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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  • Trappola, Loro Ciuffenna, Tuscany
    Trappola, Loro Ciuffenna, Tuscany×

    Casale Studio

    Trappola, Loro Ciuffenna, Tuscany

    4
    1
    1
    1
    Ref: TA032
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio - Open Fire

    Panoramic valley views

    High up in the mountains with panoramic views over the valley, this mountain house...

    Prices from
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    Pets included
    Pets go free
  • Rovolon, Veneto
    Rovolon, Veneto×

    Villa Rovolon

    Rovolon, Veneto

    4
    1
    1
    1
    Ref: IVC203
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Garden / Patio

    This lovely, semi-detached house is situated just outside the pretty town of Rovolon in the region of Veneto, and...

    Prices from
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    Pets included
    Pets go free
  • Montelupo Fiorentino, Tuscany
    Montelupo Fiorentino, Tuscany×

    Montelupo Apartments - Brucina

    Montelupo Fiorentino, Tuscany

    4
    2
    1
    1
    Ref: ITF782
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    These two apartments (refs ITF782 and ITF783) are set in a restored, 14th century house, and have a well...

    Prices from
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    Pets included
    Pets go free
  • Rome, Lazio
    Rome, Lazio×

    Pomponio

    Rome, Lazio

    4
    1
    1
    0
    Ref: IRO406
    Key Features:
    - Luxury Property - Wifi

    This elegant apartment with air-conditioning is located in the old part of Rome, near the Vatican. Sited just outside...

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    Pets included
    Pets go free
  • Perdifumo, Campania
    Perdifumo, Campania×

    Villa Rosa

    Perdifumo, Campania

    4
    2
    1
    0
    Ref: IKC474
    Key Features:
    - Garden / Patio - Rural Location

    This ground floor holiday property is in a beautiful location, in an elevated position with stunning views over...

    Prices from
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    Pets included
    Pets go free
  • Poggibonsi, Tuscany
    Poggibonsi, Tuscany×

    Poggio agli ulivi

    Poggibonsi, Tuscany

    4
    2
    2
    0
    Ref: ITC293
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Garden / Patio

    This cosy barn conversion is just 3km from Poggibonsi. It has been beautifully restored and has successfully...

    Prices from
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    Pets included
    Pets go free
  • San Gimignano, Tuscany
    San Gimignano, Tuscany×

    La Vecchia Scuderia

    San Gimignano, Tuscany

    4
    3
    1
    1
    Ref: TV024
    Key Features:
    - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Open Fire

    A stones throw from San Gimignano

    This delightful, detached holiday home is situated just outside San Gimignano...

    Prices from
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    Pets included
    Pets go free
  • Vergemoli, Tuscany
    Vergemoli, Tuscany×

    Boccabugia

    Vergemoli, Tuscany

    4
    1
    1
    1
    Ref: ITL303
    Key Features:
    - Car parking on site - Pets go free - Garden / Patio

    Accessed by a dirt road, this holiday apartment is in a traditional country farmhouse, in a fantastic...

    Prices from
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    Pets included
    Pets go free
  • Montaione, Tuscany
    Montaione, Tuscany×

    Casa Dany

    Montaione, Tuscany

    4
    1
    1
    0
    Ref: ITF376
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    This delightful apartment lies approximately 3.5km from the centre of Montaione, and is part of a complex surrounded...

    Prices from
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    Pets included
    Pets go free
  • San Gimignano, Tuscany
    San Gimignano, Tuscany×

    Le Querci

    San Gimignano, Tuscany

    4
    1
    1
    0
    Ref: ITN196
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities

    This beautiful property in the heart of the Chianti region, just 7km from San Gimignano, has been split into 3...

    Prices from
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    Pets included
    Pets go free
  • Grosseto, Tuscany
    Grosseto, Tuscany×

    Trilo

    Grosseto, Tuscany

    4
    2
    2
    1
    Ref: ITM120
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio

    This holiday resort has been fantastically renovated and consists of several antique hamlets, divided into...

    Prices from
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    Pets included
    Pets go free
  • Poggibonsi, Tuscany
    Poggibonsi, Tuscany×

    Montignano 3

    Poggibonsi, Tuscany

    4
    2
    2
    0
    Ref: ITC464
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This beautifully restored farmhouse, accessed via unmade road, is set in the heart of the Chianti region, to which...

    Prices from
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    Pets included
    Pets go free

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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