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Zen

: EAS69837

Stunning independent house with WIFI, private pool, TV, balcony, panoramic view, close to Cortona

  • Sleeps
    15
  • Bedrooms
    6
  • Bathrooms
    6
  • Private Pool
  • Cancellation insurance (included)
From € 325per Night

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

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Il Tiglioré

: EAS221918

Superb independent holiday villa with WIFI, A/C, private pool, TV, patio and pets allowed

  Special Offer
  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Private Pool
  • Cancellation insurance (included)
From € 100per Night

Description

Property Summary

Nestled among the rolling fields of the Tuscan countryside, "Il Tiglioré" is a modern and cosy semi-detached holiday rental that has been thoughtfully renovated to offer a comfortable and welcoming retreat. Located just 5 km from the charming town of Castiglion Fiorentino, in the heart of Italy, this property combines contemporary living with the timeless beauty of the surrounding landscape. The house benefits from a private, well-kept fenced garden that creates a peaceful and secure outdoor environment, perfect for relaxing in complete privacy. Guests have access to a dedicated parking area directly on the premises, ensuring a convenient and stress-free arrival. The property is equipped with internet Wi-Fi, allowing you to stay connected throughout your stay. The above-ground swimming pool, measuring 6 x 3 m with a depth of 132 cm, is available seasonally from 1 June to 31 August, offering a refreshing escape during the warm Tuscan summer months.

Outdoors

The outdoor spaces of "Il Tiglioré" are designed to make the most of the beautiful natural surroundings. The fenced garden is carefully maintained and features a wildlife garden area alongside mature trees, creating a lush and tranquil atmosphere. An arbour provides a shaded spot ideal for relaxing or enjoying a meal outdoors, while the garden furniture offers comfortable seating for al fresco dining and leisure. A barbecue is also available, making it easy to enjoy outdoor cooking and convivial evenings under the Tuscan sky. The above-ground swimming pool, with its generous dimensions and seasonal availability from 1 June to 31 August, serves as the centrepiece of the outdoor area and is perfectly suited for cooling off during the warmer months.

Other Information

"Il Tiglioré" is a semi-detached property, and it is worth noting that the owner resides within the same residence, ensuring a welcoming and attentive hosting experience. A car is recommended to make the most of the property's location and to easily access the surrounding towns, attractions, and services in the area.

Distances and Attractions

The property's location places you within easy reach of a wide range of everyday conveniences and cultural destinations. A supermarket is situated just 3.3 km away, while a restaurant can be found at a distance of 3 km, and a bus stop is conveniently located only 600 m from the property. The historic town of Castiglion Fiorentino, with its rich heritage and local character, lies just 5 km away. For those wishing to explore further, the renowned hilltop town of Cortona is 16 km away, while the vibrant city of Arezzo, celebrated for its art and architecture, is 19 km from the property. The picturesque town of Montepulciano, famous for its exceptional wines and medieval streets, can be reached in approximately 33 km, and the iconic city of Firenze is situated 99 km away, making it an achievable day trip destination. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of the most well-known lakes in central Italy, located just 40 km from the property. Il Tiglioré

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Independent House with WIFI, private pool, hot tub, TV, patio, pets allowed, panoramic view

  Special Offer
  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Private Pool
  • Cancellation insurance (included)
From € 144per Night

Description

Property Summary

Nestled in the rolling hills of Ficulle, Italy, at an elevation of 430 metres above sea level, the semi-detached house "Santa Cristina" offers a cosy and comfortable holiday rental experience in the heart of Umbria. This thoughtfully renovated property combines rustic charm with modern comforts, making it an ideal retreat for those seeking tranquillity and natural beauty. Guests have access to a shared garden of 1,000 square metres, perfect for relaxing and enjoying the surrounding landscape. A private above-ground swimming pool measuring 6 x 4 metres with a depth of 120 cm is available for exclusive use, with seasonal availability running from 1 May to 15 October. The property benefits from WiFi internet connectivity, ensuring you remain connected throughout your stay. Parking for 2 cars is conveniently available on the premises, accessible via a 2-kilometre narrow motor access road.

Outdoors

The outdoor spaces at "Santa Cristina" are designed to make the most of the property's elevated hillside setting and serene surroundings. The private above-ground swimming pool, measuring 6 x 4 metres with a depth of 120 cm, provides a refreshing retreat during the warm season, available from 1 May through 15 October. An outdoor shower is conveniently located nearby for rinsing off after a swim. A charming pergola offers a shaded area ideal for relaxing or dining al fresco, complemented by garden furniture that invites you to unwind and take in the peaceful countryside views. The shared garden, extending over 1,000 square metres, provides ample green space for leisurely walks, outdoor activities, or simply enjoying the natural environment that surrounds the property.

Other Information

"Santa Cristina" is a semi-detached, renovated property situated at 430 metres above sea level, offering a peaceful and authentic Umbrian experience. Please be aware that a car is recommended to fully enjoy the property and its surroundings, as the location is rural in nature and accessed via a 2-kilometre narrow motor access road. The owner does not accept bookings from youth groups. Guests are kindly asked to respect the house rules and the tranquil character of the property throughout their stay.

Distances and Attractions

"Santa Cristina" enjoys a convenient location just 1 kilometre from the centre of Ficulle, where you will find a grocery store, supermarket, restaurant, bar, and bus stop all within easy reach. The thermal baths of "San Casciano Bagni" are located approximately 29 kilometres away, offering a wonderful wellness experience in the region. A number of charming towns and cultural destinations are easily accessible from the property, including Fabro at 10 km, Allerona at 18 km, Città della Pieve at 20 km, Orvieto at 22 km, Chiusi at 26 km, and the spectacular Civita di Bagnoregio at 40 km. Nature lovers will appreciate the proximity to 2 well-known lakes: Lake Trasimeno, reachable in approximately 40 km, and Lake Bolsena at around 42 km, both offering scenic landscapes and recreational opportunities. Santa Cristina

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Villa Chio

: EAS190185

Superb independent holiday villa with WIFI, private pool, TV and panoramic view, close to Cortona

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

Description

Villa Chio is a lovely stone building (200 sq m) with private pool and WiFi internet. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms. 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.

The Experience
When you arrive at Villa Chio you’ll find a lovely clean well-maintained property ideal 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. There is a kitchen including microwave, toaster 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.

Visit the Area
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 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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Pretty private accommodation with WIFI, A/C, private pool, TV, patio, pets allowed, panoramic view

  • 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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Artemisia

: EAS223569

Superb private villa rental with A/C, WIFI, private pool, sauna, TV, veranda and panoramic view

  • Sleeps
    16
  • Bedrooms
    7
  • Bathrooms
    7
  • Private Pool
New Listing
From € 1276 per Night

Description

Property Summary

Nestled in a picturesque valley midway between Rome and Florence, this villa is located just outside the quaint Umbrian town of Ficulle in Italy. Once the residence of a renowned filmmaker, the property boasts a remarkable collection of art and handicrafts from around the world, making it a truly distinctive and captivating residence. This beautifully restored stone farmhouse is set on an organic farm, surrounded by century-old olive trees and lush gardens, with sweeping views over the countryside. The atmosphere is tranquil and secluded, yet the location remains convenient, just 15 minutes from Cetona and the charming town of San Casciano dei Bagni, celebrated for its boutique shops, inviting restaurants, and traditional coffee bars. Set within 100 acres of olive groves and oak forest, the property lies in a secluded, unspoiled valley and is certified as an organic farm. You will benefit from a panoramic swimming pool, extensive yard areas including landscaped gardens, internet wifi connectivity throughout the property, and convenient parking facilities. Access to the property is via an unpaved downhill road of approximately 2.5 miles. The original core of the house dates back to 1280, and the restoration has carefully preserved its historic character.

Outdoors

The expansive panoramic swimming pool measures 18 x 7 meters and is framed by fragrant Mediterranean plants, sitting at the heart of the landscaped gardens. For families, the entire pool area is fenced for children's safety. Next to the pool is a Pool House featuring a living room, bathroom, sauna, and small gym. Beneath the pergola, adjacent to the Pool House, you will find the entrance to a well-stocked wine cellar, offering a curated selection of Italian wines on an honor system. You can enjoy a playground, shaded bocce court, ping-pong table, and barbecue facilities throughout the outdoor areas.

Other Information

The property is certified as an organic farm and features gym equipment and sauna facilities within the Pool House. A wine cellar operates on an honor system, providing access to a fine selection of Italian wines for your enjoyment during your stay.

Distances and Attractions

The property is located just outside Ficulle, a quaint Umbrian town with a population of 1,700, and only 8 miles north of Orvieto, a larger town with a population of 21,000. You will find yourself positioned midway between Rome and Florence, offering easy access to these major cultural centers. The charming town of San Casciano dei Bagni is just 15 minutes away, celebrated for its boutique shops, inviting restaurants, and traditional coffee bars. Cetona is also located 15 minutes from the property, providing additional dining and shopping opportunities. Artemisia

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Amazing independent villa with A/C, WIFI, hot tub, TV and patio

  -15% Special Offer
  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    300 m2
New Listing
From € 153per Night

Description

Holiday home Villa Montepulciano Vineyard is a nice property (300 sq m) that includes WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in four bedrooms with three bathrooms. Conveniently located 2 km (1 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Montalcino.

What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful 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 enjoying a glass of wine - a perfect way to unwind at the end the day. Dining with friends and family is a huge 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, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.

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: Montalcino 34 km (21 mi), Cortona 40 km (25 mi), Arezzo 52 km (32 mi), Siena 68 km (42 mi) and Perugia 77 km (48 mi).

Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (136 mi), Rome 183 km (114 mi), Venice 364 km (226 mi) and Milan 414 km (257 mi).

Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 15 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) 126 km (78 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 192 km (119 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 216 km (134 mi).


Villa Montepulciano Vineyard

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Stunning private vacation rental with WIFI, private pool, A/C, TV, patio and panoramic view

  • Sleeps
    10
  • Bedrooms
    5
  • Bathrooms
    6
  • Private Pool
From € 2360 per Night

Description

Villa Petrosa: Your Private Escape Overlooking the is located 2 km (1 mi) from Montepulciano, Italy and only 31 km (19 mi) from Cortona in the tourist area "Orcia Valley". Holiday home Villa Petrosa: Your Private Escape Overlooking the is a beautiful stone building that includes air conditioning, private pool and WiFi internet. The property can accommodate up to ten guests comfortably in five bedrooms with six bathrooms.

Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. Also available outside are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.

Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 31 km (19 mi), Montalcino 38 km (24 mi), Arezzo 50 km (31 mi), Siena 66 km (41 mi) and Perugia 66 km (41 mi).

Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 189 km (117 mi), Venice 365 km (227 mi) and Milan 409 km (254 mi).

Additional Information

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) 128 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 198 km (123 mi), Roma Fiumicino (fco) 211 km (131 mi) and Bologna (blq) 214 km (133 mi).

More Services
Cooking Lessons - Learn from a local chef the techniques needed to master Tuscan cuisine. The owner can organize 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 learning the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the additional cost and how to organize this service.

Villa Petrosa: Your Private Escape Overlooking the

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Fabulous villa rental with hot tub, WIFI, A/C, TV, patio and panoramic view

  • Sleeps
    16
  • Bedrooms
    7
  • Bathrooms
    9
  • Floor Area
    450 m2
From € 1157per Night

Description

Villa Pianoia is a beautiful property (450 sq m) with hot tub, WiFi internet and air conditioning. The property can accommodate up to 16 people comfortably in seven bedrooms with nine bathrooms. Conveniently located 8 km (5 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 36 km (22 mi) from Montalcino.

It is a luxury historic villa that has recently been renovated.

In case of reduced occupancy of 12 guests or fewer, some rooms will remain closed.

Your Experience
When you arrive at Villa Pianoia you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. For your enjoyment you will find a private garden where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. Also available outdoors are a barbecue grill, patio and hot tub. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people.

Visit the Area
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: Montalcino 36 km (22 mi), Cortona 39 km (24 mi), Arezzo 58 km (36 mi), Siena 73 km (46 mi) and Perugia 74 km (46 mi).

Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 189 km (117 mi), Venice 370 km (230 mi) and Milan 414 km (257 mi).

Additional Information
Check-In Time: 16:00 - 21:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (84 mi), Roma Ciampino (cia) 190 km (118 mi), Pisa (psa) 198 km (123 mi), Roma Fiumicino (fco) 200 km (124 mi) and Bologna (blq) 222 km (138 mi).

Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a pleasant way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.

Villa Pianoia

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Amazing independent holiday rental 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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Superb private villa rental with A/C, private pool, WIFI and TV, close to 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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Cosy accommodation 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

Fabulous private accommodation with A/C, private pool, WIFI, TV, balcony, 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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Amazing private holiday rental with private pool, WIFI, A/C, TV and pets allowed, near Arezzo

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

Description

SPECIAL OFFER 10% DISCOUNT From 20th June until 03rd July 2026 and From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS

Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.

In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. 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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Wonderful independent house with WIFI, A/C, private pool, TV and terrace, close to 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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Volpe

: EAS200973

Unique house with A/C, WIFI, TV, balcony and pets allowed

  Special Offer
  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    2
  • Cancellation insurance (included)
From € 90per Night

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

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Casa Campau

: EAS200474

Amazing independent holiday rental with WIFI, TV and pets allowed

  • Sleeps
    4
  • Bedrooms
    2
  • Bathrooms
    1
  • Cancellation insurance (included)
From € 110per Night

Description

Property Summary

Casa Campau is a charming two-storey semi-detached house nestled in the heart of Montepulciano, a beautiful historic town in Tuscany, Italy. Perfectly positioned within a quiet, traffic-calmed pedestrian area, this vacation rental offers an exceptional blend of central convenience and peaceful surroundings, making it an ideal base for those wishing to immerse themselves in the authentic atmosphere of one of Tuscany's most celebrated destinations. Despite its central location, the property maintains a tranquil character that ensures a restful and enjoyable stay. Throughout your time at Casa Campau, you will benefit from reliable internet WiFi connectivity, keeping you effortlessly connected whenever needed. Regarding parking, please be aware that the property is situated up a steep footpath, with the nearest public car park located 300 meters away and an additional public parking area available 200 meters from the house.

Outdoors

The property's position within a pedestrian zone means that the immediate surroundings are calm and free from through traffic, allowing you to enjoy the outdoor environment of this characterful Tuscan setting in comfort and tranquility. The traffic-calmed area directly around Casa Campau creates a pleasant and safe exterior space, ideal for leisurely arrivals and departures on foot, as well as for simply appreciating the historic streetscape of central Montepulciano.

Other Information

Casa Campau is well equipped with all the amenities necessary to ensure a comfortable and enjoyable stay. Baby equipment is available at the property, making it a particularly suitable choice for families travelling with young children. As the house is located within a zone with limited traffic, taxi drivers are not able to stop directly in front of the property, so you should plan your arrivals and departures accordingly. The house is easily accessible on foot, and its proximity to all local amenities means that this arrangement presents no significant inconvenience during your stay.

Distances and Attractions

Casa Campau enjoys an outstanding location for exploring both the immediate surroundings and the wider region of Tuscany. The pedestrian zone is just 20 meters from the property, and the center of Montepulciano can be reached in as little as one minute on foot, placing a wonderful array of shops, restaurants, bars, cafes, and bakeries within easy walking distance. The nearest bus stop is 300 meters away, while the closest railway station, Montepulciano Scalo, is situated 9 km from the house, providing convenient onward connections throughout the region. For those wishing to venture further afield, the enchanting hilltop town of Pienza is 23 km away, as is the magnificent Cortona, celebrated for its Etruscan heritage and sweeping panoramic views. The renowned city of Siena, with its iconic Piazza del Campo and stunning Gothic cathedral, lies 60 km from the property, while Orvieto, famous for its extraordinary underground caves and striking Duomo, is 67 km away. Montalcino, home to the prestigious Brunello wine and its commanding medieval fortress, can be reached in approximately 45 km. Golf enthusiasts will also be pleased to find a 9-hole golf course located just 20 km from Casa Campau, offering a leisurely and scenic round amid the Tuscan countryside. Casa Campau

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Le Rondini

: EAS214828

Cosy apartment with WIFI, A/C, patio and pets allowed

  Special Offer
  • Sleeps
    3
  • Bedrooms
    1
  • Bathrooms
    1
  • Cancellation insurance (included)
From € 73per Night

Description

Property Summary

Nestled in the charming district of Cervognano, the holiday rental "Le rondini" is a modern and comfortable 2-family house located in Montepulciano, Italy. Positioned at an elevated point within a peaceful residential area, this well-appointed property comprises 2 separate apartments and is thoughtfully designed to accommodate up to 2 adults and 1 child. Guests benefit from a fenced private property that ensures both security and tranquility throughout their stay. Wireless internet connectivity is available, keeping you effortlessly connected during your time here. A dedicated parking space is conveniently situated directly at the house, making arrivals and departures entirely stress-free. The property's elevated setting offers a welcoming atmosphere that combines modern comfort with the timeless beauty of the Tuscan countryside.

Outdoors

The outdoor spaces at "Le rondini" are designed for relaxation and enjoyment in a serene natural setting. Guests have shared access to a beautifully maintained terraced garden that takes full advantage of the property's elevated position, offering a pleasant environment in which to unwind and take in the surrounding landscape. A roofed area provides welcome shade during warmer months, making it an ideal spot for outdoor leisure at any time of day. The entire property is enclosed by a fence, ensuring a safe and private outdoor experience for all guests.

Other Information

The property is shared between 2 apartments, and it is worth noting that the owner lives within the same residence. Please be aware that the owner keeps a dog on the premises. "Le rondini" is well suited for a group of 2 adults and 1 child, making it an excellent choice for a small family seeking a comfortable retreat. Baby equipment is included as part of the stay at no additional cost. As the property is situated in a residential district with local services and attractions spread across the surrounding area, the use of a car is recommended to make the most of everything the region has to offer.

Distances and Attractions

"Le rondini" enjoys a privileged location just 5.2 km from the historic centre of Montepulciano, placing you within easy reach of one of Tuscany's most celebrated hilltop towns. A restaurant is located just 50 metres from the property, offering exceptional convenience for dining out. Everyday essentials are readily accessible, with a shop, grocery store, and supermarket all situated approximately 5 km away. The nearest bus stop, "Acquaviva," is 2.6 km from the property, while the railway station "Montepulciano Scalo" is 5.2 km away. An indoor swimming pool can be reached in 5.2 km, and the renowned thermal baths of "Chianciano Terme" are located 16 km away, offering a wonderful opportunity for relaxation and wellness. The town of Chiusi lies 16 km from the property. For those wishing to explore the wider region, the enchanting town of Pienza is 20 km away, Cortona is 26 km, Montalcino is 41 km, and the magnificent city of Siena is 70 km from the property. Nature lovers will also appreciate the proximity to well-known lakes, with Lago di Montepulciano reachable in 9 km and the beautiful Lago Trasimeno just 20 km away. Le Rondini

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Beautiful private villa with A/C, WIFI, private pool, TV, terrace and pets allowed, near 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

Nice holiday home 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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