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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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  • Seggiano, Tuscany
    Seggiano, Tuscany×

    Casa Piscina

    Seggiano, Tuscany

    2
    1
    1
    1
    Ref: ITG158
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Woodburning Stove
    This holiday property, built with natural stone, has the look and feel to make it seem like home
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This holiday property, built with natural stone, has the look and feel to make it seem like home. The property, close to the owner’s home, comes with a covered terrace, swimming pool and sunny terrace. The location is ideal for those looking for relaxation as the property is surrounded by beautiful scenery of the countryside of Seggiano. Seggiano is covered in history and culture, as well as vast countryside and rolling hills. Due to this, it’s great for long walks and to take...

  • Greve in Chianti, Tuscany
    Greve in Chianti, Tuscany×

    Camelia

    Greve in Chianti, Tuscany

    2
    1
    1
    0
    Ref: ITC138
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio
    This great holiday apartment is one of six lovely apartments in a beautiful farmhouse
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This great holiday apartment is one of six lovely apartments in a beautiful farmhouse. The farmhouse itself belongs to a company who produces excellent wines that can be tasted and purchased by guests. Set in the wonderful location of Greve in Chianti, known for its wine and markets, the location is ideal for those interested in culture and fine wines as well as fine dining. Those looking for history, Greve in Chianti is known as the gateway to Chianti and is filled with medieval...

  • Montaione, Tuscany
    Montaione, Tuscany×

    Apartment 16B

    Montaione, Tuscany

    2
    1
    1
    0
    Ref: ITN170
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location
    This apartment is ideally set to explore the surrounding area and is located 20 minutes from the medieval town of San Gimignano.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which...

    Apartment 8
    6
    3
    3
    Apartment 15
    6
    3
    3
    Apartment 16A
    2
    1
    1
  • Meina, Novara, Lombardy
    Meina, Novara, Lombardy×

    Antico Verbano-MONO

    Meina, Novara, Lombardy

    2
    1
    1
    0
    Ref: IVM136
    Key Features:
    - Wifi - Swimming pool - Garden / Patio
    This well-presented apartment, with shared swimming pool, provides an ideal base for guests looking to relax and unwind in the Italian sunshine.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This beautifully presented, 16th-century, block of apartments is situated directly by Lake Maggiore with a private beach. This delightful location consists of 28 apartments, with contemporary décor, balcony or garden, and all with a lake view. The property has everything you could need for a relaxing break away. Boasting the use of a shared swimming pool, this holiday apartment is perfect for retreating back to in the evening, and enjoying a moonlit swim before bed. Beach 10m....

  • Arezzo, Tuscany
    Arezzo, Tuscany×

    Apartment 6

    Arezzo, Tuscany

    2
    1
    1
    1
    Ref: ITA887
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio
    Set in the hills above the city of Arezzo, this is an ideal base from which to explore the beautiful region of Tuscany.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These three cosy apartments (ITA887, ITA888 and ITA889) with air-conditioning are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral, known as one of the greatest gothic monuments in Tuscany. The Piazza Grande is the central square in the city with buildings dating back the 12th century. The city lies in the south east of Tuscany and in the centre of four valleys: the Val Tiberina , Casentino, Valdarno and Val di Chiana...

    Apartment 8
    2
    1
    1
    Apartment 9
    2
    1
    1
  • Colle Val d’Elsa, Tuscany
    Colle Val d’Elsa, Tuscany×

    Monastero 3

    Colle Val d’Elsa, Tuscany

    2
    1
    1
    1
    Ref: ITN485
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    A romantic retreat for couples wishing to explore Tuscany and its many attractions.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This ancient, 17th-century convent has been restored and divided into 10 holiday apartments, and is situated 1km from centre of the medieval town of Colle Val d’Elsa. The apartments are equipped with comfortable, rustic-style furniture. Guests can enjoy walks through the beautiful wooded hillside. On site visitors have shared use of the outdoor swimming pool with changing room. San Gimignano is 12km, Siena 20km, Volterra 28km, Florence 45km and 70km from the Tyrrhenian Sea....

    Monastero 5
    3
    1
    1
  • Rufina, Tuscany
    Rufina, Tuscany×

    Acone 3

    Rufina, Tuscany

    2
    1
    1
    1
    Ref: ITF665
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    This beautiful farmhouse is divided into six sumptuous apartments, near to a magnificent hillside setting
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This beautiful farmhouse is divided into six sumptuous apartments, near to a magnificent hillside setting. This is a peaceful location with uninterrupted views over the Tuscan hills. The owners, a very welcoming couple, live in another farmhouse 900m from the property, and will welcome you with a good bottle of Vin Santo. The residents of Vista Bella share a splendid oval-shaped swimming pool with a magnificent, sunny terrace equipped with garden furniture. Each apartment also has its...

  • Poggibonsi, Tuscany
    Poggibonsi, Tuscany×

    Montignano 5

    Poggibonsi, Tuscany

    2
    1
    1
    0
    Ref: ITC402
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    This beautiful farmhouse is located in the heart of the Chianti region and has been divided into 5 nice apartments
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This beautiful farmhouse is located in the heart of the Chianti region and has been divided into 5 nice apartments. In this holiday apartment, guests can enjoy a great view of the surrounding landscape and there is also a shared swimming pool. The surrounding areas are full of oak forest, vineyards and olive trees. Within Poggibonsi, visitors can enjoy the history of the location, since the area has been inhabited since the Stone Age. To add to the adventure, Siena and Florence are only...

  • Rome, Lazio
    Rome, Lazio×

    Balconata 12

    Rome, Lazio

    2
    1
    1
    0
    Ref: IRU229
    Key Features:
    - Coastal Property - Wifi - Swimming pool - Garden / Patio
    Set on a working farm where dairy cattle are bred and cereal crops are grown in a flat area within the Roman countryside, this holiday property is one of 13 apartments
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    ...

    Set on a working farm where dairy cattle are bred and cereal crops are grown in a flat area within the Roman countryside, this holiday property is one of 13 apartments. The owners live in a wing of the villa and there is shared use of a large garden with tables, chairs, BBQ, pool and children’s play area. There is a private chapel on site and a breakfast service is also available on request at cost. Riding stables and a polo field are close by. Albano Lake is 15 km and Rome, 30

  • Poggibonsi, Tuscany
    Poggibonsi, Tuscany×

    Carlino

    Poggibonsi, Tuscany

    2
    1
    1
    0
    Ref: ITC591
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio
    An ideal romantic retreat for a couple wishing to discover Tuscany with San Gimignano with its medieval towers nearby.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This characteristic farmhouse complex has been entirely renovated and divided into 9 apartments in the green hills in the heart of Tuscany, and have shared use of the outdoor swimming pool. It occupies a peaceful, dominating position on the top of a hill from where you can enjoy beautiful panoramic views over the landscape. The property has been sympathetically restored utilising materials typical of the ancient Tuscan houses. The complex is surrounded by enclosed, extensive grounds,...

  • Arezzo, Tuscany
    Arezzo, Tuscany×

    Apartment 8

    Arezzo, Tuscany

    2
    1
    1
    1
    Ref: ITA888
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio
    Relax around the beautiful shared outdoor swimming pool, set in the hills of Tuscany.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These three cosy apartments (ITA887, ITA888 and ITA889) with air-conditioning are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral, known as one of the greatest gothic monuments in Tuscany. The Piazza Grande is the central square in the city with buildings dating back the 12th century. The city lies in the south east of Tuscany and in the centre of four valleys: the Val Tiberina , Casentino, Valdarno and Val di Chiana...

    Apartment 6
    2
    1
    1
    Apartment 9
    2
    1
    1
  • Montaione, Tuscany
    Montaione, Tuscany×

    Apartment 16A

    Montaione, Tuscany

    2
    1
    1
    0
    Ref: ITN169
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location - Open Fire
    This beautiful retreat for two provides a tranquil and peaceful escape with the benefit of a shared outdoor swimming pool too.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which...

    Apartment 8
    6
    3
    3
    Apartment 15
    6
    3
    3
    Apartment 16B
    2
    1
    1
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