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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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  • Borgo Pulciano, Umbria
    Borgo Pulciano, Umbria×
    4
    1
    1
    0
    Ref: IUP878
    Key Features:
    - Wifi - Car parking on site - Garden / Patio
    One of a number of beautifully restored apartments converted from original buildings.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    These holiday apartments are set on a hill, about 4km from Montone, and enjoy panoramic views. There is a small fishing lake 200m away and the properties are situated in a hamlet with medieval origins. Restored and transformed into a holiday complex, the apartments are all similar, and are located in houses set around a courtyard, with the owner living on-site. Some of the properties can be connected internally, making them ideal for larger groups and families who want to spend...

    Borgo Pulciano Resort - Borgo Pulciano 2
    4
    1
    1
    Borgo Pulciano Resort - Borgo Pulciano 3
    4
    1
    1
    Borgo Pulciano Resort - Borgo Pulciano 4
    4
    1
    1
    Borgo Pulciano Resort - Borgo Pulciano 5
    4
    1
    1
    Borgo Pulciano Resort - Borgo Pulciano 6
    4
    1
    1
    Borgo Pulciano Resort - Borgo Pulciano 7
    4
    1
    1
    Borgo Pulciano Resort - Borgo Pulciano 8
    4
    1
    1
  • Montelupo Fiorentino, Tuscany
    Montelupo Fiorentino, Tuscany×

    Montelupo Apartments - Loretta

    Montelupo Fiorentino, Tuscany

    4
    2
    1
    1
    Ref: ITF783
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Rural Location
    This lovely, spacious apartment has a shared outdoor swimming pool and wonderful large garden for you to enjoy.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    These two apartments (refs ITF782 and ITF783) are set in a restored, 14th century house, and have a well maintained outdoor area and a shared swimming pool and sauna (also shared with the owner who lives on the first floor). The apartments are located in the village of Montelupo Fiorentino, known for its traditional ceramic manufacturing. This is an ideal position to visit Florence, 25km, rich in history, art and culture. The small town of Fiesole, 32km, offers a breathtaking view...

    Montelupo Apartments - Brucina
    4
    2
    2
  • Monte San Savino , Tuscany
    Monte San Savino , Tuscany×

    Villa Margherita

    Monte San Savino , Tuscany

    4
    4
    3
    0
    Ref: ITA700
    Key Features:
    - Luxury Property - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    This larger holiday property is ideally located for touring this beautiful region of Italy and enjoys its own outdoor swimming pool.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This comfortable, Tuscan-style country house has a large fireplace in the main living area. It is conveniently situated on a slight hillside location on the outskirts of this charming Renaissance town. The interior is furnished with elegant decor with antiques, and there is even a grand piano! At the side of the outdoor swimming pool there are covered terraces overlooking the Chiana Valley, and another terrace with a barbecue. A cook service is available on request. The lovely town of...

  • Castellina in Chianti , Tuscany
    Castellina in Chianti , Tuscany×

    Piazzale 2

    Castellina in Chianti , Tuscany

    4
    2
    1
    0
    Ref: ITC756
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    This property is made up of three great apartments, with independent entrances, one of which is inhabited by the owners, in a beautiful and characteristic farmhouse in the heart of the Chianti Classico, set in a landscape rich in vineyards and olive groves
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This property is made up of three great apartments, with independent entrances, one of which is inhabited by the owners, in a beautiful and characteristic farmhouse in the heart of the Chianti Classico, set in a landscape rich in vineyards and olive groves. From here, guests get a beautiful view of the countryside all within a peaceful location. Each apartment has a fantastic, private outdoor area, complete with a large shared swimming pool. Nearby is Castellina in Chianti and...

  • Volterra, Tuscany
    Volterra, Tuscany×

    Apartment 2 Mannaioni

    Volterra, Tuscany

    4
    1
    2
    1
    Ref: ITN122
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Rural Location
    Stroll round the narrow winding streets of Volterra and explore the Cattedrale di Santa Maria Assunta.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    Shared outdoor swimming pool

    These 3 ground floor holiday apartments ITN121, ITN122 and ITN123, with air-conditioning, bask in the Tuscan sunshine and benefit from a shared outdoor swimming pool. Relax on the shared terrace and enjoy the spectacular sunsets, or take a stroll down country lanes, and through open fields. For your convenience the discreet owner lives on site. Explore the medieval town of Volterra and get lost in its narrow, winding, cobbled streets, and the Cattedrale...

    Apartment 1 Mannaioni
    2
    1
    1
    Apartment 3 Mannaion
    2
    1
    1
  • Certaldo, Tuscany
    Certaldo, Tuscany×

    Michele

    Certaldo, Tuscany

    4
    1
    1
    1
    Ref: ITC278
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio
    Wonderful apartment in a 17th century building with shared swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This lovely apartment is located in the heart of the Chianti area, about 4 km from Barberino Val D’Elsa (in the province of Florence). It is set in a brick and stone building dating back to the 17th century where there are 3 other apartments. The owner also lives on site and is on hand should you need advice or assistance during your stay. The accommodation with air conditioning is on a mezzanine floor, with multiple levels adding to its charm. The apartment is accessible through...

  • Castellabate, Campania
    Castellabate, Campania×

    La Dependance

    Castellabate, Campania

    4
    1
    1
    0
    Ref: IKC466
    Key Features:
    - Coastal Property - Coast within 1 mile - Garden / Patio
    Characterful property just 800m from the sandy beach at Castellabate with its 12th-century castle and tasty local produce.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This delightful semi-detached property with air-conditioning sits in the small medieval town of Castellabate, just 800m from a sandy beach. Sharing the grounds with the owner who lives on site it provides cosy and comfortable accommodation for two adults and up to two children. There is a pretty terrace outside where you can soak up the sun, enjoy a morning coffee or dine al fresco. Castellabate is dominated by its 12th-century castle and has a lovely sandy beach where you can take...

  • Primaluna, Lombardy
    Primaluna, Lombardy×

    Casa First Moon

    Primaluna, Lombardy

    4
    1
    1
    1
    Ref: IVL142
    Key Features:
    - Wifi - Pets go free - Garden / Patio - Ground Floor Facilities
    Enjoy the most spectacular mountain views that surround this ground floor holiday property.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This lovely ground floor holiday apartment is located close to the fortified village of Primaluna in the green Valsassina Valley. From the living room, guests can access the shared outdoor area, equipped for outdoor meals and there are beautiful views over the surrounding mountains. The owner lives on the first floor and he manages a B&B on the third floor, both with independent entrance. The apartment is set in an ideal position to visit the picturesque towns of the east shore of Lake...

  • Loro Ciuffenna, Tuscany
    Loro Ciuffenna, Tuscany×

    Casa Macinarino - App. 6

    Loro Ciuffenna, Tuscany

    4
    2
    1
    0
    Ref: ITA248
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio
    This cosy, ground-floor, country holiday apartment, one of four, is located at the edge of a pretty village
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    ...

    This cosy, ground-floor, country holiday apartment, one of four, is located at the edge of a pretty village. The property has a private covered terrace with furniture, ideal for dining al fresco. It also benefits from shared use of the garden and outdoor swimming pool, perfect for relaxing on hot summers days. This accommodation provides the ideal start point for day trips to Siena, Arezzo and Chianti, as well as for trekking in the mountains of Pratomagno. Florence is just 45km

  • Lamporecchio, Tuscany
    Lamporecchio, Tuscany×

    Narciso

    Lamporecchio, Tuscany

    4
    2
    2
    0
    Ref: ITT150
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Ideal location for exploring the fascinating cities of Florence, Pisa and Lucca, or just relaxing round the pool and enjoying the peace and quiet.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This ground floor holiday apartment with air conditioning, one of four, is in an enviable position with uninterrupted views of Valdinievole and is surrounded by a large olive grove and a forest of about 10 acres, with lots of footpaths to enjoy. It is furnished in an elegant Tuscan style and offers a private outdoor terrace and a shared outdoor swimming pool. It is a perfect starting point to head off on day trips to the most beautiful Tuscan cities such as Florence, 48km, Lucca, 45km,...

  • Volterra, Tuscany
    Volterra, Tuscany×

    Holiday Apartment

    Volterra, Tuscany

    4
    1
    1
    1
    Ref: ITN205
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio
    If you are you looking for tranquillity near a tourist town such as Volterra, then this is the right place for you! This cosy apartment enjoys shared use of an outdoor swimming pool and is on the same site as the owner’s home
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    If you are you looking for tranquillity near a tourist town such as Volterra, then this is the right place for you! This cosy apartment with air conditioning enjoys shared use of an outdoor swimming pool and is on the same site as the owner’s home. The holiday apartment is situated overlooking the hills of Volterra, yet is only 3km from the centre with all kinds of shops and activities.

    The nearest airport is Pisa.

    Living/dining room with double sofa bed/kitchen....

  • Mazara del Vallo, Sicily
    Mazara del Vallo, Sicily×

    La Torre 12

    Mazara del Vallo, Sicily

    4
    1
    1
    0
    Ref: ISS542
    Key Features:
    - Garden / Patio
    Ideal for a small family group wishing to explore the Isle of Sicily. This seaside resort has a white sandy beach to sun bathe on.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This functional, well-maintained holiday apartment with air conditioning, is located in a complex comprising 14 independent units. Situated in the centre of the characterful seaside location of Tonnarella, on the Isle of Sicily. Tonarella is known for its white sandy beach, which is one of the longest on Sicily, and is equipped with sun loungers. Water sports are available in the bay.

    The nearest airport is Palermo.

    2 steps to entrance. Living room with double sofa bed...

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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