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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838 cottages are available
  • Castelnuovo D’Elsa×

    Ginestra 1

    Castelnuovo D’Elsa

    3
    2
    2
    1
    Ref: TV092
    Key Features:
    - Swimmingpool - Pets go free - Garden / Patio - Washing Machine - Outdoor Swimming Pool

    Surrounded by vineyards & olive groves

    A beautiful wine and olive producing estate lying in a wonderful 300...

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  • Certaldo×

    Canonica 7

    Certaldo

    3
    1
    1
    0
    Ref: ITF216
    Key Features:
    - Wifi - Swimmingpool - Car parking on site - Garden / Patio - Washing Machine - Outdoor Swimming Pool - No Pets Allowed

    These holiday apartments, five of fifteen, are part of a beautiful holiday complex situated amidst the green hills of...

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  • San Gimignano×

    I Pini

    San Gimignano

    3
    1
    1
    0
    Ref: ITN195
    Key Features:
    - Swimmingpool - Car parking on site - Garden / Patio - Dishwasher - Outdoor Swimming Pool - Ground Floor Facilities - No Pets Allowed

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

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  • Arezzo×

    Apartment 8

    Arezzo

    3
    1
    1
    1
    Ref: ITA888
    Key Features:
    - Wifi - Swimmingpool - Car parking on site - Pets go free - Garden / Patio - Washing Machine - Outdoor Swimming Pool

    These three cosy air-conditioned apartments (ITA887, ITA888 and ITA889) are nestled in the wooded hills on the...

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  • Asciano×
    3
    1
    1
    0
    Ref: ITS152
    Key Features:
    - Swimmingpool - Car parking on site - Garden / Patio - Washing Machine - Outdoor Swimming Pool - No Pets Allowed

    This pretty ground floor apartment, one of two with ref ITS153, is peacefully situated on the outskirts of the town...

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  • Arquà Petrarca×

    Petra

    Arquà Petrarca

    3
    1
    1
    0
    Ref: IVC179
    Key Features:
    - Coastal Property - Swimmingpool - Washing Machine - Outdoor Swimming Pool - Barbecue

    This holiday apartment with shared use of an above ground pool and sun loungers, is ideally situated in the...

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  • Venice×

    Chioverette

    Venice

    3
    1
    1
    0
    Ref: IVV162
    Key Features:
    - Washing Machine - No Pets Allowed

    This first floor holiday apartment is in an ideal location for exploring Venice, just 10 minutes from Piazzale Roma...

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  • Loro Ciuffenna×

    La Solitaria

    Loro Ciuffenna

    3
    1
    1
    1
    Ref: TA179
    Key Features:
    - Enclosed Garden / Patio - Pets go free - Garden / Patio - Barbecue

    This holiday home, part of the owner’s home and situated near Loro Ciuffenna, is set in a peaceful,...

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  • Montevarchi×

    Michelangelo

    Montevarchi

    3
    1
    1
    0
    Ref: ITC173
    Key Features:
    - Swimmingpool - Car parking on site - Garden / Patio - Dishwasher - Washing Machine - Outdoor Swimming Pool - Barbecue - No Pets Allowed

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

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  • Ronchi Marina di Massa×

    Vittoria 6

    Ronchi Marina di Massa

    3
    1
    1
    2
    Ref: ITV703
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Pets go free - Coast within 1 mile - Garden / Patio - Dishwasher - Washing Machine - Coast within 5 miles - Coast within 3 miles

    This complex of holiday apartments is situated in a residential area in Ronchi in Versilia. It comprises of...

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  • Cortona×

    Casa Anna

    Cortona

    3
    1
    1
    0
    Ref: ITA877
    Key Features:
    - Swimmingpool - Car parking on site - Garden / Patio - Outdoor Swimming Pool - Barbecue - No Pets Allowed - Rural Location

    These three beautiful Tuscan properties provide a truly perfect setting for a family holiday or for friends alike who...

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  • Montaione, San Gimignano×

    Maddalena-Podere Moricci

    Montaione, San Gimignano

    3
    1
    1
    0
    Ref: ITN182
    Key Features:
    - Wifi - Swimmingpool - Car parking on site - Garden / Patio - Dishwasher - Washing Machine - Outdoor Swimming Pool - Barbecue - No Pets Allowed - Rural Location

    These eight holiday apartments are situated in a renovated manor house of an estate located on part of the...

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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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