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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856 cottages are available
  • Monterchi
    Monterchi×

    La Torre

    Monterchi

    6
    3
    2
    0
    Ref: ITA259
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This former, medieval defence tower, on a private hillside location, is now a comfortable three-storey holiday home....

    Prices from
    0
    Pets included
    Pets go free
  • Sinalunga
    Sinalunga×

    Villa Lucilla

    Sinalunga

    6
    3
    3
    0
    Ref: ITS552
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This beautiful, stone-built holiday villa is located in the middle of the countryside in the Sienese hills. It stands...

    Prices from
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    Pets included
    Pets go free
  • Cembrano Maissana
    Cembrano Maissana×

    Ca da Suntina

    Cembrano Maissana

    6
    2
    2
    0
    Ref: ILL366
    Key Features:
    - Wifi - Garden / Patio - Open Fire

    This elegant holiday apartment, converted from an ancient farmhouse, is situated in an old, Etruscan hamlet, in...

    Prices from
    0
    Pets included
    Pets go free
  • Buggiano
    Buggiano×

    Casa Buggiano

    Buggiano

    6
    3
    3
    0
    Ref: ITT239
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Detached Property - Garden / Patio

    With beautiful views over the valley, this detached villa is set in a quiet and wooded area, in the hills above the...

    Prices from
    0
    Pets included
    Pets go free
  • Montaione, San Gimignano
    Montaione, San Gimignano×

    Andrea-Podere Moricci

    Montaione, San Gimignano

    6
    2
    2
    0
    Ref: ITN176
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location

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

    Prices from
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    Pets included
    Pets go free
  • Dicomano
    Dicomano×

    Frantoio 2

    Dicomano

    6
    2
    1
    1
    Ref: ITF812
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    These old farmhouses, a manor house and a very small parish church have been restored to build this mini complex....

    Prices from
    0
    Pets included
    Pets go free
  • Lario
    Lario×

    Lario

    Lario

    6
    3
    1
    0
    Ref: IVL127
    Key Features:
    - Wifi - Car parking on site - Garden / Patio - Open Fire

    This holiday apartment is in a panoramic position overlooking Lake Como, 5.5km from Lecco. Shared with the...

    Prices from
    0
    Pets included
    Pets go free
  • Porto Cervo
    Porto Cervo×

    Casa del Porto

    Porto Cervo

    6
    2
    2
    0
    Ref: ISD499
    Key Features:
    - Garden / Patio

    This traditional looking holiday apartment, with air conditioning and modern furnishings, overlooks the old harbour...

    Prices from
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    Pets included
    Pets go free
  • Città di Castello
    Città di Castello×

    Agriturismo La Ginestra

    Città di Castello

    6
    2
    2
    1
    Ref: IUP360
    Key Features:
    - Wifi - Pets go free - Garden / Patio - Ground Floor Facilities

    This holiday cottage is situated 10km from Città di Castello, a city that is located on the slope of...

    Prices from
    0
    Pets included
    Pets go free
  • Riposto
    Riposto×

    Carrubba

    Riposto

    6
    3
    2
    0
    Ref: ISS309
    Key Features:
    - Car parking on site - Garden / Patio

    This attractive holiday villa overlooks the sea and is characterised by a large terrace with furniture, perfect...

    Prices from
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    Pets included
    Pets go free
  • Perdifumo
    Perdifumo×

    Villa Paradiso

    Perdifumo

    6
    3
    2
    0
    Ref: IKC121
    Key Features:
    - Garden / Patio - Open Fire

    This beautiful property is situated on a hill in the Perdifumo area and boasts wonderful views over the valley and...

    Prices from
    0
    Pets included
    Pets go free
  • Florence
    Florence×

    Sipario

    Florence

    6
    3
    2
    0
    Ref: ITB452
    Key Features:
    - Wifi - Car parking on site - Garden / Patio

    This fourth floor holiday apartment with air-conditioning is located just a short distance from the historic city...

    Prices from
    0
    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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