Autumn Vacation Rentals in Borgo alla Collina
Results 321 - 340 of 346
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- 17
- 9
- 10
| Accommodation | |||||
|---|---|---|---|---|---|
| Fornacino 1 | 2 | 1 | 2 | ||
| Fornacino 2 | 4 | 2 | 2 | ||
| Fornacino 3 | 2 | 1 | 2 | ||
| Fornacino 4 | 2 | 1 | 1 | ||
| Fornacino 5 | 5 | 3 | 2 | ||
| Fornacino 6 | 2 | 1 | 1 | ||
| All 6 Accommodations | 17 | 9 | 10 |
Description
Ancient farmhouse with adjoining barn situated on a large and renowned farming estate producing excellent wine and olive oil. This property has been carefully restored and turned into 6 comfortable apartments, all of which offering nice interiors furnished in a rustic style with some antiques. The location, among vineyards and olive groves is peaceful and dominates the Chianti Classico hills. Beautiful panoramic views with Siena in the distance are afforded. This property provides a well-kept large garden (6000 m2) with infinity pool whose use is to be shared among the 6 apartments.
Distances: Ponte a Bozzone with a food shop, a restaurant and a butcher is 5 km away, Siena with all kinds of shops and railway station 12 km, San Gimignano approx. 50 km, Florence 70 km away, Pisa 115 km , Rome 250 km away.
At guests disposal: large panoramic garden (6000 m2), shared infinity swimming-pool (5,5 x 15 m – maximum depth 1,8 m – open from 01/05 to 30/09), solarium terrace with open-air shower (cold water), barbecue, oven for pizza, furnished loggia (35 m2), table tennis. Shared laundry with washing-machine and ironing facilities. All of the apartments provide alarm system, satellite TV, hair-dryer, heating system and table and chairs (in a common area).
Parking within the grounds.
Extra services included in the rental price: linen change on Wednesdays.
Extra services to be paid on the spot: Baby bed available upon request at € 70,- / per week (payable on site).
The produce of the estate is available for clients to be purchased.
Please carefully check if there are any extra costs to be paid on site! Fornacino
- 4
- 2
- 1
Description
Property Summary
"Tenuzta di Vignole" is a beautiful semi-detached cottage situated in the heart of the Tuscan countryside, Castellina In Chianti, Italy. This renovated vacation rental offers peace and tranquility with its secluded, elevated position on top of a hill, providing unparalleled views of the surrounding countryside. The property covers a vast 210,000 m2 area and features a large, fenced yard filled with plants and trees. You can enjoy amenities like Internet Wifi and parking on-site.
Outdoors
The property boasts a spacious, fenced garden filled with plants and trees, allowing you to immerse yourself in the natural beauty of the Tuscan countryside. With an expansive area of 210,000 m2, you can explore the stunning surroundings and take in the breathtaking views from the elevated position atop a hill.
Other Information
The owner of "Tenuzta di Vignole" resides on the same property and is happy to provide baby equipment and local farm products for your convenience. Access to the property is via a 2.4 km long bumpy motor road, ensuring a secluded and peaceful stay. While a car is recommended for getting around, the cottage offers a tranquil retreat while being conveniently located near charming villages and bustling city centers.
Distances and Attractions
"Tenuzta di Vignole" is strategically located just 3 km from the center of Panzano and 7 km from the center of Greve in Chianti, offering easy access to nearby attractions. Explore the charming villages and bustling city centers in the region, including Radda in Chianti, San Gimignano, and the famous Siena, all within a comfortable driving distance from the vacation rental. Vignole
- 10
- 4
- 4
Description
Property Summary
'Terrazza sul Chianti' is a large, modern two-story house renovated in 2025, situated in Castellina In Chianti, Italy. It offers amenities such as a yard, internet WiFi, and parking on the premises, ideal for your vacation rental. The property is part of a residential complex with two houses, providing a secluded and elevated position on a slope with a west-facing view.
Outdoors
The property boasts a natural state, fenced outdoor area shared among the residences, allowing you to enjoy the surroundings. Additionally, it offers convenient parking facilities right at the house.
Other Information
Nearby conveniences include shops, groceries, supermarkets, restaurants, bakeries, and a bus stop just 30 meters away. The "Castellina Scalo" railway station is 7 km away, and there's an outdoor swimming pool within 1 km distance. Baby equipment is included, making it family-friendly. Please note that part of the house is closed and unoccupied, and the owner resides on the same property. The main road is in close proximity.
Distances and Attractions
The property is 1.2 km from the center of Castellina in Chianti. Nearby attractions include Siena (20 km), Greve in Chianti (20 km), Radda in Chianti (12 km), Gaiole in Chianti (22 km), San Gimignano (27 km), and Firenze (44 km). The sandy beach "Cecina Mare" is 95 km away, offering a perfect opportunity to combine your holiday rental with a beach getaway. Terrazza sul Chianti
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- 2
- 2
Description
Property Summary
You are considering Casa Volpe, a beautiful, comfortable 2-family detached house in Castiglion Fiorentino, Italy. It is a renovated property located 1 km from the town center in a residential area. The property boasts a private garden of 250 m2, on-site parking, and an EV charging station. It offers amenities such as a yard, internet WiFi, parking, and an EV charging station. The property is ideal for a vacation rental.
Outdoors
The property features a shared garden of 2,000 m2 that is fenced, providing ample outdoor space for you to enjoy. Additionally, you have access to a private garden of 250 m2, perfect for relaxing or dining al fresco.
Other Information
Please note that the owner does not accept youth groups and resides on the same property in a separate semi-detached house. A car is recommended during your stay.
Distances and Attractions
The property is conveniently located near various amenities, including a grocery store 400 m away, a supermarket 500 m away, a restaurant and bar within 1 km, and the "Firenze-Roma" railway station just 3 km away. For those seeking relaxation, the "Rapolano" thermal baths are 45 km away, and the "Trasimeno" bathing lake is only 20 km from the property. Nearby attractions include the charming towns of Cortona (11 km), Arezzo (16 km), Passignano sul Trasimeno (29 km), Castiglion Del Lago (29 km), Pienza (45 km), and the beautiful city of Siena (60 km). Volpe
- 4
- 2
- 1
Description
Property Summary
Welcome to "Casa Chiara," a modern two-story vacation rental built in 2009 and conveniently located just 300 meters from the center of the charming town of Castellina In Chianti, Italy. This property boasts a private, terraced yard spanning 40 square meters, providing a peaceful outdoor space to relax and unwind. Enjoy the convenience of on-site parking, including a single garage, as well as seamless internet Wi-Fi connectivity throughout your stay.
Outdoors
Embrace the tranquility of "Casa Chiara's" private, terraced yard spanning 40 square meters, offering a serene outdoor oasis for your enjoyment. While the yard is not fenced, its sunny and quiet location ensures a peaceful retreat during your holiday rental in Castellina In Chianti. Explore the charming town center, just a 3-minute walk away, and discover the nearby walking paths that stretch for 500 meters, inviting you to immerse yourself in the picturesque surroundings.
Other Information
Castellina In Chianti offers a plethora of amenities and attractions within close proximity to "Casa Chiara." A shop, grocery store, and supermarket are all conveniently located within walking distance, ensuring you have everything you need for a comfortable stay. The pedestrian zone, restaurant, and bar are also just 300 meters away, providing ample opportunities to experience the local cuisine and lively atmosphere. For those seeking recreational activities, an outdoor swimming pool is located just 3 kilometers away, while an indoor pool is 12 kilometers from the property.
Distances and Attractions
Strategically located in the heart of Tuscany, "Casa Chiara" offers easy access to some of the region's most celebrated destinations. Radda in Chianti is just 12 kilometers away, while Greve in Chianti is a 20-kilometer drive. The historic cities of Siena and San Gimignano are within reach at 26 and 34 kilometers, respectively. For those seeking cultural immersion, Florence and Pisa are within a day trip's distance, at 50 and 100 kilometers away. Closer to home, the thermal baths at "Rapolano Terme" offer a rejuvenating experience just 50 kilometers from your holiday rental, and golf enthusiasts can enjoy an 18-hole course a mere 35 kilometers away. Casa Chiara
- 4
- 19
- 10
- 7
| Accommodation | |||||
|---|---|---|---|---|---|
| Vasche 1 | 4 | 2 | 2 | ||
| Vasche 2 | 4 | 2 | 1 | ||
| Vasche 3 | 6 | 3 | 2 | ||
| Vasche 4 | 5 | 3 | 2 | ||
| All 4 Accommodations | 19 | 10 | 7 |
Description
Four charming apartments in a farmhouse (composed in total by 4 units) that was originally a watchtower during the war between the Florence and Siena republics. Today it is the guesthouse of a 16th century villa, where the property owners reside. The property is in a tranquil location at the center of a 12 hectare farm that produces wine and olive oil. At the same time it is just 350 m from the center of a small, charactaristic village where a bus can take you to Florence in just 20 minutes. Beautiful view of the countryside. Each apartment has its own large, private outdoor space, and the beautiful, enclosed, shared pool sits among olive trees, overlooking the country landscape (85 m from the house). Upon request, it is possible to visit the garden of the main villa, with its ancient interconnecting pools fed by a natural spring and age-old lemon trees. The apartments are furnished in simple, rustic style. Access to the property is via a 250 m unpaved but well-maintained road.
Distances: general stores and bars 300 m away, Cerbaia with all kinds of shops, restaurants and tennis 2 km, San Casciano with all kinds of shops 5,5 km away, Florence (airport) 17 km, San Gimignano 41 km away, Siena 64 km, Castellina in Chianti 72 km away, Pisa (airport) 74 km, Tirrenia (beaches) 85 km, Rome approx. 300 km away.
At guests’ disposal: fenced-in pool (7 x 14 m – depth from 1,4 m to 2,2m – open from 8:00 to 20:00) with outdoor shower (cold water). Each apartment has its own private outdoor space and a barbecue (portable). Laundry with washing machine (€ 3,- / wash), iron and ironing board. WI-FI internet connection available in the apartments as well as in the garden area.
Parking within the grounds.
Extra services to be paid on the spot: Extra single bed available upon request (€ 80,- / week), use of a double sofa-bed in Vasche 1 (€ 120,- / per week), baby bed with linen (€ 50,- / week), high chair (€ 50,- / week). Maid service (€ 12,- / hour). Upon request it is possible to purchase products from the farm.
Please carefully check if there are any extra costs to be paid on site! Le Vasche
- 4
- 14
- 6
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Orietta 1 | 3 | 1 | 1 | ||
| Orietta 2 | 3 | 1 | 1 | ||
| Orietta 3 | 2 | 1 | 1 | ||
| Orietta 4 | 6 | 3 | 2 | ||
| All 4 Accommodations | 14 | 6 | 5 |
Description
Four nice apartments in a farmhouse situated on a large farming estate (30 hectares) with woods, vineyards, horses and “cinta-senese” breeding (kind of pig typical of the area around Siena). This property, offering a total of 4 units, is in quiet and panoramic location and enjoys extensive views over the surrounding landscape. All of the apartments are simply but nicely furnished, in a typical Tuscan style.
The access to the property is via an unpaved road of 2,3 km.
The property, thanks to its spacious interiors and its large exteriors, guarantees a pleasure and safe stay. All the areas, including the swimming pool, are carefully sanitized and sterilized for the health and tranquility of guests.
Distances: Castelnuovo Berardenga with all kinds of shops 10,5 km away, Siena 28 km, Radda in Chianti 40 km, Florence 77 km. Horse-back riding facilities 6 km away.
At guests’ disposal: large well-kept furnished garden, swimming-pool (5,5 x 13,5 m – maximum depth 2,4 m – open from 01/05 to 03/10), solarium (30 square meters) set in panoramic location. Small barbecues. Laundry with washing-machine and dryer (€ 3,- / per washing). WI-FI internet access and computer available (free of charge). Covered parking within the grounds.
Extra Services: Baby bed and high-chair available at € 10,- / per week each (to be paid on the spot). Maid service available by arrangement (€ 12,- / per hour to be paid locally).
Pets are allowed by paying an extra charge of € 10,- / per week (payment on site).
Check-in between 16.30 and 19.30
Please carefully check if there are any extra costs to be paid on site! Podere Orietta
- 4
- 1
- 1
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
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- 4
- 3
Description
Galleria di Brolio is an old stone farmhouse whose origins date back to 1800, located between two of the most important towns of the Valdichiana, Castiglion Fiorentino and Foiano, and which is now part of the owners' farm. You will find the farmhouse just a few kilometres from the two towns and in both, as well as various monuments and sites of artistic interest that are definitely worth a visit, you will have shops, restaurants and all kinds of services. The small historic centres of the villages will be a pleasant destination for your aperitifs or dinners at the restaurant.
The farmhouse takes its name from the Galleria di Brolio, a conduit that is still in operation today and is located on the edge of the olive grove. The conduit is part of the canal built between 1932 and 1940 to improve the flow of water towards the Arno, planned by the engineer Vittorio Fossombroni for the reclamation of the valley at the end of the 18th century.
Galleria di Brolio is situated on the edge of a wood of about 20 hectares of oaks and pines used as a hunting reserve for the repopulation of animals; they live here in the utmost freedom and if you love wildlife you will frequently see hares and pheasants running in the olive grove, the vineyard and even in the house lawn.
On the ground floor there is the apartment where the owners live, as well as a cellar and a shed for the farm's agricultural tools, while the first floor is reserved for you. The furnishings are very nice and comfortable, enriched with local antiques, and blend in perfectly with the old features of the house. Not far away, on the other side of the wood, passes the railway line that connects central Italy with the main cities of the peninsula (Florence, Bologna, Rome, Milan), so it will be easy to move around even without a car.
A few metres from the house, surrounded by silver olive trees, you will find a beautiful swimming pool completely fenced and for your exclusive use (size 11x5 m, depth 1.10-1.40 m - open from 01st May to 30th September), together with a gazebo equipped with garden furniture, which will allow you to shelter from the hot summer sun.
There is also a large pergola supplied with wrought iron furniture for eating outside, equipped with a barbecue and a wood-burning oven, for those evenings when you want to enjoy a pizza or a grill “al fresco”.
The owner, on request, will prepare excellent typical Tuscan dinners and pizzas in the wood-fired oven which, we are told by customers who have stayed at the house, are truly delicious.
Galleria di Brolio
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- 2
- 1
Description
From the village of Castiglion Fiorentino, with its shops and services, following the suggestive road that crosses the entire Val di Chio and climbs the wooded hills and represent the natural border between Tuscany and Umbria, you will arrive at a small cluster of houses set on the slopes of the hill and overlooking a beautiful wooded landscape. The last stretch of road, about 200 m, is unpaved and sloping. La Casa del Nonno is a small, old stone house that is part of this original rural settlement once inhabited by farming families. Here you will find guaranteed peace; lazy summer days by the pool and in the solarium enjoying the sun, without hearing any noise except those of nature.
A careful renovation has brought La Casa del Nonno back to life. Rustic style furniture, old beams on the ceilings, the old fireplace in the living room, give it a warm atmosphere reminiscent of times gone by, when the house and the open fire were the shelter of the farmers after a hard day's work.
The house will be your own little nest, well-finished, comfortable and cosy and will immediately give you the feeling of being welcome.
In front of the house there is an outdoor area arranged on natural terraces connected by steps, completely fenced and equipped with garden furniture, barbecue and a small house with laundry. For your exclusive use there is also a beautiful swimming pool (size 6x4 m, depth 1.20 m - open from 1 May to 30th September), with a panoramic view and equipped with sunbeds, deckchairs and sunshade.
For your open-air dinners in the summer evenings, the owners have organised a special corner on a terrace in the garden, equipped with a wrought iron table and chairs and covered by a large parasol. La Casa del Nonno
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- 34
- 17
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Description
Conveniently located 28 km (17 mi) from Castelnuovo Berardenga, Italy in the tourist area "Siena And Surroundings" and only 10 km (6 mi) from Siena. Holiday home Rocche Di Valiano is a nice stone building that includes pool, WiFi internet and air conditioning. The residence has been designed with a total of nine independent units. The property can sleep up to 34 guests comfortably in 17 bedrooms with 14 bathrooms.
The helpful caretakers live on the estate, in a separate apartment.
What to Expect
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing vacation in Tuscany. After a busy day of visiting museums, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. This property is a multi-unit property which is perfect for a group of friends or acquaintances traveling together that prefer to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each apartment is equipped with its own fully-equipped kitchen for meal preparation.
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: Siena 10 km (6 mi), Greve In Chianti 37 km (23 mi), San Gimignano 43 km (26 mi), Montalcino 53 km (33 mi) and Florence 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 66 km (41 mi), Viareggio 161 km (100 mi), Forte Dei Marmi 168 km (105 mi), Rome 245 km (152 mi), Venice 318 km (197 mi) and Milan 361 km (224 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Rocche Di Valiano. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 16:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 85 km (53 mi), Pisa (psa) 130 km (81 mi), Bologna (blq) 166 km (103 mi), Roma Ciampino (cia) 254 km (158 mi) and Roma Fiumicino (fco) 266 km (165 mi).
Rocche Di Valiano
Casa Angela
Private Villa rental with A/C, private pool, WIFI, TV, balcony, pets allowed, near Cortona
- 8
- 3
- 3
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
Agriturismo la Papessa
Apartment with pool, WIFI, A/C, TV, patio, pets allowed, panoramic view, near Greve In Chianti
- 11
- 60
- 19
- 13
| Accommodation | |||||
|---|---|---|---|---|---|
| Melograno Ap.1 | 2 | 1 | 1 | ||
| Ibisco Ap. 2 | 4 | 1 | 1 | ||
| Iride Ap. 3 | 6 | 2 | 1 | ||
| Azalea Ap. 4 | 6 | 2 | 1 | ||
| Gardenia Ap. 5 | 4 | 1 | 1 | ||
| Rododendro Ap. 6 | 6 | 2 | 1 | ||
| Verbena Ap. 7 | 6 | 1 | 1 | ||
| Camelia Ap. 8 | 4 | 1 | 1 | ||
| Oleandro Ap. 9 | 6 | 2 | 1 | ||
| Robinia Ap. 10 | 8 | 3 | 2 | ||
| Mirtus Ap. 11 | 8 | 3 | 2 | ||
| All 11 Accommodations | 60 | 19 | 13 |
Description
Conveniently located 1 km (3643 ft) from San Donato, Italy in the tourist area "San Gimignano And Surroundings" and only 19 km (12 mi) from Greve In Chianti. Agriturismo La Papessa is a nice stone building with air conditioning, pool and WiFi internet. Agriturismo La Papessa is a country resort having a total of 11 separate units. The property can sleep up to 60 people comfortably.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a lovely clean well-maintained property with views of the hills ideal for a relaxing 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 unwind with your family and friends at the pool for a perfect ending to another day in Tuscany. Also available outside are a patio and barbecue grill. Many people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, such as the pool or garden, but still have their own private living quarters with bedroom and bathroom. In addition, each unit has its own kitchen with plenty of utensils, tableware and cutlery.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 19 km (12 mi), San Gimignano 31 km (19 mi), Florence 34 km (21 mi), Siena 49 km (31 mi) and Montalcino 85 km (53 mi).
Some other major tourist destinations you should consider visiting are: Florence 34 km (21 mi), Viareggio 129 km (80 mi), Forte Dei Marmi 136 km (84 mi), Rome 284 km (176 mi), Venice 285 km (177 mi) and Milan 328 km (204 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Agriturismo La Papessa. If you have a large dog or multiple pets, please ask for permission prior to booking.
Check-In Time: 14:00 - 18:00
Check-Out Time: 09:00 - 10:30
Pool Open: 1 April - 13 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 49 km (31 mi), Pisa (psa) 94 km (58 mi), Bologna (blq) 134 km (83 mi), Genova (goa) 270 km (167 mi) and Venezia (vce) 287 km (179 mi).
Special Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours offered, speak to the owner upon arrival or inquire prior to booking. The cost will vary depending in the individual tour and number of people.
Agriturismo La Papessa
Special Offer for Melograno Ap.1
Book your vacation for the period from 07 April 2026 to 05 June 2026 and save 18% (minimum 3 nights).
Book your vacation for the period from 22 August 2026 to 12 September 2026 and save 12% (minimum 5 nights).
Book your vacation for the period from 12 September 2026 to 30 September 2026 and save 18% (minimum 3 nights).
Book your vacation for the period from 06 October 2026 to 12 October 2026 and save 18% (minimum 3 nights).
Book your vacation for the period from 14 June 2026 to 22 June 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 30 June 2026 to 09 July 2026 and save 12% (minimum 3 nights).
Book your vacation for the period from 14 July 2026 to 01 August 2026 and save 12% (minimum 3 nights).
Apartment:
Ibisco Ap. 2
Iride Ap. 3
Azalea Ap. 4
Gardenia Ap. 5
Rododendro Ap. 6
Verbena Ap. 7
Camelia Ap. 8
Oleandro Ap. 9
Robinia Ap. 10
Mirtus Ap. 11
Collina dei Fiori
Stunning independent holiday villa with WIFI, A/C, private pool, TV and pets allowed, near Arezzo
- 9
- 4
- 3
Description
Collina dei Fiori is the result of a painstaking restructuring of an old country house situated in an extremely panoramic position, waiting for you to spend unforgettable holidays with your family or friends. This beautiful villa is at the top of a hillside covered in age-old olive trees and green woods, where many small roads climb up the steep hills revealing enchanting views at every turn.
In a few minutes’ drive from the house you can easily reach Castiglion Fiorentino, Cortona, Arezzo and Lake Trasimeno, ideal destinations for day trips, to alternate with relaxing days at the swimming pool (size 5x10 m, depth 1,20-2,20 m - open from 01st May to 30th September) and funny tennis and table tennis tournaments. The tennis court is located a few hundred meters from the house and is shared only with the guests of the other two houses VILLA DEGLI OLIVI and VILLA GIOTTO.
Adjacent to the kitchen there is a pergola furnished with table and benches and a barbecue where you can spend your evenings together with family and friends, enjoying grilled meats and sipping a glass of wine. The large enclosed garden offers privacy and security for your family and your four-legged friends (a supplement may be charged for pets). If you want to stretch your legs in the hills around the house there are countless hiking trails, also suitable for children. Collina dei Fiori
Podere i Gigli
Unique private holiday rental with private pool, A/C, WIFI, TV and terrace, near Cortona
- 6
- 3
- 3
Description
Podere I Gigli is a farmhouse just a few steps away from the centre of Castiglion Fiorentino, which you can easily reach on foot in less than 10 minutes when you want to stretch your legs. The railway station, which is 500 metres from the property, is also within easy reach and makes the house particularly suitable for all types of travel should you wish to visit Tuscany and Central Italy without taking a car.
The farm mainly produces cereals, but around the house you can also enjoy the view of vineyards, olive groves and fruit trees. The owners will be happy to let you taste and buy their pure Sangiovese wine, extra virgin olive oil and other products of the farm, proudly handed down from father to daughter.
The house is surrounded by a large, well-kept garden, shaded and filled with flowers and plants. In the relaxation area, furnished with table and chairs, you can comfortably enjoy your meals in the open air. At the back of the house, in a sunny position, there is a swimming pool measuring 4.5x9m, 1.50m deep and completely fenced ( open from 16 May to 30 September) for the safety of your children.
Another corner that we think you will appreciate is the sun terrace on the first floor, where you will find a small lounge with a sun umbrella, table and chairs, ideal for aperitifs in the cool of summer evenings.
There is also a vegetable garden with fresh seasonal vegetables that you can pick daily.
Podere I Gigli is an old stone farmhouse, dating back to the early 1900s, which has recently been renovated and brought back to life while maintaining the structure, which still exudes ancient history and farming traditions. The grit floors and exposed beams have been preserved and together with the rustic furnishings and antiques and local crafts, personally and carefully chosen by the owner, make the house a truly ideal place for your holidays.
The owners who live next door, although discreet, will be a sure reference point for any need you may have. Podere i Gigli
Villa degli Olivi
Private Property with A/C, WIFI, private pool, TV, terrace, pets allowed, near Arezzo
- 14
- 7
- 7
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
Castellina in Chianti 647
Wonderful multi-unit villa with pool, WIFI, A/C, TV, patio and panoramic view
- 3
- 14
- 7
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Cerretino Tettoia 647.1 | 4 | 2 | 1 | ||
| Cerretino Vigna 647.2 | 4 | 2 | 2 | ||
| Cerretino Oliveto 647.3 | 6 | 3 | 3 | ||
| All 3 Accommodations | 14 | 7 | 6 |
Description
Property Summary
Cerretino is a cozy, rustic country house surrounded by fields and vineyards in Castellina In Chianti, Italy. It offers amenities including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan. The property comprises three houses in a residence, situated just 1 km from the center of Castellina in Chianti, in a sunny position, 200 m from the forest edge, and amidst the countryside.
Outdoors
The property boasts a shared natural state area, a swimming pool (6 x 12 m, depth 100 - 180 cm, seasonal availability: 15th May - 15th October), an outdoor shower, patio, terrace, and garden furniture. The pool maintenance is handled by the owner or gardener. Access to the house is via a 300 m long, very bumpy, and narrow motor road, with parking available at the house.
Other Information
Nearby amenities include a shop, grocery, supermarket, restaurant, bar, bakery, and pedestrian zone within 1 km. The bus stop "SR 222" is 200 m away, while the railway station "Castellina Scalo" is 11 km away. The sandy beach "Cecina Mare" is 88 km away, and the thermal baths "Rapolano Terme" are 50 km from the property. Walking paths are accessible from the house at a distance of 200 m. Baby equipment is included in the holiday rental.
Distances and Attractions
Nearby attractions include Panzano in Chianti (13 km), Greve in Chianti (20 km), Gaiole in Chianti (20 km), Siena (26 km), San Gimignano (42 km), and Firenze (50 km). Castellina in Chianti 647
Special Offer for Cerretino Tettoia 647.1
Apartment:
Cerretino Vigna 647.2
Cerretino Oliveto 647.3
Last-Minute Offer for Cerretino Tettoia 647.1
Other apartments with last-minute offers:
Cerretino Vigna 647.2
Cerretino Oliveto 647.3
- 3
- 24
- 12
- 6
| Accommodation | |||
|---|---|---|---|
| Reggine 604.3 | 12 | 6 | 3 |
Description
Property Summary: The Reggine vinyard is a renovated 18th-century property that offers a cozy vacation rental surrounded by meadows and fields. Located just 3 kilometers from the center of Panzano and 10 kilometers from the center of Greve in Chianti, this secluded property boasts an elevated position with stunning views of the countryside. You can enjoy amenities such as a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan.
Outdoors: The Reggine vinyard features a shared property with a lawn, orchard, and a seasonal swimming pool measuring 12 x 6 meters. Outdoor amenities include a shower, pergola, terrace, garden furniture, and a barbecue. Pool maintenance is provided by the owner/gardener.
Other Information: Access to the property is via motor (2.4 kilometers via unmade road), and parking is available on the premises. The owner uses some rooms in the house, and all houses/apartments on the property are individually designed and furnished. Baby equipment is included, and groups of teenagers are allowed on request only. Don't forget to inquire about the local sale of farm products during your stay!
Distances and Attractions: The property is conveniently situated 40 kilometers from the center of Florence. Nearby amenities include a shop, grocery, and restaurant (3 kilometers away), a supermarket (10 kilometers away), and an indoor swimming pool (21 kilometers away). For golf enthusiasts, an 18-hole course is located 25 kilometers away. Nearby attractions include Radda in Chianti (15 kilometers), Siena (40 kilometers), and San Gimignano (40 kilometers). A car is recommended for this property. Panzano 604
Special Offer for Reggine 604.3
Last-Minute Offer for Reggine 604.3
Castellina in Chianti 625
Cosy apartment with WIFI, A/C, pool, TV, patio, pets allowed and panoramic view
- 4
- 14
- 7
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| La Foresta 625.1 | 2 | 1 | 1 | ||
| La Foresta 625.2 | 2 | 1 | 1 | ||
| La Foresta 625.3 | 6 | 3 | 2 | ||
| La Foresta 625.4 | 4 | 2 | 1 | ||
| All 4 Accommodations | 14 | 7 | 5 |
Description
Property Summary
Agriturismo "La Foresta" is a charming vacation rental situated in the picturesque region of Castellina In Chianti, Italy, surrounded by fields and vineyards. The property comprises 4 apartments in the residence, located 10 km from the centre of Castellina in Chianti and 12 km from the centre of Siena, offering a quiet, sunny position in the countryside. You will enjoy access to a fenced swimming pool measuring 6 x 14 m with seasonal availability from 01.May. - 15.Oct., maintained by the owner/gardener. The property features a spacious yard with plants and trees, meadow areas, and outdoor amenities including an outdoor shower, patio, terrace, and garden furniture. Internet Wifi connectivity ensures you remain connected during your stay. Roofed parking is conveniently available at the house, and the property is accessed via a 2 km long bumpy motor access road. An installment plan may be available for your booking convenience. The residence includes a reception area and a washing machine for shared use among guests. Baby equipment is included, and you may purchase farm products locally. Please note that all houses/apartments are individually designed and furnished.
Outdoors
The outdoor spaces at La Foresta provide excellent opportunities for relaxation and recreation in the Tuscan countryside. For shared use, you will find an extensive property featuring plants and trees throughout the meadow areas. The fenced swimming pool, measuring 6 x 14 m, offers refreshing enjoyment with seasonal availability from 01.May. - 15.Oct., with regular pool maintenance performed by the owner/gardener. An outdoor shower is conveniently located near the pool area. The terrace and patio spaces are equipped with garden furniture, creating ideal settings for outdoor dining and relaxation. A barbecue is available for preparing meals while enjoying the surrounding views of fields and vineyards that characterize this quiet, sunny position in the countryside.
Other Information
Access to the property requires traveling along a 2 km long bumpy motor access, and a car is recommended for your stay. Roofed parking is provided at the house for your convenience. Within the residence, you will find a reception area and a washing machine available for shared use. Baby equipment is included with your accommodation. The property offers local sale of farm products, allowing you to experience authentic Tuscan agricultural offerings. Please note that all houses/apartments within the residence are individually designed and furnished, ensuring each unit has its own unique character and style.
Distances and Attractions
The location provides convenient access to essential services and fascinating nearby attractions in the Chianti region. A shop, grocery, and supermarket are all located 6 km from the property, while a restaurant can be found just 2 km away. The bus stop "Via Chiantigiana" is situated 2 km from La Foresta, and the railway station "Siena" is 12 km away. Among the nearby attractions, you will find Siena at 12 km, Greve in Chianti at 20 km, San Gimignano at 25 km, and Firenze at 65 km, offering numerous opportunities for cultural exploration and sightseeing throughout your stay in Castellina In Chianti, Italy. Castellina in Chianti 625
Special Offer for La Foresta 625.1
Apartment:
La Foresta 625.2
La Foresta 625.3
La Foresta 625.4
Last-Minute Offer for La Foresta 625.1
Other apartments with last-minute offers:
La Foresta 625.2
La Foresta 625.3
La Foresta 625.4
- 3
- 10
- 3
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Il Susino | 2 | 1 | 1 | ||
| Il Ciliegio | 4 | 1 | 1 | ||
| Il Pesco | 4 | 1 | 1 | ||
| All 3 Accommodations | 10 | 3 | 3 |
Description
Pozzonovo is an old farmhouse divided into 3 comfortable apartments and is the result of the skilful and careful renovation of a stone building. The three units have independent entrances and in the garden their own area equipped with a table, chairs, sun umbrella and barbecue, perfect for enjoying your meals in the open air.
You will find the farmhouse immersed in the Valdichiana countryside and, at the same time, close to the village of Castiglion Fiorentino, which can be easily reached on foot with a walk of about 1.5 km. From the railway station in Castiglion Fiorentino it will be easy to travel by train for day trips to Florence, Rome and other interesting cities in central Italy.
We advise you to immerse yourself in the life of the small village, its shops, bars and restaurants; you will get a glimpse of country life that still harks back to ancient traditions and customs.
The stone walls, wooden and brick ceilings and simple but comfortable furnishings give the apartments a special charm. You will immediately feel at home, welcomed by a warm atmosphere and by Mrs Rita, the owner, who is always ready to assist her guests in times of need.
Together with the owner, you will be able to make use of the large outdoor area, a cool, large 6 x 12 m swimming pool (depth 0.90-1.40 m - open from 01 May to 30 September) located in front of the house, the badminton court, table tennis and bowling green.
Internet access available only in the garden. Pozzonovo
