Vacation Rentals with Air Conditioning in Bicciano, Italy
La Casa di Pino
Unique private vacation home with WIFI, A/C, private pool and TV, near Cortona
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4
-
1
-
1
-
55 m2
Description
La Casa di Pino, a small jewel of rural architecture dating back to the year 1200, is located in the heart of the Val di Chio, on the border between Tuscany and Umbria and a few kilometers from the town of Castiglion Fiorentino. All around green woods that are part of the farm, where you can also admire the beautiful 'Majesty' in the grove, a few hundred meters from the house.
In our opinion the main feature of Casa di Pino, which makes it perfect for couples and romantic holidays, is the atmosphere that the owners have managed to create in this small space. In addition to the fact that it resembles a nest, the warm colors chosen for the rooms and the furniture itself, give the feeling of being at home, in an intimate and welcoming place.
In the wide garden the beautiful swimming pool (size 4x8 m., depth 1,20-1,50 m. - open from 01st May to 30th September) with Jacuzzi corner, barbecue and wood burning oven next to the gazebo and an equipped porch. A few meters from the house passes a panoramic side road that crosses the hills and connects Castiglion Fiorentino to the town of Cortona and the nearby region of Umbria. The property accepts small size pets. La Casa di Pino
Collina dei Fiori
Wonderful private holiday home with private pool, WIFI, A/C, TV and pets allowed, near Arezzo
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9
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4
-
3
-
150 m2
Description
SPECIAL OFFER 10% DISCOUNT 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.
For tennis lovers—or anyone who simply wants to have fun with friends—a private tennis court is available about 800 meters from the villa, accessible upon reservation.
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
Casa Angela
Private Vacation home with A/C, WIFI, private pool, TV, balcony, pets allowed, near Cortona
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8
-
3
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3
-
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
Podere i Gigli
Unique private holiday rental with WIFI, private pool, A/C, TV and terrace, near Cortona
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6
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3
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3
-
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 15 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
Villa Gioiosa
Stunning independent house with private pool, A/C, WIFI and TV, close to Arezzo
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4
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2
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1
-
110 m2
Description
Villa Gioiosa is an old stone house that once belonged to the nearby Benedictine monastery and was used by the monks as a chestnut dryer, of which the surrounding woods are rich. Today the house has been completely restored, maintaining the characteristics of the old Tuscan farmhouse, both in the architectural features and in the furnishings, enriched with local antiques.
A few kilometres away is the village of Monte San Savino, famous for its ceramics and its beautiful alleyways and buildings, offering shops, supermarkets, restaurants and services of all kinds.
In the large garden adorned with medicinal plants, flowers and olive trees, there is on one side a beautiful swimming pool with a Roman staircase (size m. 5 x 10, depth m. 1.50 - open from 01st May to 30th September), and on the other a large barbecue and wood-burning oven in a beautiful wooden gazebo furnished with table and chairs, where you can spend enjoyable evenings in the company of family and friends. In the garden there are many relaxing corners where you will be spoilt for choice, whether reading a book under the porch, sunbathing by the pool or taking long, relaxing walks through the woods and cultivated fields within the property, which extends over several hectares.
Villa Gioiosa offers a holiday in a cosy and genuine atmosphere combining the uniqueness of a Tuscan farmhouse with the comforts of modern life such as air conditioning and Wi-Fi internet access.
To reach the house you have to drive about 1 km of unpaved road, well maintained but not recommended for sports cars; but don't let that scare you because when you get to the house you will know that it is really worth it. Villa Gioiosa
Villa degli Olivi
Fabulous private house with A/C, WIFI, private pool, 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
Volpe
Pretty holiday rental with WIFI, A/C, TV, balcony and pets allowed
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4
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2
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2
Description
Property Summary
Welcome to "Volpe," a beautiful and comfortable detached 2-family house nestled in a peaceful residential area of villas, just 1 km from the centre of Castiglion Fiorentino, Italy. This thoughtfully renovated holiday rental offers an ideal retreat for those seeking a refined and tranquil escape in the heart of Tuscany. The property benefits from a private garden of 250 m2, providing a serene outdoor space exclusively for your enjoyment, while a shared fenced garden of 2,000 m2 is also available for common use. Connectivity is seamlessly ensured with Internet WiFi access throughout the property. Parking is conveniently available directly on the premises, and an EV charging station is provided for guests travelling with electric vehicles, reflecting a thoughtful commitment to modern comfort and sustainability.
Outdoors
The outdoor spaces at "Volpe" are a true highlight of the property, offering a generous and well-maintained environment in which to relax and enjoy the Tuscan landscape. The private garden of 250 m2 provides an intimate and exclusive setting, ideal for outdoor dining, leisure, or simply unwinding in the fresh air. For those seeking more space, the shared fenced garden of 2,000 m2 offers ample room to stroll, play, or gather in a secure and well-kept environment. The surrounding residential area of villas ensures a calm and pleasant atmosphere throughout your stay.
Other Information
A car is recommended to make the most of the surrounding area and to reach nearby attractions with ease. The owner of the property resides on the same premises in a separate semi-detached house, ensuring a welcoming and attentive presence while fully respecting your privacy. Please be aware that the owner does not accept bookings from youth groups.
Distances and Attractions
"Volpe" enjoys an exceptionally convenient location with a wide range of services and attractions within easy reach. A grocery store is located just 400 m away, while a supermarket can be found at 500 m. A restaurant and a bar are both situated approximately 1 km from the property, and a bus stop is only 300 m away. The railway station "Firenze-Roma" is reachable within 3 km, making regional travel straightforward and accessible. Nature lovers will appreciate the proximity to the bathing lake "Trasimeno," just 20 km away, and the renowned thermal baths "Rapolano" at 45 km. The area is also rich in cultural and historic destinations, with Cortona at 11 km, Arezzo at 16 km, Passignano sul Trasimeno at 29 km, Castiglion Del Lago at 29 km, Pienza at 45 km, and the magnificent city of Siena at 60 km. Volpe
Villa Taragnano
Unique independent holiday villa with private pool, WIFI, A/C and patio, near Cortona
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10
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5
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3
-
300 m2
Description
Holiday rental Villa Taragnano is a nice stone building (300 sq m) that includes WiFi internet, private pool and air conditioning. The property can accommodate up to ten people comfortably in five bedrooms with three bathrooms. Conveniently located 540 m (1742 ft) from Sant'enea, Italy in the tourist area "Cortona And Surroundings" and only 17 km (10 mi) from Cortona.
The Experience
When you arrive you will be welcomed by the owner or manager where you’ll find a nice clean well-maintained property with views of the hills ideal for a relaxing holiday 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. Also available outside are a patio and barbecue grill. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. Dine 'al fresco' like a real Tuscan, the fully furnished patio is the perfect setting to enjoy food, family and the beautiful 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: Cortona 17 km (10 mi), Arezzo 24 km (15 mi), Montepulciano 43 km (27 mi), Perugia 66 km (41 mi) and Montalcino 68 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (71 mi), Viareggio 202 km (125 mi), Forte Dei Marmi 209 km (130 mi), Rome 216 km (134 mi), Venice 358 km (223 mi) and Milan 399 km (248 mi).
Additional Information
Check-In Time: 16:00 - 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) 121 km (75 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 225 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Villa Rinaldo
Terrazza e Libreria
Beautiful home with WIFI, A/C, pool, TV, patio and panoramic view
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2
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6
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3
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Terrazza | 4 | 2 | 2 | 110 m2 | € 500 /Night |
| Libreria | 2 | 1 | 1 | 75 m2 | € 500 /Night |
| All 2 Accommodations | 6 | 3 | 3 |
Description
Terrazza e Libreria is a lovely stone building with WiFi internet, air conditioning and pool. The apartment has been designed with a total of two independent units. The property can sleep up to six people comfortably in three bedrooms with three bathrooms. Terrazza e Libreria is located 4 km (3 mi) from Monte Benichi, Italy and only 32 km (20 mi) from Siena in the tourist area "Siena And Surroundings".
Your Experience
After arriving you’ll find a lovely clean well-maintained property ideal for a peaceful vacation in Tuscany. For your pleasure you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. This holiday home is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that wish to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 32 km (20 mi), Arezzo 38 km (24 mi), Montepulciano 49 km (30 mi), Greve In Chianti 60 km (37 mi) and Montalcino 61 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 84 km (52 mi), Viareggio 171 km (106 mi), Forte Dei Marmi 178 km (111 mi), Rome 225 km (140 mi), Venice 327 km (203 mi) and Milan 371 km (230 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 15 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 92 km (57 mi), Pisa (psa) 152 km (94 mi), Bologna (blq) 176 km (109 mi), Roma Ciampino (cia) 234 km (146 mi) and Roma Fiumicino (fco) 247 km (153 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be scheduled at the property. It's a fun way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Ask for more details and the additional costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be scheduled by the owner. Inquire for more details about the extra cost.
Pre-Stocked Fridge - Take advantage of the pre-stocking service to save time and start your vacation hassle-free after a long trip. Inquire for more details, including the additional cost and how to arrange this service.
Baby Sitting - A babysitter can be arranged at Terrazza e Libreria. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Owner Assistance - Since the owner lives nearby, he is always available to offer advice and suggestions during your visit. In case you need assistance, it's nice to have someone available to help. In any case, the owner will always respect your privacy.
Terrazza e Libreria
Montelucci Chianti Agrivilla
Beautiful independent vacation home with A/C, private pool, WIFI, TV, patio and panoramic view
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14
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7
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6
-
400 m2
Description
Montelucci Chianti Agrivilla is located 560 m (1795 ft) from Montegrossi, Italy and only 30 km (18 mi) from Greve In Chianti in the tourist area "Chianti". Holiday home Montelucci Chianti Agrivilla is a beautiful stone building (400 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 14 guests comfortably in seven bedrooms with six bathrooms.
The Experience
Upon arrival you will be welcomed by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills and the mountains ideal for a relaxing holiday in Tuscany. After a busy day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. For your pleasure, on the grounds there is a patio and barbecue grill. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 14 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 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 30 km (18 mi), Siena 37 km (23 mi), San Gimignano 50 km (31 mi), Arezzo 54 km (34 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 77 km (48 mi), Viareggio 163 km (101 mi), Forte Dei Marmi 171 km (106 mi), Rome 258 km (160 mi), Milan 368 km (229 mi) and Naples 449 km (279 mi).
Additional Information
Check-In Time: 17:00 - 22:00
Check-Out Time: 07:00 - 10:00
Pool Open: 1 May - 15 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 82 km (51 mi), Pisa (psa) 144 km (90 mi), Bologna (blq) 171 km (106 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 280 km (174 mi).
More 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 pleasant way to spend time with friends and family while learning the techniques vital to master Tuscan cuisine. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the extra costs.
Tours - The owner can arrange custom tours for your group. To learn about the tours offered, speak to the owner after arriving or ask 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 visit that can be scheduled by the owner. Ask for more details about the extra cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Montelucci Chianti Agrivilla. Ask for more details, including the additional cost and how to organize this service.
Baby Sitting - A babysitter can be scheduled at Montelucci Chianti Agrivilla. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
Montelucci Chianti Agrivilla
Villa Noceta
Private Property with private pool, A/C, WIFI, TV, pets allowed, panoramic view, close to Cortona
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10
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5
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5
-
340 m2
Description
Beautiful villa with private pool situated in Tuscany, a short distance away from the town of Castiglion Fiorentino. This vacation villa is on a hill top and offers beautiful, extensive vies over the surrounding landscape and the castle of Montecchio. Outside, guests can enjoy use of a well-groomed garden, of furnished areas ideal for al-fresco dining and of a nice private, very panoramic pool set on a higher level in respect to the villa. This villa has been completely restored and turned into a charming country accommodation offering tastefully furnished interiors.
The villa comprises a main building for 8 persons and an outbuilding situated by the pool for 2 persons (with 1 bedroom, 1 bathroom, changing room for the pool and bathroom with shower).
The house's central location is convenient for visiting Tuscany's most important places of interest such as Siena, Florence, Arezzo, Perugia San Gimignano, the entire Chianti Classico area and the Val d’Orcia region.
Distances Castiglion Fiorentino with shops of all kinds and railway station (trains to Rome, Perugia, Orvieto, Florence, Siena) 3 km away, the lovely town of Cortona 10 km, Arezzo 20 km away, Montepulciano 40 km, Rapolano Terme (spas) 50 km, Perugia 60 km away, Siena 80 km, Florence 95 km, Orvieto 100 km away, San Gimignano 120 km.
At guests’ disposal: large, fenced-in garden with private swimming-pool (12 x 5,5 m – min. depth 1,2 m – max. depth 1,9 m), furnished outdoor area ideal for al-fresco dining, barbecue.
Free WI-FI internet provided.
Parking within the grounds.
Additional Services: Baby bed and high-chair available upon request.
Pets are permitted.
Please carefully check if there are any extra costs to be paid on site! Villa Noceta
Villa Gaville
Amazing independent property with A/C, private pool, WIFI, TV, terrace, near Greve In Chianti
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7
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4
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3
-
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
Villa le Capanne
Unique multi-unit vacation rental with pool, WIFI, A/C, pets allowed, panoramic view, near Cortona
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4
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21
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8
-
6
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| Bosco | 4 | 2 | 1 | 69 m2 | € 89 /Night |
| Oliveto | 4 | 2 | 1 | 74 m2 | € 89 /Night |
| All 2 Accommodations | 8 | 4 | 2 |
Description
Villa Le Capanne is located 1 km (4382 ft) from Pieve Di Chio, Italy and only 17 km (11 mi) from Cortona in the tourist area "Cortona And Surroundings". Property Villa Le Capanne is a lovely property that includes pool, air conditioning and WiFi internet. Villa Le Capanne is a vacation home that has a total of four private units. The property can sleep up to 21 people comfortably.
The Experience
After arriving you’ll find a beautiful clean well-maintained property ideal for a relaxing vacation in Tuscany. For your pleasure you will find a pool where you can unwind while enjoying a nice cold beverage after a hectic day of visiting museums. This holiday home is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that wish to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group.
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: Cortona 17 km (11 mi), Arezzo 25 km (15 mi), Montepulciano 44 km (27 mi), Montalcino 68 km (43 mi) and Perugia 72 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 115 km (72 mi), Viareggio 202 km (126 mi), Forte Dei Marmi 209 km (130 mi), Rome 217 km (135 mi), Venice 359 km (223 mi) and Milan 402 km (250 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Le Capanne. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 20:00
Check-Out Time: 06:00 - 10:00
Pool Open: 20 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) 123 km (76 mi), Pisa (psa) 183 km (114 mi), Bologna (blq) 207 km (129 mi), Roma Ciampino (cia) 226 km (140 mi) and Roma Fiumicino (fco) 238 km (148 mi).
Special Services
Villa Le Capanne
Dimora di Castroncello
Wonderful private villa with A/C, WIFI, private pool, veranda, panoramic view, close to Cortona
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12
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6
-
4
-
300 m2
Description
Holiday home Dimora Di Castroncello is a beautiful property (300 sq m) that includes air conditioning, private pool and WiFi internet. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms. Conveniently located 2 km (1 mi) from Castroncello, Italy in the tourist area "Cortona And Surroundings" and only 15 km (9 mi) from Cortona.
Your Experience
After arriving 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 sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to relax at the end the day. 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 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: Cortona 15 km (9 mi), Arezzo 21 km (13 mi), Montepulciano 38 km (24 mi), Montalcino 58 km (36 mi) and Perugia 70 km (44 mi).
Some other major tourist destinations you should consider visiting are: Florence 108 km (67 mi), Viareggio 195 km (121 mi), Forte Dei Marmi 202 km (125 mi), Rome 206 km (128 mi), Venice 351 km (218 mi) and Milan 395 km (245 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 30 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) 113 km (70 mi), Pisa (psa) 176 km (109 mi), Bologna (blq) 200 km (124 mi), Roma Ciampino (cia) 215 km (134 mi) and Roma Fiumicino (fco) 227 km (141 mi).
Dimora Di Castroncello
Villa Mezzavia
Private Holiday rental with private pool, WIFI, A/C, TV, patio, panoramic view, close to Cortona
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11
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6
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4
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300 m2
Description
Villa Mezzavia is located 840 m (2745 ft) from Fonte Del Mazza, Italy and only 11 km (7 mi) from Cortona in the tourist area "Cortona And Surroundings". Vacation rental Villa Mezzavia is a lovely property (300 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to 11 people comfortably in six bedrooms with four bathrooms.
What to Expect
When you arrive you’ll find a beautiful clean well-maintained property perfect for a splendid holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. Outside you will also find a patio and barbecue grill.
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: Cortona 11 km (7 mi), Arezzo 23 km (14 mi), Montepulciano 35 km (22 mi), Perugia 57 km (36 mi) and Montalcino 70 km (43 mi).
Some other major tourist destinations you should consider visiting are: Florence 113 km (70 mi), Viareggio 199 km (124 mi), Forte Dei Marmi 207 km (128 mi), Rome 215 km (134 mi), Venice 356 km (221 mi) and Milan 399 km (248 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) 120 km (75 mi), Pisa (psa) 180 km (112 mi), Bologna (blq) 205 km (127 mi), Roma Ciampino (cia) 222 km (138 mi) and Roma Fiumicino (fco) 235 km (146 mi).
More Services
Villa Mezzavia
Villa di Gaiole
Amazing private property with A/C, WIFI, private pool and TV
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12
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6
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4
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400 m2
Description
Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena. Holiday home Villa Di Gaiole is a lovely stone building (400 sq m) that includes WiFi internet, private pool and air conditioning. The property can sleep up to 12 people comfortably in six bedrooms with four bathrooms.
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 relaxing vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your holiday. The kitchen includes microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. Dine 'al fresco' like a real Tuscan, the fully furnished garden is the perfect setting to enjoy food, family and the nice 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: 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
Villa dei Michelangioli a Brolio
Private Property with private pool, sauna, hot tub, WIFI, A/C, TV, patio, close to Cortona
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18
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9
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9
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800 m2
Description
Vacation rental Villa Dei Michelangioli a Brolio is a nice property (800 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 18 guests comfortably in nine bedrooms with nine bathrooms. Conveniently located 630 m (2059 ft) from Fattoria, Italy in the tourist area "Cortona And Surroundings" and only 17 km (11 mi) from Cortona. There is a golf course nearby if you'd like to get in a round or two while on vacation.
The Experience
When you arrive you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect 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 visiting museums. Also available outside are a barbecue grill and patio. Sharing a meal with friends and family is a huge part of the Tuscan culture. Take advantage of the kitchen to prepare meals using local produce while on your vacation. The kitchen includes microwave and stove, as well as, plenty of tableware and cutlery for up to 18 people.
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: Cortona 17 km (11 mi), Arezzo 27 km (17 mi), Montepulciano 27 km (17 mi), Montalcino 52 km (32 mi) and Perugia 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 105 km (65 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 201 km (125 mi), Venice 348 km (216 mi) and Milan 391 km (243 mi).
Additional Information
Check-In Time: 17:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 6 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) 114 km (71 mi), Pisa (psa) 173 km (107 mi), Bologna (blq) 193 km (120 mi), Roma Ciampino (cia) 210 km (130 mi) and Roma Fiumicino (fco) 222 km (138 mi).
Villa Dei Michelangioli a Brolio is equipped with a SPA and 2 swimming pools: one indoor with whirlpool and sauna (which can be used against supplement payment) and one outdoor in the garden. The indoor pool is heated (it can reach 30°/32° C) and open throughout the whole year on request and against payment).
Additional Services
Cooking Lessons - Discover from a local chef the techniques needed 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 discovering the secrets needed to prepare sumptuous Tuscan meals when you return home. For more details and the extra cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a delicious meal using local produce? The chef will arrange the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Ask for more details and the additional costs.
Maid Service - Upgrade your vacation with maid service. This service can be organized by the owner. Ask for more details about the extra cost.
Villa De' Michelangioli
Description
Dimora Chianti Shire: Stunning Tuscan Villa on Vin is a nice holiday home (200 sq m) with WiFi internet, private pool and air conditioning. The property can sleep up to eight guests comfortably in four bedrooms with five bathrooms. Dimora Chianti Shire: Stunning Tuscan Villa on Vin is located 5 km (3 mi) from Rietine, Italy and only 27 km (17 mi) from Siena in the tourist area "Siena And Surroundings".
Your Experience
After arriving at Dimora Chianti Shire: Stunning Tuscan Villa on Vin you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. Regardless of how you spend your days - sightseeing, visiting museums, shopping or just driving in the countryside, when you arrive home you can relax with your family and friends at the pool for a perfect ending to another day in Tuscany. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
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: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 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) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).
Dimora Chianti Shire: Stunning Tuscan Villa on Vin
Il Cinghiale
Lovely accommodation with pool, A/C, WIFI, TV, patio, pets allowed and panoramic view
Special Offer-
6
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3
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1
Description
Property Summary
Nestled in the rolling hills of Tuscany, Italy, the historic hamlet of Montefienali offers an extraordinary holiday rental experience steeped in centuries of heritage. Situated at 600 metres above sea level, this remarkable residential village dates back to the 13th century and has been thoughtfully renovated to combine its original character with modern comforts. The property is part of a charming hamlet comprising 25 houses, with a total of 25 apartments available within the residence, set in a secluded and elevated position surrounded by lush trees and the unspoiled Tuscan countryside. Located 15 km from the centre of Gaiole in Chianti, near Castelnuovo Berardenga, the setting offers a rare sense of tranquillity and immersion in nature. Guests have access to a generously sized swimming pool measuring 10 x 15 metres, available seasonally from 15 May to 30 September, with pool hours running from 09:00 to 20:00. The expansive natural grounds extend across 3 hectares of fenced land, offering ample open space and a yard-like environment filled with native plants and trees. Wireless internet connectivity is available to keep you connected during your stay, and parking is conveniently provided on the premises, ensuring ease of arrival and departure.
Outdoors
The outdoor spaces at Montefienali are a true highlight of the experience, inviting you to spend long, leisurely hours in the open air of the Tuscan hills. The shared natural grounds, spanning 3 hectares of fenced land, are home to an abundance of plants and trees that create a peaceful and shaded environment throughout the warmer months. The swimming pool, measuring 10 x 15 metres, is open seasonally from 15 May to 30 September between 09:00 and 20:00, and is maintained by the resident owner and gardener, ensuring it remains in excellent condition throughout the season. A dedicated children's pool is also available, making the outdoor area suitable for families with younger guests. An outdoor shower provides added convenience after a refreshing swim. The patio and terrace areas are furnished with garden furniture, offering ideal spots for relaxing, dining al fresco, or simply taking in the surrounding landscape. Children are further catered for with a dedicated playground featuring a slide, swing, and sandbox, providing hours of entertainment in a safe and natural setting. The property sits just 100 metres from the edge of the forest, adding a sense of adventure and natural beauty to the outdoor environment.
Other Information
Access to the property is via a 2 km bumpy motor road leading to the grounds, followed by a 50-metre footpath to the house itself, making a car not only convenient but strongly recommended for your stay. A washing machine is available for shared use among guests within the residence. Baby equipment is included as part of your stay at no additional charge. Groups of teenagers are accommodated on request only and must be arranged in advance. The swimming pool is maintained by the owner and gardener, ensuring consistent upkeep throughout the operational season.
Distances and Attractions
Montefienali enjoys a wonderfully central position within the Tuscan landscape, placing a wealth of cultural and practical destinations within easy reach. Essential amenities are close at hand, with a grocery store and restaurant each located just 3 km away, as well as a bar at the same distance, making it easy to enjoy local produce and cuisine without travelling far. A shop and supermarket are both available 15 km from the property, while bicycle rental can also be found at 15 km, offering a wonderful way to explore the surrounding countryside. The nearest bus stop is located 10 km away. For those wishing to explore the region's extraordinary cultural heritage, the medieval city of Siena lies 36 km from the property, offering world-renowned art, architecture, and gastronomy. Arezzo, celebrated for its historic centre and antique market, is 44 km away, while the magnificent city of Florence, with its unparalleled concentration of Renaissance masterpieces, is reachable within 66 km. The surrounding area of Gaiole in Chianti itself is emblematic of the Chianti wine region, offering scenic vineyards, local wineries, and quintessential Tuscan villages to discover throughout your stay. Il Cinghiale
Gaiole in Chianti 915
Unique multi-unit villa rental with WIFI, pool, A/C, TV and pets allowed
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2
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6
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3
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3
| Accommodation | Sleeps | Bedrooms | Bathrooms | Floor Area | Price |
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | 60 m2 | € 125 /Night |
| San Regolo 915.2 | 4 | 2 | 2 | 90 m2 | € 178 /Night |
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Nestled at 460 metres above sea level in the heart of the Tuscan countryside, Resort "San Regolo" is an exceptional holiday rental set within the hamlet of San Regolo, just 10 km from the centre of Gaiole in Chianti, Italy. Comprising 6 individual houses, this charming hilltop resort enjoys a sunny elevated position within a residential area of villas, surrounded by the rolling landscapes that define this celebrated region. The resort is ideally suited for families seeking an authentic and refined Tuscan retreat. Guests benefit from a shared swimming pool measuring 15 x 6 metres with a depth ranging from 120 to 220 cm, available seasonally from 1 May to 25 October, offering a refreshing focal point during the warmer months. Staying connected is effortless thanks to Internet WiFi access, while environmentally conscious travellers will appreciate the convenience of the on-site EV charging station, ensuring electric vehicles can be charged directly at the property. A central heating system serves the resort, with heating costs to be settled on the spot during the period from 29 March to 31 October, while heating is available as a standard inclusion from 1 November to 28 March. Additional services available on request or for an extra charge include massage treatments at the resort's reception, a cook, and bicycle rental.
Outdoors
The outdoor spaces at Resort "San Regolo" are thoughtfully designed to make the most of the property's privileged hilltop setting and the stunning natural surroundings of the Chianti countryside. The shared swimming pool, measuring 15 x 6 metres with a depth of 120 to 220 cm, is open seasonally from 1 May to 25 October and is maintained by the owner's gardener, ensuring it remains in excellent condition throughout the season. A dedicated children's pool provides a safe and enjoyable space for younger guests, while an outdoor shower offers practical convenience for all. The garden is furnished with outdoor furniture, creating comfortable spaces to relax, dine, and take in the panoramic views across the Tuscan hills. The overall outdoor environment reflects the tranquil and unspoiled character of the resort's countryside location.
Other Information
Resort "San Regolo" offers a range of shared and on-site facilities designed to enhance the comfort and convenience of your stay. The complex features a reception area where guests can access information and arrange additional services, including massage treatments available for an extra charge. A communal laundry room equipped with a washing machine is available for shared use among guests. Parking is available directly on the premises at no additional cost. Up to 6 bicycles are available to rent for an extra charge, providing a wonderful way to explore the surrounding countryside and nearby villages. A cook can also be arranged on request for an additional fee. The resort is noted as being particularly suitable for families. Please be aware that the photographs provided show a typical example of the accommodation within the resort.
Distances and Attractions
Resort "San Regolo" benefits from a well-connected location that places a wealth of Tuscan destinations and everyday amenities within easy reach. A restaurant is located just 1 km away, while a grocery store can be found at 5 km. A shop and supermarket are both situated 10 km from the resort, as is the nearest bus stop. The historic centre of Gaiole in Chianti lies 10 km away, while Radda in Chianti is 16 km distant. For those wishing to explore further afield, the thermal baths of "Rapolano Terme" are 26 km away, and the renowned city of Siena is reachable within 20 km. The iconic Castello di Brolio is just 2 km from the resort, making it an effortless excursion. Castelnuovo Berardenga is 13 km away, Castellina in Chianti is 27 km, Monteriggioni is 35 km, and Monte San Savino is 39 km. The charming town of Greve in Chianti is also within the surrounding area. For those seeking a coastal escape, the sandy beach of "Castiglione della Pescaia" is located 115 km away. The city of Firenze is 76 km from the resort, making it an accessible destination for a day trip to experience its extraordinary art, architecture, and culture. Gaiole in Chianti 915