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.
728 cottages are available
Book 2017 now for only £25 Low Deposit* Last chance for a great summer deal – of school holidays remaining £50 low deposit on 2016 festive breaks – nothing more to pay until 21st October 2016*
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  • Ca da Suntina

    Cembrano Maissana

    Grade
    6
    2
    0
    2
    Ref: ILL366

    This elegant holiday apartment, converted from an ancient farmhouse, is situated in an old, Etruscan hamlet, in the centre of the Ligurian Riviera di Levante, 27km from the famous Sestri Levante and 44km from the Cinque Terre. The apartment has its own entrance and enjoys wonderful views over the valley from the partly fenced terrace which is equipped for outdoor dining. This apartment is in an ideal position for excursions to the famous bays ‘Baia del Silenzio’ and ‘Baia delle Favole’. Discover the Cinque Terre, the city of art and culture of Genoa, 60km, the smart Portofino, 40km and Varese Ligure, 3km, for sports enthusiasts such as trekking, mountain biking, horse riding, tennis and golf. 6km away you will find an adventure park and 27km away, along the road which leads to the Cinque Terre, you will find an interesting outlet.

    Steep turning stairs to entrance (no handrail). First floor: Living room with 2 single sofa beds/dining room/kitchen. 1 twin bedroom. Bathroom with toilet. Ground floor: 1 double bedroom. Shower room with toilet. Tiled floor throughout. Sloping ceilings with beams on first floor.

    Woodburner in living room. CH. Cot. H/chair. Satellite TV. Gas/elec cooker. W/machine. Internet connection. Terrace and furniture. On road parking. No smoking. NB: Steps to terrace from ground floor.

    • Distance to Sestri Levante 26km
    • Distance to beach 26km
    • Nearest facilities 3km
    • Nearest airport Genoa

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  • Villa Fiorentina

    Castaglione Fiorentino

    Grade
    6
    3
    0
    2
    Ref: ITA921

    This lovely holiday home has breathtaking views of the medieval city of Castiglione Fiorentino and is set in the lovely hills, surrounded by olive groves and trees. The picturesque views over the valley can be admired from the large garden, swimming pool and terrace area where you can relax and enjoy the sunny days and evenings the region is famous for. The region has many cultural and historical gems for you to discover and enjoy. Castiglione Fiorento is only 3km away, Cortona, 12km, Arezzo, 18km, all are worth a visit. Enjoy a couple of daytrips to Lake Trasimeno, 48km, Siena, 63km, Montepulciano, 41km, and even Florence, which is 94km away.

    All on ground floor: Living/dining room/kitchen with wooden floor. 3 bedrooms: 2 double. 1 bunk. Bathroom with bidet and toilet. Shower room with bidet and toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/electric cooker. M/wave. W/machine. Fridge. Wi-fi. Garden and furniture. Terrace. BBQ. Parking (3 cars). Private outdoor swimming pool (55m², open Jun-Sep).

    • Distance to Castiglione Fiorentino 3km
    • Nearest facilities 3km
    • Nearest airport Perugia

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  • Chiesina 2

    Colle Val d’Elsa

    Grade
    6
    2
    0
    1
    Ref: ITN420

    This beautiful stone farmhouse has been restored and is situated amidst the green hills surrounding Siena in a quiet and panoramic location. ITN419 and ITN420 are part of a complex of 6 apartments, all of which are tastefully furnished in a traditional style. The apartments have shared use of garden, shared outdoor swimming-pool (max depth 2m), and shared barbecue. Le Grazie with grocery shops is 3km, while Colle Val d’Elsa with a range of shops is 6km, San Gimignano, 12km, and the historic cities of Siena, 20km and Florence 40km away.

    All on ground floor: Living room with double sofa bed. Kitchen/dining area. 2 bedrooms: 1 double, 1 twin. Shower room with toilet.

    Open fire in lounge. Open fire in kitchen. Central heating. Cot on request. Satellite TV. Gas/electric cooker. W/machine. D/washer. Shared garden with sitting-out area and shared furniture. Shared grounds. Shared BBQ. Parking. Shared outdoor swimming pool (72m², open May-Sep). NB: Accessed by uphill dirt road.

    • Distance to Colle Val d’Elsa 6km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Poggio Pasquale 17

    Vitorchiano

    Grade
    6
    3
    1
    2
    Ref: IRU207

    This delightful, air-conditioned holiday property is situated on a hill in the residential area of the picturesque medieval village of Vitorchiano. The property enjoys fantastic views including a 360° view of Montefiascone. There is a large garden with a covered terrace, sitting-out area, childrens swings and a swimming pool. Ideally located for exploring Umbria and Lazio. Historic Viterbo is nearby, with its characteristic medieval quarter San Pellegrino. The area is known for its white wine production and Orvieto is a short drive for restaurants, sightseeing and direct trains to Rome.

    8 steps to entrance. All on ground floor: Living/dining room with patio doors. Kitchen. 3 bedrooms: 2 double, 1 twin. Bathroom with bath, shower cubicle and toilet. Shower room with toilet.

    Open fire in living room. CH. T/cot. H/chair. Two Satellite TVs. DVD. Gas/electric cooker. M/wave. W/machine. D/washer. Wi-fi. Lawned garden with covered decked sitting-out area and furniture. Balcony. BBQ. Parking (3 cars). Outdoor swimming pool (50m²), open May-Sep. NB: Slopes in garden.

    • Distance to Viterbo 8km
    • Distance to beach 50km
    • Nearest facilities 2km
    • Nearest airport Perugia

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  • Villa Cortine

    San Donato in Poggio

    Grade
    6
    3
    1
    3
    Ref: ITC234

    This pretty semi-detached stone house is located in the beautiful countryside of the Chianti Hills, 5km away from San Donato in Poggio. This holiday property is in the ideal location for visiting the beautiful attractions of Tuscany, halfway between Siena and Florence. Guests have access to spacious outdoor areas, including a terrace for al-fresco dining, an outdoor swimming pool which is shared with the owner who conveniently lives on-site, and a small playground for children. Upon request and at a small charge, guests can have lunch with tasting of typical products (traditional sausages, cheese, extra virgin olive oil, etc.) and Tuscan wines (Vernaccia, Chianti, Chianti Classico, Brunello) in a farm a few steps from San Gimignano, followed by a tour in the famous "city of the towers". Bus stop 4km. Barberino Val d’Elsa 6km, Castellina in Chianti 15km, Florence 35km, Siena 40km.

    Living/dining room with beams and tiled floor. Kitchen with tiled floor. 3 bedrooms: 2 double, 1 twin. Bathroom with toilet. 2 shower rooms with toilets.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/electric cooker. W/machine. D/washer. Lawned garden with sitting-out area and furniture. BBQ. Ample parking. Shared outdoor swimming pool with shower (119m², open May-Sept). Pet free of charge. NB: Turning stairs to first floor.

    • Distance to San Donato in Poggio 5km
    • Nearest facilites 2km
    • Nearest airport Florence

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  • Capre 4

    Garda

    Grade
    6
    2
    0
    1
    Ref: IVG433

    This holiday apartment, one of four, is located in a country house upon a hill that dominates over the town of Garda. This area has a harbour and sport facilities. The surrounding area is immersed in greenery of the Parco della Rocca, which includes the ruins of a medieval fortress, where long walks can be taken. The property is within a peaceful location with great views of the lake. Places to visit include Gardaland theme park, 15km, Peschiera, 18km, Verona, 35km and Venice, 120km.

    All on first floor: Living room with double sofa bed/dining room. Kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with toilet. Separate toilet. Most rooms with sloping ceiling.

    CH. Satellite TV. Gas/elec cooker. W/machine. Shared garden and furniture. Parking (1 car). Shared swimming pool (72m²), open Jun-Sep. NB: Slopes in garden.

    • Distance to Garda 800m
    • Nearest facilities 800m
    • Distance to airport 35km.

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  • Apartment 15

    Montaione

    Grade
    6
    3
    0
    2
    Ref: ITN168

    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 second floor: Living/dining room/kitchen. Second dining room. 3 double bedrooms. 2 shower rooms with toilet. Beams and tiled floor throughout.

    Open fire in living room. Central heating. Gas cooker. Shared washing machine. Shared grounds and furniture. Parking (2 cars). 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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  • Villa Giacomo

    Costa Paradiso

    Grade
    6
    3
    0
    3
    Ref: ISD244

    This villa with panoramic views is located in the famous red rocks of Gallura, within the tourist complex of Costa Paradiso, 300 metres from the sea. From the large veranda you can enjoy magnificent views of the coast and the sea. The terrace is equipped with a barbecue, making it ideal for outdoor dining. The Gallura Coast is rich in rocky areas and small coves. The famous sandy beach of Li Cossi is just over 3km away. The pool is shared with 5 other independent villas, and please be aware that the property is reached via 52 steps. A car is recommended for those wishing to explore a bit further afield.

    52 steps to entrance: Living/dining room/kitchen. 3 bedrooms: 2 double, 1 twin. 2 shower rooms with bidet and toilet. Annexe: Shower room with toilet.

    Satellite TV. DVD. Gas cooker. Garden with terrace and furniture. BBQ. Garage (1 car). Shared outdoor swimming pool (75m²) open mid-Jun - mid-Sep. NB: Staircase with 52 steps leads onto property.

    • Distance to Trinita’d’ Agultu 17km
    • Nearest facilities 1km
    • Distance to the beach 3km.

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  • Agriturismo La Ginestra

    Città di Castello

    Grade
    6
    2
    1
    2
    Ref: IUP360

    This holiday cottage is situated 10km from Città di Castello, a city that is located on the slope of the Apennines. Città di Castello features the medieval Palazzo Comunale, an art museum and a cathedral, which mostly dates back to the 18th century. Arezzo, 40km, has a 14th-15th century palazzo, many churches, a Roman amphitheatre and a number of museums, and is a great place to spend a day out. Perugia is slightly further afield, 56km, and includes attractions such as the Cathedral of San Lorenzo, the Basilica of San Domenico, a botanical garden and the National Museum of Umbrian Archaeology. For golf enthusiasts, a golf course can be found 13km from the property.

    Step to entrance. Ground floor: Living room with double sofa bed/dining room. 1 double bedroom. Shower room with toilet. First floor: Kitchen with dining area. 1 double bedroom. Shower room with toilet.

    Woodburner in living room. CH. Gas/electric cooker. W/machine. Garden with terrace and furniture. BBQ. Parking (2 cars). Pet free of charge. NB: Steps, slopes and drops in garden.

    • Distance to Città di Castello 10km
    • Nearest facilities 2km
    • Nearest airport Perugia

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  • Palazzo Apartment

    Florence

    Grade
    6
    4
    0
    1
    Ref: ITB114

    This lovely holiday apartment in Florence, is located close close to the city centre, with Piazza del Duomo just 1.5km away. The apartment is located on the first floor of a beautiful 1930 palazzo. Florence, said to be one of the most beautiful cities of Italy and one of the cultural capitals of the world, is brimming with attractions. Get fascinated by the magic of the small streets of the city, or admire the bell tower of Santa Croce and the majestic Palazzo Vecchio. Public transport and shops are in the immediate vicinity.

    All on first floor: Living/dining room/kitchen. 4 bedrooms: 2 double, 2 single. Bathroom with bath, shower cubicle and toilet. Separate toilet.

    CH. Cot. Gas cooker. On road parking.

    • Distance to Florence 10m
    • Nearest facilities 10m
    • Nearest airport Florence

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  • Cielo

    San Gimignano

    Grade
    6
    2
    1
    2
    Ref: ITN129

    This ancient farmhouse is part of a small medieval village, dominated by a beautiful tower that was once a guard post of the large feudal estates of the Bishop of Volterra. The house dates back to the 14th century and throughout the years the structure has undergone many changes, but the charm of ancient times still remains unchanged. Situated in a quiet location with the possibility of many beautiful walks in the countryside of San Gimignano, the property lies about 500m from a Romanesque church and 1½km from an archaeological site with Etruscan tombs.

    Ground floor: Dining room/kitchen. Shower room with bidet and toilet. First floor: Living room with sofa bed. 2 double bedrooms. Shower room with bidet and toilet.

    Open fire in dining room. Gas CH. Satellite TV. Gas/elec cooker. Garden and furniture. BBQ. Ample parking. NB: Steps in garden.

    • Distance to Poggibonsi 12km
    • Distance to Siena 45km
    • Nearest facilities 3.5km
    • Nearest airport Siena

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  • Casa Madonic

    Cefalù

    Grade
    6
    2
    1
    1
    Ref: ISS734

    This rustic, detached holiday house in the Madonie Park is accessible via a small road through a forest of oaks. Enjoy the fairy tale atmosphere with lovely views of the Madonie, whose typical villages are known for their excellent, traditional, homemade cuisine. Visit the mountain villages of Collesano, Isnello, Castelbuono, Polizzi Generosa and Petralia Sottana. Those who love the sea will find the beaches of Campofelice and Lascari 20km away and the famous Cefalù is only 30km away. The owner lives 30m from the property.

    Ground floor: Living/dining room/kitchen with beams. First floor: 2 bedrooms: 1 double with sloping ceiling, 1 bunk with additional bunk. Bathroom with bidet, toilet and sloping ceiling.

    Open fire in living room. CH. Satellite TV. Gas/elec cooker. Terrace and furniture. Shared grounds. Parking (2 cars). NB: Slopes and drops in grounds.

    • Distance to Cefalu 30km
    • Distance to beach 18km
    • Nearest facilities 2km
    • Nearest airport Palermo

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Cotages with Hot tubs Cottages part of our Luxury collection Something with a swimming pool A place near the Coast
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