Vacation Rentals with Air Conditioning in Monte S. Marie, Italy
Results 81 - 100 of 340
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Description
IL PIGIONALE is a beautiful centuries' old building that will enchant you with its local traditional features: the original authentic fireplace, used for cooking, or the original staircase... you will be captured by the fusion of antique and modern style and mostly you will fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. Il Pigionale
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 20 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 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
La Miccia
Superb independent vacation rental with hot tub, A/C, WIFI, TV and pets allowed, close to Arezzo
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Description
LA MICCIA is a beautiful centuries' old apartment that will enchant you with its local traditional features: the stone walls all over the place, the original ceilings in red bricks, original pavements in "cotto" toscano,... you will be captured by the fusion of antique and modern style, like the hot tub in the living room!!!
You will also fall in love with the atmosphere of this small Tuscan village. Non touristic route, Pergine Valdarno, will show you the normal everyday life of the locals going to get an espresso in the morning or buying their fresh bread. everyone will make you feel welcome and if you're lucky enough to spend some days here, you will finally feel part of it. La Miccia
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 20 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 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Marina'S Lodge
Cosy accommodation with A/C, hot tub, TV, patio, pets allowed and panoramic view, close to Arezzo
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Description
Description:
Nestled in the peaceful Tuscan countryside in the historic village of Pergine Valdarno, Marina's is a stone house recently renovated to combine rustic charm with modern comfort. The accommodation has a private entrance and is fully independent, located next to (but separate from) the owner’s home.
Inside you’ll find a fully equipped kitchen, a cozy living room with TV and streaming services, two double bedrooms, and two bathrooms. The exposed stone walls and wooden beams create a truly authentic Tuscan atmosphere.
Outside, a private hot-tub invites you to unwind while enjoying the olive-tree views — the perfect spot for a sunset soak or a barbecue under the stars. A short stroll leads you to the village center, with a bar, bistrot, pharmacy, post office/bank and a local restaurant — great for convenient meals or casual outings without needing a car. Casa Marina is ideal for travelers seeking a serene, nature-immersed retreat rich in history, without compromising on comfort. Marina's Lodge
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 10 days or less before the arrival date and receive a 30 % discount off the published rental rates.
Book 20 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 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Villa Rocchi
Unique independent house with hot tub, WIFI, A/C, private pool, TV, patio, close to Montepulciano
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Description
Holiday home Villa Rocchi is a lovely property (1300 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 24 guests comfortably in 12 bedrooms with 14 bathrooms. Conveniently located 3 km (2 mi) from Torrita Di Siena, Italy in the tourist area "Orcia Valley" and only 11 km (7 mi) from Montepulciano. If playing a round of golf is important while on holiday, you are in luck because there is a course nearby.
Your Experience
When you arrive at Villa Rocchi you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. For your pleasure, on the grounds there is 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 24 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: Montepulciano 11 km (7 mi), Cortona 34 km (21 mi), Montalcino 39 km (24 mi), Arezzo 43 km (27 mi) and Siena 58 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 114 km (71 mi), Viareggio 201 km (125 mi), Forte Dei Marmi 208 km (129 mi), Rome 196 km (122 mi), Venice 357 km (222 mi) and Milan 400 km (249 mi).
Additional Information
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
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) 121 km (75 mi), Pisa (psa) 182 km (113 mi), Bologna (blq) 202 km (126 mi), Roma Ciampino (cia) 205 km (127 mi) and Roma Fiumicino (fco) 218 km (135 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 learning the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Meals - If you'd like to have meals provided during your stay, half-board is available. If you prefer only breakfast be provided, that can be scheduled as well. Inquire about the extra costs.
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the additional cost.
Villa Rocchi
Fonte della Chiana
Fabulous private property with sauna, private pool, A/C, WIFI, hot tub, TV, close to Cortona
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Description
Fonte Della Chiana is a beautiful stone building (500 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 17 people comfortably in six bedrooms with six bathrooms. Fonte Della Chiana is located 6 km (4 mi) from Foiano Della Chiana, Italy and only 21 km (13 mi) from Cortona in the tourist area "Cortona And Surroundings".
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, 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. 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 and refrigerator, as well as, plenty of tableware and cutlery for up to 17 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the lovely Tuscan weather.
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 21 km (13 mi), Arezzo 23 km (14 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Siena 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 102 km (63 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 200 km (124 mi), Venice 345 km (215 mi) and Milan 387 km (240 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 110 km (68 mi), Pisa (psa) 170 km (106 mi), Bologna (blq) 194 km (121 mi), Roma Ciampino (cia) 209 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Villa Ripa
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Description
Property Summary
Nestled on a gentle slope in the heart of the Tuscan countryside, the single-family house known as "Pianelli" offers an exceptional vacation rental experience just 1 km from the center of Pergine Valdarno, Italy. This charming property combines the tranquility of rural living with convenient access to some of Tuscany's most celebrated destinations, making it an ideal retreat for those seeking both relaxation and cultural exploration. The fully fenced private grounds extend across 1,500 m2, providing a sense of seclusion and privacy that enhances the overall experience. A heated swimming pool measuring 8 x 4 m invites you to unwind during the warmer months, available seasonally from April 10th to October 25th, while the expansive yard encompasses a beautifully maintained terraced garden, a lawn, and a wildlife garden that together create a serene natural setting. Reliable Internet WiFi keeps you connected throughout your stay, and parking on the premises accommodates up to 2 cars, with an EV charging station also available for guests traveling with electric vehicles.
Outdoors
The outdoor spaces at "Pianelli" are thoughtfully designed to encourage relaxation and enjoyment of the surrounding Tuscan landscape. The private grounds feature a terraced garden, a well-kept lawn, and a wildlife garden, all enclosed within a secure perimeter that ensures complete privacy. The heated swimming pool, measuring 8 x 4 m, serves as the centerpiece of the outdoor area and is available seasonally from April 10th to October 25th, with pool maintenance handled by the owner's gardener. A pergola provides a shaded retreat during the warmest hours of the day, while the terrace offers an ideal setting for outdoor dining and leisurely moments in the open air. Garden furniture is provided for your comfort, and a barbecue is available for alfresco meals. An outdoor shower completes the exterior amenities, adding a practical and refreshing touch to the poolside experience.
Other Information
Inside the house, a range of amenities has been carefully curated to ensure a comfortable and restorative stay. A sauna and a hydro massage bath are available for your relaxation and may require an additional fee. The property is equipped with a burglar alarm system, offering an added layer of security and peace of mind throughout your visit. Please be aware that the house is accessed via a 500 m long unmade road. The swimming pool is available on a seasonal basis, from April 10th to October 25th, and its use may also be subject to an additional fee. Check-in and check-out times, as well as any specific house rules, should be confirmed directly with the property manager prior to arrival.
Distances and Attractions
"Pianelli" enjoys a privileged location that places a wealth of Tuscan attractions within easy reach. A supermarket is located just 1 km away, ensuring that everyday essentials are always conveniently accessible. The charming village center of Pergine Valdarno is also just 1 km from the property, offering a welcoming taste of authentic Tuscan village life. The renowned city of Arezzo, with its rich artistic heritage and vibrant historic center, is approximately 15 km away, while the iconic city of Siena lies approximately 40 km from the property. Florence, one of Italy's most celebrated cultural capitals, is also reachable within a reasonable driving distance. Additional nearby destinations worth exploring include Monte San Savino, Cortona, and Castiglion Fiorentino, each offering its own distinct blend of history, architecture, and local tradition, making "Pianelli" an exceptional base from which to discover the very best of Tuscany. Pianelli
Cignella Resort
Accommodation with A/C, pool, WIFI, TV, patio, pets allowed, panoramic view, close to Montepulciano
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| Accommodation | |||||
|---|---|---|---|---|---|
| Villa Aquila | 6 | 3 | 3 | ||
| Villa Falco | 4 | 2 | 2 | ||
| Appartamento Cipresso | 4 | 2 | 2 | ||
| Appartamento Olivo | 6 | 3 | 3 | ||
| Appartamento Pino | 4 | 2 | 2 | ||
| Appartamento Quercia | 4 | 2 | 2 | ||
| Chalet Cigno | 3 | 2 | 1 | ||
| Villino Basilico | 4 | 2 | 2 | ||
| Villino Rosmarino | 4 | 2 | 2 | ||
| Chalet Superior Azzurro | 4 | 2 | 2 | ||
| Villa Limone | 6 | 3 | 3 | ||
| Villa Salvia | 6 | 3 | 3 | ||
| Villa Cielo | 6 | 3 | 3 | ||
| Pesca | 6 | 3 | 3 | ||
| All 14 Accommodations | 67 | 34 | 33 |
Description
Conveniently located 10 km (6 mi) from Torrita Di Siena, Italy in the tourist area "Orcia Valley" and only 16 km (10 mi) from Montepulciano. Cignella Resort is a lovely stone building with shared pool, WiFi internet and air conditioning. Cignella Resort is a country resort having a total of 14 separate apartments. The property can sleep up to 67 guests comfortably in 34 bedrooms with 33 bathrooms.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the lake and the hills perfect for a peaceful holiday in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Each apartment has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit property where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.
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 16 km (10 mi), Montalcino 34 km (21 mi), Cortona 42 km (26 mi), Arezzo 54 km (33 mi) and Siena 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 127 km (79 mi), Viareggio 213 km (132 mi), Forte Dei Marmi 220 km (137 mi), Rome 208 km (129 mi), Venice 366 km (227 mi) and Milan 415 km (258 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Cignella Resort. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Handicapped Accessible - If you or one of your guests needs wheelchair access, you’ll find at least one bedroom and bathroom that are accessible, as well as, most of the main rooms in the house.
Check-In Time: 15:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 4 April - 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) 132 km (82 mi), Pisa (psa) 194 km (120 mi), Roma Ciampino (cia) 217 km (135 mi), Bologna (blq) 218 km (136 mi) and Roma Fiumicino (fco) 230 km (143 mi).
More Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your 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 needs. The chef will offer advice for the various courses and the wine. Ask 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 after arriving or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your visit that can be arranged by the owner. Inquire for more details about the supplemental cost.
Baby Sitting - A babysitter can be organized at Cignella Resort. If you're traveling with kids and would like some alone time, talk to the owner directly about this option when you arrive.
Cignella Resort
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| Accommodation | |||||
|---|---|---|---|---|---|
| Fornacino 1 | 2 | 1 | 2 | ||
| Fornacino 2 | 4 | 2 | 2 | ||
| Fornacino 3 | 2 | 1 | 2 | ||
| Fornacino 4 | 2 | 1 | 1 | ||
| Fornacino 5 | 5 | 3 | 2 | ||
| Fornacino 6 | 2 | 1 | 1 | ||
| All 6 Accommodations | 17 | 9 | 10 |
Description
Ancient farmhouse with adjoining barn situated on a large and renowned farming estate producing excellent wine and olive oil. This property has been carefully restored and turned into 6 comfortable apartments, all of which offering nice interiors furnished in a rustic style with some antiques. The location, among vineyards and olive groves is peaceful and dominates the Chianti Classico hills. Beautiful panoramic views with Siena in the distance are afforded. This property provides a well-kept large garden (6000 m2) with infinity pool whose use is to be shared among the 6 apartments.
Distances: Ponte a Bozzone with a food shop, a restaurant and a butcher is 5 km away, Siena with all kinds of shops and railway station 12 km, San Gimignano approx. 50 km, Florence 70 km away, Pisa 115 km , Rome 250 km away.
At guests disposal: large panoramic garden (6000 m2), shared infinity swimming-pool (5,5 x 15 m – maximum depth 1,8 m – open from 01/05 to 30/09), solarium terrace with open-air shower (cold water), barbecue, oven for pizza, furnished loggia (35 m2), table tennis. Shared laundry with washing-machine and ironing facilities. All of the apartments provide alarm system, satellite TV, hair-dryer, heating system and table and chairs (in a common area).
Parking within the grounds.
Extra services included in the rental price: linen change on Wednesdays.
Extra services to be paid on the spot: Baby bed available upon request at € 70,- / per week (payable on site).
The produce of the estate is available for clients to be purchased.
Please carefully check if there are any extra costs to be paid on site! Fornacino
A Casa di Gabri
Fabulous independent property with WIFI, A/C, TV, patio, pets allowed and panoramic view
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Description
Property Summary
The single-family house "A casa di Gabri" is a cozy vacation rental situated at an elevation of 567 meters above sea level in Montefollonico, 10 km from Torrita Di Siena, Italy. Surrounded by a fenced 500 m2 wildlife garden and trees, the detached two-story property boasts a terraced garden, terrace, and garden furniture, perfect for enjoying the secluded, sunny location. Amenities include a yard, internet WiFi, and parking.
Outdoors
Embrace the great outdoors with the terraced garden, fenced wildlife garden, and trees surrounding the property. Relax on the terrace, furnished with garden furniture, or fire up the barbecue for an alfresco dining experience. The house is conveniently situated 500 meters from the edge of the forest, inviting you to explore the nearby walking paths.
Other Information
Convenience is at your doorstep with a shop and grocery store just 200 meters away and a supermarket within 10 km. Indulge in local flavors at the restaurant located 200 meters from the property or unwind at the bar just 100 meters away. Public transportation is readily accessible, with a bus stop "Montefollonico" 100 meters away and the railway station "Torrita di Siena" situated 10 km from the house.
Distances and Attractions
Immerse yourself in the region's rich history and natural beauty with nearby attractions such as Montepulciano (10 km), Pienza (11 km), Cortona (33 km), Montalcino (33 km), and the renowned city of Siena (60 km). Explore the well-known lakes, including Trasimeno (40 km) and Chiusi (27 km), or indulge in recreational activities like golf (18 km, 9-hole course), tennis (10 km), and swimming at the sandy beach "Marina di Grosseto" (90 km), outdoor pool (10 km), indoor pool (10 km), thermal baths "Chianciano Terme" (20 km), or bathing lake "Trasimeno" (40 km). A Casa di Gabri
Villa Michelangelo
House with WIFI, private pool, A/C, hot tub, TV, balcony, panoramic view, near Cortona
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Description
Property Summary
Nestled on a gentle hill in the heart of Foiano Della Chiana, Italy, Villa Michelangelo is a remarkable holiday retreat that invites you to experience the timeless beauty of the Tuscan countryside. From its elevated position, the property offers breathtaking, seemingly infinite views stretching across rolling landscapes adorned with ancient olive groves, traditional wineries, and vibrant wildflowers. The villa provides a generous outdoor yard that perfectly frames the surrounding natural scenery, creating an atmosphere of serene elegance. A private swimming pool allows you to cool off while soaking in the panoramic vistas that define this extraordinary corner of Tuscany. Seamless connectivity is ensured through reliable Internet Wifi, keeping you comfortably in touch with the world beyond, while dedicated parking on the premises offers the convenience and peace of mind you deserve throughout your stay.
Outdoors
The outdoor spaces of Villa Michelangelo are a true celebration of the Tuscan landscape. The private swimming pool serves as the centrepiece of the exterior, perfectly positioned to allow you to enjoy the sweeping views of the countryside while you relax and unwind. The surrounding yard extends gracefully across the hillside, offering generous open spaces where the natural beauty of the olive groves and flowering gardens becomes an integral part of your daily experience. Whether you choose to dine al fresco, lounge in the warmth of the Tuscan sun, or simply take in the tranquil panorama that unfolds before you, the outdoor areas of the villa provide an idyllic setting for every moment of your stay.
Other Information
Villa Michelangelo is thoughtfully designed to ensure a comfortable and seamless experience for all guests. The property's hillside position near Arezzo provides a peaceful and private environment, making it an ideal base from which to explore the wider region. The surrounding landscape of olive groves and wineries adds an authentic Tuscan character to the setting, enhancing the overall atmosphere of the retreat.
Distances and Attractions
Villa Michelangelo's privileged location near Arezzo places you within easy reach of some of the most celebrated destinations in all of Italy. The property serves as an excellent base for day trips throughout Tuscany, allowing you to explore the Renaissance splendour of Florence, the medieval charm of Siena, and the enchanting hilltop town of Cortona. The spiritual city of Assisi, the renowned wine town of Montepulciano, and the celebrated Chianti wine region are all comfortably accessible, offering an extraordinary variety of cultural, historical, and gastronomic experiences. Whether you are drawn to world-class art, ancient architecture, or the celebrated flavours of Tuscan cuisine, the surrounding region promises an abundance of unforgettable discoveries just a short drive from the villa. Villa Michelangelo
Villa Ripa
Accommodation with WIFI, A/C, hot tub, private pool, TV, patio, panoramic view, close to Cortona
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- 6
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Description
Property Summary
Nestled within 3 hectares of a beautifully maintained natural park adorned with cypress trees, lavender, and roses, Villa la Ripa is an exclusive luxury holiday retreat situated in the heart of Tuscany, Italy. Recently fully renovated, this remarkable property in Foiano Della Chiana seamlessly blends traditional character with contemporary elegance across approximately 800 square metres of interior space. Guests enjoy complimentary Wi-Fi throughout the villa, a private swimming pool measuring 12x4 metres equipped with sun loungers and umbrellas, extensive parking facilities, and a sweeping private yard that creates an atmosphere of complete seclusion and natural beauty.
Outdoors
The expansive private park surrounding the villa provides an extraordinary outdoor experience. A covered built-in patio furnished with a large dining table, chairs, a barbecue, and a pizza oven offers the ideal setting for al fresco meals immersed in nature. At the heart of the park, a glass-walled gym room allows guests to exercise while feeling entirely surrounded by the natural landscape. A soccer field and volleyball court further enrich the outdoor offering, while the pool area invites relaxation in a serene and picturesque environment.
Distances and Attractions
Villa la Ripa is set in the Arezzo countryside, accessed via a characteristic cypress-lined country road. The nearest town, Foiano Della Chiana, is just 6 km away and provides all essential services. Cortona is 20 km distant, Arezzo 25 km, Montepulciano 27 km, and Siena 57 km. Florence Airport is approximately 100 km away, Pisa Airport 166 km, and Rome Airport 223 km. The location is ideal for day trips to Tuscany's most celebrated destinations, including Florence, Arezzo, Siena, Cortona, and the Chianti wine region.
Unit Layout
Villa la Ripa accommodates up to 16 guests across 6 bedrooms and 8 bathrooms, divided between a main building and a separate dependence. The main building spans 3 floors. The ground floor features a large living area with elegant sofas, a dining room, a fully equipped kitchen, and 1 full bathroom. The first floor hosts 5 double bedrooms, each with its own en-suite shower room and minibar fridge; 1 bedroom can be converted into twin beds upon request, and 2 bedrooms can each accommodate an additional single bed. All rooms overlook the park. The basement includes a second kitchen, a spacious open-plan area for activities such as wine tasting and cooking classes, a cellar stocked with fine Tuscan wines including Montalcino, Montepulciano, and Chianti, a living area with sofas, and a billiard table. The basement also houses the spa, featuring a jacuzzi bath, relaxation lounges, a sauna, a Turkish bath, an emotional shower, and changing and massage rooms. The dependence offers a ground-floor kitchen, a living area with a double sofa bed, and a first-floor double bedroom with a private bathroom and walk-in wardrobe.
Amenities Included
The villa is fully equipped with air conditioning and heating available throughout. Each bedroom benefits from individual climate control, while a washing machine is available in the dedicated laundry room. The kitchen is fitted with a dishwasher and microwave among its full complement of appliances. Guests can enjoy the barbecue on the private patio, which serves as a wonderful outdoor entertaining space. Every room is connected to the BOSE music system, controllable via smartphone, and entertainment is provided through satellite television with Netflix included, as well as additional television sets throughout the property. The fireplace in the main living area adds warmth and elegance during cooler evenings. The jacuzzi bathtub within the spa completes an exceptional wellness offering. An alarm system, fire extinguisher, first aid kit, air purification system, and courtesy amenities in each bathroom are also provided.
Other Information
The minimum rental period is 1 week, with Saturday as the changeover day. Check-in is available from 4:00 pm to 7:00 pm, and check-out must be completed before 10:00 am. A refundable security deposit of 1500 euros is payable in cash upon arrival and returned at departure, less any damages or unpaid fees. A tourist tax of 2.50 euros per person per night applies. Use of the spa is available at an additional cost of 400 euros per day. The rental price includes final cleaning, air conditioning and heating, gym access, and pool towels. An emergency contact is provided at check-in, and the team is available to assist with excursions, wine tours, cooking experiences, and further activities throughout the stay. Villa Ripa
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Description
Casina Dell'acquaborra is a nice stone building (140 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to six guests comfortably in two bedrooms with two bathrooms. Casina Dell'acquaborra is located 2 km (1 mi) from Levane, Italy and only 27 km (17 mi) from Arezzo in the tourist area "Arno Valley".
The First Floor of the property is empty and not accessible to guests.
The property has an automatic locking system that is activated by a switch inside the house.
What to Expect
Upon arrival at Casina Dell'acquaborra you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including coffee machine, microwave 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 garden 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: Arezzo 27 km (17 mi), Greve In Chianti 40 km (25 mi), Siena 50 km (31 mi), Cortona 51 km (32 mi) and Montepulciano 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 67 km (42 mi), Viareggio 151 km (94 mi), Forte Dei Marmi 161 km (100 mi), Rome 249 km (155 mi), Venice 312 km (194 mi) and Milan 356 km (221 mi).
Additional Information
Check-In Time: 15:00 - 21:00
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) 75 km (46 mi), Pisa (psa) 135 km (84 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 258 km (160 mi) and Roma Fiumicino (fco) 271 km (168 mi).
Casina Al Vento
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Description
Villa Dell'acquaborra is a beautiful stone building (220 sq m) with WiFi internet, air conditioning and private pool. The property can sleep up to eight people comfortably in three bedrooms with three bathrooms. Villa Dell'acquaborra is located 2 km (1 mi) from Levane, Italy and only 27 km (17 mi) from Arezzo in the tourist area "Arno Valley".
The property has an automatic locking system that is activated by a switch inside the house.
Your Experience
After arriving at Villa Dell'acquaborra you’ll find a nice clean well-maintained property 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including coffee machine, microwave 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 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 (17 mi), Greve In Chianti 40 km (25 mi), Siena 50 km (31 mi), Cortona 51 km (32 mi) and Montepulciano 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 67 km (42 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 161 km (100 mi), Rome 249 km (155 mi), Venice 311 km (193 mi) and Milan 352 km (219 mi).
Additional Information
Check-In Time: 15:00 - 21:00
Check-Out Time: 08:00 - 11:00
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 73 km (45 mi), Pisa (psa) 135 km (84 mi), Bologna (blq) 159 km (99 mi), Roma Ciampino (cia) 258 km (160 mi) and Roma Fiumicino (fco) 271 km (168 mi).
Villa Al Vento
Villa Claudia
Stunning independent villa rental with WIFI, private pool, A/C, TV, veranda and panoramic view
- 10
- 5
- 6
Description
Conveniently located 1 km (3854 ft) from Montegonzi, Italy in the tourist area "Chianti" and only 35 km (22 mi) from Greve In Chianti. Villa Claudia is a beautiful stone building (260 sq m) with WiFi internet, air conditioning and private pool. The property can accommodate up to ten guests comfortably in five bedrooms with six bathrooms.
The owners live 50m from the accommodation and have a dog, however their property is totally fenced as well.
What to Expect
Upon arrival you’ll find a nice clean well-maintained property with views of the hills and the mountains perfect for a peaceful 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. 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. 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 close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 35 km (22 mi), Arezzo 46 km (29 mi), San Gimignano 55 km (34 mi), Siena 58 km (36 mi) and Florence 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 68 km (42 mi), Viareggio 152 km (95 mi), Forte Dei Marmi 162 km (101 mi), Rome 250 km (155 mi), Venice 312 km (194 mi) and Milan 355 km (220 mi).
Additional Information
Check-In Time: 16:30 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 76 km (47 mi), Pisa (psa) 136 km (85 mi), Bologna (blq) 160 km (100 mi), Roma Ciampino (cia) 259 km (161 mi) and Roma Fiumicino (fco) 271 km (169 mi).
Additional Services
Bike rental - on request and depending on the availability, you can rent a bike on the spot (cost to be arranged with the owner).
Tour guide - if you are interested, there is the possibility of arranging a guided tour of Florence (on request and against extra costs to be arranged with the owner).
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be organized at the property. It's a pleasant way to spend time with friends and family while discovering 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 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 requirements. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Villa Claudia
Book your vacation for the period from 25 April 2026 to 09 May 2026 and save 10% (minimum 5 nights). Offer valid until 09 May 2026.
Villa Gaeta
Independent House with private pool, WIFI, A/C, TV, pets allowed, panoramic view, near Montepulciano
- 10
- 5
- 5
Description
Large Tuscan farmhouse dating back to the 15trh century built on the ruins of an ancient convent of the year 1200. This property with a charming inner courtyard, is situated in quiet and panoramic location on a large 100-hectare estate producing olive oil and wine.
This villa has been tastefully restored preserving its original architectural features and ancient materials such as the beautiful terracotta-tiles floors and beamed ceilings and has been converted into a welcoming country-side residence. The interiors are tastefully furnished with some antique pieces.
Outside, guests can enjoy use of a nice garden with a private pool.
The access to the property is via an upaved but well-maintained road of approx. 1,5 km.
Distances: Montefollonico with groceries 4,5 km away, Montepulciano 9 km, Torrita di Siena with general store and Pienza 12 km away, Cortona 40 km, Lake Trasimeno 50 km away, Siena 65 km, Perugia 75 km away, Marina di Grosetto (beaches) 107 km Florence (airport) 110 km away, Pisa (airport) 200 km away, Rome (airport) 215 km away.
At guests’ disposal: furnished garden (lawn) with private swimming-pool (10 x 7 m – depth 1,5 m), barbecue. Guests can also enjoy use of a charming inner courtyard with ancient bread oven and nice loggia. Laundry (accessible from the outside).
This villa provides WI-FI internet connection (free of charge), air-conditioning in all of the bedrooms (with the exception of the one accessible from the courtyard), hairdryers.
Parking with the grounds.
Extra Services: Baby bed and high-chair upon request (free of charge). Maid service by arrangement (€ 15,- / per hour to the paid locally).
Small pets are allowed.
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Gaeta
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 dei Michelangioli a Brolio
Independent Holiday villa with sauna, hot tub, private pool, WIFI, A/C, TV, patio, near Cortona
- 18
- 9
- 9
Description
Conveniently located 630 m (2059 ft) from Fattoria, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona. Property Villa Dei Michelangioli a Brolio is a nice property (800 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to 18 people comfortably in nine bedrooms with nine bathrooms. There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
After arriving you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property ideal for a relaxing holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Also available outdoors are a patio and barbecue grill. There is a kitchen including microwave and stove, as well as, plenty of tableware and cutlery for up to 18 people.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 17 km (11 mi), Arezzo 27 km (17 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Perugia 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (65 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 201 km (125 mi), Venice 348 km (216 mi) and Milan 391 km (243 mi).
Additional Information
Check-In Time: 17:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 6 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) 114 km (71 mi), Pisa (psa) 173 km (107 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Villa Dei Michelangioli a Brolio is equipped with a SPA and 2 swimming pools: one indoor with whirlpool and sauna (which can be used against supplement payment) and one outdoor in the garden. The indoor pool is heated (it can reach 30°/32° C) and open throughout the whole year on request and against payment).
More Services
Cooking Lessons - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can arrange to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets vital to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Inquire for more details about the extra cost.
Villa De' Michelangioli
Book 15 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.
- 12
- 6
- 5
Description
Conveniently located 12 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. Vacation rental Lavacchio 12 is a nice stone building (360 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with five bathrooms. If you enjoy a round of golf while on vacation, then you will be happy to know there is a golf course nearby.
What to Expect
This exceptionally beautiful property is located in a very quiet and spectacular position, just a few kilometres away from the lovely village of Montalcino. The property comprises both a large Tuscan stone-built farmhouse and a small guest house.
Air conditioning is available in most of the bedrooms.
When you arrive you’ll find a beautiful clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the lovely Tuscan weather.
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), Siena 70 km (43 mi), Cortona 82 km (51 mi), Arezzo 83 km (51 mi) and Greve In Chianti 109 km (68 mi).
Some other major tourist destinations you should consider visiting are: Florence 136 km (85 mi), Viareggio 215 km (133 mi), Forte Dei Marmi 226 km (141 mi), Rome 235 km (146 mi), Venice 387 km (240 mi) and Milan 430 km (267 mi).
Additional Information
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) 151 km (94 mi), Pisa (psa) 194 km (121 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Additional Services
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Inquire for more details about the additional cost.
Two extra bedrooms are available at extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Lavacchio 12
Villa Monteresi
Unique independent villa with WIFI, hot tub, A/C, private pool, TV and patio, near Siena
- 12
- 6
- 7
Description
Villa Monteresi is a beautiful stone building (800 sq m) with WiFi internet, hot tub and private pool. The property can sleep up to 12 people comfortably in six bedrooms with seven bathrooms. Villa Monteresi is located in Monteresi, Italy and only 9 km (5 mi) from Siena in the tourist area "Siena And Surroundings".
The Experience
When you arrive at Villa Monteresi you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. After a hectic day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outside you will also find a barbecue grill, hot tub and patio. There is a kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished balcony 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: Siena 9 km (5 mi), San Gimignano 34 km (21 mi), Greve In Chianti 42 km (26 mi), Montalcino 50 km (31 mi) and Florence 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 64 km (40 mi), Viareggio 159 km (98 mi), Forte Dei Marmi 166 km (103 mi), Rome 248 km (154 mi), Venice 315 km (196 mi) and Milan 356 km (221 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) 77 km (48 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 164 km (102 mi), Roma Fiumicino (fco) 252 km (157 mi) and Roma Ciampino (cia) 260 km (161 mi).
Villa la Quercia
Cerretalta
Pretty private villa rental with private pool, WIFI, A/C, TV, patio, panoramic view, near Montalcino
- 14
- 7
- 8
Description
Villa Cerretalta is in a wonderful position on a small hill surrounded by Brunello vineyards, within the national park of Val D'Orcia. The 7 bedroom, 6 bath property is set between the cities of Montalcino and San Quirico D'Orcia (both are about 10 km away), yet in few minutes you can reach the little town of Torrenieri (5 km) where you can find the nearest shops, supermarket and restaurants.
The owner occasionally uses the independent building nearby and whilst respecting your privacy will be at your disposal if you should need any help.
Cerretalta is completely surrounded by hedges and fences to guarantee total privacy. Nonetheless, you have a wonderful sight over the countryside.
Once you enter the gateway, there is a large courtyard plenty of tables and chairs at guests’ disposal as well as the brick barbeque. Across the court there is a lovely area with a big round stone table and matching benches sheltered from the sun by a pergola. Here there is also a second way out from the property, down a stone staircase and through a small iron gate.
There are two garden areas.
The first one is bordered by mature trees, should the guests enjoy a peaceful shady lawn, and it is situated next to a white travertine floored space with tables, chairs and parasol. This is the perfect location where you can have your meals, while taking in the beautiful view over the surrounding farmland.
From here, few stone steps lead to the second garden that is located near the poolside. A small gate possibly delimits the way so as to prevent little children from reaching the swimming-pool area without permission. Some fruit trees, flowers and shrubs brighten the place and there is also a gazebo with table and chairs. An extensive hedge marks the limits of the patch.
Distances: Torrenieri 5 km, San Quirico D'Orcia 10 km, Montalcino 12 km, Bagno Vignoni 14 km, Pienza 18 km, Montepulciano 32 km, Siena 36 km, Monte Amiata 45 lm, Grosseto 70 km, Firenze 100 km, Roma 200 km.
At guests' disposal:The salt water swimming pool is 12 x 6 meters, and has a depth from 1.20 to to 1.60 m.
Here there are parasols and several sun-loungers to relax in.
The seventh bathroom of the property is situated here at the poolside. In addition there is also an outdoor shower. Baby bed and highchair available on site free of charge.
Wi Fi connection is available in the villa.
Tennis table available free of charge.
children playground.
Motor vehicle access to the house: 3 km via unpaved road.
Air conditioning is also available in each of the bedrooms, to be charged according to consumption.
Extra Services: Four extra bed are available upon request at € 200,- / for week / each (to be paid on the spot).
Please carefully check if there are any extra costs to be paid on site! Cerretalta
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
- 16
- 8
- 7
Description
This really charming and elegant villa with private swimming pool is located in a very quiet and spectacular position, just a few kilometers away from the lovely village of Montalcino, the well known area for the famous worldwide red wine: Brunello di Montalcino. Just a five minutes drive away there is the famous Castello di Banfi where guests can visit the cellars and the hamlet while enjoying the great red wine, have lunch or dinner in one of their excellent restaurants.
The views from the house are outstanding taking in the Val d’Orcia and Crete Senesi, considered by many as the most beautiful areas of Tuscany. The owner a renowned Italian Architect and Interior Designer restored the villa in total respect to the Tuscan tradition and furnished it with an impressive combination of furniture personally designed and some antiques ones. The property comprises the main Tuscan stone-built farmhouse and a bedroom with en-suite bathroom in the guesthouse. Other bedrooms with en-suite bathroom can be rented at extra cost sleeping up to 18 people. Lavacchio has been restored and furnished to high standard all the first floor bedrooms have air-conditioning and two other portable units are available on request.
The photos of this beautiful property have been published over the years on many Interior Magazines.
Cleaning service is included 15 hours. Lavacchio 16
