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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60 cottages are available
  • Cantalupo in Sabina
    Cantalupo in Sabina×

    Villa Cantalupo

    Cantalupo in Sabina

    12
    6
    4
    0
    Ref: IRU112
    Key Features:
    - Garden / Patio - Ground Floor Facilities - Open Fire

    This beautiful villa located on the hill in the typical Roman countryside, offers an extensive view over...

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  • Filettole
    Filettole×

    Villa Chiara

    Filettole

    12
    6
    3
    1
    Ref: ITP197
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This multi-storey residence is set in the centre of a small village near Pisa/Lucca and forms part of...

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  • Macerata
    Macerata×

    Villa Samba

    Macerata

    13
    6
    5
    0
    Ref: IMM178
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Woodburning Stove

    This holiday home is a former typical farmhouse that stands in the green hills of Marche and located between Macerata...

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  • Stintino
    Stintino×

    Piredda

    Stintino

    13
    6
    3
    0
    Ref: ISD190
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio

    This beautiful villa with air conditioning enjoys its own outdoor swimming pool with wonderful views of the sea and...

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  • Cerreto Guidi
    Cerreto Guidi×

    Poggioalvento

    Cerreto Guidi

    13
    7
    3
    0
    Ref: ITF823
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This beautiful country home and small annex, a former hayloft, are located in the gently rolling hills of Tuscany,...

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  • Castiglion Fiorentino
    Castiglion Fiorentino×

    Ca’ Del Poggio

    Castiglion Fiorentino

    13
    6
    5
    2
    Ref: ITA273
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This magnificent stone house is spacious and set in a superb location, with uninterrupted views of the Chiana valley....

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  • Le Poggiola
    Le Poggiola×

    Le Poggiola

    Le Poggiola

    13
    6
    5
    1
    Ref: ITF374
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This holiday home is situated in the green wooded hills north of Florence, close to the Mugello Valley, an area rich...

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  • Sirtori
    Sirtori×
    13
    6
    4
    0
    Ref: IVL145
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This wonderful property in located just outside the pretty village of Sirtori in the province of Lecco, 15km from...

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  • Pieve Santo Stefano
    Pieve Santo Stefano×

    ITA178

    Pieve Santo Stefano

    14
    7
    4
    1
    Ref: ITA178
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio

    This tastefully set out, spacious holiday villa is for those who like something a bit out of the ordinary. The...

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  • Castiglione del Lago
    Castiglione del Lago ×

    Aperugina

    Castiglione del Lago

    14
    7
    4
    1
    Ref: IUT232
    Key Features:
    - Swimming pool - Enclosed Garden / Patio - Pets go free - Garden / Patio - Rural Location - Open Fire

    This lovely traditional property is located a stone’s throw from Lake Trasimeno and its pretty sandy beaches....

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  • Guardea
    Guardea×

    Guardea

    Guardea

    14
    8
    5
    1
    Ref: IUS172
    Key Features:
    - Swimming pool - Pets go free - Garden / Patio - Open Fire

    This beautiful holiday home is situated in a very peaceful location, where the large covered terrace overlooks the...

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  • Monteriggioni
    Monteriggioni×

    Cedrina

    Monteriggioni

    14
    6
    5
    0
    Ref: ITS213
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This beautiful farmhouse with annexe, accessed via a rough track (not suitable for low cars), has been split into...

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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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