By Wyndham Vacation Rentals
Shortlist

Tuscany

Possibly Italy’s most quintessentially Italian region, Tuscany seems to have it all; from exquisite art, cities and towns packed full of Renaissance and medieval architecture, beautiful rolling countryside and wonderful cuisine. It’s no wonder why holidaymakers love it. If you’re looking for self catering accommodation in Tuscany, see our wide selection of villas in Tuscany.

Tuscany’s largest city is Florence which has the finest collection of Renaissance art and architecture found anywhere in the world. Thousands of visitors come here to see the multitude of cultural and historical attractions such as The Uffizi gallery, The Accademia with statue of Michelangelo''s David, the Palazzo Pitti, the Museo dell’Opera del Duomo and of course the Duomo and tapestry. Apart from the renowned buildings, great galleries and museums, there are fine restaurants, exclusive shops and some excellent outdoor markets.

Somewhat smaller than Florence, is Siena with its outstanding mediaeval architecture and pedestrianized streets. Its focal point is the Il Campo, a scallop-shaped piazza with a towering Duomo – a most impressive sight in a most impressive city. Also take some time to explore the pretty hill towns south of Siena; Montepulciano and Montalcino – well worth it.

This region of Italy has so many traditional, beautifully preserved, medieval towns and villages, just a few of which include elegant Lucca, San Gimignano with its famous towers, the hill-top town of Cortona and Volterra located on a plateau surrounded by volcanic hills.

The city of Pisa, with its world famous leaning tower, has more to offer than its most famous building, with many other fine examples of historic architecture, including a number of impressive churches throughout the ancient port city.

In the upper Arno Valley north of Arezzo in the Casentino region, you’ll find beautifully tranquil national park; this is the place for peaceful walks (there are 800 kilometres of paths) and exploring ancient castles amongst the hills and forests.

Another area noted for its natural beauty is the coastal plain that rises just south of Grosseto, offering a wonderful landscape that combines coastal marsh, forest covered hills, cliffs and great beaches – just perfect!

In fact Tuscany as a whole is known for its natural beauty, with great cycling trails, walks and nature reserves to explore, the area is also a prolific wine producing region so you will find plenty of tasting and vineyard tours available.

We have a great selection of holiday villas in Tuscany for you to choose from situated throughout the region – so whether you want the ultimate cultural experience or a restful retreat in the Tuscan countryside, take the opportunity to explore this beautiful region in Italy.
55 cottages are available
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  • Votanidi

    Borgo San Lorenzo

    Grade
    12
    8
    0
    7
    Ref: ITF571

    This lovely, grand country villa dates back to the 1900s, is furnished with antique pieces, and is set in a quiet, elevated, panoramic position with views over the countryside and surrounding hills. Guests are free to wander the large grounds, which has a private outdoor swimming pool. The house is ideal for those dreaming of a relaxing, peaceful holiday in the nature but at the same time, wishing to visit the beautiful cities of art, the picturesque hamlets and the numerous attractions of Tuscany. Next to the swimming pool there is an annex with a living area with small corner kitchen and dining for 6, and a wet room. The pool is about 50m from the villa, next to the gardener’s house, who also lives on the property and takes care of its maintenance. On the tower, there is a panoramic terrace where the best of the views can be seen. Borgo San Lorenzo is 3km away, where you can catch the train to Florence (30km). Also visit Siena (90km) and Pisa (100km).

    External steps to entrance. Living room. Dining room. Second dining room. Kitchen. 8 bedrooms: 1 double, 3 twin, 4 single. 6 bathrooms with bath, bidet and toilet. Annex: Living/dining room/kitchenette. Wet room with shower and toilet.

    Open fire in living room. CH. Gas/electric cooker. D/washer. Fridge. Tel. Shared grounds with furniture. Roof terrace. Ample parking. Private outdoor swimming pool (72m²), open May-Sep. NB: Spiral stairs with large gaps in railings. Low ceilings and beams in some bedrooms and bathrooms. Some internal steps. Drops, slopes and steps in the grounds.

    • Distance to Borgo San Lorenzo 3km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • La Bacia

    Borgo San Lorenzo

    Grade
    12
    6
    1
    5
    Ref: ITF818

    This large holiday home, converted from an old parsonage, is quietly located on the hills which divide the Mugello Valley from Florence. Guests can enjoy the large, enclosed terraced garden and the private outdoor swimming pool with changing room and shower room with toilet. There is also a covered outdoor area with a woodburning oven and grill.
    This is a convenient location from which to reach many tourist attractions in the area. Explore the green rolling hills of Mugello with their popular villages with good local cuisine, or go horse riding in the nearby mountains. Nothing is more relaxing than a day trip through villages and fields, with a stopover in one of the many restaurants where you can enjoy the famous Florentine steak!
    The city of art, Florence, with its fascinating history, art treasures and attractions, is 25km away.

    Living/dining room. Second living/dining room. Third living room. Kitchen/dining room. 6 bedrooms: 3 double, one with steep open tread paddle style stairs leading to additional single, 2 twin, 1 single. 3 shower rooms with toilet. 2 bathrooms with toilet.

    Open fire in second living/dining room. CH. Cot. Satellite TV. DVD. Gas/elec cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Garden with terrace and furniture. BBQ. Ample parking. Private outdoor swimming pool (72m², open mid May-mid Sep) with changing room and shower room with toilet. NB: Internal steps. Steps in garden. Steps to swimming pool.

    • Distance to Borgo San Lorenzo 3km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Le Poggiola

    Le Poggiola

    Grade
    13
    6
    1
    5
    Ref: ITF374

    This holiday home is situated in the green wooded hills north of Florence, close to the Mugello Valley, an area rich in woods and hiking trails. The house is surrounded by 3.5 acres of land with meadows and chestnut trees and about 100m from the house, on the top of a hill, you will find the private outdoor swimming pool. Terraces surround the property and are ideal for alfresco dining. The lower ground floor of the property is occupied by the owner, who is on hand should you need advice or assistance during your stay.

    Living/dining room with French doors. Kitchen with dining area. Living room. Tiled floors throughout. 6 bedrooms: 4 double. one with additional single, 2 twin. All with wooden floor. Bathroom with bath, shower and toilet. 2 bathrooms with toilet. 2 shower rooms with toilet.

    Open fire in living room. CH. Satellite TV. DVD. Gas cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Shared garden with garden furniture. Terrace. Shared BBQ. Ample parking. Private outdoor swimming pool (40m²) open May-Sept. NB: Steps and drops within the grounds.

    • Borgo San Lorenzo 5.5km
    • Nearest facilities 7km
    • Nearest airport Florence

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  • Ca’ Del Poggio

    Castiglion Fiorentino

    Grade
    13
    6
    2
    5
    Ref: ITA273

    This magnificent stone house is spacious and set in a superb location, with uninterrupted views of the Chiana valley. Here you can enjoy the peace and quiet of your surroundings. The living space extends over three floors, with several entrances from the outside. The house is surrounded by several terraces and ancient trees, and there is a swimming pool which has a terrace with panoramic views. There is also a gazebo, BBQ, a volleyball pitch and a pool bar. A cook is available on request and is payable on arrival. This is an ideal base for relaxing far away from everyday life. There are numerous places to go in the surrounding area including, Cortone, Montepulciano, Pienza, Arezzo and Lake Trasimene.

    Ground floor: Living room. Dining room. Kitchen. 1 double bedrom. Shower room with toilet. First floor: Second living room. 2 double bedrooms. Bathroom with shower attachment and toilet. Second floor. Third living room. 3 bedrooms: 1 double, 1 twin, 1 single with additional double sofa bed. 2 shower rooms with toilet. Some internal steps.

    Open fire in living room. CH. Cot. H/chair. Three Satellite TVs. DVD. CD. Elec cooker. W/machine. D/washer. Garden with terrace and furniture. BBQ. Parking (2 cars). Swimming pool (50m²) open May-Sept. NB: The road to the house is very steep and unsurfaced and unsuitable for sports cars. NB: Sloping ceiling in some rooms. Steps to pool area.

    • Distance to Cortona 15km
    • Nearest facilities 2km
    • Distance to Arezzo 19km

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  • Villa Anita

    Cortona

    Grade
    13
    5
    0
    4
    Ref: ITA909

    This air-conditioned stone-built villa is set in a large garden full of flowers and plants. Its location makes it the ideal place to discover the most beautiful towns of Tuscany and Umbria such as Cortona, Montepulciano, Montalcino, Perugia, Assisi, Pienza and many more, all within less than an hour’s drive. The villa is accessed directly from the scenic road leading from Cortona to Farneta, whose abbey is definitely worth a visit. Continuing after Farneta you’ll easily arrive to the A1 motorway, perfect for pushing it a bit further and visiting cities such as Rome or Florence.
    This house is spacious, bright and characterised by ceilings with exposed wooden beams and terracotta floors that recall the rustic Tuscan style, famous all over the world. The villa is spread on three floors and divided into three separate living spaces connected to one another, but each with their own access. The beautiful private swimming pool is placed in a panoramic position and well exposed to the sun, complete with sun beds, chairs and parasols for you to lounge on. Plus it has massage jets to help you relax even more.

    Steps to entrance. Lower ground floor: Living/dining room/kitchen with sleeping area with double bed. 1 twin bedroom. Shower room with toilet. Separate toilet. Ground floor: 2 living/dining rooms. 2 kitchens. 4 bedrooms: 2 double, 1 single, 1 bunk. 2 shower rooms with toilet. First floor: 1 double bedroom. Bathroom with bath, shower cubicle and toilet.

    Woodburner in all 3 living rooms. 2 cots. 2 h/chairs. 2 satellite TVs. Electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Garden furniture. Natural grounds. BBQ. On road parking. Private outdoor swimming pool (72m², open mid May-mid Oct) with outdoor shower. No smoking. NB: Internal steps. Multiple steps and uneven surfaces in grounds.

    • Distance to Camucia 5km
    • Nearest facilities 2km
    • Nearest airport Perugia

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  • Villa Arezzo

    Arezzo

    Grade
    13
    5
    2
    4
    Ref: ITA900

    This lovely farmhouse is situated between Arezzo (7km) and Casitiglion Fiorentino (10km), on the edge of the Chiana Valley, surrounded by olive trees and vineyards. It is a “Leopoldina” style house with traditional decor in the Tuscan style. The spacious farmhouse dates back to the 18th century, once home to a peasant and family who would have farmed the surrounding land. Nowadays, if offers a lovely environment for you to enjoy as the former stable has been turned into a wonderful holiday property, perfectly situated for you to relax and discover all that the region has to offer. On the completely fenced plot there is a private pool area with sun terrace, a seating area under the traditional mulberry with barbecue, pizza oven and fountain, ideal for taking in the sun. Slightly below the house, along the central channel of the Chiana Valley, a cycle road leads from Arezzo (7km) to Lake Trasimeno (30km). If you head into the mountains, you’ll enjoy a view of the valley, over the Lignano regional park, perfect for picnicking and walking. Enjoy tasting regional wine in the surrounding "Cantine", which is also brilliant for trekking or sightseeing. Olive oil, honey and wine from the owner’s own vineyards are all available in the area and don’t forget to visit the charming cities of Siena (60km) and Florence (80km) away!

    Ground floor: Dining room/kitchen. 1 double bedroom with additional double sofa bed. Shower room with bidet and toilet. First floor: Living room. 4 double bedrooms, one four poster, one with open-tread stairs to mezzanine with additional single bed. 3 Shower rooms with bidet and toilet.

    Open fire in living room. CH. Gas/elec cooker. W/machine. D/washer. Fridge. Wi-fi. Natural grounds with terrace and furniture. BBQ. Ample parking. Private outdoor swimming pool (50m², open mid Jun-mid Sep) with outdoor shower. NB: Steps to swimming pool.

    • Distance to Arezzo 8km
    • Nearest facilities 2km
    • Nearest airport Perugia

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  • Poggioalvento

    Cerreto Guidi

    Grade
    13
    7
    0
    3
    Ref: ITF823

    This beautiful country home and small annex, a former hayloft, are located in the gently rolling hills of Tuscany, just 2km from the town of Cerreto Guidi. The property stands in a dominating position, with panoramic views, in an ideal area for easily reaching the main tourist attractions of central and northern Tuscany. These include the fascinating Renaissance city of Florence, 42km, with its countless art treasures, interesting sights and monuments, or the romantic cities of Lucca, 40km, and Pisa, 50km, the latter famous for its ’leaning tower’. Enjoy the absolute peace and quiet and the beautiful, broad views of the surrounding Tuscan countryside. The enclosed grounds have a lawn and olive tree grove, a beautiful private outdoor swimming pool, a large, equipped loggia with wood burning oven and an outdoor shower. Guests can enjoy a round of golf, 5km away, or a visit to Montecatini Terme (spa town with spa centres and resorts), 25km. The beaches of the Tuscan coast, 60km, have both free and beaches with sun loungers.

    Living room 3 steps to kitchen/dining room with tiled floor. 6 bedrooms: 3 double, 2 twin, 1 single. Bathroom with toilet. Shower room with toilet. Separate toilet. Annex: Living room. Double bedroom. Shower room with toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Enclosed lawned garden and furniture. BBQ. Parking. Private outdoor swimming pool (50m²) open mid Apr-Sep, with outdoor shower. NB: Steps to garden from first floor entrance. Steps and slopes in garden.

    • Distance to San Miniato 13km
    • Nearest facilities 2km
    • Nearest airport Florence

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  • Poteere Anteata

    Castel del Piano

    Grade
    14
    6
    1
    5
    Ref: ITG254

    This detached holiday home with a large private swimming pool is 7km from Castel Del Piano and located in the foothills of Mount Amiata, a famous mountain resort with unspoiled countryside and culinary traditions. The house is surrounded by a well-groomed garden with a swing and slide for children. The large swimming pool has panoramic views of the surrounding hills.

    Ground floor: Living room with double sofa bed. Kitchen with dining area. 6 double bedrooms. Bathroom with toilet. 4 shower rooms with toilet. Separate toilet. Beams throughout.

    CH. Gas cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Garden with 2 terraces and furniture. BBQ. On road parking. Private outdoor swimming pool (96m² open May - Oct) with outdoor shower. NB: Drops in grounds. Steps to garden.

    • Distance to Castel del Piano 7km
    • Nearest facilities 3km
    • Nearest airport Perugia

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  • ITA178

    Pieve Santo Stefano

    Grade
    14
    7
    1
    4
    Ref: ITA178

    This tastefully set out, spacious holiday villa is for those who like something a bit out of the ordinary. The property has a very unique atmosphere and is situated in a peaceful part of the Tiber valley where, from this spot, you can enjoy perfect relaxation. Guests will enjoy the lovely garden while admiring the romantic view of the mountains, sunbathe by the salt-water swimming pool, or go walking or mountain biking through the forests. You can visit the Franciscan monasteries and retreats of the region, and whilst here don’t forget to try to the local mushroom dishes of the area. If you wish to go exploring, the Adriatic coast is just 1 hour’s drive. The village of Caprese Michelangelo, which is the birthplace of the famous painter, and the beautiful towns of Sansepolcro and Anghiari are also within easy reach.

    Steps to living/dining room. Kitchen. 7 bedrooms: 3 double, 3 twin, one with additional single, 1 single. 2 bathrooms with toilet. 2 shower rooms (no toilet). Separate toilet.

    Woodburner in living room. CH. Cot. Satellite TV. Video. DVD. CD. Gas/elec cooker. W/machine. D/washer. Garden with terrace and furniture. BBQ. Ample parking. Swimming pool, open mid-May-mid-Oct. Table tennis. NB: Access to the house is via an unsurfaced path unsuitable for sports cars. Steps to garden.

    • Distance to Arezzo 40km
    • Nearest facilities 5km
    • Distance to Perugia 82km

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  • Cedrina

    Monteriggioni

    Grade
    14
    6
    0
    5
    Ref: ITS213

    This beautiful farmhouse with annexe, accessed via a rough track (not suitable for low cars), has been split into two independent apartments and provides the ideal base for 2 families or groups of friends wanting to enjoy their holiday together. Located in Chianti, close to Siena, the house is immersed in the countryside, surrounded by vineyards and olive trees in a very peaceful position. It boasts beautiful views over the countryside. The property benefits from a well-kept green area with furniture, two large covered dining areas and a large courtyard. There is also an outdoor swimming pool. From here, there is easy access to all the most renowned tourist destinations of Chianti and central Tuscany.

    Living/dining room. Second living/games room. Dining room/kitchen. 4 bedrooms: 3 double (one 5ft), 1 twin. Bathrooms with bidet and toilet. 2 shower rooms with bidet and toilet. Galleried area. Steps down to annexe: Living/dining room/kitchen. Second living/dining room/kitchen. 2 utility rooms. 2 double bedrooms. 2 shower rooms with toilet. 2 galleried areas, both with single beds.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/elec cooker. W/machine. D/washer. Wi-fi. Large garden with terraces and furniture. BBQ. Ample parking. Swimming pool (84m²), open May-Sep. Pool table. NB: Steps to bath. Steps and drops throughout garden.

    • Distance to Siena 10km
    • Distance to Florence 66km
    • Nearest facilities 600m

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  • Viva Villai

    Dicomano

    Grade
    14
    6
    1
    3
    Ref: ITF744

    This ancient manor house is set on a 400-acre estate with woods, vineyards, olive groves and two small lakes. The area is filled with pretty views all within a peaceful location. Villa Vivai is located along the valley of the Sieve River, amidst Mugello hills, in a group of holiday homes consisting of 6 ancient stone-built farmhouses and a small church, but has its own access and two outdoor areas that separate it from the other houses. There is a possibility of internet connection at the reception. There is access from the living/dining room to the outside and from the kitchen (wood-burning pizza oven, barbecue) access to a covered terrace with a table for meals in the fresh air. Upon request it is possible to rent a jeep with driver for 6 people to explore the estate, to hire fishing rods, as well as to rent a wooden hut in the forest all at cost. You can also buy the estate’s own wine and olive oil.

    Living room with double sofa bed/dining room. Dining room/kitchen. Second kitchen. 6 bedrooms: 4 double, 2 twin. Bathroom with shower attachment, bidet and toilet. 2 shower rooms with toilet.

    Open fire in living room. CH. Cot. Gas/elec cooker. Shared garden. Terrace and furniture. BBQ. Shared outdoor swimming pool (98m²) open May–Sept. Pet free of charge. NB: Slopes in grounds.

    • Distance to Dicomano 2.5km
    • Nearest facilities 2.5km
    • Distance to airport 38km

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  • Podere Siena

    Cinigiano

    Grade
    14
    7
    1
    6
    Ref: ITG198

    This beautiful, exclusive villa is located in a picturesque hilly location, approximately 1km from the medieval village of Castiglioncello Bandini, near Cinigiano and Mount Amiata. The house is set over two floors. The ground floor boasts large living area with a dining room, salon, kitchen, bathroom with a shower and two comfortable double bedrooms, one that is en-suite with full bathroom, two sinks, bath and separate shower. On the first floor, relax in the library in front on the cosy fire. There is also a further two bathrooms with shower, four double bedrooms, one that is en-suite with full bathroom two sinks, bath and separate shower, along with a twin bedroom. Outside, a large patio with garden furniture leads to the swimming pool which is equipped with a water ionization system. The pool house also has a bathroom for guests to freshen-up before relaxing and enjoying the beautiful view over the countryside, with sculptures in the large garden. There is also a second kitchen in the pool house, ideal for al fresco dining and outdoor living. This restored villa offers fine interior furnishings and is embellished by works of art. The Tyrrhenian coast is about 35km away, where you can find the seaside resort of Marina di Grosseto, the nature reserve Uccellina, the promontory of Monte Argentario with the many other beautiful towns and villages, such as Orbetello, Porto Ercole and Porto Santo Stefano, from where the island Giglio can be reached. The towns of Montalcino, which is famous for its Brunello wine and Siena can be reached in about an hour drive.

    Living/dining room. Library. Kitchen. 7 bedrooms: 6 double, two with en-suite bathroom and toilet, 1 twin. 4 shower rooms with toilet.

    Open fire in library. CH. Satellite TV. DVD. CD. Gas cooker. W/machine. T/dryer. D/washer. Fridge. Wi-fi. Large garden with terrace, covered terraced and furniture. BBQ. Ample parking. Private outdoor swimming pool (40m²), open Apr-Oct. Outdoor bathroom. No smoking.

    • Distance to Cinigiano 5km
    • Distance to beach 35km
    • Nearest facilities 2km
    • Nearest airport Perugia

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