Castellina in Chianti Villas with Pool
Results 141 - 160 of 450
San Giovanni 801
Great flat with WIFI, pool, TV, terrace and pets allowed
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4
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21
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8
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4
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Girasole 801.1 | 4 | 1 | 1 | 54 m2 | € 118 /Night |
| Lavanda 801.2 | 6 | 3 | 1 | 70 m2 | € 143 /Night |
| Rosmarino 801.3 | 5 | 2 | 1 | 110 m2 | € 145 /Night |
| Corbezzolo 801.4 | 6 | 2 | 1 | 210 m2 | € 195 /Night |
| All 4 Accommodations | 21 | 8 | 4 |
Description
Property Summary
Nestled at an elevation of 150 meters above sea level in the serene Tuscan countryside of Cavriglia, Italy, Manor House "Filicaia" is an exceptional vacation rental that combines rural tranquillity with refined comfort. The property comprises 5 individual apartments set within a quiet and sun-drenched landscape, offering guests an authentic experience of the Italian countryside. Throughout your stay, you will benefit from a range of carefully considered amenities designed to enhance your comfort and relaxation. The expansive yard surrounding the property provides a peaceful natural setting where you can unwind and immerse yourself in the beauty of the Tuscan hills. A shared swimming pool is available for guests to enjoy during the warmer months, offering a refreshing retreat after a day of exploration. For those who need to remain connected, high-speed internet WiFi is provided throughout the property, ensuring seamless connectivity without compromising the sense of escape that Manor House "Filicaia" so effortlessly delivers.
Outdoors
The outdoor spaces at Manor House "Filicaia" have been thoughtfully arranged to offer guests a complete al fresco experience in the heart of the Tuscan countryside. The shared swimming pool measures 12 x 6 meters with a depth ranging from 120 to 200 cm, and is available for seasonal use from 07 May to 24 September, providing ample opportunity to enjoy the warm Italian summer. Complementing the pool area, an outdoor shower is conveniently available for guests returning from a swim. The garden is furnished with outdoor furniture, creating a welcoming space where you can relax, dine, and socialise in the open air. A barbecue is also at your disposal, inviting you to make the most of the long Tuscan evenings with al fresco dining surrounded by the natural beauty of the countryside.
Other Information
To ensure a comfortable and well-organised stay at Manor House "Filicaia," several practical amenities and house policies are in place for your convenience. A washing machine is available for shared use among guests, making longer stays particularly comfortable. Heating is provided seasonally, available from 01 November to 07 April, and is subject to an additional charge. Private parking is available directly on the premises, offering ease of access for guests arriving by car. Please be aware that the owner of the property resides on the same premises, which ensures attentive and responsive hospitality throughout your visit.
Distances and Attractions
Manor House "Filicaia" enjoys a privileged position in the Tuscan countryside, placing you within easy reach of some of the region's most celebrated destinations and attractions. The centre of San Giovanni Valdarno is just 3.8 km away, offering a convenient base for everyday needs including shops, restaurants, and local services. For those wishing to explore the renowned Chianti wine region, the centre of Gaiole in Chianti is approximately 18 km from the property, while Radda in Chianti lies at a distance of 26 km. Further afield, the historic Castello di Meleto, the charming villages of Greve in Chianti, Castellina in Chianti, and Panzano in Chianti are all within comfortable driving distance, each offering a unique glimpse into the rich cultural and viticultural heritage of Tuscany. For those seeking the grandeur of Italy's most iconic cities, the art-filled streets of Firenze and the medieval splendour of Siena are both easily accessible by car, making Manor House "Filicaia" an ideal base from which to discover the very best of this extraordinary region. San Giovanni 801
Casa alla Minuccia di Villa a Sesta
Wonderful independent holiday home with WIFI, pool, A/C, TV, patio and panoramic view, near Siena
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4
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2
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3
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130 m2
Description
Holiday rental Casa Alla Minuccia Di Villa a Sesta is a beautiful property (130 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to four guests comfortably in two bedrooms with three bathrooms. Casa Alla Minuccia Di Villa a Sesta is located 710 m (2323 ft) from Villa A Sesta, Italy and only 22 km (14 mi) from Siena in the tourist area "Siena And Surroundings".
The swimming-pool is to be shared with the other 6 apartments.
Your Experience
When you arrive you’ll find a nice clean well-maintained property perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill.
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: Siena 22 km (14 mi), Greve In Chianti 40 km (25 mi), Montepulciano 54 km (34 mi), Montalcino 55 km (34 mi) and Arezzo 64 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 94 km (58 mi), Viareggio 189 km (117 mi), Forte Dei Marmi 196 km (122 mi), Rome 231 km (143 mi), Venice 345 km (214 mi) and Milan 388 km (241 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) 109 km (68 mi), Pisa (psa) 143 km (89 mi), Bologna (blq) 194 km (120 mi), Roma Ciampino (cia) 240 km (149 mi) and Roma Fiumicino (fco) 252 km (157 mi).
Casa Minuccia
Villa Nova
Fantastic apartment with A/C, WIFI, pool, TV, patio and panoramic view
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5
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2
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1
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130 m2
Description
Beautiful country house situated in the heart of the renowned Chianti Classico region, approx. 20 km from Siena away. The house interiors are tastefully furnished with a charming combination of old materials and refined details. Outside guests can enjoy use of a personal, furnished, panoramic garden ideal for al-fresco dining and of a nice pool to be shared with the guests of 5 additional, nearby units.
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.) and wine estates.
Distances: Villa a Sesta (a small hamlet of houses with 4 restaurants) circa 600 meters away, Castelnuovo Berardenga with shops of all kinds 7 km, Gaiole 15 km, Radda 20 km away, Castellina 30 km, Rapolano (renowned spas) 20 km away, Siena 23 km, San Gimignano 57 km away, Cortona 65 km, Florence and Arezzo 70 km away.
At guests’ disposal: personal, furnished, covered outdoor area ideal for al-fresco dining, swimming-pool (12 x 4 m – min. depth 1,2 m – max. depth 1,6 m – open from 01/05 through 30/9– from 9:00 to 19:00) to be shared with the guests of 5 additional, nearby units.
The house provides free WI-FI internet (STARLINK), wired wireless stereo system, alarm system and safe.
Personal parking in front of the house.
Additional services: Baby bed upon request. Air conditioning in the whole house (€15,-/day - payment on the spot).
Please carefully check if there are any extra costs to be paid on site! Villa Nova
Villa Claudia
Superb independent holiday villa with private pool, A/C, WIFI, TV, veranda and panoramic view
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10
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5
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6
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260 m2
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 air conditioning, private pool and WiFi internet. 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
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the mountains and the hills perfect for a relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of visiting museums. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 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.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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).
Special 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 enjoyable way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. 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 delicious 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.
Villa Claudia
Villa Stolli
Wonderful independent villa with private pool, WIFI, hot tub, TV, balcony, near Greve In Chianti
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10
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4
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4
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250 m2
Description
House with private swimming pool in Chianti area, close to the town of Figline Valdarno.
Facing fields and hills, this villa is ideally situated to easily reach the most beautiful areas of Tuscany, Chianti and Valdarno. Figline Valdarno is just 7km away and offers shops and a train station with regular connections to Florence and Arezzo.
The property is part of a large and traditional mansion, at the same time provides total privacy as the garden and the swimming pool is at guests' exclusive disposal. Its access is via nice gardens, beautifully furnished. The private swimming pool enjoys panoramic hills views.
Inside, the villa is large and comfortably furnished.
At guests' disposal: furnished gardens for al-fresco dining, panoramic private swimming pool (10m x 5m; depth: 1,4m), wi-fi internet connection (free wi-fi), panoramic views, parking
Distances: Figline Valdarno (shops of any kind) 7 km away, Greve in Chianti 12 km away, Gaiole in Chianti 30 km away, Florence 40 km away, Arezzo 60 km away, San Gimignano 66 km away, Cortona 90 km away, Montepulciano 90 km away, Pienza 100 km away, Montalcino 110 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Stolli
Villa Gaville
Superb independent accommodation with private pool, WIFI, A/C, TV, terrace, near Greve In Chianti
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7
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4
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3
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140 m2
Description
Villa with private pool in Gaville, on the Hills of Chianti in Tuscany.
This property is located just 40km away from Florence. The famous area of Chianti Classico is within 15-40 km away.
This beautiful area offers great food, good wine, history, panoramic landscapes etc.
Villa Gaville is provided with a private swimming pool with panoramic views, surrounded by a garden furnished with sunbeds, parasols, tables, chairs, barbecue and wood burning oven. The owners live in the property next to Villa Gaville, and they are always on hand should the guests require any assistance. They do not have access to the garden or the swimming pool of Villa Gaville. Inside, the house offers all the comforts necessary for a relaxing holiday.
At guests' disposal large and well cared gardens, private outdoor dining area, private pool (fenced-in): size 10m x 5m; minimum depth 1m; maximum depth 1,50m, portable barbecue, baby cot and high chair, fenced-in property, fans provided in each bedroom. Air condition in all bedrooms and in the living room . EV charger ( at an extra cost)
Distances: Gaville (with bar and food shop) 1,5 km away, Figline Valdarno 8 km away, Chianti Classico area is within 15 - 40 km away, Florence 40 km away, Arezzo 50 km away, Siena 56 km away, San Gimignano 67 km away, Cortona 80 km away.
Please carefully check if there are any extra costs to be paid on site! Villa Gaville
Casa Minuccia
Comfortable home with WIFI, A/C, pool, TV, terrace and panoramic view, close to Siena
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4
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2
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3
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130 m2
Description
Comfortable country house in the hills of the renowned Chianti Classico area, about 20 km from Siena. The interiors are tastefully furnished using characteristic Tuscan materials. Outside, there is a private, furnished area where you can eat outdoors and enjoy views of the surrounding landscape. A beautiful pool is just a few meters away and is shared with the guests of the other units.
This property is strategically located right in the middle of the Chianti Classico production area, where there are numerous wineries for wine tasting. In the area there are also many castles (Brolio, Meleto, Bossi . . .) and medieval country churches.
At guests' disposal: private, covered outdoor space with dining area; completely enclosed pool area that is shared with the guests of the 5 adjacent units (12 x 4 m - minimum depth 0,5 m - maximum depth 1,5 m -open 01/05 to 30/9 - can be used from 9:00 to 19:00); Wifi internet; parking outside the grounds; barbecue; garden; air conditioning in the bedrooms
At the disposal of Casa Minuccia guests: Distances: Villa a Sesta (small hamlet with 4 restaurants) about 600 meters away, Castelnuovo Berardenga with shops of all kinds 7 km, Gaiole 15 km, Radda 20 km, Castellina 30 km, Rapolano (renowned thermal spas) 20 km, Siena 23 km, San Gimignano 57 km, Cortona 65 km, Florence and Arezzo 70 km.
Please check carefully for any extras that must be paid at the property! Casa Minuccia
Casa Cipressi
Independent Vacation rental with private pool, WIFI, TV, patio, panoramic view, near San Gimignano
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6
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3
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3
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115 m2
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
Casa Vasco
Amazing private property with WIFI, private pool, terrace and panoramic view, near San Gimignano
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8
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4
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3
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130 m2
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
Pozzo dei Desideri
Cosy home with WIFI, pool, A/C, TV, terrace, pets allowed, panoramic view, close to Greve In Chianti
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2
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10
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4
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4
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Pozzo dei Desideri 1 | 4 | 1 | 1 | 90 m2 | € 97 /Night |
| Pozzo dei Desideri 2 | 6 | 3 | 3 | 200 m2 | € 149 /Night |
| All 2 Accommodations | 10 | 4 | 4 |
Description
One of the most charming villas in the Chianti region, this beautifully restored farmhouse is set in a peaceful and panoramic location, offering sweeping views over the Chianti Classico hills.
The villa is divided into 3 spacious and comfortable apartments, each featuring tastefully decorated interiors. Please note that one of the apartments is occupied by the owners.
Distances:
The small town of San Casciano, located in the heart of the Chianti region and offering all types of shops and amenities, is just 1 km away. Florence is 20 km away, and Siena is approximately 60 km from the property.
At guests’ disposal:
Furnished garden, swimming pool (12 x 6 m – maximum depth 1.8 m – open from 01/05 to 30/09) shared with the owners, shared barbecue, and air conditioning. The villa is accessible via an unpaved yet well-maintained road. Parking is available within the grounds. Small pets are welcome. All windows are fitted with mosquito nets.
Extra services:
Maid service available upon request (to be paid locally). Extra bed available on demand (payment on site). Baby bed available free of charge.
Please make sure to check in advance for any additional costs to be paid on site! Pozzo Dei Desideri
Novellina
Private Vacation rental with WIFI, A/C, private pool, TV, patio, panoramic view, near San Gimignano
-20% Special Offer-
10
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5
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6
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300 m2
Description
Property Summary
La Novellina is a luxury villa set on a 30-hectare organic estate in the heart of the Chianti hills near Fiano, Italy. Originally an 11th-century watchtower along the historic Via Francigena, this distinguished property has been fully restored to combine authentic Tuscan charm with modern comfort. The villa features 5 bedrooms and accommodates up to 10 guests, offering panoramic views and complete privacy throughout its elegant interiors. You will enjoy access to a private swimming pool surrounded by the peaceful countryside. The estate provides reliable internet wifi connectivity to keep you connected during your stay. Ample parking is available on the property grounds. The villa is set within beautifully maintained grounds that include a spacious yard encompassing organic olive groves, vegetable gardens, fruit orchards, and medicinal herbs. This exceptional residence serves as an ideal base for families or groups seeking to explore Tuscany's most iconic destinations while experiencing the tranquility of authentic rural Italian living.
Outdoors
You will find the outdoor spaces at La Novellina designed to immerse you in the natural beauty of the Chianti landscape. The private swimming pool provides a refreshing retreat with sweeping views across the rolling hills and valleys that define this celebrated wine region. The surrounding yard extends across 30 hectares of certified organic farmland, featuring 2,000 olive trees that produce estate olive oil, along with productive vegetable gardens and fruit orchards that supply seasonal produce throughout the year. You can explore the medicinal herb gardens and discover the estate's saffron cultivation, a historic Tuscan specialty that has been grown locally since the Middle Ages. The outdoor areas offer numerous spaces for relaxation and al fresco dining, where you can enjoy the panoramic vistas and experience the sustainable, low-impact tourism philosophy that guides the estate's agricultural practices.
Other Information
The estate operates as a fully certified organic farm, emphasizing sustainable agricultural methods and environmental stewardship. You will have the opportunity to experience zero-meter food through access to seasonal farm produce grown directly on the property. The saffron production represents a continuation of medieval Tuscan agricultural traditions, highlighting the estate's commitment to preserving regional heritage. The property's location along the historic Via Francigena pilgrimage route adds historical significance to your stay, connecting you to centuries of travelers who passed through this same landscape.
Distances and Attractions
La Novellina offers exceptional proximity to Tuscany's most celebrated destinations. The medieval towers of San Gimignano are just 20 minutes away, while the ancient Etruscan city of Volterra can be reached in 40 minutes. Florence, with its Renaissance masterpieces and world-class museums, lies 45 minutes from the property, and the Gothic splendor of Siena is 50 minutes distant. The Leaning Tower of Pisa and the sandy beaches of Versilia are both approximately 1 hour away. The charming village of Fiano sits within walking distance, offering convenient access to local cafes and shops for your daily needs. Both Florence and Pisa airports are easily reachable, providing convenient international connections for your arrival and departure. Novellina
Casa Ovile
Private House with WIFI, A/C, private pool, TV, patio, panoramic view, near San Gimignano
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4
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2
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1
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65 m2
Description
Independent villa with private pool situated a short distance away from the charming, medieval town of Certaldo, on the Chianti hills. This property was restored in 2008 and turned into a nice, small villa providing comfortable interiors. Outside guests can enjoy use of a large, 1-hectare garden with fenced-in pool. In close proximity there is a small river and a lake offering sport fishing facilities. Horse-back riding facilities approx. 500 meter away.
A secondary road connecting the small towns of Certaldo and Marcialla passes at the back of the house.
The railway station in Certaldo allows easy access to Florence, Siena, Empoli, Pisa…
A pizzeria is 250 m from the house away.
Distances: Certaldo with shops of all kinds 6 km away, San Gimignano 20 km, Empoli 32 km, Florence 36 km, Volterra 44 km away, Siena 54 km, Pisa 90 km, Lucca 105 km away, the coastline area (Cecina) is approx. 90 km away and the Chianti Classico region is within 20/50 km.
At guests’ disposal: large garden, private, entirely fenced-in swimming-pool (4,4 x 8 m – depth 0,90 - 1,80 m – open from 01/05 through 30/09), furnished outdoor area with table, chairs and barbecue.
This property is fenced only on the side of the road.
Parking within the grounds.
Extra Services: Baby bed upon request.
Small pets are allowed by paying an extra charges of € 60,- / per pet (to be paid locally).
Please carefully check if there are any extra costs to be paid on site! Casa Ovile
Maggiano
Private Vacation home with WIFI, private pool, A/C, TV, patio, panoramic view, near San Gimignano
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10
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5
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3
-
310 m2
Description
Large stone villa in the Tuscan countryside in Lucardo, on the edge of Chianti. Furnished in characteristic rustic country style, the villa offers all amenities and is perfect for a family or group of friends.
Outside, the house is surrounded by a large garden with a beautiful pool and a barbecue area. The garden offers a splendid, panoramic view of the surrounding nature and countryside.
The owners live in an adjacent unit, and are always available to provide any help guests may need, as well as excellent recommendations for a smooth Chianti holiday. They have a separate entrance to their unit and do not share any of the guests’ outdoor spaces.
The property’s location is excellent for visiting the main cities and areas of Chianti and Tuscany, such as San Gimignano, Castelfiorentino, Florence, Siena, Lucca and the Tuscan coast.
At guests’ disposal: 5 bedrooms, all with air conditioning; large, well-tended garden that is completely enclosed; above-ground pool (9 x 4 m; depth: 1,2 m) for guests’ exclusive use; panoramic views; free WIFI internet; parking within the grounds; portico with panoramic views for dining outside; portable barbecue and wood-burning oven.
Distances: Lucardo (restaurant and pizzeria) 2 km, Fiano (small food shops, pharmacy, bar, pizzeria, post office and bank) 2,5 km, Montespertoli (shops of all kinds) 9 km, Certaldo 11 km, San Gimignano 23 km, Florence 40 km, Siena 46 km, Pisa and Lucca about 80 km, the Tuscan coast (Livorno, Tirrenia, Castiglioncello, Cecina) about 100 km.
Please carefully check if there are any extra costs to be paid on site! Maggiano
Casa Rossa
Nice flat with pool, A/C, WIFI, TV and panoramic view, close to San Gimignano
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5
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28
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13
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10
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Casa Rossa 3 | 4 | 1 | 1 | 47 m2 | € 112 /Night |
| Casa Rossa 4 | 6 | 3 | 3 | 95 m2 | € 147 /Night |
| Casa Rossa 5 | 6 | 3 | 2 | 95 m2 | € 147 /Night |
| Casa Rossa 6 | 6 | 3 | 2 | 95 m2 | € 264 /Night |
| Casa Rossa 7 | 6 | 3 | 2 | 95 m2 | € 147 /Night |
| All 5 Accommodations | 28 | 13 | 10 |
Description
Casa Rossa is a nice property consiting of 3 completely reovated units turned into 6 holiday apartments and a cottage. The holiday facility has maintained its original architectural structure and is located on the Chianti hills in panoramic position.
Every apartment has its independent entrance to guarantee privacy and peace to guests who stay there. A swimming pool is at guests' disposal as well as a wide garden to enjoy a beautiful panoramic view over the countryside of the Chianti Area.
At guests' disposal: equipped garden, swimming-pool (14 x 7 m - maximum depth 1,80 m) set in panoramic location, shared barbecue. WI-FI internet is available. A provincial road passes only a few metres from the villa for rent away. Parking within the grounds.
Distances: Certaldo with all kinds of shops and funicolar leading to the medieval walled town centre 4 km, the renowned medieval town of San Gimignano 11 km, Volterra 35 km, Firenze 35 km, Siena 40 km. A lake with sport-fishing facilities and a riding-stable are approx. 5 km from the property away.
Please carefully check if there are any extra costs to be paid on site! Casa Rossa
Montauto
Great accommodation with A/C, pool, WIFI, TV, patio and panoramic view, close to San Gimignano
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7
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27
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14
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11
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Pesa | 4 | 2 | 2 | 80 m2 | € 279 /Night |
| Carro | 3 | 2 | 1 | 80 m2 | € 214 /Night |
| Camino | 4 | 2 | 1 | 80 m2 | € 257 /Night |
| Torri | 2 | 1 | 1 | 65 m2 | € 149 /Night |
| Cipressi | 2 | 1 | 1 | 65 m2 | € 149 /Night |
| Villa | 10 | 5 | 4 | 300 m2 | € 749 /Night |
| Capanna | 2 | 1 | 1 | 38 m2 | € 172 /Night |
| All 7 Accommodations | 27 | 14 | 11 |
Description
Large property on the top of a hill just a few kilometers from San Gimignano, nestled among vineyards and olive groves.
It is made up of a villa for 10 people, 5 recently-renovated apartments and one studio apartment ( 650 m away). On the property there is also the church of San Lorenzo a Montauto, and the owner’s house, which is completely independent.
The pool is located next to the apartments, but is shared by all property guests. This exquisite property nestled in nature is perfect for a quiet vacation in the countryside. Since it sits along the famous Via Francigena, and in an area rich in wine and food, it is perfect for a quiet vacation in nature.
The property’s excellent location is within easy reach of area attractions.
At guests' disposal: shared pool with all guests of the Montauto property (5,50 X 11 meters, 1,20 meters to 1,60 meters deep); Wifi internet; parking; washing machine, iron and ironing board;air conditioning, moveable barbecue.
Distances: San Gimignano with shops of all kinds 4 km away, Pieve di Cellole (monastery) 8 km, Poggibonsi 15 km, Casole d’Elsa 24 km, Castelfalfi (golf course) 25 km, Volterra 30 km, Siena 44 km, Florence (airport) 60 km, Pisa (airport) 83 km.
Please carefully check if there are any extra costs to be paid on site! Montauto
Villa Pancole
Fabulous private property with A/C, WIFI, private pool, TV and patio, near San Gimignano
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10
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5
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4
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300 m2
Description
Vacation rental Villa Pancole is a lovely stone building (300 sq m) that includes private pool, WiFi internet and air conditioning. The property can accommodate up to ten guests comfortably in five bedrooms with four bathrooms. Villa Pancole is located 7 km (4 mi) from Strada, Italy and only 6 km (4 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums 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. Outdoors you will also find a barbecue grill, patio and tennis court. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster 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 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 6 km (4 mi), Greve In Chianti 39 km (24 mi), Siena 43 km (27 mi), Florence 54 km (34 mi) and Pisa 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (34 mi), Viareggio 111 km (69 mi), Forte Dei Marmi 114 km (71 mi), Rome 282 km (175 mi), Venice 305 km (190 mi) and Milan 347 km (215 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 January - 31 December
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 68 km (42 mi), Pisa (psa) 83 km (52 mi), Bologna (blq) 154 km (96 mi), Genova (goa) 246 km (153 mi) and Roma Ciampino (cia) 291 km (181 mi).
There is a private restaurant with a dedicated private chef located about 100 meters from the villa. The service is exclusively reserved for villa guests and requires advance reservation. It is available for dinner service and for private cooking classes.
Villa San Gimignano View
Borgo San Vincenti
Amazing vacation home with private pool, A/C, WIFI, TV and panoramic view
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22
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11
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10
Description
Conveniently located in San Vincenti, Italy in the tourist area "Siena And Surroundings" and only 39 km (24 mi) from Siena. Borgo San Vincenti is a beautiful stone building with air conditioning, WiFi internet and private pool. The property can sleep up to 22 guests comfortably in 11 bedrooms with ten bathrooms.
Borgo San Vincenti is made up of 7 non-communicating apartments, which can be rented altogether by a single group of guests.
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 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 22 people. Dine 'al fresco' like a real Tuscan, the fully furnished is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
There is a common area where guests can cook and have meals all together. It is composed by: 1 large kitchen fully equipped, 2 bathrooms, 1 dining room that seats up to 22 people, a food warehouse, plus an outdoor sofa and a long table to eat al fresco.
Places Nearby
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 39 km (24 mi), Greve In Chianti 43 km (27 mi), Arezzo 45 km (28 mi), Montepulciano 56 km (35 mi) and Cortona 66 km (41 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 233 km (144 mi), Venice 324 km (201 mi) and Milan 365 km (227 mi).
Additional Information
Check-In Time: 15:00 - 19:00
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) 86 km (54 mi), Pisa (psa) 148 km (92 mi), Bologna (blq) 173 km (107 mi), Roma Ciampino (cia) 242 km (150 mi) and Roma Fiumicino (fco) 254 km (158 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - Custom tours can be arranged by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Borgo San Vincenti. Inquire for more details, including the supplemental cost and how to organize this service.
Borgo San Vincenti
La Maccinaia 14
Wonderful accommodation with WIFI, A/C, private pool, TV, patio and panoramic view
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16
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7
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7
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650 m2
Description
Conveniently located 980 m (3168 ft) from San Vincenti, Italy in the tourist area "Siena And Surroundings" and only 38 km (24 mi) from Siena. Property La Maccinaia 14 is a beautiful stone building (650 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 16 people comfortably in seven bedrooms with seven bathrooms.
Your Experience
The property is equipped with the highest standard of modern comforts, including air-conditioning on the ground floor & second floor, wi-fi technology, a large flat screen television with satellite tv, and an especially well equipped kitchen.
Just across from the main villa there is a guest house built of stone that can sleep up to 6 people. This part of the property is of more recent construction, but maintains the same high level of the main villa.
The English speaking caretaker lives on the premises in an apartment with a separate entrance.
When you arrive at La Maccinaia 14 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 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. Also available outdoors are a patio, barbecue grill and playground. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda 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: Siena 38 km (24 mi), Greve In Chianti 44 km (27 mi), Arezzo 45 km (28 mi), Montepulciano 55 km (34 mi) and Montalcino 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 82 km (51 mi), Viareggio 169 km (105 mi), Forte Dei Marmi 176 km (109 mi), Rome 232 km (144 mi), Venice 325 km (202 mi) and Milan 368 km (229 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) 89 km (55 mi), Pisa (psa) 150 km (93 mi), Bologna (blq) 174 km (108 mi), Roma Ciampino (cia) 241 km (149 mi) and Roma Fiumicino (fco) 253 km (157 mi).
More 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.
Cleaning service is included 3 hours a day, 5 days a week. La Maccinaia 14
Fantastic holiday home with A/C, private pool, WIFI, balcony and panoramic view, close to Siena
-15% Special Offer-
12
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6
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6
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800 m2
Description
Conveniently located 4 km (2 mi) from Sovicille, Italy in the tourist area "Siena And Surroundings" and only 14 km (8 mi) from Siena. Property Medieval Castle Living: Vineyards, Swimming Pool & is a lovely stone building (800 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with six bathrooms.
Nestled in the lush greenery of the Montagnola Senese, this magnificent property is a masterfully preserved 13th-century castle located just a 15-minute drive from the historic heart of Siena. The estate has been meticulously restored by its owners, who reside in the main tower in a secluded area that remains entirely private and separate from guest accommodations.
The estate is thoughtfully designed to offer both community and privacy. The first floor of the main castle features two charming apartments. Adjacent to the castle is a separate cottage housing two additional apartments, providing an ideal retreat for couples or guests seeking extra seclusion. With fully equipped kitchens in every unit and expansive common areas, the property perfectly balances independent living with shared moments.
Surrounded by rolling vineyards producing a refined selection of "Super Tuscan" wines, the estate invites you to embrace the slow pace of Italy. The grounds are a masterpiece of landscape design, featuring manicured lawns, traditional terracotta planters, and vibrant blooms. At the heart of the garden lies a generous swimming pool, fully outfitted with elegant sun loungers and umbrellas.
This elegant and spacious holiday home is perfectly suited for a luxurious escape with family or friends. The property comfortably accommodates up to twelve guests (with capacity for an additional two guests upon request).
The Experience
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. Also available outside are a barbecue grill and playground. 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 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 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: Siena 14 km (8 mi), San Gimignano 46 km (28 mi), Montalcino 49 km (31 mi), Greve In Chianti 53 km (33 mi) and Montepulciano 72 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 76 km (47 mi), Viareggio 170 km (105 mi), Forte Dei Marmi 177 km (110 mi), Rome 248 km (154 mi), Venice 322 km (200 mi) and Milan 372 km (231 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) 88 km (55 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 175 km (109 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (168 mi).
Special Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a fun way to spend time with friends and family while learning 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 mouth-watering meal using local produce? The chef will schedule 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.
Meals - If you'd like to have meals provided during your visit, either half-board or full-board is available. If you prefer only breakfast be provided, that can be scheduled as well. Ask about the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Exclusive Estate Inclusions : elevate your stay, we offer these bespoke services upon reservation:
When you choose the Castle Experience, your stay includes a curated selection of authentic local luxuries:
- Gourmet Farm-to-Table Breakfast: Start your morning in the castle’s elegant common wing with a signature breakfast prepared by the Castellana (the Lady of the Castle). Every ingredient is organic and locally sourced ("Km 0"), with each dish prepared à la minute to your preference upon your arrival at the table.
- Estate Wine Tasting: Enjoy an exclusive guided tour of the castle with a private tasting in the castle’s historic cellar. This experience can be scheduled at your convenience with a simple advance reservation.
Bespoke Guest Experiences (Optional)
To further enhance your Tuscan retreat, we are pleased to arrange the following premium services:
- Dining with the Castellana: Enjoy an elegant, candlelit dinner hosted in the castle's private courtyard—an intimate glimpse into authentic noble life.
- Culinary Arts: Participate in private cooking classes or enjoy professionally catered buffet dinners.
- Outdoor Adventures: Explore the region with curated wine tours, guided bike excursions, or scenic hiking trips through the Montagnola Senese.
- Tuscan Traditions: Experience the thrill of a professional truffle hunting.
Medieval Castle Living: Vineyards, Swimming Pool &
Terrazza e Libreria
Lovely flat with A/C, pool, WIFI, TV, patio and panoramic view
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2
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6
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3
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Terrazza | 4 | 2 | 2 | 110 m2 | € 500 /Night |
| Libreria | 2 | 1 | 1 | 75 m2 | € 500 /Night |
| All 2 Accommodations | 6 | 3 | 3 |
Description
Terrazza e Libreria is a nice stone building with WiFi internet, air conditioning and shared pool. Terrazza e Libreria is a apartment having a total of two independent units. The property can accommodate up to six people comfortably in three bedrooms with three bathrooms. Conveniently located 4 km (3 mi) from Monte Benichi, Italy in the tourist area "Siena And Surroundings" and only 32 km (20 mi) from Siena.
Your Experience
When you arrive at Terrazza e Libreria you’ll find a lovely clean well-maintained property perfect for a relaxing vacation 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. This holiday home is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that prefer to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each unit is equipped with its own fully-equipped kitchen for meal preparation.
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: Siena 32 km (20 mi), Arezzo 38 km (24 mi), Montepulciano 49 km (30 mi), Greve In Chianti 60 km (37 mi) and Montalcino 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 84 km (52 mi), Viareggio 171 km (106 mi), Forte Dei Marmi 178 km (111 mi), Rome 225 km (140 mi), Venice 327 km (203 mi) and Milan 371 km (230 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 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) 92 km (57 mi), Pisa (psa) 152 km (94 mi), Bologna (blq) 176 km (109 mi), Roma Ciampino (cia) 234 km (146 mi) and Roma Fiumicino (fco) 247 km (153 mi).
Additional Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, inquire about the cooking lessons that can be arranged at the property. It's a pleasant way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. 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 organize 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 supplemental costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire 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 scheduled by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your holiday hassle-free after a long trip. Ask for more details, including the supplemental cost and how to schedule this service.
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.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Terrazza e Libreria