Asciano Villas with Pool
Villa Margherita
Unique private villa with WIFI, private pool, TV, patio, pets allowed and panoramic view
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4
-
2
-
2
-
100 m2
Description
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully furnished interiors and a cosy atmosphere. The location is ideal to enjoy the peace of the Tuscan landscape and at the same time to visit the most important historical cities of the area.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Portole with food shops 6 km away, Cortona with al kinds of shops 13 km, Città di Castello and Arezzo approx. 40 km. Lake Trasimeno is about 30 km away.
At guests’ disposal: furnished garden, beautiful irregular-shaped swimming-pool (ca. 7 x 14 m – maximum depth 2,4 m), veranda equipped with tables and chairs for “al fresco” dining, barbecue. Use of a washing-machine and ironing facilities. Parking with the grounds.
Extra Services: Baby bed available on request. Upon request chef service available for nice Tuscan dinners.
Please carefully check if there are any extra costs to be paid on site! Villa Margherita
Villa degli Ulivi
Independent Accommodation with WIFI, A/C, hot tub, sauna, private pool, TV, terrace, panoramic view
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8
-
4
-
4
-
405 m2
Description
Conveniently located in Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Arezzo. Villa Degli Ulivi is a lovely stone building (405 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms.
The property consists of a main building, which can comfortably accommodate up to 8 people and an annex, which can accommodate up to 4 additional guests.
What to Expect
Upon arrival at Villa Degli Ulivi you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. 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 eight people. If you prefer to dine 'al fresco', there is a fully furnished terrace 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: Arezzo 29 km (18 mi), Montepulciano 31 km (19 mi), Perugia 53 km (33 mi), Montalcino 65 km (41 mi) and Gubbio 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 372 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule 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 additional costs.
Tours - Custom tours can be arranged 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 exact tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Degli Ulivi. Ask for more details, including the supplemental 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 arranged. Speak to the owner directly about this service after arriving.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
The owners live on the same land, but their house is independent and detached from the rented villa.
Villa Degli Ulivi
Casetta i Ciliegi
Wonderful independent property with private pool, A/C, WIFI, TV, terrace and pets allowed
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5
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2
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1
-
120 m2
Description
Casetta i Ciliegi is an old stone house that has been skilfully renovated and is located in an extremely panoramic position, 750 m above sea level, and is part of the tiny hamlet of Cantalena Alta. Casetta i Ciliegi is the ideal place for those who want to spend a holiday away from the hustle and bustle of city life and be in close contact with nature. Green woods, steep hills and cultivated countryside frame this beautiful house with a large, fully-fenced outdoor area where you can relax in the beautiful private swimming pool (size 7x4 mt, depth 1.20-1.50 mt - open from 01st May to 30th September) and in the porch furnished with table, chairs and barbecue.
Pets are welcome (extra charge could be required).
The beautiful town of Cortona, with its stone alleys, Rugapiana and the Church of Santa Margherita, and the medieval town of Castiglion Fiorentino are both about 15 km away and have all the necessary shops and services. Casetta i Ciliegi can be reached via a scenic mountain road that is partly unpaved (about 4 km), not recommended for sports cars. Especially the first time it may be a little difficult, but once you get there you will understand that it is worth making a little effort to admire such a beautiful view. The furnishings are simple but comfortable and match the characteristics of the house. Casetta i Ciliegi
Villa le Buche
Beautiful independent holiday villa with A/C, sauna, private pool, WIFI, TV, near Montepulciano
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26
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13
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13
-
1050 m2
Description
Villa Le Buche is a stunning vacation villa set on the grounds of a renowned wine and olive oil estate, just a few kilometers from Sarteano, Tuscany. Offering a picturesque setting amidst rolling hills, it is not only perfect for a relaxing getaway but also an exceptional venue for weddings, parties, and special events.
With 13 bedrooms and expansive common areas, Villa Le Buche comfortably accommodates up to 26 guests, making it ideal for family reunions or groups of friends. Designed for ultimate comfort, the villa provides all the amenities needed for a serene and rejuvenating stay, including a luxurious spa. The property consists of a main villa with 8 bedrooms and a guest annex, just meters away, with 5 additional bedrooms. Access is via a well-maintained 3 km unpaved road.
As part of a working farm, Villa Le Buche offers incredible experiences for food and wine enthusiasts, including guided tours and tastings of its exceptional local products.
This magnificent villa is perfect for those seeking a peaceful retreat surrounded by nature, while also serving as an excellent base for exploring the nearby towns and villages of the Val d’Orcia, such as Sarteano, Chiusi, and Montepulciano. Guests can also take day trips to Tuscany’s renowned art cities, including Florence, Siena, and Arezzo.
At guests’ disposal: 13 bedrooms, each with private bathroom, air conditioning, TV and safe; private infinity pool overlooking the panorama (15 x 5 meters; minimum depth 1,2 meters; maximum depth 1,5 meters); large indoor and outdoor spaces; panoramic views; free Wi-Fi internet; wellness center consisting of a gym with 3 Technogym machines (exercise bike, elliptical machine, weight machine), a relaxation area, 3 sensory showers, Finnish sauna, steam room, and heated pool with massage jets and counter-current system. The wellness center is open from 15:00 to 19:00.; laundry room with washing machine and dryer; elevator (alternative to the stairs) between the villa’s lower level, ground floor and first floor, the barbecue is located in the kitchen.
Extra services: A wide range of additional services is available at this exceptional Wine Resort with spa, including wine tastings, guided cellar tours, private dining experiences, massages, cooking classes, and reservations at the estate’s restaurant (4 km away). Contact us to customise your perfect Tuscan getaway!
Distances: supermarket and A1 motorway access 5 km, Sarteano (shops) 5 km, Chiusi 7 km, Chiusi Scalo (train station) 10 km, Chianciano Terme 12 km, Montepulciano 20 km, San Casciano dei Bagni 20 km, Pienza 30 km, Bagno Vignoni 35 km, Cortona 40 km, Montalcino 40 km, Orvieto 40 km, Perugia 60 km, Siena 80 km, Florence 125 km, Rome 160 km.
IMPORTANT Villa Le Buche can be rented in two configurations: for 16 guests (8 bedrooms) or 26 guests (13 bedrooms). Rental prices vary based on the number of guests and bedrooms required. For bookings with fewer than 26 guests, some bedrooms will remain closed.
Please carefully check if there are any extra costs to be paid on site! Villa Le Buche
Il Cipresso, Casa Lucia, Cortona
Stunning holiday rental with pool, WIFI, TV and patio
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6
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3
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2
-
90 m2
Description
Il Cipresso, Casa Lucia, Cortona is a beautiful stone building (90 sq m) with WiFi internet. The property can sleep up to six guests comfortably in three bedrooms with two bathrooms. Il Cipresso, Casa Lucia, Cortona is located 6 km (4 mi) from Cortona, Italy and only 30 km (19 mi) from Montepulciano in the tourist area "Cortona And Surroundings".
What to Expect
After arriving at Il Cipresso, Casa Lucia, Cortona 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 - 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 Tuscany. Outdoors you will also find a patio and barbecue grill. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
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: Montepulciano 30 km (19 mi), Arezzo 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 61 km (38 mi) and Siena 71 km (44 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 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 126 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (129 mi), Venice 365 km (227 mi) and Milan 414 km (257 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) 131 km (81 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 229 km (142 mi).
There are 3 flats on the property that share the swimming pool:
ref. 226849 – ref. 226848 – ref. 226847.
The owner lives in a building on the same property. Il Cipresso, Casa Lucia, Cortona
Il Cipresso, Casa Martina, Cortona
Beautiful vacation rental with pool, WIFI, TV and patio
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6
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3
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2
-
90 m2
Description
Conveniently located 6 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 30 km (19 mi) from Montepulciano. Property Il Cipresso, Casa Martina, Cortona is a lovely stone building (90 sq m) that includes WiFi internet. The property can accommodate up to six people comfortably in three bedrooms with two bathrooms.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing vacation 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. Outside you will also find a patio and barbecue grill. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
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: Montepulciano 30 km (19 mi), Arezzo 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 61 km (38 mi) and Siena 71 km (44 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday home, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 126 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (129 mi), Venice 365 km (227 mi) and Milan 414 km (257 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) 131 km (81 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 229 km (142 mi).
There are 3 flats on the property that share the swimming pool:
ref. 226849 – ref. 226848 – ref. 226847.
The owner lives in a building on the same property. Il Cipresso, Casa Martina, Cortona
Il Cipresso, Casa dei Nonni, Cortona
Pretty vacation rental with WIFI, pool, TV and terrace
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6
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3
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2
-
120 m2
Description
Il Cipresso, Casa dei Nonni, Cortona is located 6 km (4 mi) from Cortona, Italy and only 30 km (19 mi) from Montepulciano in the tourist area "Cortona And Surroundings". Il Cipresso, Casa dei Nonni, Cortona is a beautiful vacation rental (120 sq m) with WiFi internet. The property can accommodate up to six people comfortably in three bedrooms with two bathrooms.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. For your pleasure you will find a shared pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six 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: Montepulciano 30 km (19 mi), Arezzo 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 61 km (38 mi) and Siena 71 km (44 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the vacation rental, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 126 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (129 mi), Venice 365 km (227 mi) and Milan 414 km (257 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) 131 km (81 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 229 km (142 mi).
There are 3 flats on the property that share the swimming pool:
ref. 226849 – ref. 226848 – ref. 226847
The owner lives in a building on the same property Il Cipresso, Casa dei Nonni, Cortona
Casa Cristina
Beautiful private accommodation with private pool, WIFI, TV, terrace and panoramic view
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4
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1
-
1
Description
Conveniently located 7 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 34 km (21 mi) from Arezzo. Property Casa Cristina is a beautiful property that includes WiFi internet and private pool. The property can accommodate up to four guests comfortably.
Casa Cristina is the annex of a larger villa where the owners live, but at the same time it's totally independent and exclusively for the use of guests with private garden and pool only available to occupants of the cottage.
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a relaxing 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 visiting museums. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the ideal setting to enjoy food, family and the beautiful Tuscan 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: Arezzo 34 km (21 mi), Montepulciano 37 km (23 mi), Perugia 59 km (37 mi), Montalcino 71 km (44 mi) and Gubbio 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 421 km (262 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (138 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques needed 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 fun 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 sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be scheduled at Casa Cristina. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Casa Cristina
Villa Cantagallo
Unique independent villa with private pool, A/C, WIFI, TV, terrace and pets allowed
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12
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5
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3
-
180 m2
Description
Villa Cantagallo has the old-world charm of an ancient manor house. The spacious rooms, fireplaces, arches and exposed stonework combine well with the rustic furnishings chosen by the owners, and will take you back in time when these huge dwellings were the hub of farmhouses.
You will find Villa Cantagallo a short distance from the charming Etruscan town of Cortona (8 km), a destination of great artistic, historical and architectural interest that is definitely worth a visit. You will leave your heart in Cortona, in its paved alleys that climb up the hill, you will immerse yourself in an almost magical atmosphere, as if suspended in time.
Don't forget to dine in one of the countless restaurants and trattorias in the historic centre; our advice is definitely local red wine and a nice Tagliata of Chianina beef!
Until a few years ago the house was the heart of a large farm, then a recent and careful renovation, which the owners carried out with love and care to keep the old features of the villa unaltered, transformed it into a cosy holiday home.
Still next to the house you will find the wine cellar where the owner produces excellent wine (Vino DOC Cortona), which you can taste for free during your holiday.
All around the house you will have at your disposal a large green area equipped with gazebo, table and chairs for your outdoor dinners in company, barbecue, games for children and shaded parking spaces. At the back of the house is the large swimming pool (size 6x12 m, depth 1.20-1.40 m - open from 01st May to 30th September) for your exclusive use. The pool has a wide, completely fenced area that is also suitable to stay in safe company of your pet-friends. Villa Cantagallo
Villa Gelsi
Superb independent holiday rental with A/C, private pool, WIFI and TV
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15
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9
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8
-
230 m2
Description
Holiday rental Villa Gelsi is a nice stone building (230 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 15 people comfortably in nine bedrooms with eight bathrooms. Conveniently located 3 km (2 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 27 km (16 mi) from Arezzo.
The Experience
Upon arrival you’ll find a beautiful clean well-maintained property ideal for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing.
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: Arezzo 27 km (16 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (40 mi) and Assisi 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 212 km (131 mi), Rome 211 km (131 mi), Milan 405 km (251 mi) and Naples 402 km (249 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 186 km (115 mi), Bologna (blq) 210 km (130 mi), Roma Ciampino (cia) 220 km (136 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Villa Gelsi
Villa Santa Maria
Beautiful independent villa rental with private pool, WIFI, TV, patio and panoramic view
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12
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6
-
5
-
500 m2
Description
Property Villa Santa Maria is a nice stone building (500 sq m) that includes private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with five bathrooms. Villa Santa Maria is located in Cortona, Italy and only 28 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings".
The villa is located just at 500 meters (15 minute walk) from the heart of the historical center of the famous Etruscan town of Cortona.
The rental is composed of 2 adjacent units, both with an independent access from the garden, however they are rented together.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, 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 patio and barbecue grill. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the ideal setting to enjoy food, family and the nice Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 28 km (18 mi), Montepulciano 31 km (19 mi), Perugia 52 km (32 mi), Montalcino 65 km (41 mi) and Gubbio 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (68 mi), Viareggio 196 km (122 mi), Forte Dei Marmi 204 km (126 mi), Rome 211 km (131 mi), Milan 396 km (246 mi) and Naples 402 km (250 mi).
Additional Information
Check-In Time: 16:00 - 18:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 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) 115 km (71 mi), Pisa (psa) 177 km (110 mi), Bologna (blq) 202 km (125 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (144 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 enjoyable way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering 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 - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Santa Maria. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Villa Santa Maria
Casa la Primula
Unique independent holiday rental with private pool, WIFI, TV, veranda and pets allowed
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9
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4
-
2
-
150 m2
Description
Casa La Primula is a farmhouse situated on the border between Tuscany and Umbria, in an extremely panoramic position with an evocative view of Pierle Castle, an ancient fortress of feudal origin, which makes it as if suspended in time. It takes a little effort to get up here, the 2.5 km road is almost all unpaved and very steep (not recommended for sports cars), but once on spot you will be rewarded with true peace in the middle of nature and above all with an exceptional view. When you want to emerge from your refuge, about 5 km away you will find the villages of Mercatale, in Tuscany, and Lisciano Niccone, in Umbria. We recommend a day trip to the characteristic Cortona, which can be reached in about 20 minutes by car.
In the gazebo in the garden you can dine in front of the sunset; for your barbecues or pizzas in company there are also a barbecue and a wood-burning oven. The fence makes the house ideal for a holiday with your four-legged friends (extra charge could be required). For both of you there is plenty of space in the green and the possibility, for those who love trekking, of long walks along the numerous paths in the woods. The swimming pool is private and reserved for your exclusive use (size 5x10 m. - depth 1,20 - 2,30 m., completely fenced - open from 15th May to 30th September).
Besides the view, you'll love the simplicity of Casa La Primula, the rustic Tuscan style furniture and the facilities guarantee all the comforts and at the same time take you back to the rural traditions of times gone by.
You can also ask Mirko, the owner, for a little shopping, and he will make sure you get your favourite food the evening of your arrival. Mirko has a passion for cooking and has obtained the qualification of Agrichef, and will be happy to cook typical Tuscan dishes for you with the genuine products of his company or of other local companies. Casa la Primula
Borgo Antico
Pretty independent vacation home with private pool, WIFI, TV and pets allowed
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16
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7
-
6
-
250 m2
Description
Borgo Antico is a beautiful farmhouse on the high hills that separate the green Valdichiana from the Tiber Valley, located on the border between Tuscany and Umbria. It is the ideal place for those who want to spend a relaxing holiday, in close contact with nature and far from the noise and bustle of the cities.
Moreover, thanks to its position, 600 m above sea level and the large stone walls, the house, even on the hottest summer days, guarantees a cool and comfortable temperature inside, especially on the ground floor.
The Etruscan town of Cortona in Tuscany and the village of Trestina in Umbria are both about 18 km away, while restaurants and small shops for basic necessities can be reached within 5 or 10 km.
You can spend your holiday days bathing in the swimming pool (size 6 x 12 m - depth 1.20-2.40 m, completely fenced in - open from 01st May to 30th September), playing table tennis and enjoying tasty lunches and dinners in the cool gazebo furnished with tables and chairs next to the barbecue and wood-burning oven. Even the youngest children will have fun on the swing and slide.
Pets are welcome (extra charge could be required).
The house is well furnished with Tuscan style furniture. Possibility to taste and buy excellent extra virgin olive oil and other typical products. Since the house is located in a quite secluded position and in order not to miss a single minute of your holiday, for the day of arrival it is possible to request a shopping service with home delivery (to be agreed before arrival). Borgo Antico
Villa delle Rose
Beautiful independent villa with WIFI, A/C, private pool, TV and panoramic view
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8
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4
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4
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250 m2
Description
Villa Delle Rose is located 6 km (3 mi) from Cortona, Italy and only 32 km (20 mi) from Arezzo. Vacation rental Villa Delle Rose is a lovely stone building (250 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills and the mountains perfect for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing.
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: Arezzo 32 km (20 mi), Montepulciano 33 km (20 mi), Perugia 50 km (31 mi), Gubbio 66 km (41 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 131 km (81 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 225 km (140 mi), Rome 213 km (132 mi), Milan 418 km (260 mi) and Naples 404 km (251 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) 136 km (85 mi), Pisa (psa) 199 km (123 mi), Roma Ciampino (cia) 222 km (138 mi), Bologna (blq) 223 km (139 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Villa Delle Rose
Villa Il Sasso
Superb private villa rental with A/C, private pool, WIFI, TV, terrace and panoramic view
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13
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7
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5
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450 m2
Description
Villa Il Sasso is a nice stone building (450 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 13 people comfortably in seven bedrooms with five bathrooms. Villa Il Sasso is located in Cortona, Italy and only 29 km (18 mi) from Montepulciano in the tourist area "Cortona And Surroundings".
The Experience
Upon arrival at Villa Il Sasso you’ll find a lovely clean well-maintained property with views of the city and the hills ideal for a relaxing holiday 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. 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 terrace where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 29 km (18 mi), Arezzo 30 km (18 mi), Perugia 51 km (32 mi), Montalcino 63 km (39 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 221 km (137 mi), Rome 209 km (130 mi), Venice 370 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 30 April - 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) 135 km (84 mi), Pisa (psa) 195 km (121 mi), Roma Ciampino (cia) 218 km (136 mi), Bologna (blq) 219 km (136 mi) and Roma Fiumicino (fco) 231 km (143 mi).
More Services
Tours - Custom tours can be organized 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 - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service after arriving.
Villa Il Sasso
Villa Luana
Beautiful independent villa rental with A/C, WIFI, private pool, veranda and panoramic view
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8
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3
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4
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150 m2
Description
Holiday rental Villa Luana is a lovely stone building (150 sq m) that includes WiFi internet, air conditioning and private pool. The property can accommodate up to eight people comfortably in three bedrooms with four bathrooms. Conveniently located 3 km (2 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Arezzo.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the city and the hills perfect for a splendid holiday 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.
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: Arezzo 29 km (18 mi), Montepulciano 32 km (20 mi), Perugia 54 km (33 mi), Montalcino 67 km (42 mi) and Gubbio 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 120 km (75 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 214 km (133 mi), Rome 212 km (132 mi), Venice 360 km (224 mi) and Milan 407 km (253 mi).
Additional Information
Pool Open: 15 April - 30 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) 188 km (117 mi), Bologna (blq) 212 km (132 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Additional Services
Tours - Custom tours can be scheduled 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.
Villa Luana
San Eusebio
Unique independent vacation home with private pool, WIFI, A/C and pets allowed
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5
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2
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2
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70 m2
Description
San Eusebio is an independent portion of a beautiful stone farmhouse with ancient peasant origins. You will find it nestled in an extremely panoramic position on the silver olive-covered hill of S. Pietro a Cegliolo, not far from the beautiful town of Cortona.
You will instantly fall in love with Cortona. Its cobbled lanes, noble palaces, panoramic viewpoints across the Valdichiana to Lake Trasimeno, its churches and numerous monuments are all not to be missed. You will spend lazy days, strolling around while eating an ice cream, immersed in an atmosphere of ancient times. We advise you not to miss out on a few evenings in the numerous typical restaurants in the historic centre, you absolutely must try the Tuscan cuisine and the many delicacies it offers!
The owners of the house have carefully restored it with absolute respect for the old architectural features: the wooden beams, ceilings, fixtures and terracotta floors are those of yesteryear. Colours, decorations, finishing works and furnishings are perfectly in tune with the characteristics of the house, a perfect rustic style to take you back in time.
In front of the house, there is a large green area at your disposal, a gazebo with garden furniture ideal for enjoying outdoor dining in harmony with the landscape below and the lights in the distance. Immersed among the olive trees is a lovely swimming pool (size 3.5x6 m, depth 0.60-1.50 m - open from 01st May to 30th September), panoramic and cool, which will be perfect for your days of relaxation on the sun-kissed sun loungers of the solarium. San Eusebio
Villa Aiola
Beautiful accommodation with A/C, private pool, WIFI and TV, near Montepulciano
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12
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6
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5
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400 m2
Description
Property Summary
You will discover an exceptional holiday villa nestled in the heart of Val d'Orcia, near the charming town of Sarteano in Italy. This luxurious independent property offers an ideal retreat for those seeking refined comfort and authentic Tuscan elegance. The villa features comprehensive modern conveniences including reliable Internet Wifi throughout the property and convenient private parking for your vehicles. The expansive grounds showcase a magnificent swimming pool measuring 8x16 meters, which operates from May 1st through October 31st, providing the perfect setting for relaxation during the warmer months. The property also includes an ancient chapel available for religious purposes, adding a unique historical dimension to your stay. With its combination of sophisticated interiors, extensive outdoor spaces, and premium amenities, this residence represents an outstanding choice for discerning travelers exploring the Tuscan countryside.
Outdoors
The outdoor areas of this remarkable property provide generous space for leisure and entertainment across beautifully maintained grounds. You will enjoy access to verdant green spaces surrounding the villa, complemented by your own private wood perfect for peaceful walks and natural exploration. The impressive non-heated swimming pool measuring 8x16 meters serves as the centerpiece of the outdoor entertainment area, available for your enjoyment from May 1st through October 31st. A charming pergola offers an inviting covered dining space where you can savor meals alfresco while taking in the scenic Tuscan landscape. Recreation enthusiasts will appreciate the dedicated soccer field, ideal for friendly matches and outdoor activities. The meticulously maintained gardens frame the entire property, creating a serene environment that captures the essence of Italian countryside living.
Unit Layout
The villa's thoughtfully designed interior spans two levels and comfortably accommodates up to 12 guests across 6 bedrooms serviced by 5 bathrooms. The ground floor features a spacious and versatile living room that doubles as a game room with direct access to the garden, furnished with a billiard table, game table, and a dining area complemented by a convenient kitchenette. This level hosts 2 generously proportioned bedrooms, including one large twin or double bedroom with an en-suite bathroom equipped with both bath and shower facilities, and one double bedroom featuring a large en-suite bathroom also appointed with bath and shower. Both ground floor bedrooms offer direct garden access. Ascending to the first floor, you will find an elegant living room, a dedicated TV lounge, a breakfast room, and a formal dining room. The sleeping quarters on this level include a master bedroom with its own en-suite bathroom, a double bedroom with en-suite bathroom and an adjoining TV lounge that can accommodate an additional single bed if necessary, 1 twin bedroom, and 1 double bedroom, with the latter two sharing a well-appointed bathroom.
Amenities Included
Your stay includes access to a comprehensive range of modern conveniences designed to ensure maximum comfort throughout your visit. Climate control is provided through Air Conditioning and Heat Available systems to maintain ideal temperatures regardless of the season. The entertainment offerings feature both Satellite TV and Television for your viewing pleasure. The fully equipped kitchen includes essential appliances such as a Dishwasher and Microwave to facilitate convenient meal preparation. A Washing Machine is available in the dedicated laundry room, which also houses a dryer for complete laundry service. Outdoor cooking enthusiasts will appreciate the Barbecue facilities perfect for preparing meals in the open air. The property also features an inviting Fireplace that adds warmth and ambiance to the living spaces. Additional conveniences include fax services for any business communications you may require during your stay.
Other Information
Check-in is available between 3 pm and 7 pm, while check-out is scheduled for 10 am. The property requires a minimum stay of 4 nights, with daily pricing available upon request. Upon your arrival, you will be required to provide a security deposit of 1000 euros, which will be returned at the end of your stay minus any costs for damage incurred. Pets are welcome at the property for an additional fee. If you require accommodation for 10 guests rather than the full 12-person capacity, one of the bedrooms with a shared bathroom will remain closed. The villa offers professional services available on request, including gardener assistance, maid service, and chef services to enhance your stay. Please note that for the 2026 season, both heater usage and air conditioning consumption are included in the rental rates. A tourist tax may be required upon arrival according to the regulations of your host municipality.
Distances and Attractions
The villa enjoys a privileged position in Val d'Orcia, one of Tuscany's most celebrated and picturesque regions. The nearby town of Sarteano provides convenient access to authentic Italian culture, local restaurants, traditional shops, and essential services. The surrounding Val d'Orcia area is renowned for its rolling hills, cypress-lined roads, and medieval hilltop towns that define the classic Tuscan landscape. You will find yourself ideally situated to explore the region's numerous attractions, including historic villages, renowned wineries, thermal springs, and cultural sites that have made this area a UNESCO World Heritage Site. The location offers the perfect balance of peaceful countryside seclusion while remaining accessible to the authentic experiences and attractions that make Tuscany an exceptional destination.
Costs & Services
Included services
- Consumption of water, gas, and electricity
- Final cleaning
- Initial supply of linen for rooms and bathrooms
- 4 hours of daily cleaning and 2 hours on Sundays
- Linen change twice a week
Extra costs
- Heating: €300 per week
- Air conditioning: €450 per week
- Security deposit: €1000
- Pets: €25 per week
- Baby cot: €30 per week
- Extra bed: €80 per week
On request
- Extra maid service: €15 per hour
- Babysitter: €15 per hour
- Cook: €30 per hour Villa Aiola
Case Belle
Comfortable holiday home with WIFI, private pool, close to Montepulciano
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12
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5
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3
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300 m2
Description
Property Summary
Case Belle is a beautiful holiday villa nestled in the heart of the Val d'Orcia in Sarteano, Italy. You reach this exceptional property through the wonderful Villa della Foce, one of the most charming roads in the Val d'Orcia. Upon arrival, you will discover an articulate architectural structure featuring a wonderful swimming pool and breathtaking views that have served as the location for many film sets. This independent country house comprises two separate buildings and an annexe, offering a unique and spacious accommodation experience. The property provides complimentary Internet WiFi connection both inside and outside the house, ensuring you stay connected throughout your stay. Parking is available on site for your convenience. The owner of the house produces wine and maintains an excellent wine cellar, offering you the possibility of tasting and purchasing their products.
Outdoors
The property boasts a large panoramic garden that offers stunning views of the surrounding Val d'Orcia countryside. The outdoor space features a bean-shaped swimming pool measuring 14x7 meters, providing ample room for swimming and relaxation. The pool is available for use from 01/06 to 30/09. You will find a barbecue area perfect for preparing outdoor meals while enjoying the spectacular scenery. The extensive grounds provide plenty of space for outdoor activities and al fresco dining, allowing you to fully immerse yourself in the beauty of the Tuscan landscape. The garden offers various spots to relax and take in the panoramic vistas that have made this location a favorite for film productions.
Unit Layout
The accommodation sleeps 12 guests comfortably across 5 bedrooms and 3 bathrooms, distributed throughout two main buildings and an annexe. Building I features a ground floor with a large lounge and kitchen, while the first floor houses a double bedroom, a passage twin bedroom with access to the outside, and a bathroom with shower. Building II offers a large living room with kitchenette on the ground floor, along with two double bedrooms, a twin bedroom, and a bathroom with shower. The Annexe provides additional accommodation with a twin bedroom and a bathroom with shower. This thoughtful distribution of space across the separate structures allows for privacy and flexibility, making it ideal for multiple families or larger groups traveling together.
Amenities Included
The property is equipped with a comprehensive range of amenities to ensure a comfortable stay. The kitchen features a dishwasher and microwave for your convenience in preparing and cleaning up after meals. For outdoor cooking enthusiasts, a barbecue is available in the private garden. Each building includes a cozy fireplace, perfect for creating a warm atmosphere during cooler evenings. A washing machine is provided to help you manage laundry needs during your stay. The private garden offers expansive outdoor space exclusively for your use, complementing the excellent indoor facilities. These amenities combine to create a well-appointed home away from home in the Tuscan countryside.
Other Information
Check-in is available from 3 pm to 7 pm, and check-out is required by 10 am. Upon arrival, you must provide a security deposit of 500 euros, which will be returned at the end of your stay minus the cost of any damages incurred. The property welcomes pets at an additional charge. A welcome basket is provided upon arrival, along with a voucher for free tasting in the owner's shop in Cetona. Air conditioning and heating consumption are not included in the rental price and will be charged according to actual usage. The property owner produces wine and maintains an excellent wine cellar on site, offering you the opportunity to taste and purchase their wines during your stay.
Distances and Attractions
The villa is located in Sarteano within the heart of the Val d'Orcia region, one of Tuscany's most celebrated landscapes. You reach the property via Villa della Foce, recognized as one of the most charming roads in the Val d'Orcia. The nearby town of Cetona hosts the owner's shop where you can enjoy wine tastings and make purchases. The location provides access to the stunning Val d'Orcia countryside, a UNESCO World Heritage site known for its rolling hills, cypress trees, and picturesque medieval towns. The area offers numerous opportunities for exploring authentic Tuscan culture, visiting local vineyards, and discovering the region's rich historical heritage.
Costs & Services
Extra costs:
- Final Cleaning: €200.00
- Tourist tax: may be required upon arrival according to municipal regulations
- Security deposit: €500.00 (refundable at end of stay minus any damages)
- Electricity consumption: €0.60 per kwh
- Heating or wood: charged according to consumption
- Air conditioning: charged according to consumption
- Pets: €25.00 per week
- Crib: €30.00 per week
- Extra bed: €80.00 per week
Included services:
- Welcome basket
- Voucher for free tasting in the owner's shop in Cetona Case Belle
Villetta di Cortona
Amazing private accommodation with private pool, WIFI, A/C, TV, patio, pets allowed, panoramic view
-20% Special Offer-
4
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2
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2
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90 m2
Description
Villetta Di Cortona is a lovely holiday rental (90 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms. Conveniently located 12 km (7 mi) from Cortona, Italy and only 22 km (14 mi) from Montepulciano.
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property perfect for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Outside you will also find a patio and barbecue grill.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 22 km (14 mi), Perugia 49 km (30 mi), Arezzo 49 km (30 mi), Montalcino 57 km (35 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 207 km (129 mi), Forte Dei Marmi 214 km (133 mi), Rome 202 km (126 mi), Venice 364 km (226 mi) and Milan 407 km (253 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villetta Di Cortona. 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: 06:00 - 09:00
Pool Open: 15 April - 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) 128 km (79 mi), Pisa (psa) 188 km (117 mi), Roma Ciampino (cia) 212 km (131 mi), Bologna (blq) 212 km (132 mi) and Roma Fiumicino (fco) 224 km (139 mi).
The garden is fully enclosed.
Up to 3 dogs are accepted. Villino Cortona