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.
397 cottages are available
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  • Casa Bucine

    Bucine

    Grade
    4
    2
    0
    2
    Ref: ITS349

    This stylishly restored and tastefully decorated, semi-detached holiday property is set in a picturesque hamlet. The living area is on the ground floor and the bedrooms are located on the first floor accessed either via an internal spiral staircase or an external staircase. Guests have use of an outdoor swimming pool with a sunbathing area and a tennis court, 100m, which are shared with other similar properties on the complex. Discover Monte San Savino and the warm thermal baths of Rapolano, 15km away. Explore Siena, 30km, or a little further, Arezzo at 35km away.

    Ground floor: Living room with double sofa bed/dining room. Kitchen. Open-sided, open-tread, spiral stairs to first floor: Second living room. 2 bedrooms: 1 double, 1 twin. 2 bathrooms with bath, shower cubicle and toilet.

    Open fire in living room. CH. Two satellite TVs. CD. Gas/electric cooker. D/washer. Shared garden and furniture. Terrace. Shared BBQ. Parking (2 cars). Shared outdoor swimming pool (162m²), open mid-May to mid-Oct. Shared tennis court. No smoking. NB: Property accessed by rough track. Alternative external stairs to first floor.

    • Distance to Ambra 6km
    • Nearest facilities 6km
    • Nearest airport Florence

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  • La Loggetta

    Cortona

    Grade
    4
    1
    0
    1
    Ref: ITA635

    These pretty, rustic, air-conditioned holiday cottages are located in a small hamlet consisting of 4 stone-built houses on a hill overlooking the valley. The site consists of 3 holiday rentals (ITA635, ITA636 and ITA637) and the fourth house belongs to the owner. All the cottages have traditional furnishings and a warm and cosy atmosphere, and provide an ideal holiday base. Each cottage has its own pretty terrace and there is a shared, outdoor swimming pool. At guests’ disposal there is a restaurant for dinners and breakfast on request. Olive oil and wine can be purchased on site.

    All on first floor: Living room with double sofa bed/dining room/kitchen with French doors. 1 double bedroom. Shower room with toilet. Beams throughout.

    Central heating. Cot. H/chair. Satellite TV. Gas cooker. Shared w/machine. Terrace and furniture. Shared grounds. Balcony. BBQ. Parking (1 car). Shared outdoor swimming pool (50m ²), open Jun-Sep. NB: Stone steps to entrance. Steps in grounds to swimming pool. Children between 4-11 years only.

    • Distance to Cortona 8km
    • Nearest facilities 4km
    • Nearest airport Perugia

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  • Luna

    Arezzo

    Grade
    4
    2
    0
    1
    Ref: ITA669

    This holiday apartment, situated in the owner’s house, is in a quiet location and features a shared, outdoor, swimming pool, terrace and BBQ. Arezzo, a medieval town with museums, annual festivals, shops and restaurants, is just 2km from the property. Visit the town of Siena, which includes attractions such as the Piazza del Campo, Duomo Nuovo, a botanical garden and many beautiful churches. Spend the day in the city of Florence, considered the birthplace of the Renaissance, and visit its art galleries, museums, stunning architecture, plus its many shops, bars and restaurants.

    External stairs to entrance. All on first floor: Living/dining room with patio doors. Kitchen. 2 bedrooms: 1 double with additional sofa bed (for child) and patio door, 1 twin. Shower room with bidet and toilet.

    CH. Satellite TV. Gas/elec cooker. Shared w/machine. D/washer. Shared garden with terrace and furniture. Shared BBQ. Parking (2 cars). Shared swimming pool (65m²), open Jun-Sep. Parking (2 cars).

    • Distance from Arezzo 2km
    • Nearest facilities 1.5km
    • Distance from Siena 60km

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  • Cipressi

    Montaione

    Grade
    4
    1
    0
    1
    Ref: ITF320

    Set in a hillside location, this holiday apartment is one of ten and is surrounded by woods and olive trees, and has pleasant views over the surrounding countryside. It lies in a good location for easy access to the wonderful city of Florence, which is about 50km away, with its wealth of interesting attractions including the magnificent duomo, the Uffizi Gallery, Palazzo Vecchio and the Ponte Vecchio flanked by jewellers shops. A visit to San Gimignano, about 20km away, is also a memorable day out. A designated World Heritage Site, this medieval town is enclosed by 13th century walls and is characterised by its towers, seen rising up from afar.

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

    Open fire in living room. CH. Cot. Gas hob. Elec oven. M/wave. Shared grounds and furniture. BBQ. Parking (1 car).

    • Distance to Montaione 10km
    • Nearest facilities 500m
    • Nearest airport Florence

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  • La Scuderia-Podere Moricci

    Montaione

    Grade
    4
    2
    0
    2
    Ref: ITN174

    These semi-detached holiday properties (ITN174 and ITN175) were formerly the hayloft, and have been restored maintaining the typical Tuscan style. The farm, dating back to 1700, is located along a stretch of Via Francigena, which passes through the village of Montaione, and is set on a hill surrounded by vineyards, olive trees and woods; it is the ideal place to spend a relaxing holiday. The complex has a shared swimming pool and children’s pool. The medieval town of Cetaldo is 8km away and the famous walled town of San Gimignano, a UNESCO World Heritage Site, is 12km. The historic city of Siena is 50km away, with its cathedral, palazzo, botanical gardens and restaurants. The beautiful city of Florence is also 50km from the property, and is known for its culture and Renaissance art, as well as having many restaurants, cafés and bars.

    All on ground floor: Living/dining room. Kitchen. 2 bedrooms: 1 double, 1 twin. 2 shower rooms with toilet.

    CH. Cot. Satellite TV. Gas/electric cooker. Shared w/machine. D/washer. Wi-fi. Garden with terrace and furniture. Parking (1 car). Shared outdoor swimming pool (72m², open May-Sep) with shower. NB: Steps and sloping banks in grounds.

    • Distance to Montaione 1km
    • Distance to beach 60km
    • Nearest facilities 1km
    • Nearest airport Pisa

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  • Argentarola

    Porto Santo Stefano

    Grade
    4
    1
    0
    1
    Ref: ITM405

    This handsome apartment sits at the heart of a complex, in the middle of typically Mediterranean vegetation on the Argentario peninsula. The complex is positioned on the coastal side of the headland, with views of the sea,the complex is 200m away as the crow flies. There is a sunbathing platform with a gravel floor, which extends to the coast, and a swimming pool as well.

    All on first floor: Living/dining room. Kitchen. 1 double bedroom. Bathroom with shower attachment, bidet and toilet. Steep, open-tread stairs to galleried area with double bed.

    CH and air conditioning. Gas cooker. M/wave. Balcony and furniture. Parking (1 car). Shared swimming pool (70m²) open mid-June - mid-Sept. NB: Grounds lead to sea, 200m.

    • Distance to Porto Santo Stefano 8km
    • Nearest facilities 8km
    • Distance to the beach 12km.

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  • Lavanda 2

    Palaia

    Grade
    4
    2
    0
    1
    Ref: ITP471

    This characteristic hayloft has been divided into two charming apartments (refs ITP470 and ITP471), set in the green Tuscan hills between the provinces of Pisa and Florence. The restoration has highlighted the typical elements of Tuscan houses, combining prestigious materials, which have given it its distinctive appearance, with its excellent practicality. Located between the hills, the property has beautiful views over the surrounding hills, all placed within a peaceful position. Shared with the owner, there is a spacious and equipped lawn and swimming pool in a 15ha estate. The apartment has its own private and equipped outside area. Nearby sites are Capannoli e Peccioli (various shops), 8km, San Gimignano, 30km, Pisa, 40km and Florence, 65km.

    Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet.

    CH. Satellite TV. Gas cooker. D/washer. Tel. Sitting-out area and furniture. Shared garden. Parking (1 car). Shared swimming pool (128m²), open May-Sept. NB: Open-sided stairs to first floor. Sloping banks in garden.

    • Distance to Montefoscoli 5.5km
    • Nearest facilities 8km
    • Distance to the beach 40km
    • Distance to airport 40km

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  • Vista San Lorenzo

    Dicomano

    Grade
    4
    2
    0
    1
    Ref: ITF926

    This delightful, stone-built house, set over different levels, is part of an ancient farm complex that dates back to the late Middle Ages, was once used to store wine during its fermentation. This holiday home, accessed by a dirt track, is located on a hill in a splendid position that overlooks the green Mugello valley. One of two holiday properties, Vista San Lorenzo has its own independent entrance and private outdoor areas and swimming pool. The beautiful city of Florence is 40km away and is definitely worth a visit. Declared a UNESCO World Heritage Site, Florence is known for its culture and sights, including its domed cathedral, palazzos, museums, art galleries and religious buildings.

    Living/dining room. Kitchen. 2 bedrooms: 1 double, 1 twin, both with sloping ceilings. Shower room with toilet.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/electric cooker. W/machine. D/washer. Internet connection. Garden with terrace and furniture. Parking (1 car). Private, outdoor swimming pool (36m²), open mid May-mid Sep. NB: Sloping banks, drops and water features in garden.

    • Distance to Dicomano 3.5km
    • Nearest facilities 3.5km
    • Nearest airport Florence

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  • Il Seccatoio

    Cortona

    Grade
    4
    2
    0
    2
    Ref: ITA636

    These pretty, rustic, air-conditioned holiday cottages are located in a small hamlet consisting of 4 stone-built houses on a hill overlooking the valley. The site consists of 3 holiday rentals (ITA635, ITA636 and ITA637) and the fourth house belongs to the owner. All the cottages have traditional furnishings and a warm and cosy atmosphere, and provide an ideal holiday base. Each cottage has its own pretty terrace and there is a shared, outdoor swimming pool. At guests’ disposal there is a restaurant for dinners and breakfast on request. Olive oil and wine can be purchased on site.

    Ground floor: Living/dining room/kitchen. 1 double bedroom. Shower room with bidet and toilet. Steep, open-tread spiral stairs to first floor: 1 double bedroom. Shower room with bidet and toilet.

    CH. Cot. H/chair. Satellite TV. Gas cooker. Shared washing machine. Terrace. Shared garden. Parking (2 cars). Shared outdoor swimming pool (50m²), open Jun-Sep. NB: Steps in grounds.

    • Distance to Cortona 8km
    • Nearest facilities 4km
    • Nearest airport Perugia

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  • Casa il Colle

    Cortona

    Grade
    4
    2
    1
    1
    Ref: ITA862

    Enjoy the unique scenery from the garden at Casa Il Colle, with panoramic views, watching the sun sink over the horizon. The villa is located in the fortified town of Cortona, nestled on a mountain ridge and is the dominant gatekeeper at the border between Tuscany and Umbria, with Arezzo being 30km to the south and Perugia 50km to the south-east. Not far to the south is the hamlet of Il Colle, with views over Lake Trasimeno. At the rear of the property lies the old Roman road known as Via Cassia. You might imagine the Roman troops marching along, or even Hannibal and his men who defeated the Romans here in 217 BC. The house has been restored using original materials and it is situated on an estate of 500 acres, which is part of a former abbey. The terrace offers great views over Lake Trasimeno.

    Living room with single sofa bed. Dining room. Kitchen. 2 bedrooms: 1 double, 1 single. Bathroom with toilet.

    Open fire in dining room. CH. Cot. H/chair. Gas/electric cooker. W/machine. D/washer. Natural grounds. Terrace with furniture. BBQ. Parking (2 cars). NB: Steps to terrace. Slopes in grounds.

    • Distance to Cortona 8km
    • Nearest facilities 300m
    • Nearest airport Perugia

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  • Casa Macinarino - App. 6

    Loro Ciuffenna

    Grade
    4
    2
    0
    1
    Ref: ITA248

    This cosy, ground-floor, country holiday apartment, one of four, is located at the edge of a pretty village. The property has a private covered terrace with furniture, ideal for dining al fresco. It also benefits from shared use of the garden and outdoor swimming pool, perfect for relaxing on hot summers days. This accommodation provides the ideal start point for day trips to Siena, Arezzo and Chianti, as well as for trekking in the mountains of Pratomagno. Florence is just 45km away.

    All on ground floor: Living/dining room/kitchen. 2 bedrooms: 1 double, 1 twin. Shower room with bidet and toilet.

    CH. Cot on request. Satellite TV. Gas/elec cooker. W/machine. Terrace and furniture. Shared lawned garden. Parking (1 car). Shared outdoor swimming pool (72m²), open May-Sep.

    • Distance to Montevarchi 13km
    • Distance to Florence 45km
    • Nearest facilities 1km
    • Nearest airport Siena

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  • Sanlucchese 2

    Poggibonsi

    Grade
    4
    2
    1
    1
    Ref: ITC952

    This charming, single-storey, semi-detached house is located on the owner’s farm complex which has been converted into holiday properties. 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 (ITC829) and two independent farm buildings (refs ITC907 and ITC525). 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.

    All on ground floor: Living/dining room/kitchen. 2 double bedrooms. Bathroom with shower attachment, bidet and toilet.

    CH. Cot on request. Satellite TV. Cooker. W/machine. Lawned garden with terrace and furniture. Shared grounds. Parking (1 car). Pet free of charge.

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

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