La Trove Villas with Pool
Results 181 - 200 of 433
Il Viaggiolo
Fabulous private holiday rental with WIFI, private pool, TV and pets allowed, near Arezzo
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9
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4
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4
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160 m2
Description
If you have imagined your holiday immersed in the Tuscan countryside, if your dream is to wake up in the morning, open the windows and find yourself surrounded by golden sunflowers and ears of corn, Il Viaggiolo is the house for you. From your windows, from the garden, from the swimming pool you will have, as far as the eye can see, cultivated fields, vineyards, olive groves and rolling hills that change colour with the seasons.
Here and there are ancient villages rich in history and tradition. One of these is Marciano della Chiana (3 km), dominated by its castle, over which the mighty tower stands like a grim sentinel, majestically overlooking the valley below. You could do your shopping in grocery stores and supermarkets in Foiano della Chiana, also about 3 km away.
Il Viaggiolo is an old farmhouse that in recent years has regained its original beauty. The wooden beams, the warm colours used and the stylish furniture give it a cosy and comfortable atmosphere that will make you feel immediately comfortable and welcome. The farmhouse will be the ideal place for your family holidays, the outdoor space, large and safe, will allow your children to run and explore while you enjoy an aperitif by the pool. Or even if you are travelling in a group, Il Viaggiolo will provide you with large and comfortable space for dinners with your friends, or it can also serve as a starting point for your trips to discover the villages and cities of art in central Italy.
The farmhouse is surrounded by a large garden shaded by tall trees, decorated with pots and flowers and equipped with table, chairs, umbrellas, swing and barbecue. Under the large centuries-old oak tree, to the side of the house, there is a small corner designed for relaxing with a good book or for an evening chat with friends and a glass of wine. The beautiful 5 x 10 m swimming pool (depth 1.40 m - open from 01st May to 30th September), for your exclusive use, has sunbeds and umbrellas and a comfortable bathroom with shower. Two covered parking spaces are also available.
Something we are sure you will not forget about your holiday at Viaggiolo is the kindness and courtesy of the owners, who will spoil and pamper you in every possible way. Il Viaggiolo
Casa Angela
Stunning private villa with private pool, A/C, WIFI, TV, balcony, pets allowed, near Cortona
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8
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3
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3
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170 m2
Description
An old farmhouse completely renovated, located near Castiglion Fiorentino. Casa Angela will be the ideal place where you can rediscover the flavours of the past, of a simple and quiet life. You will have at your disposal a large vegetable garden where you can pick up genuine fresh seasonal vegetables every morning. In the vicinity of the farmhouse there are farmyard animals, fruit trees and vineyards, making your stay a true country life experience.
Of this holiday you will surely remember the slow and warm days that village life, still regulated with rhythms of other times, gives us.
For your lazy summer days the beautiful swimming pool completely fenced and for your exclusive use (size mt. 6x12, depth mt. 1,20-1,50 - open from 16 May to 30th September) will be the ideal place also for your evening aperitifs, relaxed in the gazebo, with a good red wine in your glass and with the lights of Castiglion Fiorentino, which climbs up the hill, as a backdrop.
For children there is a large green outdoor space to explore with a five-a-side football goal for fun times with friends. The house is definitely perfect, in our opinion, for family holiday with children or for a small group of friends who want to discover the beauty of Tuscany and the nearby Umbria, renting a villa with private pool.
Pets are welcome (extra charge could be required).
We guarantee that you will leave your heart in Castiglion Fiorentino. A small town of steep, paved alleyways, ancient buildings, stone stairways and arches and mighty walls dominated by the imposing Cassero tower, guarding the valley. Many trattorias and restaurants invite you to go out in the evening and enjoy a dish of fresh, handmade pasta or a famous Florentine steak.
In Castiglion Fiorentino you will also find supermarkets for your daily shopping, other shops and all necessary services. From the house you can easily walk to a restaurant which is just 1 km far.
A few km away is the border with the region of Umbria, in 15 minutes by car you will be able to reach the golden beaches of Lake Trasimeno, with its characteristic villages and islets to discover. Casa Angela
Santa Vittoria
Cosy holiday home with pool, WIFI and pets allowed
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8
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4
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2
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195 m2
Description
Santa Vittoria is located on the first floor of a typical farmhouse in a panoramic position on top of a hill covered with vineyards and olive groves. It is part of an important farm producing excellent wine and fine extra virgin olive oil, which you can taste and buy.
From the windows of the old farmhouse, you will enjoy an incomparable view of the suggestive landscape of the Valdichiana hills, where, scattered here and there, you will glimpse beautiful farmhouses, 19th-century villas and medieval villages dominated by mighty castles. An idyllic setting that will be nourishment for both your eyes and your mind.
Santa Vittoria is an old house with a special appeal. The wooden ceilings, the floors all in Tuscan terracotta and the original period furnishings give it a very rustic and characteristic charm. You will experience your stay in an atmosphere of old, simple and essential things.
On the ground floor of the farmhouse lives, occasionally, the property caretaker who will be a discreet point of reference in case of need.
You will have at your disposal, in front of the house, a large green area equipped with a pergola and garden furniture, perfect for your evenings in the open air. About 250 metres away, near another farmhouse that is also part of the farm, you will find the laundry room and the swimming pool area (size 7x12 m, depth 1.20 - 1.80 - open from 01st May to 30th September) that you can use together with the owner and his guests.
Santa Vittoria is a country house that you will remember, not only for its location, but also for the sensations that a holiday spent here will leave you. Santa Vittoria
Collina dei Fiori
Wonderful private vacation home with WIFI, A/C, private pool, TV and pets allowed, close to Arezzo
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9
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4
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3
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150 m2
Description
SPECIAL OFFER 10% DISCOUNT From 20th June until 03rd July 2026 and From 01st until 25 September 2026 - FOR 1 WEEK BOOKINGS
Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.
In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori
Podere i Gigli
Amazing private villa rental with A/C, private pool, WIFI, TV and terrace, close to Cortona
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6
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3
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3
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170 m2
Description
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily.
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli
Casale Lorenzo
Beautiful private villa with A/C, private pool, WIFI and TV, close to Arezzo
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10
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5
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6
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250 m2
Description
An original stone farmhouse at the gateway to the green Casentino valley and north of the city of Arezzo. The villa Casale Lorenzo with its beautiful fenced park, the large private swimming pool (size 15 x 8 m - depth 1,00 - 2,40 m - open from 01st May to 30th September) with changing room, bathroom with shower and equipped solarium, the relaxing Jacuzzi (Extra payment required) offers wide space for everyone to enjoy an unforgettable holiday with family or friends. You won't be able to give up a dip in the pool, a barbecue on the cool furnished porch or an afternoon in the Jacuzzi with a good glass of wine. Also your small size four-legged friends are welcome here (extra charge could be required).
3 km away from the villa is the small village of Subbiano, where you will find shops, supermarkets and restaurants. Absolutely not to be missed, on hot summer days, is a trip to the nearby Park of the Casentino Forests, among ancient castles and remote monasteries, which will give you moments of true wonder.
The villa Casale Lorenzo is luxuriously equipped with air-conditioning, a billiard room, a large, well-equipped kitchen and an indoor barbecue. A décor composed of local antiques offers countless nooks and crannies for you to relax while reading your favourite book. For you and your children, there is an infinite, safe green space and a billiard table where you can play tournaments and games.
An extra touch comes from the extremely cordial welcome of Massimo and Nadia, the owners, who are always attentive to make you feel welcome and at home. Casale Lorenzo
Villa degli Olivi
Independent Villa rental with A/C, private pool, WIFI, TV, terrace, pets allowed, close to Arezzo
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14
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7
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7
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360 m2
Description
Villa degli Olivi is a beautiful holiday villa with attractive architectural features situated just outside Castiglion Fiorentino, a typical Tuscan town on the hills of the Valdichiana, surrounded by age-old olive groves and ancient cypress trees. The origins of the town date back in history. Today it's a quiet town which offers its visitors numerous cultural and eno-gastronomic events planned throughout the whole year.
The villa is situated on the slopes of a hill looking onto the Valdichiana below and is certainly the ideal spot for anyone wanting to spend their holiday in a charming country villa, without sacrificing any of the comforts of modern life. The internal fittings, equipment and furnishings of the house are of an high standard and ensure the maximum comfort.
Around the villa a large park of centuries-old olive trees, completely fenced in with a fence and equipped with gazebo, garden furniture, barbecue and wood-burning oven will be the ideal place to spend relaxing evenings in good company. For the amusement of adults and children there are: the beautiful fenced-in infinity pool (size m. 6 x 12, depth m. 1,20-3,00 - open from 01st May to 30th September), the table tennis and approx. 2 km far the private tennis court (size 18x36 m.) to be shared only with the guests of other 3 villas COLLINA DEI FIORI, CASALE IL TRECENTO and VILLA GIOTTO. Villa degli Olivi
Pozzonovo
Nice holiday home with pool, WIFI, TV and pets allowed, close to Cortona
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3
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10
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3
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Il Susino | 2 | 1 | 1 | 31 m2 | € 72 /Night |
| Il Ciliegio | 4 | 1 | 1 | 49 m2 | € 79 /Night |
| Il Pesco | 4 | 1 | 1 | 40 m2 | € 79 /Night |
| All 3 Accommodations | 10 | 3 | 3 |
Description
Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovation of a stone building. The three units have independent entrances and in the garden their own area equipped with a table, chairs, sun umbrella and barbecue, perfect for enjoying your meals in the open air.
You will find the farmhouse immersed in the Valdichiana countryside and, at the same time, close to the village of Castiglion Fiorentino, which can be easily reached on foot with a walk of about 1.5 km. From the railway station in Castiglion Fiorentino it will be easy to travel by train for day trips to Florence, Rome and other interesting cities in central Italy.
We advise you to immerse yourself in the life of the small village, its shops, bars and restaurants; you will get a glimpse of country life that still harks back to ancient traditions and customs.
The stone walls, wooden and brick ceilings and simple but comfortable furnishings give the apartments a special charm. You will immediately feel at home, welcomed by a warm atmosphere and by Mrs Rita, the owner, who is always ready to assist her guests in times of need.
Together with the owner, you will be able to make use of the large outdoor area, a cool, large 6 x 12 m swimming pool (depth 0.90-1.40 m - open from 01 May to 30 September) located in front of the house, the badminton court, table tennis and bowling green.
Internet access available only in the garden. Pozzonovo
Casavecchia
Independent Villa rental with WIFI, private pool, TV, terrace, panoramic view, near Greve In Chianti
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12
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6
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6
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284 m2
Description
Casavecchia is a beautiful stone building (284 sq m) with private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms. Conveniently located 3 km (2 mi) from Volpaia, Italy in the tourist area "Chianti" and only 21 km (13 mi) from Greve In Chianti.
What to Expect
This beautiful farmhouse is located in a very quiet and secluded position on the Castello di Volpaia estate, where we have successfully been renting two other properties, La Pozza and Il Casetto for many years. Guests can enjoy incredible views from the covered terrace, which is furnished for outdoor eating and is also very practical for families as it overlooks the pool, allowing parents to relax while keeping an eye on the pool area. The fortified hamlet of Volpaia offers two nice restaurants, one of which owned by the estate. The English speaking estate staff can organize cooking lessons, visits to the wine cellars and will be glad to assist guests during their stay.
After arriving you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a busy day of shopping. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the perfect 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 21 km (13 mi), Siena 40 km (25 mi), San Gimignano 50 km (31 mi), Florence 53 km (33 mi) and Arezzo 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 148 km (92 mi), Forte Dei Marmi 155 km (96 mi), Rome 255 km (158 mi), Venice 304 km (189 mi) and Milan 347 km (216 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) 68 km (42 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 264 km (164 mi) and Roma Fiumicino (fco) 276 km (172 mi).
Special Services
Cooking Lessons - If you're interested in discovering more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques vital to master Tuscan cuisine. For more details and the additional cost, please contact us.
Maid Service - If you'd like maid service during your stay that can be organized by the owner. Inquire for more details about the supplemental cost.
The property can also be rented with a cooking service (breakfast and another meal) at extra cost.
Cleaning service is included 4 hours a day, 5 days a week. Casavecchia 12
Pozza di Volpaia
Independent House with private pool, WIFI, TV, terrace, panoramic view, close to Greve In Chianti
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11
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6
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5
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300 m2
Description
Conveniently located in the centre of Volpaia, Italy in the tourist area "Chianti" and only 23 km (14 mi) from Greve In Chianti. Vacation rental Pozza Di Volpaia is a lovely stone building (300 sq m) that includes WiFi internet and private pool. The property can accommodate up to 11 people comfortably in six bedrooms with five bathrooms.
Your Experience
This property is located in the fortified medieval hamlet of Volpaia, in the Chianti Classico area, in a secluded position ensuring complete privacy. It is just a 300 m walk to the centre of the hamlet, with 2 restaurants, one of which managed by the Castello di Volpaia farm, where it is possible to taste the local cuisine. Cooking classes are also arranged, on request, by the English-speaking local office.
When you arrive you will be welcomed 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 private pool where you can relax while enjoying a nice cold beverage after a busy day of shopping. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. If you prefer to dine 'al fresco', there is a fully furnished veranda where you can enjoy the weather while dining outdoors.
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: Greve In Chianti 23 km (14 mi), Siena 41 km (26 mi), San Gimignano 51 km (32 mi), Florence 53 km (33 mi) and Arezzo 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 149 km (93 mi), Forte Dei Marmi 156 km (97 mi), Rome 257 km (159 mi), Venice 305 km (190 mi) and Milan 348 km (216 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) 70 km (43 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 150 km (93 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
Additional 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 required to prepare sumptuous Tuscan meals when you return home. For more details and the additional cost, please contact us.
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 inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - If you'd like maid service during your stay that can be scheduled by the owner. Inquire for more details about the additional cost.
Cleaning service is included 4 hours a day 5 days a week. Pozza Di Volpaia
Villa Poggio la Croce
Stunning private holiday villa with WIFI, private pool, TV and patio, close to Greve In Chianti
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12
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6
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3
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400 m2
Description
Vacation rental Villa Poggio La Croce is a lovely stone building (400 sq m) that includes WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with three bathrooms. Conveniently located 2 km (1 mi) from Radda In Chianti, Italy in the tourist area "Siena And Surroundings" and only 19 km (12 mi) from Greve In Chianti.
What to Expect
After arriving you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. Outside you will also find a patio and barbecue grill. 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 vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
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: Greve In Chianti 19 km (12 mi), Siena 31 km (19 mi), San Gimignano 38 km (23 mi), Florence 53 km (33 mi) and Arezzo 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 147 km (92 mi), Forte Dei Marmi 155 km (96 mi), Rome 256 km (159 mi), Milan 348 km (216 mi) and Naples 447 km (278 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 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) 66 km (41 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 153 km (95 mi), Roma Ciampino (cia) 265 km (165 mi) and Roma Fiumicino (fco) 278 km (173 mi).
Villa Poggio La Croce
Villa Gaville
Wonderful private house with WIFI, private pool, 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
Superb private house with WIFI, private pool, A/C, TV, patio, panoramic view, close to Montepulciano
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4
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1
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1
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100 m2
Description
Vacation rental Vineyard’s Cottage With Pool, Ac, Wifi - Siena is a nice stone building (100 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to four people comfortably. Conveniently located 7 km (4 mi) from Sinalunga, Italy in the tourist area "Orcia Valley" and only 22 km (14 mi) from Montepulciano.
The property is fully fenced with dog-proof enclosure.
Your Experience
After arriving at Vineyard’s Cottage With Pool, Ac, Wifi - Siena you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. Also available outside are a barbecue grill and patio. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Montepulciano 22 km (14 mi), Montalcino 36 km (22 mi), Arezzo 38 km (23 mi), Cortona 39 km (24 mi) and Siena 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 123 km (77 mi), Viareggio 210 km (130 mi), Forte Dei Marmi 217 km (135 mi), Rome 205 km (127 mi), Milan 410 km (255 mi) and Naples 396 km (246 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
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) 129 km (80 mi), Pisa (psa) 191 km (119 mi), Roma Ciampino (cia) 214 km (133 mi), Bologna (blq) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
More Services
Tours - The owner can schedule custom tours for your group. To learn about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Vineyard’s Cottage With Pool, Ac, Wifi - Siena
Villa Pianvecchio
Amazing private villa rental with A/C, WIFI, private pool, near Greve In Chianti
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12
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6
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6
Description
Conveniently located 2 km (1 mi) from Radda In Chianti, Italy in the tourist area "Siena And Surroundings" and only 22 km (14 mi) from Greve In Chianti. Holiday rental Villa Pianvecchio is a nice property that includes private pool, air conditioning and WiFi internet. The property can accommodate up to 12 guests comfortably in six bedrooms with six bathrooms. There is a golf course nearby if you'd like to get in a round or two while on holiday.
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills perfect for a splendid holiday in Tuscany. Regardless of how you spend your days - shopping, visiting museums, 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. There is a kitchen including coffee machine, 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 garden 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 22 km (14 mi), Siena 37 km (23 mi), San Gimignano 42 km (26 mi), Florence 54 km (33 mi) and Arezzo 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 54 km (33 mi), Viareggio 145 km (90 mi), Forte Dei Marmi 155 km (96 mi), Rome 258 km (160 mi), Venice 305 km (189 mi) and Milan 348 km (216 mi).
Additional Information
Pool: it can be heated and the water is not treated with chlorine, but salt.
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) 69 km (43 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 153 km (95 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
Additional Services
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Inquire for more details about the extra cost.
Wine cellar: on the lower floor of the Villa, there is also a Wine cellar with a selection of wines for sale. The cellar remains locked unless you wish to buy wine and you ask to the housekeeper. Villa Pianvecchio
Villa Castiglioni
Independent House with hot tub, WIFI, sauna, private pool, A/C, TV, patio, close to Greve In Chianti
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11
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5
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7
Description
Villa Castiglioni is a lovely vacation rental with WiFi internet, private pool and air conditioning. The property can sleep up to 11 people comfortably in five bedrooms with seven bathrooms. Conveniently located 4 km (2 mi) from Radda In Chianti, Italy in the tourist area "Siena And Surroundings" and only 23 km (14 mi) from Greve In Chianti.
The road to get to the property is not asphalted.
Your Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. Outside you will also find a patio, playground and barbecue grill.
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: Greve In Chianti 23 km (14 mi), Siena 30 km (19 mi), San Gimignano 43 km (27 mi), Florence 55 km (34 mi) and Arezzo 60 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 55 km (34 mi), Viareggio 149 km (93 mi), Forte Dei Marmi 157 km (97 mi), Rome 253 km (157 mi), Venice 306 km (190 mi) and Milan 347 km (216 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) 68 km (42 mi), Pisa (psa) 130 km (81 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 262 km (163 mi) and Roma Fiumicino (fco) 274 km (170 mi).
Special Services
Cooking Lessons - Learn from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a fun way to spend time with friends and family while discovering the secrets vital to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Ask for more details about the supplemental cost.
Additional Information
- Fire wood is provided by the owner.
- The guests may not use the laundry. This is organized by the house keeper.
- The cleaning of the outside pool is done daily.
- 5 hours a day cleaning and laundry (except Sunday) are included in the rental price.
- The overseer is available 5 hours per day. He can also cook for the guests and remain longer if necessary. This service is available on request and on payment.
- The Electricity has to be paid if the usage results to be over 600 kw. Villa Castiglioni
Villa Torre del Chianti
Pretty house with WIFI, hot tub, private pool, A/C, TV, patio, near Greve In Chianti
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10
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4
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6
Description
Property Summary
Nestled in the heart of the Chianti region in Tuscany, Italy, Villa Torre del Chianti is a truly exceptional holiday retreat set just a short distance from the charming village of Radda in Chianti. Surrounded by the world-renowned Chianti wineries and rolling hills that paint the landscape with breathtaking panoramas and unforgettable sunsets, this villa offers a serene and harmonious escape for those seeking both natural beauty and cultural richness. The property is enveloped by a private fenced garden that extends around the entire estate, providing a sense of seclusion and tranquility throughout your stay. A magnificent private swimming pool invites you to relax and unwind in complete privacy, while the expansive yard offers ample space to enjoy the outdoors in all its splendor. Staying connected is effortless thanks to Internet WiFi available at the property, and private parking ensures a convenient and comfortable arrival. The villa's privileged position allows you to easily reach the most celebrated historic cities and towns of Tuscany, including Florence, Siena, and San Gimignano, while the surrounding countryside is dotted with ancient castles and historic monasteries producing exceptional local food and wine.
Outdoors
The outdoor spaces of Villa Torre del Chianti are thoughtfully designed to make the most of the stunning Tuscan surroundings. The centerpiece of the garden is a magnificent private swimming pool measuring 12x6 meters, with a depth ranging from 1.40 to 2.00 meters, which can be heated upon request to extend your enjoyment across different seasons. Surrounding the pool, elegant sun loungers, umbrellas, and a gazebo create an inviting atmosphere for long, leisurely afternoons in the sun. A dedicated playground for children ensures that younger guests are equally well catered for within the safety of the fenced garden. For outdoor dining, a covered area equipped with a table, chairs, and a barbecue provides the perfect setting to enjoy al fresco meals while taking in the peaceful countryside atmosphere. The private fenced garden wraps around the entire property, offering both beauty and privacy in equal measure.
Other Information
The owner of Villa Torre del Chianti is a wine producer and can arrange exclusive wine tasting experiences either at the property itself or at nearby wineries, including guided visits to the vineyards. This remarkable offering adds a distinctive and authentic dimension to your stay, allowing you to immerse yourself in the rich winemaking traditions of the Chianti region. Guests are encouraged to take advantage of this unique opportunity to discover the local terroir directly from the producer.
Distances and Attractions
Villa Torre del Chianti enjoys an enviable location within easy reach of some of Tuscany's most celebrated destinations. The historic village of Radda in Chianti is just a short distance away, offering charming streets, local restaurants, and artisan shops that reflect the authentic character of the region. The surrounding area is rich with castles and ancient monasteries, many of which continue to produce traditional local food and wine, making them ideal destinations for day trips and cultural exploration. Florence, Siena, and San Gimignano are all conveniently accessible from the villa, allowing you to experience the artistic, architectural, and gastronomic treasures of Tuscany with ease. The entire Chianti wine country unfolds around the property, with world-famous wineries and scenic vineyard landscapes offering an unparalleled backdrop for a truly memorable Tuscan experience. Villa Torre del Chianti
Villa del Poggio
Beautiful independent house with A/C, WIFI, private pool, TV, patio, pets allowed, panoramic view
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8
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3
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3
Description
Property Summary
Villa del Poggio is a rustic single-family house located in the peaceful countryside just 2 km from the charming village of Radda in Chianti, Italy. It offers a beautiful, well-kept garden spanning 5,000 m2, complete with a Swimming Pool, Yard, Internet Wifi, and Parking for up to three cars. With three bedrooms, two bathrooms, and a fully equipped kitchen, this vacation rental provides a comfortable stay amidst the stunning Tuscan surroundings.
Outdoors
Guests can enjoy a variety of outdoor activities, including swimming in the 12 x 5 m pool (available seasonally from May to October), sunbathing on the lawn, relaxing in the orchard or arbour, playing table tennis, and cycling with the provided bicycles. Guided bike and mountain bike tours are available upon request. The terrace and garden furniture offer a delightful setting for al fresco dining and relaxation.
Other Information
The owner lives on the same property and is available for any questions or requests during your stay. Cooking courses can be booked on request, providing an opportunity to immerse yourself in the local culinary traditions.
Distances and Attractions
Villa del Poggio is ideally situated for exploring the beautiful villages of Radda in Chianti and Castellina in Chianti, both located just a short drive away. Its prime location allows guests to experience the charm and beauty of the Tuscan countryside while enjoying the comforts of a well-appointed vacation rental. Villa del Poggio
Le Bonatte
Stunning private house with private pool, WIFI, TV, terrace and pets allowed
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14
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7
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5
Description
Property Summary
Nestled in the heart of the renowned Chianti Classico region of Italy, Le Bonatte is a charming and characterful farm offering an authentic Tuscan holiday rental experience just 1.5 km from the center of Radda in Chianti. The property comprises 2 distinct real estate units: the main farmhouse, which can accommodate up to 10 guests and is free on 3 sides while sharing one side with the owners' residence, and a separate annex situated 50 meters away, which can accommodate up to 4 guests. Surrounded by a natural garden available for shared use, the property invites guests to unwind in a genuinely rural setting. A private fenced swimming pool measuring 5 x 9 meters with a depth of 140 cm is available seasonally from May 28th to September 10th, offering a refreshing retreat during the warmer months. Connectivity is well catered for with WiFi available inside the farmhouse, and on-site parking ensures convenient and hassle-free arrivals and departures throughout your stay.
Outdoors
The outdoor spaces at Le Bonatte offer a relaxed and inviting environment perfectly suited to the Tuscan countryside. The natural garden, available for shared use, provides a peaceful green setting where guests can enjoy the tranquility of the surrounding landscape. The private swimming pool, fenced for safety and measuring 5 x 9 meters with a depth of 140 cm, is open seasonally from May 28th to September 10th, making it an ideal spot for leisurely afternoons under the Italian sun. Garden furniture is provided for outdoor relaxation, and a barbecue is available for guests who wish to dine al fresco and make the most of the warm evenings in the Chianti hills.
Other Information
Le Bonatte farmhouse is equipped with a washing machine for guests' convenience during their stay. Heating is available from November 1st to April 15th and must be paid for directly on the spot. Please be aware that the annex does not have specific heating information provided. Guests who wish to enjoy home-cooked meals during their stay have the option to request the services of a cook for an additional fee, payable separately. The property is situated alongside a road, and the annex is located 50 meters from the main farmhouse, offering a degree of privacy for guests staying in either unit.
Distances and Attractions
Le Bonatte enjoys a highly convenient location, with the center of Radda in Chianti just 1.5 km away, making it easy to explore this picturesque Tuscan village at leisure. The nearest restaurant is only 1 km from the property, while the nearest shop is 1.5 km away, ensuring that daily essentials and dining options are always within easy reach. A bus stop is located just 50 meters from the property, providing straightforward access to public transportation for those wishing to explore the wider region without a car. The historic city of Siena is 39 km away, while Florence, the cradle of the Renaissance, is 56 km from the property, both easily accessible for day trips. Among the many notable attractions in the surrounding area are the Castello di Meleto, the charming villages of Gaiole in Chianti and Castellina in Chianti, the locality of San Donato, the historic Badia a Passignano, and the medieval hilltop town of San Gimignano, all offering rich cultural, historical, and gastronomic experiences within comfortable driving distance. Le Bonatte
Castelletto Weddings and Events
Amazing independent house with private pool, internet, TV and veranda, near Montepulciano
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40
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17
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14
Description
The Orcia Valley is truly one of the most picture-perfect landscapes in the world and is, furthermore, home to the equally stunning and top wedding location Castelletto, located 5km from Sinalunga. This gorgeous Tuscan villa is set within extensive, beautifully groomed, leafy grounds with a classic Italian garden and boasts three swimming pools and six separate apartments that can accommodate up to 36 guests in total with 14 bedrooms and 12 bathrooms comfortably. A truly perfect wedding venue in the Tuscan region, this gem is the ideal place to get married in Tuscany (including the wedding ceremony and reception), to house your friends and families, to allow for some truly stunning wedding photography, and to make unforgettable memories as you start your new life together...
If you have been considering a destination wedding in the Tuscan countryside, then Castelletto is just perfect and if you're looking for a romantic wedding venue then it is ideal. Located in a perfect position from which to explore the rest of Tuscany, you will have endless options nearby to get stunning wedding photography to commemorate your unforgettable wedding in Tuscany. The venue can comfortably accommodate all sorts of Italian weddings with a spacious and pretty indoor dining space looking out onto the Italian garden that can seat a wedding of around 120 people as well as extensive grounds where an area for the wedding ceremony, multiple tables for the meal, a dancefloor and bands, and more can be set up for outdoor weddings if you want to have more guests.
In addition to being a top wedding venue, Castelletto also provides a lovely accommodation space for your guests, friends, and families with bright, spacious, airy, elegant interiors in this lovely wedding villa in Tuscany. The property is composed of 6 self-catering accommodations, plus 2 bedrooms, as follows:
Archi - max capacity 6: bedrooms 2, bathrooms 2
Mandorlo - max capacity 6: bedrooms 3 bathrooms 2
Paulonia - max capacity 4: bedrooms 2 bathrooms 1
Villa Dei Limoni - max capacity 14: bedrooms 6, bathrooms 5
Lilla - max capacity 2: bedrooms 1, bathrooms 1
Cottage - max capacity 4 : bedrooms 1, bathrooms 1
In the main villa - max capacity 4 : bedrooms 2, bathrooms 2
Those staying at the villa can also make use of the three pools on the property, explore the extensive grounds of the estate, savour a coffee while reading in the Italian garden or stretch out on a sun lounger by the pool, discover the wine cellars, use the tennis court, and venture out into the surrounding area to take in the beauty of this part of the Tuscan Countryside.
Make your dream wedding in Tuscany happen and get in touch with us to start planning it all today...
Additional Information and Services:
Il Castelletto would be a good choice for your wedding in Tuscany and Il Castelletto will take care to organise all the details of your special day. In fact the owners offer a full package including not only the accommodation and venue fee but also the wedding meal and various other meals such as a pizza party, a brunch and breakfast.
Catering - The client may choose from a wide range of menu alternatives for meals, events and weddings. The owner can propose personalised proposals according to client's preferences. Third-party caterers are not allowed and the events can be arranged only if previously agreed upon and organized by the property's staff.
Nearest Airports - (distances as the crow flies): Firenze Peretola (Flr) 125 km (77 mi), Pisa (Psa) 185 km (115 mi), Bologna (Blq) 205 km (128 mi), Roma Ciampino (Cia) 208 km (129 mi) and Roma Fiumicino (Fco) 221 km (137 mi). Castelletto Weddings And Events
La Casetta nel Bosco
Unique private accommodation with WIFI, private pool, A/C and TV, close to Montepulciano
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8
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4
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5
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104 m2
Description
SPECIAL OFFER 20% DISCOUNT From 20th June until 11th July 2026 - FOR BOOKINGS OF AT LEAST 5 NIGHTS
The agriturismo (farmhouse) La Casetta nel Bosco, divided into two independent units, is part of a farm including olive groves, woods, crops, a splendid horse riding school and a small horse and pony farm. It is situated just a few kilometers from the towns of Sinalunga and Trequanda, set in a hilly area of unspoiled woodland, rows of vines and olive trees sloping down to the Valdichiana, an area renowned for its wine, olive oil and Chianina beef, making it an ideal destination for lovers of Tuscan’s good food and good wine.
In the large, completely fenced garden there are various corners for relaxing, reading or entertaining yourself. Small but precious spaces in the olive grove or in the little wood, where you can comfortably enjoy a bottle of wine, or eat outside on summer evenings. The private swimming pool (size mt. 14x6, depth mt. 1,00-2,40) is finished off with a refreshing waterfall that will be fun for your children, and also has bathrooms and changing rooms available. A small vegetable garden where you can pick your own fresh seasonal vegetables will give you the opportunity to put red tomatoes and green salad on the table every day.
The Agriturismo for its division into 2 independent units is ideal for families with children, as well as also for couples of friends. The villa seems to be enclosed within a fairy tale, also equipped with air conditioning, it will be the perfect place to take a break from everyday life. If you need to rest, to get away from the daily hustle and bustle, this corner of paradise in the Tuscan hills is for you. A place of rare beauty and complete tranquility, just a few steps away from history and traditions, is waiting for you!
For horse lovers, there is also an equestrian center on the property with the possibility of horse riding in the surrounding hills, both for beginners and more experienced riders. La Casetta nel Bosco