San Gusmè Villas with Pool
Results 381 - 400 of 417
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Description
Beautiful and characteristic villa with a swimming pool located on the slopes of the well-known town of Montalcino. The hills where the rental is situated are home to the vines that produce the famous wine “Brunello di Montalcino”. The fantastic panoramic views from the villa stretch across Montalcino and the surrounding hills. A beautiful private swimming pool awaits guests for relaxing after days spent exploring the beauty of the area. The house dates back to the 17th century and it was transformed into a characteristic country home with large outdoor areas, well looked after and with numerous flowers and aromatic plants.
The property is surrounded by 3 hectares of olive groves.
This rental is ideal as a starting point for setting off to visit the most important places of interest that Tuscany has to offer (such as Pienza, Montepulciano, Siena, San Gimignano, Florence and the Chianti area)
Note: The villa has an outdoor video surveillance system
Available to guests: Garden and private swimming pool (5 m x 11 m – minimum depth 1.2m – maximum depth 1.5m). WI-FI connection available.
Parking available on the property.
Distances: Montalcino with a wide range of shops 2 km, Bagno Vignoni 18 km, Pienza 21 km, Montepulciano 35 km, Siena 41 km, Florence 105 km and Rome 200 km.
Please carefully check if there are any extra costs to be paid on site! Villa Montalcino
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Description
Holiday home Villa Lorian is a lovely stone building (500 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms. Villa Lorian is located 10 km (6 mi) from Montalcino, Italy and only 46 km (29 mi) from Montepulciano in the tourist area "Grosseto - Maremma".
Your Experience
Built in the 1700s as one of the manors of the neighbouring Argiano Castle, the building has a distinctive U-shaped structure and develops around a central patio.The sense of interior space is accentuated by the high vaulted ceilings.
Guests can enjoy seasonal products from the vegetable garden.
The resident maid lives in a separate apartment at the rear of the farmhouse, and will be happy to cook for guests (additional charge).
After arriving you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property 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 shopping. Outdoors you will also find a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, 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 patio is the perfect setting to enjoy food, family and the nice Tuscan weather.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 46 km (29 mi), Siena 54 km (34 mi), Cortona 79 km (49 mi), Arezzo 81 km (50 mi) and San Gimignano 91 km (57 mi).
Some other major tourist destinations you should consider visiting are: Florence 121 km (75 mi), Viareggio 218 km (135 mi), Forte Dei Marmi 229 km (142 mi), Rome 223 km (138 mi), Venice 372 km (231 mi) and Milan 416 km (258 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) 136 km (85 mi), Pisa (psa) 194 km (121 mi), Bologna (blq) 221 km (137 mi), Roma Fiumicino (fco) 221 km (137 mi) and Roma Ciampino (cia) 243 km (151 mi).
On the estate there are 2 resident cats and an aged friendly dog and is therefore not possible to accept other pets.
Cleaning service included 3 hours a day, five days a week.Special Services
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the supplemental cost.
Baby Sitting - If you're traveling with children and would like an evening alone, a babysitter can be organized. Speak to the owner directly about this service upon arrival.
Villa Lorian
Villa Montichiello
Holiday villa with private pool, A/C, hot tub, WIFI, TV, patio, panoramic view, near Montepulciano
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Description
Property Summary
Nestled on a gentle hill in the heart of the UNESCO-protected Val d'Orcia in Tuscany, Italy, Villa Monticchiello is an exceptional vacation rental that combines breathtaking natural scenery with refined comfort. The property commands sweeping, panoramic views of the characteristic rolling hills that define this iconic landscape, as well as the magnificent historic city of Pienza, celebrated worldwide for its unique Pecorino cheese. The surrounding area is also home to some of the most prestigious Tuscan wineries, including the renowned Brunello di Montalcino. The villa is enveloped by a spectacular and meticulously maintained garden, which forms a verdant and tranquil setting for your stay. A private swimming pool measuring 15x5 metres, with a depth ranging from 0.90 to 1.70 metres, is available for your exclusive use, complete with sun beds for leisurely afternoons in the Tuscan sun. Wireless internet connectivity is provided throughout the property, ensuring you remain connected during your stay. Private parking is available on site, offering convenience and peace of mind upon arrival.
Outdoors
The outdoor spaces of Villa Monticchiello are thoughtfully designed to make the most of the extraordinary natural surroundings. The private swimming pool, measuring 15x5 metres with a depth ranging from 0.90 to 1.70 metres, is set within the beautifully kept garden and equipped with sun beds, inviting you to relax and soak up the warm Tuscan sunshine. A covered outdoor area houses a barbecue fireplace and a pizza oven, creating an ideal setting for preparing and enjoying al fresco meals in a truly unique environment. This space is perfectly positioned to offer some of the most unforgettable sunsets you will ever witness, making every evening a memorable occasion. The elegant paved portico is furnished with comfortable garden sofas and chairs, providing a refined and relaxing outdoor retreat where you can savour a glass of Brunello wine while contemplating the magnificent surrounding landscape.
Other Information
Villa Monticchiello benefits from its proximity to the charming hamlet of Monticchiello, which provides easy access to local grocery facilities and restaurants, ensuring that all your daily needs can be conveniently met during your stay.
Distances and Attractions
Villa Monticchiello is ideally situated to allow you to explore some of the most celebrated destinations in Tuscany. The historic city of Pienza, renowned for its unique Pecorino cheese and its outstanding Renaissance architecture, is easily reachable from the property. The entire Val d'Orcia valley, a UNESCO World Heritage Site, surrounds the villa and offers a landscape of extraordinary beauty that has inspired artists and travellers for centuries. The area is also home to some of the most important Tuscan wineries, including those producing the prestigious Brunello di Montalcino, widely regarded as one of Italy's finest wines, making the region a paradise for wine enthusiasts. The nearby hamlet of Monticchiello, with its authentic village atmosphere, grocery shops, and local restaurants, is within easy reach of the property, offering a genuine taste of traditional Tuscan life. Villa Montichiello
Villa Mezzavia
Private Holiday home with private pool, WIFI, A/C, TV, patio, panoramic view, close to Cortona
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Description
Villa Mezzavia is a nice property (300 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to 11 guests comfortably in six bedrooms with four bathrooms. Villa Mezzavia is located 840 m (2745 ft) from Fonte Del Mazza, Italy and only 11 km (7 mi) from Cortona in the tourist area "Cortona And Surroundings".
The Experience
When you arrive you’ll find a nice clean well-maintained property perfect for a relaxing holiday in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outdoors you will also find a barbecue grill and patio.
Visit the Area
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Cortona 11 km (7 mi), Arezzo 23 km (14 mi), Montepulciano 35 km (22 mi), Perugia 57 km (36 mi) and Montalcino 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 113 km (70 mi), Viareggio 199 km (124 mi), Forte Dei Marmi 207 km (128 mi), Rome 215 km (134 mi), Venice 356 km (221 mi) and Milan 399 km (248 mi).
Additional Information
Pool Open: 1 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 120 km (75 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 205 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Villa Mezzavia
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Noceta
Superb independent vacation home with A/C, private pool, WIFI, TV, panoramic view, close to Cortona
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Description
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.
Please carefully check if there are any extra costs to be paid on site! Villa Noceta
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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Description
Villa Badiuzza is located 3 km (2 mi) from Moriano, Italy and only 24 km (15 mi) from Florence in the tourist area "Florence And Surroundings". Vacation rental Villa Badiuzza is a beautiful stone building (500 sq m) that includes private pool and WiFi internet. The property can accommodate up to 16 people comfortably in eight bedrooms with eight bathrooms.
What to Expect
When you arrive at Villa Badiuzza 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 relax while enjoying a nice cold beverage after a busy day of shopping. Also available outdoors are a barbecue grill and patio.
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: Florence 24 km (15 mi), Greve In Chianti 32 km (20 mi), Arezzo 64 km (40 mi), San Gimignano 67 km (42 mi) and Siena 87 km (54 mi).
Some other major tourist destinations you should consider visiting are: Florence 24 km (15 mi), Viareggio 124 km (77 mi), Forte Dei Marmi 131 km (82 mi), Rome 268 km (166 mi), Milan 324 km (201 mi) and Naples 459 km (285 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 43 km (27 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 129 km (80 mi), Genova (goa) 262 km (163 mi) and Roma Ciampino (cia) 277 km (172 mi).
Villa Moriana
Casa Cipressi
Independent Property with private pool, WIFI, TV, patio, panoramic view, close to San Gimignano
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Description
Welcoming country house with private pool situated in quiet location on the Chianti hills, a short distance away from the charming medieval villages of Certaldo (5 km away) and San Gimignano (18 km away). This villa provides nice, tastefully furnished interiors. The outside offers a large garden with lawn, private pool and a nice small pond.
On the premises there is a small outbuilding adjoining the villa offering a double bedroom with bathroom (rented only together with the villa to accommodate up to 6 people).
The location of this property is ideal to enjoy the Tuscan country-side and at the same time to visit the beautiful art cities of the region.
The access to the property is via an unpaved but well-maintained road.
Distances: Sciano with a bar and a pizzeria 1,5 km away, Certaldo with general stores and railway station 5 km, San Gimignano 18 km away, Siena 42 km, Volterra 45 km away, Florence (airport) 45 km away, Pisa (airport) 80 km.
At guests’ disposal: large furnished garden, equipped covered terrace, private swimming-pool (8 x 4 m – depth 1,5 m – open from 01/05 to 30/09), open-air shower (cold water only), barbecue. Fans are provided in all of the bedrooms.
The villa provides internet connection (WI-FI, free of charge).
Parking within the grounds.
Extra Services: Baby bed available free of charge. Maid service by arrangement € 10,- / per hour (to be paid on site).
Please carefully check if there are any extra costs to be paid on site! Casa Cipressi
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.
Ricavoli
Beautiful independent house with WIFI, private pool, TV, terrace, panoramic view, close to Florence
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Description
Property Ricavoli is a beautiful stone building (450 sq m) that includes private pool and WiFi internet. The property can accommodate up to 12 guests comfortably in six bedrooms with five bathrooms. Ricavoli is located 660 m (2112 ft) from Torre A Cona, Italy and only 20 km (13 mi) from Florence in the tourist area "Florence And Surroundings". If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing vacation in Tuscany. After a busy day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to 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 holiday. The kitchen includes coffee machine, microwave, toaster 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 veranda is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
The swimming-pool is located in the higher part of the garden, where is also a changing-room and a shower-room.
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: Florence 20 km (13 mi), Greve In Chianti 30 km (19 mi), Arezzo 63 km (39 mi), San Gimignano 67 km (42 mi) and Siena 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 20 km (13 mi), Viareggio 123 km (76 mi), Forte Dei Marmi 130 km (81 mi), Rome 267 km (166 mi), Venice 279 km (173 mi) and Milan 322 km (200 mi).
Additional Information
There is a table tennis in the house.
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) 43 km (27 mi), Pisa (psa) 104 km (64 mi), Bologna (blq) 129 km (80 mi), Genova (goa) 263 km (164 mi) and Roma Ciampino (cia) 276 km (171 mi).
More Services
Maid Service - If you'd like maid service during your stay that can be scheduled by the owner. Inquire for more details about the extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Ricavoli
Alice - Podere Ribatti - Casole D'Elsa, Toscana
Lovely accommodation with WIFI, pool, A/C and terrace, close to San Gimignano
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Description
Conveniently located 3 km (2 mi) from Casole D'elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 22 km (14 mi) from San Gimignano. Property Alice - Podere Ribatti - Casole D'elsa, Toscana is a nice property (100 sq m) that includes air conditioning and WiFi internet. The property can sleep up to two guests comfortably in one bedroom with one bathroom.
What to Expect
Upon arrival at Alice - Podere Ribatti - Casole D'elsa, Toscana you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can 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 kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to two people.
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: San Gimignano 22 km (14 mi), Siena 38 km (23 mi), Greve In Chianti 56 km (35 mi), Florence 63 km (39 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 63 km (39 mi), Viareggio 155 km (96 mi), Forte Dei Marmi 165 km (102 mi), Rome 272 km (169 mi), Venice 310 km (193 mi) and Milan 358 km (222 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 76 km (47 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 163 km (101 mi), Roma Ciampino (cia) 281 km (175 mi) and Roma Fiumicino (fco) 294 km (183 mi).
Alice - Podere Ribatti - Casole D'elsa, Toscana
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 15% (minimum 10 nights).
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 18% (minimum 14 nights).
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 20% (minimum 21 nights).
Book your vacation for the period from 07 April 2026 to 03 May 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 03 May 2026 to 31 May 2026 and save 15% (minimum 4 nights).
Lina - Podere Ribatti - Casole D'Elsa, Toscana
Comfortable home with WIFI, pool, TV and terrace, close to San Gimignano
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Description
Conveniently located 3 km (2 mi) from Casole D'elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 22 km (14 mi) from San Gimignano. Vacation rental Lina - Podere Ribatti - Casole D'elsa, Toscana is a nice property (50 sq m) that includes WiFi internet. The property can accommodate up to two people comfortably in one bedroom with one bathroom.
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 relaxing vacation 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. There is a kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to two 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: San Gimignano 22 km (14 mi), Siena 38 km (23 mi), Greve In Chianti 56 km (35 mi), Florence 63 km (39 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 63 km (39 mi), Viareggio 155 km (96 mi), Forte Dei Marmi 165 km (102 mi), Rome 272 km (169 mi), Venice 310 km (193 mi) and Milan 358 km (222 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 76 km (47 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 163 km (101 mi), Roma Ciampino (cia) 281 km (175 mi) and Roma Fiumicino (fco) 294 km (183 mi).
The swimming-pool is to be shared with 4 further apartments, one of which is where the owners live. Lina - Podere Ribatti - Casole D'elsa, Toscana
Book your vacation for the period from 17 June 2025 to 02 November 2026 and save 15% (minimum 10 nights).
Book your vacation for the period from 17 June 2025 to 02 November 2026 and save 18% (minimum 14 nights).
Book your vacation for the period from 17 June 2025 to 02 November 2026 and save 20% (minimum 21 nights).
Book your vacation for the period from 03 April 2026 to 03 May 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 03 May 2026 to 31 May 2026 and save 15% (minimum 4 nights).
Cerretalta
Pretty private villa rental with private pool, WIFI, A/C, TV, patio, panoramic view, near Montalcino
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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.
Casa Vasco
Private Villa rental with WIFI, private pool, terrace, panoramic view, close to San Gimignano
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- 4
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Description
Beautiful property available for rent with a private swimming pool, located just a short distance from the town of Certaldo.
The structure in subdivided into 3 apartments, (there is no internal access between apartments) which come rented to one single party as a single rental villa. The largest apartment holds a dining room large enough for 8 guests to dine together.
The owners (who are very friendly but not intrusive) manage a family agricultural business from the same location and live a few meters away but do not share any of the outdoor areas with the guests – they do reserve access to a passage which runs below the largest apartment for use only when truly necessary. They will be available should guests require help or advice for what to visit and where to go to enjoy the best of Tuscany.
The property available for rent and the property where the owners live are separated by a border of flowers which gives the guests the most privacy possible.
This beautiful Tuscan property with a swimming pool is strategically located, this makes it easy for guests to see this region’s fantastic well-known towns and cities such as Certaldo, San Gimignano, Volterra, Florence, Siena and the Tuscan countryside.
The small town of Sciano is found just 450m from the house (easily reached on foot).
Available to guests: swimming pool reserved for the exclusive use of guests 12 x 6 m – maximum depth 1.7 m – minimum depth 1.2 m) open from 8am until 8pm and surrounded by beautiful garden, fenced and furnished with a gazebo, sunbeds and an outdoor shower, furnished area in front of the apartments with table and chairs for outdoor dining, Ping-Pong table. The rental has a safe (one in each of the apartments) and children’s cot (available upon request). Parking at the property. Pets are not allowed.
Distances: Sciano - 450m, Certaldo with a wide variety of shops and a train station - 5 km, San Gimignano - 18 km, Siena - 42 km, Volterra - 45 km, Florence (airport) - 45 km, Pisa (airport) - 80 km.
Please carefully check if there are any extra costs to be paid on site! Casa Vasco
Villa Giare
Superb private villa with private pool, hot tub, A/C, WIFI and panoramic view, close to Cortona
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- 12
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Description
Beautiful and charming ancient property situated in quiet and panoramic location in the hills surrounding Cortona. This property has been recently restored with its ancient architectural features preserved and converted into 8 appealing apartments, all of which offer tastefully furnished interiors that allow their guests a combination of old charm and contemporary design.
Splendid extensive views of the surrounding valleys.
From the park and from the apartments you can enjoy a magnificent view surrounding hills.
The garden well kept and maintained, has a gazebo ideal for outdoor living and al fresco dining.
At guests' disposal:
By renting the 8 apartments together it is possible to obtain an independent villa with private swimming-pool. Common room with dining room with fireplace, kitchen, 2 toilets.
Baby bed available free of charge. Barbecue.
The swimming pool, 14 x 7 depth 1.40 offers a splendid view over the valley. Wi-Fi internet connection available free of charge. Mosquito screens in all the units. Parking within the grounds
Distances:
The village of Fratticciola is at only 200 mt with a food shop.
Fratta at 2 km with shops and restaurant.
Camucia at 5 km
Cortona at 8 km
Note: The villa has an outdoor video surveillance system
Please carefully check if there are any extra costs to be paid on site! Villa Giare
Book your vacation for the period from 09 April 2026 to 01 November 2026 and save 5% (minimum 4 nights). Offer valid until 30 April 2026.
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 4 nights minimum and can not be combined with any other special offers.
Villa Cona
Superb private villa rental with private pool, A/C, WIFI, TV, panoramic view, near Florence
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- 10
- 8
Description
Comfortable villa on a renovated property dating back to the 1300s, just 15 km from Florence. It is part of a large farm with 200 hectares of vineyards and olive groves, that produces excellent wines and extra virgin olive oil.
The property is made up of the main villa, a converted hayloft and a private pool.
It offers 10 bedrooms to accommodate up to 20 people. Inside it is equipped with all amenities and tastefully furnished.
Access to the property is via a stretch of unpaved road in good condition.
Extra services: You can reserve services like: tastings of the farm’s wines; breakfast, lunch and dinner at the property’s restaurant; cooking lessons with a chef; massages; excursions like truffle hunts, horse rides, hikes, picnics.
Property staff can use a stone wood burning oven to enhance your summer feasts.
At guests’ disposal:10 bedrooms and 8 bathrooms; private pool (9 x 4 m); garden; gazebo with table, chairs; Wifi internet; air conditioning; private parking within the grounds
Distances: San Donato in Collina with shops of all kinds 1,5 km, Bagno a Ripoli and Rignano 8 km, Florence (airport) 20 km, Arezzo 65 km, San Gimignano 65 km, Siena 70 km, Cortona 85 km, Lucca 95 km, Pisa (airport) 122 km.
Please carefully check if there are any extra costs to be paid on site! Villa Cona
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Description
Property Summary
Nestled in the picturesque hamlet of Lucciana, just 3 kilometers from the center of Casole d'Elsa, in the heart of Tuscany, Italy, Poggio all'Aia is a large and comfortable vacation rental that offers an exceptional retreat for those seeking privacy, tranquility, and breathtaking countryside views. This beautifully renovated two-story house is surrounded by meadows and vineyards, providing an idyllic setting for up to 8 adults. Perched on a sunny slope with an elevated position, the property commands stunning panoramic views of the rolling Tuscan landscape, making it a truly special destination for a memorable stay. Guests benefit from the convenience of on-site parking for up to 4 cars, ensuring effortless arrivals and departures. The property is equipped with internet wifi, allowing guests to stay connected throughout their stay should they wish to do so. A generously sized yard of 5,000 square meters, fully fenced and thoughtfully landscaped with a wildlife garden, mature trees, and a natural garden, provides ample space for outdoor relaxation and exploration. The seasonal above ground swimming pool, measuring 12 x 5 meters with a depth of 140 cm, invites guests to cool off and unwind while soaking in the magnificent views of the surrounding countryside.
Outdoors
The outdoor spaces at Poggio all'Aia are among the property's most remarkable features, offering a harmonious blend of natural beauty and thoughtfully arranged amenities. The expansive 5,000 square meter fenced grounds encompass a wildlife garden, mature trees, and a natural garden, creating a serene and immersive environment that celebrates the authentic character of the Tuscan landscape. A well-appointed terrace provides the perfect setting for alfresco dining and leisurely gatherings, furnished with comfortable garden furniture that encourages guests to make the most of the warm Tuscan climate. A barbecue is also available for outdoor cooking, ideal for long summer evenings spent in the company of family or friends. The seasonal above ground swimming pool, measuring 12 x 5 meters with a depth of 140 cm, is a central feature of the outdoor area, offering a refreshing retreat during the warmer months. An outdoor shower is conveniently located nearby, adding a practical touch to the poolside experience. The terraced garden further enhances the outdoor living space, offering elevated vantage points from which to admire the sweeping views of the surrounding meadows and vineyards.
Other Information
Poggio all'Aia is ideally suited for groups of up to 8 adults. The property may also accommodate groups of teenagers, though this is available upon request only. Baby equipment is included as part of the rental, making the property a convenient and family-friendly choice for guests traveling with young children. Guests are encouraged to contact the property management team for any specific requirements or to confirm availability of particular services and arrangements prior to arrival.
Distances and Attractions
Poggio all'Aia enjoys a privileged location that places guests within easy reach of a wide range of services, attractions, and points of interest throughout Tuscany. The charming town of Casole d'Elsa, just 3 kilometers away, offers everyday conveniences including a grocery store, bakery, bar, and restaurant, ensuring that guests have everything they need close at hand. A supermarket is available 11 kilometers from the property, while the Colle Val d'Elsa railway station, also 11 kilometers away, provides convenient access to the wider regional rail network. For guests with an interest in swimming facilities beyond those available on-site, both an outdoor swimming pool and an indoor swimming pool can be found 11 kilometers away. The iconic hilltop town of San Gimignano, renowned for its medieval towers and vibrant local culture, is located just 19 kilometers from the property and makes for an unmissable day trip. The historic city of Volterra, celebrated for its Etruscan heritage and dramatic clifftop setting, is 23 kilometers away, while the magnificent city of Siena, home to the famous Piazza del Campo and its world-renowned Palio horse race, is 38 kilometers from Poggio all'Aia. Florence, the cradle of the Renaissance and one of Italy's most treasured cultural destinations, is reachable within 64 kilometers. For those wishing to combine a countryside retreat with a coastal escape, the nearest sandy beach is located 62 kilometers from the property. Poggio All'Aia
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Description
Property Summary
Nestled in the tranquil hamlet of Lucciana, just 3 km from the charming village of Casole d'Elsa, in the heart of Tuscany, Italy, "Il Fienile" is a beautifully renovated vacation rental that offers a perfect blend of rustic character and modern comfort. This two-story house is surrounded by rolling meadows and picturesque vineyards, creating an idyllic setting for a peaceful retreat in one of Italy's most celebrated regions. The property sits on an elevated slope and features a private, fenced grounds of 3,000 m2, providing guests with a generous sense of space, seclusion, and natural beauty. Connectivity is fully catered for with Internet WiFi available throughout the property, while a roofed parking area on the premises ensures convenient and secure accommodation for your vehicle. The expansive yard, rich with trees and open meadow, invites you to unwind and immerse yourself in the serene Tuscan landscape. An above-ground swimming pool measuring 8 x 4 meters is available seasonally, completing the outdoor experience and making "Il Fienile" an exceptional choice for families and those seeking a restorative escape in the Sienese countryside.
Outdoors
The outdoor spaces at "Il Fienile" are thoughtfully appointed to enhance your enjoyment of the Tuscan countryside. The above-ground swimming pool, measuring 8 x 4 meters, is available seasonally from May 1st to October 15th and is maintained regularly by the owner and gardener, ensuring it remains in pristine condition throughout your stay. An outdoor shower is conveniently located nearby, allowing you to refresh after a swim without needing to return indoors. The garden is furnished with comfortable garden furniture, perfect for relaxing in the shade or soaking up the Tuscan sun, and a barbecue is available for al fresco dining and leisurely outdoor meals. The private, fenced grounds of 3,000 m2 are dotted with trees and open meadow, offering ample space for children to play freely and for adults to enjoy the peaceful natural surroundings. The elevated position of the property further enhances the outdoor experience, affording lovely views over the surrounding vineyards and rolling landscape that define this corner of Tuscany.
Other Information
"Il Fienile" is well suited for families, comfortably accommodating up to 4 adults and 2 children. Baby equipment is included at the property, making it a practical and welcoming choice for guests travelling with young children. Access to the house is via a 100-meter unmade road, which leads directly to the property and the covered parking area. The house has been recently renovated and is equipped with all the comforts necessary for a pleasant and relaxing stay. Guests are encouraged to respect the tranquil nature of the surrounding environment, which is ideally suited to those seeking a quiet and restorative holiday away from the pace of city life.
Distances and Attractions
"Il Fienile" enjoys an enviable location that places a wealth of Tuscan attractions within easy reach. The village of Casole d'Elsa, just 3 km away, offers a convenient selection of everyday amenities including grocery stores, restaurants, bars, and bakeries, ensuring that all essential needs are met without travelling far. For those wishing to travel by rail, the Colle di Val d'Elsa railway station is located approximately 11 km from the property. The surrounding region is rich with world-renowned destinations that are all accessible by car, including the medieval hilltop town of San Gimignano, the ancient Etruscan city of Volterra, the magnificent city of Siena, and the incomparable Renaissance capital of Florence, each offering a unique and unforgettable cultural experience. Whether you are drawn to art, history, gastronomy, or the natural beauty of the Tuscan hills, the location of "Il Fienile" provides an ideal base from which to explore the very best that this extraordinary region of Italy has to offer. Il Fienile
Podere S Giovanni
Unique independent villa with private pool, WIFI, TV, terrace, pets allowed and panoramic view
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Description
Property Summary
Nestled on top of a hill in the breathtaking Italian countryside of Casole d'Elsa, Italy, "Podere S Giovanni" is a beautifully renovated stone farmhouse offering an exceptional vacation rental experience for families and larger groups seeking both relaxation and authentic rural charm. The property has been thoughtfully divided into 2 independent apartments, though it is let exclusively as a single unit, ensuring complete privacy and comfort for all guests. The farmhouse has preserved its traditional rural character through the use of terracotta flooring and partly exposed wooden beams, while the rustic-style furnishings create a warm and inviting atmosphere throughout. Guests can stay connected with ease thanks to Internet WiFi available on the premises, and the generous private yard spanning 3,000 m2 provides ample space for leisurely walks and outdoor enjoyment. A stunning private swimming pool measuring 6 x 12 m invites you to cool off and unwind while soaking in the panoramic views of the surrounding Tuscan landscape. Convenient private parking is available directly on the premises, ensuring a seamless and stress-free arrival.
Outdoors
The outdoor spaces at "Podere S Giovanni" are truly among the property's most remarkable features, designed to make the most of the spectacular hilltop setting and the natural beauty of the surrounding countryside. The private swimming pool, measuring 6 x 12 m with a depth ranging from 30 to 145 cm, is equipped with an internal staircase and a salt-electrolysis pool-cleaning system, ensuring a clean and comfortable swimming experience throughout your stay. A dedicated outdoor shower is conveniently located nearby for rinsing off after a swim. The furnished terrace provides an ideal setting for open-air dining and socialising, with garden furniture thoughtfully arranged to take full advantage of the panoramic views. A barbecue is also available, making al fresco dinners a genuine pleasure during warm summer evenings. The private park of 3,000 m2 surrounds the property with cultivated grounds, offering a tranquil green space where you can stroll, relax, and immerse yourself in the authentic atmosphere of the Tuscan hills. A sun terrace further extends the outdoor living areas, providing a perfect spot to enjoy the sunshine and the sweeping views of the rolling landscape.
Other Information
"Podere S Giovanni" is equipped with a central heating system, ensuring a comfortable stay during cooler periods. A washing machine is available on the property for guests' convenience during longer stays. A television is provided inside the house for entertainment. Room cleaning is available upon request for an additional fee, allowing you to tailor your stay to your preferred level of service. The owner also offers the option of a private cook upon request for an extra fee, providing a wonderful opportunity to enjoy home-cooked Tuscan cuisine without leaving the property. Please be aware that the owner does not accept youth groups. Motor access to the property is available, and parking is provided directly on the premises.
Distances and Attractions
"Podere S Giovanni" enjoys a privileged location just 3 km from the charming small town of Casole d'Elsa, situated at the edge of the renowned Chianti region, where you will find the nearest shops and restaurants within easy reach. The railway station of "Poggibonsi" is located 25 km from the property, offering convenient connections for those wishing to explore the wider region by train. A panoramic and hilly road running just next to the property leads towards the beautiful beaches and coastlines of Tuscany, which are approximately just over an hour away by car. For the more active guests, a wide range of leisure activities are available in the surrounding area, including a golf course 20 km away, tennis facilities just 3 km from the property, and a riding stable located 10 km away, making it easy to fill your days with memorable experiences amid the stunning Tuscan scenery. Podere S Giovanni
Poggio De'Galli
Superb independent holiday villa with private pool, WIFI, TV, terrace and panoramic view
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Description
Property Summary
Nestled among trees, rolling fields, and sun-drenched vineyards in the heart of Impruneta, Italy, "Poggio de'Galli" is a charming country house holiday rental that promises an unforgettable retreat in the Tuscan countryside. Perched atop a hill, this sun-filled property commands breathtaking panoramic views of the surrounding landscape, offering guests a truly serene and picturesque setting. The estate benefits from a private swimming pool measuring 9 x 4 metres with a depth of 140 cm, available seasonally from 2 May to 26 September, perfect for relaxing afternoons under the Tuscan sun. The expansive yard, spanning 6 hectares of fenced grounds, encompasses lush trees, a natural garden, and open meadows, providing ample space for outdoor enjoyment and quiet contemplation. Guests also benefit from internet and Wi-Fi connectivity throughout their stay, ensuring comfort and convenience without compromising the peaceful rural atmosphere. Private parking is available on the property, making arrival and departure effortless for those travelling by car.
Outdoors
The outdoor spaces at "Poggio de'Galli" are thoughtfully arranged across a beautifully terraced garden that invites guests to explore and unwind at their own pace. The grounds extend across 6 hectares of fenced land, featuring mature trees, natural garden areas, and open meadows that create a harmonious blend of cultivated and wild Tuscan landscape. The private swimming pool, measuring 9 x 4 metres with a depth of 140 cm, is available for use from 2 May to 26 September and serves as the centrepiece of outdoor relaxation. An outdoor shower is conveniently located nearby for rinsing off after a swim. A dedicated terrace provides an ideal setting for al fresco dining and leisurely gatherings, while a table tennis table offers a fun recreational option for guests of all ages. The combination of open space, natural surroundings, and well-appointed outdoor facilities makes the exterior of "Poggio de'Galli" an exceptional place to spend long, unhurried days in the Tuscan countryside.
Other Information
Guests at "Poggio de'Galli" should be aware that the owner resides on the same property, ensuring a welcoming and attentive presence throughout your stay. This arrangement also contributes to the security and well-maintained character of the estate. The property is shared-use in terms of the terraced garden and surrounding grounds, which are available for all guests to enjoy during their visit.
Distances and Attractions
"Poggio de'Galli" enjoys a privileged location just 4.4 km from the centre of Impruneta and 8 km from the centre of Florence, placing guests within easy reach of some of Tuscany's most celebrated destinations. The nearest bus stop is only 800 metres away, offering a convenient public transport connection, while the "Firenze" railway station is located 9 km from the property, providing straightforward access to the wider regional rail network. Grocery stores, supermarkets, and restaurants are all conveniently situated in the surrounding area, making day-to-day living effortlessly comfortable. For those wishing to explore further afield, the medieval hilltop town of San Gimignano is approximately 50 km away, the historic city of Siena lies 68 km from the property, and the elegant walled city of Lucca is reachable within 86 km, offering a wealth of cultural, historical, and gastronomic experiences throughout your stay. Poggio De'Galli
Il Gabbro, Luxury Experience
Pretty private house with A/C, WIFI, private pool, TV and pets allowed
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Description
Il Gabbro, Luxury Experience is a beautiful holiday rental (450 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to ten people comfortably in five bedrooms with six bathrooms. Conveniently located 8 km (5 mi) from Casole D'elsa, Italy in the tourist area "Central Tuscany" and only 31 km (20 mi) from San Gimignano.
The Experience
Upon arrival 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 31 km (20 mi), Siena 46 km (29 mi), Greve In Chianti 57 km (35 mi), Florence 72 km (45 mi) and Montalcino 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 72 km (45 mi), Viareggio 121 km (75 mi), Forte Dei Marmi 133 km (82 mi), Rome 281 km (174 mi), Venice 319 km (198 mi) and Milan 369 km (229 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Il Gabbro, Luxury Experience. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 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) 85 km (53 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 171 km (106 mi), Roma Fiumicino (fco) 262 km (163 mi) and Genova (goa) 263 km (163 mi).
Il Gabbro, Luxury Experience
Il Poggetto
Independent Accommodation with private pool, WIFI, TV, patio, panoramic view, near Greve In Chianti
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Description
Property Summary
Nestled in the serene Tuscan countryside of Impruneta, Italy, "Il Poggetto" is a recently renovated independent farmhouse that offers a truly authentic rural retreat. This charming villa is situated in a quiet and sunny position among the rolling hills near the small village of Mercatale Val di Pesa, providing guests with a comfortable and relaxing stay in one of Italy's most celebrated landscapes. The rooms are simply and functionally furnished, creating an atmosphere of understated elegance and ease. Guests benefit from wireless internet access throughout the property, making it easy to stay connected while enjoying the tranquility of the Chianti Classico countryside. A private yard of 300 m2 surrounds the property, offering ample outdoor space to unwind and soak in the natural beauty of the Tuscan hills. A generously sized swimming pool measuring 6 x 12 m is available for guests to enjoy during the warmer months. Parking is conveniently available on the premises, ensuring a stress-free arrival and departure for all guests.
Outdoors
The outdoor spaces of "Il Poggetto" are thoughtfully designed to complement the natural surroundings and invite guests to spend long, leisurely hours in the open air. The private garden of 300 m2 provides a peaceful setting ideal for relaxation and outdoor activities. The swimming pool, measuring 6 x 12 m with a depth ranging from 120 to 185 cm, is available on a seasonal basis from 04 May to 28 September, offering a refreshing retreat during the warm Tuscan summer. A charming pergola equipped with barbecue facilities completes the outdoor experience, providing the perfect setting for alfresco dining and convivial evenings under the Tuscan sky.
Other Information
Access to "Il Poggetto" is via a 1.5 km unmade road, and guests should be prepared for this characteristic country approach when planning their arrival. Heating is available at the property, though it is provided exclusively during the period from 01 November to 07 April and is to be paid on the spot upon use. The nearest shop is located 2 km from the property, while the bus stop is 1.5 km away, offering convenient access to local transport connections. The railway station "Firenze S.M.Novella" is situated 20 km from the property, providing straightforward rail links to Florence and beyond. For golf enthusiasts, an 18-hole golf course is located just 18 km away. Guests are also encouraged to explore the local farm products available for sale in the surrounding area, adding a genuine taste of Tuscan rural life to their stay.
Distances and Attractions
"Il Poggetto" enjoys an exceptional location within the Chianti Classico area, positioned between the historic cities of Florence and Siena, making it an ideal base for cultural and scenic exploration. The center of Mercatale Val di Pesa is 3.2 km from the property, while Florence is 29 km away and Siena is 60 km away. The charming town of San Casciano in Val di Pesa is just 8 km from the property, offering a range of local shops, restaurants, and services. The historic Badia a Passignano, a medieval abbey of great cultural significance, is 12 km away, while the renowned wine town of Greve in Chianti is 16 km from the property. San Donato is reachable within 18 km, and Barberino Val d'Elsa is situated 19 km away. For those wishing to venture further, the iconic medieval town of San Gimignano, famous for its distinctive towers and outstanding local wines, is 40 km from "Il Poggetto," making for a rewarding day trip through the heart of Tuscany. Il Poggetto
