By Wyndham Vacation Rentals
Shortlist

Arezzo and Cortona

23 cottages are available
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  • Antica Sorgente

    Castiglion Fiorentino

    Grade
    10
    5
    0
    4
    Ref: ITA396

    This comfortable country house, set over 3 levels, provides the perfect setting for a relaxing holiday. The house consists of three apartments, all tastefully decorated and rented together. The large, well-kept garden area, with outdoor kitchen (grill, BBQ and covered patio), a small wood, table tennis and the entire pool area, are at guest’s exclusive use. The location is ideal to reach some of the most beautiful art cities in Tuscany and Umbria. A few cities are close by, perfect for day trips which include the ancient cities of Arezzo, Siena, Perugia, Cortona or the small town of Montepulciano, famous for the production of "Nobile" red wine. Even the picturesque towns of Pienza and the beautiful Lake Trasimeno are worth a visit.

    Living room. Dining room. Kitchen. Second living/dining room/kitchen. Two further kitchens. 5 double bedrooms. 4 shower rooms with bidet and toilet.

    Open fire in living room. CH. Cot. Three satellite TVs. CD. Gas cooker. W/machine. D/washer. Wi-fi (at cost). Garden with terrace and furniture. BBQ. Ample parking. Swimming pool (75m²) open mid-May – mid-Sept. Table tennis. NB: External steps to first floor. Some rooms with sloping ceilings. Open-tread stairs to first floor. Steps to pool area.

    • Distance to Arezzo 25km
    • Nearest facilities 2km
    • Distance to Cortona 16km

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  • Villa Mimosa

    Cortona

    Grade
    10
    5
    1
    2
    Ref: ITA904

    This lovely holiday villa sits on the outskirts of the beautiful town of Cortona, an ancient Etruscan village, in the heart of the countryside but close to all amenities. The villa is perfect for a comfortable and relaxing holiday, and benefits from a large private garden, with a private outdoor swimming pool with a sunny terrace, equipped with sun loungers and umbrellas. The garden also has a boules court and is completed with garden furniture and barbecue. The location of the villa makes it the ideal starting point to discover the most beautiful cities of Tuscany and Umbria. The historic towns of Assisi; Montepulciano; Montalcino; Perugia; Siena; Arezzo and many others are easily reached by car. This is the perfect place for lovers of outdoor sports, from here you can take long walks on foot or by bike.

    Living/dining room with French doors. Kitchen/dining room with French doors. 5 bedrooms: 4 double, one with French doors, 1 bunk. Bathroom with bath, shower cubicle and toilet. Shower room with toilet. Tiled floors throughout.

    Open fire in living room. CH. Cot. H/chair. 2 satellite TVs. DVD. Stereo/CD. Electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Enclosed lawned garden and furniture. Balcony. BBQ. Ample parking. Private outdoor swimming pool (36m², open May-Sep). NB: Steep open-tread stairs to first floor.

    • Distance to Cortona 5km
    • Nearest facilities 1.5km
    • Nearest airport Perugia

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  • Villa Roseto

    Cortona

    Grade
    10
    5
    2
    3
    Ref: ITA908

    In a beautiful panoramic position, this large holiday property maintains typical Tuscan style interiors, with terracotta floors and ceilings with exposed wooden beams. The décor is enriched by antique wooden furniture and decorative wrought iron. This holiday property consists of a main building and a small annex, both situated in a large garden filled with plants, trees and roses, one of the passions of the owner, together with good traditional Tuscan cuisine. Upon request, the owner will be pleased to prepare lunches and dinners in the name of the great dishes of the Tuscan culinary tradition. The swimming pool is situated on a large flat natural terrace, just a few yards from the property in a very quiet and sunny location, with incredible views of the surrounding valley. It is equipped with sun loungers, chairs and parasols. There are also tables and gazebos for al fresco dining, parking for 5 cars and a large enclosed garden. The ancient Etruscan town of Cortona is within easy reach. Its location allows you to easily reach the most beautiful cities of Tuscany and Umbria, but at the same time enjoying a relaxing holiday in an unspoilt location, surrounded by lush vegetation in a healthy and fresh environment.

    Ground floor: Living/dining room/kitchen. Bathroom with bath, shower attachment and toilet. First floor: 3 double bedrooms. Shower room with toilet. Annex: Ground Floor: Living/dining room/kitchenette. Shower room with toilet. First floor: 2 double bedrooms. Beams and tiled floor throughout.

    Open fire in living room. CH. Cot. H/chair. Satellite TV. Gas/electric cooker. Fridge. W/machine. D/washer. Wi-fi. Enclosed garden with furniture. BBQ. Natural grounds. Ample parking. Private outdoor swimming pool (32², open mid May - mid Oct) and shower. NB: Some internal steps. Steps in grounds.

    • Distance to Cortona 17km
    • Nearest facilities 8km
    • Nearest airport Perugia

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  • Antico Seccatoio

    Bibbiena

    Grade
    10
    5
    0
    6
    Ref: ITA777

    Charming country house with a lovely character in the small and ancient village of Borgo Croce di Sarna, in a nice quiet location with panoramic views overlooking a green valley. Relax in the garden, or enjoy a dip in the outdoor swimming pool with barbecue area, where you can enjoy your al fresco meals, or read a good book after exploring the surrounding area. It also benefits from a summer kitchen next to the pool, ideal for preparing various delicacies for your family or friends. Take a trip to Arezzo, 35km, with its churches, the beautiful Piazza Grande and fascinating antique market on the first Sunday of the month, or Sansepolcro, 50km, the birth place of the famous early Renaissance painter Piero della Francesca.

    Steps to entrance. Ground floor: Living/dining room with tiled floor and beams. Kitchen/dining area with tiled floor, beams and French doors. 1 double bedroom. Bathroom with bath and toilet. Shower room with toilet. Open-tread turning stairs to first floor: 4 bedrooms: 2 double, 1 with en-suite shower room and toilet, 2 twin, both with en-suite shower room and toilet. Shower room with toilet.

    Open fire in living room. Central heating. Cot. Two satellite TVs. Gas/electric cooker. W/machine. D/washer. Wi-fi. Lawned garden with terrace, sitting-out area and furniture. BBQ. On road parking. Outdoor swimming pool (28m²), open May-Sep.

    • Distance to Bibbiena 5km
    • Nearest facilities 3km
    • Nearest airport Florence

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  • Ca’ de Ducci

    Pieve Santo Stefano

    Grade
    10
    5
    0
    5
    Ref: ITA156

    This interesting holiday property was once an ancient medieval tower and offers some amazing views overlooking the mountain scenery. For ease, all four floors are connected by either external or internal spiral staircase. The large plot is an ideal spot to lie down in the sun or relax in the shade of a big oak with utter privacy. The location of this cottage is great, with Arezzo, Perugia and the Adriatic Sea only an hour away.

    Steps to living room. Dining room. Kitchen with dining area. 5 twin bedrooms. 2 bathrooms with toilet. 3 shower rooms with toilet. Separate toilet.

    Open fire in living room. CH. Cot. Satellite TV. Video. Stereo/CD. Gas/elec cooker. W/machine. D/washer. Internet connection. Lawned garden with terrace and furniture. Balcony. BBQ. Ample parking. Swimming pool (50m²), open mid Jun–mid Sep. NB: Steep, spiral stairs to first floor. Sloping ceilings in some rooms. Steps from terrace to garden.

    • Distance to Arezzo 55km
    • Nearest facilities 7km
    • Distance to Perugia 82km.

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  • Villa Sonia

    San Lorenzo di Cortona

    Grade
    11
    6
    0
    5
    Ref: ITA772

    This beautiful, air-conditioned, typical stone farmhouse has been tastefully restored and is ideally situated in a quiet and panoramic position. The property affords stunning views of the surrounding countryside and the small town of Cortona. The careful restoration combines attention to detail with its furnishings, making this an extremely comfortable home. The garden and pool area are very well maintained for your enjoyment. The villa is conveniently located for many popular tourist attractions in the Chianti area, and central Tuscany is within easy reach. Arezzo town is famous for its ancient goldsmith’s art, and the Piazza Grande is one of the most beautiful squares in Tuscany. In June, the square is the scene of the re-enactment of the medieval Saracen Joust. Arezzo also hosts an antique fair on the first sunday of the month. The beautiful medieval town of Cortona enjoys beautiful views to Lake Trasimeno which is just a few minutes’ drive away.

    Ground floor: Living room. Second living room. Dining room/kitchen. 1 twin bedroom. Bathroom with bath, shower and toilet. Separate toilet. Open tread turning stairs to first floor: Sittiing area. 4 bedrooms: 2 double, 1 twin, 1 single. 4 bathrooms with bath, shower and toilet. Second floor: 1 double bedroom. Most rooms with beamed, sloping ceilings and tiled floors.

    Open fire in living room. CH. Cot. Satellite TV. DVD. CD. Gas/elec cooker. W/machine. D/washer. Fridge. Wi-fi. Large, lawned garden and furniture. BBQ. Parking. Private outdoor swimming pool (98m² open Jun-Sep). NB: Steps in garden.

    • Nearest facilities 1km
    • Distance to Cortona 12km
    • Nearest airport Perugia

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  • Villa Oliveto

    Arezzo

    Grade
    12
    8
    1
    4
    Ref: ITA379

    This spacious holiday property is a comfortable villa with swimming pool and a garden for complete privacy. On the ground floor are 2 kitchens with access to the covered terraces as well as 4 of the 8 bedrooms. The other 4 bedrooms and the 2 living rooms each with access to the covered balconies, are on the first floor. The house has a magnificent swimming pool placed in the middle of a beautiful olive grove. The owner lives in the house next door and a cook is available on request. The villa is ideally located for excursions to the most beautiful artistic towns of Tuscany such as Florence, Sienna, Cortone or for the fortified castles and pretty little towns in the region of Casentino. The lovely town of Arezzo is 5km and is famous for its antique market while in June the historic festival known as the Giostra del Saracino begins. Activities such as archery is available and there are a field with two horses within the grounds.

    Ground floor: Dining room/kitchen. Second kitchen. 4 bedrooms: 2 double, 2 single. 2 shower rooms with toilet. Turning stairs to first floor: Living room. Second living room. 4 bedrooms: 2 double, 2 single. 2 shower rooms with toilet.

    CH. Three cot. Gas cooker. W/machine. D/washer. Garden with furniture. Balconies. BBQ. Ample parking. Swimming pool 60m² open May-Oct.

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  • Villa Della Valle

    Cortona

    Grade
    12
    5
    2
    4
    Ref: ITA907

    This charming, stone-built villa with an outdoor swimming pool in typical Tuscan style, is situated in an elevated position on the high hills of Cortona, on the border between Tuscany and Umbria. The villa is very large and consists of two independent units connected by stone steps. Its structure makes it ideal for families and groups of friends, so that you can enjoy a holiday together but at the same time have privacy and independence. The spacious and comfortable interiors are tastefully furnished in a rustic Tuscan style, enriched with beautiful terracotta floors and ceilings with exposed wooden beams. The furnishings were cared for by the owners who wanted to create a practical environment with all the necessary amenities in order to make your holiday special. The property has a large fenced garden with a beautiful gazebo, table and barbecue for outdoor dining. On request direct with the owner, a chef can prepare the great dishes of Tuscan cuisine for you.

    Ground floor: Living/dining room. Kitchen. 1 double bedroom with en-suite shower room and toilet. First floor: Utility room. 2 double bedrooms, one four poster, one zip and link (can be twin). Shower room with toilet. Annexe: Ground floor: Living room. Dining room/kitchen. First floor: 2 double bedrooms. 2 shower rooms with toilet. 1 twin galleried bedroom (zip and link, can be double).

    Open fire in living room. CH. Cot. H/chair. 2 satellite TVs. Gas/electric cooker. M/wave. Fridge. W/machine. D/washer. Wi-fi. Large garden with sitting-out area and furniture. BBQ. On road parking. Private outdoor swimming pool (32², open mid May - mid Oct).

    • Distance to Cortona 17km
    • Nearest facilities 8km
    • Nearest airport Perugia

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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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  • 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 il Borgo

    Cortona

    Grade
    14
    6
    0
    7
    Ref: ITA923

    Just 5km from Cortona, this lovely house consists of a large main house and an annexe outbuilding, ideal for families and large groups. The owner lives on site and is on hand if you should need any advice during your stay. It has a large park with many olive and fruit trees, a beautiful outdoor swimming pool, a barbecue area on the terrace, and a gazebo with table and chairs which are perfect for enjoying the sunny days and evenings the region is famous for. The house is distinguished by traditional and contemporary elements and is spread over three floors with a gallery which was formerly a watchtower. From the property you will have a breathtaking view of the valley and colourful landscapes and while you are in the region make sure you visit the local sights, cultural and historical gems that you will find in towns and villages throughout the region such as Cortona, 5km, Arezzo, 40km, Montepulciano, 50km, Perugia, 65km, and even Siena, 75km. Lake Trasimeno is only 25km away and has lovely scenery and many sporting activities for you to enjoy.

    Ground floor: Living room. Dining room. Kitchen. Shower room with toilet. First floor: Second living room with double sofa bed. 1 double bedroom. Bathroom with toilet. Second floor: Third living room. 2 bedrooms: 1 double with en-suite bathroom and toilet, 1 twin. Shower room with toilet. Galleried double bedroom with shower room and toilet. Separate annexe: Kitchen/dining room. 2 bedrooms: 1 double, 1 twin. Shower room with toilet.

    Open fire in annexe dining room. CH. Cot. H/chair. Satellite TV. CD. Gas/electric cooker. M/wave. W/machine. D/washer. Fridge. Wi-fi. Garden and furniture. BBQ. Ample parking. Private outdoor swimming pool (72m², open May-Sep) with outdoor shower. NB: Drops and multiple steps in grounds.

    • Distance to Pergo 2km
    • Nearest facilities 2km
    • Nearest airport Perugia

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