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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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  • Montaione, Tuscany
    Montaione, Tuscany×

    Apartment 8

    Montaione, Tuscany

    6
    3
    1
    0
    Ref: ITN163
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location
    This first floor apartment offers a perfect retreat for a family of 6, boasting shared grounds and an outdoor swimming pool.
    Prices from
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    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 15
    6
    3
    3
    Apartment 16A
    2
    1
    1
    Apartment 16B
    2
    1
    1
  • Cortona, Tuscany
    Cortona, Tuscany×

    Casa Paolo

    Cortona, Tuscany

    6
    3
    2
    1
    Ref: ITA870
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Detached Property - Garden / Patio
    Relax by the pool in the peaceful sun drenched countryside, or spend a day exploring nearby Montepulciano or Arezzo.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    In a peaceful location in the heart of vineyards and olive groves, this lovely detached villa is situated between Cortona, 13km, and Lake Trasimeno, 9km. The villa is ideally placed to discover both Tuscany and Umbria, while enjoying the peace and quiet, with tranquil and picturesque views over the countryside. The villa sits on a fenced plot of 2500m² with a garden and barbecue, perfect for al fresco dining. It offers a private outdoor swimming pool, and laundry room with...

  • Silea, Veneto, Umbria
    Silea, Veneto, Umbria×

    Casa di Mamy

    Silea, Veneto, Umbria

    6
    3
    2
    0
    Ref: IVC215
    Key Features:
    - Car parking on site - Garden / Patio
    Enjoy walks along the nearby river bank, or enjoy a ride on a gondola in the beautiful city of Venice, which is just 30km away.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This wonderful, semi-detached property, with air-conditioning, is located in Silea near the River Sile, where you can go for a walk along the river bank or follow one of the cycle trails. The property is encompassed by a large enclosed garden, which allows you to relax in the shade of large trees. There are opportunities for shopping nearby, and within a few miles from the property you will reach the centre of Silea. The beach at Jesolo is only 30km away, and the area also has many...

  • La Spezia, Liguria
    La Spezia, Liguria×

    Ca Taverna

    La Spezia, Liguria

    6
    3
    2
    1
    Ref: ILL523
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pets go free - Garden / Patio - Rural Location
    Enjoy the summer sun on the terrace overlooking the Tuscan countryside, or spend the day on the beaches at San Terenzo.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Lovely apartment in a semi-detached house surrounded by the hills of the Lunigiana area and located on the border between Versilia and the amazing Cinque Terre. The apartment is spread over two floors, and the discreet owner lies on site for your convenience. On the ground floor there is a kitchen and a large living room, while on the first floor there are 3 bedrooms, 2 of which are en-suite. The living room has access to the covered terrace and to the fenced garden, perfect for al...

  • San Teodoro, Sardinia
    San Teodoro, Sardinia×

    Villa Marghe

    San Teodoro, Sardinia

    6
    3
    2
    0
    Ref: ISD424
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Coast within 1 mile - Garden / Patio
    This beautiful stone-built holiday villa is surrounded by beautiful landscaped gardens that reach as far as the sea, which can be reached on foot by walking along a flat pedestrian walkway that meanders through the gardens and leads to Lu Impostu beach, just 300m away
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This beautiful stone-built holiday villa with air conditioning is surrounded by beautiful landscaped gardens that reach as far as the sea, which can be reached on foot by walking along a flat pedestrian walkway that meanders through the gardens and leads to Lu Impostu beach, just 300m away. The beach is absolutely gorgeous, with over 2km of white sand and crystal clear, shallow waters. It is the perfect place for a luxurious seaside holiday. At the property, there is a large terrace,...

  • Pitigliano, Tuscany
    Pitigliano, Tuscany×

    L’Ortale

    Pitigliano, Tuscany

    6
    3
    2
    0
    Ref: ITG476
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    This is a great location for a family holiday. Enjoy the activities, the sights, or simply relax by the outdoor swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This ancient country house has been restored to provide comfortable family holiday accommodation. It is located just a few kilometres from the charming and famous village of Pitigliano. The property is in a peaceful location and affords panoramic views of the countryside. In days gone by, the area was occupied by the ancient and mysterious Etruscans with a Roman settlement built on a hill, at the base of which are many caves dating back to primeval times. In the grounds there is...

  • Radda in Chianti, Tuscany
    Radda in Chianti, Tuscany×

    Paggetto 1

    Radda in Chianti, Tuscany

    6
    3
    2
    2
    Ref: ITC274
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio - Rural Location - Open Fire
    This beautiful renovated apartment is situated in the heart of the Chianti Classico region and is perfect for admiring the picturesque surroundings.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These first floor apartments (refs ITC273 and ITC274) form part of an ancient property including 2 farmhouses, restored and divided into apartments in the heart of the Chianti Classico region, only 1km from Radda in Chianti. The properties are immersed in the typical Chianti landscape, with its hills and vineyards. From the shared outdoor swimming pool, you can enjoy a panoramic view over the surrounding hills. The first of the two farmhouses overlooks a secondary road leading to the...

  • San Giovanni a Piro, Campania
    San Giovanni a Piro, Campania×

    Villa Vista

    San Giovanni a Piro, Campania

    6
    3
    3
    1
    Ref: IKC460
    Key Features:
    - Car parking on site - Garden / Patio
    Stunning panoramic vistas can be admired from the terrace of this wonderful property.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This characterful stone house, in typical Cilento style, enjoys a spectacular panoramic location. It lies about 3km from Scario, a charming fishing village on the coast of the Cilento, in the district of San Giovanni a Piro. Surrounded by a large oak forest and Mediterranean vegetation, it is accessed by an unpaved road for the last 500m. Due to its location on a rocky peak, which offers a beautiful view, the house is not suitable for small children. From the first floor level, there...

  • Montenero, Tuscany
    Montenero, Tuscany×

    La Casa Della Fata

    Montenero, Tuscany

    6
    3
    3
    1
    Ref: ITG246
    Key Features:
    - Luxury Property - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location
    Ideal for couples sharing a holiday together, this traditional property has its own swimming pool and everything you could want within easy reach.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This semi-detached, single-storey holiday property with air conditioning is part of a well-kept two-family stone house, and is set near the small hamlet of Montenero d’Orcia, in a hilly position on the slopes of Mount Amiata. It has a large living room with kitchen area, 3 double bedrooms and a private shower room. The extensive grounds are equipped with a private outdoor swimming pool, outdoor shower and barbecue. This is a fascinating location overlooking the Val d’Orcia on...

  • Castaglione Fiorentino, Tuscany
    Castaglione Fiorentino, Tuscany×

    Villa Fiorentina

    Castaglione Fiorentino, Tuscany

    6
    3
    2
    0
    Ref: ITA921
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Rural Location - Open Fire
    This lovely, spacious holiday home has a large garden and a private outdoor swimming pool with superb views over the surrounding landscapes.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This lovely holiday home has breathtaking views of the medieval city of Castiglione Fiorentino and is set in the lovely hills, surrounded by olive groves and trees. The picturesque views over the valley can be admired from the large garden, swimming pool and terrace area where you can relax and enjoy the sunny days and evenings the region is famous for. The region has many cultural and historical gems for you to discover and enjoy. Castiglione Fiorento is only 3km away, Cortona,...

  • Bagno a Ripoli, Tuscany
    Bagno a Ripoli, Tuscany×

    Villamagna 3

    Bagno a Ripoli, Tuscany

    6
    3
    2
    1
    Ref: ITF471
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    This pretty, first floor holiday apartment is on an ancient, beautiful complex that consists of a villa from the 16th century and several outbuildings
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This pretty, first floor holiday apartment is on an ancient, beautiful complex that consists of a villa from the 16th century and several outbuildings. Property ITF470 is also located on the same site. It is situated in a wonderful hilltop location about 15 minutes from Florence. The property boasts a shared garden with furniture and outdoor swimming pool, perfect for relaxing by on summers days. There is much to do nearby, including many shops and restaurants, a public swimming pool,...

  • Umbertide, Umbria
    Umbertide, Umbria×

    Catolli di Sotto

    Umbertide, Umbria

    6
    3
    2
    2
    Ref: IUP274
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio
    Families will love this holiday property with its spacious rooms, garden and outdoor dining areas, not to mention the swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This tower house, built in the early 21st century, is comfortable and has been tastefully decorated in a country style. It boasts a private outdoor swimming pool from where you can enjoy the panoramic views over the Tiber Valley. There is also a lovely garden with terraces and a barbecue for your enjoyment. This is an ideal location for visiting the sights and cities in the area including Perugia, Cortona, Città di Castello, Assisi, Gubbio, Arezzo and Lake Trasimeno, which is...

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