Luxury Villas in San Polo in Chianti, Italy
Borgo Gerlino
Pretty private vacation home with sauna, WIFI, private pool, TV and panoramic view
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20
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9
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9
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650 m2
Description
Conveniently located 3 km (2 mi) from Rapale, Italy in the tourist area "Siena And Surroundings" and only 30 km (18 mi) from Siena. Property Borgo Gerlino is a beautiful stone building (650 sq m) that includes WiFi internet and private pool. The property can accommodate up to 20 people comfortably in nine bedrooms with nine bathrooms.
Your Experience
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 20 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the ideal setting to enjoy food, family and the nice Tuscan weather.
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 30 km (18 mi), Arezzo 40 km (25 mi), Montepulciano 46 km (29 mi), Greve In Chianti 57 km (36 mi) and Montalcino 59 km (36 mi).
Some other major tourist destinations you should consider visiting are: Florence 86 km (53 mi), Viareggio 172 km (107 mi), Forte Dei Marmi 180 km (111 mi), Rome 223 km (138 mi), Venice 329 km (204 mi) and Milan 372 km (231 mi).
Additional Information
Pool Open: 15 April - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 93 km (58 mi), Pisa (psa) 153 km (95 mi), Bologna (blq) 178 km (110 mi), Roma Ciampino (cia) 232 km (144 mi) and Roma Fiumicino (fco) 244 km (152 mi).
Additional Services
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will schedule the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Ask for more details about the supplemental cost.
VILLA + ANNEX (650 sqm)
The structure is equipped with underfloor heating/cooling, both in the main body and in the annex.
Maid service is included in the price for 4 hours per week.
Borgo Gerlino
La Boutique del Cardinale
Fabulous independent holiday home with private pool, WIFI, A/C and TV
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8
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4
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2
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200 m2
Description
You will discover La Boutique del Cardinale in the green heart of Casentino, located less than a km from the village of Bibbiena. You can reach the village, for a dinner out or shopping, even on foot with a short walk through the countryside, among cultivated fields of a thousand colours. Close to the major attractions in the valley, such as the Sanctuary of the Madonna del Sasso, the Sanctuary of La Verna dear to Saint Francis of Assisi, the Castle of Poppi of the Conti Guidi and the beautiful Pieve of Romena, the villa is about 30 km from Arezzo and 60 km from Firenze and will be perfect, as a starting point, for your trips to discover Tuscany.
A large, well-kept green park will be at your disposal, perfect for moments of leisure with the children, with a table tennis and table football. In the garden there is a characteristic gazebo, excellent when you feel like having dinner outdoors, and several furnished corners designed for relaxing summer evenings in the company of a good bottle of red wine.
The panoramic swimming pool ( size mt 7x14 - depth mt 1,20-1,60 - open from 01st May to 30th September) the beautiful equipped solarium and 6-seater Jacuzzi offer a view of the ancient village of Bibbiena, perched on the top of the hill. Covered parking and fully fenced property.
The villa has been furnished by the owners with taste, exclusive care and attention to details. The décor recalls what, according to documents of the time, appears to be the birthplace of one of the most important figures to whom Casentino gave birth: Cardinal Dovizi, a member of the Medici family, also known as 'Bibbiena'. In the villa you will find high standard facilities, such as air conditioning, and will be an ideal destination for an unforgettable holiday.
The landlords, a safe but discreet reference point, live in a completely separate part of the villa, and will always be available and happy to spoil their guests with fresh produce from the garden or a bottle of good wine. La Boutique del Cardinale
Sole nel Prato
Superb independent holiday home with private pool, WIFI, TV, veranda and panoramic view
-10% Special Offer-
10
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5
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7
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380 m2
Description
Property Sole Nel Prato is a nice stone building (380 sq m) that includes WiFi internet and private pool. The property can sleep up to ten people comfortably in five bedrooms with seven bathrooms. Conveniently located 860 m (2798 ft) from San Pancrazio, Italy in the tourist area "Central Tuscany" and only 32 km (20 mi) from Arezzo.
The Experience
Upon arrival at Sole Nel Prato you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, shopping or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. For your pleasure, on the grounds there is a playground and barbecue grill.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 32 km (20 mi), Cortona 41 km (26 mi), Siena 44 km (28 mi), Montepulciano 45 km (28 mi) and Greve In Chianti 53 km (33 mi).
Some other major tourist destinations you should consider visiting are: Florence 81 km (50 mi), Viareggio 167 km (104 mi), Forte Dei Marmi 175 km (108 mi), Rome 218 km (135 mi), Venice 324 km (201 mi) and Milan 365 km (227 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 6 May - 7 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) 86 km (54 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 227 km (141 mi) and Roma Fiumicino (fco) 239 km (149 mi).
More Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a fun way to spend time with friends and family while learning the techniques required to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your 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 suggestions 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. Ask for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Sole Nel Prato. Ask for more details, including the extra cost and how to schedule this service.
Prato Al Sole
Unique independent vacation home with A/C, private pool, WIFI, terrace and panoramic view
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11
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6
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6
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400 m2
Description
Experience the ultimate Tuscan escape at Villa del Mangia, a stunning, fully renovated luxury villa rental near Siena. Seamlessly blending 2024 modern sophistication with authentic rustic charm, this 400 sqm (4,300 sq. ft.) estate offers an unrivaled vantage point over the iconic Siena skyline, all just a 10-minute drive from the city's historic heart.
Recently renovated, the villa combines traditional architecture with refined, modern interiors.
Original features such as exposed beams and stone walls sit alongside clean lines, natural materials, and carefully selected finishes, including Carrara marble and travertine. The result is a space that feels both elegant and comfortable, designed for relaxed stays without losing its connection to place.
The outdoor spaces invite the dolce far niente: time by the pool, unhurried meals, and evenings spent watching the light change over Siena.
● Panoramic infinity pool (14 × 4 m), positioned directly towards Siena
● Fully private and fenced, surrounded by olive trees and terraced gardens
● Open lawns and shaded areas for dining and relaxing
Days naturally unfold between the pool, the garden, and the changing light over the city, from morning calm to sunset over the skyline.
The pool is reserved exclusively for your group, set within a manicured lawn and fully enclosed for added safety and privacy.
Set in the countryside just outside Siena, the villa offers both privacy and easy access to some of Tuscany’s most iconic destinations:
● Siena centre: approx. 10 minutes by car
● San Gimignano: around 45 minutes
● Florence: about 1 hour
● Chianti wine region: at your doorstep
Your villa booking includes dedicated support from our local travel experts Francesca and Ambra before, during, and after your stay. Included in your rental rate is a custom pre-arrival itinerary tailored to your personal style, as well as full assistance with extra services and logistics along the way: from airport transfers and private chef to guided wine and bike tours. You’ll also enjoy a smooth, in-person check-in with a dedicated vila representative and 7-day concierge support, giving you total freedom with complete peace of mind. Villa del Mangia - Luxury Villa with Infinity Pool
Casa Lionardo
Unique private holiday home with A/C, WIFI, private pool, TV and panoramic view
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4
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2
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2
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200 m2
Description
A beautiful villa with private pool in Tuscany.
The house is located in Vinci, just 150 meters from the house where Leonardo da Vinci was born and lived the first years of his life. Today it is a museum dedicated to Leonardo da Vinci.
Casa Lionardo has two bedrooms and a very large living room. The house is used in autumn and winter for cultural gatherings dedicated to Leonardo da Vinci.
The house's book collection is impressive and available to guests if they are careful with the books.
Inside, everything is well organized and the same goes for the garden. There you will find a beautiful private pool and a little beyond, a gazebo with table and chairs.
The view of the landscape is beautiful!
Florence, Siena, Pisa, Lucca, Arezzo and Chianti Classico are real gems and within easy reach by car.
Available to guests: Large, well-kept garden, Private pool with massage jets (5.7 x 2,5 m; 1.2 m deep), Furnished gazebo with table and chairs for outdoor dining, Air conditioning throughout the house, Wifi internet, Private parking outside the house (for 2 cars)
Distances: The house where Leonardo da Vinci was born 150 meters; Vinci (all shops and Museo Leonardiano) 2.5 km, Florence 40 km, San Gimignano 50 km, Pisa 60 km, sea (Versilia: Tuscan coast) 75 km, Siena 85 km, Arezzo 120 km.
Please carefully check if there are any extra costs to be paid on site! Casa Lionardo
La Piazza Grand Vista Apartments
Comfortable home with WIFI, A/C, TV, terrace and panoramic view
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2
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4
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2
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2
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| La Piazza Il Campo Apartment | 2 | 1 | 1 | 120 m2 | € 743 /Night |
| Grand Terrace Apartment | 2 | 1 | 1 | 120 m2 | € 743 /Night |
| All 2 Accommodations | 4 | 2 | 2 |
Description
Vacation rental La Piazza Grand Vista Apartments is a lovely property that includes WiFi internet and air conditioning. La Piazza Grand Vista Apartments is a apartment / condo that has a total of two separate apartments. The property can accommodate up to four guests comfortably in two bedrooms with two bathrooms. La Piazza Grand Vista Apartments is located in the centre of Siena, Italy and only 43 km (26 mi) from Montalcino in the tourist area "Siena And Surroundings".
What to Expect
Upon arrival you’ll find a nice clean well-maintained property with views of the city ideal for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family 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. Many people traveling with friends prefer a multi-unit property where they can spend time together in the common areas 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: Montalcino 43 km (26 mi), San Gimignano 44 km (27 mi), Greve In Chianti 46 km (29 mi), Montepulciano 65 km (41 mi) and Cortona 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 75 km (46 mi), Viareggio 168 km (104 mi), Forte Dei Marmi 175 km (109 mi), Rome 242 km (150 mi), Venice 321 km (199 mi) and Milan 370 km (230 mi).
Additional Information
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 87 km (54 mi), Pisa (psa) 133 km (83 mi), Bologna (blq) 173 km (108 mi), Roma Ciampino (cia) 251 km (156 mi) and Roma Fiumicino (fco) 263 km (164 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your 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 requirements. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
La Piazza Grand Vista Apartments
Capannino
Unique private holiday rental with A/C, WIFI, TV, patio and panoramic view
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2
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1
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1
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50 m2
Description
Ancient barn situated right outside Siena city center (only 3,5 km away). This property has been recently restored and turned into a modern and bright accommodation ideal for a couple or a family of 4 people. Outside guests can enjoy use of a large, well-groomed garden and of a nice furnished pergola ideal for al-fresco dining.
The house interiors are welcoming and tastefully furnished with modern-design pieces. The property in fenced-in.
A bus stop (with busses to Siena city center) is approx. 150 meters away.
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, San Gimignano and the entire Chianti area with its characteristic villages (Castellina, Greve, Radda, Gaiole, etc.).
A secondary road connecting Siena to the Chianti region passes a short distance away.
Distances: Siena with all kinds of shops and railway station 3,5 km away, the Chianti region (with its characteristic villages of Castellina, Gaiole, Radda, Greve ecc…) is within 30 km, San Gimignano 40 km away, Rapolano Terme (spas) 40 km, Montalcino 45 km away, Volterra 54 km, Pienza (Val d’Orcia) 70 km away, Florence 70 km away.
At guests’ disposal: private furnished outdoor area with sun-umbrellas, sun-beds, table and chairs, barbecue.
WI-FI internet is provided (free of charge).
Extra Services: Baby bed available upon request. Maid service by arrangement (€ 15,- / per hour to be paid on the spot).
Please carefully check if there are any extra costs to be paid on site! Capannino