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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64 cottages are available
  • Valfabbrica
    Valfabbrica×
    14
    6
    6
    0
    Ref: IUP596
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location - Open Fire

    This stone-built farmhouse, set on the top of a hill (600m above sea level), 22km north of Assisi, is now a...

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    Your pets are included in this price
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  • Fiano, near Certaldo
    Fiano, near Certaldo×

    Cappella

    Fiano, near Certaldo

    14
    7
    5
    0
    Ref: ITC938
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio

    This pretty, stone-built farmhouse situated amidst the green hills of the Florentine Chianti, is in a very peaceful...

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  • Pieve Santo Stefano
    Pieve Santo Stefano×

    ITA178

    Pieve Santo Stefano

    14
    7
    4
    1
    Ref: ITA178
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio

    This tastefully set out, spacious holiday villa is for those who like something a bit out of the ordinary. The...

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  • Castel del Piano
    Castel del Piano ×

    Poteere Anteata

    Castel del Piano

    14
    6
    5
    1
    Ref: ITG254
    Key Features:
    - Wifi - Swimming pool - Garden / Patio

    This detached holiday home with a large private swimming pool is 7km from Castel Del Piano and located in the...

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  • Cinigiano
    Cinigiano×

    Podere Siena

    Cinigiano

    14
    7
    6
    1
    Ref: ITG198
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Rural Location - Open Fire

    This beautiful, exclusive villa is located in a picturesque hilly location, approximately 1km from the medieval...

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  • Guardea
    Guardea×

    Guardea

    Guardea

    14
    8
    5
    1
    Ref: IUS172
    Key Features:
    - Swimming pool - Pets go free - Garden / Patio - Open Fire

    This beautiful holiday home is situated in a very peaceful location, where the large covered terrace overlooks the...

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  • Cortona
    Cortona×
    14
    6
    5
    0
    Ref: ITA925
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This wonderful property, located in Cortona, is tastefully furnished and has 3 large living rooms for you to enjoy....

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  • Vibonati, near Salerno
    Vibonati, near Salerno×

    La Villa del Sole

    Vibonati, near Salerno

    14
    6
    6
    0
    Ref: IKC440
    Key Features:
    - Luxury Property - Swimming pool - Garden / Patio - Open Fire

    This beautiful, semi-detached holiday property, with air-conditioning and a private pool, is located in Vibonati,...

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  • Borgo San Lorenzo
    Borgo San Lorenzo×

    Vedere 14

    Borgo San Lorenzo

    14
    7
    6
    1
    Ref: ITF852
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This wonderful holiday house is set in a beautiful farm which has been tastefully restored and is located in the heart...

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  • Fano
    Fano×
    14
    7
    7
    0
    Ref: IMM182
    Key Features:
    - Wifi - Swimming pool - Garden / Patio - Open Fire

    This beautiful 19th-century detached holiday villa sits in an ancient parkland with woods and meadows, in the hills...

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  • Morlupo
    Morlupo×
    14
    7
    6
    1
    Ref: IRU225
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio

    This is a stunning villa with air-conditioning and panoramic views over the Roman countryside, with Rome just 25km...

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  • Castiglione del Lago
    Castiglione del Lago ×

    Aperugina

    Castiglione del Lago

    14
    7
    4
    1
    Ref: IUT232
    Key Features:
    - Swimming pool - Enclosed Garden / Patio - Pets go free - Garden / Patio - Rural Location - Open Fire

    This lovely traditional property is located a stone’s throw from Lake Trasimeno and its pretty sandy beaches....

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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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