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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848 cottages are available
  • Porto Santa Stefano
    Porto Santa Stefano×

    Bella Vista

    Porto Santa Stefano

    6
    3
    3
    1
    Ref: ITM233
    Key Features:
    - Wifi - Car parking on site - Pets go free - Garden / Patio

    Enjoy your holiday in this terraced property, situated in an elevated position on the outskirts of Porto Santo...

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  • Casole d’Elsa
    Casole d’Elsa×

    Casa Alessandra

    Casole d’Elsa

    6
    2
    1
    1
    Ref: ITS299
    Key Features:
    - Swimming pool - Pets go free - Garden / Patio - Open Fire

    This lovely ground floor apartment is situated in a picturesque village in the heart of the green hills of...

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  • ×
    6
    4
    3
    0
    Ref: IVC440
    Key Features:
    - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This large and pleasant country home, in the heart of the Euganean Mountains, is set in one of the most beautiful...

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  • Florence
    Florence×
    6
    4
    1
    0
    Ref: ITB114
    Key Features:

    This lovely holiday apartment in Florence, is located close close to the city centre, with Piazza del Duomo just...

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  • Fucecchio
    Fucecchio×

    Siena

    Fucecchio

    6
    2
    1
    1
    Ref: ITF391
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio

    These holiday apartments with air conditioning enjoy panoramic views over the surrounding countryside, and are built...

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  • Sciacca
    Sciacca×

    Cottage 2

    Sciacca

    6
    3
    3
    0
    Ref: ISS834
    Key Features:
    - Swimming pool - Garden / Patio

    These two semi-detached holiday cottages (ISS833 and ISS834) with air-conditioning are part of a complex in one of...

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  • Montaione, San Gimignano
    Montaione, San Gimignano×

    Andrea-Podere Moricci

    Montaione, San Gimignano

    6
    2
    2
    0
    Ref: ITN176
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location

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

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  • Torvajanica
    Torvajanica×

    Perla

    Torvajanica

    6
    2
    1
    1
    Ref: IRK141
    Key Features:
    - Pets go free - Garden / Patio

    This bright, first floor holiday apartment is located in the seaside resort of Torvajanica. Its rooms overlook the...

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  • Nesso
    Nesso×
    6
    2
    1
    0
    Ref: IVL105
    Key Features:
    - Wifi - Garden / Patio

    This lovely apartment is located in the hamlet of Nesso, which is built on the lush banks of Lake Como. As well as...

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  • Massa e Cozzile
    Massa e Cozzile×

    Brunese

    Massa e Cozzile

    6
    3
    3
    0
    Ref: ITT402
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This beautiful, semi-detached, family villa with air conditioning is set on the side of a hill, from where you can...

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  • Cerreto Guidi
    Cerreto Guidi×

    Lavanda

    Cerreto Guidi

    6
    2
    2
    0
    Ref: ITF300
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    This delightful house is split into 2 units belonging to a property with 2 other apartments located 5km from the...

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  • Imperia
    Imperia×

    Torretta

    Imperia

    6
    2
    2
    0
    Ref: ILL441
    Key Features:
    - Garden / Patio

    This wonderful, detached stone holiday house with air-conditioning is set in an elevated position separated from...

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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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