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

    Monastero 5

    Colle Val d’Elsa, Tuscany

    3
    1
    1
    1
    Ref: ITN486
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    Enjoy a relaxing break at this holiday apartment with shared use of an outdoor swimming pool.
    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....

  • Poggibonsi, Tuscany
    Poggibonsi, Tuscany×

    Casato

    Poggibonsi, Tuscany

    3
    1
    1
    0
    Ref: ITC645
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio
    This pleasant and characteristic holiday apartment, which is part of a former convent, is set on the gentle hills typical of the Chianti, rich in olive groves and vineyards
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    ...

    This pleasant and characteristic holiday apartment, which is part of a former convent, is set on the gentle hills typical of the Chianti, rich in olive groves and vineyards. In a peaceful location, the property has beautiful views of the countryside. The property is fully equipped and contains an exclusive lawn facing the house. The environment is particularly suitable for children. Behind the house, shared with the owner who lives in the other part of the house, is a swimming pool.

  • Gabiano, Piedmont
    Gabiano, Piedmont×

    Tre Orologi

    Gabiano, Piedmont

    3
    1
    1
    0
    Ref: IPL104
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    Enjoy an amazing experience staying in this lovely apartment with a medieval castle on your doorstep!
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    These two first floor apartments (refs IPL104 and IPL105), are cosy and comfortable and located in one of the houses in the small village located at the foot of one of the most famous castles of Monferrato, Gabiano Castle. Cavalcata (ref IPL105 also has air conditioning). This typical medieval castle is located in grounds of 260 hectares, including 20 hectares of vineyards and 5 hectares of park, with a maze carefully sculptured from the hedgerow. Take a guided, organised tour of...

  • Castelnuovo D’Elsa, Tuscany
    Castelnuovo D’Elsa, Tuscany×

    Ginestra 1

    Castelnuovo D’Elsa, Tuscany

    3
    2
    2
    1
    Ref: TV092
    Key Features:
    - Swimming pool - Pets go free - Garden / Patio
    A beautiful wine and olive producing estate lying in a wonderful 300 hectare estate of vineyards and olive groves, woodland and lakes, at the heart of which lies an ancient castle and its traditional farmhouses, with origins dating back 1000 years
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Surrounded by vineyards & olive groves

    A beautiful wine and olive producing estate lying in a wonderful 300 hectare estate of vineyards and olive groves, woodland and lakes, at the heart of which lies an ancient castle and its traditional farmhouses, with origins dating back 1000 years. In this charming natural setting, discerning guests are welcomed to a selection of perfectly kept holiday apartments situated in the old castle. Restored in keeping with their Tuscan traditions,...

  • Bordighera, Liguria
    Bordighera, Liguria×

    Chez Gaby

    Bordighera, Liguria

    3
    1
    1
    1
    Ref: ILL568
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Woodburning Stove
    Relax around the private, outdoor plunge pool whilst drinking in the stunning views over the Riviera Dei Fiori.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Not far from the blue sea of the Riviera Dei Fiori, just 3km away from the centre of Bordighera, in an area rich in Mediterranean colours and scents, lies this beautiful holiday home, with private garden and plunge pool. This contemporary house comprises of a separate kitchen, a beautiful sunny living room with large windows with panoramic views of the sea and the garden, a double bedroom and a shower room. It is ideal for those who wish for a break from everyday life and seek a...

  • Ronchi Marina di Massa, Tuscany
    Ronchi Marina di Massa, Tuscany×

    Jacopo 5

    Ronchi Marina di Massa, Tuscany

    3
    1
    1
    2
    Ref: ITV709
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Pets go free - Coast within 1 mile - Garden / Patio
    Set on a complex of similar properties with up-to-date conveniences, this apartment is an ideal holiday base.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This complex of holiday apartments is situated in a residential area in Ronchi in Versilia. It comprises of 14 apartments, 7 of which are offered here. They are conveniently set a few metres from the sea. Nearby there are restaurants, shops, tennis court, beaches and an outdoor swimming pool, with riding stables, 4.5km and a golf course, 7km. They enjoy views of the pine forest and hills. The properties with air conditioning each have parking, shared grounds, reception area with a small...

    Vittoria 3
    2
    1
    1
    Vittoria 5
    3
    1
    1
    Vittoria 6
    3
    1
    1
    Jacopo 1
    3
    1
    1
    2
    1
    1
    Jacopo 4
    2
    1
    1
    Jacopo 6
    3
    1
    1
  • Asciano, Tuscany
    Asciano, Tuscany×
    3
    1
    1
    0
    Ref: ITS152
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    This pretty ground floor apartment, one of two with ref ITS153, is peacefully situated on the outskirts of the town of Asciano and provides the ideal holiday base
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This pretty ground floor apartment, one of two with ref ITS153, is peacefully situated on the outskirts of the town of Asciano and provides the ideal holiday base. The property boasts comfortable furnishings, a furnished lawned garden and a shared outdoor swimming pool, perfect for cooling off on hot summer days. Set in a quiet and peaceful location, yet only a 5-minute walk to the town centre, it is an ideal destination for those wishing to visit the city and the most famous towns of...

  • San Teodoro, Sardinia
    San Teodoro, Sardinia×

    Gambaru Bilo 1

    San Teodoro, Sardinia

    3
    1
    1
    0
    Ref: ISD619
    Key Features:
    - Coastal Property - Garden / Patio - Ground Floor Facilities
    This lovely, ground floor holiday apartment is situated in San Teodoro, about 2km from the renowned beach at Spiaggia della Cinta
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This lovely, ground floor holiday apartment is situated in San Teodoro, about 2km from the renowned beach at Spiaggia della Cinta. Nearby, it is possible to visit the island of Tavolara, also known as Europe’s largest rock, and the location of the marine park of the same name, where the natural colour of the sea has become a legend. The city of Olbia is 30km away, with its Romanesque cathedral, archaeology museum, port, shops, cafés and restaurants.

    The nearest...

  • San Giustino, Tuscany
    San Giustino, Tuscany×

    Baciano Apartment

    San Giustino, Tuscany

    3
    1
    1
    0
    Ref: ITA206
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Enjoy the wonderful, panoramic views whilst making the most of the beautiful, shared swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills. Baciano Apartment (ITA206) boasts a ground floor position whilst Apartment Piccolo (ITA205) is on the first floor, although access is gained via 2 steps from the side of the property. There is a private outdoor area with garden furniture for each apartment. The barbecue, large outdoor swimming pool with sun terraces, a common room and 10km² of grounds are shared with 3...

  • , Tuscany
    , Tuscany×

    San Giustino

    , Tuscany

    3
    2
    1
    0
    Ref: ITA205
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Relax on the sun terrace or take a morning dip in the amazing, shared, outdoor swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills. Baciano Apartment (ITA206) boasts a ground floor position whilst Apartment Piccolo (ITA205) is on the first floor, although access is gained via 2 steps from the side of the property. There is a private outdoor area with garden furniture for each apartment. The barbecue, large outdoor swimming pool with sun terraces, a common room and 10km² of grounds are shared with 3...

    Baciano Apartment
    3
    1
    1
  • Cortona, Tuscany
    Cortona, Tuscany×

    Casa Sabrina

    Cortona, Tuscany

    3
    1
    1
    0
    Ref: ITA876
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location - Open Fire
    After a busy day exploring the gorgeous surrounding area, come back and relax by the swimming pool and soak up the sun rays.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These three beautiful Tuscan properties provide a truly perfect setting for a family holiday or for friends alike who are wishing to holiday together but still retain their own privacy. Not only do all three properties offer a great base to start touring the surrounding area, they also have use of a shared outdoor swimming pool with shower. The pool is perfectly situated within the green rolling hills and luscious green gardens which surround it. Do not miss a trip to the city of...

    Casa Grande
    6
    2
    2
    Casa Anna
    3
    1
    1
  • Noto, Sicily
    Noto, Sicily×

    A casa di Clarissa

    Noto, Sicily

    3
    1
    1
    0
    Ref: ISS988
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio
    This delightful wooden holiday cottage is perfect for an escape to the wonderful island of Sicily.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This wooden house is situated near the picturesque village of Noto on the island of Sicily. The house, with air conditioning, is perfectly located for discovering and admiring the beautiful mountains, sightseeing in the surrounding villages and towns, and swimming in the crystal-clear waters which are only a stone’s throw away. Tastefully furnished, this property also has access to a shared swimming pool (shared with the owner who also lives on site), which is perfect for...

Looking for something with a little more?

Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast

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