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
  • Poggibonsi×

    Sanlucchese 4

    Poggibonsi

    2
    1
    1
    1
    Ref: ITC525
    Key Features:
    - Car parking on site - Pets go free - Washing Machine

    This charming single-storey farm building is part of a grand farmhouse complex. Furnished and decorated to a...

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  • Camaiore×

    Vista Collina

    Camaiore

    2
    1
    1
    0
    Ref: ITV433
    Key Features:
    - Coastal Property - Swimmingpool - Car parking on site - Private Swimming Pool - Sea View - Washing Machine - Outdoor Swimming Pool - Coast within 5 miles - No Pets Allowed

    This small cosy flat set beside a manor villa, which is inhabited by the owners, in an exceptionally beautiful...

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  • Florence×
    2
    1
    1
    0
    Ref: IF014
    Key Features:
    - Pub within 1 mile - Washing Machine - No Pets Allowed

    Ideal for city breaks

    This lovely top floor apartment is situated in the heart of Florence, 5 minutes’...

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  • Alberobello ×

    Bilo 2

    Alberobello

    2
    1
    1
    0
    Ref: ISA174
    Key Features:
    - Wifi - Car parking on site - No Pets Allowed

    This pleasant air-conditioned apartment with its own entrance is set in a holiday village with several other...

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  • Rome×
    2
    1
    1
    0
    Ref: IRU229
    Key Features:
    - Wifi - Swimmingpool - Outdoor Swimming Pool - Barbecue

    Set on a working farm where dairy cattle are bred and cereal crops are grown in a flat area within the Roman...

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  • Volterra×

    Casinanova 1

    Volterra

    2
    1
    1
    1
    Ref: ITN116
    Key Features:
    - Car parking on site - Pets go free - Garden / Patio - Washing Machine

    This ground floor holiday property is set in a picturesque location, 30km from the walled town of San Gimignano with...

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  • Colognola ai Colli×

    Calicanto 5

    Colognola ai Colli

    2
    1
    1
    0
    Ref: IVC480
    Key Features:
    - Swimmingpool - Luxury Property - Dishwasher - Washing Machine - Outdoor Swimming Pool - No Pets Allowed

    This pretty holiday apartment with air-conditioning forms part of a grand ancient villa with properties IVC127,...

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  • San Donato in Poggio×

    Sangiovese 1

    San Donato in Poggio

    2
    1
    1
    0
    Ref: ITC617
    Key Features:
    - Swimmingpool - Car parking on site - Garden / Patio - Washing Machine - Outdoor Swimming Pool - Barbecue - No Pets Allowed

    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties...

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  • Greve in Chianti×

    Camelia

    Greve in Chianti

    2
    1
    1
    0
    Ref: ITC138
    Key Features:
    - Swimmingpool - Car parking on site - Garden / Patio - Washing Machine - Outdoor Swimming Pool - No Pets Allowed

    This great holiday apartment is one of six lovely apartments in a beautiful farmhouse. The farmhouse itself belongs to...

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  • Volterra×
    2
    1
    1
    0
    Ref: ITN152
    Key Features:
    - Swimmingpool - Car parking on site - Garden / Patio - Outdoor Swimming Pool - No Pets Allowed - Rural Location

    This lovely holiday apartment is set in a quiet panoramic location in an elevated position, above a valley on...

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  • Seggiano×

    Casa Piscina

    Seggiano

    2
    1
    1
    1
    Ref: ITG158
    Key Features:
    - Swimmingpool - Car parking on site - Pets go free - Garden / Patio - Outdoor Swimming Pool - Barbecue

    This holiday property, built with natural stone, has the look and feel to make it seem like home. The property, close...

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  • Ronchi Marina di Massa×

    Jacopo 4

    Ronchi Marina di Massa

    2
    1
    1
    2
    Ref: ITV708
    Key Features:
    - Coastal Property - Wifi - Car parking on site - Pets go free - Coast within 1 mile - Garden / Patio - 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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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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