Luxury Villas in San Regolo, Italy
Results 81 - 87 of 87
Lavacchio 16
Unique independent holiday villa with WIFI, A/C, private pool, TV and panoramic view
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16
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8
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7
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420 m2
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
Lavacchio 14
Fabulous private house with A/C, WIFI, private pool, TV and panoramic view
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14
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7
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6
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390 m2
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 14
Lavacchio 18
Pretty independent property with WIFI, private pool, A/C, TV and panoramic view
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18
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9
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8
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450 m2
Description
Lavacchio 18 is a beautiful stone building (450 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 18 guests comfortably in nine bedrooms with eight bathrooms. Conveniently located 11 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. There is a golf course nearby if you'd like to get in a round or two while on holiday.
The Experience
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing vacation 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. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 18 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
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 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 214 km (133 mi), Forte Dei Marmi 226 km (140 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).
Special Services
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Ask for more details about the extra cost.
Maid service is included 15 hours per week. Lavacchio 18
Lavacchio 10
Amazing independent holiday rental with WIFI, private pool, A/C, TV and panoramic view
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10
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5
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4
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360 m2
Description
Conveniently located 12 km (7 mi) from Montalcino, Italy in the tourist area "Grosseto - Maremma" and only 48 km (30 mi) from Montepulciano. Holiday rental Lavacchio 10 is a beautiful stone building (360 sq m) that includes air conditioning, private pool and WiFi internet. The property can accommodate up to ten people comfortably in five bedrooms with four 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
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 ten people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice Tuscan weather.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 48 km (30 mi), Siena 69 km (43 mi), Cortona 79 km (49 mi), Arezzo 82 km (51 mi) and San Gimignano 109 km (67 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 428 km (266 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) 149 km (93 mi), Pisa (psa) 191 km (119 mi), Roma Fiumicino (fco) 218 km (135 mi), Bologna (blq) 236 km (146 mi) and Roma Ciampino (cia) 240 km (149 mi).
Special Services
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the extra cost.
Maid service is included 15 hours per week. Lavacchio 10
Villa Montalcino
Unique private villa with private pool, WIFI, patio and panoramic view
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8
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3
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3
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180 m2
Description
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across Montalcino and the surrounding hills. A beautiful private swimming pool awaits guests for relaxing after days spent exploring the beauty of the area. The house dates back to the 17th century and it was transformed into a characteristic country home with large outdoor areas, well looked after and with numerous flowers and aromatic plants.
The property is surrounded by 3 hectares of olive groves.
This rental is ideal as a starting point for setting off to visit the most important places of interest that Tuscany has to offer (such as Pienza, Montepulciano, Siena, San Gimignano, Florence and the Chianti area)
Note: The villa has an outdoor video surveillance system
Available to guests: Garden and private swimming pool (5 m x 11 m – minimum depth 1.2m – maximum depth 1.5m). WI-FI connection available.
Parking available on the property.
Distances: Montalcino with a wide range of shops 2 km, Bagno Vignoni 18 km, Pienza 21 km, Montepulciano 35 km, Siena 41 km, Florence 105 km and Rome 200 km.
Please carefully check if there are any extra costs to be paid on site! Villa Montalcino
Podere Galieni
Unique private house with A/C, WIFI, private pool, TV, patio and panoramic view
Special Offer-
16
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6
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8
Description
Property Summary
Nestled among rolling fields and vineyards in the heart of Tuscany, Agriturismo "Podere Galieni" is a beautifully renovated holiday rental located in Certaldo, Italy. Fully updated in 2025, this charming property consists of a main house and a separate outbuilding, positioned approximately 4 km from the centre of Certaldo in a peaceful, sunny, and elevated setting. The residence is enclosed within a private fenced perimeter, offering guests a genuine sense of seclusion and tranquillity. A generously sized swimming pool measuring 10 x 15 metres is available for guests to enjoy seasonally from 1 April through 31 October, complete with an internal staircase and maintained regularly by the owner and gardener. The surrounding yard features a terraced garden and a wildlife garden adorned with flowers, creating a lush and natural environment that perfectly complements the rural Tuscan landscape. Connectivity is fully supported with internet access and WiFi available throughout the property, ensuring guests remain connected during their stay. Private parking is conveniently available directly at the house, making arrival and departure straightforward for those travelling by car.
Outdoors
The outdoor spaces at Agriturismo "Podere Galieni" are thoughtfully designed to invite relaxation and enjoyment of the surrounding natural environment. The private terraced garden and wildlife garden, rich with flowering plants, offer a serene setting for leisurely walks or quiet moments in nature. The swimming pool, measuring 10 x 15 metres and accessible via an internal staircase, serves as the centrepiece of the outdoor area and is open seasonally from 1 April through 31 October, with pool maintenance carried out by the owner and gardener to ensure impeccable conditions throughout the season. A dedicated shower and WC facility is located in the pool area, complemented by an outdoor shower for added convenience. A patio furnished with garden furniture provides an ideal space for outdoor dining, relaxing in the sun, or simply taking in the panoramic views of the Tuscan countryside that surrounds the property. Walking paths are accessible directly from the house, beginning just 100 metres away, making it easy to explore the natural landscape on foot.
Other Information
Agriturismo "Podere Galieni" is equipped with a full range of amenities to ensure a comfortable and convenient stay. The lounge features a television, and the property benefits from a central heating system as well as air conditioning, ensuring a pleasant atmosphere throughout the seasons. A washing machine is available for guest use. Linen changes and towel changes are available at a supplementary charge. Room cleaning and housemaid services are available on request, as is the option to hire a private cook for those wishing to enjoy home-prepared meals during their stay. Baby equipment is included for families travelling with young children. An airport transfer to the property can be arranged on request. Please be aware that the motor access road leading to the house extends approximately 2 km and is bumpy in nature, making the use of a car strongly recommended for reaching the property. The residence is secured with electric gates, and the owner resides in a separate semi-detached house on the property. Part of the main house is closed and unoccupied. Groups of teenagers are accommodated on request only. Local farm products are available for purchase directly on site.
Distances and Attractions
Agriturismo "Podere Galieni" enjoys a privileged position that places guests within easy reach of some of Tuscany's most celebrated destinations and everyday conveniences. The centre of Certaldo is located 4 km from the property, where guests will find shops, a grocery store, a supermarket, a bicycle rental service, and the "Certaldo" railway station, all within the same distance. A restaurant is situated just 2 km away, and a bus stop is also accessible at 2 km. Tennis facilities are available 4 km from the property, while a marina can be reached within 20 km. Golf enthusiasts will appreciate the proximity of an 18-hole golf course in the surrounding area. For those wishing to visit the coast, the sandy beach of "Cecina Mare" is approximately 80 km away. The property is ideally positioned for cultural excursions, with the medieval town of San Gimignano just 15 km away, the historic city of Volterra at 30 km, Siena reachable within 35 km, and the magnificent city of Florence located 40 km from the property, making Agriturismo "Podere Galieni" an exceptional base from which to explore the very best of Tuscany. Podere Galieni
Villa Piazza della Fortezza
Beautiful private villa with hot tub, A/C, WIFI, TV, patio and panoramic view
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6
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3
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3
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150 m2
Description
Villa with private private outdoor Jacuzzi in the town of Montalcino, just opposite the famous fortress dating back to the year 1300, in the heart of Orcia Valley.
The property is located just a few steps away from the traditional shops of the village, known all over the world for its excellent “Brunello" wine.
The owner of this villa for rent in Montalcino runs a nearby wine-bar (breakfast, lunch or dinner or wine tastings at discounted rates). The lovers of the fantastic Tuscan wines will also have the chance to book private wine tasting lessons (with local sommeliers) within the next door fortress (the fortress houses the largest selection of Brunello di Montalcino of the whole region).
This villa has been carefully restored and furnished, perfectly mixing traditional details with modern elements of contemporary art. Additionally the villa, despite being located within a village, is provided with a private parking, a garden, a private outdoor Jacuzzi and a large furnished terrace ideal for al-fresco dining while enjoying the panoramic views.
The property is equipped with wi-fi internet connection (free of charge) and with electrical bicycles perfect for exploring the surrounding areas.
Villa Piazza della Fortezza is provided with a pleasant, private outdoor Jacuzzi (4 persons; 2,1 x 2,1 meters), ideal for a refreshing dip during the summer months.
Distances: the square and historical center of Montalcino (shops of any kind) are a few steps away, Abbazia di Sant'Antimo 10 km away, Bagno Vignoni 18 km away, Pienza 23 km away, Montepulciano 39 km away, Siena 45 km away, Orvieto 100 km away, Florence 110 km away, Rome 200 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Piazza Della Fortezza