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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866 cottages are available
  • Palaia, Tuscany
    Palaia, Tuscany×

    Casa San Lacopo

    Palaia, Tuscany

    6
    2
    1
    2
    Ref: ITP540
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio

    This delightful first floor holiday apartment is one of three in a large villa, surrounded by woodland, countryside...

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  • Pomarance
    Pomarance×

    Corneto 3

    Pomarance

    6
    1
    2
    0
    Ref: ITN510
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This wonderful first floor holiday apartment is one of five that combine to create the Corneto Estate, an...

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  • Castellabate
    Castellabate×

    Villa Serena

    Castellabate

    6
    2
    2
    0
    Ref: IKC423
    Key Features:
    - Wifi - Car parking on site - Garden / Patio

    This attractive holiday home is ideally located in an elevated, hilly position. From its furnished terraces, guests...

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  • Pitigliano
    Pitigliano×

    La Fasenda

    Pitigliano

    6
    1
    2
    1
    Ref: ITG251
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Detached Property - Garden / Patio

    Located a few kilometres from Pitigliano in the province of Gresseto, this delightful holiday house with air...

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  • Castiglione del Lago
    Castiglione del Lago×

    Melograno

    Castiglione del Lago

    6
    3
    2
    0
    Ref: IUT228
    Key Features:
    - Wifi - Swimming pool - Garden / Patio - Rural Location

    This cosy apartment is located on the hills between Castiglione del Lago and Chiusi. The property has a stunning...

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  • Tavarnelle Val di Pesa
    Tavarnelle Val di Pesa×

    S 1

    Tavarnelle Val di Pesa

    6
    2
    2
    0
    Ref: ITC809
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio

    This traditional farmhouse complex set amidst the woods, vineyards and century-old olive tree groves 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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  • Montegridolfo
    Montegridolfo×

    Peonia

    Montegridolfo

    6
    2
    1
    1
    Ref: IEC206
    Key Features:
    - Pets go free - Ground Floor Facilities

    This ground floor apartment is located in a hamlet at the foot of Montegridolfo Castle, a place rich in history. A...

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  • Buti
    Buti×
    6
    3
    1
    0
    Ref: ITP274
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location

    This beautiful property lies on the slopes of Monte Pisano, above the village of Buti and is surrounded by olive...

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  • Todi
    Todi×
    6
    3
    3
    0
    Ref: UE090
    Key Features:
    - Swimming pool - Enclosed Garden / Patio - Garden / Patio - Open Fire

    Beautiful panoramic views

    Fine views of some of Umbria’s most breathtaking countryside can be enjoyed...

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  • Grosseto
    Grosseto×

    Quadri

    Grosseto

    6
    3
    2
    1
    Ref: ITM128
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio

    This holiday resort consists of several antique hamlets, divided into apartments. Each hamlet consists of...

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  • Positano
    Positano×

    Villa Deli

    Positano

    6
    4
    3
    1
    Ref: IKA135
    Key Features:
    - Wifi - Enclosed Garden / Patio - Pets go free - Garden / Patio - Open Fire

    This lovely holiday property with air-conditioning is situated in the centre of charming Positano, known as...

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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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