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.
836 cottages are available
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  • Vacanza Valentia

    Todi

    Grade
    2
    1
    0
    1
    Ref: IUP351

    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.

    Living room. Dining room/kitchen. 1 double bedroom. Bathroom with bidet and toilet.

    CH. CD. Gas/electric cooker. Shared w/machine and t/dryer. Garden and furniture. Shared natural grounds. Parking (1 car). Shared outdoor swimming pool (72m²) with shower, open May-Sept. No smoking. NB: Property is accessed via a 300m rough track. Turning stairs in property. Slopes in grounds.

    • Distance to Todi 7km
    • Nearest facilities 3km
    • Nearest airport Perugia.

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  • Apartment 9

    Arezzo

    Grade
    2
    1
    1
    1
    Ref: ITA889

    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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  • 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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  • Fienile-Sobborgo Camparboli

    Asciano

    Grade
    2
    1
    0
    1
    Ref: ITS153

    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 Siena, Arezzo, Florence and Montalcino.

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

    CH. Cot. Satellite TV. Gas hob. Garden with terrace and furniture. Parking (1 car). Shared swimming pool (72m²), open May-Sep. NB: Steps in grounds.

    • Distance to Siena 25km
    • Distance to Arezzo 66km
    • Nearest facilities 200m
    • Nearest airport Siena

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  • Balconata 15

    Rome

    Grade
    2
    0
    0
    1
    Ref: IRU231

    This holiday apartment is set on a farm in the Roman countryside, in a flat area surrounded by greenery. The property, accessed by a gravel road, consists of 13 apartments and the owners live in a wing of the villa. On the estate, dairy cattle are bred and fodder crops (maize, grass) and extensive cereal crops (wheat) are cultivated. On site is a large garden, an outdoor swimming pool, a children’s play area and even a private chapel, which are shared among all guests. There is a riding stable and polo field in the immediate vicinity, Albano Lake is 15km and the city of Rome is 30km.

    External stairs to entrance. All on first floor: Living room with double sofa bed/dining room/kitchen. Shower room with bidet and toilet.

    CH. Cot. H/chair. Satellite TV. Electric hob. Wi-fi. Shared garden and furniture. Shared BBQ. Parking (1 car). Shared outdoor swimming pool (40m², open Jun-Sep). No smoking.

    • Distance to Pantano Borghese 1km
    • Nearest facilities 1km
    • Nearest airport Rome

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  • Monastero 3

    Colle Val d’Elsa

    Grade
    2
    1
    1
    1
    Ref: ITN485

    This ancient, 17th-century convent has been restored and divided into 10 holiday apartments, and is situated 1km from centre of the medieval town of Colle Val d’Elsa. The apartments are equipped with comfortable, rustic-style furniture. Guests can enjoy walks through the beautiful wooded hillside. On site visitors have shared use of the outdoor swimming pool with changing room. San Gimignano is 12km, Siena 20km, Volterra 28km, Florence 45km and 70km from the Tyrrhenian Sea. Although the apartments are independent, they are accessed via a shared room with a fireplace.

    All on ground floor: Living room with 2 single beds/kitchen. Shower room with toilet.

    Central heating. Satellite TV. Gas cooker. Shared laundry room with w/machine. Wi-fi (in communal area). Shared grounds and furniture. Parking (1 car). Shared outdoor swimming pool (98m²) open May-Sep.

    • Distance to Colle Val d’Elsa 1km
    • Nearest facilities 1km
    • Nearest airport Florence

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  • Vittoria 3

    Ronchi Marina di Massa

    Grade
    2
    1
    2
    1
    Ref: ITV700

    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 ground 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. Shared laundry with w/machine and t/dryer. D/washer. Wi-fi. Shared grounds. Terrace 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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  • Tiberio

    Rome

    Grade
    2
    1
    0
    1
    Ref: IRU227

    Set in a farm located in the Roman countryside and surrounded by greenery, this property consists of 13 holiday apartments, with the owners living in a wing of the villa. The property shares a large garden with tables, chairs, BBQ, pool and children’s play area. There are riding stables and a polo field in the immediate vicinity. Albano Lake is 15km and Rome is 30km away. On the estate, dairy cattle are bred and fodder crops (maize, grass) and extensive cereal crops (wheat) are cultivated. In the complex there is also a private chapel.

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

    CH. Cot. H/chair. Elec hob. Wi-fi. Shared garden and furniture. Shared BBQ. Parking (1 car). Shared outdoor swimming pool (40m²), open Jun - Sep. No smoking. NB: Access via a gravel road.

    • Distance to Pantano Borghese 1km
    • Nearest facilities 1km
    • Nearest airport Rome

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  • La Guardiola

    Riva del Garda

    Grade
    2
    1
    0
    1
    Ref: IVG246

    This cosy air-conditioned holiday property, within the grounds of the owners’ beautiful villa dating back to the 19th century in Riva del Garda, is only 700m from Lake Garda. Beautiful panoramic views over the Dolomites and a glimpse of the lake can be enjoyed from most rooms in the property, as well as from the lovely garden. Step down into the romantic private English-style garden of with agave and palm trees, as well as some garden furniture, ideal for outdoor dining. The area is great for visiting not only the picturesque Riva del Garda, but also the beautiful Limone sul Garda (11km) where you can visit the lemon orchard ’Limonaia del Castel’ in the historical centre. For motorcyclists and car drivers, travel on the ’forra road’ in Tremosine (19km), an incredibly scenic drive in the heart of the Alto Garda Natural Park, overlooking the west shore and offering breathtaking views. For mountain lovers, visit Madonna di Campiglio (65km) or closer to home, the pearl of the Dolomites, which is also ideal for winter sports, paragliding, trekking, hiking and mountain biking. At about 2km, guests can enjoy the pier, which also has ferries to other resorts on the lake.

    External stairs to first floor entrance: Galleried living/dining room. Kitchen with beams. Open-tread, turning stairs to ground floor: 1 double bedroom (no door) with beams and en-suite shower room with bidet and toilet.

    Open fire in living room. Central heating. Cot. H/chair. Gas/electric cooker. M/wave. D/washer. Fridge. Wi-fi. Garden with terrace and furniture. On road parking. No smoking. NB: External steps down to garden. Steps and uneven surfaces in grounds.

    • Distance to Riva del Garda 5m
    • Nearest facilities 100m
    • Nearest airport Verona

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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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  • Sanlucchese 4

    Poggibonsi

    Grade
    2
    1
    1
    1
    Ref: ITC525

    This charming single-storey farm building is part of a grand farmhouse complex. Furnished and decorated to a good standard, there is a satellite TV and private outdoor area with furniture. The complex, which is accessed via a 1km rough track, also comprises of a small 18th-century church, a hayloft (ref ITC829) another independent farm building (ref ITC907) and the main farmhouse building (ref ITC952) which is also home to the owner. Set in a beautiful position amid the hills just outside of Poggibonsi where there are all kinds of shops. There are many places to visit nearby including San Gimignano and Siena, both 12km and Florence 40km.

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

    CH. Cot on request. Satellite TV. Cooker. Shared w/machine. Lawned garden with furniture. Shared grounds. Parking (1 car). Pet free of charge. NB: Steps and drops throughout garden.

    • Distance to Poggibonsi 3km
    • Distance to Siena 12km
    • Nearest facilities 3km
    • Nearest airport Siena

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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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