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
Get better search results by telling us when you want to book
Click here
708 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
  • 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 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
  • 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
  • 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
  • Grimaldi
    Grimaldi×

    The Terrace

    Grimaldi

    4
    2
    1
    0
    Ref: ILL500
    Key Features:
    - Swimming pool - Garden / Patio

    This elegant apartment with air-conditioning is located in the former castle of the reigning family of Monte Carlo,...

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

    Narciso

    Lamporecchio

    4
    2
    2
    0
    Ref: ITT150
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    This ground floor holiday apartment with air conditioning, one of four, is in an enviable position with...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Dicomano
    Dicomano×
    4
    2
    1
    0
    Ref: ITF926
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This delightful, stone-built house, set over different levels, is part of an ancient farm complex that dates back to...

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

    Luna

    Arezzo

    4
    2
    1
    0
    Ref: ITA669
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    This holiday apartment, situated in the owner’s house, is in a quiet location and features a shared,...

    Discounted Price Today's Price
    Prices From
    0
    Your pets are included in this price
    Your pets go free at this cottage
  • Rome
    Rome×
    4
    2
    1
    0
    Ref: IRU228
    Key Features:
    - Wifi - Swimming pool - Garden / Patio

    Set on a working farm where dairy cattle are bred and cereal crops are grown in a flat area within the Roman...

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

    Villa Cycas

    Palermo

    4
    2
    3
    0
    Ref: ISS926
    Key Features:
    - Luxury Property - Swimming pool - Car parking on site - Garden / Patio

    This beautiful holiday villa, with its own swimming pool, lies between Palermo and Mondello. Mondello, famous for...

    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
×