Pet-Friendly Vacation Rentals in Montepulciano, Italy
Results 101 - 120 of 214
Villa Noceta
Superb independent holiday villa with private pool, WIFI, A/C, TV, panoramic view, close to Cortona
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10
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5
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5
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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
Nido del Sorbino
Amazing private holiday home with WIFI, private pool, TV, terrace and pets allowed
Special Offer 0% Interest Installments-
3
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1
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1
Description
Property Summary
Nestled at an elevation of 460 meters above sea level in the rolling hills of Tuscany, Italy, the "Nido del Sorbino" is a charming "Rustico" cottage that offers a truly tranquil holiday rental experience. Situated just 4 kilometers from the historic center of Castiglion Fiorentino, this property combines rustic character with a peaceful natural setting, making it an ideal retreat for those seeking to immerse themselves in the authentic Tuscan countryside. The cottage is set on a fully fenced private plot of 2,000 square meters, accessible via a 200-meter unmade road with narrow motor access, ensuring a sense of seclusion and privacy throughout your stay. The property features a small seasonal swimming pool measuring 3 x 2 meters with a depth of 140 centimeters, available from May 1 to September 30, perfect for refreshing dips during the warmer months. The surrounding yard encompasses a terraced and natural garden that provides a serene outdoor environment for relaxation and leisure. Guests benefit from WiFi access throughout their stay, ensuring connectivity whenever needed, while on-site parking is available directly on the premises for complete convenience.
Outdoors
The outdoor spaces of "Nido del Sorbino" are thoughtfully shaped by the natural slope of the terrain, resulting in a beautifully terraced garden that blends harmoniously with the surrounding Tuscan landscape. The natural garden extends across the private 2,000 square meter fenced plot, offering ample space to unwind, explore, and enjoy the open air in complete privacy. The seasonal swimming pool, measuring 3 x 2 meters with a depth of 140 centimeters and operational from May 1 to September 30, provides a refreshing focal point within the outdoor setting. The terraced layout of the garden creates distinct outdoor areas that lend themselves naturally to al fresco relaxation, with the elevated position at 460 meters above sea level offering a remarkable sense of openness and connection to the Tuscan hills that surround the property.
Other Information
The property is accessed via a narrow motor road of approximately 200 meters along an unmade track, and guests are advised to take this into consideration when planning their arrival. The cottage is situated on a slope, which contributes to the distinctive terraced character of both the structure and its grounds. The swimming pool is available on a seasonal basis, operating from May 1 through September 30, and guests wishing to make use of this facility should plan their visit accordingly. A car is strongly recommended for guests who intend to explore the surrounding area, as the rural location and proximity to various regional attractions make independent transport highly practical and convenient.
Distances and Attractions
The "Nido del Sorbino" enjoys a privileged position within easy reach of a wealth of destinations and everyday conveniences. The nearest shop is located just 1.5 kilometers from the property, while a supermarket can be found 2 kilometers away, ensuring that daily needs are easily met. The "Castiglion Fiorentino" railway station is situated 4 kilometers from the cottage, providing a practical transport link for those arriving by train. The city of Arezzo, one of Tuscany's most celebrated cultural centers, lies 15 kilometers away, while the renowned Renaissance city of Cortona is equally 15 kilometers distant. For shopping enthusiasts, the Valdichiana Outlet Village is accessible within 25 kilometers. The magnificent city of Firenze is approximately 100 kilometers away, offering world-class art, architecture, and gastronomy for a memorable day trip. Nature lovers will appreciate the proximity of the "Trasimeno" bathing lake, located 35 kilometers from the property, while the sandy beach of "Castiglione della Pescaia" on the Tyrrhenian coast can be reached within 160 kilometers. Golf enthusiasts will be pleased to find an 18-hole golf course just 15 kilometers away, rounding out an exceptional array of leisure options available to guests of this distinctive Tuscan retreat. Nido del Sorbino
Il Sorbino
Fabulous private vacation rental with private pool, WIFI, TV, terrace and pets allowed
0% Interest Installments-
6
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2
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2
Description
Property Summary
Nestled at 470 meters above sea level among the lush Tuscan countryside, "Il Sorbino" is a charming rustic cottage offering an authentic and serene vacation rental experience in Castiglion Fiorentino, Italy. Surrounded by trees and set within a private, fenced area of 2,000 square meters, this property combines natural beauty with thoughtful comforts to create an ideal retreat for those seeking tranquility and character. The cottage provides guests with WiFi Internet access, ensuring connectivity throughout their stay. A private parking area is available on the premises, making arrival by car both practical and convenient. The expansive yard, featuring a beautifully terraced garden lawn, offers generous outdoor space to relax and explore, while the stunning private swimming pool serves as the centerpiece of the property's outdoor offering.
Outdoors
The outdoor spaces at "Il Sorbino" are a true highlight of the property, inviting guests to make the most of the Tuscan climate and natural surroundings. The private swimming pool measures 10 x 5 meters with a depth ranging from 12 to 220 centimeters and is available for use from 01 May to 30 September. The pool is regularly maintained by the owner or gardener, ensuring it remains in excellent condition throughout the season. An outdoor shower is conveniently located nearby for guests' use. The terraced garden lawn extends across the fenced 2,000 square meter grounds, providing ample space for leisurely strolls and outdoor relaxation. Garden furniture and a terrace complete the outdoor setting, offering comfortable spaces for al fresco dining and unwinding while enjoying the peaceful wooded landscape that surrounds the property.
Other Information
Guests should be aware that access to "Il Sorbino" is via a motor access road that is approximately 200 meters long, bumpy, and narrow in nature. For this reason, arrival by car is strongly recommended. A car is also advised for exploring the surrounding area and reaching local amenities with ease. Bicycles are available at the property for an additional fee, offering a pleasant alternative for shorter excursions. The property is situated 470 meters above sea level, contributing to its peaceful and secluded atmosphere.
Distances and Attractions
"Il Sorbino" enjoys a privileged location with convenient access to a wide range of local services and attractions. The nearest shop is just 1.5 kilometers away, while a supermarket can be reached within 2 kilometers. The center of Castiglion Fiorentino is 4 kilometers from the property, and the railway station "Castiglion Fiorentino" is equally 4 kilometers away. The historic city of Arezzo lies 15 kilometers from the cottage, and the renowned town of Cortona is also 15 kilometers away, offering world-class art, architecture, and gastronomy. The Valdichiana Outlet Village is situated 25 kilometers from the property, providing excellent shopping opportunities. The bathing lake "Lago Trasimeno" is 35 kilometers away, perfect for a refreshing swim in natural surroundings. A 9-hole golf course is located 15 kilometers from the property for sports enthusiasts. The cultural and artistic capital of Florence can be reached within 100 kilometers, while the sandy beach "Castiglione della Pescaia" is 160 kilometers away for those wishing to combine a countryside stay with a coastal excursion. Il Sorbino
La Felcaia
Pretty private holiday rental with WIFI, private pool, TV, patio and pets allowed
0% Interest Installments-
6
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3
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2
Description
Property Summary
Nestled in the breathtaking Tuscan countryside at 600 meters above sea level, House "La Felcaia" is an exceptional holiday rental offering an unparalleled retreat in the heart of Italy. Located just 2.5 km from the charming town of Castiglion Fiorentino and 10 km from the renowned hilltop city of Cortona, this impressive property spans 500 m2 and is set within a magnificent 3-hectare estate. The villa is surrounded by a fenced terraced garden filled with trees, creating a serene and private atmosphere that perfectly complements the natural beauty of the Tuscan landscape. Guests have exclusive access to a stunning swimming pool measuring 11 x 5 meters, available from 01 May to 06 October, ensuring refreshing summer days in complete privacy. The property is equipped with internet wifi, keeping you connected throughout your stay, while roofed parking for 2 cars provides added convenience and peace of mind. Whether you are seeking relaxation or adventure, House "La Felcaia" delivers an extraordinary experience in one of Italy's most celebrated regions.
Outdoors
The outdoor spaces at House "La Felcaia" are truly remarkable, offering a wealth of opportunities to enjoy the stunning Tuscan surroundings. The private fenced terraced garden, rich with mature trees, provides a tranquil and shaded environment perfect for leisurely afternoons in the open air. The exclusive swimming pool, measuring 11 x 5 meters with a depth ranging from 90 to 190 cm, is available from 01 May to 06 October and is complemented by a dedicated WC and an outdoor shower conveniently located within the pool area. For shared use, a generous pergola of 50 m2 offers a welcoming shaded space ideal for outdoor dining and relaxation, furnished with garden furniture that invites you to unwind and take in the peaceful countryside views. A table tennis table is also available in the shared outdoor area, providing a fun recreational option for guests of all ages. The expansive 3-hectare grounds further invite exploration, with walking paths departing directly from the property, allowing you to immerse yourself in the natural beauty of the Tuscan hills at your own pace.
Other Information
House "La Felcaia" is thoughtfully equipped to ensure a comfortable and secure stay for all guests. The property features a burglar alarm system, providing an additional layer of security and peace of mind throughout your visit. Inside the house, guests can enjoy a table tennis table as well as a table football, offering entertaining recreational options for evenings or quieter moments indoors. It is worth noting that the owner resides on the same property, ensuring attentive and responsive assistance should any need arise during your stay. To fully appreciate the surrounding area and make the most of the many nearby attractions, it is recommended that guests have access to a car, as the property's countryside setting makes personal transportation particularly advantageous.
Distances and Attractions
House "La Felcaia" enjoys a privileged position that places a wealth of destinations and services within easy reach. A shop is located just 2.5 km away, while a supermarket can be found at 3.5 km, ensuring that everyday essentials are always conveniently accessible. The railway station "Castiglion Fiorentino" is situated 3.5 km from the property, offering straightforward connections for those wishing to travel by train. For golf enthusiasts, a 9-hole golf course is just 13 km away, while the sandy beach "Castiglione della Pescaia" is reachable at a distance of 160 km, and the bathing lake "Lago Trasimeno" lies 35 km away, providing a closer aquatic escape. Culture and history are equally well represented in the surrounding area, with the magnificent city of Arezzo just 25 km away, the iconic Firenze at 100 km, and the popular Valdichiana Outlet Village a mere 20 km from the property. The celebrated hilltop town of Cortona, renowned for its Etruscan heritage and panoramic views, is only 10 km away, while the centre of Castiglion Fiorentino, with its charming streets and local amenities, is just 2.5 km from the house. La Felcaia
Santa Lucia
Pretty private property with WIFI, private pool, TV, patio and pets allowed
0% Interest Installments-
7
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2
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2
Description
Property Summary
Nestled in the heart of Tuscany, Italy, Cottage "Santa Lucia" is a charming semi-detached vacation rental situated just 2.5 km from the center of Castiglion Fiorentino. This beautifully appointed cottage offers an authentic Tuscan experience, combining rustic character with modern comforts in a serene and picturesque setting. The property is enveloped by a generous 3-hectare orchard, providing guests with a truly immersive connection to the natural landscape that defines this remarkable region. A private garden featuring a well-maintained lawn and mature trees offers a tranquil retreat where you can unwind and soak up the warmth of the Tuscan sun. The impressive swimming pool, measuring 12 x 6 meters with a depth ranging from 140 to 200 cm, serves as a centerpiece of the property and is available seasonally from 01 May to 30 September, inviting you to enjoy a refreshing swim during the warmer months. Staying connected is effortless thanks to the availability of WiFi internet throughout the property, while on-site parking ensures that arriving and departing at your own pace is entirely convenient.
Outdoors
The outdoor spaces at Cottage "Santa Lucia" are thoughtfully designed to make the most of the stunning Tuscan surroundings. The expansive 3-hectare orchard that encircles the property creates a lush and peaceful environment, ideal for leisurely walks and quiet moments in nature. The private garden, complete with a verdant lawn and the shade of established trees, provides a welcoming space for relaxation and outdoor enjoyment throughout your stay. The swimming pool, with its generous dimensions of 12 x 6 meters and a depth of 140 to 200 cm, is perfectly suited for both leisurely swims and more active water play. Available seasonally from 01 May to 30 September, the pool area is complemented by an outdoor shower, allowing you to refresh with ease after a swim. The combination of these outdoor features creates an inviting alfresco environment where you can fully embrace the beauty and tranquility of the Tuscan countryside.
Other Information
Cottage "Santa Lucia" is designed to ensure a comfortable and well-equipped stay for all guests. WiFi internet access is available throughout the property, allowing you to remain connected whenever needed. The property benefits from on-site parking, providing a practical and secure solution for guests travelling by car. The swimming pool is operated on a seasonal basis, open from 01 May to 30 September, in line with the warm summer climate of the region.
Distances and Attractions
The location of Cottage "Santa Lucia" places you within easy reach of some of the most celebrated destinations in Tuscany. The charming village of Castiglion Fiorentino is just 1 km away, where you will find a welcoming selection of shops and supermarkets to cater to your daily needs, with the town center itself reachable within 2.5 km. The railway station "Castiglion Fiorentino" is conveniently located 2.5 km from the property, offering straightforward access to the wider region by train. The historic city of Arezzo, renowned for its art, architecture, and vibrant cultural scene, is just 20 km away, while the enchanting town of Cortona, celebrated for its medieval streets and panoramic views, lies only 12 km from the cottage. For those with a passion for fashion and designer shopping, the Valdichiana Outlet Village is a must-visit destination located just 25 km away. Nature enthusiasts and water sports lovers will appreciate the proximity of Lake Trasimeno, situated 35 km from the property, offering a wealth of outdoor activities and scenic lakeside experiences. Santa Lucia
Zen
Pretty private villa rental with WIFI, private pool, TV, balcony, panoramic view, near Cortona
Special Offer 0% Interest Installments-
15
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6
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6
Description
Property Summary
Nestled in the heart of the Tuscan countryside in Castiglion Fiorentino, Italy, Villa "Zen" is a beautifully renovated, detached holiday rental that offers a truly unique and memorable escape. Perched atop a hill at 350 meters above sea level, this stunning property is surrounded by trees, open fields, and the breathtaking views of the estate's olive groves, creating an atmosphere of serene seclusion and natural beauty. The villa is fully fenced, ensuring complete privacy throughout your stay, while the expansive private yard provides a wonderful setting in which to unwind and enjoy the Tuscan landscape. Outdoor parking is available directly on the premises, offering ease and convenience upon arrival. Guests also benefit from internet Wi-Fi access throughout the property, keeping you connected whenever needed. The magnificent private swimming pool, measuring 12 x 7 meters with a depth of 140 centimeters, serves as the centerpiece of the outdoor living experience, available seasonally from May 1st to October 15th, and perfectly positioned to take full advantage of the surrounding panoramic views.
Outdoors
The outdoor spaces at Villa "Zen" have been thoughtfully designed to complement the natural beauty of the Tuscan hillside setting. The private garden, enclosed within the property's fencing, offers a tranquil retreat where you can relax in complete privacy amid lush greenery and open countryside scenery. The swimming pool, measuring 12 x 7 meters with a depth of 140 centimeters, is a non-heated pool available seasonally from May 1st to October 15th, providing a refreshing and enjoyable experience during the warmer months. The pool area is fully equipped with garden furniture, ideal for sunbathing and outdoor relaxation, as well as an outdoor shower for your convenience. A barbecue is also available on the premises, making al fresco dining a true pleasure against the backdrop of the estate's olive groves and rolling Tuscan hills.
Other Information
Villa "Zen" is accessed via an unmade road, a mountain road, and a ramp, and a car is strongly recommended for your stay to ensure comfortable and practical access to the property and the surrounding area. Inside the villa, a washing machine is available for guests' convenience during longer stays. The grocery store and supermarket are located 5 kilometers from the property, ensuring that stocking up on provisions is straightforward with the use of a vehicle.
Distances and Attractions
Villa "Zen" enjoys an enviable location that places a wealth of Tuscan destinations and attractions within easy reach. The center of Castiglion Fiorentino is just 5 kilometers away, offering charming streets, local shops, and authentic dining experiences. The historic town of Cortona, renowned for its Etruscan heritage, medieval architecture, and vibrant cultural scene, is situated 15 kilometers from the property. The city of Arezzo, celebrated for its stunning cathedral, antique markets, and rich artistic tradition, is 25 kilometers away. For those seeking a day by the water, the bathing lake "Trasimeno" is located 20 kilometers from the villa, providing a beautiful natural destination for swimming and leisure. A restaurant can be found just 2 kilometers from the property, while the nearest grocery store and supermarket are 5 kilometers away, making daily needs easily manageable throughout your stay. Zen
I Tre Castagni
Unique private accommodation with private pool, A/C, WIFI, TV, terrace and pets allowed
0% Interest Installments-
6
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3
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4
Description
Property Summary
Nestled among the trees of the Umbrian countryside in Piegaro, Italy, "I Tre Castagni" is a charming and comfortable detached country house, fully renovated in 2025, offering an idyllic holiday rental experience for those seeking tranquility and natural beauty. The property is set within a generous private park of 2,000 m2, entirely fenced for complete privacy and security, providing guests with an exclusive and peaceful retreat surrounded by lush greenery. A private swimming pool measuring 4 x 10 m, with a depth ranging from 120 to 200 cm, is available for use during the seasonal period from 19 May to 30 September, inviting you to enjoy long, sun-drenched days in total seclusion. The outdoor spaces are thoughtfully equipped to enhance your stay, while parking is conveniently available directly on the premises. Wireless internet connection ensures you remain connected throughout your stay, even in this serene rural setting.
Outdoors
The outdoor areas of "I Tre Castagni" are designed to make the most of the property's natural surroundings and generous grounds. The private park of 2,000 m2, enclosed by a perimeter fence, offers ample space to relax, explore, and enjoy the open air in complete privacy. The swimming pool, measuring 4 x 10 m with a depth between 120 and 200 cm, is available seasonally from 19 May to 30 September and serves as the centerpiece of the outdoor living experience. An outdoor shower is conveniently located nearby, allowing you to refresh after a swim without stepping indoors. Garden furniture is provided throughout the outdoor spaces, creating comfortable areas to unwind, read, or simply take in the surrounding landscape. A barbecue is also available, making al fresco dining a natural and enjoyable part of your stay.
Other Information
"I Tre Castagni" was fully renovated in 2025, ensuring that all interiors and facilities meet a high standard of comfort and quality. To fully appreciate the property and explore the surrounding area at your own pace, the use of a private car is strongly recommended, as the rural location makes personal transportation essential for accessing nearby services and attractions. Please be aware that the owner does not accept bookings from youth groups.
Distances and Attractions
The property enjoys a privileged position within easy reach of a variety of services, towns, and points of cultural and natural interest. A supermarket can be found 9 km away, while a restaurant is located just 5 km from the property, ensuring that everyday needs are comfortably met. The thermal baths known as "Trasimeno" are situated 26 km away, offering a wonderful opportunity for relaxation and wellness. The charming town of Piegaro is only 4 km distant, while Città della Pieve, renowned for its medieval architecture and artistic heritage, lies 14 km away. The picturesque hilltop village of Panicale is reachable within 15 km, and the historic regional capital of Perugia is 36 km from the property. For those wishing to explore further afield, the celebrated Tuscan towns of Montepulciano and Pienza are located 40 km and 50 km away respectively, making "I Tre Castagni" an excellent base for discovering some of the finest landscapes and cultural destinations in central Italy. I Tre Castagni
Il Tiglioré
Superb private house with private pool, A/C, WIFI, TV, patio and pets allowed
Special Offer 0% Interest Installments-
4
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2
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1
Description
Property Summary
Il Tiglioré presents a modern and cosy semi-detached house that has been thoughtfully renovated, positioned amidst tranquil fields just 5 km from the centre of Castiglion Fiorentino, Italy. This holiday rental features a well-maintained, fenced private garden adorned with a wildlife garden and mature trees, creating a serene outdoor environment. The property includes an above-ground swimming pool measuring 6 x 3 m with a depth of 132 cm, available seasonally from 01.Jun. through 31.Aug. You will benefit from convenient parking on the premises, ensuring ease of access throughout your stay. Internet WiFi connectivity is available to keep you connected during your visit. The spacious yard provides ample outdoor space for relaxation and recreation, complemented by an arbour, garden furniture, and barbecue facilities for outdoor dining and entertainment.
Outdoors
The outdoor spaces at Il Tiglioré offer you an inviting retreat surrounded by nature. The property's well-kept, fenced garden features a charming wildlife garden and established trees that provide natural shade and privacy. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available for your enjoyment from 01.Jun. until 31.Aug., offering refreshing respite during the warmer months. An arbour provides a shaded spot for outdoor relaxation, while the garden furniture and barbecue facilities create perfect opportunities for al fresco dining and entertaining. The peaceful surroundings of fields enhance the tranquil atmosphere of this semi-detached residence.
Other Information
Please note that a car is recommended for convenient access to the property and surrounding areas. The owner resides in the same residence. A supermarket is located 3.3 km from the property, while restaurant options can be found 3 km away. A bus stop is situated 600 m from Il Tiglioré for those wishing to use public transportation.
Distances and Attractions
Il Tiglioré enjoys a favourable location for exploring the renowned attractions of Tuscany and Umbria. The historic town of Cortona is situated 16 km from the property, while Arezzo can be reached within 19 km. The celebrated hilltop town of Montepulciano lies 33 km away, and the cultural capital of Firenze is accessible at 99 km. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that can easily be reached at 40 km from the property. The property is positioned 5 km from the centre of Castiglion Fiorentino, Italy, providing convenient access to local amenities and attractions. Il Tiglioré
Il Cottage Roccaio
Fabulous private vacation rental with private pool, WIFI, A/C, TV, patio and pets allowed
Special Offer 0% Interest Installments-
8
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3
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3
Description
Property Summary
Cottage Roccaio is a cosy, rustic, and comfortable semi-detached house featuring two storeys, nestled in a secluded and quiet position surrounded by fields and vineyards, located 3 km from the centre of Castiglion Fiorentino, Italy. This charming holiday rental offers a private, well-kept fenced garden and a seasonal swimming pool with salt water, available from 1st May to 30th October, with regular maintenance provided by the owner or gardener. The property includes convenient amenities such as a laundry room with a washing machine, ensuring a comfortable stay for guests. Internet WiFi connectivity keeps you connected throughout your visit, while a spacious yard provides ample outdoor space for relaxation. Private parking is available on the premises, with motor access to the house via a 600 m unmade road. Please note that the owner lives on the same property and has a dog, adding to the authentic countryside experience.
Outdoors
The outdoor spaces at Cottage Roccaio provide an idyllic setting for relaxation and enjoyment of the Tuscan countryside. You will have access to a private, well-kept garden that is fully fenced, offering both privacy and security. The seasonal swimming pool features salt water and is available for use from 1st May through 30th October, providing a refreshing retreat during the warmer months. The property is surrounded by picturesque fields and vineyards, creating a tranquil atmosphere perfect for unwinding. The pool maintenance is regularly handled by the owner or gardener, ensuring the facilities remain in excellent condition throughout your stay.
Other Information
Access to the property is via motor vehicle along a 600 m unmade road, and a car is recommended for your stay. The owner resides on the same property and has a dog. Essential amenities are conveniently located nearby, with a grocery store 2 km away, a supermarket 4 km from the property, and a restaurant situated 3 km from Cottage Roccaio. Public transportation is accessible via a bus stop located 3 km from the house.
Distances and Attractions
Cottage Roccaio is ideally positioned for exploring the renowned attractions of Tuscany and Umbria. The charming hilltop town of Cortona is just 11 km away, while the historic city of Arezzo can be reached within 22 km. The picturesque town of Montepulciano, famous for its wine, is located 38 km from the property, and the magnificent city of Firenze is 100 km away. Nature enthusiasts will appreciate the proximity to Lago Trasimeno, a well-known lake that is easily accessible at 29 km from the house. The property's location in Castiglion Fiorentino, Italy, serves as an excellent base for discovering the cultural and natural treasures of the region. Il Cottage Roccaio
Il Sogno di Pietro
Fabulous independent villa with WIFI, private pool, A/C, TV, patio, pets allowed and panoramic view
0% Interest Installments-
11
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5
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4
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
La Collina Fiorita
Amazing independent property with private pool, WIFI, TV, patio, pets allowed, panoramic view
Special Offer 0% Interest Installments-
20
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10
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5
Description
Property Summary
Nestled atop a hill at 400 metres above sea level in the heart of the Umbrian countryside, the rustic and comfortable country house "La Collina Fiorita" offers an authentic Italian retreat surrounded by trees and open fields in Piegaro, Italy. This charming holiday rental is set within a private estate of 5 hectares, inviting guests to immerse themselves in the tranquillity of nature while enjoying a generous selection of on-site amenities. The property features a beautifully maintained fenced garden of 2 hectares, providing ample space for relaxation and outdoor enjoyment. A refreshing swimming pool measuring 10 x 5 metres is available for guests during its seasonal opening period, from 16 May to 26 September, offering a perfect retreat during the warm summer months. Reliable WiFi connectivity is available throughout the house, ensuring guests remain connected throughout their stay. Parking is conveniently available directly on the premises, accessible via a 100-metre unmade road, making arrival straightforward for those travelling by car.
Outdoors
The outdoor spaces of "La Collina Fiorita" are thoughtfully arranged to make the most of the property's stunning natural surroundings. The expansive fenced garden of 2 hectares is complemented by open meadows, creating a serene and private environment ideal for unwinding in the fresh countryside air. The swimming pool, measuring 10 x 5 metres and available seasonally from 16 May to 26 September, serves as the centrepiece of the outdoor area, perfect for cooling off during warm summer afternoons. A well-equipped patio provides a comfortable setting for outdoor dining and socialising, furnished with garden furniture suited to alfresco meals and leisurely afternoons. A barbecue is available for guests who wish to enjoy outdoor cooking, adding a convivial dimension to evenings spent under the Umbrian sky. For those seeking active recreation, a table tennis table is also available within the outdoor spaces, offering a fun and engaging option for guests of all ages.
Other Information
Inside the house, guests have access to a billiard table and a table football set, providing entertaining options for evenings spent indoors. A washing machine is available for shared use and can be accessed for an additional charge. A bread roll service is also offered, adding a thoughtful touch to the morning routine. Guests should be aware that a car is strongly recommended in order to fully enjoy the property and its surroundings, given its rural hilltop location. Motor access to the property is available via a 100-metre unmade road. The owner resides on the same property, ensuring a welcoming and attentive presence throughout the stay. Please be advised that the owner does not accept bookings from youth groups.
Distances and Attractions
"La Collina Fiorita" enjoys a privileged position that places guests within comfortable reach of a wide range of services, natural attractions, and cultural destinations. A shop can be found just 4 km away, while the nearest bus stop is located 2.5 km from the property. The railway station "Chiusi" is situated 33 km away, providing a convenient rail connection for those wishing to explore the wider region. Nature lovers will appreciate the proximity to the bathing lake "Trasimeno," reachable in just 17 km, while the grass beach at "Castiglione del Lago" lies 32 km from the property. The renowned thermal baths of "Chianciano" are located 45 km away, offering a wonderful wellness experience. The centre of Tavernelle di Panicale is 12 km from the property, while the vibrant city of Perugia is just 18 km away. Among the many cultural and historic attractions within easy reach, guests can explore Città della Pieve at 25 km, Todi at 33 km, Cetona at 40 km, San Casciano dei Bagni at 44 km, the celebrated town of Assisi at 45 km, and the magnificent Cortona at 47 km, making this an exceptional base for discovering the treasures of Umbria and Tuscany. La Collina Fiorita
La Casa del Nonno
Fantastic flat with WIFI, private pool, TV and pets allowed
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4
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2
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1
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55 m2
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
Casa Angela
Independent Vacation home with A/C, WIFI, private pool, TV, balcony, pets allowed, close to Cortona
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8
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3
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3
-
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
Collina dei Fiori
Superb independent property with private pool, A/C, WIFI, 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
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
Volpe
Fabulous holiday villa with WIFI, A/C, TV, balcony and pets allowed
0% Interest Installments-
4
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2
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2
Description
Property Summary
Welcome to "Volpe," a beautiful and comfortable detached 2-family house nestled in a peaceful residential area of villas, just 1 km from the centre of Castiglion Fiorentino, Italy. This thoughtfully renovated holiday rental offers an ideal retreat for those seeking a refined and tranquil escape in the heart of Tuscany. The property benefits from a private garden of 250 m2, providing a serene outdoor space exclusively for your enjoyment, while a shared fenced garden of 2,000 m2 is also available for common use. Connectivity is seamlessly ensured with Internet WiFi access throughout the property. Parking is conveniently available directly on the premises, and an EV charging station is provided for guests travelling with electric vehicles, reflecting a thoughtful commitment to modern comfort and sustainability.
Outdoors
The outdoor spaces at "Volpe" are a true highlight of the property, offering a generous and well-maintained environment in which to relax and enjoy the Tuscan landscape. The private garden of 250 m2 provides an intimate and exclusive setting, ideal for outdoor dining, leisure, or simply unwinding in the fresh air. For those seeking more space, the shared fenced garden of 2,000 m2 offers ample room to stroll, play, or gather in a secure and well-kept environment. The surrounding residential area of villas ensures a calm and pleasant atmosphere throughout your stay.
Other Information
A car is recommended to make the most of the surrounding area and to reach nearby attractions with ease. The owner of the property resides on the same premises in a separate semi-detached house, ensuring a welcoming and attentive presence while fully respecting your privacy. Please be aware that the owner does not accept bookings from youth groups.
Distances and Attractions
"Volpe" enjoys an exceptionally convenient location with a wide range of services and attractions within easy reach. A grocery store is located just 400 m away, while a supermarket can be found at 500 m. A restaurant and a bar are both situated approximately 1 km from the property, and a bus stop is only 300 m away. The railway station "Firenze-Roma" is reachable within 3 km, making regional travel straightforward and accessible. Nature lovers will appreciate the proximity to the bathing lake "Trasimeno," just 20 km away, and the renowned thermal baths "Rapolano" at 45 km. The area is also rich in cultural and historic destinations, with Cortona at 11 km, Arezzo at 16 km, Passignano sul Trasimeno at 29 km, Castiglion Del Lago at 29 km, Pienza at 45 km, and the magnificent city of Siena at 60 km. Volpe
Villa degli Olivi
Beautiful private villa with A/C, private pool, WIFI, TV, terrace and pets allowed, near Arezzo
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14
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7
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7
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360 m2
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
Pozzonovo
Nice apartment with pool, WIFI, TV and pets allowed, close to Cortona
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3
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10
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3
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3
| 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
Il Querceto
Pretty private vacation home with private pool, A/C, TV and pets allowed
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8
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4
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5
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260 m2
Description
Il Querceto is located 4 km (2 mi) from Monteleone D'orvieto, Italy and only 45 km (28 mi) from Montepulciano. Il Querceto is a nice property (260 sq m) with air conditioning and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing vacation in Umbria. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave and toaster, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
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: Montepulciano 45 km (28 mi), Perugia 48 km (30 mi), Assisi 70 km (43 mi), Cortona 72 km (45 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 155 km (96 mi), Viareggio 241 km (150 mi), Forte Dei Marmi 248 km (154 mi), Rome 153 km (95 mi), Milan 441 km (274 mi) and Naples 343 km (213 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Il Querceto. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 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) 160 km (99 mi), Roma Ciampino (cia) 169 km (105 mi), Roma Fiumicino (fco) 174 km (108 mi), Pisa (psa) 222 km (138 mi) and Bologna (blq) 246 km (153 mi).
Additional Services
Cooking Lessons - Learn from a local chef the techniques required to master Italian cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets required to prepare mouth-watering Italian meals when you return home. For more details and the supplemental cost, please contact us.
Il Querceto
Casa Catia
Private Property with private pool, WIFI, TV, pets allowed, panoramic view, near Arezzo
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12
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5
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4
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170 m2
Description
Comfortable holiday home ideally located close to the traditional village of Castiglion Fiorentino. From this area located south of Siena, known as “Chiana Valley”, guests can easily reach Cortona, Siena, Orcia Valley, Umbria, etc.
The villa is independent, furnished in a traditional rustic Tuscan style and is provided with a private garden and private swimming pool. Access to the property is via 300m of unpaved road in good conditions. Next to the villa, a landing path for ultralight aircrafts is available on request and at disposal of the guests in case they wish to live the unusual experience of a flight over the surrounding countryside.
At guests’ disposal: large furnished garden, gazebo, barbecue, wood oven, private swimming pool for the exclusive use of the guests (size: 10mx5m; depth: 1,5m; open from 01/05 to 30/09), outdoor shower (cold water); baby cot; pets are allowed.
Distances: Castiglion Firoentino (with shops of any kind) 7 km away, Arezzo 18 km away, Cortona 19 km away, Lake Trasimeno 35 km away, Rapolano Terme (with thermal spas) 32 km away, Montepulciano 35 km away, Pienza 42 km away, Siena 55 km away, Montalcino (famous for its “Brunello” wine) 58 km away, Florence 95 km away, Orvieto 105 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Catia
Description
Property Appartamento Il Fienile Del Sole, Wifi, Perugia is a lovely property (90 sq m) that includes WiFi internet. The property can sleep up to four people comfortably. Appartamento Il Fienile Del Sole, Wifi, Perugia is located in Santa Maria, Italy and only 41 km (25 mi) from Montepulciano.
What to Expect
Upon arrival at Appartamento Il Fienile Del Sole, Wifi, Perugia you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid holiday in Umbria. For your pleasure you will find a pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. Sharing a meal with friends and family is a huge part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Visit the Area
Most people enjoy visiting close-by 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: Montepulciano 41 km (25 mi), Perugia 48 km (30 mi), Assisi 70 km (43 mi), Cortona 71 km (44 mi) and Montalcino 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 153 km (95 mi), Viareggio 240 km (149 mi), Forte Dei Marmi 247 km (154 mi), Rome 151 km (94 mi), Milan 440 km (273 mi) and Naples 342 km (213 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Appartamento Il Fienile Del Sole, Wifi, Perugia. 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: 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) 159 km (99 mi), Roma Ciampino (cia) 160 km (100 mi), Roma Fiumicino (fco) 173 km (107 mi), Pisa (psa) 221 km (137 mi) and Bologna (blq) 245 km (152 mi).
Special Services
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
The property consists of 10 units that can be rented out in one go for private ownership.
The living capacity for the entire property is 48 persons; in the garden there is a very large covered outdoor space where people can eat together.
There is also a communal indoor space with a fireplace, sofas, armchairs and a large table and chairs for eating together, but no communal kitchen.
An outdoor Jacuzzi is available on request and for a fee. Appartamento Il Fienile Del Sole, Wifi, Perugia