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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422 cottages are available
  • Monte San Savino
    Monte San Savino ×

    Villa Margherita

    Monte San Savino

    4
    4
    3
    0
    Ref: ITA700
    Key Features:
    - Luxury Property - Wifi - Swimming pool - Car parking on site - Garden / Patio - Open Fire

    This comfortable, Tuscan-style country house has a large fireplace in the main living area. It is conveniently...

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    Your pets are included in this price
    Your pets go free at this cottage
  • Montaione
    Montaione×
    4
    3
    1
    0
    Ref: ITN175
    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 Gimignano
    San Gimignano×

    La Vecchia Scuderia

    San Gimignano

    4
    3
    1
    1
    Ref: TV024
    Key Features:
    - Pub within 1 mile - Pets go free - Detached Property - Garden / Patio - Open Fire

    A stones throw from San Gimignano

    This delightful, detached holiday home is situated just outside San Gimignano...

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  • Como
    Como×
    5
    3
    2
    0
    Ref: IVL103
    Key Features:
    - Enclosed Garden / Patio - Garden / Patio

    This holiday house on two floors, is located in a quiet and panoramic position, set on the hills above the town of...

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    Your pets go free at this cottage
  • Castellammare del Golfo, Sicily
    Castellammare del Golfo, Sicily×

    Villa sul Golfo

    Castellammare del Golfo, Sicily

    5
    3
    1
    0
    Ref: ISS002
    Key Features:
    - Coastal Property - Car parking on site - Enclosed Garden / Patio - Garden / Patio - Sea View

    This detached house with air-conditioning in lush green surroundings, enjoys impressive views over the sea and...

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    Your pets are included in this price
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  • Giarre
    Giarre×
    5
    3
    2
    0
    Ref: ISS268
    Key Features:
    - Luxury Property - Wifi - Car parking on site - Garden / Patio - Open Fire

    This elegant house is located on the coastline of eastern Sicily, characterised by the towns of Taormina, Catania...

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

    Casa Lucia

    Viareggio

    5
    3
    2
    0
    Ref: ITV758
    Key Features:
    - Garden / Patio - Open Fire

    Enjoy a lovely, family holiday in the seaside resort of Viareggio, where you will find a beautiful, gently sloping...

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

    L’Erta

    Malcesine

    5
    3
    2
    0
    Ref: IVG411
    Key Features:
    - Wifi - Swimming pool - Garden / Patio - Open Fire

    This beautiful villa is set overlooking Lake Garda (150m away), located in a residential area where villas...

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  • Altavilla Milicia
    Altavilla Milicia×

    Villa Alessandra

    Altavilla Milicia

    5
    3
    1
    0
    Ref: ISS957
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    This lovely terraced property offers spectacular views over the Tyrrhenian Sea and the beach which is only 2km away....

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  • Altavilla Milicia
    Altavilla Milicia×

    Villa Valentina

    Altavilla Milicia

    5
    3
    1
    0
    Ref: ISS975
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio

    This terraced house, with air conditioning, is ideally located on the Italian island of Sicily and enjoys panoramic...

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  • Camaiore
    Camaiore×

    Casa Irene

    Camaiore

    5
    3
    1
    0
    Ref: ITV252
    Key Features:
    - Car parking on site - Garden / Patio - Open Fire

    This well-equipped, semi-detached house with garden on three sides, boasts a private garden located directly in front...

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    Your pets are included in this price
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  • Sansepolcro
    Sansepolcro×

    Villa Paradiso

    Sansepolcro

    5
    3
    3
    0
    Ref: ITA755
    Key Features:
    - Car parking on site - Garden / Patio - Open Fire

    This lovely holiday home with air-conditioning is set in a quiet residential area just above the medieval village...

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    Your pets are included in this price
    Your pets go free at this cottage

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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