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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849 cottages are available
  • San Donato in Poggio
    San Donato in Poggio×

    Villa Cortine

    San Donato in Poggio

    6
    3
    3
    1
    Ref: ITC234
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This pretty semi-detached stone house is located in the beautiful countryside of the Chianti Hills, 5km away from...

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  • Sorrento
    Sorrento×
    6
    3
    2
    1
    Ref: IKS116
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Pets go free - Garden / Patio

    These two pleasant holiday villas are located just 3km from Sorrento, one of the most famous places on the...

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  • Radda in Chianti
    Radda in Chianti×

    Paggetto 2

    Radda in Chianti

    6
    3
    3
    1
    Ref: ITC273
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio - Rural Location

    These first floor apartments (refs ITC273 and ITC274) form part of an ancient property including 2 farmhouses,...

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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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  • Montespertoli
    Montespertoli×

    Cetille

    Montespertoli

    6
    2
    2
    0
    Ref: ITF261
    Key Features:
    - Wifi - Car parking on site - Enclosed Garden / Patio - Garden / Patio

    This stylish, single-storey holiday cottage with air-conditioning is situated in a quiet location in the grounds of...

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  • Scansano
    Scansano×

    Casa Borgiano

    Scansano

    6
    3
    3
    0
    Ref: ITG237
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio

    This lovely holiday property is located in the Maremma Hills, 3.5km from Scansano. It is situated in an...

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  • Costa Rei Muravera
    Costa Rei Muravera×

    Costa Rei 2

    Costa Rei Muravera

    6
    2
    2
    0
    Ref: ISD799
    Key Features:
    - Wifi - Car parking on site - Garden / Patio

    These two ground floor holiday properties (ISD798 and ISD799) with air conditioning are ideal for families or a group...

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  • Manerba del Garda
    Manerba del Garda×

    Villa dei Platani

    Manerba del Garda

    6
    3
    3
    0
    Ref: IVG163
    Key Features:
    - Luxury Property - Swimming pool - Garden / Patio

    This holiday property is situated in a residential area just a few minutes from Lake Garda. The centre of Manerba is...

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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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  • Radda in Chianti
    Radda in Chianti×

    Paggetto 1

    Radda in Chianti

    6
    3
    2
    2
    Ref: ITC274
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio - Rural Location - Open Fire

    These first floor apartments (refs ITC273 and ITC274) form part of an ancient property including 2 farmhouses,...

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  • Todi
    Todi×

    Patio

    Todi

    6
    3
    2
    0
    Ref: IUP404
    Key Features:
    - Swimming pool - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This characteristic, stone-built farmhouse has been carefully restored in accordance with the original...

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  • Lamporecchio
    Lamporecchio×

    Casa Deborah

    Lamporecchio

    6
    2
    1
    0
    Ref: ITT215
    Key Features:
    - Car parking on site - Garden / Patio - Open Fire

    This beautiful terraced house with air conditioning is set on two floors, located at the rear of a residential...

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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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