4 Bedroom Villas in Sasso, Italy
Results 1 - 20 of 176
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Description
La Piccola Rocca is a beautiful stone building (300 sq m) with private pool and WiFi internet. The property can accommodate up to seven people comfortably in four bedrooms with four bathrooms. La Piccola Rocca is located in the centre of Cetona, Italy and only 31 km (19 mi) from Montepulciano in the tourist area "Orcia Valley".
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 seven people.
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 31 km (19 mi), Montalcino 54 km (34 mi), Perugia 57 km (35 mi), Cortona 59 km (37 mi) and Arezzo 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 142 km (88 mi), Viareggio 229 km (142 mi), Forte Dei Marmi 236 km (146 mi), Rome 165 km (103 mi), Milan 430 km (267 mi) and Naples 356 km (221 mi).
Additional Information
Check-In Time: 14:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 147 km (91 mi), Roma Ciampino (cia) 174 km (108 mi), Roma Fiumicino (fco) 187 km (116 mi), Pisa (psa) 210 km (130 mi) and Bologna (blq) 235 km (146 mi).
La Piccola Rocca
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In high demand!
Description
Il Pino Apartment is located 7 km (4 mi) from San Venanzo, Italy and only 39 km (24 mi) from Perugia. Holiday rental Il Pino Apartment is a nice property (132 sq m) that includes WiFi internet and private pool. The property can sleep up to ten people comfortably in four bedrooms with four bathrooms.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful vacation in Umbria. Regardless of how you spend your days - shopping, sightseeing, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Umbria. Outdoors you will also find a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
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: Perugia 39 km (24 mi), Assisi 53 km (33 mi), Spoleto 58 km (36 mi), Gubbio 79 km (49 mi) and Cortona 84 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 198 km (123 mi), Viareggio 285 km (177 mi), Rome 155 km (96 mi), Milan 485 km (301 mi) and Naples 346 km (215 mi).
Additional Information
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): Roma Ciampino (cia) 164 km (102 mi), Roma Fiumicino (fco) 177 km (110 mi), Firenze Peretola (flr) 203 km (126 mi), Pisa (psa) 266 km (165 mi) and Bologna (blq) 290 km (180 mi).
More Services
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Il Pino Apartment
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Description
Podere a Lafi is a lovely holiday rental (280 sq m) with WiFi internet and private pool. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms. Conveniently located in Cetona, Italy in the tourist area "Orcia Valley" and only 31 km (19 mi) from Montepulciano.
The Experience
The villa's garden is completely fenced, it is ideal for clients arriving with a dog - pets cannot escape from the outdoor area.
The house is just 7 minutes on foot and 3 minutes by car from Cetona's village center.
Upon arrival at Podere a Lafi you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a playground, patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 31 km (19 mi), Cortona 47 km (29 mi), Montalcino 55 km (34 mi), Perugia 61 km (38 mi) and Arezzo 69 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 142 km (88 mi), Viareggio 226 km (140 mi), Forte Dei Marmi 236 km (146 mi), Rome 165 km (103 mi), Venice 385 km (239 mi) and Milan 428 km (266 mi).
Additional Information
Check-In Time: 15:00 - 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) 149 km (93 mi), Roma Ciampino (cia) 174 km (108 mi), Roma Fiumicino (fco) 187 km (116 mi), Pisa (psa) 209 km (130 mi) and Bologna (blq) 234 km (145 mi).
Podere a La Fí
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
Book 30 days or less before the arrival date and receive a 15 % discount off the published rental rates.
Book 45 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 4 nights minimum and can not be combined with any other special offers.
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Description
Il Querceto is a nice holiday rental (260 sq m) with private pool and air conditioning. The property can sleep up to eight guests comfortably in four bedrooms with five bathrooms. Conveniently located 4 km (2 mi) from Monteleone D'orvieto, Italy and only 45 km (28 mi) from Montepulciano.
Your Experience
When you arrive 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 Umbria. 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. Sharing a meal with friends and family is a huge 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 and toaster, 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.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 45 km (28 mi), Perugia 48 km (30 mi), Assisi 70 km (43 mi), Cortona 72 km (45 mi) and Montalcino 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 155 km (96 mi), Viareggio 241 km (150 mi), Forte Dei Marmi 248 km (154 mi), Rome 153 km (95 mi), Milan 441 km (274 mi) and Naples 343 km (213 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Il Querceto. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 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) 160 km (99 mi), Roma Ciampino (cia) 169 km (105 mi), Roma Fiumicino (fco) 174 km (108 mi), Pisa (psa) 222 km (138 mi) and Bologna (blq) 246 km (153 mi).
More Services
Cooking Lessons - Learn from a local chef the techniques required to master Italian cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while discovering the secrets needed to prepare mouth-watering Italian meals when you return home. For more details and the additional cost, please contact us.
Il Querceto
Casale Biancospino
Private Holiday rental with WIFI, A/C, private pool, TV, patio, panoramic view, near Montepulciano
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In high demand!
Description
Casale Biancospino is a beautiful property (160 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to ten people comfortably in four bedrooms with three bathrooms. Casale Biancospino is located 5 km (3 mi) from Chianciano Terme, Italy and only 14 km (9 mi) from Montepulciano. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
The Experience
When you arrive at Casale Biancospino you’ll find a nice clean well-maintained property perfect for a relaxing vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outside are a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 14 km (9 mi), Cortona 35 km (22 mi), Montalcino 44 km (27 mi), Arezzo 65 km (40 mi) and Perugia 71 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 223 km (138 mi), Forte Dei Marmi 230 km (143 mi), Rome 171 km (106 mi), Venice 379 km (235 mi) and Milan 421 km (262 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 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) 143 km (89 mi), Roma Ciampino (cia) 186 km (115 mi), Roma Fiumicino (fco) 198 km (123 mi), Pisa (psa) 204 km (127 mi) and Bologna (blq) 224 km (139 mi).
Special Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the additional costs.
Casale Biancospino
Book 20 days or less before the arrival date and receive a 15 % 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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In high demand!
Description
Podere i Poggi is a nice stone building (300 sq m) with WiFi internet and air conditioning. The property can accommodate up to ten people comfortably in four bedrooms with four bathrooms. Podere i Poggi is located 3 km (2 mi) from Cetona, Italy and only 34 km (21 mi) from Montepulciano in the tourist area "Orcia Valley".
The Experience
When you arrive you’ll find a lovely clean well-maintained property perfect for a relaxing vacation in Tuscany. Regardless of how you spend your days - sightseeing, shopping, visiting museums or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 34 km (21 mi), Montalcino 58 km (36 mi), Perugia 61 km (38 mi), Cortona 62 km (39 mi) and Arezzo 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 145 km (90 mi), Viareggio 232 km (144 mi), Forte Dei Marmi 239 km (148 mi), Rome 164 km (102 mi), Milan 432 km (268 mi) and Naples 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 15 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 (93 mi), Roma Ciampino (cia) 180 km (112 mi), Roma Fiumicino (fco) 185 km (115 mi), Pisa (psa) 213 km (132 mi) and Bologna (blq) 237 km (147 mi).
Special Services
Cooking Lessons - Discover from a local chef the techniques required to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a 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 additional cost, please contact us.
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 trip that can be scheduled by the owner. Ask for more details about the extra cost.
Podere i Poggi
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Someone else is looking at this property right now!
Description
Holiday rental Casale De Conti is a lovely stone building (280 sq m) that includes WiFi internet and private pool. The property can accommodate up to eight guests comfortably in four bedrooms with four bathrooms. Casale De Conti is located 4 km (2 mi) from San Venanzo, Italy and only 41 km (26 mi) from Perugia.
Your Experience
The Casale is a newly built country house for 8 guests near Marsciano, about 400 m upon the sea level, designed by a well known modern architect on the remains of a 17th century Umbrian farm.
Inside and outside authentic old features have been respected, but the interior is finished in a beautiful light modern style.
Upon arrival you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation 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. Sharing a meal with friends and family is a huge 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 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 ideal setting to enjoy food, family and the nice Italian weather.
What's Nearby?
San Venanzo (3 km) is the nearest small town. Here you will find all basic shops, like small supermarket, bakery, butcher and pharmacy.
In Marsciano, a larger town, reachable in 10 minutes by car (7 km), you will find better alternatives like large supermarkets, restaurants and a small hospital. Michelin star restaurants are present in 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 41 km (26 mi), Assisi 53 km (33 mi), Spoleto 54 km (34 mi), Gubbio 80 km (50 mi) and Cortona 83 km (52 mi).
Some other major tourist destinations you should consider visiting are: Florence 199 km (124 mi), Viareggio 283 km (176 mi), Rome 165 km (103 mi), Venice 424 km (263 mi), Milan 486 km (302 mi) and Naples 356 km (221 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 03:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Roma Ciampino (cia) 174 km (108 mi), Roma Fiumicino (fco) 187 km (116 mi), Firenze Peretola (flr) 206 km (128 mi), Pisa (psa) 267 km (166 mi) and Bologna (blq) 282 km (175 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Casale Annina
Villa Cassia
Wonderful holiday villa with WIFI, private pool, TV and panoramic view, near Montepulciano
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Someone else is looking at this property right now!
Description
Independent portion of a stone farmhouse dating back to the 15th century. This property, which has been, completely restored in 2012, offers 2 independent units separated by fences and hedgerows. Outside guests can enjoy use of a large furnished garden ideal for al-fresco dining and of a nice private pool.
This property is situated in the splendid Val d’Orcia region, in easy access to the charming towns of Pienza, San Quirico d’Orcia, San Casciano dei Bagni.
The access to the property is via an unpaved but well-maintained road suitable to any cars.
Distances: San Quirico with general stores 8 km away, Bagno Vignoni 4 km, Pienza 10 km away, Montepulciano 16 km, Siena 50 km away, Cortona 52 km, Arezzo 70 km, Florence (airport) 135 km, Rome (airport) 190 km.
At guests’ disposal: large furnished garden with table, chairs barbecue and swing, private swimming-pool (12 x 6 m – min. depth 1,1 m – max. depth 1,3 m – open from 01/05 to 30/09), open-air shower by the pool (only cold water).
Parking within the grounds.
Please carefully check if there are any extra costs to be paid on site! Villa Cassia
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.
Podere i Prati
Independent Property with A/C, private pool, WIFI, terrace, panoramic view, near Montepulciano
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Description
Comfortable country house in a renovated property dating back to the 1500s, perched in a scenic spot among the Val d’Orcia hills.
Podere i Prati offers 4 bedrooms and large common areas to comfortably accommodate up to 8 people. It is the ideal place to bring together a large family or group of friends. The tastefully furnished interiors are equipped with all amenities for relaxation and peace of mind.
The house is part of a farm with olive groves which produces superb extra virgin olive oil.
The owners live in part of the house on the property, but they do not use the pool, terrace or garden.
Podere i Prati is ideally located for a relaxing, peaceful stay in nature, as well as an excellent base for exploring the Val d’Orcia’s charming nearby towns and villages, such as Sarteano, Chianciano Terme, San Casciano dei Bagni, Montepulciano, Pienza, and Montalcino; and Tuscany’s art cities like Florence, Siena and Arezzo.
At guests’ disposal: 4 bedrooms, 3 bathrooms, (sleeps 8); private pool exclusively for property guests (12 x 6 meters; minimum depth: 1,1 meters; maximum depth: 1,5 meters); garden; terrace with panoramic views and a table and chairs for dining outside; barbecue; Wifi internet; geothermal cooling system (in summer the temperature cannot go below 24°C), parking.
Distances: Chianciano Terme (shops of all kinds) 8 km, Sarteano 10 km, Montepulciano 13 km, Bagno Vignoni 20 km, Pienza 22 km, San Casciano dei Bagni 26 km, Montalcino 36 km, Cortona 49 km, Orvieto 65 km, Arezzo 66 km, Siena 68 km, Perugia 83 km, Florence 136 km, Rome 175 km.
Please check carefully for any extras that must be paid at the property! Podere i Prati
Casale Sunset
Stunning independent accommodation with private pool, A/C, TV, patio and panoramic view
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Description
Holiday home Casale Sunset is a nice property (300 sq m) that includes private pool and air conditioning. The property can accommodate up to ten guests comfortably in four bedrooms with four bathrooms. Conveniently located 4 km (3 mi) from Paciano, Italy and only 33 km (21 mi) from Montepulciano.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property perfect for a splendid holiday in Umbria. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Umbria. Outdoors you will also find a patio and barbecue grill. 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 ten people. Dine 'al fresco' like a real Italian, the fully furnished veranda 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 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).
Villa i Cocciai
Stunning private vacation rental with A/C, private pool, WIFI, TV, terrace and panoramic view
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Description
Holiday rental Villa i Cocciai is a lovely stone building (185 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms. Conveniently located in Cortona, Italy in the tourist area "Cortona And Surroundings" and only 29 km (18 mi) from Arezzo.
The Experience
Upon arrival at Villa i Cocciai you’ll find a beautiful 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 unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished 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 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).
Additional 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 enjoyable way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. 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 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 when you arrive.
Villa i Cocciai
Casale Nido
Pretty independent holiday home with private pool, A/C, TV, patio and panoramic view
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Description
Casale Nido is located in Todi, Italy and only 43 km (26 mi) from Perugia. Holiday rental Casale Nido is a beautiful property (210 sq m) that includes air conditioning and private pool. The property can sleep up to eight people comfortably in four bedrooms with five bathrooms.
The Experience
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect for a splendid vacation in Umbria. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished patio 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: Perugia 43 km (26 mi), Spoleto 43 km (27 mi), Assisi 58 km (36 mi), Rieti 82 km (51 mi) and Gubbio 85 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 205 km (127 mi), Rome 140 km (87 mi), Venice 425 km (264 mi), Milan 493 km (306 mi) and Naples 331 km (206 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) 149 km (93 mi), Roma Fiumicino (fco) 162 km (101 mi), Firenze Peretola (flr) 209 km (130 mi), Pisa (psa) 271 km (169 mi) and Bologna (blq) 287 km (178 mi).
The last kilometer of road to reach the property is dirt and uneven. SUVs or machines suitable for this type of terrain are recommended. Low or sports cars are not recommended. Casale Nido
Tenuta Pomona
Superb independent villa rental with WIFI, A/C, private pool, TV, patio and panoramic view
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Description
Tenuta Pomona is a beautiful stone building (189 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight people comfortably in four bedrooms with three bathrooms. Conveniently located 9 km (5 mi) from Cortona, Italy in the tourist area "Cortona And Surroundings" and only 28 km (18 mi) from Arezzo.
The accommodation consists of the main villa in stone, which can comfortably accommodate up to 6 people and a dependance, where 2 additional guests can stay.
Your Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the city and the hills ideal for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill. 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 eight people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the lovely Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 28 km (18 mi), Montepulciano 33 km (20 mi), Perugia 55 km (34 mi), Montalcino 67 km (42 mi) and Assisi 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 118 km (74 mi), Viareggio 205 km (127 mi), Forte Dei Marmi 212 km (132 mi), Rome 213 km (132 mi), Venice 362 km (225 mi) and Milan 405 km (251 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) 126 km (78 mi), Pisa (psa) 186 km (116 mi), Bologna (blq) 210 km (131 mi), Roma Ciampino (cia) 220 km (137 mi) and Roma Fiumicino (fco) 232 km (144 mi).
Special Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Tenuta Pomona. Inquire for more details, including the supplemental cost and how to organize this service.
Baby Sitting - A babysitter can be organized at Tenuta Pomona. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Tenuta Pomona
Casa i Pini
Pretty private villa rental with A/C, WIFI, private pool, TV, pets allowed and panoramic view
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Someone just enquired about this property!
Description
Casa i Pini is located 7 km (4 mi) from Cortona, Italy and only 29 km (18 mi) from Montepulciano in the tourist area "Cortona And Surroundings". Vacation rental Casa i Pini is a nice stone building (180 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with four bathrooms.
The accommodation consists of a main building and an annex and can accommodate up to 8 people: 6 in the main house (180 sq m) and 2 in the annex (50 square meters).
The Experience
When you arrive at Casa i Pini you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
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 29 km (18 mi), Arezzo 32 km (20 mi), Perugia 54 km (34 mi), Montalcino 58 km (36 mi) and Siena 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 122 km (76 mi), Viareggio 209 km (130 mi), Forte Dei Marmi 216 km (134 mi), Rome 204 km (127 mi), Venice 361 km (224 mi) and Milan 406 km (252 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Casa i Pini. 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 April - 15 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 127 km (79 mi), Pisa (psa) 190 km (118 mi), Roma Ciampino (cia) 213 km (132 mi), Bologna (blq) 214 km (133 mi) and Roma Fiumicino (fco) 225 km (140 mi).
Additional 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 fun way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will schedule the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner 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 organized at Casa i Pini. If you're traveling with kids and would like some alone time, talk to the owner directly about this option upon arrival.
Casa i Pini
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Description
Holiday home Villa Elena is a beautiful property (120 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to seven guests comfortably in four bedrooms with two bathrooms. Conveniently located 15 km (9 mi) from Cortona, Italy and only 19 km (12 mi) from Montepulciano.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid 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. For your pleasure, on the grounds there is a patio and barbecue grill. 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 seven people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect setting to enjoy food, family and the beautiful Tuscan weather.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 19 km (12 mi), Perugia 49 km (30 mi), Arezzo 53 km (33 mi), Montalcino 55 km (34 mi) and Assisi 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 212 km (132 mi), Forte Dei Marmi 219 km (136 mi), Rome 207 km (129 mi), Milan 412 km (256 mi) and Naples 398 km (247 mi).
Additional Information
Pool Open: 1 April - 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) 130 km (81 mi), Pisa (psa) 193 km (120 mi), Roma Ciampino (cia) 216 km (134 mi), Bologna (blq) 217 km (135 mi) and Roma Fiumicino (fco) 229 km (142 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 ask prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Elena
Book your vacation for the period from 04 April 2026 to 30 May 2026 and save 10% (minimum 7 nights). Offer valid until 30 May 2026.
Villa dei Ciliegi
Fabulous private vacation home with WIFI, private pool, A/C, patio, panoramic view, near Cortona
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Description
Villa Dei Ciliegi is a nice vacation rental (180 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to eight people comfortably in four bedrooms with three bathrooms. Conveniently located 2 km (5068 ft) from Creti, Italy in the tourist area "Cortona And Surroundings" and only 15 km (9 mi) from Cortona.
Your Experience
Upon arrival you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful 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 unwind at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill.
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 15 km (9 mi), Montepulciano 25 km (16 mi), Arezzo 34 km (21 mi), Montalcino 52 km (32 mi) and Perugia 59 km (37 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the vacation rental, only 150 m (475 ft).
Some other major tourist destinations you should consider visiting are: Florence 116 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 210 km (130 mi), Rome 198 km (123 mi), Venice 355 km (221 mi) and Milan 400 km (248 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Villa Dei Ciliegi. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 121 km (75 mi), Pisa (psa) 183 km (114 mi), Roma Ciampino (cia) 207 km (128 mi), Bologna (blq) 208 km (129 mi) and Roma Fiumicino (fco) 219 km (136 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Villa Dei Ciliegi
Book 7 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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Someone else is looking at this property right now!
Description
Conveniently located in Città Della Pieve, Italy and only 34 km (21 mi) from Montepulciano. Vacation rental Villa Olivo is a beautiful property (350 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to eight guests comfortably in four bedrooms with four bathrooms.
The Experience
When you arrive at Villa Olivo you’ll find a nice clean well-maintained property with views of the hills and the city ideal for a splendid vacation 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 relax at the end the day. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
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 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
Description
Property Summary
This charming vacation rental occupies a beautifully renovated portion of a traditional farmhouse set in an excellent panoramic position in the countryside near San Giovanni D'asso, Italy, close to the renowned town of Montalcino. The property comprises two adjoining apartments within an independent farmhouse structure, offering flexible accommodation for families or groups seeking an authentic Tuscan experience. You will enjoy convenient amenities including a private swimming pool and dedicated parking area within the fenced grounds. The elevated location provides sweeping views over the surrounding rural landscape, creating an idyllic setting for a relaxing retreat in one of Tuscany's most celebrated wine-producing regions.
Outdoors
The outdoor space features a refreshing non-heated swimming pool measuring 6.50 by 3.50 meters with a depth of 1.40 meters, available for your use from May 1st through October 31st. The property is surrounded by a 180 square meter fenced garden that ensures privacy and security throughout your stay. Within the garden you will find a gazebo providing shaded outdoor living space, perfect for relaxing during the warmest hours of the day. A barbecue is available for preparing al fresco meals, allowing you to dine outdoors while taking in the panoramic countryside views that characterize this exceptional location.
Unit Layout
The farmhouse is divided into two adjoining apartments that together accommodate a maximum capacity of 7 guests across 4 bedrooms and 2 bathrooms. Apartment A sleeps 4 guests and is arranged over two floors. On the ground floor you will find a living room and dining room with fireplace, television, and a kitchenette equipped with an oven. The first floor houses a double bedroom, a twin bedroom, and a bathroom with shower. Apartment B accommodates 3 guests and is similarly distributed across two levels. The ground floor contains a living room with kitchenette including an oven, a single bedroom, and a small bathroom. On the first floor there is a double bedroom. This configuration provides flexible sleeping arrangements suitable for families or groups traveling together while maintaining separate living spaces.
Amenities Included
Your accommodation is equipped with a washing machine for your convenience during longer stays. The barbecue facilities enable outdoor cooking and dining experiences in the garden setting. The fireplace in Apartment A provides both warmth and ambiance during cooler months. Heat is available throughout the property to ensure comfort during autumn, winter, and early spring visits. Television is provided in Apartment A for entertainment. The kitchenettes in both apartments include ovens for preparing meals. All windows are fitted with mosquito nets to ensure comfortable ventilation during warm weather while keeping insects out.
Other Information
Check-in is available between 3 pm and 7 pm, and check-out is required by 10 am. The rental price includes water, gas, final cleaning, and linen for both bedrooms and bathrooms, with linen changes provided on a weekly basis. Upon arrival you will be required to provide a security deposit which will be returned at the end of your stay minus the cost of any damages incurred. A tourist tax may be required upon arrival according to the regulations of the local municipality. The fenced garden provides secure outdoor space throughout the property.
Distances and Attractions
The property is located in the countryside near the historic hilltop town of Montalcino, one of Tuscany's most prestigious wine destinations famous for its Brunello wines. This excellent rural position offers panoramic views while maintaining convenient access to local amenities, wineries, restaurants, and the cultural attractions of southern Tuscany. The surrounding area provides opportunities for wine tasting, exploring medieval villages, and experiencing the authentic character of the Tuscan countryside.
Costs & Services
Extra costs
- Heating consumption: payable locally based on consumption
- Security deposit: €500.00
- Pets: €25.00 per week
- Baby cot: €30.00 per week
- Extra bed: €80.00 per week Il Bosco
Villa Montepulciano Vineyard and Pool Retreat
Beautiful independent holiday rental with WIFI, A/C, hot tub, private pool, TV and patio
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Someone just enquired about this property!
Description
Conveniently located 2 km (1 mi) from Montepulciano, Italy in the tourist area "Orcia Valley" and only 34 km (21 mi) from Montalcino. Villa Montepulciano Vineyard and Pool Retreat is a lovely holiday rental (300 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to ten people comfortably in four bedrooms with three bathrooms.
Your Experience
When you arrive you’ll find a beautiful clean well-maintained property ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. 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 ten people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montalcino 34 km (21 mi), Cortona 41 km (25 mi), Arezzo 52 km (32 mi), Siena 68 km (42 mi) and Perugia 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 125 km (78 mi), Viareggio 211 km (131 mi), Forte Dei Marmi 218 km (136 mi), Rome 183 km (114 mi), Venice 364 km (226 mi) and Milan 413 km (257 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 130 km (81 mi), Pisa (psa) 192 km (119 mi), Roma Ciampino (cia) 192 km (119 mi), Roma Fiumicino (fco) 205 km (127 mi) and Bologna (blq) 216 km (134 mi).
Villa Montepulciano Vineyard and Pool Retreat
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In high demand!
Description
Vacation rental Villa Delle Rose is a lovely stone building (250 sq m) that includes air conditioning, WiFi internet and private pool. The property can sleep up to eight people comfortably in four bedrooms with four bathrooms. Conveniently located 6 km (3 mi) from Cortona, Italy and only 32 km (20 mi) from Arezzo.
What to Expect
After arriving at Villa Delle Rose you’ll find a beautiful clean well-maintained property with views of the hills and the mountains ideal for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of shopping.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 32 km (20 mi), Montepulciano 33 km (20 mi), Perugia 50 km (31 mi), Gubbio 66 km (41 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 131 km (81 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 225 km (140 mi), Rome 213 km (132 mi), Milan 418 km (260 mi) and Naples 404 km (251 mi).
Additional Information
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 136 km (85 mi), Pisa (psa) 199 km (123 mi), Roma Ciampino (cia) 222 km (138 mi), Bologna (blq) 223 km (139 mi) and Roma Fiumicino (fco) 235 km (146 mi).
Villa Delle Rose
