Vacation Rentals with Air Conditioning in Arezzo, Italy
La Casa di Pino
Amazing private house with WIFI, private pool, A/C and TV, close to Cortona
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4
-
1
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1
-
55 m2
Description
La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.
In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.
In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino
Villa la Guardiola
Unique private vacation rental with A/C, private pool, WIFI, TV and pets allowed, near Arezzo
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10
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5
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3
-
320 m2
Description
Villa La Guardiola is a charming residence nestled in the heart of the Valdichiana, just 2 km from Civitella in Valdichiana, the ideal place for a relaxing getaway surrounded by beautiful nature, without sacrificing modern comforts.
The villa is a haven of tranquillity and beauty, consisting of a large farmhouse with finely restored stone outbuildings that can accommodate up to 10 people. It is perfect for families or groups of friends looking for a refined and exclusive retreat. The atmosphere is typical of ancient Tuscan residences: large, bright rooms and elegant furnishings that preserve the authenticity of tradition, but with all the comforts of today.
The villa is located in a unique position, immersed in a park shaded by tall trees and surrounded by the picturesque vineyards that characterise the Tuscan countryside. The view over the valley is breathtaking, while the outdoor area, perfect for relaxing, sunbathing or dining al fresco, offers spectacular views, with the sunset painting the sky above the hills like a painting.
Just a few minutes from the picturesque village of Civitella in Valdichiana, famous for its history and its split tower, the villa is strategically located for exploring the beauty of Tuscany. Art cities such as Siena, Arezzo and Florence are easily accessible by car, while supermarkets, shops and excellent local restaurants are less than 5 km away.
Villa La Guardiola offers a splendid private enclosed swimming pool (4x8 metres, depth 1.15 metres - open from 01/05 to 30/09) where you can take a refreshing dip on hot summer days, enjoying maximum privacy and tranquillity. The surrounding park is the ideal setting for a totally relaxing stay.
Furthermore, as it is an integral part of the winery, you will have the opportunity to explore the vineyards, discover the winemaking processes and participate in exclusive tastings. A unique food and wine experience to savour the best wines of the area.
Villa La Guardiola is the ideal starting point for discovering the culture, flavours and traditions of Tuscany. With its privileged location, the beauty of its spaces and its proximity to places of historical and artistic interest, it is the perfect choice for a holiday that combines relaxation, nature and authentic Tuscan experiences. Villa la Guardiola
Collina dei Fiori
Wonderful private holiday rental with A/C, WIFI, private pool, TV and pets allowed, close to Arezzo
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9
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4
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3
-
150 m2
Description
SPECIAL OFFER 10% DISCOUNT From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS
Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.
In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments.
For tennis lovers—or anyone who simply wants to have fun with friends—a private tennis court is available about 800 meters from the villa, accessible upon reservation.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori
Villa Crispinino
Superb private vacation rental with private pool, A/C, WIFI, patio, panoramic view, near Arezzo
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9
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4
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4
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400 m2
Description
This is an independent villa boasting beautiful views and its own swimming pool. Its dominating position, overlooking the Val di Chiana, is not far from the town of Civitella.
The villa itself has been recently refurbished however, it still holds its original character such as terracotta floors, wooden beams and stone arches.
Outside there is a large terrace and a large garden, both offering privacy and somewhere to relax in the open air. The property is surrounded by fencing.
Villa Crispinino is perfectly positioned for anyone hoping to visit Tuscany’s famous sites. About 20 km from the property, in the town of Arezzo, you can catch a train to destinations such as Rome, Florence, Orvieto and Siena.
Access to the property is via a dirt road (in great condition).
Distances: The nearby town of Civitella (4 km) can offer you food shops while Battifolle (10 km) can offer a large selection of shops. Arezzo lies 20 km away and slightly further afield are the cities of Siena (50 km), Florence (80 km), Assisi and Perugia (90 km).
Available to guests: Large, well-kept and furnished garden, swimming pool reserved exclusively for guests (10 x 5 m - depth 1.4 m) and barbecue.
The rental has free WI-FI and a Play Station.
Parking available on the grounds of the property.
Extra Services: Upon request, two children’s cots are available at no extra charge.
Please carefully check if there are any extra costs to be paid on site! Villa Crispinino
Il Romitoio 12
Beautiful villa with sauna, hot tub, WIFI, private pool, A/C, TV, patio, near Cortona
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12
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6
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6
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145 m2
Description
Property Summary
Nestled in the serene Tuscan countryside at an elevation of 443 metres, Il Romitoio is an exceptional vacation rental that offers breathtaking panoramic views over the Val di Chiana valley and the timeless silhouette of Cortona. Located just a few kilometres from Castiglion Fiorentino, in the heart of Italy, this distinguished residence seamlessly blends the rustic elegance of traditional Tuscan architecture with every modern comfort required for an unforgettable stay. Stone façades, antique terracotta floors, and sturdy wooden beams create an atmosphere that evokes the authentic rural rhythms of the Tuscan countryside, while carefully chosen furnishings add touches of originality and warmth throughout. The property is set within approximately one hectare of beautifully landscaped, fully fenced grounds, where lush terraced gardens, a spectacular swimming pool with Jacuzzi tub, and generous outdoor living spaces invite complete relaxation. Complimentary Wi-Fi connectivity ensures you remain connected throughout your stay, while ample private parking is available within the gated estate. The combination of natural beauty, architectural character, and thoughtfully curated amenities makes Il Romitoio a truly singular retreat in one of Tuscany's most celebrated landscapes.
Outdoors
The outdoor spaces of Il Romitoio are nothing short of extraordinary, extending across multiple terraced levels that descend gracefully in harmony with the natural morphology of the hillside. Approximately one hectare of fenced parkland, enclosed by wire mesh fencing and hedges reaching 1.80 metres in height, surrounds the property and provides complete privacy. The garden is dotted with fragrant bushes of rosemary, jasmine, aloe, and roses, as well as olive trees, all distributed between the buildings and the various outdoor living areas. It is worth noting that the property photographs were taken in spring, so the flowering and the colour of the garden grass may differ at the time of your arrival.
The centrepiece of the outdoor experience is the panoramic infinity pool, positioned just one metre from the main house entrance. This remarkable pool measures 12 x 6 metres, with a depth ranging from 1.40 to 2 metres, and is lined in PVC with a brick border. It features internal spotlights, a salt purification system, and submerged steps for easy water access. A unique telescopic closure system allows the glass walls and roof to be closed, making the pool directly accessible from the living room. The pool is available from the first Saturday in April until the first Saturday in October and can be heated upon request, up to a maximum temperature of 22°, provided the outside temperature exceeds 12°. Adjacent to the pool, a Jacuzzi tub accommodates up to 6 people. The surrounding lawn solarium is furnished with sunbeds, armchairs, and umbrellas, and a cold-water shower is available for convenience.
A large wooden gazebo with a dining table provides the perfect setting for alfresco meals, while a dedicated barbecue area complete with a wood oven offers an ideal space for outdoor cooking and entertaining. The garden spreads across several terraces connected by flights of steps, and the automatic entrance gate leads to 2 large parking areas within the estate.
Unit Layout
Il Romitoio accommodates up to 12 guests across 6 bedrooms and 6 bathrooms, distributed among 3 distinct residential structures: a main house with an adjacent annex and a second, separate annex located approximately 30 metres from the main building.
The main house spans 2 floors and follows the terraced morphology of the garden, which also allows direct outdoor access from the upper-floor bedrooms. On the ground floor, an open-plan living area incorporates a sitting room with satellite TV and fireplace, a dining table, and a built-in kitchen. A double bedroom and a bathroom with shower complete the ground floor; this bathroom can be made ensuite through a double door that separates it from the living area. An internal staircase leads to the upper floor, where a reading room, 3 double bedrooms, and 3 bathrooms with shower are located, 2 of which are ensuite.
The annex, situated directly adjacent to the main house, features a living room with kitchenette on the ground floor. On the upper floor, a twin bedroom with an ensuite bathroom with shower opens onto a private terrace.
The second annex, located approximately 30 metres from the main house, offers a living room with a sofa and large table on the ground floor. An external flight of steps descends to the lower terrace, leading to the entrance of the lower floor, where a double bedroom with sauna and a bathroom with shower are found. A laundry room is also located on this level. Air conditioning is available in all bedrooms and in the main living room.
Amenities Included
Il Romitoio is equipped with a comprehensive range of amenities designed to ensure maximum comfort throughout your stay. Climate control is provided by air conditioning units installed in all bedrooms and in the main living room, while heating is also available throughout the property for cooler periods. The kitchen is fully appointed with a dishwasher among its appliances, making meal preparation and clean-up effortless. For outdoor entertaining, a barbecue area with a wood oven is at your disposal, perfect for leisurely evenings in the garden.
Entertainment is well catered for with satellite TV available in the main sitting room, and the property's private patio and terrace spaces offer additional areas for relaxation and enjoyment of the surrounding landscape. The Jacuzzi bathtub, located beside the swimming pool, accommodates up to 6 guests and provides a luxurious complement to the outdoor experience. Pets are welcome at the property, subject to the conditions outlined in the relevant section. The second annex also features a private sauna, adding a further dimension of wellness to your stay.
Other Information
Il Romitoio welcomes pets, and guests travelling with animals should be aware that a mandatory extra cleaning fee applies per animal per week of stay. Up to 2 dogs are accommodated, subject to the applicable conditions.
The property is fully fenced with wire mesh and hedges of 1.80 metres in height, and access to the estate is controlled via an automatic entrance gate, ensuring privacy and security throughout your stay. 2 large parking areas are available within the grounds at no additional charge.
The swimming pool is available from the first Saturday in April until the first Saturday in October. Heating of the pool, up to a maximum temperature of 22°, is available on request when the outside temperature exceeds 12°, subject to the conditions and notice period specified by the property management.
The property complex consists of 3 residential structures, offering flexible accommodation arrangements suited to groups of up to 12 guests. The second annex is located approximately 30 metres from the main house and includes a laundry room for guests' use.
Distances and Attractions
Il Romitoio enjoys an enviable position in the Arezzo Val di Chiana countryside, just five minutes by car from the first inhabited area and only a short drive from the charming town of Castiglion Fiorentino, where all essential services and shops are readily accessible. The hilltop town of Cortona, one of Tuscany's most celebrated destinations, is also just a few kilometres away.
Situated in Tuscany and in close proximity to Umbria, the property serves as an ideal base for exploring a wealth of artistic and cultural destinations within a range of of a few kilometres. Cities of art such as Siena, Arezzo, and Perugia are all within comfortable reach, as are the picturesque borghi of Pienza, Montalcino, Montepulciano, Castiglion del Lago, Anghiari, and Sansepolcro. The horizon from the property is framed by the peaks of Monte Amiata and Monte Cetona, and the surrounding landscape of green hills, cultivated fields, and ancient villages offers endless opportunities for exploration. The area is also home to several fascinating thermal spas, making Il Romitoio an equally appealing destination for those seeking relaxation and wellness alongside cultural discovery. All everyday amenities and shops in both Castiglion Fiorentino and Camucia are accessible within a few minutes by car.
Costs & Services
Included services
- Utilities (electricity, water, gas for kitchen use and hot water, heating): included in the rental price
- Weekly linen change: included in the rental price
- Initial and final cleaning: included in the rental price
- ZeroDep Guarantee (no security deposit required on balance or on arrival; EuropAssistance coverage for accidental damage up to €1,500.00, subject to policy limitations): included in the rental price
Extra costs
- Mandatory extra cleaning in case of animals: €50.00 per week per animal
- Tourism tax: €1.00 per person per night for the first 7 nights (children under 14 are exempt)
On request
- Heated pool (up to a maximum temperature of 22°, when outside temperature exceeds 10°, with 7 days' notice): €500.00 per week in April and October
- Extra cleaning: €22.00 per hour per cleaner
- Extra linen: €15.00 per person
- Firewood: €30.00 per 100 kg Il Romitoio 12, Emma Villas
Ca Maggiore 10+2
Superb vacation home with A/C, private pool, WIFI, TV, terrace and pets allowed, close to Arezzo
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12
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6
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5
-
500 m2
Description
Property Summary
Nestled along a quiet residential avenue just 800 m from the lively village of Castiglion Fibocchi, in the heart of Tuscany, Italy, Ca Maggiore is an exceptional vacation rental born from the careful renovation and enhancement of an authentic 17th-century Leopoldina villa. The property has preserved its original architectural character, including the distinctive squared dovecote tower and the portico surmounted by a traditional loggia on the first floor. Throughout its beautifully spacious interiors, classical structural elements recovered from the ancient building coexist harmoniously with elegant and functional furnishings, handcrafted accessories, and a splendid, fully equipped modern kitchen. The villa and its annex are set within a fully fenced park of ten thousand square meters, offering guests a serene and private retreat with wonderful views over the surrounding hilly landscapes and vineyards. The property benefits from Wi-Fi internet connectivity, a dedicated parking area conveniently accessible just beyond the entrance gate, and a generous yard that includes a vast olive grove and a richly planted garden, making Ca Maggiore a truly immersive and refined Tuscan escape.
Outdoors
The outdoor spaces of Ca Maggiore are as impressive as the interiors, offering a variety of settings for relaxation and al fresco living. The expansive park, entirely fenced for privacy and security, features a vast olive grove ideal for leisurely walks, as well as a lush garden planted with a flat lawn and bordered by bushes of red and aromatic roses. In the immediate vicinity of the two residential units and directly in front of the pool area, a paved and shaded surface provides the perfect setting for outdoor dining. The non-heated swimming pool is a true highlight of the property, framed by scenic olive trees and vines and enjoying an open view over the hilly landscape. Reached by climbing five steps and crossing the surrounding lawn, the pool has a rectangular shape measuring 4.5 x 11 m, with a depth that gradually increases from 1.20 m to 1.80 m. The tank is PVC-lined, sanitized with chlorine, and equipped with internal lights, as well as steps running along one of the two short sides. Along the stone-paved edge, a dedicated sunbathing area is furnished with sun beds and umbrellas. A basement accessible via a flight of stairs houses a bathroom with shower and a changing room for the convenience of pool users. The pool is open from the last Saturday in April until the first Saturday in October. Guests are kindly reminded that photographic documentation of the property is typically taken in spring, and therefore the colors and blooms of the gardens, lawns, and park may appear different upon arrival.
Unit Layout
Ca Maggiore accommodates up to 12 guests across 6 bedrooms and 5 bathrooms, distributed between the main villa and a separate annex located directly opposite. The villa is structured on 2 floors plus a turret, all connected by an internal staircase. On the ground floor, the common areas unfold from the main entrance situated beneath the portico, leading into a dining room that connects on the right to a living room and on the left to a large kitchen. The kitchen provides direct access to the outside and is also connected to a laundry room, a utility room and pantry, and a bathroom with shower. Continuing from the dining room, guests will find a TV room and a spacious hallway with the stairwell leading to the first floor. On the first floor, a room with sofas and a fireplace opens onto the panoramic external loggia. This floor also hosts a bedroom with 2 single beds, each 1.20 m wide, with an en-suite bathroom with shower, as well as 3 double bedrooms, 2 of which feature en-suite bathrooms with shower. The sixth bedroom, furnished with a double bed, is located in the turret and is accessed via a steep wooden staircase. The annex is distributed across 2 levels: the ground floor features a living room with sofa and piano, while the upper floor hosts a double bedroom and a bathroom with shower.
Amenities Included
Ca Maggiore is equipped with a comprehensive range of amenities designed to ensure a comfortable and convenient stay. Air conditioning is available in all bedrooms, providing a pleasant environment during the warmer months, while heating is also available throughout the property for cooler periods. The laundry room is fitted with a washing machine, and the kitchen is equipped with a dishwasher, making everyday domestic tasks effortless. Entertainment is well catered for with satellite TV, allowing guests to enjoy a wide selection of channels during their downtime. The property is also pet-friendly, welcoming animals subject to the conditions outlined by the owner, so that four-legged companions can share in the Tuscan experience alongside their families.
Other Information
Ca Maggiore welcomes pets, with the exception of cats. Prior to arrival, acceptance of animals must be authorized by the owner, who requires advance communication of the number of animals, their size, and their breed. The property is ideally suited for guests who wish to combine the tranquility of a private rural retreat with easy access to local amenities, as restaurants, bars, and supermarkets are reachable on foot within a few minutes from the villa.
Distances and Attractions
Situated in the upper Valdarno area within a hilly landscape of great naturalistic importance on the outskirts of Chianti, Ca Maggiore offers an exceptional base for exploring some of Tuscany's most celebrated destinations. The village of Castiglion Fibocchi, with its restaurants, bars, and supermarkets, is just 800 m away and easily reachable on foot. The city of Arezzo, a major cultural and artistic hub, is only 15 km from the property. Further afield, guests can explore the evocative Casentinesi Forest Park, the Pratomagno mountain range, the distinctive "balze" area, and a wealth of artistic localities, including the iconic cities of Florence and Siena, all within comfortable driving distance.
Costs & Services
Included services
- Utilities: electricity, water, and gas for kitchen use included in the rental price
- Weekly linen included in the rental price
- Initial and final cleaning included in the rental price
- Zer0Dep Guarantee: no security deposit required on balance or on arrival; includes EuropAssistance coverage for accidental damage to the property during the stay, up to a maximum of €1,500.00 and subject to the limitations provided
Extra costs
- Mandatory extra cleaning in case of animals: €50.00 per week per animal, to be paid locally
- Tourist tax: applicable where required
On request
- Extra cleaning: €22.00 per hour per person employed
- Extra linen: €20.00 per person Ca Maggiore 10+2, Emma Villas
Casa Angela
Private Holiday rental with private pool, A/C, WIFI, TV, balcony, pets allowed, near Cortona
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8
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3
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3
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170 m2
Description
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela
Galleria di Brolio
Fabulous independent holiday rental with WIFI, A/C, private pool, TV and veranda, close to Cortona
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10
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4
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3
-
170 m2
Description
Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
Galleria di Brolio
Villa Taragnano
Amazing private house with private pool, A/C, WIFI and patio, close to Cortona
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10
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5
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3
-
300 m2
Description
Villa Taragnano is located 540 m (1742 ft) from Sant'enea, Italy and only 17 km (10 mi) from Cortona in the tourist area "Cortona And Surroundings". Vacation rental Villa Taragnano is a nice stone building (300 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to ten guests comfortably in five bedrooms with three bathrooms.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a barbecue grill and patio. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 17 km (10 mi), Arezzo 24 km (15 mi), Montepulciano 43 km (27 mi), Perugia 66 km (41 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (71 mi), Viareggio 202 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 216 km (134 mi), Venice 358 km (223 mi) and Milan 399 km (248 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 121 km (75 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 225 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Villa Rinaldo
Villa Noceta
Private Property with WIFI, private pool, A/C, TV, pets allowed, panoramic view, near Cortona
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10
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5
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5
-
340 m2
Description
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.
Please carefully check if there are any extra costs to be paid on site! Villa Noceta
Casale Lorenzo
Beautiful independent villa rental with A/C, private pool, WIFI and TV, near Arezzo
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10
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5
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6
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250 m2
Description
An original stone farmhouse at the gateway to the green Casentino valley and north of the city of Arezzo. The villa Casale Lorenzo with its beautiful fenced park, the large private swimming pool (size 15 x 8 m - depth 1,00 - 2,40 m - open from 01st May to 30th September) with changing room, bathroom with shower and equipped solarium, the relaxing Jacuzzi (Extra payment required) offers wide space for everyone to enjoy an unforgettable holiday with family or friends. You won't be able to give up a dip in the pool, a barbecue on the cool furnished porch or an afternoon in the Jacuzzi with a good glass of wine. Also your small size four-legged friends are welcome here (extra charge could be required).
3 km away from the villa is the small village of Subbiano, where you will find shops, supermarkets and restaurants. Absolutely not to be missed, on hot summer days, is a trip to the nearby Park of the Casentino Forests, among ancient castles and remote monasteries, which will give you moments of true wonder.
The villa Casale Lorenzo is luxuriously equipped with air-conditioning, a billiard room, a large, well-equipped kitchen and an indoor barbecue. A décor composed of local antiques offers countless nooks and crannies for you to relax while reading your favourite book. For you and your children, there is an infinite, safe green space and a billiard table where you can play tournaments and games.
An extra touch comes from the extremely cordial welcome of Massimo and Nadia, the owners, who are always attentive to make you feel welcome and at home. Casale Lorenzo
Villa Bilor Luxe
Amazing independent house with WIFI, private pool, A/C, TV and patio, near Arezzo
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10
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5
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4
-
200 m2
Description
Villa Bilor Luxe is located in Subbiano, Italy and only 16 km (10 mi) from Arezzo in the tourist area "Arezzo And Surroundings". Villa Bilor Luxe is a lovely holiday home (200 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms.
What to Expect
When you arrive at Villa Bilor Luxe you’ll find a beautiful clean well-maintained property perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Also available outside are a barbecue grill and patio.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 16 km (10 mi), Cortona 42 km (26 mi), Montepulciano 64 km (40 mi), Siena 80 km (50 mi) and Greve In Chianti 84 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 187 km (116 mi), Forte Dei Marmi 195 km (121 mi), Rome 237 km (147 mi), Venice 340 km (211 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 106 km (66 mi), Pisa (psa) 168 km (105 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Bilor Luxe
La Casina del Bosco
Beautiful private property with private pool, A/C, WIFI and TV, near Arezzo
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2
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1
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1
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40 m2
Description
You will find La Casina del Bosco in an extremely panoramic position, nestled among silver olive trees in the beautiful, green Alpe di Catenaia. The little house is located not far from the mountain pass that joins the two valleys of Casentino and Valtiberina and will allow you easy day trips in both valleys, in search of monasteries and castles and small, ancient villages carved in stone and unknown to most people. The splendid view that you will see every morning from your windows overlooks the surrounding luxuriant woods, thickets of ancient chestnut and oak trees, where wildlife still reigns supreme. All this makes the place extremely peaceful and almost enchanted.
The house is reached by a small unpaved road (approx. 2 km), which we do not recommend taking with sports cars. About 8 km away is Subbiano, an industrious village with supermarkets, restaurants and shops of all kinds, whose origins can be traced back to Roman times. In the small village of Falciano, just 3 km away, there is a typical Tuscan restaurant where you can enjoy pasta, meat and traditional dishes that we are sure you will not easily forget.
18 km away is the ancient city of Arezzo, to which we recommend you dedicate at least one day, strolling through its paved alleys and beautiful squares.
The little house that you will rent is the result of a recent restoration, built with ancient local stone but above all a depository of very distant origins, it was in fact once used by shepherds who stopped there during the transhumance.
For your days of complete relaxation, there is a panoramic swimming pool surrounded by olive trees ( size m. 6 x 2.70, depth m. 1.30 - open from 01st May to 30th September), a hydro-massage tub (5 seats, size m. 2.20 x 2.20 - available with extra charge), a pergola furnished with table and chairs to enjoy your meals in the open air, a barbecue and a fully equipped garden. The outdoor area (approx. 1200 sqm) is fully fenced and your small four-legged friends are very welcome. You will find the house decorated with antique furniture that perfectly matches its features, giving it a cosy and warm atmosphere.
At the Casina del Bosco you will experience your ideal holiday with your partner, in absolute relaxation, in a romantic and magical place. La Casina del Bosco
Poggerello 10
Stunning property with private pool, A/C, WIFI, TV and pets allowed, near Arezzo
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10
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5
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3
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570 m2
Description
Property Summary
Nestled in the rolling hills of Laterina, in the heart of Tuscany, Italy, Il Poggerello is an extraordinary vacation rental with origins documented as far back as 1500. Originally a farmhouse within the prestigious Monsoglio Estate, this aristocratic and stately residence has been carefully restored to preserve its iconic double dove tower structure, original stone floors, and impressive wooden ceiling beams. The interiors are enriched by a curated collection of antique furniture and refined style details that lend an uncommon personality to every room, including the large and elegant living room that seamlessly extends outdoors to a generous porch overlooking the immaculate surrounding garden. Set within a property of approximately 20 hectares in the Valdarno Superiore area at the gateway to Chianti, the villa offers sweeping views over the estate's own vineyards and is embraced at the rear by seven hectares of woodland. Guests enjoy the exclusive use of the entire structure, as no other guests will be present during their stay. The property features a well-maintained yard of remarkable natural beauty, complimentary Wi-Fi internet access, and a covered private parking area reached via a private cypress-lined avenue, ensuring both comfort and convenience throughout the stay.
Outdoors
The grounds of Il Poggerello are a true extension of the villa's refined character, offering expansive lawns planted with grass and framed by the estate's own vineyards and dense woodland. A private cypress-lined avenue leads to the covered parking area and from there to the main house, the annexes, and the swimming pool. Around each residential structure, the beautifully maintained garden is enlivened by multiple seasonal blooms, with dedicated recreational spaces designed for outdoor relaxation. The porch directly in front of the main villa, accessible from the kitchen, is furnished with comfortable seating and a dining table, making it an ideal setting for al fresco meals in the Tuscan countryside. On the first floor, a spacious panoramic veranda is equipped with a gym area featuring a treadmill and a stepper, as well as a play area with a table tennis table. Additional outdoor seating and dining areas are arranged in front of the annexes, sheltered by verandas and porches, perfect for convivial gatherings or quiet moments of private relaxation. The non-heated rectangular swimming pool occupies a private terrace positioned at a lower level than the villa, approximately 30 metres from the house and accessed via 2 gates and a short stone staircase. The pool measures 15 x 7 metres with a depth ranging from a minimum of 1.40 metres to a maximum of 2.5 metres. The tub is covered in PVC with a stone edge and is accessible via a ladder or internal steps on one side. The purification system is hybrid, alternating chlorine with active ions. The surrounding lawn is furnished with a gazebo, deckchairs, and armchairs, while a cold-water shower and a bathroom with shower are also available in the pool area. The pool is open from the last Saturday in April to the first Saturday in October.
Unit Layout
Il Poggerello accommodates up to 10 guests across 5 bedrooms and 3 bathrooms, distributed over 2 floors and 2 turrets positioned on either side of the main villa. On the ground floor, the entrance opens into a large living room arranged with a dining table and 2 elegant seating areas. From here, access leads to the dining room, which connects to the kitchen with direct access to the porch. The ground floor layout is completed by a laundry room and a service bathroom. On the first floor, an additional living room and TV room provides a comfortable secondary lounge. On one side of this space, a double bedroom features an en-suite bathroom with bathtub and a double entrance. On the other side, a corridor leads to a hallway and 2 further bedrooms: a double bedroom with a bed measuring 1.90 metres in width, and a twin bedroom, both served by 2 bathrooms with bathtubs. The first-floor living room opens onto the spacious panoramic veranda. At the far ends of the first floor, 2 ramps lead to the 2 towers, one located near the staircase to the ground floor and the other adjacent to the bedrooms. Each tower houses a double bedroom, one of which features a bed measuring 1.60 metres in width.
Amenities Included
Il Poggerello is equipped with a comprehensive range of amenities designed to ensure a comfortable and enjoyable stay. Air conditioning is available in the bedrooms, with the exception of the twin bedroom. The property is also equipped with heating for cooler months, a washing machine located in the dedicated laundry room, and a dishwasher in the kitchen. Entertainment is well catered for with satellite TV, allowing guests to enjoy a wide selection of channels during their downtime. The villa operates under a pet-friendly policy, welcoming guests who wish to bring their animals along for the stay.
Other Information
Il Poggerello has undergone a pre-season check-up carried out by a technical manager to verify the accuracy of the property description, the condition and functionality of all listed accessories, and the overall standard of quality, cleanliness, and comfort. Guests renting the property in this configuration will have exclusive use of the entire structure, with no other guests present at any time during their stay. Pets are welcome at the property; however, a mandatory extra cleaning fee applies in the event of the presence of animals. Tourist tax may apply where applicable. It is worth noting that photographic documentation of the property is typically carried out in spring, meaning that the colors and blooms of the gardens, lawns, and park may differ from those depicted at the time of arrival.
Distances and Attractions
Situated in the Valdarno Superiore area within the hilly landscape at the gateway to Chianti, Il Poggerello enjoys a privileged location that places guests within easy reach of some of Tuscany's most celebrated destinations. The city of Arezzo is just a few kilometres away, offering a wealth of art, history, and gastronomy. The renowned art cities of Siena and Florence are both accessible for day trips, inviting guests to explore world-class museums, historic piazzas, and architectural masterpieces. The surrounding territory is rich in artistic and architectural itineraries winding along beautiful panoramic roads, punctuated by ancient villages of unmistakable character that preserve the traces of a remote past with timeless charm.
Costs & Services
Included services
- Utilities: electricity, water, and gas for kitchen use included in the rental price
- Weekly linen included
- Initial and final cleaning included
- Zer0Dep Guarantee: security deposit waived, with EuropAssistance coverage for accidental damage up to €1,500.00 (subject to applicable restrictions)
Extra costs
- Mandatory extra cleaning in case of the presence of animals: €50.00 per week per animal
- Tourist tax: where applicable
On request
- Extra cleaning: €22.00 per hour per cleaner
- Extra change of linen: €15.00 per person
- Heating: €130.00 per day Poggerello 10, Emma Villas
Villa le Capanne
Stunning multi-unit accommodation with A/C, pool, WIFI, pets allowed, panoramic view, near Cortona
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4
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21
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8
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6
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Bosco | 4 | 2 | 1 | 69 m2 | € 89 /Night |
| Oliveto | 4 | 2 | 1 | 74 m2 | € 89 /Night |
| All 2 Accommodations | 8 | 4 | 2 |
Description
Vacation rental Villa Le Capanne is a lovely property that includes WiFi internet, air conditioning and pool. Villa Le Capanne is a vacation home that has a total of four separate apartments. The property can accommodate up to 21 people comfortably. Villa Le Capanne is located 1 km (4382 ft) from Pieve Di Chio, Italy and only 17 km (11 mi) from Cortona in the tourist area "Cortona And Surroundings".
The Experience
After arriving at Villa Le Capanne you’ll find a beautiful clean well-maintained property perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Each apartment has its own private living area with a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit vacation rental where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Capanne. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Additional Services
Villa Le Capanne
Villa Fracassini
Independent Accommodation with private pool, WIFI, A/C, TV, patio, panoramic view, close to Arezzo
-15% Special Offer-
6
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3
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4
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130 m2
Description
VILLA FRACASSINI is a beautiful centuries' old building that will enchant you with its local traditional style that you can see in the stone walls, the red bricks, the landlords coat of arms in the garden, or the hidden well behind the elevator... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Villa Fracassini
Dimora di Castroncello
Private Holiday home with private pool, A/C, WIFI, veranda, panoramic view, close to Cortona
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12
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6
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4
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300 m2
Description
Holiday rental Dimora Di Castroncello is a nice property (300 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms. Dimora Di Castroncello is located 2 km (1 mi) from Castroncello, Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings".
The Experience
When you arrive at Dimora Di Castroncello you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 15 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 38 km (24 mi), Montalcino 58 km (36 mi) and Perugia 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 195 km (121 mi), Forte Dei Marmi 202 km (125 mi), Rome 206 km (128 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 113 km (70 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
Dimora Di Castroncello
Residenza la Casuccia
Wonderful independent villa with A/C, WIFI, private pool, TV, patio, panoramic view, near Arezzo
-15% Special Offer-
6
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3
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2
Description
Are you looking for a house in Tuscany, in the countryside but close to a typical Tuscan village? Where you can live like a local and savor the true Italian hospitality and lifestyle? Then La Casuccia is the place for you!
The recently restored house enjoys beautiful panoramic views and is just minutes from the historic center of the village of Pergine Valdarno, which can also be reached on foot.
La Casuccia is an independent house that is part of the farm of the same name that produces wine and extra virgin olive oil.
We are in the heart of the Tuscan region, in a beautiful and very authentic area, and strategic to reach all the most popular destinations of our famous region.
Here you can relax surrounded by nature, but you can also decide to meet and get to know local people simply by going to the bar to have breakfast or to have an aperitif in the afternoon, you can experience moments of daily life in contact with the local community! Residenza la Casuccia
Casa di Vignolo
Fabulous private property with A/C, WIFI, TV, patio and pets allowed, near Arezzo
-15% Special Offer-
6
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3
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2
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130 m2
Description
CASA DI VIGNOLO is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, used for cooking, or the original stone sink, or the stone and bricks staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Casa Di Vignolo
La Miccia
Stunning independent villa rental with hot tub, A/C, WIFI, TV and pets allowed, near Arezzo
-15% Special Offer-
2
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1
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2
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69 m2
Description
LA MICCIA is a beautiful centuries' old apartment that will enchant you with its local traditional features: the stone walls all over the place, the original ceilings in red bricks, original pavements in "cotto" toscano,... you will be captured by the fusion of antique and modern style, like the hot tub in the living room!!!
You will also fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. La Miccia