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There is something special about this beautiful property situated in the wooded hills separating the Chiana and Arno valleys, which, because of its location, also enjoys easy access to the cities of Arezzo, Florence and Siena.
Perhaps it is the well-kept, panoramic garden shaded by tall pines and completely fenced, the lovely private swimming pool (size 6 x 9 m - depth 1.20 m - open from 01st May to 30th September) or perhaps the Jacuzzi (6 seats - extra charge) set among the olive trees...? Or, could it be the very idea of the country villa, its secluded but not isolated location, and the warm atmosphere created inside with pastel colours and rustic style furniture.
Whatever you think it is, you will love this beautiful villa and it will be the ideal place for a family holiday or even with your group of friends. Even your small size four-legged friends are welcome here. There is an outdoor area with games for children, a comfortable porch very well equipped with table, chairs and barbecue for dinners and barbecues with friends. For the more sporty, there is also a small gym so you don't miss a workout even on holiday.
Due to its own objective characteristics (independent entrances and three kitchens) this property is particularly suited to accommodate several families who decide to spend their holidays together, while maintaining each one's autonomy.
The owners are very friendly and courteous and offer a special welcome by providing a welcome basket with basic food on arrival.
In addition, in full compliance with energy saving regulations, the house is equipped with solar panels. Villino Alba
A short distance from the city of Arezzo, an ideal starting point for visiting Tuscany, we find Villa Quattro Mori, a charming villa that once belonged to an ancient and noble family of Counts of Arezzo. It has in fact maintained its charm, in the furnishings of the elegant bedrooms, the lounge, the swimming pool adorned with marble and statues, and the large park shaded by centuries-old pines.
Just 500 m away, in the small village of Tregozzano, which is easily reached on foot, there is a bar, a pharmacy and some small food shops.
Just outside the village you will also find a typical trattoria.
You can easily reach Arezzo, a beautiful city of art that houses, among others, Piero della Francesca's masterpieces such as the Legend of the True Cross, by public transport, or in 5 minutes by car along the provincial road that passes near the villa. Here, if you love shopping, the old main street, today “Corso Italia”, offers elegant and exclusive shops. There are also supermarkets, restaurants and services of all kinds. We recommend you spend an evening in the small alleys of the historic centre, sitting on the stone steps of an ancient basilica, with a glass of wine in your hand.
The highlights of the villa, in our opinion, are certainly the splendid swimming pool with Roman staircase (size m 16x6, depth m. 1.40-2.00 - open from 27 June to 5 September) decorated with precious marble and with changing room and bathroom with shower, the characteristic pergola covered with wisteria and roses with marble fountain and wooden benches where you can spend dreamy days in the company of your book.
But above all, the large glass veranda overlooking the swimming pool, with its billiard table, table football, comfortable sofas, dining table, fridge and bathroom with shower, will be the perfect place for your days with friends, your dinners and your most beautiful family moments.
Your small size four-legged friends are also welcome. Villa Quattro Mori
Usciano is an ancient village of medieval origin, located a few kilometres from the city of Arezzo. It is located on a panoramic position, perched on a high hill, surrounded by olive groves and green woods of oak and holm-oak. The stone farmhouse and its two small houses date back to 1851, when the small village was inhabited by woodcutters, farmers and chestnut growers, the atmosphere alone will immediately take you back to those times.
The hamlet has been restored preserving its original features and using ancient materials such as terracotta, stone and old wooden beams. Even the furniture, functional and comfortable, has been chosen in respect of rural traditions.
Borgo di Usciano can be reached by an unpaved road through the woods of about 1.5 km, which is well maintained and suitable for all types of cars.
Only 2.5 km away is the village of Palazzo del Pero where you will find a couple of restaurants and some shops.
Only 9 km away is the city of Arezzo and its monuments, shops for shopping enthusiasts, supermarkets, restaurants and all kinds of services. But we also recommend that you spend wonderful days discovering the old town centre, its narrow streets and the works of art by Piero della Francesca, Cimabue and Vasari, scattered throughout the city.
The outdoor area of Borgo di Usciano is divided into various panoramic terraces, and you'll be spoilt for choice whether to relax in the solarium by the beautiful infinity pool (size 7x14 m, depth 1-1.60 m - open from 01st May to 30th September), in the shade of a cool tree in the lower part of the garden, or climb the hill with a 360° panorama and a good book to keep you company.
Adjacent to the kitchen is the paved area with a stone barbecue and wood-burning oven, and equipped with tables and chairs, where you can enjoy pizza and barbecue with your family or friends. To make your holiday even richer and more enjoyable, you can request tastings of typical Tuscan products, massages with experts in the field and guided mountain bike tours of the area. Edoardo, the owner, will be happy to help you.
Pets are welcome (extra charge could be required). Borgo di Usciano
| Accommodation | |||||
|---|---|---|---|---|---|
| Girasole 801.1 | 4 | 1 | 1 | ||
| Lavanda 801.2 | 6 | 3 | 1 | ||
| Rosmarino 801.3 | 5 | 2 | 1 | ||
| Corbezzolo 801.4 | 6 | 2 | 1 | ||
| All 4 Accommodations | 21 | 8 | 4 |
Property Summary
Manor House "Filicaia" is a beautiful vacation rental located in Cavriglia, Italy, situated at an elevation of 150 meters above sea level. The property comprises five apartments and offers a range of amenities, including a swimming pool, yard, internet WiFi, parking, and the option for an installment plan. Guests can enjoy a comfortable stay with the shared use of a washing machine and heating (charges apply from 01.11 to 07.04). The owner of the property resides on the premises.
Outdoors
The vacation rental boasts a shared swimming pool that measures 12 x 6 meters with a depth of 120-200 cm, available for seasonal use from 07.May to 24.Sep. Guests can unwind in the garden area, complete with outdoor shower facilities, garden furniture, and a barbecue area.
Other Information
The property is conveniently located just 3.8 km from the center of San Giovanni Valdarno, 18 km from the center of Gaiole in Chianti, and 26 km from the center of Radda in Chianti.
Distances and Attractions
Surrounding attractions within driving distance include the Castello di Meleto, Greve in Chianti, Castellina in Chianti, Panzano in Chianti, Firenze, and Siena. With its prime location and proximity to nearby villages and attractions, Manor House "Filicaia" offers the perfect holiday rental for exploring the Tuscan countryside. San Giovanni 801
If you decide to spend your holiday at Villa Leopoldina, you can stay in a historic building, a splendid example of a typical Tuscan house designed in the 18th century by the architects of Grand Duke Leopold of Lorraine, with the characteristic four overlapping arches on the façade. It will be a plunge into the past, when families were very numerous and these huge homes housed several generations under the same roof.
In front of the villa you will find the private garden and on the right-hand side the beautiful swimming pool (size 12x5 m, depth 1.40 m, completely enclosed - open from 01st May to 30th September). From here, every day, you can enjoy a splendid panoramic view over the city of Arezzo and its valleys, a view that becomes even more suggestive at night with the thousands of tiny lights that seem to chase each other. You will reach the centre of Arezzo in less than 10 minutes by car and here you will find all the necessary amenities and services, as well as museums, magnificent churches, cathedrals and monuments to visit.
One of the villa's bonuses is certainly its location. It is located within the Pomaio winery, a renowned winery that produces its excellent wines following the rules of eco-sustainability. Pomaio is listed as one of the 13 most beautiful Design Cellars in the Region of Tuscany for the Toscana Wine Architecture project, and this 'Green' philosophy was also followed for the renovation of the villa. In fact, thanks to the materials used, the villa has a high energy-saving rating, with positive effects both for the environment and for those who stay there in all seasons.
Therefore, in addition to living in the midst of an almost enchanted place, amidst splendid rows of vines that slope down towards the silhouette of the city, you will be able to taste the excellent wines in the wine cellar when you feel like taking a little walk and reaching it.
Villa Leopoldina is on two levels connected by a covered outdoor staircase. You will have two fully equipped kitchens, a washing machine and a dryer on each floor, Wi-Fi, air conditioning, and satellite TV. Villa Leopoldina is your perfect location for a holiday with all the comforts on an authentic 100-year-old residence.
On arrival day you will have the opportunity to enjoy a dinner offered by the owners (for stays of a minimum of 7 nights) and a welcome basket for breakfast the following day. Thanks to a wooden bridge at the back of the villa, the first floor is also accessible to persons with reduced mobility. Villa Leopoldina
You will find Villa Mandorlo inside the ancient Podere di Pomaio, just outside Arezzo. It is an old farmhouse that has been renovated following all of today's eco-sustainability standards, which are similarly applied to the entire estate, which produces and exports excellent Tuscan IGT and DOCG wines. Podere Pomaio's Bio-architecture winery is listed among the 14 most beautiful Design Cellars in Tuscany for the Toscana Wine Architecture project.
At the winery you can also book wine tastings and tours of the estate, we also recommend a visit to the beautiful vineyards, it is an experience not to be missed!
At Villa Mandorlo you will have at your disposal a private garden (about 5000 square metres) and a splendid swimming pool extremely panoramic, overlooking the valley, the surrounding chain of hills and the beautiful city of Arezzo, which, day and night, will offer you truly suggestive sceneries.
In Arezzo you will find all the conveniences of a big city. There are shops, supermarkets and typical restaurants, as well as valuable works of art by renowned artists such as Piero della Francesca and Giorgio Vasari.
The swimming pool, truly splendid, has the particularity of being shell-shaped (size 6.50x8.40 m - depth 1.30 m - open from 01st May to 30th September), and is just a few steps from the bright dining room, definitely one of the highlights of the villa. The dining room, with its large windows, offers not only a fantastic panorama but also the possibility of unforgettable dinners by the pool.
At Villa Mandorlo you will find yourself immersed in the atmosphere and charm of old Tuscan farmhouses. The excellent furnishings and equipment, as well as comfortable and functional, will allow you to spend a memorable holiday.
On the day of your arrival, the owners will be happy to offer you dinner (for stays of a minimum of 7 nights) and a welcome basket with ingredients for breakfast the following day. Villa Mandorlo
Il Poggio Di Patrignone is a beautiful holiday home (750 sq m) with private pool and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with five bathrooms. Conveniently located 990 m (3220 ft) from Patrignone, Italy in the tourist area "Arezzo And Surroundings" and only 8 km (5 mi) from Arezzo.
What to Expect
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. Outdoors you will also find a barbecue grill and tennis court. 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 garden where you can enjoy the weather while dining outdoors.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Arezzo 8 km (5 mi), Cortona 34 km (21 mi), Montepulciano 55 km (34 mi), Siena 70 km (43 mi) and Greve In Chianti 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 91 km (56 mi), Viareggio 178 km (110 mi), Forte Dei Marmi 185 km (115 mi), Rome 227 km (141 mi), Venice 334 km (207 mi) and Milan 377 km (234 mi).
Consecrated private chapel available upon agreement with the owner.
Dogs are allowed and two large fenced areas (each of 40 sq mt) are available on the property, outside under the pine trees. Maximum 3 dogs allowed. Please note: Dogs are NOT allowed into the villa.
Illuminated tennis court
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Il Poggio Di Patrignone. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 2 May - 2 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) 100 km (62 mi), Pisa (psa) 159 km (99 mi), Bologna (blq) 179 km (111 mi), Roma Ciampino (cia) 236 km (147 mi) and Roma Fiumicino (fco) 249 km (155 mi).
Please note: Extra bedroom available for an extra charge with 1 double bed and 2 single bed available for a maximum of 4 people .
Please note: Midweek cleanings are included in the price for a total of 9 weekly hours divided over three days (Monday, Wednesday and Friday).
Please note: The groundskeeper and his wife live in a small property inside the park and totally separated from the main villa. The housekeeper takes daily care of the garden and of the security, the wife takes care of the cleaning.
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 pleasant way to spend time with friends and family while discovering the secrets vital to prepare mouth-watering Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the extra costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours offered, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Ask for more details about the supplemental cost.
Il Poggio Cuculo
Villa Leo is a lovely vacation rental (125 sq m) with WiFi internet, private pool and air conditioning. 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.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property 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 sightseeing. For your pleasure, on the grounds there is a patio and barbecue grill.
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 holiday, 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 ask 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
Book 7 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Holiday rental Villa Di Gaiole is a nice stone building (400 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena.
What to Expect
After arriving at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. There is a kitchen including microwave 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 close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Greve In Chianti 30 km (18 mi), San Gimignano 50 km (31 mi), Arezzo 58 km (36 mi) and Florence 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 251 km (156 mi), Venice 312 km (194 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 75 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
Villa Radda
Holiday home Chiara House In Galenda, Chianti, Pool And Nature is a lovely property (90 sq m) that includes WiFi internet. The property can sleep up to six guests comfortably in two bedrooms with one bathroom. Conveniently located 13 km (8 mi) from Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 24 km (15 mi) from Greve In Chianti.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday 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. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six 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 24 km (15 mi), Siena 29 km (18 mi), San Gimignano 44 km (28 mi), Florence 56 km (35 mi) and Montalcino 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 56 km (35 mi), Viareggio 150 km (93 mi), Forte Dei Marmi 157 km (98 mi), Rome 251 km (156 mi), Milan 350 km (217 mi) and Naples 442 km (275 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 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) 115 km (72 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
The swimming pool is shared with four apartments in the village. Chiara House In Galenda, Chianti, Pool And Nature
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 15% (minimum 5 nights).
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 25% (minimum 7 nights).
Antica Villa Della Lana is located 960 m (3115 ft) from Santa Firmina, Italy and only 2 km (2 mi) from Arezzo in the tourist area "Arezzo And Surroundings". Holiday rental Antica Villa Della Lana is a beautiful stone building (220 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms.
What to Expect
After arriving you’ll find a nice clean well-maintained property perfect 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 hectic day of sightseeing. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
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 2 km (2 mi), Cortona 29 km (18 mi), Montepulciano 51 km (31 mi), Montalcino 72 km (45 mi) and Siena 73 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 93 km (58 mi), Viareggio 179 km (111 mi), Forte Dei Marmi 186 km (116 mi), Rome 232 km (144 mi), Venice 338 km (210 mi) and Milan 381 km (237 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Antica Villa Della Lana. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Pool Open: 15 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 98 km (61 mi), Pisa (psa) 160 km (99 mi), Bologna (blq) 188 km (117 mi), Roma Ciampino (cia) 242 km (150 mi) and Roma Fiumicino (fco) 245 km (152 mi).
Antica Villa Della Lana
Property Summary
Montefienali is a historical holiday village located 15 km from Gaiole in Chianti, Italy, nestled in the countryside at an elevation of 600 meters above sea level. This renovated 13th-century property offers 25 apartments within a hamlet of 25 houses. Guests can enjoy a natural state property spanning 3 hectares with plants, trees, and a seasonal swimming pool (10 x 15 m) available from May 15 to September 30, with pool opening hours from 9:00 AM to 8:00 PM. The property boasts amenities such as a children's pool, outdoor shower, patio, terrace, garden furniture, and a children's playground with a slide, swing, and sandbox. Laundry facilities (shared) are available on-site. While the property is accessible via a 2 km bumpy motor access road, it offers parking on the premises and is within proximity to shops, groceries, supermarkets, restaurants, bars, and bicycle rentals, making it an ideal vacation rental for families seeking a peaceful retreat in the Tuscan countryside.
Outdoors
Immerse yourself in the natural beauty of Montefienali, surrounded by trees on a fenced 3-hectare property. Soak up the sun by the seasonal swimming pool (10 x 15 m), available from May 15 to September 30, with designated pool opening hours from 9:00 AM to 8:00 PM. Children can make a splash in the dedicated children's pool or enjoy the outdoor playground with a slide, swing, and sandbox. Relax on the patio or terrace, surrounded by lush gardens and equipped with comfortable garden furniture. Outdoor showers are also available for your convenience.
Other Information
Montefienali offers convenient on-site amenities, including a shared washing machine for laundry needs. While the property is situated in a secluded location, it is easily accessible via a 2 km bumpy motor access road, with parking available on the premises. A 50-meter footpath leads from the parking area to the accommodations. The property caters to families, with baby equipment provided. Please note that groups of teenagers are accepted upon request only.
Distances and Attractions
Nestled in the Tuscan countryside, Montefienali is conveniently located near various attractions and amenities. The charming town of Gaiole in Chianti is just 15 km away, offering shops, groceries, and a supermarket. Restaurants and bars can be found within a 3 km radius, while bicycle rentals are available 15 km from the property. Explore the rich history and culture of nearby cities such as Siena (36 km), Arezzo (44 km), and Florence (66 km), all within a reasonable driving distance from your vacation rental. Il Cinghiale
| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
| Accommodation | |||||
|---|---|---|---|---|---|
| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Property Summary
The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the charming hamlet of Rietine, just 4 km from the center of Gaiole In Chianti, Italy. This property features three apartments available for rent, making it an ideal choice for families or groups of friends seeking to experience the beauty of Tuscany. Montechioccioli boasts a range of amenities, including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan.
Outdoors
Montechioccioli is a true countryside gem with a terraced garden spanning 1,000 m2, adorned with a variety of plants and trees. It offers a serene setting for guests to relax and take in the stunning views of the Tuscan countryside. The property boasts a seasonal swimming pool, measuring 12 x 6 m with a depth of 170 cm, available from May 2nd to October 3rd. The pool area features a shower/WC and a terrace with a barbecue, perfect for alfresco dining and enjoying the warm Italian evenings.
Other Information
The property provides additional conveniences, such as a washing machine for shared use and parking on the premises. It is worth noting that the owner resides on the same property. Montechioccioli offers a truly unforgettable vacation rental experience in the heart of Tuscany.
Distances and Attractions
Montechioccioli is strategically located just 12 km from the center of Radda in Chianti and 40 km from the historic city of Siena, making it an ideal base for exploring the region's many attractions. Nearby, guests can discover the charming town of Gaiole in Chianti, known for its rich cultural heritage and picturesque surroundings. Gaiole in Chianti 649
Special Offer for Montechioccioli 649.1
Apartment:
Montechioccioli 649.2
Last-Minute Offer for Montechioccioli 649.1
Other apartments with last-minute offers:
Montechioccioli 649.2
La Gropina Di Loro Ciuffenna is located 2 km (1 mi) from Loro Ciuffenna, Italy and only 42 km (26 mi) from Greve In Chianti in the tourist area "Arno Valley". Holiday home La Gropina Di Loro Ciuffenna is a beautiful property (200 sq m) that includes WiFi internet and private pool. The property can sleep up to 11 people comfortably in four bedrooms with two bathrooms.
Your Experience
Upon arrival at La Gropina Di Loro Ciuffenna you’ll find a lovely clean well-maintained property ideal for a splendid vacation 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. There is a kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people.
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 42 km (26 mi), Arezzo 44 km (27 mi), Florence 60 km (37 mi), Siena 64 km (40 mi) and Montepulciano 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 60 km (37 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (100 mi), Rome 248 km (154 mi), Venice 310 km (192 mi) and Milan 353 km (219 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at La Gropina Di Loro Ciuffenna. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 14:00 - 17:00
Check-Out Time: 09:00 - 09:30
Pool Open: 12 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) 73 km (46 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (167 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a enjoyable 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 sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Ask for more details about the additional cost.
Baby Sitting - A babysitter can be scheduled at La Gropina Di Loro Ciuffenna. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
We accept a maximum of 2 dogs. Villa Gropina
Welcome to Mulino Morandi: A Restored Ancient Water Mill
Nestled in a very authentic and beautiful area of central Tuscany, stands Mulino Morandi, a lovingly restored water mill steeped in over a thousand years of history.
Mulino Morandi boasts 6 beautifully appointed bedrooms and 6 full bathrooms, each blending rustic charm with modern comforts.
Private hydrolysis pool with sunshades and loungers, BBQ and outdoor sitting area, river side private sitting area.
Beyond the stay itself, I offer personal support to help you make sense of your time in the area.
Based on the season and on what you’re actually curious about, I can suggest local experiences, places to eat, and simple, meaningful ways to spend your days — including day trips and self-guided itineraries that fit your rhythm, not a checklist.
If you’d like to talk things through and see if and how I can help, you can book a free introductory call. Mulino Morandi
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Comfortable holiday home ideally located close to the traditional village of Castiglion Fiorentino. From this area located south of Siena, known as “Chiana Valley”, guests can easily reach Cortona, Siena, Orcia Valley, Umbria, etc.
The villa is independent, furnished in a traditional rustic Tuscan style and is provided with a private garden and private swimming pool. Access to the property is via 300m of unpaved road in good conditions. Next to the villa, a landing path for ultralight aircrafts is available on request and at disposal of the guests in case they wish to live the unusual experience of a flight over the surrounding countryside.
At guests’ disposal: large furnished garden, gazebo, barbecue, wood oven, private swimming pool for the exclusive use of the guests (size: 10mx5m; depth: 1,5m; open from 01/05 to 30/09), outdoor shower (cold water); baby cot; pets are allowed.
Distances: Castiglion Firoentino (with shops of any kind) 7 km away, Arezzo 18 km away, Cortona 19 km away, Lake Trasimeno 35 km away, Rapolano Terme (with thermal spas) 32 km away, Montepulciano 35 km away, Pienza 42 km away, Siena 55 km away, Montalcino (famous for its “Brunello” wine) 58 km away, Florence 95 km away, Orvieto 105 km away.
Please carefully check if there are any extra costs to be paid on site! Casa Catia
Casa Insieme is a nice stone building (490 sq m) with air conditioning, private pool and WiFi internet. The property can accommodate up to 12 people comfortably in six bedrooms with five bathrooms. Conveniently located 9 km (5 mi) from Asciano, Italy in the tourist area "Orcia Valley" and only 29 km (18 mi) from Siena.
The Experience
After arriving at Casa Insieme you’ll find a beautiful clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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, 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 terrace 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 holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Montalcino 38 km (23 mi), Montepulciano 44 km (27 mi), Arezzo 53 km (33 mi) and Cortona 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 221 km (137 mi), Venice 349 km (216 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 1 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) 111 km (69 mi), Pisa (psa) 146 km (91 mi), Bologna (blq) 197 km (123 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 242 km (151 mi).
Additional Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or inquire prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Ask for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you arrive that is possible at Casa Insieme. Inquire for more details, including the additional cost and how to schedule this service.
Casa Insieme
Property Summary
Antico Mulino is a beautifully restored 17th century listed building surrounded by stunning countryside and overlooking a river with a waterfall. The vacation rental offers a covered heated swimming pool measuring 30 square meters with a fantastic view of the mill wheel. Amenities include a yard, Internet WiFi, and parking.
Outdoors
Guests can enjoy a pleasant walk through the woods, approximately 1 km, to reach the charming village of Loro Ciuffenna, Italy. The property is private, fenced, and features a garden and an indoor heated pool with an unconventional shape, accessible via an internal staircase with a depth ranging from 50 to 135 cm. The pool is available seasonally, from January 1st until December 31st. Garden furniture and a barbecue are available for guests during their stay.
Other Information
Three apartments are available for rent, all managed by the property owners. Antico Mulino is an ideal location for trekking and mountain biking enthusiasts. An archery instructor and relaxation techniques instructor are available upon request. Group breakfast service is available for up to 14 guests. A cook can be requested for an extra fee. The property provides WiFi, central heating, a washing machine, linen change weekly, and room cleaning upon request for an additional fee.
Distances and Attractions
Windmill "Il Mulinaccio" is located 1 km away from the center of Loro Ciuffenna, 28 km from Arezzo, and 30 km from Siena. A grocery store is 1.5 km away, and a restaurant is 2 km away. The Montevarchi railway station is 12 km away, and tennis courts are located 12 km from the property. Nearby attractions include Castelfranco di Sopra, Reggello, Arezzo, Abbazia di Vallombrosa, Bibbiena, Greve in Chianti, and Monte San Savino, making Antico Mulino a perfect holiday rental for a peaceful and relaxing getaway with access to nearby attractions. Il Mulinaccio
Property Summary
Podere Vetricella is a comfortable, detached cottage surrounded by meadows and fields, renovated in 2023. It offers a swimming pool, yard, internet WiFi, and parking facilities. Relish the secluded, sunny countryside location, just 4 km from the center of Buonconvento.
Outdoors
Immerse yourself in the tranquil outdoor spaces, including a natural state property, an above-ground swimming pool (3 x 6 m, seasonal availability from 20th May to 15th October), an outdoor shower, patio, terrace, garden furniture, and a barbecue area. Enjoy the convenience of on-site parking at the house, although the 300m bumpy motor access may require a car.
Other Information
Amenities within 4 km include shops, a grocery store, supermarket, restaurants, a bakery, bus stop "Buonconvento," and the railway station "Buonconvento." Baby equipment is included, and the owner uses some rooms in the house. Groups of teenagers are considered upon request. A car is recommended for your holiday rental in Asciano, Italy.
Distances and Attractions
Nearby attractions include Monte Oliveto Maggiore (5 km), Montalcino (15 km), Siena (32 km), Pienza (30 km), Montepulciano (42 km), and the thermal baths "Rapolano T" (24 km), offering a diverse range of experiences to explore during your stay. Podere Vetricella