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.
739 cottages are available
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  • Apartment Pistoia

    San Felice Pistoia

    Grade
    2
    1
    1
    1
    Ref: ITT116

    This contemporary and comfortable holiday apartment is in an historical villa dating back to the 19th-century, with an Italian style garden in front of the entrance. From the terrace you can admire the panoramic views over the fascinating town of Pistoia, 5km. The town features not only numerous monuments from the Roman and Renaissance period, but also a cathedral with one of the most beautiful squares in Italy, and also hosts a number of musical and cultural events. The villa has been converted into 14 separate apartments, but only 4 of the apartments are inhabited, and the villa benefits from shared outdoor swimming pool. The village of San Felice is on the road which connects Pistoia and San Mommè, and is near the banks of the River Ombrone. The imposing Villa Colonna Viarelli dates from the 18th-century and dominates the village, while not far away is the Church of San Felice, which is dedicated to the Saint of Pistoia.

    Living/dining room/kitchen. Galleried bedroom with double bed. Shower room with toilet. Beams and tiled floors throughout.

    CH. Cot. Satellite TV. DVD. Electric hob. M/wave. W/machine. Shared garden with sitting-out area and furniture. BBQ. Parking (2 cars). Shared outdoor swimming pool (84m², open Jun-Sep). NB: Steps to entrance. Open-tread turning stairs to galleried area. Slopes and steps in grounds.

    • Distance to Pistoia 5km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Apartment C

    San Gimignano

    Grade
    2
    1
    0
    1
    Ref: ITN107

    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, outdoor swimming pool (72m²) awaits after a busy day exploring the hills and vales and the amazing, Tuscan towns and villages.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet. All rooms with beams and tiled floors.

    Central heating. Electric cooker. Lawned garden with sitting-out area and furniture. Parking (1 car). Shared, outdoor swimming pool (72m² open mid Jun-mid Sep). NB: Drops within grounds.

    • Distance to San Gimignano 1km
    • Nearest facilities 4.5km
    • Nearest airport Florence

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  • Montignano 5

    Poggibonsi

    Grade
    2
    1
    0
    1
    Ref: ITC402

    This beautiful farmhouse is located in the heart of the Chianti region and has been divided into 5 nice apartments. In this holiday apartment, guests can enjoy a great view of the surrounding landscape and there is also a shared swimming pool. The surrounding areas are full of oak forest, vineyards and olive trees. Within Poggibonsi, visitors can enjoy the history of the location, since the area has been inhabited since the Stone Age. To add to the adventure, Siena and Florence are only a train ride away.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Open fire in living room. CH. Satellite TV. Gas cooker. W/machine. D/washer. Garden. Shared grounds and furniture. Shared BBQ. Parking (1 car). Shared swimming pool (72m²), open May - Sept. NB: Property accessed by a 1.8km steep unpaved road. Steps in grounds.

    • Distance to Poggibonsi 6km
    • Nearest facilities 6km
    • Distance to Florence 41km

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  • Jacopo 4

    Ronchi Marina di Massa

    Grade
    2
    1
    2
    1
    Ref: ITV708

    This complex of holiday apartments is situated in a residential area in Ronchi in Versilia. It comprises of 14 apartments, 8 of which are offered here. They are conveniently set a few metres from the sea. Nearby there are restaurants, shops, tennis court, beaches and an outdoor swimming pool, with riding stables, 4.5km and a golf course, 7km. They enjoy views of the pine forest and hills. The properties each have parking, shared grounds, reception area with a small bar, large shared terrace with tables, chairs, armchairs and TV, a children’s play area and a shared laundry. There is also a private outdoor space for each apartment, consisting of a terrace or balcony, equipped with table and chairs. Enjoy day trips to Forte dei Marmi, 5km, Massa, 6km, Pietrasanta, 12km, Lerici and Liguria, 26km, Lucca and Pisa, 40km. The owner lives on site and is on hand should you need assistance or advice during your stay.

    All on first floor: Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet.

    Elec heating. Cot and h/chair on request. Satellite TV. Elec cooker. M/wave. Shared laundry with w/machine and t/dryer. Wi-fi. Shared grounds. Balcony and furniture. Parking (1 car). No smoking.

    Distance to shops 3km. Distance to beach 80m. Nearest amenities 100m

    • Nearest airport Pisa

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  • Acone 3

    Rufina

    Grade
    2
    1
    1
    1
    Ref: ITF665

    This beautiful farmhouse is divided into six sumptuous apartments, near to a magnificent hillside setting. This is a peaceful location with uninterrupted views over the Tuscan hills. The owners, a very welcoming couple, live in another farmhouse 900m from the property, and will welcome you with a good bottle of Vin Santo. The residents of Vista Bella share a splendid oval-shaped swimming pool with a magnificent, sunny terrace equipped with garden furniture. Each apartment also has its own private, outdoor terrace. The owner organises a small festival to celebrate the wheat harvest in the last week of July, with a parade of tractors and combine-harvesters. The owner also has a riding school with 16 horses and an instructor, and can organise riding lessons and rides with overnight stops through the vast, 120 hectare estate or wine tastings of the local Chianti Rufina wine and cooking lessons. Meals made of the local produce, which is conserved in the farm’s authentic 11th-century cellar, can be arranged on request (lunch and dinner on the night of arrival).

    Steps to entrance: Ground floor: Dining room/kitchen. Shower room with bidet and toilet. Galleried area with 1 double bed.

    Open fire in dining room. CH. Gas cooker. Shared garden and furniture. Shared BBQ. Parking (1 car). Shared swimming pool (392m²), open May – Sept. Pet free of charge. NB: Steps and slopes in grounds.

    • Distance to Rufina 7km
    • Nearest facilities 500m
    • Distance to Florence 20km

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  • Camelia

    Greve in Chianti

    Grade
    2
    1
    0
    1
    Ref: ITC138

    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 buildings to enjoy on peaceful walks.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Gas CH. Gas/elec cooker. Shared w/machine and t/dryer. Internet connection. Tel. Shared garden and furniture. Parking (1 car). Shared swimming pool (98m²), open mid-May - mid Sep. NB: Access to property by an unmade road.

    • Distance to Florence 30km
    • Nearest facilities 7km
    • Distance to Arezzo 75km

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  • Apartment 6

    Arezzo

    Grade
    2
    1
    1
    1
    Ref: ITA887

    These three cosy air-conditioned apartments (ITA887, ITA888 and ITA889) 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 making easy access to an abundance of towns, villages and sights throughout the region. Lake Trasimeno, which is Italy’s fourth largest lake, is approximately a 1-hour drive away, offering a variety of water sports including swimming, windsurfing or sailing. After a day of exploring this amazing region, guests can relax in and around the lovely shared outdoor swimming pool.

    All on first floor: Kitchen/dining room with tiled floor. 1 double bedroom. Shower room with bidet and toilet.

    Gas heating. Satellite TV. Elec hob. M/wave. Shared w/machine and t/dryer. Fridge. Wi-fi. Shared garden with sitting-out area and furniture. On-site parking. Shared outdoor swimming pool (72m² open May-Sep) with outdoor shower. NB: Steps and slopes in grounds.

    • Distance to Arezzo 4km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Casa Piscina

    Seggiano

    Grade
    2
    1
    1
    1
    Ref: ITG158

    This holiday property, built with natural stone, has the look and feel to make it seem like home. The property, close to the owner’s home, comes with a covered terrace, swimming pool and sunny terrace. The location is ideal for those looking for relaxation as the property is surrounded by beautiful scenery of the countryside of Seggiano. Seggiano is covered in history and culture, as well as vast countryside and rolling hills. Due to this, it’s great for long walks and to take in the country air, without being that far from Siena, roughly 70km away.

    All on ground floor: Living room/dining room/kitchen. 1 double bedroom. 1 shower room with bidet and toilet.

    Woodburner in living room. CH. Satellite TV. DVD. Gas/elec cooker. Garden with terrace and furniture. Parking (1 car). Shared swimming pool (55m²), open mid-May - mid-Oct.

    • Distance to Siena 70km
    • Nearest facilities 1.5km
    • Distance to Florence 100km

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  • Apartment 16B

    Montaione

    Grade
    2
    1
    0
    1
    Ref: ITN170

    In a countryside setting, these beautiful apartments are located in a peaceful and panoramic location on the hills, near the village of Montaione. The discreet owner lives on-site. They are perfectly located just 20 minutes away from San Gimignano. In the surrounding area you can discover other historical villages such as Certaldo and Volterra. The hamlet has a small restaurant where guests can sample typical Tuscan food. Guests can purchase local produce, such as oil and wine, which is produced on the spot locally by the local farm. The apartments area accessed by an unmade road.

    All on first floor: Living room. Dining room/kitchen. 1 double bedroom. Shower room with toilet. Beams and tiled floor throughout.

    Central heating. Gas cooker. Shared washing machine. Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (105m²), open May-Sep. NB: Steps and slopes in grounds.

    • Distance to Montaione 2km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Casinanova 1

    Volterra

    Grade
    2
    1
    1
    1
    Ref: ITN116

    This ground floor holiday property is set in a picturesque location, 30km from the walled town of San Gimignano with its fountains, towers and medieval architecture, and the city of Siena is 50km away, with its large piazzas, gothic cathedral and many museums, shops and places to wine and dine. The owners conveniently live on-site, and they produce their own wine and olive oil within the grounds. From the doorstep, guests can enjoy scenic walking excursions on the ancient Etruscan paths.

    All on ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    CH. Elec hob. W/machine. Shared grounds with terrace and furniture. Parking (1 car).

    • Distance to San Gimignano 30km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Vista Collina

    Camaiore

    Grade
    2
    1
    0
    1
    Ref: ITV433

    This small cosy flat set beside a manor villa, which is inhabited by the owners, in an exceptionally beautiful position set on a hillside dominating over the Versilia plain. Panoramic view with the sea in the background and on clear days it is possible to see Corsica. Outdoor green areas shared with the owners. Within this property guests have been reserved the use of equipped, covered, panoramic veranda (10 m2) and the above ground swimming pool (3x7). The holiday home is just 3 km from grocery shops, 6 km the beaches of Marina di Pietrasanta, 10 km Forte dei Marmi, 20 km Lucca, 30 km Pisa, 85 km Florence.

    Steps to entrance. All on one level: Living room with double sofa bed/kitchen. Shower room with toilet.

    Open fire in living room. CH. Satellite TV. Gas/elec cooker. W/machine. Balcony and furniture. Parking (1 car). Swimming pool (21m²), open May-Sept. NB: Steps and drops in grounds. Steps to pool area.

    • Distance to Monteggiori 3km
    • Nearest facilities 3km
    • Distance to the beach 6km
    • Distance to airport 45km

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  • Sangiovese 1

    San Donato in Poggio

    Grade
    2
    1
    0
    1
    Ref: ITC617

    This ground floor holiday apartment forms part of an ancient farmhouse in the Chianti hills with 5 other properties (ITC638, ITC637, 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 and shared use of the outdoor swimming pool. Completely fenced-in and made even more beautiful by blooming plants, the property includes a pretty lawn with garden furniture. Ideal location for exploring Florence and Siena.

    Steps to entrance: All on ground floor: Living/dining room/kitchen. 1 double bedroom. Bathroom with shower over bath and toilet.

    CH. Cot. Cooker. W/machine. Shared garden and furniture. Shared BBQs. Parking (1 car). Shared outdoor swimming pool (18m x 8m), open mid May-mid Sep.

    • Distance to San Donato in Poggio 1.5km
    • Distance to Florence 20km
    • Nearest facilities 1.5km
    • Nearest airport Florence

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