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.
742 cottages are available
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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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  • Bilo 2

    Alberobello

    Grade
    2
    1
    0
    1
    Ref: ISA174

    This pleasant air-conditioned apartment with its own entrance is set in a holiday village with several other apartments. The buildings have been meticulously renovated, preserving the original structure of an old building and providing an intimate and historic stay for couples. A large living room is shared between the apartments. It is set within the picturesque village of Alberobello, a UNESCO World Heritage Site, in the heart of Apulia. The town looks like a small hamlet with its typical features of Apulian town centres including its whitewashed stone walls. For easy access to neighbouring towns, the train station is just 50 metres away. The property is also 35km from the coast with its beautiful beaches, 9km from Locorotondo, 32km from Ostuni, 60km from Bari (airport) and 70km from Brindisi (airport).

    Step to entrance. Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet. Tiled floors throughout.

    CH. Elec hob. Fridge. Wi-fi. Parking (1 car).

    • Distance to Alberobello 5m
    • Distance to beach 35km
    • Nearest facilities 5m
    • Nearest airport Bari

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  • Apartment F

    Gambassi Terme

    Grade
    2
    1
    1
    1
    Ref: ITN234

    Basking in the Tuscan sunshine this rural complex is only 2km from the centre of Gambassi Terme, a small town situated between the provinces of Florence and Siena. In a lovely quiet position with panoramic views over the valley, offering two ground floor apartments ITN234 and ITN237, part of a group of six, each is pleasantly furnished, well equipped and with a private sitting area. The beautiful, irregularly shaped outdoor swimming pool is shared with the other apartments, and there are 2 shared barbecues situated in the well-kept and completely fenced, shared outdoor area. San Gimignano is only 18km away, Volterra 27km, and the beautiful cities of Florence and Siena 50km.

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

    Central heating. Satellite TV. Gas hob. M/wave. Shared w/machine. D/washer. Shared garden and furniture. Sitting-out area and furniture. Shared grounds. Shared BBQ. Ample parking. Shared outdoor swimming pool (102m², open May-Sep). NB: Steps and drops in grounds.

    • Distance to Gambassi Terme 2km
    • Nearest facilities 2km
    • Nearest airport Florence

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  • Apartment 16A

    Montaione

    Grade
    2
    1
    0
    1
    Ref: ITN169

    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.

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

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

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  • Calicanto 5

    Colognola ai Colli

    Grade
    2
    1
    0
    1
    Ref: IVC480

    This pretty holiday apartment forms part of a grand ancient villa with properties IVC127, IVC477, IVC403. The accommodation is situated in the Veneto countryside, near a town, at the foot of a hill and overlooks the farmed plain. The property includes a large outdoor swimming pool that is shared with the other apartments, and guests encouraged to explore the surrounding area. Located just 18km from Verona, a popular city famous for the arena where large concerts are now held. Gardaland amusement park is 40km away.

    Living/dining room/kitchen. 1 double bedroom. Bathroom with shower attachment, bidet and toilet.

    CH and air conditioning. Cot. Gas/elec cooker. W/machine. D/washer. Internet connection. Shared garden with furniture. Parking (1 car). Shared outdoor swimming pool (85m²), open Jun-Sep. NB: Drops near to pool area.

    • Distance to Verona 18km
    • Distance to Vicenza 39km
    • Nearest facilities

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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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  • 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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  • 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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  • 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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  • Abate

    Venice

    Grade
    2
    1
    0
    1
    Ref: IVV155

    This charming and cosy apartment (45m²) is located on the second floor of a Venetian Palazzo, a few steps from the famous church of La Salute. This very bright apartment consists of an open-plan living/dining area with kitchen, a double bedroom and a bathroom, and is equipped with air conditioning and heating. Perfectly set in the ‘City of Art’, this property makes the perfect retreat for two to explore the beautiful surrounding area.

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

    CH. Colour TV (Italian channels only). Gas cooker. M/wave. W/machine. T/dryer.

    • Distance to Venice 5m
    • Nearest facilities 500m
    • Nearest airport Venice Marco Polo

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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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