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.
738 
Add a date to get better results
default
  • San Donato in Poggio, Tuscany
    San Donato in Poggio, Tuscany×

    Sangiovese 2

    San Donato in Poggio, Tuscany

    3
    2
    1
    0
    Ref: ITC623
    Key Features:
    - Swimming pool - Car parking on site - Enclosed Garden / Patio - Garden / Patio
    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC617, ITC637, ITC631 and ITC635)
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC617, ITC637, ITC631 and ITC635). Surrounded by vineyards and olive trees, it has been carefully decorated and furnished. The architectonic characteristics that have made this corner of Tuscany famous throughout the world have been conserved through the stone walls, windows and arches of the loggias. The property benefits its own terrace with barbecue and...

  • San Gimignano, Tuscany
    San Gimignano, Tuscany×

    Il Focolare

    San Gimignano, Tuscany

    3
    2
    1
    1
    Ref: ITN155
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Rural Location - Open Fire
    Surrounded by hills and vineyards, this apartment is set in a stunning location, and there is use of an outdoor swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Located near the beautiful medieval town of San Gimignano is this beautiful estate consisting of two buildings, which were divided into 9 apartments. Accessed by a rough track, the facility is located in a peaceful setting in an elevated location, with views of the surrounding hills and vineyards. The owner conveniently lives on-site, and guests to this holiday apartment have access to the lovely grounds, shared outdoor swimming pool and barbecue area. The world-famous walled town of...

  • Capolona, Tuscany
    Capolona, Tuscany×

    Woodland View

    Capolona, Tuscany

    3
    2
    1
    1
    Ref: ITA705
    Key Features:
    - Luxury Property - Wifi - Car parking on site - Pets go free - Garden / Patio - Open Fire
    An ideal destination for those wanting to spend a holiday in a small paradise. This property is tastefully furnished throughout and enjoys a hillside position.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    An ideal base for guests who want to spend a nice holiday in their own littlel paradise. This beautiful Italian property is set in a quiet hillside position, located about 1km above Capolona /Subbiano. The living room boasts an open fireplace and leads out to the covered terrace. Guests are spoilt for choice with outdoor spaces to relax in with another terrace situated on the rear side of the house, and the grounds include a large natural plot with various romantic seats, as well as...

  • Bonassola, Liguria
    Bonassola, Liguria×

    Il Vecchio Fienile

    Bonassola, Liguria

    3
    2
    1
    0
    Ref: ILL376
    Key Features:
    - Coastal Property - Wifi - Coast within 1 mile - Garden / Patio
    Minutes from the beach, this detached property has wonderful views and is an ideal base for exploring the Cinque Terre area.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These lovely holiday properties are 250m (835 feet) above sea level with stunning views and are just a few minutes from the beach. Casa degli Ulvi (ref ILL377) is an elegant and comfortable home with refined furniture, paintings, tapestries, a bookcase filled with Italian and English literature and a large stone fireplace - all elements which make it an ideal dwelling for all seasons. Located on the first floor of a former farmhouse built in 19th century, the residence is in fact...

  • Castelnuovo D’Elsa, Tuscany
    Castelnuovo D’Elsa, Tuscany×

    Ginestra 1

    Castelnuovo D’Elsa, Tuscany

    3
    2
    2
    1
    Ref: TV092
    Key Features:
    - Swimming pool - Pets go free - Garden / Patio
    A beautiful wine and olive producing estate lying in a wonderful 300 hectare estate of vineyards and olive groves, woodland and lakes, at the heart of which lies an ancient castle and its traditional farmhouses, with origins dating back 1000 years
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Surrounded by vineyards & olive groves

    A beautiful wine and olive producing estate lying in a wonderful 300 hectare estate of vineyards and olive groves, woodland and lakes, at the heart of which lies an ancient castle and its traditional farmhouses, with origins dating back 1000 years. In this charming natural setting, discerning guests are welcomed to a selection of perfectly kept holiday apartments situated in the old castle. Restored in keeping with their Tuscan traditions,...

  • , Tuscany
    , Tuscany×

    San Giustino

    , Tuscany

    3
    2
    1
    0
    Ref: ITA205
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    Relax on the sun terrace or take a morning dip in the amazing, shared, outdoor swimming pool.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These 2, well-appointed apartments share panoramic views over to Valdarno and towards the Chianti Hills. Baciano Apartment (ITA206) boasts a ground floor position whilst Apartment Piccolo (ITA205) is on the first floor, although access is gained via 2 steps from the side of the property. There is a private outdoor area with garden furniture for each apartment. The barbecue, large outdoor swimming pool with sun terraces, a common room and 10km² of grounds are shared with 3...

    Baciano Apartment
    3
    1
    1
  • Balestrate, Sicily
    Balestrate, Sicily×

    La Mimosa

    Balestrate, Sicily

    4
    2
    1
    0
    Ref: ISS664
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio
    This beautiful holiday apartment is located on the 1st floor of the owners renovated farmhouse, immersed in the Sicilian countryside, and which is part of a winery
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This beautiful holiday apartment with air-conditioning is located on the 1st floor of the owners renovated farmhouse, immersed in the Sicilian countryside, and which is part of a winery. Guests will have access to a shared pool from which a beautiful view of the sea and surrounding landscape can be enjoyed. Located 4km from Balestrate and from its fantastic beach, this property is ideal for that perfect getaway in the sun.

    The nearest airport is Palermo.

    All on first...

  • Montaione, San Gimignano, Tuscany
    Montaione, San Gimignano, Tuscany×

    Scipione-Podere Moricci

    Montaione, San Gimignano, Tuscany

    4
    2
    2
    0
    Ref: ITN181
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Garden / Patio - Rural Location
    This apartment is in an ideal location for exploring the Tuscan countryside.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These eight holiday apartments are situated in a renovated manor house of an estate located on part of the Via Francigena, which passes through the village of Montaione. ITN176, ITN177, ITN178, ITN181 are on the ground floor, while ITN179, ITN180 and ITN182 are on the first floor, and ITN183 spans over two floors. The estate consists of a farmhouse and barn, dating back to the 18th-century, and it is preserved in the typical Tuscan style, with its hillside location surrounded by...

    Andrea-Podere Moricci
    6
    2
    2
    Vincenzo-Podere Moricci
    4
    2
    2
    Alessandro-Podere Moricci
    5
    2
    2
    Flaminia-Podere Moricci
    6
    2
    2
    Ginevra-Podere Moricci
    6
    2
    2
    Maddalena-Podere Moricci
    3
    1
    1
    Virginia-Podere Moricci
    8
    2
    2
  • Monte San Savino, Tuscany
    Monte San Savino, Tuscany×

    Palazzuolo

    Monte San Savino, Tuscany

    4
    2
    1
    1
    Ref: ITA210
    Key Features:
    - Wifi - Swimming pool - Car parking on site - Pets go free - Garden / Patio - Rural Location - Open Fire
    Relax around the outdoor swimming pool at this comfortable, family holiday home.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This comfortable and tastefully decorated holiday home with air-conditioning is ideally situated on the hills between Siena and Arezzo, about 10km from Monte San Savino. Bordering a forest and close to a small hamlet, it’s a perfect location to relax and unwind. You can enjoy the sun by the outdoor swimming pool, where there is also a shower available, or relax in one of the many shaded seating areas in the small garden. There is access to an additional terrace from the first...

  • Caorle, Veneto
    Caorle, Veneto×

    Caorle 2

    Caorle, Veneto

    4
    2
    2
    0
    Ref: IVC466
    Key Features:
    - Coastal Property - Swimming pool - Enclosed Garden / Patio - Garden / Patio
    This holiday apartment, one of six similar properties, is located in a restored barn, and is situated in fertile countryside near the sea
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This holiday apartment with air-conditioning, one of six similar properties, is located in a restored barn, and is situated in fertile countryside near the sea. All six apartments share the large loggia on the ground floor and have a wide view of the surrounding area. The location itself is very peaceful and has a welcoming atmosphere. Around the organic farm, there is a lovely garden with a large lawn and swimming pool. Indoors, the apartment is comfortably furnished in rustic style...

  • San Donato in Poggio, Tuscany
    San Donato in Poggio, Tuscany×

    Sangiovese 5

    San Donato in Poggio, Tuscany

    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 properties (ITC638, ITC617, ITC623, ITC631 and ITC635)
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This first floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC617, ITC623, ITC631 and ITC635). Surrounded by vineyards and olive trees, it has been carefully decorated and furnished. The architectonic characteristics that have made this corner of Tuscany famous throughout the world have been conserved through the stone walls, windows and arches of the loggias. The property benefits from beautiful views of the countryside...

  • San Marco di Castellabate, Campania
    San Marco di Castellabate, Campania×

    San Marco Apartment 1

    San Marco di Castellabate, Campania

    4
    2
    1
    0
    Ref: IKC475
    Key Features:
    - Coastal Property - Coast within 1 mile - Garden / Patio
    With views towards the ancient church of Saint Mark this lovely apartment is perfectly placed for enjoying a beautiful sandy beach just 200m away.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    These holiday apartments are located in the historic centre of San Marco di Castellabate, with views towards Castellabate village marina. San Marco di Castellabate is one of the most beautiful towns in Italy located in the National Park of Cilento and Vallo di Diano. The accommodation consists of a first floor apartment (IKC475), with two bedrooms, kitchen, bathroom and a small balcony overlooking the ancient bell tower of the Church of Saint Mark the Evangelist, and a second floor...

    San Marco Apartment 2
    4
    2
    2
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

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

Subscribe to our latest deals & offers

Vote for us today
×

Be a winner!

Lots of great prizes to be won

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