not built in a day, so we’d suggest a holiday cottage in the region if you want to make the most of your time there! Alongside its iconic attractions – the Colosseum, Trevi Fountain, Forum, Vatican and more – you’ll find something of interest on every street of Italy’s wonderful capital city. It’s also been said that it’s impossible to have a bad meal in Rome. This is something that our previous holidays – not to mention our waistlines – can attest to. If you fancy exploring the birthplace of Italy’s celebrated culture then we wouldn’t hesitate to recommend a holiday cottage in Florence. Birthplace of the Rennaissance, and home to one of the world’s most famous Davids, it’s a region filled with fascinating history and unrivalled beauty. Venice’s network of alleys and waterways has been delighting visitors for years, and it still offers one of the definitive Italian holiday experiences. If you fancy something a little more tranquil then Italy’s rural landscape offers patchwork hills, sparkling blue waters and golden sands aplenty. Tuscany may be one of its most celebrated destinations, but neighbouring Umbria is equally attractive with great food and drink, a fascinating history and a wonderfully relaxed pace of life. Italy’s south offers plenty of opportunities to relax and unwind in the sun. Explore Sicily and enjoy a beautifully diverse array of attractions within a stunning landscape that offers some of Italy’s finest beaches. Capri and the Amalfi coast also offer some of the best beach locations to make the most of your time on your Italian holiday.

With so many activities, and such a diverse landscape, Italy is a fantastic holiday playground with a wealth of options for all ages. Uncovering the country’s history, culture and heritage is one of the most popular ways to enjoy your time there, but if you’d prefer to relax by the pool then we’re sure you’ll be equally satisfied. Beach breaks are equally popular for those with Italian holiday cottages and the country boasts some of the most spectacular shoreline you could wish for. Basically, however you choose to spend your time in Italy you’re guaranteed a wonderfully memorable holiday.

If you’re ready to begin your exploration take a look at our featured holiday cottages in Italy today.
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  • Arezzo, Tuscany
    Arezzo, Tuscany×
    Newly Listed
    Casa La Fonte

    Casa La Fonte

    Arezzo, Tuscany

    5
    3
    2
    1
    Ref: ITA977
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Pets go free - Garden / Patio
    This beautiful property offers peace and tranquillity, with stunning views of the surrounding rural Mediterranean landscape.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Located in the peaceful area of Arezzo, this spacious holiday cottage offers breathtaking views of the neighbouring countryside. With beautifully manicured gardens, the property boasts a large terrace on which to relax and soak up the Mediterranean sun. The property is well furnished and well equipped with everything needed for a restful stay for 5 people. Discover the rich history and culture of the local area, displayed through traditional medieval architecture and local churches...

  • Pieve a Maiano, near Civitella di Val di Chiana, Tuscany
    Pieve a Maiano, near Civitella di Val di Chiana, Tuscany×

    Casa Le Querce

    Pieve a Maiano, near Civitella di Val di Chiana, Tuscany

    5
    3
    2
    0
    Ref: ITA829
    Key Features:
    - Wifi - Car parking on site - Garden / Patio
    With panoramic views across the surrounding countryside, this lovely apartment is perfectly placed for exploring the historic cities of the region.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This homely and spacious first floor apartment benefits from its own private garden on a picturesque hillside, the discreet owner lives on-site, in the small village of Pieve a Maiano. This attractive and tastefully furnished apartment has an open plan living space with a kitchen and living room with a decorative fireplace. There is an external staircase leading to the garden terrace which is shaded by ancient oak trees. Relax and enjoy the unique panoramic views of the River Arno,...

  • Ruscello, Tuscany
    Ruscello, Tuscany×

    Casa al Vento

    Ruscello, Tuscany

    5
    2
    2
    1
    Ref: ITA650
    Key Features:
    - Wifi - Car parking on site - Pets go free - Garden / Patio - Open Fire
    This traditional, first and second floor holiday accommodation, accessed via a rough track, forms one half of the owners’ wonderful stone house and has a private entrance and lovely garden full of flowers
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This traditional, first and second floor holiday accommodation, accessed via a rough track, forms one half of the owners’ wonderful stone house and has a private entrance and lovely garden full of flowers. It is situated in a peaceful spot on the hillside surrounded by pretty scenery. This is a very comfortable house with an open fire, beams, a covered terrace and an outdoor dining area in the garden. Horse riding is available 6km away and the property is set in an ideal location...

  • Torno, Lombardy
    Torno, Lombardy×

    Apartment Torno

    Torno, Lombardy

    5
    2
    1
    0
    Ref: IVL133
    Key Features:
    - Wifi - Garden / Patio
    Simply relax in the pretty garden and enjoy the beautiful views over Lake Como.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This lovely ground floor apartment is part of a family house, and the discreet owner lives on site, situated in the historic centre of the small town of Torno, overlooking the shores of Lake Como. The lake, which offers swimming is just 600m away, and can be reached by walking down the narrow streets of the village. The entrance is on street level and at the rear of the apartment there is a lawned garden with beautiful views over the lake.

    The nearest airport is Milan Malpensa....

  • Cortona, Tuscany
    Cortona, Tuscany×

    Villa Ferranti

    Cortona, Tuscany

    5
    2
    2
    0
    Ref: TA058
    Key Features:
    - Swimming pool - Garden / Patio
    The huge 18th century ’Villa Ferranti’ is situated in a beautiful valley just below the picturesque town of Cortona
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Picturesque town of Cortona nearby

    The huge 18th century ’Villa Ferranti’ is situated in a beautiful valley just below the picturesque town of Cortona. There are just three apartments available in the villa, and this apartment is in a side wing. Cortona is one of the real jewels among the Tuscan hill towns. Set amidst terraced slopes covered with olives and vines, it has winding medieval streets and a rich, historic past. Visit Lake Trasimeno, take a trip to the...

  • Dicomano, Tuscany
    Dicomano, Tuscany×

    Frantoio 2

    Dicomano, Tuscany

    6
    2
    1
    1
    Ref: ITF812
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    These old farmhouses, a manor house and a very small parish church have been restored to build this mini complex
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These old farmhouses, a manor house and a very small parish church have been restored to build this mini complex. The houses are situated along the Sieve valley, in the area known as the Mugello and which poets have defined as ‘a wonderland’ because of its continuous and lively hill towns (Vicchio, Scarperia, Borgo San Lorenzo), its villas (Villa Cafaggiolo) and its castles (Castello del Trebbio). Each house has been built behind one another and they overlook an extensive...

  • San Gimignano, Tuscany
    San Gimignano, Tuscany×

    Cielo

    San Gimignano, Tuscany

    6
    2
    2
    1
    Ref: ITN129
    Key Features:
    - Car parking on site - Pets go free - Garden / Patio - Open Fire
    This ancient farmhouse is part of a small medieval village, dominated by a beautiful tower that was once a guard post of the large feudal estates of the Bishop of Volterra
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This ancient farmhouse is part of a small medieval village, dominated by a beautiful tower that was once a guard post of the large feudal estates of the Bishop of Volterra. The house dates back to the 14th century and throughout the years the structure has undergone many changes, but the charm of ancient times still remains unchanged. Situated in a quiet location with the possibility of many beautiful walks in the countryside of San Gimignano, the property lies about 500m from a...

  • Pegli , Liguria
    Pegli , Liguria×

    Casa Africa

    Pegli , Liguria

    6
    2
    1
    1
    Ref: ILL303
    Key Features:
    - Coastal Property - Pets go free - Coast within 1 mile - Garden / Patio
    This ground floor holiday apartment is located in a quiet area about 700m from the promenade
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This ground floor holiday apartment is located in a quiet area about 700m from the promenade. The apartment boasts a well-equipped outdoor area to dine al fresco and guests also have the advantage of accessing the kitchen directly from the terrace. From the living room guests can relax and enjoy the beautiful sea view. The area also includes the Villa Pallavicini, 10 minutes away, with its majestic garden, as well as an amusement park and the Marine Museum Beautiful sandy beaches can...

  • Barberino Val d’Elsa, Tuscany
    Barberino Val d’Elsa, Tuscany×

    Podere Villetta 1

    Barberino Val d’Elsa, Tuscany

    6
    2
    2
    0
    Ref: ITC250
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities
    Halfway between Florence and Siena, this property is set amidst the rolling hills of Tuscany and has use of a swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This pretty, detached, stone holiday property (ref ITC250) and apartment, which adjoins the owner’s home (ref ITC251), are set in the beautiful countryside of the Chianti hills, just 5km away from San Donato in Poggio. A strategic location for visiting the most beautiful attractions of Tuscany, located halfway between Siena and Florence. Guests have access to spacious outdoor areas, ideal for outdoor dining, as well as a swimming pool, which is shared with the owner, and there is...

    Podere Villetta 2
    7
    3
    3
  • Monte San Savino, Tuscany
    Monte San Savino, Tuscany×

    Agricola Cavalbianco

    Monte San Savino, Tuscany

    6
    2
    2
    0
    Ref: ITA930
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Relax in the sunshine and take in the panoramic views from the garden before enjoying a refreshing swim in your private swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This comfortable and elegant terraced house, reached by an upaved road, is located deep in the Tuscan hills, about 7km from Monte San Savino in the province of Arezzo. The villa benefits from an outdoor swimming pool and large shared lawned gardens, where guests can enjoy the view over the beautiful surrounding countryside. The discreet homeowner lives in an adjacent part of the house and the gardener lives in a separate house nearby. The location of this pretty villa is perfect to reach...

  • Villa di Teolo, Veneto
    Villa di Teolo, Veneto×

    Villa Strepitosa

    Villa di Teolo, Veneto

    6
    3
    1
    0
    Ref: IVC212
    Key Features:
    - Wifi - Car parking on site - Garden / Patio
    First floor apartment in the Eugan Hills, making an ideal base to explore the surrounding countryside and beautiful cities.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This pleasant, first floor apartment is part of a family home and the discreet owner lives on the ground floor and has a dog. The apartment is tastefully furnished and located in the heart of the Eugan Hills. It benefits from a large shared garden with stunning views of the surrounding hills, equipped for al fresco dining. This is an ideal starting point to visit some of the most beautiful cities of culture in the Veneto region, 65km from Venice (with train connection from Abano Terme),...

  • Pozzolatico, Tuscany
    Pozzolatico, Tuscany×

    Granaio

    Pozzolatico, Tuscany

    6
    2
    1
    0
    Ref: ITF501
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio
    This pleasant first floor holiday apartment is part of an ancient and harmonious hamlet which dates back to 1300
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This pleasant first floor holiday apartment with air-conditioning is part of an ancient and harmonious hamlet which dates back to 1300. Situated in the enchanting Florentine hills, surrounded by vineyards, olive groves and orchards. The property is set on a farming estate producing excellent red wine, where it is possible to buy farm products such as wine, oil, honey and fruit. The site provides nice views of the countryside and the typical Tuscan hills. Around the site are several...

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