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Stunning private holiday rental with A/C, WIFI, private pool, TV, patio and pets allowed

0% Interest Installments
  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Private Pool
  • Cancellation insurance (included)
From € 213per Night

Description

Property Summary

Nestled among the rolling fields and vineyards of the Tuscan countryside, Cottage Roccaio is a cosy and characterful semi-detached house offering a truly authentic rural retreat just 3 km from the historic centre of Castiglion Fiorentino, Italy. Spread across 2 storeys, this rustic yet comfortable holiday rental combines traditional charm with all the comforts needed for a relaxing stay in one of Italy's most celebrated regions. The property enjoys a secluded and peaceful position, making it an ideal escape for those seeking tranquillity and natural beauty. Guests have access to a private, well-kept fenced garden that frames the home beautifully and provides a sense of complete privacy. A private swimming pool measuring 8 x 4 metres with a depth of 150 cm and filled with salt water is available for guests to enjoy from 1 May to 30 October, with maintenance carried out by the owner and gardener. Wireless internet connection is available throughout the property, ensuring you remain connected during your stay. Parking is conveniently available directly on the premises, accessible via a 600-metre unmade road from the main motor access point.

Outdoors

The outdoor spaces at Cottage Roccaio are a true highlight of the property, offering an inviting and serene environment surrounded by the natural beauty of the Tuscan landscape. The private fenced garden is well maintained and provides ample space to relax, unwind, and enjoy the fresh countryside air. The salt water swimming pool, measuring 8 x 4 metres with a depth of 150 cm, serves as the centrepiece of the outdoor area and is available seasonally from 1 May through to 30 October. Pool upkeep is managed by the owner and gardener, ensuring the water and surroundings are kept in excellent condition throughout the season. The garden and outdoor setting, framed by vineyards and open fields, create a picturesque backdrop that perfectly complements the rustic character of the cottage.

Other Information

Cottage Roccaio is equipped with a laundry room and washing machine, offering practical conveniences for longer stays. Please be aware that the owner resides on the same property, which may provide an added sense of security and local assistance during your visit. The owner also keeps a dog on the premises. Given the rural location of the property and the nature of the surrounding road network, the use of a private car is strongly recommended to make the most of your stay and to access nearby towns, services, and attractions with ease.

Distances and Attractions

Cottage Roccaio benefits from a well-connected position within the Tuscan countryside, placing a wide range of services and cultural destinations within easy reach. A grocery store is located just 2 km away, while a supermarket can be found at 4 km. A restaurant is situated 3 km from the property, and the nearest bus stop is also 3 km away. The charming hilltop town of Castiglion Fiorentino lies just 3 km from the cottage, offering a wealth of local history, architecture, and authentic Italian atmosphere. The celebrated town of Cortona, renowned for its Etruscan heritage and stunning panoramic views, is 11 km away, while the vibrant city of Arezzo, famous for its medieval piazza and antique market, is 22 km distant. The elegant wine town of Montepulciano can be reached in approximately 38 km, and the magnificent city of Florence, with its world-class museums and Renaissance landmarks, is 100 km away. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of Italy's most well-known lakes, situated just 29 km from the property. Il Cottage Roccaio

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Villa Chio

: EAS190185

Superb private accommodation with private pool, WIFI, TV and panoramic view, close to Cortona

0% Interest Installments
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    200 m2
  • Private Pool
From € 508 per Night

Description

Conveniently located 4 km (3 mi) from Castiglion Fiorentino, Italy in the tourist area "Cortona And Surroundings" and only 14 km (9 mi) from Cortona. Property Villa Chio is a beautiful stone building (200 sq m) that includes private pool and WiFi internet. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms.

Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a peaceful holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Sharing a meal 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 microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the lovely Tuscan weather.

Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 14 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 40 km (25 mi), Perugia 63 km (39 mi) and Montalcino 65 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 112 km (70 mi), Viareggio 199 km (123 mi), Forte Dei Marmi 206 km (128 mi), Rome 213 km (132 mi), Venice 355 km (221 mi) and Milan 396 km (246 mi).

Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 09:00
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) 118 km (73 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).


It is forbidden to organize parties and events. Villa La Ghiandaia

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Fabulous private property with A/C, private pool, WIFI, TV, patio, pets allowed, panoramic view

0% Interest Installments
  • Sleeps
    11
  • Bedrooms
    5
  • Bathrooms
    4
  • Private Pool
  • Cancellation insurance (included)
From € 788per Night

Description

Property Summary

Nestled among trees and rolling fields in the heart of Tuscany, Italy, the villa "Il Sogno Di Pietro" is an exceptional holiday rental offering a harmonious blend of privacy, comfort, and natural beauty. Located just 6 km from the centre of Castiglion Fiorentino, this elegant property comprises a main house and a separate outbuilding, set within a fully fenced private estate of 6,500 m2. The grounds provide a true sense of seclusion, with a lush lawn and mature vegetation creating a serene and restorative atmosphere. A generously sized private swimming pool measuring 12 x 4 m with a depth of 140 cm is available for guests to enjoy seasonally from 1 April to 30 October, with pool maintenance carried out regularly by the owner's gardener. The estate benefits from ample private parking accommodating up to 6 cars directly on the premises. Wireless internet is available throughout the property, ensuring guests remain connected during their stay. The expansive yard surrounding the villa enhances the overall sense of space and tranquillity, making "Il Sogno Di Pietro" a truly remarkable retreat in the Tuscan countryside.

Outdoors

The outdoor spaces of "Il Sogno Di Pietro" have been thoughtfully designed to encourage relaxation and al fresco living at its finest. The private swimming pool, measuring 12 x 4 m with a depth of 140 cm, takes centre stage in the garden and is available for use from 1 April to 30 October. For guests who wish to enjoy the pool outside of the warmer months or prefer a heated swimming experience, the pool can be heated at an additional cost, subject to prior booking of the service. An outdoor shower is conveniently located nearby for rinsing off after a swim. A charming pergola provides a shaded area ideal for dining or relaxing during the warmer parts of the day, and the garden furniture ensures that outdoor seating is both comfortable and plentiful. A barbecue is also available for guests who wish to enjoy outdoor cooking and dining under the Tuscan sky. The fully fenced grounds of 6,500 m2 encompass a well-maintained lawn and natural surroundings that offer complete privacy throughout your stay.

Other Information

The annex at "Il Sogno Di Pietro" consists of a living room with a kitchenette, 1 double bedroom, and a bathroom with a shower, providing a comfortable and self-contained space ideal for additional guests. Inside the main house, guests have exclusive access to an infrared sauna and a dedicated spa area, both of which are included in the rental. The property is managed with care and attention, with the owner's gardener attending to pool maintenance and the upkeep of the grounds on a regular basis. Please be aware that the owner does not accept any youth groups. All specific services requiring prior arrangement, such as pool heating, must be booked in advance to ensure availability during your stay.

Distances and Attractions

"Il Sogno Di Pietro" enjoys a privileged location that places a wide range of amenities and cultural attractions within easy reach. A grocery store and supermarket are both situated approximately 3 km from the property, while a restaurant can be found just 1 km away, making everyday conveniences readily accessible. A bus stop is located 1.5 km from the villa, offering a practical connection to the surrounding area. The renowned thermal baths of "Rapolano Terme" are approximately 37 km away, providing a wonderful opportunity for relaxation and wellness. The bathing lake of Trasimeno is also within reach, offering a scenic natural destination for swimming and leisure. Among the nearby cultural highlights, the historic town of Cortona is just 13 km away, while the celebrated city of Arezzo can be reached in approximately 16 km. The charming village of Lucignano lies 20 km from the property, and Passignano Sul Trasimeno is situated 31 km away. Castiglione Del Lago is approximately 33 km from the villa, and the iconic Renaissance town of Pienza is reachable within 47 km, making the property an ideal base for exploring the rich artistic and historical heritage of Tuscany and the surrounding regions. Il Sogno di Pietro

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Fabulous private villa rental with WIFI, private pool, TV, balcony, pets allowed and panoramic view

0% Interest Installments
  • Sleeps
    22
  • Bedrooms
    11
  • Bathrooms
    8
  • Private Pool
  • Cancellation insurance (included)
From € 430per Night

Description

Property Summary

Nestled in the rolling Tuscan countryside of Montevarchi, Italy, Poggio Cuccule is a magnificent stone villa dating back to the end of the 18th century, set at 350 meters above sea level and enveloped by ancient olive groves, vineyards, and forests in a breathtaking panoramic position. This child-friendly property offers a total of 430 square meters of living space distributed across a main house that accommodates up to 10 guests and 2 independent outbuildings, each sleeping 6, allowing the entire estate to welcome up to 22 guests when rented together. The grounds extend across a fenced property of 7,000 square meters, including a private, fenced natural garden of 3,000 square meters, providing an exceptional sense of space, privacy, and tranquility. The stunning swimming pool measures 6 x 12 meters with a depth ranging from 90 to 190 centimeters and is available seasonally from April 27th to October 11th, offering a refreshing retreat during the warmer months. Guests benefit from internet Wi-Fi access throughout the property, while on-site parking is available directly on the premises, accessible via a steep motor access road of approximately 200 meters along an unmade track. The estate is ideally suited for families seeking a peaceful and authentic Tuscan retreat, just 7 kilometers from the center of Montevarchi.

Outdoors

The outdoor spaces at Poggio Cuccule are as generous as they are varied, offering guests a rich and immersive experience in the Tuscan landscape. The private natural garden of 3,000 square meters is fully fenced and beautifully maintained, providing a safe and serene environment for guests of all ages. The swimming pool, measuring 6 x 12 meters with a depth of 90 to 190 centimeters, is the centerpiece of the outdoor area and is open seasonally from April 27th to October 11th. Surrounding the pool and throughout the garden, a selection of garden furniture is available, inviting guests to relax and soak in the panoramic views. A barbecue area allows for outdoor cooking and convivial al fresco dining, while a dedicated outdoor dining area of 40 square meters provides an ideal setting for enjoying meals in the open air. A wood-burning oven adds a traditional Tuscan touch to the outdoor culinary experience, and free logs are provided for use. Adjacent to the main house, a small oak wood hosts a charming children's bowling area measuring 2 x 9 meters, offering a delightful recreational space for younger guests. A table tennis table rounds out the outdoor leisure facilities, ensuring entertainment for guests of all ages throughout their stay.

Other Information

Poggio Cuccule is a property rich in character and thoughtfully equipped to ensure a comfortable and memorable stay. Inside the house, guests will find a billiard table and a washing machine for added convenience. Linen is changed on a weekly basis, and room cleaning is available upon request for an additional fee. Heating is available from November 1st to April 7th and is payable directly on-site. A fireplace within the property adds warmth and atmosphere during the cooler months. The estate produces its own organic fruits and vegetables, as well as local olive oil and wine, all of which can be purchased directly on-site, offering guests an authentic taste of Tuscan rural life. It is possible to organize dinners on request for an additional fee, and guests may also arrange cookery courses and tastings of typical Tuscan wines for an extra charge. A car is recommended to reach the property and to explore the surrounding area comfortably. The property is suitable for families; however, the owner does not accept youth groups. The access road to the property includes a steep motor access stretch of 200 meters via an unmade road.

Distances and Attractions

Poggio Cuccule enjoys a privileged location in the Tuscan countryside, offering easy access to a wealth of local attractions and essential services. The center of Montevarchi and the village of Montegonzi are both situated 7 kilometers from the property, while the historic city of Florence lies approximately 50 kilometers away and Siena is reachable within 45 kilometers, making both iconic destinations ideal for day trips. The nearest grocery store is just 3 kilometers away, and additional shops can be found within 5 kilometers. Public transport is accessible, with a bus stop located 800 meters from the property and the Montevarchi railway station just 5 kilometers away. Sports enthusiasts will appreciate the proximity of a riding stable at 3 kilometers, tennis facilities at 5 kilometers, and the Moto Cross Circuit "Miravalle" only 1 kilometer from the estate. For those seeking a round of golf, a course is available approximately 50 kilometers away. The surrounding landscape of olive groves, vineyards, and forests further enriches the stay, offering scenic walks and an authentic immersion in the natural beauty of Tuscany. Poggio Cuccule

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Amazing private holiday rental with WIFI, A/C, private pool and TV, near Cortona

  • Sleeps
    4
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 141per Night

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

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Superb private vacation home with A/C, private pool, WIFI, TV and veranda, near Cortona

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 197per Night

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

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Lovely holiday home with WIFI, private pool, TV and pets allowed

  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 95per Night

Description

From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the entire Val di Chio and climbs the wooded hills and represent the natural border between Tuscany and Umbria, you will arrive at a small cluster of houses set on the slopes of the hill and overlooking a beautiful wooded landscape. The last stretch of road, about 200 m, is unpaved and sloping. La Casa del Nonno is a small, old stone house that is part of this original rural settlement once inhabited by farming families. Here you will find guaranteed peace; lazy summer days by the pool and in the solarium enjoying the sun, without hearing any noise except those of nature.
A careful renovation has brought La Casa del Nonno back to life. Rustic style furniture, old beams on the ceilings, the old fireplace in the living room, give it a warm atmosphere reminiscent of times gone by, when the house and the open fire were the shelter of the farmers after a hard day's work.
The house will be your own little nest, well-finished, comfortable and cosy and will immediately give you the feeling of being welcome.
In front of the house there is an outdoor area arranged on natural terraces connected by steps, completely fenced and equipped with garden furniture, barbecue and a small house with laundry. For your exclusive use there is also a beautiful swimming pool (size 6x4 m, depth 1.20 m - open from 1 May to 30th September), with a panoramic view and equipped with sunbeds, deckchairs and sunshade.
For your open-air dinners in the summer evenings, the owners have organised a special corner on a terrace in the garden, equipped with a wrought iron table and chairs and covered by a large parasol. La Casa del Nonno

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Casa Angela

: EAS193085

Pretty private villa rental with private pool, A/C, WIFI, TV, balcony and pets allowed, near Cortona

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 205per Night

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

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Beautiful multi-unit accommodation with WIFI, A/C, pool, TV, patio and pets allowed

  Special Offer 0% Interest Installments
  • Accommodation
    2
  • Sleeps
    8
  • Bedrooms
    2
  • Bathrooms
    2
  • Swimming Pool
  • Cancellation insurance (included)
€ 89 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Le Poggiole 613.1 4 1 1 45 m2 € 89 /Night
  Le Poggiole 613.2 4 1 1 40 m2 € 89 /Night
All 2 Accommodations 8 2 2

Description

Property Summary

Nestled in the picturesque Tuscan countryside of Italy, Le Poggiole is a large working farm situated 8 km from the charming town of Montevarchi and 6 km from Cavriglia. This exceptional holiday rental offers 2 apartments within the main residence, making it an ideal retreat for families and groups seeking an authentic rural experience. Guests benefit from shared access to a generous 6-hectare fenced area featuring trees and open meadow, providing a truly immersive natural setting. The property is equipped with Wi-Fi connectivity, ensuring you remain connected throughout your stay. A stunning 16 x 7 m swimming pool with depths ranging from 130 to 250 cm is available for shared use, seasonally open from May to September and carefully maintained by the owner. The expansive yard surrounding the residence adds to the sense of space and tranquillity that defines Le Poggiole.

Outdoors

The outdoor spaces at Le Poggiole are generous and thoughtfully equipped to enhance your countryside experience. The shared 16 x 7 m swimming pool, with water depths ranging from 130 to 250 cm, is open seasonally from May to September and is regularly maintained by the owner. Alongside the pool, you will find a convenient outdoor shower, perfect for rinsing off after a refreshing swim. A dedicated barbecue area is also available for your enjoyment, offering an ideal setting for al fresco dining and leisurely evenings in the open air. The surrounding 6-hectare fenced grounds, dotted with trees and open meadow, provide ample space for relaxation and outdoor recreation in a serene natural environment.

Other Information

Le Poggiole offers a range of practical amenities and services to ensure a comfortable and convenient stay. A washing machine is available for shared use, with an extra fee applicable. The property features a restaurant on-site, and breakfast can be arranged upon request for an additional charge. Heating is available during the cooler months, specifically from November to April, and can be paid for directly on the spot. Access to the property is via a 100 m long unpaved track, and parking is available on the premises. A car is recommended in order to explore the surrounding area and reach nearby services with ease. The owner resides within the same residence and is available on-site, offering a welcoming and attentive presence throughout your stay. Farm products are available for purchase directly from the property, allowing you to take home a taste of authentic Tuscan produce.

Distances and Attractions

Le Poggiole enjoys a convenient location within easy reach of a variety of local services and attractions. A shop is located just 3 km away, while a supermarket can be found at a distance of 6 km. The nearest railway station is 8 km from the property, offering straightforward connections to the wider region. Sports and leisure facilities are well represented in the surrounding area, with an outdoor swimming pool and an indoor swimming pool both situated 3 km away, a tennis court at 5 km, and a riding stable also just 3 km from the farm. For golf enthusiasts, a 9-hole golf course is accessible within 60 km. The town of Montevarchi, located 8 km away, and the nearby village of Cavriglia at 6 km, provide additional dining, shopping, and cultural experiences, ensuring that your stay at Le Poggiole combines peaceful rural relaxation with easy access to the best the Tuscan countryside has to offer. Montevarchi 613

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Unique private vacation rental with WIFI, A/C, private pool, TV and pets allowed, close to Arezzo

  • Sleeps
    9
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    150 m2
  • Private Pool
From € 350per Night

Description

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. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
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

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Pretty independent villa with private pool, A/C, WIFI, TV and terrace, near Cortona

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 140per Night

Description

Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily. 
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli

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Unique private house with A/C, private pool, WIFI, TV, terrace and pets allowed, close to Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    360 m2
  • Private Pool
From € 515per Night

Description

Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.

The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.

Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO.  Villa degli Olivi

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Pozzonovo

: EAS48357

Beautiful accommodation with pool, WIFI, TV and pets allowed, close to Cortona

  • Accommodation
    3
  • Sleeps
    10
  • Bedrooms
    3
  • Bathrooms
    3
  • Swimming Pool
€ 72 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Il Susino 2 1 1 31 m2 € 72 /Night
  Il Ciliegio 4 1 1 49 m2 € 79 /Night
  Il Pesco 4 1 1 40 m2 € 79 /Night
All 3 Accommodations 10 3 3

Description

Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovation of a stone building. The three units have independent entrances and in the garden their own area equipped with a table, chairs, sun umbrella and barbecue, perfect for enjoying your meals in the open air.
You will find the farmhouse immersed in the Valdichiana countryside and, at the same time, close to the village of Castiglion Fiorentino, which can be easily reached on foot with a walk of about 1.5 km. From the railway station in Castiglion Fiorentino it will be easy to travel by train for day trips to Florence, Rome and other interesting cities in central Italy.
We advise you to immerse yourself in the life of the small village, its shops, bars and restaurants; you will get a glimpse of country life that still harks back to ancient traditions and customs.
The stone walls, wooden and brick ceilings and simple but comfortable furnishings give the apartments a special charm. You will immediately feel at home, welcomed by a warm atmosphere and by Mrs Rita, the owner, who is always ready to assist her guests in times of need.
Together with the owner, you will be able to make use of the large outdoor area, a cool, large 6 x 12 m swimming pool (depth 0.90-1.40 m - open from 01 May to 30 September) located in front of the house, the badminton court, table tennis and bowling green.
Internet access available only in the garden. Pozzonovo

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Beautiful private holiday home with A/C, WIFI, private pool, hot tub and TV

0% Interest Installments
  • Sleeps
    6
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    170 m2
  • Private Pool
From € 478per Night

Description

Valdambra Villa is a beautiful stone building (170 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to six guests comfortably in four bedrooms with two bathrooms. Conveniently located in the centre of Vepri, Italy in the tourist area "Arno Valley" and only 29 km (18 mi) from Arezzo.

This villa can accommodate up to a maximum of 6 guests, infants included.
The owners live near the property and will always be available for any request.

What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums 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 outdoors are a hot tub and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave and refrigerator, as well as, plenty of tableware and cutlery for up to six people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.

What's 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: Arezzo 29 km (18 mi), Siena 40 km (25 mi), Greve In Chianti 48 km (30 mi), Montepulciano 55 km (34 mi) and Cortona 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 160 km (99 mi), Forte Dei Marmi 170 km (105 mi), Rome 232 km (144 mi), Venice 319 km (198 mi) and Milan 363 km (225 mi).

Additional Information
Check-In Time: 16:00 - 19:00
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) 83 km (52 mi), Pisa (psa) 144 km (89 mi), Bologna (blq) 168 km (104 mi), Roma Ciampino (cia) 241 km (150 mi) and Roma Fiumicino (fco) 253 km (157 mi).


Villa Vepri

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Independent Villa with private pool, A/C, WIFI, TV, pets allowed, panoramic view, near Cortona

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    5
  • Floor Area
    340 m2
  • Private Pool
From € 565per Night

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

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Stunning independent accommodation with WIFI, private pool, TV and panoramic view

  Special Offer 0% Interest Installments
  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    2
  • Private Pool
  • Cancellation insurance (included)
From € 314per Night

Description

Property Summary

Villa Vittoria is a beautifully appointed holiday rental nestled within the nature reserve of Le Balze, in the charming area of Castelfranco Di Sopra, Italy. Surrounded by breathtaking beech woods and hills gracefully terraced with olive trees and vines, this detached villa was fully renovated in 2000 and offers guests an idyllic retreat immersed in nature. Set within a private, fenced garden spanning 1 hectare of lush meadows and mature trees, the property provides an exceptional sense of seclusion and tranquility, making it an ideal choice for families seeking a peaceful and restorative escape. Guests can enjoy the outdoor swimming pool measuring 8 x 4 m, available seasonally from 03 May to 04 October, as well as the expansive yard that invites relaxation and outdoor living at its finest. The villa is equipped with Internet WiFi, ensuring guests remain connected throughout their stay, while convenient on-site parking allows for effortless arrivals and departures with personal vehicles.

Outdoors

The outdoor spaces of Villa Vittoria are thoughtfully designed to complement the natural beauty of the surrounding Le Balze nature reserve. The private garden, extending across 1 hectare of fenced grounds, offers a serene and sunny setting where guests can unwind in complete privacy. The swimming pool, measuring 8 x 4 m with a depth of 120 cm, is available seasonally from 03 May to 04 October and serves as the centerpiece of outdoor leisure. A dedicated pool house equipped with a fridge and shower is conveniently located nearby, enhancing the overall poolside experience. Garden furniture is provided throughout the outdoor areas, allowing guests to relax and soak in the peaceful atmosphere, while a barbecue is available for those who wish to enjoy al fresco dining surrounded by the sights and sounds of the Tuscan countryside.

Other Information

Villa Vittoria is well suited for families and guests seeking a quiet and restorative stay in the heart of the Tuscan countryside. The property sits in a secluded, sunny position that ensures both privacy and comfort throughout the duration of your visit. A shop, grocery store, and supermarket are all located within 1 km of the villa, making it straightforward to purchase everyday essentials and provisions for your stay.

Distances and Attractions

Villa Vittoria benefits from an excellent location that places a wealth of cultural, natural, and recreational attractions within easy reach. The charming town of Castelfranco Di Sopra is just 7 km away, offering a delightful glimpse into traditional Tuscan life. The center of Reggello can be reached in approximately 9 km, while the renowned Outlet "The Mall" is located 18 km from the property, providing a premier shopping destination for those interested in luxury Italian brands. The picturesque wine village of Greve in Chianti lies 28 km away, and the spiritual retreat of Vallombrosa, celebrated for its ancient monastery and forest, is 22 km from the villa. The magnificent city of Firenze is situated 45 km away, offering world-class museums, architecture, and gastronomy, while the historic city of Arezzo can be reached within 50 km. For outdoor enthusiasts, a riding stable is conveniently located just 5 km from the property, and an 18-hole golf course is available 28 km away, ensuring a diverse range of leisure activities for all guests. Villa Vittoria

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Multi-unit holiday home with A/C, pool, WIFI, pets allowed, panoramic view, close to Cortona

0% Interest Installments
  • Accommodation
    4
  • Sleeps
    21
  • Bedrooms
    8
  • Bathrooms
    6
  • Swimming Pool
€ 89 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Castagneto 7 2 2 77 m2 € 107 /Night
  Noceto 6 2 2 82 m2 € 107 /Night
  Bosco 4 2 1 69 m2 € 89 /Night
  Oliveto 4 2 1 74 m2 € 89 /Night
21 8 6

Description

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". Property Villa Le Capanne is a nice property that includes WiFi internet, air conditioning and pool. Villa Le Capanne is a vacation home that has a total of four private units. The property can sleep up to 21 people comfortably.

Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. This holiday rental is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that wish to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group.

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 (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 vacation that is not a problem at Villa Le Capanne. If you have a large dog or multiple pets, please ask 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

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Unique multi-unit villa rental with pool, WIFI, TV, patio and pets allowed

  Special Offer 0% Interest Installments
  • Accommodation
    3
  • Sleeps
    11
  • Bedrooms
    4
  • Bathrooms
    3
  • Swimming Pool
  • Cancellation insurance (included)
€ 56 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Le Masse 649.2 3 1 1 50 m2 € 56 /Night
  Le Masse 649.4 4 1 1 50 m2 € 57 /Night
  Le Masse 649.1 4 2 1 48 m2 € 65 /Night
All 3 Accommodations 11 4 3

Description

Property Summary

Nestled in the rolling Tuscan countryside of Castelfranco Di Sopra, Italy, Le Masse is a charming country house that offers an idyllic retreat for those seeking tranquillity, natural beauty, and authentic rural character. The property comprises a main house and a separate outbuilding, both set within a sprawling natural estate of 20,000 square metres, encompassing a lush garden and an open meadow. This exceptional holiday rental invites you to unwind in a sunny, peaceful setting where the owner resides on the same grounds, ensuring a warm and attentive welcome throughout your stay. Guests benefit from the convenience of internet wifi, allowing you to remain connected while immersing yourself in the serene Tuscan landscape. The generous yard surrounding the property provides ample space to breathe, explore, and enjoy the unspoiled natural environment. A lovely above-ground swimming pool measuring 9 x 4 metres completes the picture, offering a refreshing escape during the warmer months.

Outdoors

The outdoor spaces at Le Masse are a true highlight of the property, inviting you to make the most of the Tuscan sunshine and the estate's natural surroundings. The above-ground swimming pool, measuring 9 x 4 metres, is available for use from 10th May to 30th September, with opening hours running from 8:30 am to 7:30 pm each day. Whether you choose to relax poolside or take a refreshing dip on a warm summer afternoon, the pool area provides a delightful setting for leisure and relaxation. Beyond the pool, the estate's 20,000 square metres of grounds encompass a well-maintained garden and a broad meadow, offering generous space for outdoor enjoyment, leisurely strolls, and a genuine connection with the natural Tuscan environment.

Other Information

A washing machine is available on the property for shared use among guests, accessible at an additional cost. The presence of the owner on the same estate ensures that assistance is readily available should you require any support or guidance during your visit, adding a personal and reassuring dimension to your stay.

Distances and Attractions

Le Masse enjoys an enviable position just 1.3 km from the centre of Castelfranco Di Sopra, a picturesque village where you will find a supermarket, a restaurant, and a bar, all within easy reach for your everyday needs. The property's location in Tuscany places you at the heart of one of Italy's most celebrated regions, with the iconic cities of Florence and Arezzo each approximately 40 km away, making them ideal destinations for day trips filled with art, history, and culture. Whether you wish to explore world-renowned museums and Renaissance architecture in Florence or discover the medieval charm and artistic heritage of Arezzo, both cities are comfortably accessible from Le Masse, allowing you to experience the very best of Tuscany during your stay. Castelfranco di Sopra 649

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Pretty independent vacation rental with private pool, WIFI, TV, balcony and panoramic view

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    160 m2
  • Private Pool
From € 246per Night

Description

Nice farmhouse dating back to the beginning of the 20th century quietly situated on a large 6-hectare estate producing olive oil and wine. This villa, located in walking distance to the village of Ambra, was completely and tastefully restored in the 70’s and was turned into a welcoming country house offering nice interiors furnished in a rustic style.
Outside, guests can enjoy use of a large, entirely fenced-in park with century-old trees and a private and fenced pool.
The location is half-way between Siena and Arezzo in easy access to Florence, the Etruscan town of Cortona and the Chianti region.

Distances: Ambra with general stores 900 m away, Arezzo 33 km, Gaiole in Chianti 34 km away, Siena 36 km, Cortona and Radda in Chianti 63 km away, Florence 66 km, Lake Trasimeno 68 km away, San Gimignano 78 km, Marina di Grosseto (beaches) 120 km away, Pisa (airport) 170 km away, Rome 235 km away.

At guests’ disposal: fenced-in 5000-square-meter garden, private and fenced swimming-pool (6 x 12 m – depth from 1,2 to 2 m) with open-air shower (cold water), large solarium area, barbecue. Telephone available (payment on site), Wi Fi internet connection available in the house (free of charge).
Parking within the grounds.
Extra Services: Baby bed on request (free of charge). Maid service (€ 15,- / per hour to be paid on site). The olive oil and the wine produced on the estate are available for guests to be purchased.

Please carefully check if there are any extra costs to be paid on site! Casale Ambra

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Amazing private property with private pool, WIFI, A/C, patio, pets allowed and panoramic view

  • Sleeps
    18
  • Bedrooms
    6
  • Bathrooms
    7
  • Floor Area
    450 m2
  • Private Pool
From € 443per Night

Description

Vacation rental Villa Belvedere - Ambra is a nice stone building (450 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 18 people comfortably in six bedrooms with seven bathrooms. Villa Belvedere - Ambra is located 2 km (1 mi) from Ambra, Italy and only 30 km (18 mi) from Arezzo in the tourist area "Arno Valley".

Your Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a barbecue grill, playground and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 18 people.

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: Arezzo 30 km (18 mi), Siena 39 km (24 mi), Greve In Chianti 49 km (30 mi), Montepulciano 54 km (34 mi) and Cortona 65 km (40 mi).

Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 162 km (101 mi), Forte Dei Marmi 169 km (105 mi), Rome 231 km (144 mi), Venice 315 km (196 mi) and Milan 360 km (224 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Belvedere - Ambra. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 17:00 - 19:00
Check-Out Time: 07:00 - 09:00
Pool Open: 1 May - 24 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) 81 km (50 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 240 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).


Please note: The last 200 m of the access road are unpaved. Belvedere - Ambra

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