Sigliano Vacation Rentals
Results 161 - 180 of 433
Villa Castiglione
Amazing private property with WIFI, private pool, TV, patio, panoramic view, close to Montepulciano
- 16
- 6
- 6
Description
Beautiful independent villa with private pool situated in the Orcia valley area, a splendid region south of Siena rich in charming villages and hamlets such us Montalcino, Pienza, San Quirico d’Orcia, Castiglione d’Orcia. This property has been recently restored and turned into a welcoming country residence with nicely furnished interiors and large well-kept outdoor areas (6500 square meters).
The location is ideal to visit most of central Tuscany as well Umbria. The property is in easy access to some of the most beautiful and renowned spas of Tuscany (only a few km away): Bagni di San Filippo, Bagno Vignoni both offering sulphureous waters, treatments, massages…
Distances: Gallina with a bar and a restaurant 3 km away, Campiglia with general stores 6 km away, San Filippo (spas) 7 km, Bagno Vignoni (spas) 9 km, Pienza 13 km away, Siena 60 km away, Perugia 90 km away.
At guests’ disposal: large furnished outdoor areas, private swimming-pool (15 x 7,5 m – min. depth 1,35 m – max. depth 1,45 m – open from 01/05 to 30/09), with solarium area, gazebo, barbecue, playground for children with swing and slide, covered furnished portico with bread oven, table football, table tennis. Laundry with washing-machine available.
Parking within the grounds.
Pets are allowed by paying an extra charge (payment on the spot).
Wood for fireplace, barbecue and stove available free of charge.
Please carefully check if there are any extra costs to be paid on site! Villa Castiglione
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.
Casale Montanare
Unique independent house with WIFI, private pool, TV, patio, panoramic view, close to Cortona
- 10
- 5
- 6
Description
Conveniently located 2 km (1 mi) from Montanare, Italy in the tourist area "Cortona And Surroundings" and only 9 km (6 mi) from Cortona. Casale Montanare is a lovely stone building (220 sq m) with WiFi internet and private pool. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms.
The swimming pool site is a short walk up a beautiful garden path, 70 mt distant from the villa.
What to Expect
When you arrive at Casale Montanare you’ll find a nice clean well-maintained property with views of the mountains and the hills ideal for a relaxing 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. Also available outside are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
What's Nearby?
Most people enjoy visiting 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 9 km (6 mi), Arezzo 37 km (23 mi), Montepulciano 37 km (23 mi), Perugia 55 km (34 mi) and Gubbio 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (84 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (143 mi), Rome 217 km (135 mi), Venice 375 km (233 mi) and Milan 420 km (261 mi).
Additional Information
Check-In Time: 15:00 - 17:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 141 km (88 mi), Pisa (psa) 203 km (126 mi), Roma Ciampino (cia) 226 km (141 mi), Bologna (blq) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (148 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Il Rifugio
Villa Il Palazzone
Private Vacation home with WIFI, private pool, A/C, TV, terrace, panoramic view, close to Cortona
- 7
- 3
- 2
Description
Villa Il Palazzone is a lovely stone building (110 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to seven people comfortably in three bedrooms with two bathrooms. Villa Il Palazzone is located 750 m (2428 ft) from Le Contesse, Italy and only 2 km (1 mi) from Cortona in the tourist area "Cortona And Surroundings".
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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 vacation. The kitchen includes coffee machine, microwave, 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 veranda is the perfect setting to enjoy food, family and the lovely Tuscan weather.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 2 km (1 mi), Arezzo 33 km (21 mi), Montepulciano 33 km (21 mi), Perugia 52 km (32 mi) and Gubbio 67 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 221 km (137 mi), Forte Dei Marmi 228 km (141 mi), Rome 216 km (134 mi), Venice 377 km (234 mi) and Milan 420 km (261 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Il Palazzone. 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 - 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) 141 km (88 mi), Pisa (psa) 202 km (125 mi), Roma Ciampino (cia) 225 km (140 mi), Bologna (blq) 229 km (142 mi) and Roma Fiumicino (fco) 237 km (147 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while discovering the secrets required to prepare mouth-watering 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 upon arrival or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Il Palazzone. Ask for more details, including the extra cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Villa Il Palazzone. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Villa Il Palazzone
Villa Rosmarino
Independent Holiday rental with A/C, private pool, WIFI, TV, terrace, panoramic view, near Cortona
- 12
- 6
- 6
Description
Conveniently located 6 km (3 mi) from Montanare, Italy and only 13 km (8 mi) from Cortona. Villa Rosmarino is a lovely stone building (300 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms.
The property consists of a main villa (170 square meters) and a cottage (130 square meters) which can accommodate up to 12 people (6 bedrooms and 6 bathrooms); the two buildings are situated just a few meters away from each other.
What to Expect
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful 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 relax at the end the day. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace 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 13 km (8 mi), Arezzo 40 km (25 mi), Montepulciano 41 km (25 mi), Gubbio 58 km (36 mi) and Perugia 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 135 km (84 mi), Viareggio 228 km (142 mi), Forte Dei Marmi 235 km (146 mi), Rome 223 km (139 mi), Venice 384 km (239 mi) and Milan 428 km (266 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 148 km (92 mi), Pisa (psa) 209 km (130 mi), Bologna (blq) 229 km (142 mi), Roma Ciampino (cia) 232 km (144 mi) and Roma Fiumicino (fco) 245 km (152 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while learning the techniques needed to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Tours - The owner can organize custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Baby Sitting - A babysitter can be scheduled at Villa Rosmarino. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Villa Rosmarino
Villa Patrizia
Private Accommodation with A/C, hot tub, WIFI, private pool, TV, panoramic view, near Cortona
- 12
- 5
- 4
Description
Villa Patrizia is located 600 m (1953 ft) from Sant'angiolo, Italy and only 3 km (2 mi) from Cortona in the tourist area "Cortona And Surroundings". Villa Patrizia is a lovely stone building (250 sq m) with WiFi internet, hot tub and private pool. The property can sleep up to 12 guests comfortably in five bedrooms with four bathrooms.
The Experience
Upon arrival you’ll find a nice clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can 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 12 people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 3 km (2 mi), Arezzo 31 km (19 mi), Montepulciano 33 km (21 mi), Perugia 51 km (32 mi) and Gubbio 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 134 km (83 mi), Viareggio 220 km (137 mi), Forte Dei Marmi 228 km (141 mi), Rome 216 km (134 mi), Venice 373 km (232 mi) and Milan 418 km (260 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Patrizia. 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: 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) 139 km (87 mi), Pisa (psa) 201 km (125 mi), Roma Ciampino (cia) 225 km (140 mi), Bologna (blq) 226 km (140 mi) and Roma Fiumicino (fco) 237 km (147 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the 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. Ask for more details, including the additional cost and how to organize this service.
Baby Sitting - A babysitter can be organized at Villa Patrizia. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Villa Patrizia
- 12
- 6
- 6
Description
Holiday rental Podere Bella Vista is a beautiful property (300 sq m) that includes air conditioning and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms. Podere Bella Vista is located 25 km (15 mi) from Orvieto, Italy and only 48 km (30 mi) from Montepulciano.
What to Expect
After arriving at Podere Bella Vista you’ll find a beautiful clean well-maintained property perfect for a peaceful holiday in Umbria. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. There is a kitchen including plenty of tableware and cutlery for up to 12 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: Montepulciano 48 km (30 mi), Perugia 61 km (38 mi), Cortona 75 km (47 mi), Montalcino 76 km (47 mi) and Assisi 83 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 158 km (98 mi), Viareggio 245 km (152 mi), Forte Dei Marmi 252 km (157 mi), Rome 156 km (97 mi), Milan 445 km (276 mi) and Naples 347 km (216 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 164 km (102 mi), Roma Ciampino (cia) 172 km (107 mi), Roma Fiumicino (fco) 178 km (110 mi), Pisa (psa) 226 km (140 mi) and Bologna (blq) 250 km (155 mi).
Podere Bella Vista
Casa Frati
Stunning private villa rental with WIFI, hot tub, private pool, TV and terrace, near Montalcino
- 10
- 4
- 4
Description
Property Summary
This former small monastery, known as the historical villa "Casa Frati," is a hidden gem located just 3 km from Castiglion d'Orcia in the southern province of Siena, Italy. The 15th-century villa has been beautifully renovated into two spacious and elegant country Tuscan-style apartments, offering a peaceful and authentic Tuscan vacation rental experience. The property boasts breathtaking views of the picturesque Orcia valley and is surrounded by fields and vineyards, providing a secluded and tranquil atmosphere. Guests can enjoy amenities such as a swimming pool, yard, internet WiFi, and on-site parking.
Outdoors
Nestled on a hilltop with a private garden spanning 4,600 m2, the property offers a large lawn, perfect for basking in the sun. The refreshing swimming pool (6 x 12 m, depth 140 - 180 cm) is available seasonally from April to October, providing a refreshing escape during the warmer months. For outdoor dining and entertainment, a barbecue area is also available.
Other Information
To enhance your vacation rental experience, the property offers additional amenities for an extra cost, including a hot tub, sauna, and housekeeping services upon request. The property is accessed via a 1 km unmade road, ensuring privacy and seclusion. Nearby, a grocery store and the Bagno Vignoni thermal baths are conveniently located just 3 km away, while larger supermarkets and restaurants can be found 6 km from the property.
Distances and Attractions
The vacation rental is ideally situated for exploring the region's attractions. Siena, a historic city renowned for its medieval architecture and the Palio horse race, is just 55 km away. Other nearby destinations include Montepulciano (25 km), famous for its red wines, Pienza (18 km), a UNESCO World Heritage Site, and Montalcino (23 km), known for its Brunello di Montalcino wine. With its central location, a car is recommended to fully experience the surrounding area and visit these charming towns and attractions. Casa Frati
- 12
- 6
- 7
Description
Property Summary
Il Giardino Di Eugenia is a large historical villa located 480 meters above sea level in a secluded position atop a hill, 10 km from the center of Orvieto and 6 km from Castl Giorgio. This detached property offers a well-kept 1-hectare fenced garden, perfect for your holiday rental. Enjoy amenities such as a swimming pool, yard, internet WiFi, and parking on the premises.
Outdoors
Indulge in the beauty of nature with the villa's large, beautiful, and well-kept 1-hectare fenced garden. Take a refreshing dip in the shared swimming pool measuring 12 x 6 meters with a depth of 150 cm, available seasonally from May 15 to October 15.
Other Information
Please note that the motor access to the property is bumpy, located 2 km away from the house. Additionally, the owner does not accept any youth groups. Just an example.
Distances and Attractions
Explore the nearby attractions during your stay, including Castel Viscardo (9 km), Bolsena (17 km), Acquapndente (19 km), Civita Di Bango Regio (20 km), Montefiascone (30 km), and Todi (43 km). The villa is conveniently situated in Orvieto, Italy. Il Giardino di Eugenia
Villa delle Rose
Beautiful private house with sauna, private pool, A/C, TV, patio, pets allowed and panoramic view
- 5
- 3
- 4
Description
Villa delle Rose is a beautiful property (350 sq m) with private pool and air conditioning. The property can sleep up to five people comfortably in three bedrooms with four bathrooms. Conveniently located 2 km (1 mi) from Castel Rigone, Italy in the tourist area "Trasimeno Lake" and only 29 km (18 mi) from Perugia.
The Experience
When you arrive you’ll find a lovely clean well-maintained property perfect for a relaxing vacation in Umbria. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of visiting museums. For your pleasure, on the grounds there is a barbecue grill and patio. 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to five people. Dine 'al fresco' like a real Italian, the fully furnished veranda is the ideal setting to enjoy food, family and the beautiful Italian weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Perugia 29 km (18 mi), Cortona 30 km (19 mi), Montepulciano 44 km (28 mi), Assisi 50 km (31 mi) and Arezzo 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 231 km (144 mi), Forte Dei Marmi 238 km (148 mi), Rome 202 km (126 mi), Milan 431 km (268 mi) and Naples 393 km (244 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa delle Rose. 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: 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) 150 km (93 mi), Roma Ciampino (cia) 211 km (131 mi), Pisa (psa) 212 km (132 mi), Roma Fiumicino (fco) 224 km (139 mi) and Bologna (blq) 236 km (147 mi).
Villa delle Rose
Book your vacation for the period from 24 February 2026 to 30 September 2026 and save 5% (minimum 21 nights). Offer valid until 30 June 2026.
Villa Feronia
Pretty independent vacation rental with private pool, A/C, TV, terrace and panoramic view
- 6
- 3
- 4
Description
Conveniently located 2 km (1 mi) from Castel Rigone, Italy in the tourist area "Trasimeno Lake" and only 29 km (18 mi) from Perugia. Villa Feronia is a nice property (220 sq m) with air conditioning and private pool. The property can accommodate up to six people comfortably in three bedrooms with four bathrooms.
Your Experience
When you arrive you’ll find a beautiful clean well-maintained property ideal for a relaxing holiday in Umbria. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting 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: Perugia 29 km (18 mi), Cortona 30 km (19 mi), Montepulciano 44 km (28 mi), Assisi 50 km (31 mi) and Arezzo 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 231 km (144 mi), Forte Dei Marmi 238 km (148 mi), Rome 202 km (126 mi), Milan 431 km (268 mi) and Naples 393 km (244 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 150 km (93 mi), Roma Ciampino (cia) 211 km (131 mi), Pisa (psa) 212 km (132 mi), Roma Fiumicino (fco) 224 km (139 mi) and Bologna (blq) 236 km (147 mi).
Villa Feronia
Villa Sassinoro
Pretty independent vacation rental with hot tub, private pool, sauna, A/C, TV, patio, panoramic view
- 18
- 9
- 12
Description
Property Villa Sassinoro is a nice property (950 sq m) that includes air conditioning and private pool. The property can sleep up to 18 people comfortably in nine bedrooms with 12 bathrooms. Conveniently located in the centre of Orvieto, Italy and only 69 km (43 mi) from Montepulciano.
The Experience
After arriving at Villa Sassinoro you’ll find a lovely clean well-maintained property ideal for a splendid holiday in Umbria. After a busy 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. Outside you will also find a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 18 people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting 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 69 km (43 mi), Perugia 77 km (48 mi), Spoleto 80 km (50 mi), Assisi 92 km (57 mi) and Cortona 95 km (59 mi).
Some other major tourist destinations you should consider visiting are: Florence 179 km (111 mi), Viareggio 265 km (164 mi), Rome 128 km (80 mi), Venice 418 km (259 mi), Milan 467 km (290 mi) and Naples 319 km (198 mi).
Additional Information
Check-In Time: 16:00 - 19:00
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): Roma Ciampino (cia) 137 km (85 mi), Roma Fiumicino (fco) 150 km (93 mi), Firenze Peretola (flr) 184 km (114 mi), Pisa (psa) 246 km (153 mi) and Bologna (blq) 270 km (168 mi).
Additional Services
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Inquire for more details, including the additional cost and how to schedule this service.
Villa Sassinoro
Villa Essiccatoio
Independent Vacation home with WIFI, private pool, A/C, TV, patio, panoramic view, near Cortona
- 20
- 8
- 7
Description
Villa Essiccatoio is located near Lisciano Niccone, Italy and only 22 km (14 mi) from Cortona. Holiday rental Villa Essiccatoio is a lovely stone building (350 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to 20 people comfortably in eight bedrooms with seven bathrooms.
The Experience
When you arrive you’ll find a lovely clean well-maintained property ideal for a relaxing vacation in Umbria. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. For your pleasure, on the grounds there is a barbecue grill and patio.
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 22 km (14 mi), Perugia 42 km (26 mi), Arezzo 49 km (30 mi), Gubbio 51 km (32 mi) and Montepulciano 55 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 147 km (91 mi), Viareggio 233 km (145 mi), Forte Dei Marmi 240 km (149 mi), Rome 228 km (142 mi), Venice 369 km (229 mi) and Milan 435 km (270 mi).
Additional Information
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) 152 km (94 mi), Pisa (psa) 214 km (133 mi), Bologna (blq) 232 km (144 mi), Roma Ciampino (cia) 237 km (147 mi) and Roma Fiumicino (fco) 250 km (155 mi).
Villa Essiccatoio
Villetta di Cortona
Private Property with A/C, WIFI, private pool, TV, patio, pets allowed, panoramic view
- 4
- 2
- 2
Description
Villetta Di Cortona is located 12 km (7 mi) from Cortona, Italy and only 22 km (14 mi) from Montepulciano. Holiday rental Villetta Di Cortona is a beautiful property (90 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to four people comfortably in two bedrooms with two bathrooms.
Your Experience
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property ideal for a splendid vacation 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. Also available outside are a patio and barbecue grill.
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: 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 holiday 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 25% (minimum 3 nights).
Book your vacation for the period from 26 September 2026 to 28 November 2026 and save 25% (minimum 3 nights).
Villa Margherita
Wonderful independent accommodation with WIFI, private pool, TV, patio, pets allowed, panoramic view
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- 2
- 2
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 Toppani del Sodo
Independent Accommodation with WIFI, A/C, private pool, TV, patio, panoramic view, close to Cortona
- 21
- 11
- 12
Description
Villa Toppani Del Sodo is a nice stone building (300 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate 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".
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 21 people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 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 holiday home, 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).
Additional Services
Cooking Lessons - Discover from a local chef the techniques needed to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
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 specific tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the supplemental cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Villa Toppani Del Sodo. Ask for more details, including the additional cost and how to schedule this service.
Baby Sitting - A babysitter can be arranged at Villa Toppani Del Sodo. If you're traveling with kids and would like some alone time, speak to the owner directly about this option when you arrive.
Il Sole Del Sodo
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- 5
- 4
Description
Holiday rental Town House Garden is a nice stone building (350 sq m) that includes private pool and air conditioning. The property can sleep up to nine guests comfortably in five bedrooms with four bathrooms. Conveniently located , Italy in the tourist area "Orcia Valley" and only 21 km (13 mi) from Montepulciano.
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. If you enjoy cooking for family and friends there is a well-equipped kitchen including toaster and refrigerator, as well as, plenty of tableware and cutlery for up to nine people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 21 km (13 mi), Montalcino 27 km (17 mi), Cortona 43 km (27 mi), Arezzo 56 km (35 mi) and Siena 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 221 km (138 mi), Rome 209 km (130 mi), Milan 414 km (257 mi) and Naples 400 km (249 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 133 km (83 mi), Pisa (psa) 195 km (121 mi), Bologna (blq) 220 km (136 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 231 km (144 mi).
Town House Garden
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- 9
- 8
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". Villa Gelsi is a lovely stone building (230 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to 15 guests comfortably in nine bedrooms with eight bathrooms.
The Experience
After arriving you’ll find a lovely clean well-maintained property perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of sightseeing.
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
Villa i Cocciai
Stunning private vacation rental with A/C, private pool, WIFI, TV, terrace and panoramic view
- 8
- 4
- 4
Description
Villa i Cocciai is a beautiful stone building (185 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms. Villa i Cocciai is located in Cortona, Italy and only 29 km (18 mi) from Arezzo in the tourist area "Cortona And Surroundings".
Your Experience
When you arrive at Villa i Cocciai 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 pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. Sharing a meal 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 lovely 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 - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets required to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Tours - Custom tours can be arranged 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 i Cocciai. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa i Cocciai
Casa Cristina
Wonderful independent holiday home with private pool, WIFI, TV, terrace and panoramic view
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- 1
- 1
Description
Conveniently located 7 km (4 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 34 km (21 mi) from Arezzo. Holiday home Casa Cristina is a nice property that includes WiFi internet and private pool. The property can sleep up to four guests comfortably.
Casa Cristina is the annex of a larger villa where the owners live, but at the same time it's totally independent and exclusively for the use of guests with private garden and pool only available to occupants of the cottage.
The Experience
When you arrive at Casa Cristina you’ll find a nice clean well-maintained property with views of the hills and the mountains ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. 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 close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 34 km (21 mi), Montepulciano 37 km (23 mi), Perugia 59 km (37 mi), Montalcino 71 km (44 mi) and Gubbio 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 128 km (80 mi), Viareggio 222 km (138 mi), Forte Dei Marmi 229 km (142 mi), Rome 217 km (135 mi), Venice 378 km (235 mi) and Milan 421 km (262 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 142 km (88 mi), Pisa (psa) 203 km (126 mi), Bologna (blq) 223 km (138 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a pleasant way to spend time with friends and family while discovering 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. Inquire for more details and the supplemental costs.
Tours - Custom tours can be scheduled 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 individual tour and number of people.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be scheduled. Speak to the owner directly about this service when you arrive.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Casa Cristina
Villa Il Sasso
Superb independent villa rental with WIFI, private pool, A/C, TV, terrace and panoramic view
- 13
- 7
- 5
Description
Holiday rental Villa Il Sasso is a nice stone building (450 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 13 people comfortably in seven bedrooms with five bathrooms. Villa Il Sasso is located in Cortona, Italy and only 29 km (18 mi) from Montepulciano in the tourist area "Cortona And Surroundings".
The Experience
Upon arrival at Villa Il Sasso you’ll find a beautiful clean well-maintained property with views of the hills and the city ideal for a relaxing 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. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 13 people. Dine 'al fresco' like a real Tuscan, the fully furnished terrace is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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 29 km (18 mi), Arezzo 30 km (18 mi), Perugia 51 km (32 mi), Montalcino 63 km (39 mi) and Gubbio 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 214 km (133 mi), Forte Dei Marmi 221 km (137 mi), Rome 209 km (130 mi), Venice 370 km (230 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 30 April - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 135 km (84 mi), Pisa (psa) 195 km (121 mi), Roma Ciampino (cia) 218 km (136 mi), Bologna (blq) 219 km (136 mi) and Roma Fiumicino (fco) 231 km (143 mi).
Additional Services
Tours - The owner can organize custom tours for your group. To learn 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 Il Sasso. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Villa Il Sasso
