Cortona Vacation Rentals with Guest Reviews
I Tre Castagni
Pretty independent villa rental with A/C, private pool, WIFI, TV, terrace and pets allowed
Special Offer-
6
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3
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4
Description
Property Summary
Nestled among the trees of the Umbrian countryside in Piegaro, Italy, "I Tre Castagni" is a charming and comfortable detached country house, fully renovated in 2025, offering an idyllic holiday rental experience for those seeking tranquility and natural beauty. The property is set within a generous private park of 2,000 m2, entirely fenced for complete privacy and security, providing guests with an exclusive and peaceful retreat surrounded by lush greenery. A private swimming pool measuring 4 x 10 m, with a depth ranging from 120 to 200 cm, is available for use during the seasonal period from 19 May to 30 September, inviting you to enjoy long, sun-drenched days in total seclusion. The outdoor spaces are thoughtfully equipped to enhance your stay, while parking is conveniently available directly on the premises. Wireless internet connection ensures you remain connected throughout your stay, even in this serene rural setting.
Outdoors
The outdoor areas of "I Tre Castagni" are designed to make the most of the property's natural surroundings and generous grounds. The private park of 2,000 m2, enclosed by a perimeter fence, offers ample space to relax, explore, and enjoy the open air in complete privacy. The swimming pool, measuring 4 x 10 m with a depth between 120 and 200 cm, is available seasonally from 19 May to 30 September and serves as the centerpiece of the outdoor living experience. An outdoor shower is conveniently located nearby, allowing you to refresh after a swim without stepping indoors. Garden furniture is provided throughout the outdoor spaces, creating comfortable areas to unwind, read, or simply take in the surrounding landscape. A barbecue is also available, making al fresco dining a natural and enjoyable part of your stay.
Other Information
"I Tre Castagni" was fully renovated in 2025, ensuring that all interiors and facilities meet a high standard of comfort and quality. To fully appreciate the property and explore the surrounding area at your own pace, the use of a private car is strongly recommended, as the rural location makes personal transportation essential for accessing nearby services and attractions. Please be aware that the owner does not accept bookings from youth groups.
Distances and Attractions
The property enjoys a privileged position within easy reach of a variety of services, towns, and points of cultural and natural interest. A supermarket can be found 9 km away, while a restaurant is located just 5 km from the property, ensuring that everyday needs are comfortably met. The thermal baths known as "Trasimeno" are situated 26 km away, offering a wonderful opportunity for relaxation and wellness. The charming town of Piegaro is only 4 km distant, while Città della Pieve, renowned for its medieval architecture and artistic heritage, lies 14 km away. The picturesque hilltop village of Panicale is reachable within 15 km, and the historic regional capital of Perugia is 36 km from the property. For those wishing to explore further afield, the celebrated Tuscan towns of Montepulciano and Pienza are located 40 km and 50 km away respectively, making "I Tre Castagni" an excellent base for discovering some of the finest landscapes and cultural destinations in central Italy. I Tre Castagni
Villa Adelfa
Stunning private villa with WIFI, private pool, A/C, TV, veranda and panoramic view
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8
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3
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4
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250 m2
Description
Property Villa Adelfa is a lovely stone building (250 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in three bedrooms with four bathrooms. Conveniently located 4 km (2 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 30 km (19 mi) from Arezzo.
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 hills ideal for a peaceful 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany.
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: 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 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.
Villa Adelfa
Villa Sant'Anna
Unique private holiday home with A/C, private pool, hot tub, WIFI and TV
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10
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4
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2
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330 m2
Description
Villa Sant'anna is a nice stone building (330 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to ten people comfortably in four bedrooms with two bathrooms. Conveniently located 7 km (5 mi) from Molino Vitelli, Italy and only 36 km (22 mi) from Cortona.
The property consists of a main building and an annex located next to the swimming pool. The annex has a separate entrance from the main building.
The Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property ideal for a splendid holiday in Umbria. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Sharing a meal with friends and family is a big part of the Italian culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Italian, the fully furnished garden is the ideal setting to enjoy food, family and the nice Italian weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 36 km (22 mi), Gubbio 40 km (25 mi), Perugia 51 km (32 mi), Arezzo 58 km (36 mi) and Assisi 58 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 148 km (92 mi), Viareggio 235 km (146 mi), Forte Dei Marmi 242 km (150 mi), Rome 218 km (135 mi), Venice 358 km (222 mi) and Milan 418 km (260 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 153 km (95 mi), Pisa (psa) 216 km (134 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (149 mi).
Villa Comunalia
Villa Crispinino
Independent Villa with private pool, A/C, WIFI, patio, pets allowed, panoramic view, near Arezzo
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9
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4
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4
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400 m2
Description
This is an independent villa boasting beautiful views and its own swimming pool. Its dominating position, overlooking the Val di Chiana, is not far from the town of Civitella.
The villa itself has been recently refurbished however, it still holds its original character such as terracotta floors, wooden beams and stone arches.
Outside there is a large terrace and a large garden, both offering privacy and somewhere to relax in the open air. The property is surrounded by fencing.
Villa Crispinino is perfectly positioned for anyone hoping to visit Tuscany’s famous sites. About 20 km from the property, in the town of Arezzo, you can catch a train to destinations such as Rome, Florence, Orvieto and Siena.
Access to the property is via a dirt road (in great condition).
Distances: The nearby town of Civitella (4 km) can offer you food shops while Battifolle (10 km) can offer a large selection of shops. Arezzo lies 20 km away and slightly further afield are the cities of Siena (50 km), Florence (80 km), Assisi and Perugia (90 km).
Available to guests: Large, well-kept and furnished garden, swimming pool reserved exclusively for guests (10 x 5 m - depth 1.4 m) and barbecue.
The rental has free WI-FI and a Play Station.
Parking available on the grounds of the property.
Extra Services: Upon request, two children’s cots are available at no extra charge.
Please carefully check if there are any extra costs to be paid on site! Villa Crispinino
Casa Insieme
Unique independent villa rental with private pool, WIFI, A/C, terrace and panoramic view
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12
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6
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5
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490 m2
Description
Casa Insieme is located 9 km (5 mi) from Asciano, Italy and only 29 km (18 mi) from Siena in the tourist area "Orcia Valley". Property Casa Insieme is a lovely stone building (490 sq m) that includes WiFi internet, air conditioning and private pool. The property can sleep up to 12 people comfortably in six bedrooms with five bathrooms.
What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Montalcino 38 km (23 mi), Montepulciano 44 km (27 mi), Arezzo 53 km (33 mi) and Cortona 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 221 km (137 mi), Venice 349 km (216 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 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) 111 km (69 mi), Pisa (psa) 146 km (91 mi), Bologna (blq) 197 km (123 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 242 km (151 mi).
Additional 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 specific tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casa Insieme. Inquire for more details, including the supplemental cost and how to organize this service.
Casa Insieme
Villa Toppani del Sodo
Unique private house with private pool, WIFI, A/C, TV, patio, panoramic view, near Cortona
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21
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11
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12
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300 m2
Description
Conveniently located in Sodo, Italy in the tourist area "Cortona And Surroundings" and only 3 km (2 mi) from Cortona. Villa Toppani Del Sodo is a lovely stone building (300 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to 21 guests comfortably in 11 bedrooms with 12 bathrooms.
The Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid vacation 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. Also available outdoors are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 21 people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 3 km (2 mi), Arezzo 26 km (16 mi), Montepulciano 31 km (19 mi), Perugia 52 km (32 mi) and Montalcino 66 km (41 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 108 km (67 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 202 km (125 mi), Rome 211 km (131 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 09:00
Pool Open: 1 May - 1 November (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 (72 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a fun 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 holiday? 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 requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours available, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - If you'd like maid service during your trip that can be scheduled by the owner. Ask for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Ask for more details, including the additional cost and how to arrange this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service after arriving.
Il Sole Del Sodo
Villa del Sole
Fabulous private villa with hot tub, pool, sauna, WIFI, A/C, TV, terrace, near Cortona
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10
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4
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5
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280 m2
Description
Holiday rental Villa Del Sole is a beautiful stone building (280 sq m) that includes WiFi internet and air conditioning. The property can accommodate up to ten guests comfortably in four bedrooms with five bathrooms. Villa Del Sole is located 1 km (4276 ft) from Torreone, Italy and only 4 km (2 mi) from Cortona in the tourist area "Cortona And Surroundings".
On site there is a further apartment occasionally used by the owner, which has a separate entrance and garden.
The Experience
Upon arrival at Villa Del Sole you’ll find a beautiful clean well-maintained property with views of the mountains and the hills perfect for a peaceful 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 unwind at the end the day. 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 ten people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the ideal setting to enjoy food, family and the lovely Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 4 km (2 mi), Arezzo 31 km (19 mi), Montepulciano 33 km (21 mi), Perugia 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (77 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 225 km (140 mi), Rome 213 km (132 mi), Venice 374 km (233 mi) and Milan 418 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Del Sole. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 17:00 - 19:00
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) 138 km (86 mi), Pisa (psa) 199 km (124 mi), Bologna (blq) 219 km (136 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Tours - The owner can schedule 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 specific tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service upon arrival.
Villa Del Sole
Borgo la Casina
Pretty independent holiday villa with private pool, WIFI, patio, pets allowed and panoramic view
-20% Special Offer-
20
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9
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8
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630 m2
Description
Borgo la Casina is located 3 km (2 mi) from Badia Agnano, Italy and only 26 km (16 mi) from Arezzo in the tourist area "Arno Valley". Vacation rental Borgo la Casina is a lovely property (630 sq m) that includes WiFi internet and private pool. The property can accommodate up to 20 guests comfortably in nine bedrooms with eight bathrooms.
What to Expect
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid 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. For your pleasure, on the grounds there is a barbecue grill, playground and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 20 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: Arezzo 26 km (16 mi), Siena 42 km (26 mi), Cortona 47 km (29 mi), Greve In Chianti 48 km (30 mi) and Montepulciano 57 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 75 km (47 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 169 km (105 mi), Rome 229 km (142 mi), Venice 314 km (195 mi) and Milan 362 km (225 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Borgo la Casina. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 17:00 - 19:00
Check-Out Time: 07:00 - 09:00
Pool Open: 1 May - 24 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) 80 km (50 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 167 km (104 mi), Roma Ciampino (cia) 238 km (148 mi) and Roma Fiumicino (fco) 250 km (155 mi).
Borgo la Casina
Sole nel Prato
Amazing independent vacation home with WIFI, private pool, TV, veranda and panoramic view
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10
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5
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7
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380 m2
Description
Sole Nel Prato is a beautiful stone building (380 sq m) with private pool and WiFi internet. The property can accommodate up to ten guests comfortably in five bedrooms with seven bathrooms. Sole Nel Prato is located 860 m (2798 ft) from San Pancrazio, Italy and only 32 km (20 mi) from Arezzo in the tourist area "Central Tuscany".
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid 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 unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill and playground.
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: Arezzo 32 km (20 mi), Cortona 41 km (26 mi), Siena 44 km (28 mi), Montepulciano 45 km (28 mi) and Greve In Chianti 53 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 167 km (104 mi), Forte Dei Marmi 175 km (108 mi), Rome 218 km (135 mi), Venice 324 km (201 mi) and Milan 365 km (227 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 6 May - 7 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) 86 km (54 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (149 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a pleasant way to spend time with friends and family while discovering the techniques needed 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 holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the supplemental cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the extra cost and how to arrange this service.
Prato Al Sole
Unique private villa with private pool, WIFI, A/C, TV, patio, panoramic view, near Montepulciano
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4
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1
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1
-
100 m2
Description
Conveniently located 7 km (4 mi) from Sinalunga, Italy in the tourist area "Orcia Valley" and only 22 km (14 mi) from Montepulciano. Holiday rental Vineyard’s Cottage With Pool, Ac, Wifi - Siena is a nice stone building (100 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to four people comfortably.
The property is fully fenced with dog-proof enclosure.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid 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 shopping. Outdoors you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, 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), Montalcino 36 km (22 mi), Arezzo 38 km (23 mi), Cortona 39 km (24 mi) and Siena 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (77 mi), Viareggio 210 km (130 mi), Forte Dei Marmi 217 km (135 mi), Rome 205 km (127 mi), Milan 410 km (255 mi) and Naples 396 km (246 mi).
Additional Information
Check-In Time: 17:00 - 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) 129 km (80 mi), Pisa (psa) 191 km (119 mi), Roma Ciampino (cia) 214 km (133 mi), Bologna (blq) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
More Services
Tours - The owner can organize custom tours for your group. To learn 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.
Vineyard’s Cottage With Pool, Ac, Wifi - Siena
Casa Angela
Private Holiday rental with private pool, WIFI, A/C, TV, balcony, pets allowed, close to Cortona
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8
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3
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3
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170 m2
Description
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela
Villa Il Palazzo
Amazing private villa with A/C, WIFI, private pool, TV, veranda and pets allowed
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20
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9
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11
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400 m2
Description
Villa Il Palazzo is an old manor house on the doorstep of Cortona, whose origins are lost in the tradition of Tuscany's rural past; indeed, traces of the villa can already be found in ancient documents and maps dating back to the end of the 18th century. Its atmosphere, warm colours, stylish furnishings and original period antiques will transport you to another era, when the rural world was the living centre of society.
You will find the villa just a few kilometres from the beautiful Cortona, famous throughout the world for its works of art, its Etruscan memories and for its narrow stone streets and noble palaces. It is impossible not to spend at least one evening in one of its many fine restaurants. You won't forget “maccheroni al sugo” and sliced Chianina beef, we guarantee it! In Camucia you will find shops and supermarkets, and for small shopping trips, you can walk about 1 km to the small village of Fratta, where there are some services.
The villa is divided into six independent apartments, each with its own kitchenette, but at the same time has a large, cool dining room with lounge and kitchen in the basement where you can get together to cook and eat. You will also have at your disposal a nice garden completely fenced and well-kept, with corners designed for relaxing or enjoying an aperitif with friends, some covered parking spaces, a table tennis, mountain bikes and above all the beautiful swimming pool (size 6x12 m, depth 1,20-1,50 m - open from 01st May to 30th September).
One of the bonuses of Villa Il Palazzo is definitely the pergola equipped for your outdoor meals. Unforgettable dinners with your family or friends will frame your holiday. Villa Il Palazzo
Villa San Leo
Pretty private vacation rental with WIFI, private pool and TV
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8
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4
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2
-
250 m2
Description
Vacation rental Villa San Leo is a lovely stone building (250 sq m) that includes private pool and WiFi internet. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Villa San Leo is located 4 km (2 mi) from San Leo Bastia, Italy and only 30 km (19 mi) from Cortona.
Your Experience
When you arrive at Villa San Leo you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Umbria. 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. There is a kitchen including coffee machine, microwave, toaster 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 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 30 km (19 mi), Perugia 48 km (30 mi), Gubbio 52 km (32 mi), Montepulciano 55 km (34 mi) and Arezzo 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 156 km (97 mi), Viareggio 242 km (150 mi), Forte Dei Marmi 249 km (155 mi), Rome 237 km (147 mi), Venice 363 km (226 mi) and Milan 423 km (263 mi).
Additional Information
Check-In Time: 15:30 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 161 km (100 mi), Bologna (blq) 222 km (138 mi), Pisa (psa) 223 km (139 mi), Roma Ciampino (cia) 246 km (153 mi) and Roma Fiumicino (fco) 259 km (161 mi).
Villa Betta
Cottage Capanna
Wonderful villa with pool, A/C, WIFI, TV, patio and pets allowed
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4
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2
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1
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45 m2
Description
Property Cottage Capanna is a lovely stone building (45 sq m) that includes air conditioning and WiFi internet. The property can sleep up to four people comfortably in two bedrooms with one bathroom. Conveniently located 860 m (2798 ft) from Pietraviva, Italy in the tourist area "Siena And Surroundings" and only 34 km (21 mi) from Siena.
The property Cottage Capanna is part of the Agriturismo L'incrociata, so it shares the pool with its 6 apartments.
The properties Cottage Capanna, Agriturismo L'incrociata and Villa Miravalle are located along the same road - so they can be reserved as a whole by a single group up to 30 guests.
Your Experience
After arriving at Cottage Capanna you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a hectic 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. Outdoors you will also find a patio, playground and barbecue grill. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
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: Siena 34 km (21 mi), Arezzo 35 km (22 mi), Montepulciano 49 km (30 mi), Greve In Chianti 54 km (33 mi) and Cortona 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 168 km (104 mi), Forte Dei Marmi 175 km (109 mi), Rome 226 km (140 mi), Venice 324 km (201 mi) and Milan 366 km (227 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Cottage Capanna. If you have a large dog or multiple pets, please inquire for permission prior to booking.
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) 87 km (54 mi), Pisa (psa) 149 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 235 km (146 mi) and Roma Fiumicino (fco) 247 km (154 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques required 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 fun way to spend time with friends and family while discovering the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Cottage Capanna
The Architects House
Wonderful independent villa rental with A/C, WIFI
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4
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2
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2
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200 m2
Description
The Architects House is located in the centre of Cortona, Italy and only 28 km (17 mi) from Arezzo in the tourist area "Cortona And Surroundings". Holiday rental The Architects House is a lovely stone building (200 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms.
What to Expect
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the city perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a private garden where you can relax while enjoying a nice cold beverage after a busy day of shopping. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day.
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 28 km (17 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (41 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 203 km (126 mi), Forte Dei Marmi 213 km (132 mi), Rome 211 km (131 mi), Venice 358 km (223 mi) and Milan 406 km (252 mi).
Additional Information
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 125 km (77 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 211 km (131 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (144 mi).
Additional Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at The Architects House. Inquire for more details, including the additional cost and how to organize this service.
The Architects House
Agriturismo Bevignano
Lovely apartment with pool, WIFI, TV and terrace
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4
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16
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7
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7
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Casa Gesuina | 4 | 2 | 2 | 75 m2 | € 98/Night |
| Casa Vana | 6 | 2 | 2 | 140 m2 | € 105/Night |
| All 2 Accommodations | 10 | 4 | 4 |
Description
The Agriturismo Bevignano, at the centre of a thriving farm with 70 hectares of woodland and 1,200 silver olive trees, has ancient origins. They date back to 1600 when there was a monastery here, and you can still admire an ancient little church inside the property. This ancient village, located on the border between the provinces of Arezzo and Siena, nestled in the wooded hills north of Monte San Savino, still retains its architectural features that make it a place full of charm and history. You will feel as if catapulted into another century, in contact with nature and the simplicity of country life.
The town of Monte San Savino with its shops, supermarkets and services of all kinds is about 10 km away. The town also offers typical restaurants where you can enjoy the famous Chianina beef, Tuscan red wines and also excellent pizzas.
The property is divided into two stone buildings, which in turn are divided into four independent apartments. Casa Vana and Casa Linda and the house where the owners live are in the first farmhouse, and Casa Ghigo and Casa Gesuina are in the second farmhouse. Each apartment has an independent entrance and will have a private outdoor area equipped with table and chairs for your outdoor meals.
The owners, after a careful study of the origins and traditions of the place, have decided to keep the original core of the hamlet unaltered, enriching it with sober and essential finishes and furnishings, which will give you the opportunity to experience a holiday in contact with nature and the country lifestyle, together with the comforts of modern life.
The Agriturismo is located in an extremely scenic area, the view you will enjoy from your windows will remain etched in your memories for many years to come. In the farm's woods and olive groves it will be fantastic to take long, relaxing walks; if you love trekking, this is absolutely the place for you.
At your disposal, on hot summer days, is the large swimming pool (size 7x14 m. - depth 1.00-2.50 m. - open from 01 May to 30 September). For sports enthusiasts the tennis court, the table tennis table, and for dinners and grills with friends and family, a barbecue and a wood-burning oven. Laundry service and Wi-Fi Internet connection available (Internet on request at the house and in the owner's garden). Even your small four-legged friends will be welcome (extra charge could be required). On arrival and throughout your holiday, you will benefit from the owners' assistance in English and French and you will be able to taste and purchase an excellent organic extra virgin olive oil. Agriturismo Bevignano
Montebello
Unique independent house with WIFI, private pool, TV, patio, pets allowed and panoramic view
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9
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5
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4
Description
Property Summary
Nestled among the characteristic hills of Umbria, on the border with Tuscany, "Montebello" is a cosy and comfortable single-family holiday rental that offers an ideal retreat for those seeking relaxation and the opportunity to explore two of Italy's most celebrated regions. Located in the hamlet of Citerna, this charming property is surrounded by trees, fields, and vineyards, enjoying a quiet and sunny position in the open countryside. The house benefits from a well-kept private garden with a spacious lawn, perfect for outdoor leisure and sunbathing, as well as a courtyard that adds to the sense of space and privacy. Guests have access to a private swimming pool measuring 12 x 6 metres with a depth of 130 cm, available seasonally from 15 May to 25 September. Internet Wi-Fi access is provided within the house, keeping you connected throughout your stay, while convenient parking is available directly on the premises.
Outdoors
The outdoor spaces of "Montebello" are thoughtfully arranged to make the most of the property's scenic natural surroundings. The private garden features a well-maintained lawn ideal for sunbathing and relaxing in the open air, while the courtyard provides an additional outdoor area to enjoy the tranquillity of the Umbrian countryside. The patio offers a welcoming space for outdoor dining and unwinding, perfectly complementing the lush landscape of trees, fields, and vineyards that frame the property. The private swimming pool, measuring 12 x 6 metres with a depth of 130 cm, is available seasonally from 15 May to 25 September, providing a refreshing retreat during the warmer months.
Other Information
The property is equipped with a washing machine for added convenience during longer stays. Please be aware that the owner does not accept any youth groups. The surrounding countryside setting ensures a peaceful and private atmosphere throughout your visit.
Distances and Attractions
"Montebello" enjoys an excellent location for exploring the rich cultural and natural heritage of both Umbria and Tuscany. The property is situated 14 km from Città di Castello, 10 km from the centre of Anghiari, 25 km from the centre of Arezzo, 40 km from the centre of Cortona, and approximately 60 km from the lake, making it an ideal base for a wide range of day trips and cultural itineraries across both regions. For everyday needs, a shop is located just 1 km away, a supermarket 4 km away, and a restaurant and café are each within 1 km of the property. Public transport is easily accessible, with a bus stop only 210 metres away and the railway station "San Giustino" situated 12 km from the house. Montebello
Loft Borgo Syrah
Pretty property with WIFI, pool, TV and panoramic view
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6
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3
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3
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170 m2
Description
Loft Borgo Syrah is located 10 km (6 mi) from Cortona, Italy and only 24 km (15 mi) from Montepulciano in the tourist area "Cortona And Surroundings". Holiday home Loft Borgo Syrah is a beautiful property (170 sq m) that includes WiFi internet. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms.
The Experience
When you arrive at Loft Borgo Syrah you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday 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 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 six people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice Tuscan weather.
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 24 km (15 mi), Arezzo 35 km (22 mi), Perugia 52 km (33 mi), Montalcino 54 km (34 mi) and Siena 64 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 119 km (74 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 200 km (124 mi), Venice 358 km (222 mi) and Milan 407 km (253 mi).
Additional Information
Check-In Time: 14:00 - 19:00
Check-Out Time: 08:00 - 11:00
Pool Open: 15 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) 124 km (77 mi), Pisa (psa) 186 km (115 mi), Roma Ciampino (cia) 209 km (130 mi), Bologna (blq) 210 km (130 mi) and Roma Fiumicino (fco) 221 km (138 mi).
Loft Borgo Syrah
Villa Sole
Stunning independent holiday villa with private pool, sauna, hot tub, WIFI, A/C and TV
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11
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6
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5
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350 m2
Description
Vacation rental Villa Sole is a nice property (350 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to 11 guests comfortably in six bedrooms with five bathrooms. Conveniently located 6 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (17 mi) from Arezzo.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property perfect for a splendid holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 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: Arezzo 28 km (17 mi), Montepulciano 33 km (21 mi), Perugia 54 km (34 mi), Montalcino 68 km (42 mi) and Assisi 75 km (47 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 110 km (68 mi), Viareggio 194 km (121 mi), Forte Dei Marmi 204 km (127 mi), Rome 213 km (133 mi), Venice 353 km (219 mi) and Milan 397 km (246 mi).
Additional Information
Pool Open: 3 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) 118 km (73 mi), Pisa (psa) 178 km (111 mi), Bologna (blq) 202 km (126 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Additional Services
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Villa Sole
Villa Il Borgo
Independent Holiday rental with private pool, A/C, WIFI, TV, patio, panoramic view, close to Cortona
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8
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4
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4
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240 m2
Description
Conveniently located 3 km (2 mi) from Pergo, Italy and only 8 km (5 mi) from Cortona. Villa Il Borgo is a nice stone building (240 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 is composed of the main Villa and an annex.
The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the lovely Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 8 km (5 mi), Arezzo 35 km (22 mi), Montepulciano 37 km (23 mi), Perugia 54 km (34 mi) and Gubbio 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 137 km (85 mi), Viareggio 224 km (139 mi), Forte Dei Marmi 231 km (143 mi), Rome 219 km (136 mi), Venice 380 km (236 mi) and Milan 422 km (262 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Il Borgo. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 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) 205 km (127 mi), Roma Ciampino (cia) 228 km (142 mi), Bologna (blq) 229 km (142 mi) and Roma Fiumicino (fco) 240 km (149 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while learning the techniques required 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 sumptuous meal using local produce? The chef will schedule 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 additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - A babysitter can be organized at Villa Il Borgo. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa Il Borgo