Cortona and Surroundings Villas with Pool
Casa Cristina
Beautiful private accommodation with private pool, WIFI, TV, terrace and panoramic view
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4
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1
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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 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
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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
Casale Montanare
Unique private vacation rental with WIFI, private pool, TV, patio and panoramic view, near Cortona
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10
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5
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6
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220 m2
Description
Property Casale Montanare is a nice stone building (220 sq m) that includes WiFi internet and private pool. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms. Casale Montanare is located 2 km (1 mi) from Montanare, Italy and only 9 km (6 mi) from Cortona in the tourist area "Cortona And Surroundings".
The swimming pool site is a short walk up a beautiful garden path, 70 mt distant from the villa.
What to Expect
When you arrive at Casale Montanare you’ll find a lovely clean well-maintained property with views of the mountains and the hills perfect for a peaceful 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. 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.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 9 km (6 mi), Arezzo 37 km (23 mi), Montepulciano 37 km (23 mi), Perugia 55 km (34 mi) and Gubbio 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (84 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (143 mi), Rome 217 km (135 mi), Venice 375 km (233 mi) and Milan 420 km (261 mi).
Additional Information
Check-In Time: 15:00 - 17:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 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) 141 km (88 mi), Pisa (psa) 203 km (126 mi), Roma Ciampino (cia) 226 km (141 mi), Bologna (blq) 227 km (141 mi) and Roma Fiumicino (fco) 239 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 enjoyable way to spend time with friends and family while discovering the secrets required to prepare delicious 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 delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Il Rifugio
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
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2
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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
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
Holiday rental Villa Il Sasso is a beautiful stone building (450 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate 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".
What to Expect
Upon arrival you’ll find a nice clean well-maintained property with views of the hills and the city perfect for a splendid 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 at the pool for a perfect ending to another day in Tuscany. 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 vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 13 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: 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).
Special Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact 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 upon arrival.
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
-
150 m2
Description
Villa Luana is located 3 km (2 mi) from Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Holiday home Villa Luana is a nice stone building (150 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to eight people comfortably in three bedrooms with four bathrooms.
Your Experience
When you arrive at Villa Luana you’ll find a lovely clean well-maintained property with views of the city and the hills ideal for a relaxing vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a 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 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).
Special Services
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 individual tour and number of people.
Villa Luana
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. Holiday rental Villa Delle Rose is a nice stone building (250 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms.
Your Experience
After arriving you’ll find a nice clean well-maintained property with views of the mountains and the hills ideal for a peaceful holiday 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.
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: 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 Torreone
Superb house with private pool, WIFI, A/C, TV and panoramic view, near Cortona
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8
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4
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4
-
300 m2
Description
Villa Torreone is a beautiful stone building (300 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms. Villa Torreone is located 2 km (1 mi) from Torreone, Italy and only 4 km (3 mi) from Cortona in the tourist area "Cortona And Surroundings".
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the mountains and the hills perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums 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. 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 garden 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: Cortona 4 km (3 mi), Arezzo 32 km (20 mi), Montepulciano 34 km (21 mi), Perugia 55 km (34 mi) and Montalcino 68 km (42 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 214 km (133 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 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) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Bologna (blq) 214 km (133 mi), Roma Ciampino (cia) 223 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More 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 pleasant 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 vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Ask for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Torreone. Ask for more details, including the extra cost and how to arrange this service.
Baby Sitting - A babysitter can be organized at Villa Torreone. If you're traveling with kids and would like some alone time, talk 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.
The owner lives in the property on the third floor of the villa and has an independent access to the property. Villa Torreone
San Eusebio
Stunning private accommodation with private pool, WIFI, A/C and pets allowed
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5
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2
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2
-
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 Ripa
Fabulous property with WIFI, A/C, hot tub, private pool, TV, patio and panoramic view, near Cortona
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16
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6
-
8
Description
Property Summary
Nestled within 3 hectares of a beautifully maintained natural park adorned with cypress trees, lavender, and roses, Villa la Ripa is an exclusive luxury holiday retreat situated in the heart of Tuscany, Italy. Recently fully renovated, this remarkable property in Foiano Della Chiana seamlessly blends traditional character with contemporary elegance across approximately 800 square metres of interior space. Guests enjoy complimentary Wi-Fi throughout the villa, a private swimming pool measuring 12x4 metres equipped with sun loungers and umbrellas, extensive parking facilities, and a sweeping private yard that creates an atmosphere of complete seclusion and natural beauty.
Outdoors
The expansive private park surrounding the villa provides an extraordinary outdoor experience. A covered built-in patio furnished with a large dining table, chairs, a barbecue, and a pizza oven offers the ideal setting for al fresco meals immersed in nature. At the heart of the park, a glass-walled gym room allows guests to exercise while feeling entirely surrounded by the natural landscape. A soccer field and volleyball court further enrich the outdoor offering, while the pool area invites relaxation in a serene and picturesque environment.
Distances and Attractions
Villa la Ripa is set in the Arezzo countryside, accessed via a characteristic cypress-lined country road. The nearest town, Foiano Della Chiana, is just 6 km away and provides all essential services. Cortona is 20 km distant, Arezzo 25 km, Montepulciano 27 km, and Siena 57 km. Florence Airport is approximately 100 km away, Pisa Airport 166 km, and Rome Airport 223 km. The location is ideal for day trips to Tuscany's most celebrated destinations, including Florence, Arezzo, Siena, Cortona, and the Chianti wine region.
Unit Layout
Villa la Ripa accommodates up to 16 guests across 6 bedrooms and 8 bathrooms, divided between a main building and a separate dependence. The main building spans 3 floors. The ground floor features a large living area with elegant sofas, a dining room, a fully equipped kitchen, and 1 full bathroom. The first floor hosts 5 double bedrooms, each with its own en-suite shower room and minibar fridge; 1 bedroom can be converted into twin beds upon request, and 2 bedrooms can each accommodate an additional single bed. All rooms overlook the park. The basement includes a second kitchen, a spacious open-plan area for activities such as wine tasting and cooking classes, a cellar stocked with fine Tuscan wines including Montalcino, Montepulciano, and Chianti, a living area with sofas, and a billiard table. The basement also houses the spa, featuring a jacuzzi bath, relaxation lounges, a sauna, a Turkish bath, an emotional shower, and changing and massage rooms. The dependence offers a ground-floor kitchen, a living area with a double sofa bed, and a first-floor double bedroom with a private bathroom and walk-in wardrobe.
Amenities Included
The villa is fully equipped with air conditioning and heating available throughout. Each bedroom benefits from individual climate control, while a washing machine is available in the dedicated laundry room. The kitchen is fitted with a dishwasher and microwave among its full complement of appliances. Guests can enjoy the barbecue on the private patio, which serves as a wonderful outdoor entertaining space. Every room is connected to the BOSE music system, controllable via smartphone, and entertainment is provided through satellite television with Netflix included, as well as additional television sets throughout the property. The fireplace in the main living area adds warmth and elegance during cooler evenings. The jacuzzi bathtub within the spa completes an exceptional wellness offering. An alarm system, fire extinguisher, first aid kit, air purification system, and courtesy amenities in each bathroom are also provided.
Other Information
The minimum rental period is 1 week, with Saturday as the changeover day. Check-in is available from 4:00 pm to 7:00 pm, and check-out must be completed before 10:00 am. A refundable security deposit of 1500 euros is payable in cash upon arrival and returned at departure, less any damages or unpaid fees. A tourist tax of 2.50 euros per person per night applies. Use of the spa is available at an additional cost of 400 euros per day. The rental price includes final cleaning, air conditioning and heating, gym access, and pool towels. An emergency contact is provided at check-in, and the team is available to assist with excursions, wine tours, cooking experiences, and further activities throughout the stay. Villa Ripa
Villa Michelangelo
Holiday villa with WIFI, A/C, private pool, hot tub, TV, balcony, panoramic view, close to Cortona
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18
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9
-
11
-
800 m2
Description
Property Summary
Nestled on a gentle hill in the heart of Foiano Della Chiana, Italy, Villa Michelangelo is a remarkable holiday retreat that invites you to experience the timeless beauty of the Tuscan countryside. From its elevated position, the property offers breathtaking, seemingly infinite views stretching across rolling landscapes adorned with ancient olive groves, traditional wineries, and vibrant wildflowers. The villa provides a generous outdoor yard that perfectly frames the surrounding natural scenery, creating an atmosphere of serene elegance. A private swimming pool allows you to cool off while soaking in the panoramic vistas that define this extraordinary corner of Tuscany. Seamless connectivity is ensured through reliable Internet Wifi, keeping you comfortably in touch with the world beyond, while dedicated parking on the premises offers the convenience and peace of mind you deserve throughout your stay.
Outdoors
The outdoor spaces of Villa Michelangelo are a true celebration of the Tuscan landscape. The private swimming pool serves as the centrepiece of the exterior, perfectly positioned to allow you to enjoy the sweeping views of the countryside while you relax and unwind. The surrounding yard extends gracefully across the hillside, offering generous open spaces where the natural beauty of the olive groves and flowering gardens becomes an integral part of your daily experience. Whether you choose to dine al fresco, lounge in the warmth of the Tuscan sun, or simply take in the tranquil panorama that unfolds before you, the outdoor areas of the villa provide an idyllic setting for every moment of your stay.
Other Information
Villa Michelangelo is thoughtfully designed to ensure a comfortable and seamless experience for all guests. The property's hillside position near Arezzo provides a peaceful and private environment, making it an ideal base from which to explore the wider region. The surrounding landscape of olive groves and wineries adds an authentic Tuscan character to the setting, enhancing the overall atmosphere of the retreat.
Distances and Attractions
Villa Michelangelo's privileged location near Arezzo places you within easy reach of some of the most celebrated destinations in all of Italy. The property serves as an excellent base for day trips throughout Tuscany, allowing you to explore the Renaissance splendour of Florence, the medieval charm of Siena, and the enchanting hilltop town of Cortona. The spiritual city of Assisi, the renowned wine town of Montepulciano, and the celebrated Chianti wine region are all comfortably accessible, offering an extraordinary variety of cultural, historical, and gastronomic experiences. Whether you are drawn to world-class art, ancient architecture, or the celebrated flavours of Tuscan cuisine, the surrounding region promises an abundance of unforgettable discoveries just a short drive from the villa. Villa Michelangelo
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
-
2
-
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
Villa Adelfa
Pretty private holiday rental with private pool, WIFI, A/C, TV, veranda and panoramic view
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8
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3
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4
-
250 m2
Description
Villa Adelfa is located 4 km (2 mi) from Cortona, Italy and only 30 km (19 mi) from Arezzo in the tourist area "Cortona And Surroundings". Villa Adelfa is a nice stone building (250 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in three bedrooms with four bathrooms.
Your Experience
Upon arrival at Villa Adelfa you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing.
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 30 km (19 mi), Montepulciano 33 km (20 mi), Perugia 54 km (34 mi), Montalcino 67 km (42 mi) and Assisi 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 208 km (129 mi), Forte Dei Marmi 215 km (133 mi), Rome 213 km (132 mi), Venice 364 km (226 mi) and Milan 406 km (252 mi).
Additional Information
Pool Open: 1 March - 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) 189 km (117 mi), Bologna (blq) 213 km (132 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Special 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 ask prior to booking. The cost will vary depending in the individual tour and number of people.
Villa Adelfa
Villa degli Olivi
Unique independent holiday home with A/C, WIFI, private pool, TV, terrace, pets allowed, near Arezzo
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14
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7
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7
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360 m2
Description
Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.
The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.
Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 2 villas COLLINA DEI FIORI and CASALE IL CANAIOLO. Villa degli Olivi
Villa Vita Bella
Unique villa rental with private pool, WIFI, A/C, TV, patio and panoramic view, near Cortona
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10
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5
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4
Description
Property Summary
Villa Vita Bella is a traditional Tuscan farmhouse nestled just outside the enchanting city of Cortona, in the heart of Italy, offering an exceptional vacation rental experience for those who cherish the slow pace of life and the breathtaking panoramas of the Tuscan and Umbrian hills that surround the estate. Spanning over 250 square meters across 2 independent apartments, the villa accommodates guests in a setting that seamlessly blends authentic rural character with modern comfort. The property features a magnificent private swimming pool, fully fenced for privacy and safety, set within a sprawling yard that extends over one hectare of beautifully terraced land, all oriented to capture the sweeping views of the Cortona valley. Connectivity is ensured throughout the estate with internet WiFi, while a generous private parking area accommodates up to 3 vehicles with ease. The villa is registered under CIN IT051017C2U4O7Y8DJ.
Outdoors
The outdoor spaces of Villa Vita Bella are truly one of its most remarkable features, composed of a series of terraces at different levels, each one facing the Cortona valley and offering uninterrupted views of the surrounding hills. The private swimming pool is completely fenced and generously equipped with sunloungers and umbrellas, providing a refined and relaxing environment for sunbathing and leisure. Adjacent to the main building, a paved outdoor area has been thoughtfully furnished with a table and chairs, creating an ideal setting for al fresco dining in the open Tuscan air. The entire garden, covering over one hectare of land, invites guests to explore and unwind in a natural and tranquil environment. Adding a uniquely charming touch to the estate, a friendly Sardinian donkey named Biondino resides on the property, delighting guests of all ages.
Other Information
Villa Vita Bella is divided into 2 fully independent apartments, each with its own entrance at the ground floor. The first apartment welcomes guests into a living room furnished with sofas and armchairs, a dining room with table and chairs, and a fully equipped kitchen providing all necessary amenities. This apartment represents the largest communal area, ideal for the full group to gather together. Also on the ground floor is a bathroom with shower. On the upper floor, you will find 2 double bedrooms, 1 bedroom with 2 single beds, and a large bathroom with shower. The second apartment, also accessed from the ground floor, features a living room, a large fully equipped kitchen with a dining table that can accommodate up to 10 people, 1 bathroom with shower, and a laundry room. On the first floor of this apartment, there are 2 double bedrooms and a second bathroom with shower. The villa is equipped with air conditioning, which is included in the rental price, along with a dishwasher, washing machine, and satellite TV. Heating is available and metered separately. The owner resides approximately 500 meters from the villa, ensuring that guests enjoy full privacy and exclusive use of the entire estate, including the pool, while remaining readily available to assist with any requests. Check-in is from 15:00 and check-out is by 9:30. The minimum stay is 1 week, and during high season bookings run from Saturday to Saturday. A late check-in after 7:00 PM until 11:30 PM is available, and check-in later than 11:30 PM must be arranged in advance and may require additional fees. A refundable security deposit of 500 euros is required upon arrival and will be returned before departure, less any charges in the event of damage. A tourist tax of 8 euros per person per night applies for the first 4 nights, with children under 12 years of age exempt. Final cleaning is included in the rental price. Pets are permitted at the owner's discretion and require prior approval. Please be aware that 2 dogs and a donkey already reside on the property. Upon request, a range of additional services is available, including a cook service, cooking classes, and a personalized concierge service to assist with booking tours, tickets, restaurant reservations, and daily planning. Assistance is available 24 hours a day, 7 days a week, via an emergency contact provided at check-in, and the team is happy to offer suggestions for excursions, cooking experiences, and a wide variety of local activities.
Distances and Attractions
Villa Vita Bella enjoys a privileged location with excellent access to some of the most celebrated destinations in Tuscany and Umbria. The center of Cortona is approximately 1.5 km away and can be reached on foot in about 15 minutes by walking through a lovely public garden, or by car in less than 10 minutes. The town of Camucia, just 5 km from the villa, offers a full range of everyday services including large supermarkets, a train station, and gas stations. For those wishing to explore the wider region, Montepulciano is 30 km away, the scenic Lake Trasimeno is 25 km distant, and the historic city of Arezzo can be reached in approximately 31 km. The charming town of Pienza lies 40 km from the property, while Perugia, home to an international airport, is 50 km away. Siena is 60 km from the villa, Florence with its international airport is 110 km away, and Rome with its airport can be reached in approximately 210 km. Villa Vita Bella
Casina Paradiso
Unique private vacation rental with WIFI, A/C, pool, TV and terrace
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3
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1
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1
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50 m2
Description
Casina Paradiso is just a few minutes drive from the town of Cortona, rich in Etruscan reminiscences, priceless and beautiful works of art, noble palaces and characteristic lanes. You cannot miss visiting Cortona and drinking a glass of wine in “Rugapiana” alley.
Lake Trasimeno is also easily accessible from here, with its beautiful beaches, islands and many small historic centres magically set in the green hills that frame it. It is also an ideal destination for lovers of water sports.
The small house is located next to the owners' villa, with whom you will also occasionally share the beautiful swimming pool with panoramic view of Cortona (size m 4x8, depth m 1.40-1.60 - open from 1st May to 30 September). Casina Paradiso is furnished with taste and care down to the smallest detail, is equipped with air conditioning and Wi-Fi and has a beautiful private terrace-solarium and an outdoor area with barbecue and garden furniture for your dinners “al fresco”. Above all, the terrace will become the focal point of your cool summer evenings with the view of Cortona lit up in the distance.
Casina Paradiso is a small nest, ideal if you are a couple and wish to spend a romantic holiday, to spend your honeymoon, but also as a support point to comfortably visit Tuscany and the nearby Umbria.
Not far from the house is the road that has connected Cortona since ancient times with the chief town Arezzo, which can be reached in just 20 minutes by car. Casina Paradiso
Villa dei Fiori
Beautiful independent house with WIFI, A/C, private pool, TV, patio and panoramic view, near Cortona
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6
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3
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2
Description
Property Summary
Nestled in the serene Tuscan countryside of Cignano, Italy, Villa dei Fiori is a charming and elegantly appointed holiday retreat that seamlessly blends rustic character with contemporary comfort. This beautifully presented property offers an idyllic escape for those seeking both tranquility and easy access to the rich cultural heritage of the surrounding region. The villa develops across 2 floors and accommodates guests in 3 double bedrooms and 2 bathrooms, making it an ideal choice for families or small groups looking to immerse themselves in the timeless beauty of Tuscany. Outdoors, a private swimming pool invites you to unwind beneath the Tuscan sun, while the fully fenced yard provides a safe and peaceful environment for all guests, including children. Connectivity is assured throughout your stay with Internet WiFi, and private parking is available on the property, ensuring a convenient and stress-free arrival. Whether you are exploring nearby vineyards or simply breathing in the panoramic countryside views, Villa dei Fiori casts an undeniable spell on all who visit.
Outdoors
The outdoor setting of Villa dei Fiori is a quintessential Tuscan scene, offering a fully fenced garden that is perfectly suited to relaxing, reading, or allowing children to play safely within a secure perimeter. The private swimming pool is equipped with sun loungers and umbrellas, providing ample shade during the warmer months while the open views over the rolling countryside create a breathtaking backdrop. A shaded pergola with a dining table completes the exterior living space, offering the perfect setting for long, leisurely lunches and memorable sunset dinners in the open air.
Other Information
Villa dei Fiori blends rustic charm with modern comfort across its 2 floors. On the ground floor, guests are welcomed by a bright and spacious living room featuring large glass doors, sweeping countryside views, and a beautiful stone fireplace alongside a dining table. A fully equipped kitchen with wooden beams and local details provides everything needed to enjoy home-cooked meals. A double bedroom and a bathroom with shower also complete the ground floor. An internal staircase leads to the first floor, where 2 additional double bedrooms and a bathroom with shower are located. Please note that the internal staircase leading to the 2 bedrooms on the first floor has no railing, therefore children up to 12 years of age must be constantly supervised. Air conditioning is available in the living area and in the upstairs bedrooms, ensuring a cool and comfortable stay during the summer months, and is included in the rental price. Heating is metered and billed according to consumption. Final cleaning is included in the rental price. A refundable security deposit of 300,00 euros is required upon arrival and will be returned before departure, less any charge in case of damage. Check-in is from 15:00 and check-out is by 9:30. Late check-in after 6:00 PM until 11:00 PM is available upon request, and check-in later than 11:00 PM must be organized in advance and may require additional fees. A tourist tax of 8,00 euros per person per night applies for the first 4 nights, with children under 12 years of age exempt. Upon request, a range of additional services is available, including a Cook Service, Cooking classes, and a Personalized concierge service to book tours, tickets, restaurant reservations, and assist with daily planning. The team is available 24 hours a day, 7 days a week via an emergency contact provided at check-in.
Distances and Attractions
Villa dei Fiori is situated in the open countryside in a very quiet and panoramic area, approximately 12 km from the historic town of Cortona, making a car essential for any journey. The nearest small grocery store is located in Montecchio del Loto, where you will also find a pharmacy, a bar, and a bakery for everyday essentials. The closest and best-served town center is Camucia-Cortona, where all main services are available, including supermarkets and ATMs. The villa is positioned along a very panoramic road and is surrounded by numerous wineries, offering exceptional opportunities to explore the celebrated vineyards and wine culture that define this remarkable corner of Tuscany. Villa dei Fiori
Villa Taragnano
Beautiful independent house with A/C, private pool, WIFI and patio, close to Cortona
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10
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5
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3
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300 m2
Description
Conveniently located 540 m (1742 ft) from Sant'enea, Italy in the tourist area "Cortona And Surroundings" and only 17 km (10 mi) from Cortona. Villa Taragnano is a nice stone building (300 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to ten people comfortably in five bedrooms with three bathrooms.
The Experience
When you arrive at Villa Taragnano you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. For your pleasure, on the grounds there is a barbecue grill and patio. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 17 km (10 mi), Arezzo 24 km (15 mi), Montepulciano 43 km (27 mi), Perugia 66 km (41 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (71 mi), Viareggio 202 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 216 km (134 mi), Venice 358 km (223 mi) and Milan 399 km (248 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) 121 km (75 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 225 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Villa Rinaldo
Casale della Torre
Pretty private property with WIFI, A/C, private pool, TV and panoramic view
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10
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5
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5
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230 m2
Description
Stunning farmhouse with pool dating back to the early 1400s near Cortona, the historical Tuscany hill town with Etruscan roots.
The property is made up of two close stone houses that are rented together to one group of family or friends at a time. The two units have 3 bedrooms and 2 bedrooms, respectively; in total they can comfortably accommodate up to 10 people in tastefully furnished Tuscan-style interiors.
Outdoors there is a large garden lush with plants and flowers, which hosts a lovely private pool and scenic sunbathing area. It is the perfect place for relaxing and cooling off on hot summer days, while taking in the stunning Tuscan landscape. The furnished areas with table, chairs, small armchairs and a barbecue await for comfortable outdoor meals.
Casale della Torre is an ideal base for exploring the entire Cortona area, and is within easy reach of Tuscany and Umbria’s historical areas like Arezzo, Siena, Lake Trasimeno, the Val d'Orcia, Perugia, Gubbio and Assisi.
At guests’ disposal : 5 bedrooms, 5 bathrooms; sleeps 10; air conditioning; private pool (12 x 6 m - minimum depth 1,20 m - maximum depth 2,20 m); sunbathing area with sun loungers and umbrellas; large garden furnished with table and chairs for dining outdoors; barbecue and wood burning oven; laundry room with washing machine and dryer located in an external room; parking on the grounds; panoramic views; Wifi internet.
Distances: Cortona (shops of all kinds) just 1,5 km away, Lake Trasimeno 22 km, Arezzo 33 km, Perugia 50 km, Siena 78 km, Florence (airport) 131 km.
The owners are pleased to offer their guests a barbecue dinner on the property, and access to seasonal produce in the vegetable garden.
Additional dinners can be organized (prices upon request) with local products from the owner’s farm.
Please carefully check if there are any extra costs to be paid on site! Casale Della Torre
Villa Cecilia
Beautiful private holiday villa with A/C, private pool, TV and pets allowed
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6
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2
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2
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150 m2
Description
SPECIAL OFFER 10% DISCOUNT From 19 September to 31 October 2026 - FOR 1 WEEK BOOKINGS
Villa Cecilia is an old farmhouse dating back to before 1800. You will find it perched on a hill in the heart of the Valdichiana, about 4 km from Castiglion Fiorentino, a characteristic village where you will find shops, restaurants, supermarkets and all necessities.
The farmhouse has been recently and carefully restored under the careful guidance of the owners, who strongly wished to maintain its ancient origins and characteristics. The original terracotta tiled floors, the high ceilings with wooden beams, all coordinated with quality furnishings, with fine antiques, are a perfect match for the characteristics of the villa. You will feel a sense of warmth at the villa, you will feel welcomed and pampered, perfectly in harmony with your surroundings.
The history of the farmhouse is also fascinating. In ancient times, the Valdichiana was a swamp and before the land reclamation took place, its waters lapped the land of the property and just a few steps from the house there was a small harbour for boats that connected by water to the surrounding villages.
Today the villa is part of a farm that includes vineyards, cereal crops, farmyard animals and beautiful horses. About 1 km away, at the owners' residence, you will be able to enjoy the organic produce from their vegetable garden free of charge. Their paddocks, should you travel with your horses, will be at your disposal (service available for a fee).
Around the villa, you will enjoy a large, completely fenced green space perfect for your morning or evening walks even with your four-legged friends. Inside the park there is also a woodland path (approx. 500 m) where you can relax, walk and organise cool snacks.
For your days at home, there is a beautiful infinity swimming pool (size 6x12 m, depth 1.35 m - open from 01 May to 30 September), with a Roman staircase, a beautiful porch well equipped with outdoor furniture, where you can enjoy a book or an aperitif in company, the barbecue for your cookouts and also games for your children. Villa Cecilia