Montepulciano Villas with Pool
Results 121 - 140 of 344
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Description
Villa Olivo is a nice holiday rental (350 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms. Villa Olivo is located in Città Della Pieve, Italy and only 34 km (21 mi) from Montepulciano.
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the city and the hills ideal for a peaceful vacation in Umbria. For your enjoyment 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 Italian 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 Italian, the fully furnished garden is the perfect setting to enjoy food, family and the beautiful Italian weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 34 km (21 mi), Cortona 43 km (26 mi), Perugia 45 km (28 mi), Montalcino 62 km (39 mi) and Assisi 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 240 km (149 mi), Rome 162 km (100 mi), Milan 432 km (269 mi) and Naples 352 km (219 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) 151 km (94 mi), Roma Ciampino (cia) 178 km (110 mi), Roma Fiumicino (fco) 183 km (114 mi), Pisa (psa) 213 km (133 mi) and Bologna (blq) 238 km (148 mi).
Villa Olivo
Villa Eleonora
Independent Accommodation with WIFI, A/C, private pool, TV, patio, panoramic view, close to Cortona
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Description
Conveniently 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 air conditioning, private pool and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills and the mountains perfect for a splendid holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outside are a patio and barbecue grill. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your 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 ideal 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: 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 ask 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 - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Baby Sitting - A babysitter can be arranged 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
Independent Holiday rental with private pool, A/C, WIFI, TV, patio, panoramic view, close to Cortona
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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
Casale Il Rondò, Private Pool, Città della Pieve
Pretty independent house with private pool, sauna, WIFI, hot tub and TV
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Description
Casale Il Rondò, Private Pool, Città della Pieve is located 4 km (3 mi) from Città Della Pieve, Italy and only 33 km (21 mi) from Montepulciano. Casale Il Rondò, Private Pool, Città della Pieve is a nice vacation rental (450 sq m) with WiFi internet and private pool. The property can sleep up to 14 people comfortably in seven bedrooms with five bathrooms.
What to Expect
Upon arrival at Casale Il Rondò, Private Pool, Città della Pieve you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Umbria. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Dining with friends and family is a big part of the Italian culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 people. Dine 'al fresco' like a real Italian, the fully furnished garden is the ideal setting to enjoy food, family and the nice Italian weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (21 mi), Cortona 39 km (24 mi), Perugia 51 km (32 mi), Montalcino 62 km (38 mi) and Assisi 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 165 km (103 mi), Venice 387 km (241 mi) and Milan 437 km (271 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 1 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) 151 km (94 mi), Roma Ciampino (cia) 178 km (110 mi), Roma Fiumicino (fco) 187 km (116 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 240 km (149 mi).
Casale Il Rondò, Private Pool, Città della Pieve
Book your vacation for the period from 17 February 2026 to 31 October 2026 and save 20% (minimum 5 nights). Offer valid until 15 March 2026.
Book your vacation for the period from 17 February 2026 to 31 October 2026 and save 25% (minimum 10 nights). Offer valid until 15 March 2026.
Book your vacation for the period from 17 February 2026 to 31 October 2026 and save 30% (minimum 14 nights). Offer valid until 15 March 2026.
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| Accommodation | |||||
|---|---|---|---|---|---|
| Casa Graziani 300.1 | 8 | 3 | 3 | ||
| Casa Graziani 300.2 | 4 | 2 | 1 | ||
| Casa Graziani 300.5 | 8 | 3 | 2 | ||
| Casa Graziani 300.6 | 9 | 3 | 3 | ||
| Casa Graziani 300.7 | 6 | 2 | 1 | ||
| Casa Graziani 300.8 | 4 | 1 | 1 | ||
| All 6 Accommodations | 39 | 14 | 11 |
Description
Property Summary
Casa Graziani is a charming country house nestled in the hamlet of Schiacciato, 13 km from the picturesque town of Città della Pieve, Italy. This vacation rental comprises 3 houses and 9 apartments, offering a unique opportunity to experience the tranquility of the Italian countryside. The property boasts a sprawling 4,000 square meters of fenced grounds, complete with a well-manicured garden adorned with lush lawns and shady trees. Guests can indulge in the luxury of a shared swimming pool, measuring 16 x 8 meters with a depth ranging from 120 to 180 cm, available seasonally from May 1st to September 30th. Additionally, the property features a range of amenities, including a table tennis area, a cozy fireplace, and a children's playground, ensuring a memorable stay for families and outdoor enthusiasts alike.
Outdoors
The property's outdoor spaces are truly remarkable, offering a serene escape from the hustle and bustle of everyday life. Guests can bask in the sun-drenched lawns, relax under the shade of the trees, or take a refreshing dip in the shared swimming pool. The well-kept garden provides a tranquil setting for leisurely strolls or alfresco dining, creating lasting memories of your Italian holiday.
Other Information
In addition to the abundant outdoor amenities, Casa Graziani offers a range of indoor facilities to enhance your stay. Unwind in the sauna after an active day, or challenge your companions to a friendly game of table football. For those seeking a more active vacation, bicycles are available for exploring the picturesque surroundings. Parking is conveniently provided on the premises, ensuring a hassle-free arrival and departure.
Distances and Attractions
Casa Graziani is ideally situated for exploring the rich cultural heritage and natural beauty of the region. The charming town of Città della Pieve is just 13 km away, offering a glimpse into authentic Italian life, with its historic buildings and vibrant piazzas. For those seeking outdoor adventure, the property is just 10 km from a pristine lake, providing opportunities for swimming, fishing, and water sports. Cetona, another picturesque town, is a short 16 km drive, while the vibrant city of Perugia is approximately 46 km away, offering a wealth of cultural attractions and culinary delights. Golf enthusiasts will be delighted to know that a well-renowned golf course is located just 8 km from the property. With its prime location and proximity to numerous attractions, Casa Graziani serves as an ideal base for exploring the treasures of Italy's countryside. Città della Pieve 300
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| Accommodation | |||||
|---|---|---|---|---|---|
| Malagronda 301.1 | 6 | 2 | 3 | ||
| Malagronda 301.2 | 6 | 2 | 2 | ||
| Malagronda 301.4 | 4 | 2 | 2 | ||
| Malagronda 301.5 | 4 | 1 | 1 | ||
| All 4 Accommodations | 20 | 7 | 8 |
Description
Property Summary
Country house "Malagronda" is a renovated property surrounded by trees and meadows at an elevation of 400 meters above sea level. It offers 6 apartments and features amenities such as a swimming pool, yard, internet WiFi, parking, and installment plan options. The house boasts a beautiful garden perfect for relaxation and is located in a quiet, elevated position just 8 km from the center of Città Della Pieve, Italy.
Outdoors
The property's outdoor spaces are truly remarkable. Guests can enjoy a shared 7,000 square meter park with plants, trees, and a beautiful garden designed for relaxation. The highlight is the stunning 14 x 7 meter swimming pool with a depth ranging from 120 to 180 cm, equipped with a salt-electrolysis pool-cleaning system and available seasonally from May 1st to September 30th. Additional outdoor amenities include an outdoor shower, table tennis, basketball, volleyball, garden furniture, a barbecue area, a fireplace, and a children's playground.
Other Information
The property offers modern conveniences such as WiFi and a central heating system (heating costs to be paid on-site from November 1st to March 31st). Access to the property is via a 1.5 km unmade road, and parking is available on the premises. The nearest shopping facilities, including a shop and shopping center, are located 3 km away, while restaurants and bars are just 2 km from the property. The "Chiusi" railway station is 7 km away, and the "Chianciano Terme" thermal baths are 21 km away. The "Trasimeno" bathing lake is a convenient 12 km distance. This vacation rental is an excellent choice for those seeking a peaceful and nature-filled holiday experience.
Distances and Attractions
The property is conveniently located near several notable attractions. Panicale is just 11 km away, while Castiglione Del Lago and the bathing lake "Trasimeno" are both 12 km from the property. Other nearby destinations include San Feliciano (26 km), Cortona (30 km), Montepulciano (30 km), and the picturesque Val d'Orcia region (44 km). Please note that having a car is recommended to fully enjoy the area and its attractions. Città della Pieve 301
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 28 March 2026 to 16 May 2026 and save 5% (minimum 3 nights).
Book your vacation for the period from 26 September 2026 to 28 November 2026 and save 5% (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.
Villa Mezzavia
Superb private property with A/C, WIFI, private pool, TV, patio and panoramic view, close to Cortona
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Description
Villa Mezzavia is located 840 m (2745 ft) from Fonte Del Mazza, Italy and only 11 km (7 mi) from Cortona in the tourist area "Cortona And Surroundings". Vacation rental Villa Mezzavia is a beautiful property (300 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to 11 people comfortably in six bedrooms with four bathrooms.
What to Expect
Upon arrival you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property ideal 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 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.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 11 km (7 mi), Arezzo 23 km (14 mi), Montepulciano 35 km (22 mi), Perugia 57 km (36 mi) and Montalcino 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 113 km (70 mi), Viareggio 199 km (124 mi), Forte Dei Marmi 207 km (128 mi), Rome 215 km (134 mi), Venice 356 km (221 mi) and Milan 399 km (248 mi).
Additional Information
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) 120 km (75 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 205 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Villa Mezzavia
Book 15 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
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across Montalcino and the surrounding hills. A beautiful private swimming pool awaits guests for relaxing after days spent exploring the beauty of the area. The house dates back to the 17th century and it was transformed into a characteristic country home with large outdoor areas, well looked after and with numerous flowers and aromatic plants.
The property is surrounded by 3 hectares of olive groves.
This rental is ideal as a starting point for setting off to visit the most important places of interest that Tuscany has to offer (such as Pienza, Montepulciano, Siena, San Gimignano, Florence and the Chianti area)
Note: The villa has an outdoor video surveillance system
Available to guests: Garden and private swimming pool (5 m x 11 m – minimum depth 1.2m – maximum depth 1.5m). WI-FI connection available.
Parking available on the property.
Distances: Montalcino with a wide range of shops 2 km, Bagno Vignoni 18 km, Pienza 21 km, Montepulciano 35 km, Siena 41 km, Florence 105 km and Rome 200 km.
Please carefully check if there are any extra costs to be paid on site! Villa Montalcino
Villa Toppani del Sodo
Amazing private house with private pool, A/C, WIFI, TV, patio and panoramic view, near Cortona
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Description
Vacation rental Villa Toppani Del Sodo is a lovely stone building (300 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 21 people comfortably in 11 bedrooms with 12 bathrooms. Villa Toppani Del Sodo is located in Sodo, Italy and only 3 km (2 mi) from Cortona in the tourist area "Cortona And Surroundings".
The Experience
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 hills 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 patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 21 people.
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: Cortona 3 km (2 mi), Arezzo 26 km (16 mi), Montepulciano 31 km (19 mi), Perugia 52 km (32 mi) and Montalcino 66 km (41 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the property, only 15 km (9 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 202 km (125 mi), Rome 211 km (131 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 09:00
Pool Open: 1 May - 1 November (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 115 km (72 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours 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.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Toppani Del Sodo. Ask for more details, including the extra cost and how to organize this service.
Baby Sitting - A babysitter can be scheduled at Villa Toppani Del Sodo. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Il Sole Del Sodo
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Description
Casale Sunset is a lovely property (300 sq m) with air conditioning and private pool. The property can accommodate up to ten people comfortably in four bedrooms with four bathrooms. Conveniently located 4 km (3 mi) from Paciano, Italy and only 33 km (21 mi) from Montepulciano.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property ideal for a peaceful holiday in Umbria. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio. Sharing a meal with friends and family is a big part of the Italian 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 Italian, the fully furnished veranda is the perfect setting to enjoy food, family and the nice Italian weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 33 km (21 mi), Cortona 37 km (23 mi), Perugia 45 km (28 mi), Montalcino 61 km (38 mi) and Assisi 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 146 km (91 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (149 mi), Rome 173 km (107 mi), Venice 389 km (241 mi) and Milan 431 km (268 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
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) 147 km (91 mi), Roma Ciampino (cia) 182 km (113 mi), Roma Fiumicino (fco) 194 km (121 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).
Casale Sunset
Book your vacation for the period from 17 September 2025 to 31 December 2026 and save 5% (minimum 15 nights).
Book your vacation for the period from 17 September 2025 to 31 December 2026 and save 10% (minimum 21 nights).
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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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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
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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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
Villa i Cocciai
Superb private vacation rental with WIFI, A/C, private pool, TV, terrace and panoramic view
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Description
Villa i Cocciai is located in Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings". Vacation rental Villa i Cocciai is a lovely stone building (185 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. 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 terrace is the perfect setting to enjoy food, family and the nice Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 29 km (18 mi), Montepulciano 30 km (18 mi), Perugia 52 km (32 mi), Montalcino 64 km (40 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 222 km (138 mi), Rome 210 km (130 mi), Venice 371 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 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) 126 km (78 mi), Pisa (psa) 187 km (116 mi), Bologna (blq) 211 km (131 mi), Roma Ciampino (cia) 218 km (135 mi) and Roma Fiumicino (fco) 231 km (143 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 enjoyable way to spend time with friends and family while learning the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
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 arranged at Villa i Cocciai. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Villa i Cocciai
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Description
Borgo Antico is a beautiful farmhouse on the high hills that separate the green Valdichiana from the Tiber Valley, located on the border between Tuscany and Umbria. It is the ideal place for those who want to spend a relaxing holiday, in close contact with nature and far from the noise and bustle of the cities.
Moreover, thanks to its position, 600 m above sea level and the large stone walls, the house, even on the hottest summer days, guarantees a cool and comfortable temperature inside, especially on the ground floor.
The Etruscan town of Cortona in Tuscany and the village of Trestina in Umbria are both about 18 km away, while restaurants and small shops for basic necessities can be reached within 5 or 10 km.
You can spend your holiday days bathing in the swimming pool (size 6 x 12 m - depth 1.20-2.40 m, completely fenced in - open from 01st May to 30th September), playing table tennis and enjoying tasty lunches and dinners in the cool gazebo furnished with tables and chairs next to the barbecue and wood-burning oven. Even the youngest children will have fun on the swing and slide.
Pets are welcome (extra charge could be required).
The house is well furnished with Tuscan style furniture. Possibility to taste and buy excellent extra virgin olive oil and other typical products. Since the house is located in a quite secluded position and in order not to miss a single minute of your holiday, for the day of arrival it is possible to request a shopping service with home delivery (to be agreed before arrival). Borgo Antico
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Description
Casa Cristina is located 7 km (4 mi) from Cortona, Italy and only 34 km (21 mi) from Arezzo in the tourist area "Cortona And Surroundings". Holiday rental Casa Cristina is a nice property that includes WiFi internet and private pool. The property can accommodate up to four people comfortably.
Casa Cristina is the annex of a larger villa where the owners live, but at the same time it's totally independent and exclusively for the use of guests with private garden and pool only available to occupants of the cottage.
What to Expect
When you arrive you’ll find a nice clean well-maintained property with views of the hills and the mountains perfect for a splendid vacation 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. 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 four people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 34 km (21 mi), Montepulciano 37 km (23 mi), Perugia 59 km (37 mi), Montalcino 71 km (44 mi) and Gubbio 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 421 km (262 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (138 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while learning the techniques needed 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 delicious meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - The owner can organize 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 exact tour and number of people.
Baby Sitting - A babysitter can be arranged at Casa Cristina. If you're traveling with kids and would like some alone time, talk to the owner directly about this option after arriving.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Casa Cristina
