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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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  • 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
    0
    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...

  • Montevarchi, Tuscany
    Montevarchi, Tuscany×

    Michelangelo

    Montevarchi, Tuscany

    3
    1
    1
    0
    Ref: ITC173
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio
    These terraced houses, two of four, are well-kept and comfortably and tastily decorated
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These terraced houses, two of four, are well-kept and comfortably and tastily decorated. Each house has its own private entrance and private area with gazebo and barbecue in front of the kitchen. The large grounds are shared between all guests. Particularly nice is the swimming pool area in a beautiful and private setting, surrounded by the solarium and covered area including a playground area for children. This is an ideal place for relaxing but also great for visiting cities such...

    Masaccio
    8
    4
    4
  • Certaldo, TuscanyTuscany
    Certaldo, TuscanyTuscany×

    Canonica 7

    Certaldo, TuscanyTuscany

    3
    1
    1
    0
    Ref: ITF216
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Spend a day exploring the beautiful city of Florence and then return to the peace and quiet of the countryside.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These holiday apartments, five of fifteen, are part of a beautiful holiday complex situated amidst the green hills of the Tuscan countryside. The complex consists of three country villas that have been completely renovated and divided into tastefully furnished apartments, and the discreet owner lives on site for your convenience. The apartments benefit from a shared outdoor swimming pool, and you can treat yourself to a meal at the on-site restaurant, where you can enjoy the...

    Canonica 5
    4
    2
    2
    Canonica 15
    2
    1
    1
    Canonica 14
    5
    2
    2
    Canonica 16
    7
    2
    2
  • 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...

  • Poggibonsi, Tuscany
    Poggibonsi, Tuscany×

    Sanlucchese 3

    Poggibonsi, Tuscany

    3
    1
    1
    1
    Ref: ITC907
    Key Features:
    - Car parking on site - Pets go free - Garden / Patio
    This charming single-storey farm building is part of a grand farmhouse complex
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This charming single-storey farm building is part of a grand farmhouse complex. Furnished and decorated to a good standard, there is a satellite TV and private outdoor area with furniture. The complex, which is accessed via a 1km rough track, also comprises of a small 18th-century church, a hayloft, another independent farm building (ref ITC525) and the main farmhouse building (ref ITC952) which is also home to the owner. Set in a beautiful position amid the hills just outside of...

  • 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....

    Monastero 3
    2
    1
    1
  • Gabiano, PiedmontPiedmont
    Gabiano, PiedmontPiedmont×

    Tre Orologi

    Gabiano, PiedmontPiedmont

    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
    0
    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...

    Cavalcata
    4
    2
    2
  • Monte San Savino, Tuscany
    Monte San Savino, Tuscany×

    Casa Castellare

    Monte San Savino, Tuscany

    3
    1
    1
    0
    Ref: ITA684
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire
    Boasting a swimming pool, stunning views and a delightful terrace with BBQ, this property is perfect for a couple or small family.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Nestled on a hill with stunning views over the Chiana Valley, this delightful holiday property offers comfortable accommodation for a couple or small family. Next to the owner’s home, the property boasts a beautiful chlorine-free swimming pool which the owners occasionally use. It lies on the border of a small village and is ideally placed from which to explore the picturesque towns of Arezzo, 18km, Cortona, 22km, and Montepulciano, 30km. Shop and restaurant 500m.

    ...

  • San Gimignano, Tuscany
    San Gimignano, Tuscany×

    I Pini

    San Gimignano, Tuscany

    3
    1
    1
    0
    Ref: ITN195
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities
    This beautiful property in the heart of the Chianti region, just 7km from San Gimignano, has been split into 3 lovely holiday apartments
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This beautiful property in the heart of the Chianti region, just 7km from San Gimignano, has been split into 3 lovely holiday apartments. Apartments (ITN194 and ITN195) have private outdoor spaces, and (ITN196) has a private garden and terrace for outdoor dining. Surrounded by a beautiful park with swimming pool, shared with the owner, who lives nearby. The ideal location for a relaxing holiday in a quiet and elegant environment. The apartments are in a beautiful hilly and panoramic...

    Le Palme
    3
    1
    1
    Le Querci
    4
    1
    1
  • 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
    0
    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,...

    Gigliio 3
    6
    3
    3
  • Cortona, Tuscany
    Cortona, Tuscany×

    Casa Anna

    Cortona, Tuscany

    3
    1
    1
    0
    Ref: ITA877
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location
    This cosy first floor property provides a beautiful retreat for two or a small family who are wishing to explore this stunning part of Italy.
    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 Sabrina
    3
    1
    1
  • Bonassola, Liguria
    Bonassola, Liguria×

    Il Vecchio Fienile

    Bonassola, Liguria

    3
    2
    1
    0
    Ref: ILL376
    Key Features:
    - Coastal Property - Wifi - Coast within 1 mile - Garden / Patio
    Minutes from the beach, this detached property has wonderful views and is an ideal base for exploring the Cinque Terre area.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These lovely holiday properties are 250m (835 feet) above sea level with stunning views and are just a few minutes from the beach. Casa degli Ulvi (ref ILL377) is an elegant and comfortable home with refined furniture, paintings, tapestries, a bookcase filled with Italian and English literature and a large stone fireplace - all elements which make it an ideal dwelling for all seasons. Located on the first floor of a former farmhouse built in 19th century, the residence is in fact...

    Casa degli Ulivi
    6
    3
    3
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