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.
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  • Canonica 15

    Certaldo

    Grade
    2
    1
    0
    1
    Ref: ITF217

    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 local specialities, and horse riding lessons are also available on request. The beautiful art cities of Florence and Siena are easily reached by car and are worth spending the day exploring. This is the perfect location for enjoying a relaxing holiday in beautiful countryside. Please note: Accommodation is allocated on arrival and layout may vary.

    Living/dining room/kitchen. 1 double bedroom. Shower room with toilet.

    Central heating. Satellite TV. Electric cooker. Shared w/machine and t/dryer. Fridge. Wi-fi. Shared grounds and furniture. Parking (2 cars). Shared outdoor swimming pool (162m², open May-Sep). NB: Steps in grounds.

    • Distance to Certaldo 1km
    • Nearest facilities 5m
    • Nearest airport Florence

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  • Apartment Ghibellina

    Florence

    Grade
    2
    1
    0
    1
    Ref: IF014

    Ideal for city breaks

    This lovely top floor apartment is situated in the heart of Florence, 5 minutes’ walk from the Piazza Signoria and Duomo. The property has been charmingly restored with exposed beams and terracotta floors. The furniture is antique in style with artisan wrought iron sofa and bedstead, hand-sewn linen, curtains and cushions, hand-painted ceramic dishes and vases and porcelain china. Original oil paintings and etchings adorn the walls. The pretty living room has delightful views over flower-filled terraces and rooftops. The bedroom has views of the top of the Duomo and of Fiesole hill. Ponte Vecchio is only 500m away. If you hire a car, you can make excursions outside the city.

    Steep open-tread stairs to entrance. All on fourth floor (via communal stairs): Living/dining room/kitchen. 1 double bedroom (or twin on request). Shower/WC.

    CH. Digital TV. CD. Gas hob. Elec oven. W/machine. Garage parking available opposite in Via Ghibellina on request. No smoking. No children. NB. Property is not suitable for those with walking difficulties or children due to the climb to the top floor.

    • Distance to Central Florence 20m
    • Distance to Ponte Vecchio 500m
    • Distance to Uffizzi Art gallery 500m
    • Nearest facilities 50m
    • Nearest airport Florence

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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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  • 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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  • 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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  • 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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  • Iris

    Volterra

    Grade
    2
    1
    1
    1
    Ref: ITN102

    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.

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

    CH. Satellite TV. Gas cooker. Shared garden. Parking (1 car). Shared swimming pool (72m²). Pet free of charge. NB: Steps and sloping banks in garden.

    • Distance to Volterra 4km
    • Nearest facilities 4km
    • Distance to the beach 40km

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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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  • 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 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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  • 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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  • 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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