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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415 cottages are available
  • Montaione
    Montaione×

    Apartment 15

    Montaione

    6
    3
    2
    0
    Ref: ITN168
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location - Open Fire

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills,...

    Prices from
    0
    Pets included
    Pets go free
  • Calvi dell’Umbria
    Calvi dell’Umbria×

    Casale di San Giorgio

    Calvi dell’Umbria

    6
    3
    2
    0
    Ref: US066
    Key Features:
    - Wifi - Swimming pool - Enclosed Garden / Patio - Garden / Patio - Rural Location - Open Fire

    Panoramic views

    Fine views are enjoyed from the interior and exterior of this typical 19th century Umbrian...

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

    Villa Liselote

    Gargnano

    6
    3
    2
    1
    Ref: IVG256
    Key Features:
    - Wifi - Garden / Patio

    This lovely property enjoys lake views and benefits from its own terrace and garden which is shared with another...

    Prices from
    0
    Pets included
    Pets go free
  • Castelnuovo D’Elsa
    Castelnuovo D’Elsa×

    Gigliio 3

    Castelnuovo D’Elsa

    6
    3
    2
    1
    Ref: TV093
    Key Features:
    - Swimming pool - Pets go free - Garden / Patio

    Surrounded by vineyards & olive groves

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

    Prices from
    0
    Pets included
    Pets go free
  • San Donato in Poggio
    San Donato in Poggio×

    Sangiovese 6

    San Donato in Poggio

    6
    3
    3
    0
    Ref: ITC638
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio

    This holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC637,...

    Prices from
    0
    Pets included
    Pets go free
  • Castiglion Fiorentino
    Castiglion Fiorentino ×

    Villa Florentino

    Castiglion Fiorentino

    6
    3
    3
    1
    Ref: ITA640
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This attractive holiday property, located within the grounds of the owners’ home, has been tastefully decorated...

    Prices from
    0
    Pets included
    Pets go free
  • Perugia
    Perugia×
    6
    3
    2
    0
    Ref: IUP366
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This spacious holiday home is set on the ground floor of a private villa, the owner lives on-site, in a charming...

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

    Casa Vigliano

    Chianciano

    6
    3
    2
    1
    Ref: TM240
    Key Features:
    - Pub within 1 mile - Pets go free - Garden / Patio - Rural Location - Open Fire

    19th century farmhouse

    Immersed in 4 acres of sloping land surrounded by olive trees and overlooking...

    Prices from
    0
    Pets included
    Pets go free
  • Riva del Garda
    Riva del Garda×

    Byron

    Riva del Garda

    6
    3
    2
    0
    Ref: IVG401
    Key Features:
    - Garden / Patio - Open Fire

    Within this beautiful and ancient residence, which once housed the literacy meetings of Andrea Maffei, the art critic...

    Prices from
    0
    Pets included
    Pets go free
  • Castaglione Fiorentino
    Castaglione Fiorentino×

    Villa Fiorentina

    Castaglione Fiorentino

    6
    3
    2
    0
    Ref: ITA921
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Rural Location - Open Fire

    This lovely holiday home has breathtaking views of the medieval city of Castiglione Fiorentino and is set in the...

    Prices from
    0
    Pets included
    Pets go free
  • Piansano
    Piansano×
    6
    3
    2
    2
    Ref: IRU114
    Key Features:
    - Wifi - Swimming pool - Pets go free - Detached Property - Garden / Patio - Ground Floor Facilities

    This detached holiday property has a covered terrace, private garden and outdoor swimming pool. Located on a hillside...

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

    Trebbiolo 1

    Dicomano

    6
    3
    2
    0
    Ref: ITF786
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This ancient farmhouse has been transformed into 4 cosy holiday apartments, in a small family-run farm where you can...

    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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