By Wyndham Vacation Rentals
Shortlist

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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838 cottages are available
  • Ronchi Marina di Massa×

    Jacopo 3

    Ronchi Marina di Massa

    2
    1
    1
    2
    Ref: ITV707
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Pets go free - Coast within 1 mile - Garden / Patio - Dishwasher - Washing Machine - Coast within 5 miles - Coast within 3 miles

    This complex of holiday apartments is situated in a residential area in Ronchi in Versilia. It comprises of...

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  • Rufina×

    Acone 3

    Rufina

    2
    1
    1
    1
    Ref: ITF665
    Key Features:
    - Swimmingpool - Car parking on site - Pets go free - Outdoor Swimming Pool - Barbecue

    This beautiful farmhouse is divided into six sumptuous apartments, near to a magnificent hillside setting. This is...

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  • Riva del Garda ×

    La Guardiola

    Riva del Garda

    2
    1
    1
    0
    Ref: IVG246
    Key Features:
    - Wifi - Enclosed Garden / Patio - Garden / Patio - Dishwasher - No Pets Allowed - Rural Location

    This cosy air-conditioned holiday property, within the grounds of the owners’ beautiful villa dating back to...

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  • Certaldo×

    Canonica 15

    Certaldo

    2
    1
    1
    0
    Ref: ITF217
    Key Features:
    - Wifi - Swimmingpool - Car parking on site - Garden / Patio - Washing Machine - Outdoor Swimming Pool - No Pets Allowed

    These holiday apartments, five of fifteen, are part of a beautiful holiday complex situated amidst the green hills of...

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  • Todi×
    2
    1
    1
    0
    Ref: IUP351
    Key Features:
    - Swimmingpool - Garden / Patio - Washing Machine - Outdoor Swimming Pool

    This apartment oozing character is set in a small medieval fortified hamlet, overlooking a stunning valley, not far...

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  • Poggibonsi×

    Carlino

    Poggibonsi

    2
    1
    1
    0
    Ref: ITC591
    Key Features:
    - Swimmingpool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Washing Machine - Outdoor Swimming Pool - No Pets Allowed

    This characteristic farmhouse complex has been entirely renovated and divided into 9 apartments in the green hills in...

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  • Poggibonsi×

    Montignano 5

    Poggibonsi

    2
    1
    1
    0
    Ref: ITC402
    Key Features:
    - Swimmingpool - Car parking on site - Dishwasher - Washing Machine - Outdoor Swimming Pool - Barbecue - No Pets Allowed

    This beautiful farmhouse is located in the heart of the Chianti region and has been divided into 5 nice apartments. ...

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  • Asciano×
    2
    1
    1
    0
    Ref: ITS153
    Key Features:
    - Swimmingpool - Car parking on site - Garden / Patio - Outdoor Swimming Pool - No Pets Allowed

    This pretty single-storey apartment, one of two with ref ITS152, is situated on the outskirts of the town of Asciano...

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  • Loro Ciuffenna×
    2
    1
    1
    1
    Ref: ITA716
    Key Features:
    - Swimmingpool - Car parking on site - Pets go free - Outdoor Swimming Pool - Barbecue

    This attractive holiday apartment with air-conditioning, close to the owner’s home, has a great terrace...

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  • Colle Val d’Elsa×

    Monastero 3

    Colle Val d’Elsa

    2
    1
    1
    1
    Ref: ITN485
    Key Features:
    - Wifi - Car parking on site - Pets go free - Garden / Patio - Washing Machine - Outdoor Swimming Pool

    This ancient, 17th-century convent has been restored and divided into 10 holiday apartments, and is situated 1km...

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  • San Gimignano×

    Apartment C

    San Gimignano

    2
    1
    1
    0
    Ref: ITN107
    Key Features:
    - Swimmingpool - Car parking on site - Garden / Patio - Outdoor Swimming Pool - No Pets Allowed - Rural Location

    The farmhouse is situated in the nearby village of San Gimignano, nestling between olive groves and vineyards. The...

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  • Arezzo×

    Apartment 6

    Arezzo

    2
    1
    1
    1
    Ref: ITA887
    Key Features:
    - Wifi - Swimmingpool - Car parking on site - Pets go free - Garden / Patio - Washing Machine - Outdoor Swimming Pool

    These three cosy air-conditioned apartments (ITA887, ITA888 and ITA889) are nestled in the wooded hills on the...

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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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