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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412 cottages are available
  • Bordighera
    Bordighera×

    Casa del Sole

    Bordighera

    5
    3
    2
    0
    Ref: ILL230
    Key Features:
    - Wifi - Garden / Patio - Open Fire

    This first floor holiday apartment, set in the owner’s semi-detached house, is in an exceptional...

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    Your pets are included in this price
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  • Como
    Como×
    5
    3
    2
    0
    Ref: IVL103
    Key Features:
    - Enclosed Garden / Patio - Garden / Patio

    This holiday house on two floors, is located in a quiet and panoramic position, set on the hills above the town of...

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  • Monte San Savino, Tuscany
    Monte San Savino, Tuscany×

    Il Casone

    Monte San Savino, Tuscany

    5
    3
    2
    0
    Ref: ITA828
    Key Features:
    - Car parking on site - Garden / Patio

    This comfortable apartment situated below the owner’s home is set on a tranquil hillside just 15km from Arezzo....

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  • Sansepolcro
    Sansepolcro×

    Villa Paradiso

    Sansepolcro

    5
    3
    3
    0
    Ref: ITA755
    Key Features:
    - Car parking on site - Garden / Patio - Open Fire

    This lovely holiday home with air-conditioning is set in a quiet residential area just above the medieval village...

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  • Caldana, Tuscany
    Caldana, Tuscany×

    Muna

    Caldana, Tuscany

    6
    3
    2
    0
    Ref: ITG428
    Key Features:
    - Hot Tub - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This delightful country villa has been renovated to make a lovely holiday home. Situated at the foot of the village...

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  • 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...

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  • Roccastrada
    Roccastrada×

    Roseto Immacolata

    Roccastrada

    6
    3
    2
    1
    Ref: ITG216
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This holiday villa, set over two floors and accessed by a gravel road, is surrounded by a 5-hectare park with lawn...

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  • San Teodoro
    San Teodoro×

    Villa Marghe

    San Teodoro

    6
    3
    2
    0
    Ref: ISD424
    Key Features:
    - Wifi - Car parking on site - Garden / Patio

    This beautiful stone-built holiday villa with air conditioning is surrounded by beautiful landscaped gardens that...

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  • Acquapendente
    Acquapendente×

    Valley View Apartment

    Acquapendente

    6
    3
    2
    1
    Ref: IRU276
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio - Rural Location

    This apartment shares its grounds with a number of other properties just 10km from Acquapendente, a city famed for...

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  • Scarperia
    Scarperia×

    Villa Ermanzia

    Scarperia

    6
    3
    2
    0
    Ref: ITF847
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This detached, two-storey, Liberty-style villa was built in the early 20th century and is located at the beginning of...

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  • 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...

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  • Villa Angela
    Villa Angela×

    Villa Angela

    Villa Angela

    6
    3
    2
    0
    Ref: IKC473
    Key Features:
    - Garden / Patio - Rural Location - Open Fire

    This beautiful, single-storey holiday home nestles on the hillside with panoramic views over the surrounding...

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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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