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
697 cottages are available
  • Capolona
    Capolona×

    Woodland View

    Capolona

    3
    2
    1
    1
    Ref: ITA705
    Key Features:
    - Luxury Property - Wifi - Car parking on site - Pets go free - Garden / Patio - Open Fire

    An ideal base for guests who want to spend a nice holiday in their own littlel paradise. This beautiful Italian...

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

    Ginestra 1

    Castelnuovo D’Elsa

    3
    2
    2
    1
    Ref: TV092
    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...

    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×

    Il Focolare

    San Gimignano

    3
    2
    1
    1
    Ref: ITN155
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Rural Location - Open Fire

    Located near the beautiful medieval town of San Gimignano is this beautiful estate consisting of two buildings,...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Bonassola
    Bonassola×
    3
    2
    1
    0
    Ref: ILL376
    Key Features:
    - Wifi - Garden / Patio

    These lovely holiday properties are 250m (835 feet) above sea level with stunning views and are just a few minutes...

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

    San Giustino

    San Giustino

    3
    2
    1
    0
    Ref: ITA205
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills....

    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 2

    San Donato in Poggio

    3
    2
    1
    0
    Ref: ITC623
    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...

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

    Casa Bucine

    Bucine

    4
    2
    2
    0
    Ref: ITS349
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This stylishly restored and tastefully decorated, semi-detached holiday property is set in a picturesque hamlet....

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

    Apartment Sofia

    San Nicola a Mare

    4
    2
    1
    1
    Ref: IKC437
    Key Features:
    - Pets go free - Garden / Patio

    This holiday apartment, with a balcony overlooking the sea, is located in San Nicola a Mare, a hamlet on the...

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

    Baita Primule

    Casasco d’Intelvi

    4
    2
    1
    1
    Ref: IVL139
    Key Features:
    - Pets go free - Garden / Patio - Open Fire

    This beautiful apartment is set in the countryside of the Casasco d’Intelvi area just 11km from Argegno, and...

    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×

    Borgo Montelefienali

    Gaiole In Chianti

    4
    2
    1
    1
    Ref: ITC101
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This renovated stone house is located in the medieval village of Gaiole which the American magazine Forbes named...

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

    Casa le Ginestre

    Montevarchi

    4
    2
    1
    1
    Ref: ITC179
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This very comfortable holiday home is located in a stunning setting within the Chianti Mountains. The very tasteful...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Sorso
    Sorso×
    4
    2
    1
    1
    Ref: ISD837
    Key Features:
    - Car parking on site - Pets go free - Garden / Patio - Rural Location

    This holiday apartment occupies the first floor of the owner’s detached house. The owner occupies the ground...

    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
×