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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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  • , TuscanyTuscany
    , TuscanyTuscany×

    San Giustino

    , TuscanyTuscany

    , TuscanyTuscany

    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
    8 1 reviews
    8 1 reviews

    Accommodation at

    Baciano Apartment
    3
    1
    1
  • Castelnuovo D’Elsa, TuscanyTuscany
    Castelnuovo D’Elsa, TuscanyTuscany×

    Ginestra 1

    Castelnuovo D’Elsa, TuscanyTuscany

    Castelnuovo D’Elsa, TuscanyTuscany

    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
    10 2 reviews
    10 2 reviews

    Accommodation at

    Gigliio 3
    6
    3
    3
  • San Gimignano, Tuscany
    San Gimignano, Tuscany×

    Il Focolare

    San Gimignano, Tuscany

    San Gimignano, Tuscany

    3
    2
    1
    1
    Ref: ITN155
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Rural Location - Open Fire
    Surrounded by hills and vineyards, this apartment is set in a stunning location, and there is use of an outdoor swimming pool.
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

  • Capolona, Tuscany
    Capolona, Tuscany×

    Woodland View

    Capolona, Tuscany

    Capolona, Tuscany

    3
    2
    1
    1
    Ref: ITA705
    Key Features:
    - Luxury Property - Wifi - Car parking on site - Pets go free - Garden / Patio - Open Fire
    An ideal destination for those wanting to spend a holiday in a small paradise. This property is tastefully furnished throughout and enjoys a hillside position.
    Prices from
    9 1 reviews
    9 1 reviews

    Accommodation at

  • Balestrate, Sicily
    Balestrate, Sicily×

    La Mimosa

    Balestrate, Sicily

    Balestrate, Sicily

    3
    2
    1
    0
    Ref: ISS664
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Immerse yourself in the Sicilian countryside at this beautiful first floor apartment. Relax by the pool and take in the surrounding landscape.
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

  • Bonassola , LiguriaLiguria
    Bonassola , LiguriaLiguria×

    Il Vecchio Fienile

    Bonassola , LiguriaLiguria

    Bonassola , LiguriaLiguria

    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 0 reviews
    0 0 reviews

    Accommodation at

    Casa degli Ulivi
    6
    3
    3
  • San Donato in Poggio, Tuscany
    San Donato in Poggio, Tuscany×

    Sangiovese 2

    San Donato in Poggio, Tuscany

    San Donato in Poggio, Tuscany

    3
    2
    1
    0
    Ref: ITC623
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio
    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC617, ITC637, ITC631 and ITC635)
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

  • Montevarchi, Tuscany
    Montevarchi, Tuscany×

    Casa le Ginestre

    Montevarchi, Tuscany

    Montevarchi, Tuscany

    4
    2
    1
    1
    Ref: ITC179
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire
    This very comfortable holiday home is located in a stunning setting within the Chianti Mountains
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

  • Porto Santo Stefano, Tuscany
    Porto Santo Stefano, Tuscany×

    La Baia d’Argento 2

    Porto Santo Stefano, Tuscany

    Porto Santo Stefano, Tuscany

    4
    2
    2
    0
    Ref: ITM259
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Coast within 1 mile - Garden / Patio
    Just 200m from the beach, this ground floor apartment is well placed for a seaside holiday.
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

  • Cortona, Tuscany
    Cortona, Tuscany×

    Vocabolo Toppello

    Cortona, Tuscany

    Cortona, Tuscany

    4
    2
    1
    1
    Ref: ITA780
    Key Features:
    - Wifi - Car parking on site - Pets go free - Garden / Patio - Woodburning Stove
    Accessed by a dirt track, the apartment is situated within the owner’s home
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

  • Sismano, Umbria
    Sismano, Umbria×
    Newly Listed
    Il Casale - La Piccola

    Il Casale - La Piccola

    Sismano, Umbria

    Sismano, Umbria

    4
    2
    2
    0
    Ref: IUS273
    Key Features:
    - Wifi - Swimming pool - Garden / Patio - Ground Floor Facilities - Open Fire
    Perfect any time of the year, this lovely cottage has an open fire for chilly evenings and a shared terrace ideal for al fresco dining.
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

    Il Casale - Il Boschetto
    11
    6
    6
  • Arezzo, Tuscany
    Arezzo, Tuscany×

    Luna

    Arezzo, Tuscany

    Arezzo, Tuscany

    4
    2
    1
    0
    Ref: ITA669
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    This holiday apartment, situated in the owner’s house, is in a quiet location and features a shared, outdoor, swimming pool, terrace and BBQ
    Prices from
    0 0 reviews
    0 0 reviews

    Accommodation at

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