Vacation Rentals with Air Conditioning in Sansepolcro, Italy
Results 21 - 40 of 143
Villa Mandorlo
Stunning private accommodation with WIFI, private pool, A/C, TV and terrace
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10
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5
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6
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280 m2
Description
You will find Villa Mandorlo inside the ancient Podere di Pomaio, just outside Arezzo. It is an old farmhouse that has been renovated following all of today's eco-sustainability standards, which are similarly applied to the entire estate, which produces and exports excellent Tuscan IGT and DOCG wines. Podere Pomaio's Bio-architecture winery is listed among the 14 most beautiful Design Cellars in Tuscany for the Toscana Wine Architecture project.
At the winery you can also book wine tastings and tours of the estate, we also recommend a visit to the beautiful vineyards, it is an experience not to be missed!
At Villa Mandorlo you will have at your disposal a private garden (about 5000 square metres) and a splendid swimming pool extremely panoramic, overlooking the valley, the surrounding chain of hills and the beautiful city of Arezzo, which, day and night, will offer you truly suggestive sceneries.
In Arezzo you will find all the conveniences of a big city. There are shops, supermarkets and typical restaurants, as well as valuable works of art by renowned artists such as Piero della Francesca and Giorgio Vasari.
The swimming pool, truly splendid, has the particularity of being shell-shaped (size 6.50x8.40 m - depth 1.30 m - open from 01st May to 30th September), and is just a few steps from the bright dining room, definitely one of the highlights of the villa. The dining room, with its large windows, offers not only a fantastic panorama but also the possibility of unforgettable dinners by the pool.
At Villa Mandorlo you will find yourself immersed in the atmosphere and charm of old Tuscan farmhouses. The excellent furnishings and equipment, as well as comfortable and functional, will allow you to spend a memorable holiday.
On the day of your arrival, the owners will be happy to offer you dinner (for stays of a minimum of 7 nights) and a welcome basket with ingredients for breakfast the following day. Villa Mandorlo
"Casa di Max"
Pretty private property with WIFI, A/C, TV and patio
Special Offer-
4
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1
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1
Description
Property Summary
Welcome to "Casa di Max," a charming semi-detached house nestled in the tranquil Tuscan countryside, just 4 km from the centre of Arezzo, Italy. Spread across 2 storeys, this delightful holiday rental offers a secluded and peaceful retreat, perfectly suited for those seeking both comfort and authenticity in one of Italy's most celebrated regions. The property benefits from a private, well-kept fenced garden that provides a serene outdoor sanctuary, ideal for relaxing in complete privacy. Guests have access to complimentary Wi-Fi throughout the property, ensuring seamless connectivity during their stay. Convenient parking is available directly on the premises, including a carport, though please be aware that the covered parking space is best suited to small to medium-sized cars. The owner resides in a separate semi-detached house on the property, ensuring attentive and discreet hospitality throughout your visit.
Outdoors
The outdoor spaces at "Casa di Max" are a true highlight of the property, offering a private and well-maintained fenced garden where guests can unwind and enjoy the gentle rhythms of the Tuscan countryside. Garden furniture is thoughtfully provided, allowing you to dine alfresco, relax in the open air, or simply take in the surrounding natural landscape in comfort and style. The secluded position of the property ensures a quiet and undisturbed outdoor experience, making the garden an ideal space for leisurely mornings and peaceful evenings alike.
Other Information
During your stay at "Casa di Max," bicycle rental is available as an optional extra, offering a wonderful way to explore the scenic countryside and surrounding area at your own pace. Breakfast can also be arranged upon request for an additional charge, providing a convenient and welcoming start to each day. The property operates under a house rules policy, and guests are encouraged to respect the quiet and secluded nature of the location. For any specific requirements regarding check-in and check-out times or additional services, it is recommended to contact the property directly prior to arrival.
Distances and Attractions
"Casa di Max" enjoys an exceptionally convenient location despite its peaceful rural setting, with a wide range of everyday amenities and points of interest within easy reach. A grocery store is located 3.2 km away, while a supermarket can be found at just 2.8 km. A restaurant and bar are both situated 2.6 km from the property, and a bus stop is conveniently accessible only 300 m away. The railway station "Arezzo" is 5 km from the house, providing excellent transport connections to the wider region. The historic city of Arezzo itself, with its magnificent medieval architecture, renowned antique market, and vibrant cultural scene, is just 4 km away. Among the nearby attractions, the enchanting hilltop town of Cortona is easily reachable, while Anghiari lies 28 km away, Montepulciano 50 km, and the breathtaking Val d'Orcia town of Pienza 60 km. The iconic city of Siena is 75 km from the property, and Florence, one of the world's greatest centres of art and Renaissance culture, is 80 km away. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of Italy's most celebrated lakes, situated 65 km from "Casa di Max." "Casa di Max"
Villa le Capanne
Multi-unit holiday home with A/C, pool, WIFI, pets allowed, panoramic view, close to Cortona
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4
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21
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8
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6
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Bosco | 4 | 2 | 1 | 69 m2 | € 89 /Night |
| Oliveto | 4 | 2 | 1 | 74 m2 | € 89 /Night |
| All 2 Accommodations | 8 | 4 | 2 |
Description
Villa Le Capanne is located 1 km (4382 ft) from Pieve Di Chio, Italy and only 17 km (11 mi) from Cortona in the tourist area "Cortona And Surroundings". Holiday rental Villa Le Capanne is a beautiful property that includes shared pool, air conditioning and WiFi internet. The vacation home has been designed with a total of four independent apartments. The property can sleep up to 21 people comfortably.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property ideal for a relaxing holiday 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. This holiday rental is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that wish to have private living and sleeping quarters while sharing the common areas, such as the pool or garden, with the group.
Places 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 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Le Capanne. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
More Services
Villa Le Capanne
Villa Leo
Independent Holiday rental with A/C, WIFI, private pool, TV, patio, panoramic view, near Arezzo
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8
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4
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2
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125 m2
Description
Villa Leo is located 520 m (1689 ft) from Pieve San Giovanni, Italy and only 15 km (9 mi) from Arezzo in the tourist area "Arezzo And Surroundings". Villa Leo is a lovely property (125 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to eight people comfortably in four bedrooms with two bathrooms.
Your Experience
After arriving you’ll find a lovely clean well-maintained property 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 busy day of visiting museums. Also available outdoors are a barbecue grill and patio.
The entire property is fenced, so ideal for groups who arrive with a dog. The privacy offered is very good here.
Places 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: Arezzo 15 km (9 mi), Cortona 41 km (26 mi), Montepulciano 61 km (38 mi), Siena 71 km (44 mi) and Greve In Chianti 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 184 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 234 km (145 mi), Venice 341 km (212 mi) and Milan 384 km (238 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Leo. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 May - 15 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) 105 km (65 mi), Pisa (psa) 165 km (103 mi), Bologna (blq) 186 km (115 mi), Roma Ciampino (cia) 243 km (151 mi) and Roma Fiumicino (fco) 255 km (159 mi).
Villa Leo
Villa Montone
Superb independent villa with private pool, sauna, hot tub, WIFI, A/C and TV
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12
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6
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4
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330 m2
Description
Villa Montone is a nice stone building (330 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located 7 km (4 mi) from Montone, Italy and only 38 km (23 mi) from Gubbio.
Your Experience
Upon arrival you’ll find a nice clean well-maintained property perfect for a splendid holiday in Umbria. 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. Also available outdoors are a barbecue grill and hot tub. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Italian, the fully furnished garden is the perfect setting to enjoy food, family and the nice Italian weather.
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: Gubbio 38 km (23 mi), Cortona 44 km (27 mi), Perugia 48 km (30 mi), Assisi 55 km (34 mi) and Arezzo 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 150 km (93 mi), Viareggio 237 km (147 mi), Forte Dei Marmi 244 km (151 mi), Rome 215 km (133 mi), Venice 360 km (224 mi) and Milan 420 km (261 mi).
Additional Information
Check-In Time: 15:30 - 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) 155 km (97 mi), Pisa (psa) 218 km (135 mi), Bologna (blq) 219 km (136 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 236 km (147 mi).
Villa Morotti
Borgo al Castello
Amazing multi-unit house with pool, WIFI, A/C, TV, patio and panoramic view
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5
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31
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15
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13
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Santa Lucia | 4 | 1 | 1 | 68 m2 | € 182 /Night |
| Casa Torre | 6 | 3 | 2 | 186 m2 | € 314 /Night |
| Casa Loggia | 6 | 3 | 3 | 223 m2 | € 314 /Night |
| Casa Monte | 7 | 4 | 3 | 217 m2 | € 357 /Night |
| Casa Tettoia | 8 | 4 | 4 | 251 m2 | € 485 /Night |
| All 5 Accommodations | 31 | 15 | 13 |
Description
Borgo Al Castello is located 2 km (1 mi) from Montecastelli, Italy and only 38 km (24 mi) from Gubbio. Borgo Al Castello is a nice stone building with WiFi internet, air conditioning and shared pool. Borgo Al Castello is a villa / farmhouse / home that has a total of five private apartments. The property can sleep up to 31 people comfortably.
Your Experience
After arriving at Borgo Al Castello you’ll find a nice clean well-maintained property with views of the hills and the mountains perfect for a splendid holiday in Umbria. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Also available outdoors are a patio and barbecue grill. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Gubbio 38 km (24 mi), Cortona 40 km (25 mi), Perugia 53 km (33 mi), Arezzo 55 km (34 mi) and Assisi 58 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 231 km (144 mi), Forte Dei Marmi 238 km (148 mi), Rome 220 km (137 mi), Venice 354 km (220 mi) and Milan 415 km (258 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 07:30 - 10:30
Pool Open: 31 March - 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) 150 km (93 mi), Pisa (psa) 212 km (132 mi), Bologna (blq) 213 km (133 mi), Roma Ciampino (cia) 229 km (142 mi) and Roma Fiumicino (fco) 241 km (150 mi).
More Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your stay that can be arranged by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Borgo Al Castello. Ask for more details, including the additional cost and how to organize this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service when you arrive.
Borgo Il Poeta
Casa Chimera
Superb property with WIFI, A/C, pool, patio and panoramic view, near Arezzo
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5
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2
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1
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75 m2
Description
Casa Chimera is located 1 km (3854 ft) from Bicciano, Italy and only 22 km (14 mi) from Arezzo in the tourist area "Casentino Valley". Vacation rental Casa Chimera is a beautiful stone building (75 sq m) that includes WiFi internet and air conditioning. The property can sleep up to five guests comfortably in two bedrooms with one bathroom.
Your Experience
When you arrive at Casa Chimera you’ll find a lovely clean well-maintained property with views of the mountains and the hills perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a shared pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. Also available outside are 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 perfect setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 22 km (14 mi), Cortona 48 km (30 mi), Greve In Chianti 65 km (40 mi), Montepulciano 70 km (44 mi) and Siena 80 km (50 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the property, only 120 m (369 ft).
Some other major tourist destinations you should consider visiting are: Florence 92 km (57 mi), Viareggio 178 km (111 mi), Forte Dei Marmi 185 km (115 mi), Rome 243 km (151 mi), Venice 331 km (206 mi) and Milan 380 km (236 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 June - 31 August (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) 97 km (60 mi), Pisa (psa) 159 km (99 mi), Bologna (blq) 183 km (114 mi), Roma Ciampino (cia) 252 km (157 mi) and Roma Fiumicino (fco) 265 km (164 mi).
Casa Chimera
Villa Sant'Anna
Wonderful independent property with A/C, private pool, WIFI, hot tub and TV
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10
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4
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2
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330 m2
Description
Villa Sant'anna is located 7 km (5 mi) from Molino Vitelli, Italy and only 36 km (22 mi) from Cortona. Villa Sant'anna is a beautiful stone building (330 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to ten people comfortably in four bedrooms with two bathrooms.
The property consists of a main building and an annex located next to the swimming pool. The annex has a separate entrance from the main building.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property perfect for a relaxing vacation in Umbria. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Umbria. There is a kitchen including coffee machine, microwave, toaster 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 garden 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 36 km (22 mi), Gubbio 40 km (25 mi), Perugia 51 km (32 mi), Arezzo 58 km (36 mi) and Assisi 58 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 148 km (92 mi), Viareggio 235 km (146 mi), Forte Dei Marmi 242 km (150 mi), Rome 218 km (135 mi), Venice 358 km (222 mi) and Milan 418 km (260 mi).
Additional Information
Check-In Time: 15:00 - 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) 153 km (95 mi), Pisa (psa) 216 km (134 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (149 mi).
Villa Comunalia
Villa Niccione
Superb independent property with WIFI, private pool, A/C, TV and panoramic view
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16
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8
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6
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280 m2
Description
Vacation rental Villa Niccione is a lovely property (280 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 16 guests comfortably in eight bedrooms with six bathrooms. Villa Niccione is located 1 km (4329 ft) from Molino Vitelli, Italy and only 35 km (22 mi) from Cortona.
Casa Uliveto is made of two independent apartments.
Composition of each: Ground floor – has a bedroom, bathroom, kitchen, living room, dining area.
First floor – 3 bedrooms and 2 bathrooms.
Total 8 bedrooms and 6 bathrooms. The house can accommodate up to 16 people, number of guests can be flexible. Some extra beds can be added.
The private infinity swimming pool measures 15x5m with attached smaller pool 5x3m.
Pet allowed on request (please tell us size and race).
The electricity for the tennis court lights (night usage) is not included and calculated ad 0,50€/kW.
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing holiday in Umbria. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. For your pleasure, on the grounds there is a tennis court and barbecue grill. Dining with friends and family is a huge part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave and toaster, as well as, plenty of tableware and cutlery for up to 16 people. Dine 'al fresco' like a real Italian, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Italian weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 35 km (22 mi), Gubbio 38 km (23 mi), Perugia 49 km (30 mi), Assisi 56 km (35 mi) and Arezzo 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 149 km (93 mi), Viareggio 236 km (146 mi), Forte Dei Marmi 243 km (151 mi), Rome 215 km (134 mi), Milan 422 km (262 mi) and Naples 406 km (252 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) 154 km (96 mi), Pisa (psa) 217 km (135 mi), Bologna (blq) 218 km (135 mi), Roma Ciampino (cia) 224 km (139 mi) and Roma Fiumicino (fco) 237 km (147 mi).
Casa Uliveto
La Boutique del Cardinale
Pretty private vacation rental with private pool, A/C, WIFI and TV
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8
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4
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2
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200 m2
Description
You will discover La Boutique del Cardinale in the green heart of Casentino, located less than a km from the village of Bibbiena. You can reach the village, for a dinner out or shopping, even on foot with a short walk through the countryside, among cultivated fields of a thousand colours. Close to the major attractions in the valley, such as the Sanctuary of the Madonna del Sasso, the Sanctuary of La Verna dear to Saint Francis of Assisi, the Castle of Poppi of the Conti Guidi and the beautiful Pieve of Romena, the villa is about 30 km from Arezzo and 60 km from Firenze and will be perfect, as a starting point, for your trips to discover Tuscany.
A large, well-kept green park will be at your disposal, perfect for moments of leisure with the children, with a table tennis and table football. In the garden there is a characteristic gazebo, excellent when you feel like having dinner outdoors, and several furnished corners designed for relaxing summer evenings in the company of a good bottle of red wine.
The panoramic swimming pool ( size mt 7x14 - depth mt 1,20-1,60 - open from 01st May to 30th September) the beautiful equipped solarium and 6-seater Jacuzzi offer a view of the ancient village of Bibbiena, perched on the top of the hill. Covered parking and fully fenced property.
The villa has been furnished by the owners with taste, exclusive care and attention to details. The décor recalls what, according to documents of the time, appears to be the birthplace of one of the most important figures to whom Casentino gave birth: Cardinal Dovizi, a member of the Medici family, also known as 'Bibbiena'. In the villa you will find high standard facilities, such as air conditioning, and will be an ideal destination for an unforgettable holiday.
The landlords, a safe but discreet reference point, live in a completely separate part of the villa, and will always be available and happy to spoil their guests with fresh produce from the garden or a bottle of good wine. La Boutique del Cardinale
Villa Noceta
Independent Villa with private pool, A/C, WIFI, TV, pets allowed, panoramic view, near Cortona
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10
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5
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5
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340 m2
Description
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.
Please carefully check if there are any extra costs to be paid on site! Villa Noceta
Villa Marietta
Amazing private vacation rental with A/C, WIFI, private pool, TV and panoramic view, close to Arezzo
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14
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7
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5
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400 m2
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 fuelly 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
Il Cottage Roccaio
Wonderful independent vacation rental with A/C, private pool, WIFI, TV, patio and pets allowed
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8
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3
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3
Description
Property Summary
Nestled among the rolling fields and vineyards of the Tuscan countryside, Cottage Roccaio is a cosy and characterful semi-detached house offering a truly authentic rural retreat just 3 km from the historic centre of Castiglion Fiorentino, Italy. Spread across 2 storeys, this rustic yet comfortable holiday rental combines traditional charm with all the comforts needed for a relaxing stay in one of Italy's most celebrated regions. The property enjoys a secluded and peaceful position, making it an ideal escape for those seeking tranquillity and natural beauty. Guests have access to a private, well-kept fenced garden that frames the home beautifully and provides a sense of complete privacy. A private swimming pool measuring 8 x 4 metres with a depth of 150 cm and filled with salt water is available for guests to enjoy from 1 May to 30 October, with maintenance carried out by the owner and gardener. Wireless internet connection is available throughout the property, ensuring you remain connected during your stay. Parking is conveniently available directly on the premises, accessible via a 600-metre unmade road from the main motor access point.
Outdoors
The outdoor spaces at Cottage Roccaio are a true highlight of the property, offering an inviting and serene environment surrounded by the natural beauty of the Tuscan landscape. The private fenced garden is well maintained and provides ample space to relax, unwind, and enjoy the fresh countryside air. The salt water swimming pool, measuring 8 x 4 metres with a depth of 150 cm, serves as the centrepiece of the outdoor area and is available seasonally from 1 May through to 30 October. Pool upkeep is managed by the owner and gardener, ensuring the water and surroundings are kept in excellent condition throughout the season. The garden and outdoor setting, framed by vineyards and open fields, create a picturesque backdrop that perfectly complements the rustic character of the cottage.
Other Information
Cottage Roccaio is equipped with a laundry room and washing machine, offering practical conveniences for longer stays. Please be aware that the owner resides on the same property, which may provide an added sense of security and local assistance during your visit. The owner also keeps a dog on the premises. Given the rural location of the property and the nature of the surrounding road network, the use of a private car is strongly recommended to make the most of your stay and to access nearby towns, services, and attractions with ease.
Distances and Attractions
Cottage Roccaio benefits from a well-connected position within the Tuscan countryside, placing a wide range of services and cultural destinations within easy reach. A grocery store is located just 2 km away, while a supermarket can be found at 4 km. A restaurant is situated 3 km from the property, and the nearest bus stop is also 3 km away. The charming hilltop town of Castiglion Fiorentino lies just 3 km from the cottage, offering a wealth of local history, architecture, and authentic Italian atmosphere. The celebrated town of Cortona, renowned for its Etruscan heritage and stunning panoramic views, is 11 km away, while the vibrant city of Arezzo, famous for its medieval piazza and antique market, is 22 km distant. The elegant wine town of Montepulciano can be reached in approximately 38 km, and the magnificent city of Florence, with its world-class museums and Renaissance landmarks, is 100 km away. Nature lovers will also appreciate the proximity of Lago Trasimeno, one of Italy's most well-known lakes, situated just 29 km from the property. Il Cottage Roccaio
Il Tiglioré
Stunning independent vacation rental with WIFI, A/C, private pool, TV, patio and pets allowed
Special Offer-
4
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2
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1
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
Il Sogno di Pietro
Independent Holiday rental with WIFI, private pool, A/C, TV, patio, pets allowed, panoramic view
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11
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5
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4
Description
Property Summary
Nestled among trees and rolling fields in the heart of Tuscany, Italy, the villa "Il Sogno Di Pietro" is an exceptional holiday rental offering a harmonious blend of privacy, comfort, and natural beauty. Located just 6 km from the centre of Castiglion Fiorentino, this elegant property comprises a main house and a separate outbuilding, set within a fully fenced private estate of 6,500 m2. The grounds provide a true sense of seclusion, with a lush lawn and mature vegetation creating a serene and restorative atmosphere. A generously sized private swimming pool measuring 12 x 4 m with a depth of 140 cm is available for guests to enjoy seasonally from 1 April to 30 October, with pool maintenance carried out regularly by the owner's gardener. The estate benefits from ample private parking accommodating up to 6 cars directly on the premises. Wireless internet is available throughout the property, ensuring guests remain connected during their stay. The expansive yard surrounding the villa enhances the overall sense of space and tranquillity, making "Il Sogno Di Pietro" a truly remarkable retreat in the Tuscan countryside.
Outdoors
The outdoor spaces of "Il Sogno Di Pietro" have been thoughtfully designed to encourage relaxation and al fresco living at its finest. The private swimming pool, measuring 12 x 4 m with a depth of 140 cm, takes centre stage in the garden and is available for use from 1 April to 30 October. For guests who wish to enjoy the pool outside of the warmer months or prefer a heated swimming experience, the pool can be heated at an additional cost, subject to prior booking of the service. An outdoor shower is conveniently located nearby for rinsing off after a swim. A charming pergola provides a shaded area ideal for dining or relaxing during the warmer parts of the day, and the garden furniture ensures that outdoor seating is both comfortable and plentiful. A barbecue is also available for guests who wish to enjoy outdoor cooking and dining under the Tuscan sky. The fully fenced grounds of 6,500 m2 encompass a well-maintained lawn and natural surroundings that offer complete privacy throughout your stay.
Other Information
The annex at "Il Sogno Di Pietro" consists of a living room with a kitchenette, 1 double bedroom, and a bathroom with a shower, providing a comfortable and self-contained space ideal for additional guests. Inside the main house, guests have exclusive access to an infrared sauna and a dedicated spa area, both of which are included in the rental. The property is managed with care and attention, with the owner's gardener attending to pool maintenance and the upkeep of the grounds on a regular basis. Please be aware that the owner does not accept any youth groups. All specific services requiring prior arrangement, such as pool heating, must be booked in advance to ensure availability during your stay.
Distances and Attractions
"Il Sogno Di Pietro" enjoys a privileged location that places a wide range of amenities and cultural attractions within easy reach. A grocery store and supermarket are both situated approximately 3 km from the property, while a restaurant can be found just 1 km away, making everyday conveniences readily accessible. A bus stop is located 1.5 km from the villa, offering a practical connection to the surrounding area. The renowned thermal baths of "Rapolano Terme" are approximately 37 km away, providing a wonderful opportunity for relaxation and wellness. The bathing lake of Trasimeno is also within reach, offering a scenic natural destination for swimming and leisure. Among the nearby cultural highlights, the historic town of Cortona is just 13 km away, while the celebrated city of Arezzo can be reached in approximately 16 km. The charming village of Lucignano lies 20 km from the property, and Passignano Sul Trasimeno is situated 31 km away. Castiglione Del Lago is approximately 33 km from the villa, and the iconic Renaissance town of Pienza is reachable within 47 km, making the property an ideal base for exploring the rich artistic and historical heritage of Tuscany and the surrounding regions. Il Sogno di Pietro
La Casa di Pino
Superb private villa rental with A/C, private pool, WIFI and TV, close to Cortona
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4
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1
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1
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55 m2
Description
La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.
In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.
In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino
Galleria di Brolio
Pretty independent property with private pool, A/C, WIFI, TV and veranda, close to Cortona
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10
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4
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3
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170 m2
Description
Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
Galleria di Brolio
Casa Angela
Stunning private villa with private pool, A/C, WIFI, TV, balcony, pets allowed, near Cortona
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8
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3
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3
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170 m2
Description
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela
Collina dei Fiori
Wonderful private vacation home with WIFI, A/C, private pool, TV and pets allowed, close to Arezzo
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9
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4
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3
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150 m2
Description
Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.
In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori
Podere i Gigli
Amazing private villa rental with A/C, private pool, WIFI, TV and terrace, close to Cortona
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6
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3
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3
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170 m2
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