Villas Near Town in Castell'In Villa, Italy
Results 81 - 100 of 100
Villa Montichiello
Holiday villa with private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, near Montepulciano
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- 7
- 7
Description
Property Summary
Nestled on a gentle hill in the heart of the UNESCO-protected Val d'Orcia in Tuscany, Italy, Villa Monticchiello is an exceptional vacation rental that combines breathtaking natural scenery with refined comfort. The property commands sweeping, panoramic views of the characteristic rolling hills that define this iconic landscape, as well as the magnificent historic city of Pienza, celebrated worldwide for its unique Pecorino cheese. The surrounding area is also home to some of the most prestigious Tuscan wineries, including the renowned Brunello di Montalcino. The villa is enveloped by a spectacular and meticulously maintained garden, which forms a verdant and tranquil setting for your stay. A private swimming pool measuring 15x5 metres, with a depth ranging from 0.90 to 1.70 metres, is available for your exclusive use, complete with sun beds for leisurely afternoons in the Tuscan sun. Wireless internet connectivity is provided throughout the property, ensuring you remain connected during your stay. Private parking is available on site, offering convenience and peace of mind upon arrival.
Outdoors
The outdoor spaces of Villa Monticchiello are thoughtfully designed to make the most of the extraordinary natural surroundings. The private swimming pool, measuring 15x5 metres with a depth ranging from 0.90 to 1.70 metres, is set within the beautifully kept garden and equipped with sun beds, inviting you to relax and soak up the warm Tuscan sunshine. A covered outdoor area houses a barbecue fireplace and a pizza oven, creating an ideal setting for preparing and enjoying al fresco meals in a truly unique environment. This space is perfectly positioned to offer some of the most unforgettable sunsets you will ever witness, making every evening a memorable occasion. The elegant paved portico is furnished with comfortable garden sofas and chairs, providing a refined and relaxing outdoor retreat where you can savour a glass of Brunello wine while contemplating the magnificent surrounding landscape.
Other Information
Villa Monticchiello benefits from its proximity to the charming hamlet of Monticchiello, which provides easy access to local grocery facilities and restaurants, ensuring that all your daily needs can be conveniently met during your stay.
Distances and Attractions
Villa Monticchiello is ideally situated to allow you to explore some of the most celebrated destinations in Tuscany. The historic city of Pienza, renowned for its unique Pecorino cheese and its outstanding Renaissance architecture, is easily reachable from the property. The entire Val d'Orcia valley, a UNESCO World Heritage Site, surrounds the villa and offers a landscape of extraordinary beauty that has inspired artists and travellers for centuries. The area is also home to some of the most important Tuscan wineries, including those producing the prestigious Brunello di Montalcino, widely regarded as one of Italy's finest wines, making the region a paradise for wine enthusiasts. The nearby hamlet of Monticchiello, with its authentic village atmosphere, grocery shops, and local restaurants, is within easy reach of the property, offering a genuine taste of traditional Tuscan life. Villa Montichiello
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- 7
- 4
Description
Conveniently located 2 km (1 mi) from La Villa-farneta, Italy in the tourist area "Cortona And Surroundings" and only 13 km (8 mi) from Cortona. Property Villa Anita is a beautiful stone building (240 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to 13 people comfortably in seven bedrooms with four bathrooms.
The villa develops on three floors and it is divided into three apartments. Nevertheless, the are internally communicating with each other.
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 13 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 13 km (8 mi), Montepulciano 22 km (14 mi), Arezzo 35 km (22 mi), Montalcino 52 km (32 mi) and Perugia 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 109 km (68 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 210 km (130 mi), Rome 198 km (123 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 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) 204 km (126 mi), Roma Ciampino (cia) 207 km (128 mi) and Roma Fiumicino (fco) 219 km (136 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a enjoyable way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? 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 needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner 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 Anita. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa Anita
Marcigliana Cottage, Pool, Radicondoli
Stunning private vacation rental with pool, WIFI, TV and panoramic view
- 4
- 2
- 1
Description
Property Marcigliana Cottage, Pool, Radicondoli is a nice stone building (80 sq m) that includes WiFi internet. The property can accommodate up to four people comfortably in two bedrooms with one bathroom. Marcigliana Cottage, Pool, Radicondoli is located 6 km (4 mi) from Radicondoli, Italy and only 43 km (27 mi) from San Gimignano in the tourist area "Central Tuscany".
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a shared pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
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: San Gimignano 43 km (27 mi), Siena 46 km (28 mi), Greve In Chianti 68 km (42 mi), Florence 79 km (49 mi) and Montalcino 83 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 79 km (49 mi), Viareggio 140 km (87 mi), Forte Dei Marmi 151 km (94 mi), Rome 282 km (175 mi), Milan 374 km (232 mi) and Naples 473 km (294 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 3 May - 11 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) 92 km (57 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 179 km (111 mi), Roma Fiumicino (fco) 243 km (151 mi) and Genova (goa) 282 km (175 mi).
Marcigliana Cottage, Pool, Radicondoli
Book your vacation for the period from 02 May 2026 to 11 September 2026 and save 20% (minimum 7 nights).
Casa Vasco
Private Villa rental with WIFI, private pool, terrace, panoramic view, close to San Gimignano
- 8
- 4
- 3
Description
Beautiful property available for rent with a private swimming pool, located just a short distance from the town of Certaldo.
The structure in subdivided into 3 apartments, (there is no internal access between apartments) which come rented to one single party as a single rental villa. The largest apartment holds a dining room large enough for 8 guests to dine together.
The owners (who are very friendly but not intrusive) manage a family agricultural business from the same location and live a few meters away but do not share any of the outdoor areas with the guests – they do reserve access to a passage which runs below the largest apartment for use only when truly necessary. They will be available should guests require help or advice for what to visit and where to go to enjoy the best of Tuscany.
The property available for rent and the property where the owners live are separated by a border of flowers which gives the guests the most privacy possible.
This beautiful Tuscan property with a swimming pool is strategically located, this makes it easy for guests to see this region’s fantastic well-known towns and cities such as Certaldo, San Gimignano, Volterra, Florence, Siena and the Tuscan countryside.
The small town of Sciano is found just 450m from the house (easily reached on foot).
Available to guests: swimming pool reserved for the exclusive use of guests 12 x 6 m – maximum depth 1.7 m – minimum depth 1.2 m) open from 8am until 8pm and surrounded by beautiful garden, fenced and furnished with a gazebo, sunbeds and an outdoor shower, furnished area in front of the apartments with table and chairs for outdoor dining, Ping-Pong table. The rental has a safe (one in each of the apartments) and children’s cot (available upon request). Parking at the property. Pets are not allowed.
Distances: Sciano - 450m, Certaldo with a wide variety of shops and a train station - 5 km, San Gimignano - 18 km, Siena - 42 km, Volterra - 45 km, Florence (airport) - 45 km, Pisa (airport) - 80 km.
Please carefully check if there are any extra costs to be paid on site! Casa Vasco
Podere Marcigliana - Radicondoli
Amazing multi-unit property with WIFI, pool, veranda and panoramic view
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- 15
- 7
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Apartment Parata | 7 | 3 | 2 | ||
| Apartment Terrazza | 4 | 2 | 1 | ||
| Apartment Podere | 4 | 2 | 1 | ||
| All 3 Accommodations | 15 | 7 | 4 |
Description
Holiday home Podere Marcigliana - Radicondoli is a beautiful stone building that includes WiFi internet and shared pool. Podere Marcigliana - Radicondoli is a villa / farmhouse / home that has a total of three separate apartments. The property can sleep up to 15 guests comfortably in seven bedrooms with four bathrooms. Podere Marcigliana - Radicondoli is located 6 km (4 mi) from Radicondoli, Italy and only 44 km (27 mi) from San Gimignano in the tourist area "Central Tuscany".
What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful 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. Many people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each apartment has its own kitchen with plenty of utensils, tableware and cutlery.
What's 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: San Gimignano 44 km (27 mi), Siena 46 km (28 mi), Greve In Chianti 72 km (45 mi), Florence 79 km (49 mi) and Montalcino 86 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 79 km (49 mi), Viareggio 139 km (87 mi), Forte Dei Marmi 151 km (94 mi), Rome 282 km (175 mi), Venice 327 km (203 mi) and Milan 374 km (232 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 11 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) 92 km (57 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 179 km (111 mi), Roma Fiumicino (fco) 243 km (151 mi) and Genova (goa) 282 km (175 mi).
Podere Marcigliana - Radicondoli - Siena, Toscana
Special Offer for Apartment Parata
Book your vacation for the period from 02 May 2026 to 11 September 2026 and save 20% (minimum 7 nights).
Apartment:
Apartment Terrazza
Apartment Podere
Villa la Fragola
Pretty independent house with WIFI, private pool, A/C, patio, panoramic view, near Montepulciano
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- 3
- 2
Description
Conveniently located , Italy and only 19 km (12 mi) from Montepulciano. Villa La Fragola is a lovely holiday home (100 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to six people comfortably in three bedrooms with two bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
The Experience
The garden area is not fully fenced, anyway the pool area is divided from the rest of the garden by a hedge (height about 0.7 m) and a wire net. There is a small gate which can be locked, for the safeness of small children.
Important: The First floor is accessed only through the external staircase and it is not communicating internally with the ground floor.
One room with access through the garden with shower and changing room for guests who want to enjoy the pool without entering the house.
Upon arrival you’ll find a lovely clean well-maintained property ideal for a relaxing holiday 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 shopping. For your pleasure, on the grounds there is a patio and barbecue grill. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Places Nearby
The house is just 500 m from a very tiny village, Chianacce (grocery and coffe-bar, reachable on foot).
Closest restaurant 2 km far.
The nearest villages offering all shops/services are Foiano della Chiana and Bettolle (about 7 km).
The Guests can enjoy a visit to the wonderful Trasimeno lake (about 25 km).
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 19 km (12 mi), Cortona 20 km (12 mi), Arezzo 45 km (28 mi), Montalcino 52 km (32 mi) and Perugia 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (66 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 210 km (131 mi), Rome 192 km (119 mi), Venice 359 km (223 mi) and Milan 402 km (249 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa La Fragola. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 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) 124 km (77 mi), Pisa (psa) 184 km (114 mi), Bologna (blq) 204 km (127 mi), Roma Ciampino (cia) 207 km (129 mi) and Roma Fiumicino (fco) 220 km (136 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
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 schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Villa La Fragola
Villa Montalcinello in Siena, Private Pool
Fabulous private vacation home with WIFI, private pool, TV, terrace and panoramic view
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- 8
- 4
Description
Villa Montalcinello is a villa located near the city of Chiusdino, where you can enjoy the wonderful and impressive landscape typical of Tuscany, it has been restored and furnished with elegance, in fact there is only antique furniture of rare beauty.
The Villa also has a small but lovely garden terrace with swimming pool and picnic gazebo.
There are Roman steps for entering the pool on one side, and in the garden there are several areas to sit and relax. The pool is 10 x 5 metres and, 1.7 - 2.5 metres deep. It is open from May to September, weather permitting.
There is another building overlooking the garden and pool area however this is uninhabited..
N.B: the services indicated are organised by third-party providers with whom you will be put in contact Villa Montalcinello In Siena, Private Pool
Gli Appartamenti di Manuela
Great flat with pool, WIFI, TV, patio and panoramic view, close to San Gimignano
- 3
- 16
- 8
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Casa Verbena | 6 | 3 | 1 | ||
| Casa Gelsomino | 5 | 2 | 1 | ||
| Casa Titta | 5 | 3 | 1 | ||
| All 3 Accommodations | 16 | 8 | 3 |
Description
Property Gli Appartamenti Di Manuela is a beautiful property that includes pool and WiFi internet. Gli Appartamenti Di Manuela is a apartment / condo having a total of three independent units. The property can sleep up to 16 people comfortably in eight bedrooms with three bathrooms. Gli Appartamenti Di Manuela is located in the centre of Castel San Gimignano, Italy and only 15 km (9 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings". There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
After arriving you’ll find a lovely clean well-maintained property perfect for a relaxing vacation in Tuscany. For your pleasure you will find a pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. For your pleasure, on the grounds there is a patio and barbecue grill. This vacation rental is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that want to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
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: San Gimignano 15 km (9 mi), Siena 37 km (23 mi), Greve In Chianti 54 km (33 mi), Florence 61 km (38 mi) and Pisa 76 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 61 km (38 mi), Viareggio 105 km (65 mi), Forte Dei Marmi 117 km (73 mi), Rome 275 km (171 mi), Venice 312 km (194 mi) and Milan 355 km (221 mi).
Additional Information
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) 76 km (47 mi), Pisa (psa) 78 km (48 mi), Bologna (blq) 163 km (101 mi), Genova (goa) 251 km (156 mi) and Roma Ciampino (cia) 285 km (177 mi).
La Casina Di Manu
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- 10
- 3
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| Accommodation | |||||
|---|---|---|---|---|---|
| Il Susino | 2 | 1 | 1 | ||
| Il Ciliegio | 4 | 1 | 1 | ||
| Il Pesco | 4 | 1 | 1 | ||
| 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
Villa Nibbiano
Amazing private holiday rental with private pool, WIFI, TV, patio, pets allowed and panoramic view
- 6
- 3
- 3
Description
Villa Nibbiano is a lovely holiday home (250 sq m) with private pool and WiFi internet. The property can sleep up to six people comfortably in three bedrooms with three bathrooms. Conveniently located 2 km (1 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 31 km (19 mi) from Cortona.
Montepulciano can be reached on foot in about 25 minutes, or 200 mt from the villa you can take a bus that takes you into town.
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the city and the hills perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a patio, barbecue grill and playground. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 31 km (19 mi), Montalcino 38 km (24 mi), Arezzo 50 km (31 mi), Siena 65 km (40 mi) and Perugia 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 189 km (117 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Nibbiano. 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: 09:00 - 10:00
Pool Open: 15 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) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 198 km (123 mi), Roma Fiumicino (fco) 210 km (131 mi) and Bologna (blq) 214 km (133 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Villa Ludovica
Villa Ardene
Independent House with private pool, hot tub, A/C, WIFI, TV, patio, pets allowed, panoramic view
- 14
- 7
- 7
Description
Conveniently located 3 km (2 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Cortona. Vacation rental Villa Ardene is a nice stone building that includes air conditioning, private pool and WiFi internet. The property can sleep up to 14 people comfortably in seven bedrooms with seven bathrooms.
The Villa staff can organize various customized services such as: guided tours of wineries in Montepulciano, tasting tours, E-bike rental or tour, airport shuttle services and much more.
The Villa consists of a main building and a dependance surrounded by a beautiful garden, each one offering several apartments and bedrooms with bathrooms. A communal dining-room with kitchen is available, accessible only from the outside and not connected with the rest of the property from the inside.
There is also an external barbecue, equipped with wood oven and pick-nick area .
Montepulciano can be reached on foot by the villa if you like walking.
It is part of a working farm, the owners breed animals and grow fruit trees and vegetables. Some cats are present on site.
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 34 km (21 mi), Montalcino 37 km (23 mi), Arezzo 53 km (33 mi), Siena 69 km (43 mi) and Perugia 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 212 km (131 mi), Forte Dei Marmi 219 km (136 mi), Rome 178 km (110 mi), Venice 368 km (229 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Ardene. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 17:00
Check-Out Time: 08:00 - 11:00
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) 193 km (120 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 213 km (132 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering 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 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 requirements. The chef will offer advice 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 offered, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the extra cost and how to organize this service.
Villa Ardene
Book 14 days or less before the arrival date and receive a 25 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
- 6
- 3
- 2
Description
Portion of a farmhouse in a small group of houses, tastefully restored, in the hills overlooking the Arno valley, a few kilometers from Florence. All around there are olive groves, vineyards and oak woods; panoramic view of the valley. The property is equipped with a 800sqm garden. equipped with pool for exclusive use of the guests (8m. x 4m. prof. 120 / 180cm.), and features a furnished room for outdoor dining with barbecue and pizza oven. Wi-Fi free. Private parking in the property. Access with about 800m. of dirt road of which the last 50m. you have to go with caution. The house is located at 6km. from "Pontassieve", at 16km. from Florence, at 24km. from "Vicchio" (birthplace of Giotto and Fra Angelico) at 45km. from the "Barberino Designer Outlet" (over 100 stores of major brands of Italian and international fashion). Tutignano
- 7
- 3
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Description
Villa Cafaggiola is located 3 km (2 mi) from San Gimignano, Italy and only 46 km (29 mi) from Greve In Chianti in the tourist area "San Gimignano And Surroundings". Holiday home Villa Cafaggiola is a nice property (130 sq m) that includes private pool. The property can sleep up to seven people comfortably in three bedrooms with two bathrooms. If playing a round of golf is important while on vacation, you are in luck because there is a course nearby.
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect for a peaceful vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. There is a kitchen including stove and refrigerator, as well as, plenty of tableware and cutlery for up to seven people.
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: Greve In Chianti 46 km (29 mi), Siena 47 km (29 mi), Florence 54 km (33 mi), Pisa 77 km (48 mi) and Montalcino 83 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (33 mi), Viareggio 105 km (65 mi), Forte Dei Marmi 116 km (72 mi), Rome 282 km (175 mi), Venice 305 km (189 mi) and Milan 348 km (216 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 12 May - 13 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) 69 km (43 mi), Pisa (psa) 77 km (48 mi), Bologna (blq) 153 km (95 mi), Genova (goa) 250 km (155 mi) and Roma Ciampino (cia) 291 km (181 mi).
Villa Cafaggiola
Villa Montepulciano Vineyard
Unique independent accommodation with private pool, A/C, WIFI, hot tub, TV and patio
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Description
Conveniently located 2 km (1 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Montalcino. Holiday home Villa Montepulciano Vineyard is a lovely property (300 sq m) that includes WiFi internet and air conditioning. The property can accommodate up to ten people comfortably in four bedrooms with three bathrooms.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Cortona 40 km (25 mi), Arezzo 52 km (32 mi), Siena 68 km (42 mi) and Perugia 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (136 mi), Rome 183 km (114 mi), Venice 364 km (226 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 126 km (78 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 192 km (119 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 216 km (134 mi).
Villa Montepulciano Vineyard
Book your vacation for the period from 02 April 2026 to 19 December 2026 and save 15% (minimum 2 nights).
Novellina
Independent Property with A/C, private pool, WIFI, TV, patio, panoramic view, near San Gimignano
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Description
Property Summary
La Novellina is a luxury villa set on a 30-hectare organic estate in the heart of the Chianti hills near Fiano, Italy. Originally an 11th-century watchtower along the historic Via Francigena, this distinguished property has been fully restored to combine authentic Tuscan charm with modern comfort. The villa features 5 bedrooms and accommodates up to 10 guests, offering panoramic views and complete privacy throughout its elegant interiors. You will enjoy access to a private swimming pool surrounded by the peaceful countryside. The estate provides reliable internet wifi connectivity to keep you connected during your stay. Ample parking is available on the property grounds. The villa is set within beautifully maintained grounds that include a spacious yard encompassing organic olive groves, vegetable gardens, fruit orchards, and medicinal herbs. This exceptional residence serves as an ideal base for families or groups seeking to explore Tuscany's most iconic destinations while experiencing the tranquility of authentic rural Italian living.
Outdoors
You will find the outdoor spaces at La Novellina designed to immerse you in the natural beauty of the Chianti landscape. The private swimming pool provides a refreshing retreat with sweeping views across the rolling hills and valleys that define this celebrated wine region. The surrounding yard extends across 30 hectares of certified organic farmland, featuring 2,000 olive trees that produce estate olive oil, along with productive vegetable gardens and fruit orchards that supply seasonal produce throughout the year. You can explore the medicinal herb gardens and discover the estate's saffron cultivation, a historic Tuscan specialty that has been grown locally since the Middle Ages. The outdoor areas offer numerous spaces for relaxation and al fresco dining, where you can enjoy the panoramic vistas and experience the sustainable, low-impact tourism philosophy that guides the estate's agricultural practices.
Other Information
The estate operates as a fully certified organic farm, emphasizing sustainable agricultural methods and environmental stewardship. You will have the opportunity to experience zero-meter food through access to seasonal farm produce grown directly on the property. The saffron production represents a continuation of medieval Tuscan agricultural traditions, highlighting the estate's commitment to preserving regional heritage. The property's location along the historic Via Francigena pilgrimage route adds historical significance to your stay, connecting you to centuries of travelers who passed through this same landscape.
Distances and Attractions
La Novellina offers exceptional proximity to Tuscany's most celebrated destinations. The medieval towers of San Gimignano are just 20 minutes away, while the ancient Etruscan city of Volterra can be reached in 40 minutes. Florence, with its Renaissance masterpieces and world-class museums, lies 45 minutes from the property, and the Gothic splendor of Siena is 50 minutes distant. The Leaning Tower of Pisa and the sandy beaches of Versilia are both approximately 1 hour away. The charming village of Fiano sits within walking distance, offering convenient access to local cafes and shops for your daily needs. Both Florence and Pisa airports are easily reachable, providing convenient international connections for your arrival and departure. Novellina
Book 30 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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Description
Conveniently located 8 km (5 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 36 km (22 mi) from Montalcino. Villa Pianoia is a beautiful holiday home (450 sq m) with air conditioning, WiFi internet and hot tub. The property can sleep up to 16 guests comfortably in seven bedrooms with nine bathrooms.
It is a luxury historic villa that has recently been renovated.
In case of reduced occupancy of 12 guests or fewer, some rooms will remain closed.
The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your pleasure you will find a private garden where you can relax while enjoying a nice cold beverage after a busy day of shopping. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. For your pleasure, on the grounds there is a patio, barbecue grill and hot tub. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people.
Visit the Area
Most people enjoy visiting 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 36 km (22 mi), Cortona 39 km (24 mi), Arezzo 58 km (36 mi), Siena 73 km (46 mi) and Perugia 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 189 km (117 mi), Venice 370 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 21:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (84 mi), Roma Ciampino (cia) 190 km (118 mi), Pisa (psa) 198 km (123 mi), Roma Fiumicino (fco) 200 km (124 mi) and Bologna (blq) 222 km (138 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the extra 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 needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, 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.
Villa Pianoia
Book 60 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
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| Accommodation | |||||
|---|---|---|---|---|---|
| 407 | 4 | 2 | 2 | ||
| 406 | 4 | 1 | 1 | ||
| 403 | 5 | 3 | 1 | ||
| 404 | 3 | 1 | 1 | ||
| 402 | 4 | 2 | 2 | ||
| 401 | 4 | 1 | 1 | ||
| All 6 Accommodations | 24 | 10 | 8 |
Description
Conveniently located in San Gimignano, Italy in the tourist area "San Gimignano And Surroundings" and only 51 km (31 mi) from Greve In Chianti. Holiday home Agriturismo Paterno is a lovely property that includes WiFi internet, air conditioning and pool. Agriturismo Paterno is a apartment having a total of six independent apartments. The property can sleep up to 24 people comfortably.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills and the city perfect for a peaceful holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 rental where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.
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: Greve In Chianti 51 km (31 mi), Siena 52 km (32 mi), Florence 57 km (36 mi), Pisa 74 km (46 mi) and Lucca 84 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 57 km (36 mi), Viareggio 102 km (64 mi), Forte Dei Marmi 114 km (71 mi), Rome 286 km (178 mi), Venice 309 km (192 mi) and Milan 352 km (219 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Agriturismo Paterno. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 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) 74 km (46 mi), Pisa (psa) 75 km (47 mi), Bologna (blq) 154 km (95 mi), Genova (goa) 248 km (154 mi) and Roma Ciampino (cia) 295 km (183 mi).
Agriturismo Paterno
| Accommodation | |||||
|---|---|---|---|---|---|
| La Capanna | 2 | 1 | 2 | ||
| Il Cottage | 2 | 1 | 1 | ||
| Ovile | 2 | 1 | 1 | ||
| All 3 Accommodations | 6 | 3 | 4 |
Description
Nice property comprising 3 apartments situated near San Gimignano, only 300 meters away from the main entrance gate to the lovely historical city center.
All of the 3 apartments offer a personal, furnished outdoor area. The property owners (nice and friendly people) live on site and are alway available for their guests.
This property offers all the features of a country-side house (large outdoor area, panoramic views, pool) but at the same time it is a short distance away from San Gimignano city center.
The location is ideal to visit the most beautiful corners of Tuscany.
At guests' disposal: large, fenced-in swimming pool (14 x 7 m - min. depth 1,15 m - max. depth 2,5 m), lighted synthetic tennis court, personal furnished outdoor area for each apartament, barbecue, air-conditioning. Laundry available (payment on the spot). Parking within the grounds. Internet wi-fi available in a common area at the property entrance (only the apartment Capanna has wi-fi).
The property owners have 2 very nice and quiet German shepherds running free in the grounds.
Distances: the beautiful town of San Gimignano with a variaty of shops only 300 m away, Poggibonsi 12 km, Volterra 30 km, Siena 40 km, Florence 50 km away, Pisa and Lucca circa 85 km. The Chianti area is within 20 - 50 km.
Please carefully check if there are any extra costs to be paid on site! Poggiluglio
Last-Minute Offer for La Capanna
Book 20 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Il Cottage
Ovile
Villa Petrosa: Your Private Escape Overlooking the
Pretty independent villa with WIFI, private pool, A/C, TV, patio and panoramic view
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Description
Vacation rental Villa Petrosa: Your Private Escape Overlooking the is a beautiful stone building that includes WiFi internet, air conditioning and private pool. The property can sleep up to ten people comfortably in five bedrooms with six bathrooms. Conveniently located 2 km (1 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 31 km (19 mi) from Cortona.
What to Expect
When you arrive at Villa Petrosa: Your Private Escape Overlooking the you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Outside you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
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 31 km (19 mi), Montalcino 38 km (24 mi), Arezzo 50 km (31 mi), Siena 66 km (41 mi) and Perugia 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 189 km (117 mi), Venice 365 km (227 mi) and Milan 409 km (254 mi).
Additional Information
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 128 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 198 km (123 mi), Roma Fiumicino (fco) 211 km (131 mi) and Bologna (blq) 214 km (133 mi).
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 fun way to spend time with friends and family while discovering the secrets needed to prepare delicious Tuscan meals when you return home. For more details and the additional cost, please contact us.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the extra cost and how to organize this service.
Villa Petrosa: Your Private Escape Overlooking the
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Description
Property Summary
Nestled just 900 metres from the historic centre of Montepulciano, in the heart of Tuscany, Italy, Villa Incanto is an exceptional country house that offers a refined and immersive holiday experience for those seeking elegance, privacy, and natural beauty. The property is composed of 2 stone buildings that have been recently and carefully renovated, blending modern elegant details with traditional architectural character to create an atmosphere of timeless sophistication. Surrounded by a generous yard filled with olive trees, a variety of flowers, and ancient roses, the estate provides a serene and picturesque setting that reflects the very essence of the Tuscan countryside. Guests can enjoy the convenience of on-site parking, stay seamlessly connected with Internet WiFi available throughout all rooms, and take advantage of the private swimming pool, which offers breathtaking views of Montepulciano. A tennis court is also available on the property, adding a further dimension of leisure and recreation to the stay. From the villa, the remarkable skyline of Montepulciano, long celebrated as the pearl of the 15th century and one of the most beautiful cities in the Tuscan region, can be admired in all its splendour.
Outdoors
The outdoor spaces of Villa Incanto are thoughtfully designed to complement the natural landscape and invite guests to fully embrace the beauty of the surrounding environment. The private swimming pool is the centrepiece of the exterior, positioned to capture sweeping views of Montepulciano and equipped with sunbeds and an umbrella to ensure comfort during warm sunny days. A covered gazebo furnished with garden furniture provides a shaded and elegant space for relaxation or informal gatherings in the open air. Several of the suites benefit from direct access to the garden, ensuring an exceptional level of privacy and a seamless connection between the interior living spaces and the lush outdoor surroundings. The garden itself, abundant with olive trees, diverse flowering plants, and ancient roses, creates a tranquil and fragrant atmosphere that enhances every moment spent outdoors. A barbecue is also available, making al fresco dining a natural and pleasurable part of the villa experience.
Other Information
Villa Incanto has been carefully restored to preserve its authentic stone character while introducing a series of refined interior comforts that cater to the expectations of discerning guests. The bathrooms are finished with natural rocks or mosaic detailing, and showers are equipped with hydromassage jets, reflecting the high standard of craftsmanship applied throughout the renovation. Air conditioning is available to ensure comfort during warmer months, while a beautiful working fireplace adds warmth and atmosphere during cooler evenings. The dining room is a particularly striking space, featuring large glass windows that frame extraordinary views of the surrounding landscape, making every meal a visually memorable occasion. Internet WiFi is accessible in all rooms, ensuring guests remain connected throughout their stay without compromising the sense of retreat that the property naturally provides.
Distances and Attractions
Villa Incanto enjoys an outstanding location that places guests within easy reach of some of the most celebrated destinations in central Italy. Montepulciano itself is just 900 metres away, offering an extraordinary concentration of Renaissance architecture, world-renowned Vino Nobile wine, fine dining, and cultural heritage that has earned it the historic title of "the pearl of the 15th century." The villa's position is equally ideal for exploring the wider beauty of both Tuscany and the neighbouring Umbria region, accessible comfortably by car. The nearby town of Chianciano Terme, one of the closest towns to the property, is well known for its celebrated thermal baths and also hosts a train station from which guests can conveniently travel to Florence or Rome, making longer excursions across Italy entirely feasible. Villa Incanto
