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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847 cottages are available
  • Venice
    Venice×

    Estuario

    Venice

    4
    2
    2
    1
    Ref: IVV417
    Key Features:
    - Pets go free - Garden / Patio

    This elegant holiday apartment with air-conditioning has been tastefully renovated using superior materials,...

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  • Volterra
    Volterra×

    Picche

    Volterra

    4
    2
    1
    0
    Ref: ITN654
    Key Features:
    - Car parking on site - Garden / Patio

    This lovely renovated small country house is set in the green hills of central Tuscany, 16km from San Gimignano and...

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  • Castellina in Chianti
    Castellina in Chianti ×

    Piazzale 2

    Castellina in Chianti

    4
    2
    1
    0
    Ref: ITC756
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This property is made up of three great apartments, with independent entrances, one of which is inhabited by the...

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  • Primaluna
    Primaluna×

    Casa First Moon

    Primaluna

    4
    1
    1
    1
    Ref: IVL142
    Key Features:
    - Wifi - Pets go free - Garden / Patio - Ground Floor Facilities

    This lovely ground floor holiday apartment is located close to the fortified village of Primaluna in the green...

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  • San Marco di Castellabate
    San Marco di Castellabate×

    San Marco Apartment 2

    San Marco di Castellabate

    4
    2
    1
    0
    Ref: IKC476
    Key Features:

    These holiday apartments are located in the historic centre of San Marco di Castellabate, with views towards...

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    Your pets go free at this cottage
  • Trappola, Loro Ciuffenna
    Trappola, Loro Ciuffenna×

    Casale Studio

    Trappola, Loro Ciuffenna

    4
    1
    1
    1
    Ref: TA032
    Key Features:
    - Wifi - Swimming pool - Pets go free - Garden / Patio - Open Fire

    Panoramic valley views

    High up in the mountains with panoramic views over the valley, this mountain house...

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  • Iarnetella
    Iarnetella×

    Casa Mila

    Iarnetella

    4
    2
    1
    0
    Ref: ITS205
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Open Fire

    This property, located in a peaceful hilltop setting, has been very tastefully renovated and offers a pretty garden...

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    Your pets are included in this price
    Your pets go free at this cottage
  • Montaione
    Montaione×
    4
    2
    2
    0
    Ref: ITN174
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    These semi-detached holiday properties (ITN174 and ITN175) were formerly the hayloft, and have been restored...

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

    Sangiovese 5

    San Donato in Poggio

    4
    2
    1
    0
    Ref: ITC637
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio

    This first floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other...

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    Your pets are included in this price
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  • Camporgiano
    Camporgiano×

    Gufo 1

    Camporgiano

    4
    1
    1
    1
    Ref: ITL243
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio

    This complex offers a variety of holiday accommodation and is located in a hilly position between Tuscany and Liguria,...

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  • Volterra
    Volterra×
    4
    1
    1
    1
    Ref: ITN121
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Rural Location

    Shared outdoor swimming pool

    These 3 ground floor holiday apartments ITN121, ITN122 and ITN123,...

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  • Montegridolfo
    Montegridolfo×

    Lavanda

    Montegridolfo

    4
    2
    1
    1
    Ref: IEC205
    Key Features:
    - Pets go free - Ground Floor Facilities

    This ground floor, holiday apartment is set in a hamlet at the foot of Montegridolfo castle, a place rich in history....

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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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