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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233 cottages are available
  • Menfi, near Selinunte
    Menfi, near Selinunte×

    Villa Gaia

    Menfi, near Selinunte

    8
    4
    2
    0
    Ref: ISS683
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities - Open Fire

    This beautiful, well-maintained and tastefully furnished holiday house with air-conditioning and a large private...

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    Your pets are included in this price
    Your pets go free at this cottage
  • Bagno a Ripoli
    Bagno a Ripoli×

    Villamagna 2

    Bagno a Ripoli

    8
    4
    3
    1
    Ref: ITF470
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This prestigious complex comprises a former 16th century villa, as well as separate annexe buildings, and is...

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  • Figline Valdarno
    Figline Valdarno×

    Poggiale

    Figline Valdarno

    8
    4
    5
    0
    Ref: ITC401
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This large and characteristic country house is situated in the Chianti hills dominating the Arno Valley, 5km from...

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  • Montechiaro
    Montechiaro×

    La Capannina

    Montechiaro

    8
    4
    3
    0
    Ref: TS075
    Key Features:
    - Swimming pool - Garden / Patio - Open Fire

    Countryside location

    This converted barn, on the Montechiaro Estate, sits in its own grounds overlooking...

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    Your pets are included in this price
    Your pets go free at this cottage
  • San Donato
    San Donato×

    La Colombaia

    San Donato

    8
    4
    3
    2
    Ref: TS080
    Key Features:
    - Swimming pool - Pets go free - Garden / Patio - Woodburning Stove - Open Fire

    Florence and Siena within easy reach

    La Colombaia is a typical Tuscan farmhouse, situated on a hill overlooking...

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  • Zoagli
    Zoagli×
    8
    5
    3
    1
    Ref: ILL275
    Key Features:
    - Coastal Property - Enclosed Garden / Patio - Pets go free - Coast within 1 mile - Garden / Patio - Sea View - Open Fire

    This elegant holiday property, built in the 50’s, is set on the hill of Zoagli, with stunning views of the Gulf...

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  • Avigliano Umbro
    Avigliano Umbro×

    San Quirico

    Avigliano Umbro

    8
    4
    3
    0
    Ref: IUP741
    Key Features:
    - Swimming pool - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This holiday house was once an ancient lookout tower from the early 15th-century which became a fortified farm thanks...

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  • Colognola ai Colli
    Colognola ai Colli×

    Calicanto 4

    Colognola ai Colli

    8
    4
    3
    0
    Ref: IVC403
    Key Features:
    - Wifi - Swimming pool - Garden / Patio

    This pretty holiday apartment with air-conditioning forms part of a grand ancient villa with properties IVC127,...

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  • Pomarance
    Pomarance×

    Acanto

    Pomarance

    8
    4
    2
    0
    Ref: ITN229
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio

    This beautifully restored, comfortable, semi-detached farmhouse is peacefully situated in well-maintained gardens with...

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  • Radicondoli
    Radicondoli×

    Materno 2

    Radicondoli

    8
    4
    3
    1
    Ref: ITS161
    Key Features:
    - Hot Tub - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This pretty first and second floor holiday apartment, accessed via unmade road, is set on an estate located in the...

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  • Corchiano
    Corchiano×

    Agathos

    Corchiano

    8
    4
    3
    0
    Ref: IRU487
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This wonderful, comfortable accommodation comprises a villa, an annexe and a pool house. The property lies quietly on...

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  • Magione
    Magione×
    8
    4
    3
    0
    Ref: IUT474
    Key Features:
    - Luxury Property - Swimming pool - Garden / Patio - Open Fire

    This beautiful, elegant and bright holiday property is set on a slope that reaches down to Lake Trasimeno. Here you...

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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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