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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848 cottages are available
  • Sanremo
    Sanremo×
    4
    1
    1
    0
    Ref: ILL373
    Key Features:
    - Wifi - Garden / Patio - Sea View

    This pleasant semi-detached house, adjoining a B&B, is set in an elevated position on the hills of Sanremo, with...

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  • Pascoso
    Pascoso×

    Casa

    Pascoso

    4
    2
    1
    1
    Ref: ITL299
    Key Features:
    - Pets go free - Garden / Patio - Open Fire

    This pretty stone holiday home, in the village of Pascoso, is located amidst the mountains of the Garfagnana. There...

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  • San Donato in Poggio
    San Donato in Poggio×

    Sangiovese 4

    San Donato in Poggio

    4
    2
    1
    0
    Ref: ITC635
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio

    This first floor apartment forms part of an ancient farmhouse in the Chianti hills with 5 other holiday...

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  • Montaione
    Montaione×

    Pergola

    Montaione

    4
    2
    1
    0
    Ref: TV018
    Key Features:
    - Wifi - Swimming pool - Pub within 1 mile - Garden / Patio - Open Fire

    Attractive terrace

    This pleasant little holiday apartment is situated in the heart of a tiny hamlet. Reached...

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  • Camucia, Cortona
    Camucia, Cortona×

    Etrusco

    Camucia, Cortona

    4
    1
    1
    1
    Ref: TA050
    Key Features:
    - Wifi - Swimming pool - Pub within 1 mile - Pets go free - Garden / Patio - Ground Floor Facilities

    Pretty shared gardens

    This little group of cottages lies in a village at the foot of the hill town of...

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  • Castelsardo
    Castelsardo×

    Miramare

    Castelsardo

    4
    1
    1
    0
    Ref: ISD829
    Key Features:
    - Swimming pool - Garden / Patio

    This lovely second floor holiday apartment is situated in a contemporary property halfway between the historic centre...

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  • Greve in Chianti
    Greve in Chianti×

    Gardenia

    Greve in Chianti

    4
    2
    1
    0
    Ref: ITC143
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location

    Located in a beautiful stone farmhouse, this delightful holiday apartment has been renovated, yet keeping its...

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  • Porto Santo Stefano
    Porto Santo Stefano×

    La Baia d’Argento 2

    Porto Santo Stefano

    4
    2
    2
    0
    Ref: ITM259
    Key Features:
    - Wifi - Car parking on site - Garden / Patio

    This cosy ground floor apartment has an outdoor area where you can relax and enjoy al fresco dining, and it has...

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  • Marcialla, near Barberino Val d’Elsa
    Marcialla, near Barberino Val d’Elsa×

    Carmen

    Marcialla, near Barberino Val d’Elsa

    4
    2
    2
    0
    Ref: ITF390
    Key Features:

    This holiday apartment lies on the first floor and is part of an old building dating back to the 18th century. It...

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  • Terranuova Bracciolini.
    Terranuova Bracciolini.×

    Cicogna

    Terranuova Bracciolini.

    4
    1
    1
    1
    Ref: ITA477
    Key Features:
    - Car parking on site - Enclosed Garden / Patio - Pets go free - Garden / Patio

    This lovely holiday cottage is a pretty barn conversion, which has been completely restored in keeping with...

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  • Bonassola
    Bonassola×
    4
    2
    1
    0
    Ref: ILL376
    Key Features:
    - Wifi - Garden / Patio

    These lovely holiday properties are 250m (835 feet) above sea level with stunning views and are just a few minutes...

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  • Rome
    Rome×
    4
    1
    1
    0
    Ref: IRO427
    Key Features:

    This sunny, second floor holiday apartment with air-conditioning is situated in an elegant palazzo from the 1800s....

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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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