Vacation Rentals with Internet in San Gimignanello, Italy
Results 321 - 340 of 646
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Description
If you decide to spend your holiday at Villa Leopoldina, you can stay in a historic building, a splendid example of a typical Tuscan house designed in the 18th century by the architects of Grand Duke Leopold of Lorraine, with the characteristic four overlapping arches on the façade. It will be a plunge into the past, when families were very numerous and these huge homes housed several generations under the same roof.
In front of the villa you will find the private garden and on the right-hand side the beautiful swimming pool (size 12x5 m, depth 1.40 m, completely enclosed - open from 01st May to 30th September). From here, every day, you can enjoy a splendid panoramic view over the city of Arezzo and its valleys, a view that becomes even more suggestive at night with the thousands of tiny lights that seem to chase each other. You will reach the centre of Arezzo in less than 10 minutes by car and here you will find all the necessary amenities and services, as well as museums, magnificent churches, cathedrals and monuments to visit.
One of the villa's bonuses is certainly its location. It is located within the Pomaio winery, a renowned winery that produces its excellent wines following the rules of eco-sustainability. Pomaio is listed as one of the 13 most beautiful Design Cellars in the Region of Tuscany for the Toscana Wine Architecture project, and this 'Green' philosophy was also followed for the renovation of the villa. In fact, thanks to the materials used, the villa has a high energy-saving rating, with positive effects both for the environment and for those who stay there in all seasons.
Therefore, in addition to living in the midst of an almost enchanted place, amidst splendid rows of vines that slope down towards the silhouette of the city, you will be able to taste the excellent wines in the wine cellar when you feel like taking a little walk and reaching it.
Villa Leopoldina is on two levels connected by a covered outdoor staircase. You will have two fully equipped kitchens, a washing machine and a dryer on each floor, Wi-Fi, air conditioning, and satellite TV. Villa Leopoldina is your perfect location for a holiday with all the comforts on an authentic 100-year-old residence.
On arrival day you will have the opportunity to enjoy a dinner offered by the owners (for stays of a minimum of 7 nights) and a welcome basket for breakfast the following day. Thanks to a wooden bridge at the back of the villa, the first floor is also accessible to persons with reduced mobility. Villa Leopoldina
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Description
You will find Villa Mandorlo inside the ancient Podere di Pomaio, just outside Arezzo. It is an old farmhouse that has been renovated following all of today's eco-sustainability standards, which are similarly applied to the entire estate, which produces and exports excellent Tuscan IGT and DOCG wines. Podere Pomaio's Bio-architecture winery is listed among the 14 most beautiful Design Cellars in Tuscany for the Toscana Wine Architecture project.
At the winery you can also book wine tastings and tours of the estate, we also recommend a visit to the beautiful vineyards, it is an experience not to be missed!
At Villa Mandorlo you will have at your disposal a private garden (about 5000 square metres) and a splendid swimming pool extremely panoramic, overlooking the valley, the surrounding chain of hills and the beautiful city of Arezzo, which, day and night, will offer you truly suggestive sceneries.
In Arezzo you will find all the conveniences of a big city. There are shops, supermarkets and typical restaurants, as well as valuable works of art by renowned artists such as Piero della Francesca and Giorgio Vasari.
The swimming pool, truly splendid, has the particularity of being shell-shaped (size 6.50x8.40 m - depth 1.30 m - open from 01st May to 30th September), and is just a few steps from the bright dining room, definitely one of the highlights of the villa. The dining room, with its large windows, offers not only a fantastic panorama but also the possibility of unforgettable dinners by the pool.
At Villa Mandorlo you will find yourself immersed in the atmosphere and charm of old Tuscan farmhouses. The excellent furnishings and equipment, as well as comfortable and functional, will allow you to spend a memorable holiday.
On the day of your arrival, the owners will be happy to offer you dinner (for stays of a minimum of 7 nights) and a welcome basket with ingredients for breakfast the following day. Villa Mandorlo
Mulino a Montegonzi di Rimaggio
Superb property with WIFI, pool, TV, patio, pets allowed and panoramic view
- 4
- 2
- 2
Description
Mulino a Montegonzi Di Rimaggio is located 2 km (1 mi) from Montegonzi, Italy and only 40 km (25 mi) from Greve In Chianti in the tourist area "Chianti". Vacation rental Mulino a Montegonzi Di Rimaggio is a lovely property (100 sq m) that includes WiFi internet. The property can sleep up to four people comfortably in two bedrooms with two bathrooms.
Your Experience
When you arrive you’ll find a beautiful clean well-maintained property ideal for a relaxing vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. There is a kitchen including plenty of tableware and cutlery for up to four people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 40 km (25 mi), Siena 44 km (27 mi), Arezzo 46 km (29 mi), Florence 58 km (36 mi) and Montepulciano 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 58 km (36 mi), Viareggio 155 km (96 mi), Forte Dei Marmi 162 km (101 mi), Rome 244 km (152 mi), Venice 311 km (193 mi) and Milan 354 km (220 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Mulino a Montegonzi Di Rimaggio. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 11:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 76 km (47 mi), Pisa (psa) 136 km (84 mi), Bologna (blq) 156 km (97 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
A car is essential as we are in a rural area.
Mulino Di Rimaggio
Montelucci Chianti Agrivilla
Wonderful private vacation rental with private pool, A/C, WIFI, TV, patio and panoramic view
- 14
- 7
- 6
Description
Montelucci Chianti Agrivilla is located 560 m (1795 ft) from Montegrossi, Italy and only 30 km (18 mi) from Greve In Chianti in the tourist area "Chianti". Montelucci Chianti Agrivilla is a nice stone building (400 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 14 people comfortably in seven bedrooms with six bathrooms.
The Experience
Upon arrival at Montelucci Chianti Agrivilla you’ll find a beautiful clean well-maintained property with views of the mountains and the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Outdoors you will also find a patio and barbecue grill. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the nice Tuscan weather.
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: Greve In Chianti 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
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) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a pleasant way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? 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 advice for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged 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 holiday hassle-free after a long trip. Ask for more details, including the supplemental 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 organized. Speak to the owner directly about this service after arriving.
Montelucci Chianti Agrivilla
Case Sant'Anna
Wonderful independent house with A/C, WIFI, hot tub, private pool, TV, patio, close to Cortona
- 18
- 9
- 8
Description
Case Sant'anna is located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. Case Sant'anna is a lovely holiday rental (300 sq m) with private pool, hot tub and air conditioning. The property can sleep up to 18 guests comfortably in nine bedrooms with eight bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
Outdoor Jacuzzi, Included in rental price. Open during the same period of the swimming pool.
Please note that the garden is not fenced.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
The Experience
After arriving at Case Sant'anna you’ll find a lovely clean well-maintained property ideal for a splendid holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a barbecue grill, hot tub and patio.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Case Sant'anna. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:30 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).
Case Sant'anna
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- 5
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Description
Villa Claudia is a beautiful stone building (260 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms. Villa Claudia is located 1 km (3854 ft) from Montegonzi, Italy and only 35 km (22 mi) from Greve In Chianti in the tourist area "Chianti".
The owners live 50m from the accommodation and have a dog, however their property is totally fenced as well.
The Experience
Upon arrival at Villa Claudia you’ll find a beautiful clean well-maintained property with views of the mountains and the hills ideal for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. 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 ten people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful 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: Greve In Chianti 35 km (22 mi), Arezzo 46 km (29 mi), San Gimignano 55 km (34 mi), Siena 58 km (36 mi) and Florence 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 152 km (95 mi), Forte Dei Marmi 162 km (101 mi), Rome 250 km (155 mi), Venice 312 km (194 mi) and Milan 355 km (220 mi).
Additional Information
Check-In Time: 16:30 - 19:00
Check-Out Time: 08:00 - 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) 76 km (47 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 160 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Bike rental - on request and depending on the availability, you can rent a bike on the spot (cost to be arranged with the owner).
Tour guide - if you are interested, there is the possibility of arranging a guided tour of Florence (on request and against extra costs to be arranged with the owner).
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 fun way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. 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 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.
Villa Claudia
Book your vacation for the period from 25 April 2026 to 09 May 2026 and save 10% (minimum 5 nights). Offer valid until 09 May 2026.
Villa Chiara
Private Villa with WIFI, private pool, A/C, TV, terrace, panoramic view, close to Cortona
- 8
- 3
- 3
Description
Holiday home Villa Chiara is a lovely stone building (120 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to eight guests comfortably in three bedrooms with three bathrooms. Conveniently located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful vacation 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 veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 5 km (3 mi), Montepulciano 29 km (18 mi), Arezzo 33 km (20 mi), Perugia 48 km (30 mi) and Assisi 65 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (76 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 373 km (231 mi) and Milan 416 km (258 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 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) 136 km (85 mi), Pisa (psa) 197 km (122 mi), Bologna (blq) 217 km (135 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Special Services
Cooking Lessons - Learn 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 pleasant way to spend time with friends and family while learning the secrets vital to prepare delicious 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 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 - The owner can organize 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 individual tour and number of people.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the additional cost and how to schedule 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 when you arrive.
Villa Chiara
Villa Portole Due
Wonderful private villa rental with private pool, A/C, WIFI, TV, patio, panoramic view, near Cortona
- 4
- 2
- 2
Description
Nice indipendent stone villa which have been recently restored. This property is situated in panoramic location on the hills surrounding the beautiful medieval town of Cortona which is only 10 km away. The villa offers comfortable interiors furnished in a rustic style and provide a private furnished outdoor area.
A secondary road connecting the small villages on the hills surrounding Cortona passes nearby.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
Distances: Portole with a food shops and a restaurant 500 m away, Cortona with all kinds of shops 9 km, Lake Trasimeno approx. 20 km away, Città di Castello 30 km away. Arezzo 35 km away.
At guests’ disposal: private furnished outdoor area, private and fenced swimming-pool (8 x 4 m - maximum depth 1,40 m – open from 29/04 to 28/10), barbecue, playground for children. Parking within the grounds. The villa is provided with a laundry room and with air-conditioning.
Extra Services: baby bed available on request (free of charge). Maid service available by arrangement at € 18,- / per hour to be paid on the spot.
Please carefully check if there are any extra costs to be paid on site! Villa Portole Due
Book your vacation for the period from 25 April 2026 to 30 May 2026 and save 5% (minimum 7 nights).
Villa Torreone
Amazing holiday rental with WIFI, A/C, private pool, TV and panoramic view, near Cortona
- 8
- 4
- 4
Description
Conveniently located 2 km (1 mi) from Torreone, Italy in the tourist area "Cortona And Surroundings" and only 4 km (3 mi) from Cortona. Property Villa Torreone is a nice stone building (300 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.
What to Expect
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains perfect for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 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).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning 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 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 scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving 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 visit that can be arranged by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Torreone. Inquire for more details, including the extra cost and how to organize this service.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service when you arrive.
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
Villa Eleonora
Pretty private holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, near Cortona
- 8
- 4
- 5
Description
Conveniently located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a nice vacation rental (170 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms.
What to Expect
When you arrive 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 ideal for a relaxing 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 visiting museums. 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, 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 veranda where you can enjoy the weather while dining outdoors.
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: Cortona 6 km (4 mi), Montepulciano 30 km (19 mi), Arezzo 33 km (21 mi), Perugia 49 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 417 km (259 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Eleonora. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Bologna (blq) 218 km (136 mi), Roma Ciampino (cia) 221 km (138 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Special Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner upon arrival or inquire 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 arranged. Speak to the owner directly about this service when you arrive.
Villa Eleonora
Book your vacation for the period from 28 March 2026 to 02 May 2026 and save 10% (minimum 7 nights). Offer valid until 02 May 2026.
Villa del Castagno
Unique private holiday home with WIFI, A/C, private pool, TV, patio, panoramic view, near Cortona
- 7
- 3
- 3
Description
Villa Del Castagno is located 1 km (4118 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Del Castagno is a beautiful stone building (190 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to seven people comfortably in three bedrooms with three bathrooms.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation 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 barbecue grill and patio. 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 seven people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 6 km (4 mi), Montepulciano 30 km (18 mi), Arezzo 33 km (21 mi), Perugia 48 km (30 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 130 km (81 mi), Viareggio 217 km (135 mi), Forte Dei Marmi 224 km (139 mi), Rome 212 km (132 mi), Venice 373 km (232 mi) and Milan 416 km (259 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 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) 137 km (85 mi), Pisa (psa) 198 km (123 mi), Roma Ciampino (cia) 221 km (137 mi), Bologna (blq) 225 km (140 mi) and Roma Fiumicino (fco) 234 km (145 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the additional cost, please contact us.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, 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 arranged. Speak to the owner directly about this service when you arrive.
Villa Delle Fragole
Villa del Sole
Pretty private vacation home with hot tub, sauna, pool, A/C, WIFI, TV, terrace, close to Cortona
- 10
- 4
- 5
Description
Property Villa Del Sole is a lovely stone building (280 sq m) that includes WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in four bedrooms with five bathrooms. Conveniently located 1 km (4276 ft) from Torreone, Italy in the tourist area "Cortona And Surroundings" and only 4 km (2 mi) from Cortona.
On site there is a further apartment occasionally used by the owner, which has a separate entrance and garden.
Your Experience
After arriving you’ll find a lovely clean well-maintained property with views of the hills and the mountains 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. 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, 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 nice 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: 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 vacation 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).
Additional 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 - 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 - A babysitter can be organized at Villa Del Sole. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa Del Sole
Villa Lilli & Spa
Private Villa rental with hot tub, private pool, WIFI, A/C, sauna, TV, patio, near Cortona
- 6
- 3
- 3
Description
Villa Lilli & Spa is a beautiful stone building (200 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to six guests comfortably in three bedrooms with three bathrooms. Villa Lilli & Spa is located 1 km (4646 ft) from Terontola, Italy and only 10 km (6 mi) from Cortona.
The Experience
After arriving you’ll find a lovely clean well-maintained property with views of the mountains and 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. Also available outdoors are a barbecue grill, patio and hot tub. 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 six people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Tuscan weather.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 10 km (6 mi), Montepulciano 28 km (18 mi), Arezzo 35 km (21 mi), Perugia 44 km (27 mi) and Montalcino 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (138 mi), Rome 211 km (131 mi), Milan 416 km (258 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) 134 km (83 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (136 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Additional Services
Tours - The owner can organize custom tours for your group. To learn 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.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Lilli & Spa. Ask for more details, including the additional cost and how to arrange this service.
Villa Lilli & Spa
Case Sant'Anna 14
Amazing private vacation home with hot tub, WIFI, private pool, A/C, TV, patio, close to Cortona
- 14
- 7
- 6
Description
Conveniently located 9 km (6 mi) from Terontola, Italy and only 12 km (8 mi) from Cortona. Case Sant'anna 14 is a beautiful holiday rental (230 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to 14 people comfortably in seven bedrooms with six bathrooms. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
The property Case Sant'Anna is completely independent.
Truffle hunting experience in the proximity of the property, to be requested at the time of booking
Outdoor Jacuzzi, included in the rental price. Open during the same period of the swimming-pool.
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property perfect for a peaceful vacation 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. Also available outside are a patio, barbecue grill and hot tub. 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 14 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 12 km (8 mi), Montepulciano 26 km (16 mi), Arezzo 36 km (22 mi), Perugia 52 km (32 mi) and Montalcino 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 124 km (77 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (135 mi), Rome 206 km (128 mi), Venice 367 km (228 mi) and Milan 410 km (255 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Case Sant'anna 14. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 21:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 131 km (82 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 215 km (134 mi), Bologna (blq) 218 km (135 mi) and Roma Fiumicino (fco) 228 km (141 mi).
Case Sant'anna 14
Villa del Monte
Wonderful independent house with hot tub, WIFI, A/C, private pool, TV, pets allowed, panoramic view
- 12
- 5
- 5
Description
Property Villa Del Monte is a nice stone building (320 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to 12 people comfortably in five bedrooms with five bathrooms. Villa Del Monte is located 9 km (5 mi) from Montevarchi, Italy and only 31 km (19 mi) from Arezzo in the tourist area "Arno Valley".
What to Expect
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation 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. Also available outside are a barbecue grill and playground. 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 and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the lovely Tuscan weather.
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: Arezzo 31 km (19 mi), Greve In Chianti 41 km (25 mi), Siena 52 km (33 mi), Florence 66 km (41 mi) and Montepulciano 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (100 mi), Rome 248 km (154 mi), Venice 310 km (192 mi) and Milan 353 km (219 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Del Monte. 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) 74 km (46 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 158 km (98 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (167 mi).
Villa Le Fonti
Villa Taragnano
Beautiful independent house with private pool, A/C, WIFI and patio, close to Cortona
- 10
- 5
- 3
Description
Villa Taragnano is a lovely stone building (300 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to ten people comfortably in five bedrooms with three bathrooms. Villa Taragnano is located 540 m (1742 ft) from Sant'enea, Italy and only 17 km (10 mi) from Cortona in the tourist area "Cortona And Surroundings".
The Experience
After arriving at Villa Taragnano 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 and patio. There is a kitchen including coffee machine and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 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
L'Orlo del Bosco
Pretty holiday rental with private pool, WIFI, TV, terrace, pets allowed and panoramic view
- 5
- 2
- 2
Description
Property Summary
L'Orlo del Bosco is a charming and cozy country house that underwent renovation in 2015. This beautiful two-storey semi-detached house offers a delightful vacation rental experience. Surrounded by fields and trees, it provides a tranquil setting just 1 km away from the center of Levane and 4 km from Bucine's town center. The property boasts a shared fenced area spanning 20,000 m2, complete with a terraced garden adorned with plants and trees, as well as a meadow. Guests can indulge in the convenience of amenities like a Swimming Pool, Yard, Internet Wifi, Parking, and an EV Charging Station.
Outdoors
Embrace the charm of an idyllic private vacation at this property. Relish the delights of a lovely swimming pool measuring 10 x 4 meters, available seasonally from May 1st to September 30th, with pool opening hours from 9:00 AM to 8:00 PM. The outdoor oasis also features an alfresco shower, a terrace, garden furniture, and a barbecue area, inviting you to savor the serene surroundings. The pool maintenance is taken care of by the owner/gardener. Accessibility is ensured via a 300m unmade road, and roofed parking is provided on the premises.
Other Information
This charming holiday rental is perfect for families, offering the convenience of baby equipment included in the rental. Guests can enjoy a delightful vacation experience surrounded by nature while staying connected with the provision of internet and wifi.
Distances and Attractions
The property's prime location offers easy access to various amenities and attractions. The nearest shop and supermarket are just 4 km away, while a restaurant is a mere 1.5 km from the property. The Bucine railway station is also conveniently situated 4 km away. For those seeking relaxation, the Rapolano Terme thermal baths are 30 km from the property. Nearby attractions include the cities of Arezzo (28 km), Siena (44 km), and Florence (53 km), providing ample opportunities for exploration and cultural immersion. L'Orlo del Bosco
- 6
- 3
- 3
Description
Property Summary
Nestled on the eastern hills of the Chianti region in Montevarchi, Italy, "Tegliaia" is a beautifully restored Tuscan stone country house offering an exceptional holiday rental experience for guests seeking tranquility and authentic rural charm. Surrounded by olive groves and commanding a remote panoramic view of the Tuscan countryside, this detached and renovated property sits in a quiet, sunny position on a gentle slope, providing the perfect setting for a peaceful retreat. The villa benefits from a private fenced swimming pool measuring 5 x 10 meters, ensuring both privacy and relaxation during warm-weather stays. The expansive yard surrounding the property enhances the sense of space and seclusion, allowing guests to fully immerse themselves in the natural beauty of the Chianti landscape. Staying connected is effortless thanks to internet WiFi access available throughout the house, while on-site parking ensures a convenient and stress-free arrival for all guests.
Outdoors
The outdoor spaces at "Tegliaia" have been thoughtfully arranged to complement the stunning natural surroundings and invite guests to make the most of the Tuscan climate. The private swimming pool, fenced for safety and measuring 5 x 10 meters with a depth of 140 cm, is available seasonally from May 27th to September 30th, offering a refreshing retreat during the warmer months. An outdoor shower is conveniently located nearby for guests returning from a swim. A charming arbor of 20 square meters provides a shaded area ideal for relaxing or dining al fresco, while the terrace offers additional space to enjoy the sweeping panoramic views of the surrounding countryside. Garden furniture and a barbecue complete the outdoor setup, making it easy to host memorable outdoor meals and gatherings in a truly picturesque setting.
Other Information
"Tegliaia" is equipped with a central heating system, which is available exclusively from November 1st to April 15th and is to be paid on the spot during this period. A washing machine is also available for guest use, adding a practical convenience for longer stays. The property is accessed via a narrow motor road situated 50 meters from an unmade road, and guests are advised to take note of this access route when planning their arrival. The house rules and check-in and check-out procedures should be confirmed directly with the property management prior to arrival.
Distances and Attractions
"Tegliaia" enjoys a privileged countryside location that places guests within easy reach of a wide range of services, towns, and cultural attractions. A grocery store is located just 2 km away, and a restaurant can also be found at the same distance, ensuring that everyday dining needs are effortlessly met. A shopping center is situated 5 km from the property, as is the Montevarchi railway station, providing convenient access to regional rail connections. The historic town of Montegonzi lies 7 km away, while Bucine can be reached within 10 km. For those wishing to explore the heart of the Chianti wine country, Gaiole in Chianti is 24 km away, the impressive Castello di Meleto is 27 km distant, Radda in Chianti is 28 km away, and Castellina in Chianti can be reached within 39 km. The renowned city of Siena is approximately 45 km from the property, and Florence, with its world-famous art and architecture, is just 50 km away, making both destinations highly accessible for day trips. Tegliaia
- 12
- 5
- 3
Description
Property Summary
Podere Villa Lavinia is a charming vacation rental located at the gates of Chianti. The property comprises two houses accommodating eight and four people respectively, both equipped with kitchens. Enjoy the amenities including a swimming pool, yard, internet WiFi, and parking facilities. The manor house, known as 'Villa Lavinia,' enjoys a sunny position just 1 km from the center of Montevarchi, Italy.
Outdoors
Guests of Podere Villa Lavinia can revel in the shared 10-hectare fenced garden, offering privacy and serenity. Relax in your own private garden or take a dip in the seasonal swimming pool (8 x 4 meters, 135 cm depth), available from April 8th to October 28th. Unwind on the garden furniture or fire up the barbecue for an alfresco dining experience.
Other Information
The holiday rental provides conveniences like reception, WiFi, and heating (November 1st to April 15th). Access the property via a 200-meter unmade road, and park your vehicles in the roofed parking area on-site. Soak in the hot tub after a day of exploring the nearby attractions.
Distances and Attractions
Podere Villa Lavinia is ideally situated near charming locales like Cavriglia, Gaiole in Chianti, Radda in Chianti, Castellina in Chianti, Siena, and Montalcino. It's just 5 km from the Montevarchi railway station and 39 km from the Rapolano Terme thermal baths. This vacation rental offers a tranquil retreat while being close to local attractions, making it perfect for those seeking a rejuvenating getaway. Villa Lavinia
Tegliaia
Unique independent vacation rental with WIFI, private pool, A/C, TV, patio and panoramic view
- 10
- 5
- 5
Description
Property Summary
La Tegliaia is a traditional Tuscan stone house divided into two separate apartments that can accommodate up to six people. This vacation rental in Montevarchi, Italy, offers a Swimming Pool, Yard, Internet Wifi, and Parking. The property is a beautiful detached country house situated in a secluded panoramic position, surrounded by olive trees on the eastern side of Chianti.
Outdoors
The property features a fenced swimming pool measuring 5 x 10 meters with a depth of 140 cm, available seasonally from May 27th to September 15th. Outdoor amenities include an arbor measuring 20 m2, a terrace, garden furniture, and a barbecue.
Other Information
The house is equipped with a central heating system, a washing machine, and heating is available from November 1st to April 15th, which must be paid on the spot. The property is accessible via a narrow motor road.
Distances and Attractions
La Tegliaia is located in the countryside, 5 km from the center of Montevarchi, 45 km from Siena, and 50 km from Florence. The nearest grocery store is 2 km away, and the shopping center is 5 km away. Nearby attractions include Montegonzi, Bucine, Gaiole in Chianti, Castello di Meleto, Radda in Chianti, and Castellina in Chianti. Tegliaia
