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.
default
866 cottages are available
  • San Gimignano
    San Gimignano×

    Apartment C

    San Gimignano

    2
    1
    1
    0
    Ref: ITN107
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location

    The farmhouse is situated in the nearby village of San Gimignano, nestling between olive groves and vineyards. The...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Poggibonsi
    Poggibonsi×

    Montignano 5

    Poggibonsi

    2
    1
    1
    0
    Ref: ITC402
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This beautiful farmhouse is located in the heart of the Chianti region and has been divided into 5 nice apartments. ...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • San Donato in Poggio
    San Donato in Poggio×

    Sangiovese 1

    San Donato in Poggio

    2
    1
    1
    0
    Ref: ITC617
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio

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

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Volterra
    Volterra×

    Casinanova 1

    Volterra

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

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

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Poggibonsi
    Poggibonsi×

    Carlino

    Poggibonsi

    2
    1
    1
    0
    Ref: ITC591
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio

    This characteristic farmhouse complex has been entirely renovated and divided into 9 apartments in the green hills in...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Gaiole in Chianti
    Gaiole in Chianti×

    Il Portico

    Gaiole in Chianti

    3
    1
    1
    0
    Ref: ITC232
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities - Woodburning Stove

    This medieval hamlet, dating back to the 18th century, was once a resting place along the ancient Roman road that...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Arquà Petrarca
    Arquà Petrarca×

    Pamela

    Arquà Petrarca

    3
    1
    1
    0
    Ref: IVC176
    Key Features:
    - Swimming pool - Garden / Patio - Ground Floor Facilities

    This holiday apartment, along with 8 other holiday properties, is surrounded by the Euganean Hills, just 3km from...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Montaione, San Gimignano
    Montaione, San Gimignano×

    Maddalena-Podere Moricci

    Montaione, San Gimignano

    3
    1
    1
    0
    Ref: ITN182
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location - Open Fire

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

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Gabiano
    Gabiano×

    Tre Orologi

    Gabiano

    3
    1
    1
    0
    Ref: IPL104
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    These two first floor apartments (refs IPL104 and IPL105), are cosy and comfortable and located in one of the houses...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Certaldo
    Certaldo×

    Canonica 7

    Certaldo

    3
    1
    1
    0
    Ref: ITF216
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

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

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • San Gimignano
    San Gimignano×

    Le Palme

    San Gimignano

    3
    1
    1
    0
    Ref: ITN194
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities

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

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Ronchi Marina di Massa
    Ronchi Marina di Massa×

    Jacopo 6

    Ronchi Marina di Massa

    3
    1
    1
    2
    Ref: ITV710
    Key Features:
    - Wifi - Car parking on site - Pets go free - Garden / Patio

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

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage

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
×