by Wyndham Vacation Rentals
Shortlist
You can view or make payments on your booking by clicking here x.

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.
967 
Add a date to get better results
default
  • Volterra, Tuscany
    Volterra, Tuscany×

    Iris

    Volterra, Tuscany

    2
    1
    1
    1
    Ref: ITN102
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio
    This restored complex has been divided into four apartments and is located on a farm close to Volterra, one of the prettiest towns in Tuscany
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This restored complex has been divided into four apartments and is located on a farm close to Volterra, one of the prettiest towns in Tuscany. The apartment is well maintained and well-equipped, making it ideal for holiday makers and nature lovers seeking rest and relaxation. The town of Volterra sits upon a rocky hill and is filled with great architecture, thus making it good place for sightseeing.

    The nearest airport is Pisa.

    All on ground floor: Living room....

  • Certaldo, TuscanyTuscany
    Certaldo, TuscanyTuscany×

    Canonica 15

    Certaldo, TuscanyTuscany

    2
    1
    1
    0
    Ref: ITF217
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Whether you want to relax round the shared outdoor swimming pool, or explore the beautiful Tuscan countryside, this is the ideal location.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These holiday apartments, five of fifteen, are part of a beautiful holiday complex situated amidst the green hills of the Tuscan countryside. The complex consists of three country villas that have been completely renovated and divided into tastefully furnished apartments, and the discreet owner lives on site for your convenience. The apartments benefit from a shared outdoor swimming pool, and you can treat yourself to a meal at the on-site restaurant, where you can enjoy the...

    Canonica 7
    3
    1
    1
    Canonica 5
    4
    2
    2
    Canonica 14
    5
    2
    2
    Canonica 16
    7
    2
    2
  • Arezzo, Tuscany
    Arezzo, Tuscany×

    Apartment 9

    Arezzo, Tuscany

    2
    1
    1
    1
    Ref: ITA889
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio
    Close to the medieval, cathedral city of Arezzo, set amongst the wooded hills.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These three cosy apartments (ITA887, ITA888 and ITA889) with air-conditioning are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral, known as one of the greatest gothic monuments in Tuscany. The Piazza Grande is the central square in the city with buildings dating back the 12th century. The city lies in the south east of Tuscany and in the centre of four valleys: the Val Tiberina , Casentino, Valdarno and Val di Chiana...

    Apartment 6
    2
    1
    1
    Apartment 8
    2
    1
    1
  • San Gimignano, Tuscany
    San Gimignano, Tuscany×

    Apartment C

    San Gimignano, Tuscany

    2
    1
    1
    0
    Ref: ITN107
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio - Rural Location
    This ground floor apartment lies in the picturesque countryside, close to the medieval city of San Gimignano.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    The farmhouse is situated in the nearby village of San Gimignano, nestling between olive groves and vineyards. The owner lives next door to the properties and, from the garden you can see the famous medieval towers at San Gimignano, looming over the landscape. This walled, medieval hill town is designated as a UNESCO World Heritage Site and a feature of any visit to central Tuscany. The town of Sienna is 40km away boasting fine piazzas, magnificent cathedral and museums. The shared,...

    Apartment B
    4
    2
    2
  • Asciano, Tuscany
    Asciano, Tuscany×
    2
    1
    1
    0
    Ref: ITS153
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    This pretty single-storey apartment, one of two with ref ITS152, is situated on the outskirts of the town of Asciano and provides the ideal holiday base
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This pretty single-storey apartment, one of two with ref ITS152, is situated on the outskirts of the town of Asciano and provides the ideal holiday base. The property boasts comfortable furnishings, a furnished lawned garden and a shared outdoor swimming pool, perfect for cooling off on hot summer days. Set in a quiet and peaceful location yet only a 5-minute walk to the town centre, it is an ideal destination for those wishing to visit the most famous towns of the area, such as...

  • Todi, Umbria
    Todi, Umbria×

    Vacanza Valentia

    Todi, Umbria

    2
    1
    1
    0
    Ref: IUP351
    Key Features:
    - Swimming pool - Garden / Patio
    Set in a small medieval fortified hamlet, overlooking a valley a stone’s throw from Todi.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This apartment oozing character is set in a small medieval fortified hamlet, overlooking a stunning valley, not far from the town of Todi. Vacanza Valentia is an ideal base from which to explore the beautiful regions of Umbria and Tuscany. With access to a private garden and a shared outdoor area with an outdoor swimming pool, this is an ideal retreat to unwind and relax, as well as being perfect as a touring base.

    The nearest airport is Perugia.

    Living room....

  • Arezzo, Tuscany
    Arezzo, Tuscany×

    Apartment 6

    Arezzo, Tuscany

    2
    1
    1
    1
    Ref: ITA887
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio
    Set in the hills above the city of Arezzo, this is an ideal base from which to explore the beautiful region of Tuscany.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These three cosy apartments (ITA887, ITA888 and ITA889) with air-conditioning are nestled in the wooded hills on the outskirts of the medieval city of Arezzo. The Duomo is the 15th century cathedral, known as one of the greatest gothic monuments in Tuscany. The Piazza Grande is the central square in the city with buildings dating back the 12th century. The city lies in the south east of Tuscany and in the centre of four valleys: the Val Tiberina , Casentino, Valdarno and Val di Chiana...

    Apartment 8
    2
    1
    1
    Apartment 9
    2
    1
    1
  • Acquapendente, Lazio
    Acquapendente, Lazio×

    Casa Campocane

    Acquapendente, Lazio

    2
    1
    1
    1
    Ref: IRU273
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Couples can enjoy an active or relaxing break here. Visit the myriad attractions in the region, then return and enjoy a dip in the swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This single-storey holiday property is situated on a complex comprising an independent house and a number of apartments. It is ideally located just 10km from Acquapendente, and enjoys picturesque views over the valley and surrounding countryside. Guests have shared use of the outdoor area, and the swimming pool situated a few metres from the property, which is equipped with outdoor furniture and sunloungers. Other shared facilities include a laundry room, table tennis and a barbecue...

  • San Marco , Campania
    San Marco , Campania×

    La Tagliate

    San Marco , Campania

    2
    1
    1
    1
    Ref: IKC467
    Key Features:
    - Coastal Property - Pets go free - Coast within 1 mile - Garden / Patio - Open Fire
    Perfect for a romantic getaway with your loved one, relax on the terrace at this rustic cottage and admire the beautiful sea views.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This quirky elevated cottage with air conditioning enjoys beautiful panoramic sea views and provides a romantic getaway for couples. Hidden away down a rural track, La Tagliate is lovingly presented and enjoys rustic open grounds and a large terrace from which you can sit out with a glass of wine and truly admire the stunning scenery. Set just 1km above the city of San Marco in the Castellabate district, with the beach and many amenities within easy reach, this lovely cottage provides...

  • Loro Ciuffenna, Tuscany
    Loro Ciuffenna, Tuscany×

    Appartamento Viola-Piscina

    Loro Ciuffenna, Tuscany

    2
    1
    1
    1
    Ref: ITA716
    Key Features:
    - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Woodburning Stove
    This attractive holiday cottage, close to the owner’s home, has a great terrace with incredible views over the Chianti wine-growing domain
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This attractive holiday cottage with air-conditioning, close to the owner’s home, has a great terrace with incredible views over the Chianti wine-growing domain. The property includes a fantastic swimming pool to help relax which overlooks the hills. Located within Valdarno Superiore, Loro Ciuffenna is one of the most distinctive towns in the region. Throughout the town centre is many medieval architecture, including the ruins of a large water-powered mill, dating back before 1200...

  • Altavilla Milicia, Sicily
    Altavilla Milicia, Sicily×

    La Casa dei Limoni

    Altavilla Milicia, Sicily

    2
    1
    1
    1
    Ref: ISS944
    Key Features:
    - Coastal Property - Wifi - Pets go free - Coast within 1 mile
    This beautiful apartment is perfect for a romantic retreat, just 2km from the beach and 20km from Palermo.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This lovely and beautifully furnished apartment, set over two floors, is perfect for a romantic getaway. The owner also conveniently lives within another part of the property. It is located on the island of Sicily, in the town of Altavilla Milicia, and is only 2km away from the beautiful beach where you can enjoy a romantic stroll. If you prefer exploring, why not visit the city of Palermo, approximately 20km away, where you can admire the magnificent history or sample some delicious food...

  • Greve in Chianti, Tuscany
    Greve in Chianti, Tuscany×

    Camelia

    Greve in Chianti, Tuscany

    2
    1
    1
    0
    Ref: ITC138
    Key Features:
    - Swimming pool - Car parking on site - Garden / Patio
    This great holiday apartment is one of six lovely apartments in a beautiful farmhouse
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This great holiday apartment is one of six lovely apartments in a beautiful farmhouse. The farmhouse itself belongs to a company who produces excellent wines that can be tasted and purchased by guests. Set in the wonderful location of Greve in Chianti, known for its wine and markets, the location is ideal for those interested in culture and fine wines as well as fine dining. Those looking for history, Greve in Chianti is known as the gateway to Chianti and is filled with medieval...

Vote in the British Travel Awards for your chance to win great prizes

Vote in the British Travel Awards for
your chance to win great prizes

Vote now

Subscribe to our latest deals & offers

Vote today
×

Be a winner!

Lots of great prizes to be won

Vote for Cottages.com in the British Travel Awards Vote today
×