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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224 cottages are available
  • Riparbella
    Riparbella×

    Salvanella

    Riparbella

    8
    4
    2
    0
    Ref: ITK402
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This tastefully and carefully restored villa, situated 4km from Riparbella, is located in the hills surrounding...

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  • Zoagli
    Zoagli×
    8
    5
    3
    1
    Ref: ILL275
    Key Features:
    - Coastal Property - Enclosed Garden / Patio - Pets go free - Coast within 1 mile - Garden / Patio - Sea View - Open Fire

    This elegant holiday property, built in the 50’s, is set on the hill of Zoagli, with stunning views of the Gulf...

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  • Montevarchi
    Montevarchi×

    Masaccio

    Montevarchi

    8
    4
    2
    0
    Ref: ITC172
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    These terraced houses, two of four, are well-kept and comfortably and tastily decorated. Each house has its own...

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  • Subbiano
    Subbiano×

    Casa Montecchi

    Subbiano

    8
    4
    2
    1
    Ref: ITA376
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This pretty country house comes complete with a large garden and is beautifully set in natural grounds...

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  • Ostuni
    Ostuni×
    8
    4
    4
    1
    Ref: ISA160
    Key Features:
    - Wifi - Pets go free - Garden / Patio

    This elegant, first floor holiday apartment in situated in the centre of the beautiful tourist town of Ostuni, also...

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  • Bagno a Ripoli
    Bagno a Ripoli×

    Villamagna 2

    Bagno a Ripoli

    8
    4
    3
    1
    Ref: ITF470
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This prestigious complex comprises a former 16th century villa, as well as separate annexe buildings, and is...

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  • Tavarnelle Val di Pesa
    Tavarnelle Val di Pesa×

    La Fornacina

    Tavarnelle Val di Pesa

    8
    4
    4
    2
    Ref: ITC228
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Ground Floor Facilities - Open Fire

    Transformed in to a delightful holiday home, retaining its original characteristics, this charming property is located...

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  • Rapolano Terme
    Rapolano Terme×

    Volo

    Rapolano Terme

    8
    4
    4
    0
    Ref: ITS438
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This characteristic, Tuscan house has been carefully renovated using Bio-architectural criteria, and has been...

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  • San Venanzo
    San Venanzo×

    Villa Pasticci

    San Venanzo

    8
    4
    4
    0
    Ref: IUS181
    Key Features:
    - Wifi - Swimming pool - Detached Property - Garden / Patio - Rural Location - Open Fire

    This comfortable holiday villa is set in a peaceful hillside location, with a nice grounds offering several...

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  • Pomarance
    Pomarance×

    Acanto

    Pomarance

    8
    4
    2
    0
    Ref: ITN229
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio

    This beautifully restored, comfortable, semi-detached farmhouse is peacefully situated in well-maintained gardens with...

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  • Partanna
    Partanna×
    8
    4
    3
    0
    Ref: ISS856
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    This holiday apartment is located 1km from the Sicilian village of Partanna which is famous for its antique...

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  • Aragona
    Aragona×

    Aragona

    Aragona

    8
    4
    4
    0
    Ref: ISS377
    Key Features:
    - Luxury Property - Swimming pool - Car parking on site - Garden / Patio - Woodburning Stove

    This is a wonderful villa with a great swimming pool in a panoramic location in the heart of Sicily. The villa is...

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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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