Valiano Vacation Villa Rentals
Results 41 - 60 of 500
Villa Chiara
Independent Property with private pool, WIFI, A/C, TV, terrace, panoramic view, near Cortona
- 8
- 3
- 3
Description
Villa Chiara is located 890 m (2904 ft) from Il Castagno, Italy and only 5 km (3 mi) from Cortona. Holiday home Villa Chiara is a beautiful 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.
Your Experience
After arriving at Villa Chiara you’ll find a nice clean well-maintained property with views of the hills perfect 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 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 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 veranda is the perfect setting to enjoy food, family and the lovely 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: 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 - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while discovering the secrets required to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will 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.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
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 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 arranged. Speak to the owner directly about this service upon arrival.
Villa Chiara
- 10
- 5
- 5
In high demand!
Description
Villa Milluzzi is located 1 km (3432 ft) from Ronzano, Italy and only 12 km (8 mi) from Cortona in the tourist area "Cortona And Surroundings". Holiday home Villa Milluzzi is a lovely property (320 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property perfect for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on 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 27 km (17 mi), Arezzo 28 km (17 mi), Montalcino 55 km (34 mi) and Perugia 63 km (39 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday rental, only 15 km (9 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 201 km (125 mi), Venice 362 km (225 mi) and Milan 405 km (252 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) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Roma Ciampino (cia) 210 km (130 mi), Bologna (blq) 211 km (131 mi) and Roma Fiumicino (fco) 222 km (138 mi).
More Services
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Milluzzi
Casa della Selce
Superb property with WIFI, private pool, TV, pets allowed, panoramic view, close to Montepulciano
- 12
- 3
- 1
Description
Casa Della Selce is located in Foiano Della Chiana, Italy and only 19 km (12 mi) from Montepulciano in the tourist area "Cortona And Surroundings". Casa Della Selce is a nice holiday rental (120 sq m) with WiFi internet and private pool. The property can accommodate up to 12 guests comfortably.
On the upper floor is another apartment inhabited by a couple, but has its own separate entrance and they do not share any spaces with guests, except for the parking.
What to Expect
Upon arrival at Casa Della Selce you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. Regardless of how you spend your days - sightseeing, shopping, 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 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: Montepulciano 19 km (12 mi), Cortona 21 km (13 mi), Arezzo 29 km (18 mi), Montalcino 47 km (29 mi) and Siena 57 km (35 mi).
Some other major tourist destinations you should consider visiting are: Florence 110 km (69 mi), Viareggio 197 km (122 mi), Forte Dei Marmi 204 km (127 mi), Rome 192 km (119 mi), Venice 350 km (217 mi) and Milan 395 km (245 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Casa Della Selce. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 14:00 - 21:00
Check-Out Time: 09:00 - 11:00
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) 116 km (72 mi), Pisa (psa) 178 km (111 mi), Bologna (blq) 202 km (126 mi), Roma Ciampino (cia) 203 km (126 mi) and Roma Fiumicino (fco) 214 km (133 mi).
Casa Belvedere
Book 20 days or less before the arrival date and receive a 7 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Fulvia
Independent Villa rental with WIFI, A/C, hot tub, TV, veranda, panoramic view, near Montepulciano
- 10
- 3
- 3
Description
Conveniently located in Chianciano Terme, Italy in the tourist area "Orcia Valley" and only 11 km (7 mi) from Montepulciano. Villa Fulvia is a lovely stone building (360 sq m) with air conditioning, WiFi internet and hot tub. The property can accommodate up to ten guests comfortably.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a hot tub, barbecue grill and playground. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, 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: Montepulciano 11 km (7 mi), Montalcino 37 km (23 mi), Cortona 42 km (26 mi), Perugia 65 km (41 mi) and Arezzo 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 142 km (88 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 236 km (146 mi), Rome 184 km (114 mi), Venice 384 km (239 mi) and Milan 429 km (267 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 147 km (92 mi), Roma Ciampino (cia) 186 km (115 mi), Roma Fiumicino (fco) 196 km (122 mi), Pisa (psa) 210 km (130 mi) and Bologna (blq) 237 km (147 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 fun way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - A babysitter can be arranged at Villa Fulvia. If you're traveling with kids and would like some alone time, speak to the owner directly about this option upon arrival.
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.
La Vittoria 10
Book 7 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Il Viaggiolo
Wonderful independent vacation home with private pool, WIFI, TV and pets allowed, close to Arezzo
- 9
- 4
- 4
Description
If you have imagined your holiday immersed in the Tuscan countryside, if your dream is to wake up in the morning, open the windows and find yourself surrounded by golden sunflowers and ears of corn, Il Viaggiolo is the house for you. From your windows, from the garden, from the swimming pool you will have, as far as the eye can see, cultivated fields, vineyards, olive groves and rolling hills that change colour with the seasons.
Here and there are ancient villages rich in history and tradition. One of these is Marciano della Chiana (3 km), dominated by its castle, over which the mighty tower stands like a grim sentinel, majestically overlooking the valley below. You could do your shopping in grocery stores and supermarkets in Foiano della Chiana, also about 3 km away.
Il Viaggiolo is an old farmhouse that in recent years has regained its original beauty. The wooden beams, the warm colours used and the stylish furniture give it a cosy and comfortable atmosphere that will make you feel immediately comfortable and welcome. The farmhouse will be the ideal place for your family holidays, the outdoor space, large and safe, will allow your children to run and explore while you enjoy an aperitif by the pool. Or even if you are travelling in a group, Il Viaggiolo will provide you with large and comfortable space for dinners with your friends, or it can also serve as a starting point for your trips to discover the villages and cities of art in central Italy.
The farmhouse is surrounded by a large garden shaded by tall trees, decorated with pots and flowers and equipped with table, chairs, umbrellas, swing and barbecue. Under the large centuries-old oak tree, to the side of the house, there is a small corner designed for relaxing with a good book or for an evening chat with friends and a glass of wine. The beautiful 5 x 10 m swimming pool (depth 1.40 m - open from 01st May to 30th September), for your exclusive use, has sunbeds and umbrellas and a comfortable bathroom with shower. Two covered parking spaces are also available.
Something we are sure you will not forget about your holiday at Viaggiolo is the kindness and courtesy of the owners, who will spoil and pamper you in every possible way. Il Viaggiolo
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- 4
- 2
Description
Santa Vittoria is located on the first floor of a typical farmhouse in a panoramic position on top of a hill covered with vineyards and olive groves. It is part of an important farm producing excellent wine and fine extra virgin olive oil, which you can taste and buy.
From the windows of the old farmhouse, you will enjoy an incomparable view of the suggestive landscape of the Valdichiana hills, where, scattered here and there, you will glimpse beautiful farmhouses, 19th-century villas and medieval villages dominated by mighty castles. An idyllic setting that will be nourishment for both your eyes and your mind.
Santa Vittoria is an old house with a special appeal. The wooden ceilings, the floors all in Tuscan terracotta and the original period furnishings give it a very rustic and characteristic charm. You will experience your stay in an atmosphere of old, simple and essential things.
On the ground floor of the farmhouse lives, occasionally, the property caretaker who will be a discreet point of reference in case of need.
You will have at your disposal, in front of the house, a large green area equipped with a pergola and garden furniture, perfect for your evenings in the open air. About 250 metres away, near another farmhouse that is also part of the farm, you will find the laundry room and the swimming pool area (size 7x12 m, depth 1.20 - 1.80 - open from 01st May to 30th September) that you can use together with the owner and his guests.
Santa Vittoria is a country house that you will remember, not only for its location, but also for the sensations that a holiday spent here will leave you. Santa Vittoria
Villa Eleonora
Private House with private pool, A/C, WIFI, TV, patio, pets allowed, panoramic view, near Cortona
- 8
- 4
- 5
Description
Villa Eleonora is located 2 km (5121 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona. Villa Eleonora is a lovely 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
After arriving 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 ideal for a relaxing 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, 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 veranda is the perfect setting to enjoy food, family and the nice 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 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).
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 when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Eleonora. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
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 rental with A/C, private pool, WIFI, TV, patio, panoramic view, near Cortona
- 7
- 3
- 3
Description
Villa Del Castagno is a nice stone building (190 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to seven people comfortably in three bedrooms with three bathrooms. Conveniently located 1 km (4118 ft) from Il Castagno, Italy and only 6 km (4 mi) from Cortona.
Your Experience
After arriving 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. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to seven 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.
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 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 required to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while learning the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the extra 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 inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be arranged. Speak to the owner directly about this service upon arrival.
Villa Delle Fragole
Casa Mulinello
Fabulous independent villa with WIFI, patio and panoramic view, close to Montepulciano
- 6
- 3
- 2
Description
Casa Mulinello is a beautiful stone building (90 sq m) with WiFi internet. The property can sleep up to six guests comfortably in three bedrooms with two bathrooms. Casa Mulinello is located 790 m (2587 ft) from Montefollonico, Italy and only 7 km (5 mi) from Montepulciano in the tourist area "Orcia Valley".
On the same property there is another independent house Casa Banditello: the two houses only share the parking, but they both have their private garden and entrance.
The Experience
Upon arrival at Casa Mulinello you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private garden where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing. A real benefit of renting a home, instead of multiple hotel rooms, is the ability to relax after a busy day of sightseeing with family and friends. Enjoy a meal together along with some local wine to finish the day. For your pleasure, on the grounds there is a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 7 km (5 mi), Cortona 32 km (20 mi), Montalcino 33 km (21 mi), Arezzo 49 km (31 mi) and Siena 63 km (39 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 204 km (127 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Check-In Time: 17:00 - 18:00
Check-Out Time: 08:00 - 09:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 213 km (132 mi), Bologna (blq) 214 km (133 mi) and Roma Fiumicino (fco) 225 km (140 mi).
Casa Mulinello
- 6
- 3
- 2
Description
Casa Banditello is located 790 m (2587 ft) from Montefollonico, Italy and only 7 km (5 mi) from Montepulciano in the tourist area "Orcia Valley". Holiday home Casa Banditello is a lovely stone building (130 sq m) that includes WiFi internet. The property can accommodate up to six guests comfortably in three bedrooms with two bathrooms.
On the same property there is another independent house Casa Mulinello: the two houses only share the parking, but they both have their private garden and entrance.
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 perfect for a splendid holiday in Tuscany. For your pleasure you will find a private garden where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. 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. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 7 km (5 mi), Cortona 32 km (20 mi), Montalcino 33 km (21 mi), Arezzo 49 km (31 mi) and Siena 63 km (39 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 204 km (127 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Check-In Time: 17:00 - 18:00
Check-Out Time: 08:00 - 09:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 213 km (132 mi), Bologna (blq) 214 km (133 mi) and Roma Fiumicino (fco) 225 km (140 mi).
Casa Banditello
Fonte della Chiana
Beautiful private house with private pool, A/C, sauna, WIFI, hot tub, TV, near Cortona
- 17
- 6
- 6
In high demand!
Description
Conveniently located 6 km (4 mi) from Foiano Della Chiana, Italy in the tourist area "Cortona And Surroundings" and only 21 km (13 mi) from Cortona. Fonte Della Chiana is a lovely stone building (500 sq m) with private pool, air conditioning and WiFi internet. The property can accommodate up to 17 guests comfortably in six bedrooms with six bathrooms.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a hectic day of sightseeing, 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 and refrigerator, as well as, plenty of tableware and cutlery for up to 17 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
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 21 km (13 mi), Arezzo 23 km (14 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Siena 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 200 km (124 mi), Venice 345 km (215 mi) and Milan 387 km (240 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 June - 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) 110 km (68 mi), Pisa (psa) 170 km (106 mi), Bologna (blq) 194 km (121 mi), Roma Ciampino (cia) 209 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Villa Ripa
Podere i Prati
Beautiful private villa rental with private pool, A/C, WIFI, terrace and panoramic view
- 8
- 4
- 3
Description
Comfortable country house in a renovated property dating back to the 1500s, perched in a scenic spot among the Val d’Orcia hills.
Podere i Prati offers 4 bedrooms and large common areas to comfortably accommodate up to 8 people. It is the ideal place to bring together a large family or group of friends. The tastefully furnished interiors are equipped with all amenities for relaxation and peace of mind.
The house is part of a farm with olive groves which produces superb extra virgin olive oil.
The owners live in part of the house on the property, but they do not use the pool, terrace or garden.
Podere i Prati is ideally located for a relaxing, peaceful stay in nature, as well as an excellent base for exploring the Val d’Orcia’s charming nearby towns and villages, such as Sarteano, Chianciano Terme, San Casciano dei Bagni, Montepulciano, Pienza, and Montalcino; and Tuscany’s art cities like Florence, Siena and Arezzo.
At guests’ disposal: 4 bedrooms, 3 bathrooms, (sleeps 8); private pool exclusively for property guests (12 x 6 meters; minimum depth: 1,1 meters; maximum depth: 1,5 meters); garden; terrace with panoramic views and a table and chairs for dining outside; barbecue; Wifi internet; geothermal cooling system (in summer the temperature cannot go below 24°C), parking.
Distances: Chianciano Terme (shops of all kinds) 8 km, Sarteano 10 km, Montepulciano 13 km, Bagno Vignoni 20 km, Pienza 22 km, San Casciano dei Bagni 26 km, Montalcino 36 km, Cortona 49 km, Orvieto 65 km, Arezzo 66 km, Siena 68 km, Perugia 83 km, Florence 136 km, Rome 175 km.
Please check carefully for any extras that must be paid at the property! Podere i Prati
Villa della Regina
Wonderful private villa rental with WIFI, A/C, private pool, hot tub, TV, patio, near Montepulciano
- 15
- 7
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Description
Conveniently located 1 km (3273 ft) from Fonte Della Regina, Italy in the tourist area "Orcia Valley" and only 17 km (10 mi) from Montepulciano. Villa Della Regina is a beautiful holiday home (600 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 15 people comfortably in seven bedrooms with seven bathrooms.
What to Expect
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of shopping. For your pleasure, on the grounds there is a barbecue grill and patio.
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: Montepulciano 17 km (10 mi), Montalcino 49 km (30 mi), Cortona 58 km (36 mi), Perugia 64 km (40 mi) and Arezzo 68 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 141 km (88 mi), Viareggio 225 km (140 mi), Forte Dei Marmi 235 km (146 mi), Rome 174 km (108 mi), Venice 380 km (236 mi) and Milan 428 km (266 mi).
Additional Information
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 147 km (91 mi), Roma Ciampino (cia) 183 km (114 mi), Roma Fiumicino (fco) 196 km (122 mi), Pisa (psa) 209 km (130 mi) and Bologna (blq) 233 km (145 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the supplemental costs.
Villa Conti Galgani
Villetta di Cortona
Superb private villa with A/C, private pool, WIFI, TV, patio, pets allowed, panoramic view
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Description
Villetta Di Cortona is located 12 km (7 mi) from Cortona, Italy and only 22 km (14 mi) from Montepulciano. Vacation rental Villetta Di Cortona is a lovely property (90 sq m) that includes private pool, air conditioning and 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 nice clean well-maintained property ideal for a splendid 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. For your pleasure, on the grounds there is a patio and barbecue grill.
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: Montepulciano 22 km (14 mi), Perugia 49 km (30 mi), Arezzo 49 km (30 mi), Montalcino 57 km (35 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 207 km (129 mi), Forte Dei Marmi 214 km (133 mi), Rome 202 km (126 mi), Venice 364 km (226 mi) and Milan 407 km (253 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villetta Di Cortona. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 06:00 - 09:00
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 128 km (79 mi), Pisa (psa) 188 km (117 mi), Roma Ciampino (cia) 212 km (131 mi), Bologna (blq) 212 km (132 mi) and Roma Fiumicino (fco) 224 km (139 mi).
The garden is fully enclosed.
Up to 3 dogs are accepted. Villino Cortona
Book your vacation for the period from 04 April 2026 to 16 May 2026 and save 20% (minimum 3 nights).
Book your vacation for the period from 26 September 2026 to 28 November 2026 and save 20% (minimum 3 nights).
Villa Margherita
Beautiful private property with private pool, WIFI, TV, patio, pets allowed and panoramic view
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Description
Charming independent villa with private swimming-pool situated in panoramic location, on the hills around the beautiful medieval town of Cortona, approx. 750 m above sea level. This property is surrounded by beautiful woods and offers tastefully furnished interiors and a cosy atmosphere. The location is ideal to enjoy the peace of the Tuscan landscape and at the same time to visit the most important historical cities of the area.
The access to the property is via an unpaved but well-maintained road.
Distances: the small village of Portole with food shops 6 km away, Cortona with al kinds of shops 13 km, Città di Castello and Arezzo approx. 40 km. Lake Trasimeno is about 30 km away.
At guests’ disposal: furnished garden, beautiful irregular-shaped swimming-pool (ca. 7 x 14 m – maximum depth 2,4 m), veranda equipped with tables and chairs for “al fresco” dining, barbecue. Use of a washing-machine and ironing facilities. Parking with the grounds.
Extra Services: Baby bed available on request. Upon request chef service available for nice Tuscan dinners.
Please carefully check if there are any extra costs to be paid on site! Villa Margherita
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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Description
Conveniently located 6 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (17 mi) from Arezzo. Villa Sole is a beautiful vacation rental (350 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 11 people comfortably in six bedrooms with five bathrooms.
Your Experience
Upon arrival you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property 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. 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 holiday. The kitchen includes coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 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: 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 holiday 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).
More Services
Tours - Custom tours can be organized 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 individual tour and number of people.
Villa Sole
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Someone just enquired about this property!
Description
San Eusebio is an independent portion of a beautiful stone farmhouse with ancient peasant origins. You will find it nestled in an extremely panoramic position on the silver olive-covered hill of S. Pietro a Cegliolo, not far from the beautiful town of Cortona.
You will instantly fall in love with Cortona. Its cobbled lanes, noble palaces, panoramic viewpoints across the Valdichiana to Lake Trasimeno, its churches and numerous monuments are all not to be missed. You will spend lazy days, strolling around while eating an ice cream, immersed in an atmosphere of ancient times. We advise you not to miss out on a few evenings in the numerous typical restaurants in the historic centre, you absolutely must try the Tuscan cuisine and the many delicacies it offers!
The owners of the house have carefully restored it with absolute respect for the old architectural features: the wooden beams, ceilings, fixtures and terracotta floors are those of yesteryear. Colours, decorations, finishing works and furnishings are perfectly in tune with the characteristics of the house, a perfect rustic style to take you back in time.
In front of the house, there is a large green area at your disposal, a gazebo with garden furniture ideal for enjoying outdoor dining in harmony with the landscape below and the lights in the distance. Immersed among the olive trees is a lovely swimming pool (size 3.5x6 m, depth 0.60-1.50 m - open from 01st May to 30th September), panoramic and cool, which will be perfect for your days of relaxation on the sun-kissed sun loungers of the solarium. San Eusebio
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Description
Casina Paradiso is just a few minutes drive from the town of Cortona, rich in Etruscan reminiscences, priceless and beautiful works of art, noble palaces and characteristic lanes. You cannot miss visiting Cortona and drinking a glass of wine in “Rugapiana” alley.
Lake Trasimeno is also easily accessible from here, with its beautiful beaches, islands and many small historic centres magically set in the green hills that frame it. It is also an ideal destination for lovers of water sports.
The small house is located next to the owners' villa, with whom you will also occasionally share the beautiful swimming pool with panoramic view of Cortona (size m 4x8, depth m 1.40-1.60 - open from 1st May to 30 September). Casina Paradiso is furnished with taste and care down to the smallest detail, is equipped with air conditioning and Wi-Fi and has a beautiful private terrace-solarium and an outdoor area with barbecue and garden furniture for your dinners “al fresco”. Above all, the terrace will become the focal point of your cool summer evenings with the view of Cortona lit up in the distance.
Casina Paradiso is a small nest, ideal if you are a couple and wish to spend a romantic holiday, to spend your honeymoon, but also as a support point to comfortably visit Tuscany and the nearby Umbria.
Not far from the house is the road that has connected Cortona since ancient times with the chief town Arezzo, which can be reached in just 20 minutes by car. Casina Paradiso
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Someone else is looking at this property right now!
Description
Villa Gelsi is located 3 km (2 mi) from Cortona, Italy and only 27 km (16 mi) from Arezzo in the tourist area "Cortona And Surroundings". Holiday rental Villa Gelsi is a nice stone building (230 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to 15 people comfortably in nine bedrooms with eight bathrooms.
What to Expect
Upon arrival at Villa Gelsi you’ll find a nice clean well-maintained property ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 27 km (16 mi), Montepulciano 31 km (19 mi), Perugia 51 km (32 mi), Montalcino 65 km (40 mi) and Assisi 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (73 mi), Viareggio 204 km (127 mi), Forte Dei Marmi 212 km (131 mi), Rome 211 km (131 mi), Milan 405 km (251 mi) and Naples 402 km (249 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 123 km (76 mi), Pisa (psa) 186 km (115 mi), Bologna (blq) 210 km (130 mi), Roma Ciampino (cia) 220 km (136 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Villa Gelsi
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Description
Casa La Primula is a farmhouse situated on the border between Tuscany and Umbria, in an extremely panoramic position with an evocative view of Pierle Castle, an ancient fortress of feudal origin, which makes it as if suspended in time. It takes a little effort to get up here, the 2.5 km road is almost all unpaved and very steep (not recommended for sports cars), but once on spot you will be rewarded with true peace in the middle of nature and above all with an exceptional view. When you want to emerge from your refuge, about 5 km away you will find the villages of Mercatale, in Tuscany, and Lisciano Niccone, in Umbria. We recommend a day trip to the characteristic Cortona, which can be reached in about 20 minutes by car.
In the gazebo in the garden you can dine in front of the sunset; for your barbecues or pizzas in company there are also a barbecue and a wood-burning oven. The fence makes the house ideal for a holiday with your four-legged friends (extra charge could be required). For both of you there is plenty of space in the green and the possibility, for those who love trekking, of long walks along the numerous paths in the woods. The swimming pool is private and reserved for your exclusive use (size 5x10 m. - depth 1,20 - 2,30 m., completely fenced - open from 10th May to 30th October).
Besides the view, you'll love the simplicity of Casa La Primula, the rustic Tuscan style furniture and the facilities guarantee all the comforts and at the same time take you back to the rural traditions of times gone by.
You can also ask Mirko, the owner, for a little shopping, and he will make sure you get your favourite food the evening of your arrival. Mirko has a passion for cooking and has obtained the qualification of Agrichef, and will be happy to cook typical Tuscan dishes for you with the genuine products of his company or of other local companies. Casa la Primula
