San Giovanni Valdarno Villas with Pool
Casa Maria Luisa
Fantastic home with A/C, pool, WIFI, TV, patio and panoramic view, close to Siena
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4
-
2
-
3
-
130 m2
Description
Beautiful country house situated on the hills of the famous Chianti Classico region, about 20 km from Siena.
This property offers a panoramic view over Chianti area and guarantees privacy and comfort as well as a swimming pool and a large garden with a barbecue area. The interiors are tastefully furnished using materials from Tuscany.
This property is situated in very strategic location that allows you to visit the beauties of the area and discover the most important vineyards of Chianti Classico.
At guests' disposal: private outdoor area, equipped for outdoor dining, swimming pool area shared with the guests of other five adjacent units (fully fenced, so safe for children), large area of gravel equipped with sun loungers and umbrellas, internet connection WI-FI (free of charge), tv satellite tipping, air conditioning in the bedrooms.
Distances: Villa a Sesta (small village of houses with 4 restaurants) approximately 600 meters, Castelnuovo Berardenga with all kinds of shops 7 km, 15 km Gaiole, Radda is 20 km, 30 km Castellina, Rapolano (renowned establishments spa) 20 km, Siena 23 km, San Gimignano 57 km away, Cortona 65 km, Florence and Arezzo 70km, Volterra 81 km, Florence 80 km, Pisa 172 km, Lucca 150 km, Rome 230 km
Please carefully check if there are any extra costs to be paid on site! Casa Maria Luisa
Sole nel Prato
Unique private villa with WIFI, private pool, TV, veranda and panoramic view
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10
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5
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7
-
380 m2
Description
Holiday home Sole Nel Prato is a nice stone building (380 sq m) that includes private pool and WiFi internet. The property can sleep up to ten guests 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
When you arrive you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outdoors are a playground and barbecue grill.
Visit the Area
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 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 - Learn from a local chef the techniques required to master Tuscan cuisine. The owner can organize to have a chef come to the property for a cooking lesson for any number of people in your group. It's a pleasant way to spend time with friends and family while learning the secrets needed to prepare mouth-watering Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the extra costs.
Maid Service - Upgrade your vacation with maid service. This service can be arranged 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. Inquire for more details, including the additional cost and how to arrange this service.
Prato Al Sole
Borgo Gerlino
Fabulous private villa with private pool, WIFI, sauna, TV and panoramic view
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20
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9
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9
-
650 m2
Description
Property Borgo Gerlino is a nice stone building (650 sq m) that includes WiFi internet and private pool. The property can accommodate up to 20 guests comfortably in nine bedrooms with nine bathrooms. Conveniently located 3 km (2 mi) from Rapale, Italy in the tourist area "Siena And Surroundings" and only 30 km (18 mi) from Siena.
The Experience
When you arrive at Borgo Gerlino you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing 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 relax with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 20 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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 holiday? 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 requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the supplemental costs.
Maid Service - Upgrade your holiday with maid service. This service can be organized by the owner. Ask for more details about the extra 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
Villa Cona
Amazing private villa with private pool, WIFI, A/C, TV and panoramic view, close to Florence
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20
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10
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8
-
435 m2
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
Villa Badiuzza
Unique independent accommodation with WIFI, private pool, TV and patio, near Florence
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16
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8
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8
-
500 m2
Description
Vacation rental Villa Badiuzza is a beautiful stone building (500 sq m) that includes private pool and WiFi internet. The property can sleep up to 16 guests comfortably in eight bedrooms with eight bathrooms. 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".
What to Expect
When you arrive you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation 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 sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: 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
Podere della Crocchia
Unique private villa rental with private pool, WIFI, TV and pets allowed, near Arezzo
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8
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3
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2
-
120 m2
Description
SPECIAL OFFER 10% DISCOUNT FROM 26 September To 3rd October 2026 – FOR 1-WEEK BOOKINGS
Podere della Crocchia, a beautiful old stone villa in a very panoramic position, is immersed in a rural environment that embodies all the characteristics of typical Tuscan landscapes. Looking out over the valley you will see endless expanses of cereal, corn and sunflower fields, which blend in harmony with the high hills. The ancient villages, manor houses and farmhouses surrounded by vineyards and olive groves will immerse you in a dreamlike atmosphere. The owners themselves, Luca and Patrizia, in addition to excellent organic extra virgin olive oil, wine and other fine goods, also produce a natural food supplement based on olive leaf extract.
The villa is a combination of old, modern and hospitality: stylish furnishings and all the necessary comforts and facilities. In the cool pergola, in front of the kitchen, equipped with wooden furniture and barbecue, you can relax and dine al fresco. If you are looking for a villa with hotel services, Podere della Crocchia is the right place for you. Our guests are enthusiastic about the extras offered by the very friendly owners (starter pack of detergents, tea, coffee, sugar), fresh vegetables, homemade cakes, welcome drink... and consider them one of the bonuses of the villa.
In the wide garden you can spend your leisure days thanks to the beautiful private swimming pool (size mt. 6x12, depth mt. 1.20-1.80 - open from 01st April to 30th September), with comfortable wooden sunbeds, table tennis and games for children. In the surrounding area there are many paths suitable for cycling or trekking, with children as well, in the wonderful Tuscan landscape. Podere della Crocchia
La Quiete
Amazing private property with WIFI, private pool, TV and pets allowed, near Arezzo
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16
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8
-
4
-
400 m2
Description
La Quiete is a very old farmhouse that preserves intact the characteristics of the rural architecture. The villa is lovingly preserved by its owners, and if you are lucky enough to stay here, its wooden ceilings, ancient brick arches, Tuscan terracotta floors and elegant furnishings will welcome you into a very special charm, made of old, simple and essential things. At La Quiete you will feel at home, in a warm and cosy atmosphere.
The villa is located at the foot of the first wooded hills, which mark the border between Valdichiana and Valdarno, from here you can make even daily excursions, towards the two valleys, dotted with small villages nestled in the Tuscan countryside. In Monte San Savino, which is just a few kilometres away, it will be pleasant to spend evenings out, dining in typical restaurants or enjoying an aperitif sitting at tables in the colourful cobbled streets.
From the windows of the villa you can admire the imposing Castello di Civitella with its characteristic 'Torre Spaccata'. We absolutely recommend a visit to this small village, a real jewel of the Valdichiana, with its ancient cistern, panoramic square and medieval buildings.
La Quiete, in our opinion, is perfectly suited for your holidays with children, or in the company of large groups of friends. Around the house you will find a large green area equipped with outdoor furniture, barbecue, table tennis, table football, children's games, volleyball court and five-a-side football pitch. A splendid swimming pool (size 6x12 m, depth 1.10-2.00 m - open from 01st May to 30th September) will brighten your summer days, and the large furnished portico outside will be the setting for your breakfasts, lunches and dinners in the open air. La Quiete
Villa la Guardiola
Amazing independent villa rental with A/C, WIFI, private pool, TV and pets allowed, near Arezzo
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10
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5
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3
-
320 m2
Description
Villa La Guardiola is a charming residence nestled in the heart of the Valdichiana, just 2 km from Civitella in Valdichiana, the ideal place for a relaxing getaway surrounded by beautiful nature, without sacrificing modern comforts.
The villa is a haven of tranquillity and beauty, consisting of a large farmhouse with finely restored stone outbuildings that can accommodate up to 10 people. It is perfect for families or groups of friends looking for a refined and exclusive retreat. The atmosphere is typical of ancient Tuscan residences: large, bright rooms and elegant furnishings that preserve the authenticity of tradition, but with all the comforts of today.
The villa is located in a unique position, immersed in a park shaded by tall trees and surrounded by the picturesque vineyards that characterise the Tuscan countryside. The view over the valley is breathtaking, while the outdoor area, perfect for relaxing, sunbathing or dining al fresco, offers spectacular views, with the sunset painting the sky above the hills like a painting.
Just a few minutes from the picturesque village of Civitella in Valdichiana, famous for its history and its split tower, the villa is strategically located for exploring the beauty of Tuscany. Art cities such as Siena, Arezzo and Florence are easily accessible by car, while supermarkets, shops and excellent local restaurants are less than 5 km away.
Villa La Guardiola offers a splendid private enclosed swimming pool (4x8 metres, depth 1.15 metres - open from 01/05 to 30/09) where you can take a refreshing dip on hot summer days, enjoying maximum privacy and tranquillity. The surrounding park is the ideal setting for a totally relaxing stay.
Furthermore, as it is an integral part of the winery, you will have the opportunity to explore the vineyards, discover the winemaking processes and participate in exclusive tastings. A unique food and wine experience to savour the best wines of the area.
Villa La Guardiola is the ideal starting point for discovering the culture, flavours and traditions of Tuscany. With its privileged location, the beauty of its spaces and its proximity to places of historical and artistic interest, it is the perfect choice for a holiday that combines relaxation, nature and authentic Tuscan experiences. Villa la Guardiola
Villa Crispinino
Unique private holiday rental with WIFI, private pool, A/C, patio, panoramic view, close to Arezzo
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9
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4
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4
-
400 m2
Description
This is an independent villa boasting beautiful views and its own swimming pool. Its dominating position, overlooking the Val di Chiana, is not far from the town of Civitella.
The villa itself has been recently refurbished however, it still holds its original character such as terracotta floors, wooden beams and stone arches.
Outside there is a large terrace and a large garden, both offering privacy and somewhere to relax in the open air. The property is surrounded by fencing.
Villa Crispinino is perfectly positioned for anyone hoping to visit Tuscany’s famous sites. About 20 km from the property, in the town of Arezzo, you can catch a train to destinations such as Rome, Florence, Orvieto and Siena.
Access to the property is via a dirt road (in great condition).
Distances: The nearby town of Civitella (4 km) can offer you food shops while Battifolle (10 km) can offer a large selection of shops. Arezzo lies 20 km away and slightly further afield are the cities of Siena (50 km), Florence (80 km), Assisi and Perugia (90 km).
Available to guests: Large, well-kept and furnished garden, swimming pool reserved exclusively for guests (10 x 5 m - depth 1.4 m) and barbecue.
The rental has free WI-FI and a Play Station.
Parking available on the grounds of the property.
Extra Services: Upon request, two children’s cots are available at no extra charge.
Please carefully check if there are any extra costs to be paid on site! Villa Crispinino
Ricavoli
Beautiful private holiday rental with WIFI, private pool, TV, terrace, panoramic view, near Florence
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12
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6
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5
-
450 m2
Description
Vacation rental Ricavoli is a lovely 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 vacation, then you will be happy to know there is a golf course nearby.
Your Experience
After arriving you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid 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 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 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 veranda where you can enjoy the weather while dining outdoors.
The swimming-pool is located in the higher part of the garden, where is also a changing-room and a shower-room.
Places 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 visit that can be organized by the owner. Inquire for more details about the extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Ricavoli
Casa Chimera
Stunning holiday home with WIFI, pool, A/C, patio and panoramic view, near Arezzo
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5
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2
-
1
-
75 m2
Description
Casa Chimera is located 1 km (3854 ft) from Bicciano, Italy and only 22 km (14 mi) from Arezzo in the tourist area "Casentino Valley". Casa Chimera is a lovely stone building (75 sq m) with WiFi internet and air conditioning. The property can sleep up to five people comfortably in two bedrooms with one bathroom.
Your Experience
After arriving at Casa Chimera you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a splendid holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Also available outside are a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to five people. If you prefer to dine 'al fresco', there is a fully furnished patio where you can enjoy the weather while dining outdoors.
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: Arezzo 22 km (14 mi), Cortona 48 km (30 mi), Greve In Chianti 65 km (40 mi), Montepulciano 70 km (44 mi) and Siena 80 km (50 mi).
If you'd like to visit the beautiful Tuscan coast, it's just a short driving distance to the sea from the holiday rental, only 120 m (369 ft).
Some other major tourist destinations you should consider visiting are: Florence 92 km (57 mi), Viareggio 178 km (111 mi), Forte Dei Marmi 185 km (115 mi), Rome 243 km (151 mi), Venice 331 km (206 mi) and Milan 380 km (236 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 June - 31 August (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) 97 km (60 mi), Pisa (psa) 159 km (99 mi), Bologna (blq) 183 km (114 mi), Roma Ciampino (cia) 252 km (157 mi) and Roma Fiumicino (fco) 265 km (164 mi).
Casa Chimera
Fornacino
Lovely apartment with A/C, pool, TV and panoramic view, close to Siena
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6
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17
-
9
-
10
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Fornacino 1 | 2 | 1 | 2 | 68 m2 | € 209 /Night |
| Fornacino 2 | 4 | 2 | 2 | 78 m2 | € 263 /Night |
| Fornacino 3 | 2 | 1 | 2 | 57 m2 | € 209 /Night |
| Fornacino 4 | 2 | 1 | 1 | 41 m2 | € 198 /Night |
| Fornacino 5 | 5 | 3 | 2 | 87 m2 | € 300 /Night |
| Fornacino 6 | 2 | 1 | 1 | 46 m2 | € 198 /Night |
| All 6 Accommodations | 17 | 9 | 10 |
Description
Ancient farmhouse with adjoining barn situated on a large and renowned farming estate producing excellent wine and olive oil. This property has been carefully restored and turned into 6 comfortable apartments, all of which offering nice interiors furnished in a rustic style with some antiques. The location, among vineyards and olive groves is peaceful and dominates the Chianti Classico hills. Beautiful panoramic views with Siena in the distance are afforded. This property provides a well-kept large garden (6000 m2) with infinity pool whose use is to be shared among the 6 apartments.
Distances: Ponte a Bozzone with a food shop, a restaurant and a butcher is 5 km away, Siena with all kinds of shops and railway station 12 km, San Gimignano approx. 50 km, Florence 70 km away, Pisa 115 km , Rome 250 km away.
At guests disposal: large panoramic garden (6000 m2), shared infinity swimming-pool (5,5 x 15 m – maximum depth 1,8 m – open from 01/05 to 30/09), solarium terrace with open-air shower (cold water), barbecue, oven for pizza, furnished loggia (35 m2), table tennis. Shared laundry with washing-machine and ironing facilities. All of the apartments provide alarm system, satellite TV, hair-dryer, heating system and table and chairs (in a common area).
Parking within the grounds.
Extra services included in the rental price: linen change on Wednesdays.
Extra services to be paid on the spot: Baby bed available upon request at € 70,- / per week (payable on site).
The produce of the estate is available for clients to be purchased.
Please carefully check if there are any extra costs to be paid on site! Fornacino
Villa Pietrafitta
Superb independent vacation rental with private pool, WIFI, TV and patio, close to Greve In Chianti
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12
-
6
-
6
-
200 m2
Description
Conveniently located 5 km (3 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 17 km (11 mi) from Greve In Chianti. Villa Pietrafitta is a nice stone building (200 sq m) with WiFi internet and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with six bathrooms.
Your Experience
Upon arrival 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 holiday 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. Also available outdoors are a patio and barbecue grill. 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 patio where you can enjoy the weather while dining outdoors.
Places 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: Greve In Chianti 17 km (11 mi), Siena 26 km (16 mi), San Gimignano 33 km (20 mi), Florence 46 km (28 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 46 km (28 mi), Viareggio 140 km (87 mi), Forte Dei Marmi 147 km (91 mi), Rome 267 km (166 mi), Milan 340 km (211 mi) and Naples 458 km (284 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 3 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) 59 km (36 mi), Pisa (psa) 105 km (65 mi), Bologna (blq) 145 km (90 mi), Roma Ciampino (cia) 276 km (171 mi) and Genova (goa) 278 km (173 mi).
Additional Services
Cooking Lessons - If you're interested in learning 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 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 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 advice for the various courses and the wine. Ask for more details and the extra costs.
The garden is fully enclosed. Villa Pietrafitta
Villa Tregole
Fabulous private villa with WIFI, A/C, private pool, TV and veranda, close to Siena
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16
-
7
-
6
-
270 m2
Description
Conveniently located 3 km (2 mi) from Fonterutoli, Italy in the tourist area "Siena And Surroundings" and only 21 km (13 mi) from Siena. Villa Tregole is a lovely stone building (270 sq m) with WiFi internet, private pool and air conditioning. The property can accommodate up to 16 people comfortably in seven bedrooms with six bathrooms.
The Experience
Upon arrival at Villa Tregole you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day.
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 21 km (13 mi), Greve In Chianti 26 km (16 mi), San Gimignano 42 km (26 mi), Florence 50 km (31 mi) and Montalcino 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 144 km (90 mi), Forte Dei Marmi 152 km (94 mi), Rome 261 km (162 mi), Milan 345 km (214 mi) and Naples 452 km (281 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 March - 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) 63 km (39 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 150 km (93 mi), Roma Ciampino (cia) 270 km (168 mi) and Genova (goa) 283 km (175 mi).
Villa Tregole
Villa delle Upupe 8
Stunning holiday home with WIFI, private pool, TV and pets allowed, close to Greve In Chianti
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8
-
4
-
4
-
165 m2
Description
Property Summary
Nestled in the rolling hills of Tuscany, Villa delle Upupe is an exceptional vacation rental set approximately 2 km from the charming borgo of Castellina in Chianti, Italy. Positioned atop a hill in the heart of the celebrated Chianti Classico region, this beautifully restored farmhouse occupies a privileged vantage point overlooking a breathtaking landscape of olive groves, vineyards, and dense woodland. The property sits within the prestigious Castellare di Castellina estate, a well-established farm covering approximately 80 hectares and renowned for its production of extra virgin olive oil and some of the finest wines in Chianti. The exposed stone exterior gives way to a captivating interior where every room has been designed with meticulous attention to detail, featuring fine furnishings, carefully chosen accessories, and upholstery that evokes the unmistakable hues of the Sienese countryside. The villa benefits from a generous yard that harmoniously blends into the surrounding natural landscape, providing a serene and private outdoor retreat. Connectivity is ensured through Internet WiFi, allowing you to remain in touch while enjoying the tranquillity of the Tuscan countryside. Private parking is available on the property, offering convenience upon arrival and throughout your stay.
Outdoors
The garden surrounding Villa delle Upupe adapts gracefully to the natural slope of the terrain, seamlessly merging with the vineyards, woods, and hills that form its picturesque boundaries. Lavender bushes, wild roses, jasmine, strawberry trees, aromatic herbs, and borders of rosemary frame the dry stone walls and short stone paths, creating a fragrant and visually stunning outdoor environment. A panoramic pergola positioned just outside the living room French windows provides an ideal setting for relaxing in the shade and enjoying the sweeping views of the Chianti hills, particularly at sunset. The rectangular swimming pool, which is non-heated, is located behind the villa on lower terracing and is reached by descending a few steps near the pergola. Lined in grey PVC, it measures 3 x 9 metres with a depth ranging from 1.40 to 1.60 metres, and features 3 steps for easy water access along with a chlorine purification system. The sunbathing area surrounding the pool combines stone paving and lawn, and is furnished with sunbeds and umbrellas. Dry stone walls and a thick screen of vines provide natural enclosure on either side, enhancing the sense of privacy. A cold-water outdoor shower is also available. The pool is accessible from the last Saturday in April to the first Saturday in October. Please note that the property photographs were taken in spring, so the appearance of flowering plants and garden grass may differ at the time of your arrival.
Unit Layout
Villa delle Upupe is configured across 2 floors that follow the natural slope of the terrain, connected by both internal and external staircases, and can comfortably accommodate up to 8 guests across 4 bedrooms and 4 bathrooms. The main entrance is located on the ground floor, which houses 2 double bedrooms and 1 twin bedroom, each with its own private bathroom. Of these 3 bathrooms, 2 are fitted with a shower and 1 features both a bathtub and a shower. Descending to the lower floor, you are welcomed into an elegant living room complete with an ornamental fireplace, alongside a dining room, both of which face the back garden. From the dining room, a few steps lead down to the fully equipped kitchen and to a room that serves as both a pantry and laundry area. The lower floor is completed by a 4th bedroom featuring a double divisible bed, an ensuite bathroom with shower, and a separate toilet. Both floors benefit from direct outside access, a distinctive architectural feature resulting from the property's adaptation to the sloping terrain, with the lower floor rooms opening directly onto the private garden.
Amenities Included
Villa delle Upupe is equipped with a comprehensive range of amenities to ensure a comfortable and convenient stay. The kitchen and laundry facilities are well appointed, including a dishwasher and a washing machine, making longer stays particularly practical. The villa operates an underfloor refrigeration and heating system, ensuring a pleasant indoor climate throughout the seasons, with heating available as required. For entertainment, the property is equipped with Satellite TV, allowing you to enjoy a wide selection of channels during your downtime. Pets are welcome at the villa, making it an ideal choice for guests travelling with their animal companions.
Other Information
Villa delle Upupe has a separate entrance and is situated approximately 50 metres from the owners' villa, from which it is screened by hedges to ensure maximum privacy for guests. The property has been subjected to a technical inspection prior to the beginning of the season to verify the consistency of the description, the condition of all listed accessories, and their operational and maintenance status, guaranteeing quality, cleanliness, and comfort. The Emma Villas Concierge Team is available to assist with any emergencies or further information required during your stay, and all relevant contact numbers are provided with the booking documents. Guests travelling with pets should be aware that a maximum of 1 animal is permitted, of small to medium size with a maximum weight of 10 kg. Acceptance of animals must be previously authorised by the owner, who requires advance communication of the number of animals, their size, and breed. Please be aware that the access road to the property includes 1.2 km of unpaved road, and low-clearance vehicles are not recommended.
Distances and Attractions
Villa delle Upupe is located approximately 2 km from the historic borgo of Castellina in Chianti, where you can find local shops, restaurants, and services. The estate's own winery, open for tastings and the sale of wine and extra virgin olive oil, is also approximately 2 km from the farmhouse, offering a unique opportunity to discover the exceptional products of the Castellare di Castellina estate. The property is conveniently close to the scenic Chiantigiana road, a panoramic route connecting Siena to Florence that serves as an ideal starting point for day trips to the celebrated localities of Radda, Gaiole, Greve, and Panzano, each rich in art treasures, historic churches, and Renaissance villas set on scenic hillsides. The entire surrounding region of Chianti Classico is internationally renowned for its picture-postcard landscapes and the excellence of its wines, making the villa an exceptional base from which to explore one of Italy's most beloved and storied territories.
Costs & Services
Included services
- Utilities: electricity, water, and gas for cooking purposes are included in the rental price
- Weekly linen change included
- Initial and final cleaning included
- Zer0Dep Guarantee: no security deposit is required on balance or on arrival; EuropAssistance coverage is included for accidental damage to the property during your stay, up to a maximum of €1,500.00 and subject to the limitations provided
Extra costs
- Tourism tax: €2.00 per person per day for the first 7 days (children under 14 years of age are exempt)
- Mandatory extra cleaning in case of animals: €50.00 per animal per week or part of a week
On request
- Extra cleaning: €22.00 per hour per person employed
- Extra linen change: €15.00 per person
- Heating from November to April: €12.00 per day Villa delle Upupe 8, Emma Villas
Castellare in Poggio 10
Villa rental with A/C, WIFI, private pool, TV, patio, pets allowed, close to Greve In Chianti
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10
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5
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4
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450 m2
Description
Property Summary
Castellare in Poggio is a captivating stone farmhouse vacation rental nestled in the heart of Chianti Classico, just 2 km from Castellina in Chianti, Italy. Set within the prestigious Castellare di Castellina estate, renowned for its premium Chianti Classico wines and olive oil, this remarkable property seamlessly blends traditional Tuscan architecture with contemporary comforts. Surrounded by olive groves, vineyards, and gently rolling hills, the villa commands breathtaking panoramic views of the Tuscan countryside that are truly unforgettable. The property comprises a main house and a separate single-story annex, offering generous space and privacy for families or groups alike. Guests benefit from a well-appointed yard enveloped in lush Mediterranean vegetation, creating an atmosphere of serene natural beauty. Connectivity is ensured through Internet WiFi access throughout the property, while a dedicated parking area shaded by cypress trees accommodates up to 5 vehicles, providing effortless convenience from the moment of arrival.
Outdoors
The outdoor spaces at Castellare in Poggio are a true celebration of the Tuscan landscape. The lush garden surrounding the property is planted with lavender, rosemary, jasmine, and cypress trees, creating a fragrant and visually stunning environment across multiple levels connected by charming stone paths and steps. A pergola adjacent to the living room offers a beautifully shaded alfresco dining area, perfect for long summer meals in the open air. At the lower level of the garden, to the rear of the main house, the oval-shaped non-heated swimming pool serves as a peaceful and inviting retreat. The pool measures 10 x 5 metres, with a depth ranging from 1.4 metres to 2.5 metres, and features chlorine filtration, a stone diving board, and a metal ladder for easy access. The surrounding pool terrace is paved with porphyry stone and equipped with sunbeds, as well as a pergola furnished with a stone table and bench, ideal for relaxing in the shade. External lighting ensures the pool area remains atmospheric and usable into the evening. The pool is open from the last Saturday of April to the first Saturday of October. Please note that photographs of the property were taken in spring, and therefore the flowering of plants and the colour of the garden grass may differ from what you observe upon arrival.
Unit Layout
Castellare in Poggio accommodates a maximum of 10 guests across 5 bedrooms and 4 bathrooms, distributed between the main house and the annex. The main house spans 3 floors, each thoughtfully arranged to provide comfort and functionality. On the first floor, the main entrance opens into a welcoming living room, followed by a fully equipped kitchen featuring French windows with direct access to the outside, a dining room, and a study complete with a piano. A bathroom with shower completes this level. On the second floor, guests will find a double bedroom and a twin bedroom that share a bathroom with shower, as well as a further double bedroom with a queen-size bed and a private ensuite bathroom with a bathtub. The ground floor houses a billiard room with a television and direct access to the garden, along with the laundry room, which benefits from its own independent entrance. The single-story annex offers a comfortable and self-contained living space comprising a living room with a kitchenette, a twin bedroom, a double bedroom, and a bathroom with shower, making it ideal for guests seeking a degree of additional privacy within the property.
Amenities Included
Castellare in Poggio is equipped with a comprehensive range of amenities designed to ensure a comfortable and enjoyable stay. Air conditioning is available in all bedrooms, providing a welcome respite during the warmer months of the Tuscan summer, while heating is also available for cooler periods. The laundry room on the ground floor of the main house is fitted with a washing machine, offering practical convenience for longer stays. In the kitchen, a dishwasher is available to make mealtimes effortless. Guests are also welcome to enjoy the private patio, an ideal space for outdoor relaxation and dining in complete privacy. Entertainment is well catered for, with Satellite TV available for guests to enjoy. The property is pet-friendly, welcoming animals subject to prior authorization from the owner, as detailed in the relevant house rules.
Other Information
Guests are kindly requested to seek prior authorization from the owner before bringing any animals to the property. Authorization requires advance communication of the number of animals, their size, and their breed. A maximum of 1 animal is permitted, and it must be small or medium-sized, weighing no more than 10 kg. Please be aware that all fireplaces and the wood-burning oven within the property are purely ornamental and are not available for use. The weekly rental rate includes utilities such as electricity, water, and gas for cooking purposes, as well as weekly linen service and both an initial and a final cleaning of the property. The rate also includes the Zer0Dep Guarantee, which means guests are not required to pay a security deposit either on balance or upon arrival. This guarantee provides EuropAssistance coverage in the event of accidental damage to the property during the stay, up to a maximum of 1,500.00 euros and subject to the limitations set out in the policy terms.
Distances and Attractions
Castellare in Poggio enjoys an exceptional location just 2 km from the charming hilltop town of Castellina in Chianti, where guests will find a selection of restaurants, wine bars, boutique shops, and local services. The property sits at the heart of the Chianti Classico wine region, one of Tuscany's most celebrated and scenic areas, offering guests the opportunity to explore world-class wineries, olive oil producers, and the iconic rolling landscapes that have made this corner of Italy famous across the globe.
Costs & Services
Included services
- Utilities (electricity, water, gas for cooking): included in the rental rate
- Weekly linen service: included in the rental rate
- Initial and final cleaning: included in the rental rate
- Zer0Dep Guarantee (EuropAssistance accidental damage coverage up to €1,500.00, subject to policy limitations): included in the rental rate
Extra costs
- Mandatory extra cleaning in case of animals: €50.00 per animal per week or part of a week (up to 1 animal, small or medium-sized, maximum 10 kg; prior owner authorization required)
- Tourism tax: where applicable, as required by local regulations
On request
- Extra cleaning: €22.00 per hour per cleaner
- Extra linen: €15.00 per person
- Heating: charged on consumption at current market prices
- Firewood: €15.00 per 100 kg Castellare in Poggio 10, Emma Villas
Pretty independent property with WIFI, private pool, pets allowed and panoramic view
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9
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5
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3
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200 m2
Description
Podere Sangiovese, Pool and View in Chianti is a beautiful vacation rental (200 sq m) with private pool and WiFi internet. The property can sleep up to nine guests comfortably in five bedrooms with three bathrooms. Podere Sangiovese, Pool and View in Chianti is located 6 km (4 mi) from Castellina In Chianti, Italy and only 27 km (17 mi) from Greve In Chianti in the tourist area "Siena And Surroundings".
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid holiday in Tuscany. Regardless of how you spend your days - visiting museums, shopping, sightseeing or just driving in the countryside, when you arrive home you can unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to nine 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.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 27 km (17 mi), Siena 28 km (17 mi), San Gimignano 30 km (18 mi), Florence 61 km (38 mi) and Montalcino 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 61 km (38 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 161 km (100 mi), Rome 263 km (163 mi), Venice 307 km (191 mi) and Milan 357 km (222 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Podere Sangiovese, Pool and View in Chianti. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 15:00 - 18:30
Check-Out Time: 08:00 - 09:30
Pool Open: 1 May - 13 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) 73 km (45 mi), Pisa (psa) 108 km (67 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
Podere Sangiovese, Pool and View in Chianti
Pretty independent villa rental with WIFI, A/C, pool, balcony, pets allowed and panoramic view
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4
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2
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1
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105 m2
Description
Conveniently located 7 km (4 mi) from Castellina In Chianti, Italy in the tourist area "Siena And Surroundings" and only 28 km (17 mi) from Greve In Chianti. Property Civico108 Vacation Home, Pool, Castellina in Chian is a beautiful property (105 sq m) that includes air conditioning and WiFi internet. The property can accommodate up to four people comfortably in two bedrooms 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. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. 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 four people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 28 km (17 mi), Siena 29 km (18 mi), San Gimignano 31 km (19 mi), Florence 62 km (38 mi) and Montalcino 65 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 155 km (96 mi), Forte Dei Marmi 162 km (101 mi), Rome 264 km (164 mi), Venice 308 km (191 mi) and Milan 358 km (222 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Civico108 Vacation Home, Pool, Castellina in Chian. If you have a large dog or multiple pets, please ask for permission prior to booking.
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) 74 km (46 mi), Pisa (psa) 109 km (68 mi), Bologna (blq) 160 km (100 mi), Roma Ciampino (cia) 273 km (169 mi) and Roma Fiumicino (fco) 285 km (177 mi).
The hamlet Le Miniere di Liliano, private and authentic, is home to only a few families and guarantees tranquility, with access to a shared swimming pool and tennis court for residents. Civico108 Vacation Home, Pool, Castellina in Chian
Casa Fioraie
Independent Villa with private pool, WIFI, A/C, TV, patio, panoramic view, near Greve In Chianti
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6
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2
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2
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110 m2
Description
Holiday home in a strategic position in Castellina in Chianti.
Casa Fioraie is the ideal place to spend a relaxing and fun holiday.
The house offers two bedrooms (with air conditioning) as well as a large outdoor area, perfect for organizing barbecues and enjoying the wonderful panoramic view of the surrounding hills. In the garden there is a beautiful private pool that allows guests to relax and cool off in the summer season.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
The Chianti Classico area in which Casa Fioraie is located is one of the most renowned places in Italy and in the world for its characteristic villages, food and wine culture, splendid cities of art and breathtaking scenery.
You reach the house through a gravel road of about 500 meters in good condition but not suitable for particularly sporty vehicles.
At guests' disposal: 2 air-conditioned bedrooms, double sofa bed for 2 people, possibility of accommodating 4/6 people, panoramic private pool (10 x 4.5 meters, maximum depth: 1.60 meters, minimum depth: 1, 20 meters), barbecue, outdoor area equipped with sofas and table with chairs for outdoor dining, Wi-Fi internet connection.
Distances: a Restaurant / Bar is located at 850 meters from the house, Castellina in Chianti (all kinds of shops) at 6 km, Poggibonsi at 14 km, Radda at 18 km, San Gimignano at 25 km, Siena at 30 km, Florence at 50 km, Pienza at 85 km, Montepulciano at 95 km, Cortona at 105 km, the Tuscan coast (Cecina or Castiglioncello) is at 100 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Fioraie
Villa Leo
Private Villa with WIFI, private pool, A/C, TV, patio, pets allowed, panoramic view, near Arezzo
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8
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4
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2
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125 m2
Description
Holiday home Villa Leo is a beautiful property (125 sq m) that includes private pool, air conditioning and WiFi internet. The property can accommodate up to eight guests comfortably in four bedrooms with two bathrooms. Conveniently located 520 m (1689 ft) from Pieve San Giovanni, Italy in the tourist area "Arezzo And Surroundings" and only 15 km (9 mi) from Arezzo.
The Experience
After arriving you’ll find a lovely clean well-maintained property perfect for a splendid 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 visiting museums. Also available outside are a barbecue grill and patio.
The entire property is fenced, so ideal for groups who arrive with a dog. The privacy offered is very good here.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 15 km (9 mi), Cortona 41 km (26 mi), Montepulciano 61 km (38 mi), Siena 71 km (44 mi) and Greve In Chianti 81 km (50 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 184 km (115 mi), Forte Dei Marmi 192 km (119 mi), Rome 234 km (145 mi), Venice 341 km (212 mi) and Milan 384 km (238 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Leo. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 May - 15 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) 105 km (65 mi), Pisa (psa) 165 km (103 mi), Bologna (blq) 186 km (115 mi), Roma Ciampino (cia) 243 km (151 mi) and Roma Fiumicino (fco) 255 km (159 mi).
Villa Leo