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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223 cottages are available
  • Poggibonsi
    Poggibonsi×

    Montignano 4

    Poggibonsi

    10
    5
    5
    0
    Ref: ITC465
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This lovely farmhouse, accessed via a rough track, has been renovated into five holiday apartments and is situated in...

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  • Camaiore
    Camaiore×

    Le Silerchie

    Camaiore

    10
    5
    5
    0
    Ref: ITV419
    Key Features:
    - Luxury Property - Wifi - Swimming pool - Car parking on site - Garden / Patio

    This beautiful holiday property with air-conditioning has been completely renovated in the typical style of...

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    Your pets are included in this price
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  • Cortona
    Cortona×

    Villa Roseto

    Cortona

    10
    5
    3
    2
    Ref: ITA908
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Pets go free - Garden / Patio - Open Fire

    In a beautiful panoramic position, this large holiday property maintains typical Tuscan style interiors, with...

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  • Zoagli
    Zoagli×
    10
    4
    3
    1
    Ref: ILL304
    Key Features:
    - Wifi - Pets go free - Garden / Patio

    This holiday apartment, set over two floors and boasting a terrace with a sea view, is located in a two family house...

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  • Apecchio
    Apecchio×

    Casa Apecchio

    Apecchio

    10
    5
    3
    1
    Ref: IMM144
    Key Features:
    - Enclosed Garden / Patio - Pets go free - Garden / Patio - Open Fire

    This holiday cottage, with a large garden, is situated in the mountains of the Apennines and is ideal for groups who...

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  • Menfi
    Menfi×
    10
    4
    2
    1
    Ref: ISS197
    Key Features:
    - Wifi - Car parking on site - Garden / Patio

    This beautiful typical Sicilian house is located directly on the beach, and enjoys a panoramic view of the sea. The...

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  • San Gimignano
    San Gimignano×

    Rustic Montaione

    San Gimignano

    10
    5
    3
    1
    Ref: ITF160
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This holiday property is split into two separate units, which are linked from the outside. The house is located in...

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  • Montespertoli, Tuscany
    Montespertoli, Tuscany×

    Lucignano

    Montespertoli, Tuscany

    10
    5
    3
    0
    Ref: ITF510
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This beautiful country villa nestles in a secluded, hilly position, 6km from the small town of Montespertoli. The...

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  • Passignano sul Trasimeno
    Passignano sul Trasimeno×

    Casa Passignano

    Passignano sul Trasimeno

    10
    4
    3
    1
    Ref: IUT160
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio - Open Fire

    This comfortable house with stylish furniture, accessed via a rough track, is located in the hills. It enjoys a...

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    Your pets are included in this price
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  • Narni
    Narni×
    10
    5
    4
    0
    Ref: IUP447
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This elegant and comfortable detached house is located on the hillside, from where you can enjoy a panoramic view...

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  • Radicondoli
    Radicondoli×

    Pod. Basilico

    Radicondoli

    10
    4
    2
    1
    Ref: ITS179
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This former farmhouse offers an extensive stunning view over the surrounding hills to really take your breath away....

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  • Casciana Terme
    Casciana Terme×

    Bozzanino

    Casciana Terme

    10
    4
    2
    1
    Ref: ITP472
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Detached Property - Garden / Patio - Open Fire

    This peaceful and sunny farmhouse, set among the hills, has views overlooking Volterra in the distance as well as...

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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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