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Superb vacation home with WIFI, A/C, private pool, TV and pets allowed

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    300 m2
  • Private Pool
New Listing
From € 927per Night

Description

Property Summary

Nestled among the rolling hills of Montepulciano, in the heart of Tuscany, Italy, Casale Dei Wine House is an exceptional vacation rental that invites you to experience the timeless beauty of one of the most celebrated wine-producing landscapes in the country. Reached by a scenic dirt track flanked by ancient olive trees and sweeping rows of vines, this elegant two-storey stone villa stands at 320 metres above sea level, forming part of one of the largest and most prestigious farms in the area. The property, which traces its origins to the remains of a 16th-century tower later converted into a farmhouse, has been meticulously restored using indigenous materials and traditional local craftsmanship, resulting in a residence of rare authenticity and refined character. The grounds extend across approximately 700 square metres of private park, offering a serene and beautifully maintained outdoor environment where you can unwind in complete privacy. A stunning swimming pool occupies the most panoramic position on the estate, commanding breathtaking views over the surrounding countryside and the Renaissance skyline of Montepulciano. Complimentary parking is available near the main entrances of both the villa and the annex, at the end of the driveway, ensuring convenient arrival and departure. Wi-Fi internet access is provided throughout your stay, keeping you connected while you enjoy the tranquillity of this remarkable Tuscan retreat.

Outdoors

The outdoor spaces of Casale Dei Wine House are a true celebration of the Tuscan countryside, designed to immerse you in the natural and agricultural beauty that defines this extraordinary corner of Italy. The private park, covering approximately 700 square metres, is a carefully tended garden enlivened by elegant cypresses, mature olive trees, fragrant lavender and rosemary bushes, and an array of colourful potted flowers that add warmth and vitality to the landscape. Please note that the photographs of the garden were taken in spring, and the blossoming of flowers and the colour of the grass may vary depending on the season of your visit. Along the front façade of the main villa, 2 generous porticos frame the exterior, one of which has been thoughtfully arranged as an alfresco dining area, perfect for long, leisurely meals in the open air while taking in the surrounding scenery. The non-heated swimming pool is the undisputed centrepiece of the outdoor area, positioned in a quiet and discreet corner of the garden that offers a particularly captivating panorama of the surrounding vineyards and the historic borgo of Montepulciano on the horizon. The rectangular pool measures 11 x 5 metres, with a depth ranging from 1.10 to 1.60 metres, and is lined in PVC with chlorine purification. Access to the water is provided via elegant Roman steps, while the surrounding border and sunbathing terrace are finished in refined travertine marble. The pool area is equipped with sunbeds and a gazebo, as well as a hot and cold-water shower for your comfort. The swimming pool is open from the last Saturday in April until the first Saturday in October.

Unit Layout

Casale Dei Wine House is a spacious and thoughtfully configured property capable of accommodating a maximum of 12 guests across 6 bedrooms and 6 bathrooms, distributed between the main house and a separate annex located approximately 10 metres away, adjacent to the pool area. The main house is arranged over 2 floors, connected externally by a traditional terracotta staircase. On the ground floor, the main entrance, accessed through one of the porticos along the front façade, opens into a welcoming living room. To the right, the living room connects to a fully equipped kitchen, a pantry, and a dining room, from which a French window leads directly out to the portico arranged for outdoor dining. Continuing through the living room, a hallway leads to the sleeping area on this floor, which comprises 3 double bedrooms, each with a divisible bed configuration, and each served by its own private bathroom. Of these 3 bathrooms, 1 features a whirlpool tub, 1 is fitted with a shower, and 1 includes a bathtub. A laundry room is also accessible from the outside on this level. The external staircase leads up to the first floor, where an open-plan living and dining area is arranged alongside a kitchenette and 2 further bedrooms. The first of these is a double bedroom with an ensuite bathroom, while the second is a double bedroom with a divisible bed, served by a bathroom with shower. The annex, a single-storey structure converted from an original barn, offers a self-contained living area with a kitchenette and 1 double bedroom with a private bathroom fitted with a shower. Please note that the fireplace present in the property is ornamental.

Amenities Included

Casale Dei Wine House is equipped with a comprehensive range of amenities designed to ensure a comfortable and enjoyable stay. Air conditioning is available in the bedrooms, providing a welcome relief during the warmer months of the Tuscan summer, while heating is also available for cooler periods, ensuring year-round comfort throughout the property. The kitchen facilities are well appointed, including a dishwasher to simplify meal times, and a washing machine is available for your convenience during longer stays. Entertainment is well catered for, with satellite TV available for your leisure. The property is pet-friendly, welcoming animals subject to prior authorisation by the owner, which must be requested in advance with details of the number, size, and breed of the animals.

Other Information

Casale Dei Wine House has been subjected to a thorough technical inspection by a designated responsible professional prior to the beginning of each season. This check-up is carried out to verify the consistency of the property description, to confirm the presence and operational condition of all listed accessories and furnishings, and to guarantee the highest standards of quality, cleanliness, and comfort for every guest who stays at the property. Pets are accepted at the property subject to prior authorisation from the owner. To obtain permission, you must communicate in advance the number, size, and breed of the animals you intend to bring. Tourist tax may be applicable depending on current local regulations.

Distances and Attractions

Casale Dei Wine House enjoys an enviable position that places you within easy reach of some of the most celebrated destinations in central Italy. The historic centre of Montepulciano, with its magnificent Renaissance architecture and world-renowned Vino Nobile wine production, is located approximately 3 kilometres from the property. Approximately 5 kilometres from the farmhouse, the prestigious Cantine Dei winery invites you to explore its extraordinary underground cellar, entirely constructed in travertine and featuring a remarkable spiral-shaped entrance that stands as a true architectural masterpiece, where you can taste the exceptional extra-virgin olive oil and the celebrated Vino Nobile di Montepulciano produced on the estate. The surrounding area offers an abundance of prestigious historic town centres ideal for day trips, including Montalcino and Pienza within the province of Siena, as well as Cortona in Tuscany. Further afield, the Umbrian cities of Assisi, Orvieto, and Perugia, along with destinations in Lazio, are all within comfortable driving distance. The region is also renowned for its exceptional spa resorts and thermal wellness centres, with facilities available in Montepulciano itself and in the nearby towns of Chianciano, Bagno Vignoni, and San Casciano dei Bagni, offering a truly rejuvenating experience during your stay.

Costs & Services

Included services
- Utilities (electricity, water, gas for cooking use): included in the rental price
- Weekly linen: included in the rental price
- Initial and final cleaning: included in the rental price
- Zer0Dep Guarantee (no security deposit required on balance or on arrival, with EuropAssistance coverage for accidental damage up to €1,500.00 and subject to the limitations provided): included in the rental price

Extra costs
- Mandatory extra cleaning in case of animals: €50.00 per week per animal
- Tourist tax: where applicable

On request
- Extra cleaning: €22.00 per hour per cleaner
- Extra linen change: €15.00 per person
- Heating: charged on consumption at current market prices
- Firewood: €20.00 per 100 kg Casale dei Wine House 12, Emma Villas

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Il Bosco

: EAS210299

Comfortable flat with pool and TV, close to Montalcino

  • Sleeps
    7
  • Bedrooms
    4
  • Bathrooms
    2
  • Swimming Pool
From € 170per Night

Description

Property Summary

This charming vacation rental occupies a beautifully renovated portion of a traditional farmhouse set in an excellent panoramic position in the countryside near San Giovanni D'asso, Italy, close to the renowned town of Montalcino. The property comprises two adjoining apartments within an independent farmhouse structure, offering flexible accommodation for families or groups seeking an authentic Tuscan experience. You will enjoy convenient amenities including a private swimming pool and dedicated parking area within the fenced grounds. The elevated location provides sweeping views over the surrounding rural landscape, creating an idyllic setting for a relaxing retreat in one of Tuscany's most celebrated wine-producing regions.

Outdoors

The outdoor space features a refreshing non-heated swimming pool measuring 6.50 by 3.50 meters with a depth of 1.40 meters, available for your use from May 1st through October 31st. The property is surrounded by a 180 square meter fenced garden that ensures privacy and security throughout your stay. Within the garden you will find a gazebo providing shaded outdoor living space, perfect for relaxing during the warmest hours of the day. A barbecue is available for preparing al fresco meals, allowing you to dine outdoors while taking in the panoramic countryside views that characterize this exceptional location.

Unit Layout

The farmhouse is divided into two adjoining apartments that together accommodate a maximum capacity of 7 guests across 4 bedrooms and 2 bathrooms. Apartment A sleeps 4 guests and is arranged over two floors. On the ground floor you will find a living room and dining room with fireplace, television, and a kitchenette equipped with an oven. The first floor houses a double bedroom, a twin bedroom, and a bathroom with shower. Apartment B accommodates 3 guests and is similarly distributed across two levels. The ground floor contains a living room with kitchenette including an oven, a single bedroom, and a small bathroom. On the first floor there is a double bedroom. This configuration provides flexible sleeping arrangements suitable for families or groups traveling together while maintaining separate living spaces.

Amenities Included

Your accommodation is equipped with a washing machine for your convenience during longer stays. The barbecue facilities enable outdoor cooking and dining experiences in the garden setting. The fireplace in Apartment A provides both warmth and ambiance during cooler months. Heat is available throughout the property to ensure comfort during autumn, winter, and early spring visits. Television is provided in Apartment A for entertainment. The kitchenettes in both apartments include ovens for preparing meals. All windows are fitted with mosquito nets to ensure comfortable ventilation during warm weather while keeping insects out.

Other Information

Check-in is available between 3 pm and 7 pm, and check-out is required by 10 am. The rental price includes water, gas, final cleaning, and linen for both bedrooms and bathrooms, with linen changes provided on a weekly basis. Upon arrival you will be required to provide a security deposit which will be returned at the end of your stay minus the cost of any damages incurred. A tourist tax may be required upon arrival according to the regulations of the local municipality. The fenced garden provides secure outdoor space throughout the property.

Distances and Attractions

The property is located in the countryside near the historic hilltop town of Montalcino, one of Tuscany's most prestigious wine destinations famous for its Brunello wines. This excellent rural position offers panoramic views while maintaining convenient access to local amenities, wineries, restaurants, and the cultural attractions of southern Tuscany. The surrounding area provides opportunities for wine tasting, exploring medieval villages, and experiencing the authentic character of the Tuscan countryside.

Costs & Services

Extra costs
- Heating consumption: payable locally based on consumption
- Security deposit: €500.00
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Il Bosco

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Superb private house with private pool, A/C, WIFI, TV, patio, panoramic view, near Montalcino

  • Sleeps
    5
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    130 m2
  • Private Pool
From € 300per Night

Description

Conveniently located in San Giovanni D'asso, Italy in the tourist area "Orcia Valley" and only 18 km (11 mi) from Montalcino. Casa Le Crete is a beautiful stone building (130 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to five people comfortably in three bedrooms with three bathrooms.

Your Experience
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outdoors you will also find a patio and barbecue grill. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to five people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the lovely Tuscan weather.

Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 18 km (11 mi), Montepulciano 32 km (20 mi), Siena 45 km (28 mi), Cortona 48 km (30 mi) and Arezzo 54 km (33 mi).

Some other major tourist destinations you should consider visiting are: Florence 133 km (82 mi), Viareggio 220 km (136 mi), Forte Dei Marmi 227 km (141 mi), Rome 215 km (133 mi), Milan 420 km (261 mi) and Naples 406 km (252 mi).

Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 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) 138 km (86 mi), Pisa (psa) 160 km (99 mi), Roma Ciampino (cia) 224 km (139 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 236 km (147 mi).

Special Services

Tours The owner can organize custom truffle hunting tours followed by truffle, wine and olive oil tasting for your group. To learn about the tours available, inquire prior to booking to ensure availability. The cost will vary depending on the specific tour and number of people.
Painting lessons The owner can organize custom painting lessons with a talented artist for your group. To learn more, inquire prior to booking. The cost will vary depending on the number of people.
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized 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 sumptuous meal using local produce? The chef will arrange 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.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Ask for more details about the supplemental cost.

La Capanna

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Sanguineto

: EAS48318

Fantastic flat with A/C, pool, WIFI, TV and pets allowed

  • Accommodation
    2
  • Sleeps
    6
  • Bedrooms
    2
  • Bathrooms
    2
  • Swimming Pool
€ 93per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Cipresso 3 1 1 35 m2 € 93/Night
  Belvedere 3 1 1 35 m2 € 93/Night
All 2 Accommodations 6 2 2

Description

You will find Agriturismo Sanguineto nestled on the gentle slopes of the Tuscan hills, between the Sienese Val di Chiana and the Val d'Orcia. Here the evocative scent of the vineyards of Vino Nobile and Rosso di Montepulciano and centuries-old olive groves will transport you to a beautiful farmhouse that has been perfectly restored with absolute respect for its ancient origins and divided into 9 refined apartments.
All around the house, at your disposal, a green and well-kept garden at the edge of which you will find a very panoramic solarium equipped with outdoor furniture, a swimming pool with hydromassage (size m. 17 x 9, depth m. 1,40 - open from 01 May to 30 September), which enjoys a splendid view over the countryside and a bowls court, for your moments of relaxation and fun.
Just 5 kilometres away you will find the renowned town of Montepulciano, an authentic pearl of the 16th century, a century of which it is still an almost intact expression with its palaces, streets and alleyways, indelible testimony to the splendours of Renaissance architecture and taste.
In the village you will find shops and supermarkets and above all restaurants and trattorias, where you can taste delicious traditional Tuscan dishes, as well as the famous wine cellars, set amidst vineyards, dug into the tuff, built underground with arches, vaults and ancient barrels. We absolutely recommend a visit to the cellars with a tasting of the award-winning local wines, you will not regret it!
If you wish, you can request theme dinners with menus based on typical local dishes, breakfast and also wine tastings. A communal laundry room, mountain-bikes and a children's playground are at your disposal.
A feather in the farmhouse's cap is the modern Wellness Centre with Turkish bath and sauna where you will be able to fully appreciate the serenity and relaxation of your dream holiday. Sanguineto

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Fabulous independent vacation rental with A/C, private pool, sauna, hot tub, WIFI, TV, veranda

  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    400 m2
  • Private Pool
From € 2142per Night

Description

Holiday rental Villa Bartolomeo is a nice stone building (400 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to 12 people comfortably in six bedrooms with six bathrooms. Conveniently located 3 km (2 mi) from Bivio Di San Biagio, Italy in the tourist area "Orcia Valley" and only 5 km (3 mi) from Montepulciano.

Your Experience
After arriving you will be welcomed by the owner or manager where 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 pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums.

Visit the Area
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 5 km (3 mi), Cortona 36 km (22 mi), Montalcino 36 km (23 mi), Arezzo 55 km (34 mi) and Siena 70 km (44 mi).

Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 221 km (137 mi), Rome 186 km (115 mi), Venice 366 km (228 mi) and Milan 414 km (257 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) 133 km (82 mi), Pisa (psa) 195 km (121 mi), Roma Ciampino (cia) 195 km (121 mi), Roma Fiumicino (fco) 207 km (129 mi) and Bologna (blq) 219 km (136 mi).

Special Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the additional 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 delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.

Villa Benefizio

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Stunning independent house with WIFI, private pool, A/C, TV and panoramic view, near Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    5
  • Floor Area
    400 m2
  • Private Pool
From € 458per Night

Description

Charming villa with private swimming pool on the hills near Arezzo, Tuscany.
This property has been recently renovated. Inside, this villa has lovely interiors and it's fully equipped with any possible comfort. Outside, it is provided a large garden with private swimming pool and an outdoor patio furnishe with barbecue, table and chair for al-fresco dining. Villa Marietta is just a short drive away from Arezzo, Castiglion Fiorentino, Cortona and Chiana Valley.
At guests' disposal WI-FI internet connection (free wi-fi), air-conditioning in each bedroom, large common areas, private swimming pool (14m x 5m; depth: 1,40m), private garden, outdoor area (by the kitchen) furnished with table and chairs for al-fresco dining, 2 baby beds (on request at the time of the reservation), shower room by the pool with 2 showers, parking
Distances:Frassineto (food bar) 1 km away, Cesa in Valdichiana (shops of any kind) 7 km away, Castiglion Fiorentino 10 km away, Arezzo 18 km away, Cortona 21 km away, Montepulciano 40 km away, Pienza 45 km away, Siena 60 km away, Firenze 85 km away, San Gimignano 100 km away, Volterra 115 km away.

Please carefully check if there are any extra costs to be paid on site! Villa Marietta

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Villa Mira

: EAS147034

Unique private property with A/C, private pool, WIFI, TV, panoramic view, near Cortona

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    2
  • Floor Area
    90 m2
  • Private Pool
From € 161per Night

Description

Conveniently located 4 km (2 mi) from Centoia I, Italy and only 15 km (9 mi) from Cortona. Holiday rental Villa Mira is a nice property (90 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to six guests comfortably in three bedrooms with two bathrooms.

Your Experience
When you arrive you will be greeted 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. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.

What's Nearby?
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: Cortona 15 km (9 mi), Montepulciano 19 km (12 mi), Perugia 50 km (31 mi), Arezzo 53 km (33 mi) and Montalcino 61 km (38 mi).

Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (128 mi), Venice 368 km (229 mi) and Milan 411 km (255 mi).

Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Mira. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 132 km (82 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 228 km (142 mi).

More Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - A babysitter can be organized at Villa Mira. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.

Villa Mira

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La Rogaia

: EAS48419

Superb independent holiday rental with private pool, WIFI, TV and pets allowed, close to Arezzo

  • Sleeps
    8
  • Bedrooms
    4
  • Bathrooms
    2
  • Floor Area
    150 m2
  • Private Pool
From € 165per Night

Description

La Rogaia is a country villa located in a secluded, hilly position close to the city of Arezzo, between the Val d'Ambra and the Valdichiana. Placed in an unspoilt environment, the villa is surrounded by olive groves, vineyards and lush woods. You reach La Rogaia through an unpaved road that winds through the woods, well-maintained and only a little steep, and once you are there you will be rewarded with true peace and tranquillity. The villa is furnished with taste and care by the owners who also produce an excellent organic extra virgin olive oil.
We recommend that you don't miss a visit to the nearby city of Arezzo, only 10 km away, to the works of art by Piero della Francesca, Giorgio Vasari, Cimabue, a walk along the narrow streets of the historic centre and a glass of wine enjoyed in the wonderful medieval setting of Piazza Grande.
The real icing on the cake here is, however, the breathtaking view from the very panoramic private swimming pool (size 5x10 m, depth 0.90-1.95 m, completely fenced in and equipped with sun shower - open from 1st June to 30 August). From the pool terrace, your eye will wander over the valley as far as the gates of the city of Arezzo. The wrought-iron outdoor furniture, the parasols, the barbecue area and a gazebo with sitting area will allow you to spend unforgettable moments with your family and friends in total privacy. La Rogaia

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Casa Catia

: EAS95460

Private Vacation rental with WIFI, private pool, TV, pets allowed, panoramic view, close to Arezzo

  • Sleeps
    12
  • Bedrooms
    5
  • Bathrooms
    4
  • Floor Area
    170 m2
  • Private Pool
From € 163per Night

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

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Private Vacation rental with private pool, WIFI, A/C, TV, patio, panoramic view, near Cortona

  • Sleeps
    11
  • Bedrooms
    6
  • Bathrooms
    4
  • Floor Area
    300 m2
  • Private Pool
From € 456per Night

Description

Villa Mezzavia is a lovely property (300 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 11 people comfortably in six bedrooms with four bathrooms. Villa Mezzavia is located 840 m (2745 ft) from Fonte Del Mazza, Italy and only 11 km (7 mi) from Cortona in the tourist area "Cortona And Surroundings".

What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Also available outside are a barbecue grill and patio.

What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 11 km (7 mi), Arezzo 23 km (14 mi), Montepulciano 35 km (22 mi), Perugia 57 km (36 mi) and Montalcino 70 km (43 mi).

Some other major tourist destinations you should consider visiting are: Florence 113 km (70 mi), Viareggio 199 km (124 mi), Forte Dei Marmi 207 km (128 mi), Rome 215 km (134 mi), Venice 356 km (221 mi) and Milan 399 km (248 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) 120 km (75 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 205 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).

More Services

Villa Mezzavia

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Independent Accommodation with private pool, WIFI, A/C, TV, terrace, pets allowed, close to Arezzo

  • Sleeps
    14
  • Bedrooms
    7
  • Bathrooms
    7
  • Floor Area
    360 m2
  • Private Pool
From € 500per 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 2 villas COLLINA DEI FIORI and CASALE IL CANAIOLO. Villa degli Olivi

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Pretty private holiday home with private pool, WIFI, A/C, TV and terrace, close to Cortona

  • Sleeps
    6
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 136per 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 15 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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Superb independent vacation rental with A/C, WIFI, private pool and TV, near Cortona

  • Sleeps
    4
  • Bedrooms
    1
  • Bathrooms
    1
  • Floor Area
    55 m2
  • Private Pool
From € 138per 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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Great flat 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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Stunning independent property with WIFI, private pool, A/C, TV, pets allowed, near Arezzo

  • Sleeps
    9
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    150 m2
  • Private Pool
From € 340per Night

Description

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

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

For tennis lovers—or anyone who simply wants to have fun with friends—a private tennis court is available about 800 meters from the villa, accessible upon reservation.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori

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  • Sleeps
    12
  • Bedrooms
    6
  • Bathrooms
    6
  • Floor Area
    145 m2
  • Private Pool
New Listing
From € 606per Night

Description

The Price includes:
- Utilities: electiricty - water - gas for kitchen use and hot water - heating
- weekly linen, initial and final cleaning
- Zer0Dep Guarantee = You do not pay the security deposit on balance or on arrival and you have EuropAssistance coverage in case of accidental damage to the property during your stay (up to the maximum of € 1,500.00 and with the limitations provided).

The Price does not Include:
- Mandatory extra cleaning in case of animals (€ 50,00/week/animal)
- Tourism tax (€1.00 per person for the first 7 nights, children under 14 are exempt)

Il Romitoio, with a breathtaking view from a height of 443 m, is set in the quiet countryside of the Arezzo Val di Chiana, just five minutes from the first inhabited area and a few kilometres from Castiglion Fiorentino and splendid Cortona. The terraced garden will conquer you with its sparkling riot of colours and large spaces with relaxing living areas and the spectacular swimming pool with Jacuzzi tub that dominates just a step away from the house, where nothing stands in the way of the generous panorama. From this amazing natural terrace, the view over the immense expanse of the Val di Chiana and Cortona, bordered on the horizon by the peaks of Monte Amiata and Monte Cetona, is extraordinary: a truly unique landscape, made up of green hills, cultivated fields and small old villages, to be appreciated at any time of the day and evening. The classic ingredients of typical architecture, such as stone for the façades, antique terracotta and sturdy wooden beams, matching traditional furnishings and touches of originality describe its identity, which evokes rural atmospheres and dilated rhythms, albeit with creature comforts, suited to the best hospitality. In Tuscany, but very close to Umbria, this residence will prove to be the perfect starting point to reach the numerous places of artistic interest found within a range of a few kilometres: cities of art such as Siena, Arezzo and Perugia, picturesque borghi (Pienza, Montalcino, Montepulciano, Castiglion del Lago, Anghiari and Sansepolcro) and fascinating spas. All essential services and shops in Castiglion Fiorentino and Camucia are just a few minutes away by car.
Interior:
The complex consists of two residential structures: the main house with adjacent annex and a second annex. The MAIN HOUSE has two floors and follows the terraced morphology of the garden which also permits outside access from the bedrooms on the upper floor. The living area on the ground floor consists of an open-plan area with sitting room, satellite TV and fireplace, dining table and built-in kitchen. A double bedroom and a bathroom with shower (which can become ensuite thanks to a double door that separates it from the living area) complete the floor. An internal staircase leads upstairs to a reading room, three double bedrooms and three bathrooms with shower, two of which are ensuite. The ANNEX, located next to the house, is composed of a living room with kitchenette on the ground floor and a twin bedroom with ensuite bathroom with shower and terrace on the upper floor. The second ANNEX, about 30 m from the house, consists, on the ground floor, of a living room with a sofa and large table. Descending to the lower terrace, via an external flight of steps, you come to the entrance to the lower floor with a double bedroom with sauna and bathroom with shower. Next to it is the laundry room. Air conditioning in the bedrooms and in the main living room.
Park:
About one hectare of fenced park (wire mesh and 1.80 m high hedges) frame the property, dotted with bushes of herbs, rosemary, jasmine, aloe, roses and olive trees that are distributed between the buildings and the set-up outdoor areas. The garden spreads over several terraces connected by flights of steps, and develops mainly in front of the house entrances. In addition to the centrepiece, the swimming pool, the large wooden gazebo with dining table and the barbecue area with wood oven are the ideal accessories for appreciating the peaceful secluded atmosphere that the property offers. Past the automatic entrance gate leading to the house are two large parking areas.
Please notice that photos are taken in spring, therefore flower blossoming, and the colours of the gardens' grass could be different at the moment of your arrival at the villa.

Swimming Pool:
The panoramic infinity pool is located one metre from the entrance to the house and, being equipped with a telescopic closure system, by closing the glass walls and roof it can be easily accessed from the living room. The rectangular pool, measuring 12 x 6 m with the depth ranging from 1.40 to 2 m, is lined in PVC with a brick border and has internal spotlights, salt purification and submerged steps for access to the water. The welcoming lawn solarium that surrounds it is equipped with sunbeds, armchairs, umbrellas and a cold- water shower. The pool can be heated with an extra cost (up to a maximum temperature of 22°) if the outside temperature is higher than 12°. On one side is the Jacuzzi tub which can accommodate up to six people. The pool is available from the first Saturday in April until the first Saturday in October.

Extra On Request:
Extra cleaning (€ 22,00/hour per cleaner),
extra linen (€ 15,00 per person),
heated pool up to a maximum temperature of 22° if the outside temperature is higher than 10° and with 7 days' notice (€ 500,00/week in April and October, € 200,00 in the other months),
firewood (€ 30,00/100 Kg) Il Romitoio 12, Emma Villas

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Pozzonovo

: EAS48357

Beautiful holiday home with pool, WIFI, TV and pets allowed, near Cortona

  • Accommodation
    3
  • Sleeps
    10
  • Bedrooms
    3
  • Bathrooms
    3
  • Swimming Pool
€ 79 per Night
  Accommodation   Sleeps   Bedrooms   Bathrooms   Floor Area Price
  Il Susino 2 1 1 31 m2 € 79 /Night
  Il Ciliegio 4 1 1 49 m2 € 87 /Night
  Il Pesco 4 1 1 40 m2 € 87 /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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Villa Chio

: EAS190185

Unique private accommodation with private pool, WIFI, TV and panoramic view, near Cortona

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

Description

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

What to Expect
After arriving at Villa Chio you’ll find a lovely clean well-maintained property ideal for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the lovely Tuscan weather.

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 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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Casa Angela

: EAS193085

Stunning private house with private pool, WIFI, A/C, TV, balcony and pets allowed, near Cortona

  • Sleeps
    8
  • Bedrooms
    3
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 200per 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 15 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with  children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela

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Beautiful private accommodation with WIFI, private pool, A/C, TV and veranda, close to Cortona

  • Sleeps
    10
  • Bedrooms
    4
  • Bathrooms
    3
  • Floor Area
    170 m2
  • Private Pool
From € 190per 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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