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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878 cottages are available
  • Gaiole in Chianti
    Gaiole in Chianti×

    Il Portico

    Gaiole in Chianti

    3
    1
    1
    0
    Ref: ITC232
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Ground Floor Facilities - Woodburning Stove

    This medieval hamlet, dating back to the 18th century, was once a resting place along the ancient Roman road that...

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  • San Giustino
    San Giustino×

    San Giustino

    San Giustino

    3
    2
    1
    0
    Ref: ITA205
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills....

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  • San Teodoro
    San Teodoro×

    Gambaru Bilo 1

    San Teodoro

    3
    1
    1
    0
    Ref: ISD619
    Key Features:
    - Garden / Patio - Ground Floor Facilities

    This lovely, ground floor holiday apartment is situated in San Teodoro, about 2km from the renowned beach at...

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  • Montaione, San Gimignano
    Montaione, San Gimignano×

    Maddalena-Podere Moricci

    Montaione, San Gimignano

    3
    1
    1
    0
    Ref: ITN182
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location - Open Fire

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

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  • Monte San Savino, Tuscany
    Monte San Savino, Tuscany×

    Casa Castellare

    Monte San Savino, Tuscany

    3
    1
    1
    0
    Ref: ITA684
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    Nestled on a hill with stunning views over the Chiana Valley, this delightful holiday property offers...

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  • Colle Val d’Elsa
    Colle Val d’Elsa×

    Monastero 5

    Colle Val d’Elsa

    3
    1
    1
    1
    Ref: ITN486
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Open Fire

    This ancient, 17th-century convent has been restored and divided into 10 holiday apartments, and is situated 1km...

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  • Ronchi Marina di Massa
    Ronchi Marina di Massa×

    Jacopo 6

    Ronchi Marina di Massa

    3
    1
    1
    2
    Ref: ITV710
    Key Features:
    - Wifi - Car parking on site - Pets go free - Garden / Patio

    This complex of holiday apartments is situated in a residential area in Ronchi in Versilia. It comprises of...

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  • Venice
    Venice×

    Chioverette

    Venice

    3
    1
    1
    0
    Ref: IVV162
    Key Features:
    - Garden / Patio

    This first floor holiday apartment is in an ideal location for exploring Venice, just 10 minutes from Piazzale Roma...

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  • Salò
    Salò×
    4
    1
    2
    0
    Ref: IVG261
    Key Features:
    - Wifi

    This lovely property is an apartment 300m from Lake Garda and located in the town of Salò, nestled in the...

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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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  • Sorso
    Sorso×
    4
    2
    1
    1
    Ref: ISD837
    Key Features:
    - Car parking on site - Pets go free - Garden / Patio - Rural Location

    This holiday apartment occupies the first floor of the owner’s detached house. The owner occupies the ground...

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  • Trabia
    Trabia×

    Katia

    Trabia

    4
    2
    1
    0
    Ref: ISS644
    Key Features:
    - Car parking on site - Garden / Patio - Open Fire

    With beautiful panoramic sea views, this first floor apartment is nestled close to the north coast in the region...

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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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