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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878 cottages are available
  • Primaluna
    Primaluna×

    Casa First Moon

    Primaluna

    4
    1
    1
    1
    Ref: IVL142
    Key Features:
    - Wifi - Pets go free - Garden / Patio - Ground Floor Facilities

    This lovely ground floor holiday apartment is located close to the fortified village of Primaluna in the green...

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  • Volterra
    Volterra×

    Casa Sud

    Volterra

    4
    2
    2
    0
    Ref: ITN197
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    Located in a small medieval village, this cosy holiday apartment is set over two floors and has a covered terrace...

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  • Scicli
    Scicli×

    Barocco

    Scicli

    4
    2
    2
    0
    Ref: ISS808
    Key Features:
    - Wifi - Garden / Patio

    This beautiful, second floor holiday apartment with air-conditioning and the owner living on site, is located in one...

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  • Greve In Chianti
    Greve In Chianti×

    Dahila

    Greve In Chianti

    4
    2
    1
    0
    Ref: ITC139
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio

    This fantastic apartment, one of six apartments, is situated in a beautiful stone farmhouse. The farmhouse has...

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  • Donnalucata
    Donnalucata×

    Angela

    Donnalucata

    4
    2
    1
    1
    Ref: ISS939
    Key Features:
    - Wifi - Car parking on site - Pets go free - Garden / Patio - Sea View

    This semi-detached villa lies in an area rich in olive groves, only 1.4km from the beaches of Donnalucata, which can...

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  • Gaiole-in-Chianti
    Gaiole-in-Chianti×

    La Chiocciola

    Gaiole-in-Chianti

    4
    2
    2
    0
    Ref: ITC233
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    This medieval hamlet, dating back to the 18th-century, was once a resting place along the ancient Roman road that...

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  • Pomarance
    Pomarance×
    4
    1
    1
    1
    Ref: ITN202
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio

    This ground floor holiday apartment is located near the town of Pomarance in the Tuscany countryside, equipped with...

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  • Certaldo
    Certaldo×

    Michele

    Certaldo

    4
    1
    1
    1
    Ref: ITC278
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio

    This lovely apartment is located in the heart of the Chianti area, about 4 km from Barberino Val D’Elsa (in...

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  • Volterra
    Volterra×

    Picche

    Volterra

    4
    2
    1
    0
    Ref: ITN654
    Key Features:
    - Car parking on site - Garden / Patio

    This lovely renovated small country house is set in the green hills of central Tuscany, 16km from San Gimignano and...

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  • Montuolo
    Montuolo×

    Polla

    Montuolo

    4
    2
    2
    0
    Ref: ITL188
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio

    This romantic chalet is located in private grounds next to a small group of houses and just 4km from the city of...

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  • Casasco d’Intelvi
    Casasco d’Intelvi×

    Baita Primule

    Casasco d’Intelvi

    4
    2
    1
    1
    Ref: IVL139
    Key Features:
    - Pets go free - Garden / Patio - Open Fire

    This beautiful apartment is set in the countryside of the Casasco d’Intelvi area just 11km from Argegno, and...

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  • Assisi
    Assisi×

    Erminia

    Assisi

    4
    2
    1
    0
    Ref: IUP355
    Key Features:
    - Garden / Patio

    This charming apartment is on the first floor of an ancient building dating from 1300 which lies inside the walls...

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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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