by Wyndham Vacation Rentals
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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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421 cottages are available
  • Rapolano Terme, Tuscany
    Rapolano Terme, Tuscany×

    Volo

    Rapolano Terme, Tuscany

    8
    4
    4
    0
    Ref: ITS438
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This characteristic, Tuscan house has been carefully renovated using Bio-architectural criteria, and has been...

    Prices from
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    Pets included
    Pets go free
  • Capannori, Tuscany
    Capannori, Tuscany×

    Corte Pasquini

    Capannori, Tuscany

    8
    4
    2
    2
    Ref: ITL194
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This beautiful, semi-detached holiday home with air conditioning offers ideal accommodation for two families, over...

    Prices from
    0
    Pets included
    Pets go free
  • Montespertoli, Tuscany
    Montespertoli, Tuscany×

    Ademollo

    Montespertoli, Tuscany

    8
    3
    2
    2
    Ref: ITC648
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Pets go free - Garden / Patio - Open Fire

    This cosy farmhouse, accessed via a rough track, has been transformed into a beautiful holiday property from a...

    Prices from
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    Pets included
    Pets go free
  • Subbiano, Tuscany
    Subbiano, Tuscany×

    Villa Olivi

    Subbiano, Tuscany

    8
    4
    4
    0
    Ref: ITA424
    Key Features:
    - Hot Tub - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location - Open Fire

    This separate part of a farmhouse has been completely restored and transformed into a cosy and comfortable country...

    Prices from
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    Pets included
    Pets go free
  • Montecchio, Umbria
    Montecchio, Umbria×

    Villa Val Serana

    Montecchio, Umbria

    8
    4
    3
    0
    Ref: IUS184
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This delightful holiday home dates back to 1750 and has been carefully restored, keeping the original layout, creating...

    Prices from
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    Pets included
    Pets go free
  • Collazzone, Umbria
    Collazzone, Umbria×

    Arianna 1

    Collazzone, Umbria

    8
    3
    2
    0
    Ref: IUP745
    Key Features:
    - Swimming pool - Garden / Patio - Open Fire

    This holiday apartment is located in a particularly beautiful and relaxing area atop a hill overlooking a...

    Prices from
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    Pets included
    Pets go free
  • Vò, Veneto
    Vò, Veneto×

    Artista

    Vò, Veneto

    8
    3
    4
    0
    Ref: IVC455
    Key Features:
    - Wifi - Garden / Patio - Open Fire

    This original country home has been designed and built by the owner, a famous Venetian artist. The use of marble...

    Prices from
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    Pets included
    Pets go free
  • San Venanzo, Umbria
    San Venanzo, Umbria×

    Villa Pasticci

    San Venanzo, Umbria

    8
    4
    4
    0
    Ref: IUS181
    Key Features:
    - Wifi - Swimming pool - Detached Property - Garden / Patio - Rural Location - Open Fire

    This comfortable holiday villa is set in a peaceful hillside location, with a nice grounds offering several...

    Prices from
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    Pets included
    Pets go free
  • Montechiaro, Tuscany
    Montechiaro, Tuscany×

    La Capannina

    Montechiaro, Tuscany

    8
    4
    3
    0
    Ref: TS075
    Key Features:
    - Swimming pool - Garden / Patio - Open Fire

    Countryside location

    This converted barn, on the Montechiaro Estate, sits in its own grounds overlooking...

    Prices from
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    Pets included
    Pets go free
  • Greve in Chianti, Tuscany
    Greve in Chianti, Tuscany×

    Le Masse

    Greve in Chianti, Tuscany

    8
    3
    2
    0
    Ref: ITC654
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio

    This attractive holiday cottage, formally a farmhouse, is situated amidst the green hills of the Chianti Classico. It...

    Prices from
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    Pets included
    Pets go free
  • Santa Croce Camerina, Sicily
    Santa Croce Camerina, Sicily×

    Villa Daava

    Santa Croce Camerina, Sicily

    8
    3
    2
    0
    Ref: ISS399
    Key Features:
    - Wifi - Car parking on site - Garden / Patio - Open Fire

    This holiday villa with air-conditioning is ideal for those wanting to be close to the beach. The sea can be...

    Prices from
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    Pets included
    Pets go free
  • Castelfranco di Sotto, Tuscany
    Castelfranco di Sotto, Tuscany×

    Corte Medicino 2

    Castelfranco di Sotto, Tuscany

    8
    3
    2
    0
    Ref: ITL425
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This farm, not far from the village of Orentano and its grocery stores, dates back to the 18th century. The...

    Prices from
    0
    Pets included
    Pets go free

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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