Radda in Chianti Vacation Villa Rentals
Results 361 - 380 of 697
Podere della Crocchia
Fabulous private holiday rental with private pool, WIFI, TV and pets allowed, near Arezzo
- 8
- 3
- 2
Description
Podere della Crocchia, a beautiful old stone villa in a very panoramic position, is immersed in a rural environment that embodies all the characteristics of typical Tuscan landscapes. Looking out over the valley you will see endless expanses of cereal, corn and sunflower fields, which blend in harmony with the high hills. The ancient villages, manor houses and farmhouses surrounded by vineyards and olive groves will immerse you in a dreamlike atmosphere. The owners themselves, Luca and Patrizia, in addition to excellent organic extra virgin olive oil, wine and other fine goods, also produce a natural food supplement based on olive leaf extract.
The villa is a combination of old, modern and hospitality: stylish furnishings and all the necessary comforts and facilities. In the cool pergola, in front of the kitchen, equipped with wooden furniture and barbecue, you can relax and dine al fresco. If you are looking for a villa with hotel services, Podere della Crocchia is the right place for you. Our guests are enthusiastic about the extras offered by the very friendly owners (starter pack of detergents, tea, coffee, sugar), fresh vegetables, homemade cakes, welcome drink... and consider them one of the bonuses of the villa.
In the wide garden you can spend your leisure days thanks to the beautiful private swimming pool (size mt. 6x12, depth mt. 1.20-1.80 - open from 01st April to 30th September), with comfortable wooden sunbeds, table tennis and games for children. In the surrounding area there are many paths suitable for cycling or trekking, with children as well, in the wonderful Tuscan landscape.
Possibility of dog sitter (on request and on payment). Podere della Crocchia
Villa Crispinino
Independent Villa with WIFI, A/C, private pool, patio, pets allowed, panoramic view, close to Arezzo
- 9
- 4
- 4
Description
This is an independent villa boasting beautiful views and its own swimming pool. Its dominating position, overlooking the Val di Chiana, is not far from the town of Civitella.
The villa itself has been recently refurbished however, it still holds its original character such as terracotta floors, wooden beams and stone arches.
Outside there is a large terrace and a large garden, both offering privacy and somewhere to relax in the open air. The property is surrounded by fencing.
Villa Crispinino is perfectly positioned for anyone hoping to visit Tuscany’s famous sites. About 20 km from the property, in the town of Arezzo, you can catch a train to destinations such as Rome, Florence, Orvieto and Siena.
Access to the property is via a dirt road (in great condition).
Distances: The nearby town of Civitella (4 km) can offer you food shops while Battifolle (10 km) can offer a large selection of shops. Arezzo lies 20 km away and slightly further afield are the cities of Siena (50 km), Florence (80 km), Assisi and Perugia (90 km).
Available to guests: Large, well-kept and furnished garden, swimming pool reserved exclusively for guests (10 x 5 m - depth 1.4 m) and barbecue.
The rental has free WI-FI and a Play Station.
Parking available on the grounds of the property.
Extra Services: Upon request, two children’s cots are available at no extra charge.
Please carefully check if there are any extra costs to be paid on site! Villa Crispinino
Book your vacation for the period from 04 April 2026 to 30 May 2026 and save 10% (minimum 7 nights).
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Villa Tresanti
Private Vacation home with hot tub, A/C, WIFI, private pool, TV, patio, close to San Gimignano
- 12
- 5
- 6
Description
Villa Tresanti is a beautiful property (420 sq m) with air conditioning, private pool and WiFi internet. The property can sleep up to 12 guests comfortably in five bedrooms with six bathrooms. Villa Tresanti is located 1 km (4276 ft) from Tresanti, Italy and only 21 km (13 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings".
The Experience
When you arrive at Villa Tresanti you’ll find a nice clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. For your pleasure you will find a private pool where you can unwind while enjoying a nice cold beverage after a hectic day of sightseeing. Also available outdoors are a patio, playground and hot tub. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people.
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: San Gimignano 21 km (13 mi), Florence 37 km (23 mi), Greve In Chianti 39 km (24 mi), Siena 56 km (35 mi) and Pisa 73 km (45 mi).
Some other major tourist destinations you should consider visiting are: Florence 37 km (23 mi), Viareggio 102 km (63 mi), Forte Dei Marmi 105 km (65 mi), Rome 291 km (181 mi), Venice 279 km (173 mi) and Milan 324 km (201 mi).
Additional Information
Check-In Time: 16:00 - 19:00
Check-Out Time: 09:00 - 11:00
Pool Open: 1 April - 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) 39 km (24 mi), Pisa (psa) 74 km (46 mi), Bologna (blq) 131 km (81 mi), Genova (goa) 236 km (147 mi) and Venezia (vce) 285 km (177 mi).
More 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 fun way to spend time with friends and family while discovering the secrets vital to prepare sumptuous Tuscan meals when you return home. For more details and the supplemental cost, please contact us.
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer advice for the various courses and the wine. Inquire for more details and the additional costs.
Tours - Custom tours can be scheduled by the owner for your group. For more details about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your holiday with maid service. This service can be arranged by the owner. Ask for more details about the additional cost.
Pre-Stocked Fridge - If you'd like to have the fridge and pantry stocked before you check-in that is possible at Villa Tresanti. Inquire for more details, including the additional cost and how to arrange this service.
Villa Bellavista
- 8
- 4
- 2
Description
Independent house with private swimming pool located in a very scenic area in Valdichiana and surrounded by the countryside of Arezzo. Hectares of woodlands that circle the property ensure maximum privacy and a closeness with nature. The interior is in a rustic style. Outside, the guests can enjoy a private garden and a beautiful swimming pool with a great view and wooden solarium furnished with tables and chairs. Beside the swimming pool there is also a hot tub to enjoy.
This is an ideal set-up for those looking to spend a holiday in absolute tranquility.
The house is accessed via a stretch of roughly 4km of dirt road which is not adapted to low-lying/sports cars.
Distances: Civitella della Chiana with food stores and restaurants - 6 km, Battifolle with a wide variety of shops - roughly 15 km, Arezzo (train station) - 25 km, Monte San Savino - 25 km, Siena – roughly 75 km, Florence (airport) - 80 km, Perugia - 100 km.
Available: outdoor private and furnished area with tables, chairs and sun umbrellas, swimming pool reserved for the exclusive use of guests (9 x 3 m - depth 1,1 m – open from 01/04 to 15/10), outdoor shower with hot water (solar heated), barbecue, wood-burning pizza oven.
Onsite parking.
Please carefully check if there are any extra costs to be paid on site! Civitella
- 16
- 8
- 4
Description
La Quiete is a very old farmhouse that preserves intact the characteristics of the rural architecture. The villa is lovingly preserved by its owners, and if you are lucky enough to stay here, its wooden ceilings, ancient brick arches, Tuscan terracotta floors and elegant furnishings will welcome you into a very special charm, made of old, simple and essential things. At La Quiete you will feel at home, in a warm and cosy atmosphere.
The villa is located at the foot of the first wooded hills, which mark the border between Valdichiana and Valdarno, from here you can make even daily excursions, towards the two valleys, dotted with small villages nestled in the Tuscan countryside. In Monte San Savino, which is just a few kilometres away, it will be pleasant to spend evenings out, dining in typical restaurants or enjoying an aperitif sitting at tables in the colourful cobbled streets.
From the windows of the villa you can admire the imposing Castello di Civitella with its characteristic 'Torre Spaccata'. We absolutely recommend a visit to this small village, a real jewel of the Valdichiana, with its ancient cistern, panoramic square and medieval buildings.
La Quiete, in our opinion, is perfectly suited for your holidays with children, or in the company of large groups of friends. Around the house you will find a large green area equipped with outdoor furniture, barbecue, table tennis, table football, children's games, volleyball court and five-a-side football pitch. A splendid swimming pool (size 6x12 m, depth 1.10-2.00 m - open from 01st May to 30th September) will brighten your summer days, and the large furnished portico outside will be the setting for your breakfasts, lunches and dinners in the open air. La Quiete
Le Terrazze
Pretty private holiday villa with hot tub, WIFI, private pool, TV, patio and pets allowed
- 6
- 3
- 3
Description
Property Summary
Le Terrazze is a charming rustic house with two storeys, terraced and located just 4 kilometers away from the center of Monte San Savino and 5 kilometers away from the center of Civitella Val di Chiana in Italy. It boasts a beautiful garden with a lawn and trees, as well as a large seasonal swimming pool measuring 12 x 5 meters. Guests can enjoy internet access, parking on the premises, and the option for breakfast and half board meals for an additional fee. The vacation rental also offers a pre-arrival grocery service for added convenience.
Outdoors
The property is situated on a massive 2-hectare lot that features a natural pond for shared use. The private property is fenced and covers an area of 600 square meters. Guests can enjoy the outdoor shower, table tennis, arbour, and garden furniture in the spacious outdoor area.
Other Information
The nearest shop, restaurant, and bar are all just 600 meters away, while the railway station "Albergo" is only 1 kilometer away. For those interested in horseback riding, a riding stable is located just 700 meters from the property. Farm products are available for local sale, and a permit is required for fishing, with an additional fee. The owner of the property lives on the same lot, and there are animals in the neighborhood.
Distances and Attractions
Nearby attractions include Arezzo, which is just 15 kilometers away, Montepulciano, located 40 kilometers away, and well-known lakes such as Trasimeno, easily accessible at just 50 kilometers away. Additionally, a lovely lake is situated just 500 meters away from the property. Le Terrazze
Il Borgo di Gebbia
Private Holiday home with private pool, WIFI, TV, terrace, panoramic view, close to Arezzo
- 10
- 5
- 6
Description
Property Summary
Il Borgo di Gebbia is a charming country house located in Civitella In Val Di Chiana, Italy. Renovated in 2014, it offers a tranquil and private holiday rental getaway. The property spans over 2 hectares and features an above-ground swimming pool, internet WiFi, and parking facilities, providing you with a comfortable and enjoyable vacation experience.
Outdoors
The country house boasts a fenced, above-ground swimming pool, measuring 7 x 4 meters with a depth of 120 cm, available seasonally from May to September. The property is perched atop a hill, offering breathtaking views of the Val Di Chiana countryside and a serene outdoor environment.
Other Information
Weekly room cleaning is provided, and for an additional fee, a cook can be arranged upon request. Breakfast service is also available for an extra charge. Guests can park their vehicles on the premises and have access to nearby amenities, including shops, supermarkets, and restaurants within close proximity.
Distances and Attractions
Il Borgo di Gebbia is conveniently located, with Civitella in Val di Chiana just 3.5 km away, Arezzo 23 km away, and Siena 52 km away. Nearby attractions include the thermal baths of Rapolano Terme (44 km), Castiglion del Lago bathing lake (69 km), an 18-hole golf course (23 km), tennis courts (14 km), and horseback riding opportunities (6 km). Additionally, Castelnuovo Berardenga (36 km), Cortona (42 km), Gaiole in Chianti (63 km), Montepulciano (63 km), Pienza (63 km), and Florence (84 km) are all within driving distance, offering guests a wealth of cultural and recreational activities. Il Borgo di Gebbia
Casale Il Giglio
Beautiful private house with private pool, WIFI, TV, pets allowed and panoramic view
- 10
- 5
- 5
Description
Property Summary
Civitella In Val Di Chiana, Italy is home to a charming cottage that has recently undergone renovations. Divided into two spacious parts, each with its own private garden spanning 400 square meters, this property offers a peaceful retreat surrounded by a large fenced garden shared with the owner's nearby residence. The cottage boasts well-maintained interiors, featuring terracotta and parquet flooring, beamed ceilings, stone archways, and bedrooms equipped with ceiling fans and wrought iron beds. A highlight is the refreshing swimming pool, complemented by an outdoor hot water shower, offering stunning views of the sunflower fields that characterize the Tuscan landscape. Additionally, guests can enjoy private gated access and a video entry phone for added security and convenience during their vacation rental stay.
Outdoors
The outdoor spaces of this property are truly remarkable. Guests can indulge in a refreshing swim in the stunning swimming pool, complete with an outdoor hot water shower while taking in the breathtaking views of the sunflower fields, a quintessential part of the Tuscan landscape. As the sun sets, the famous Gargonza castle provides a picturesque backdrop. The property also features a spacious, fenced garden of 800 square meters, providing ample space for outdoor activities and relaxation. The uniquely shaped pool is surrounded by various amenities, including an outdoor shower, table tennis, boules, and comfortable garden furniture, ensuring a delightful holiday rental experience.
Other Information
The charming working farm "Casale il Giglio" offers a cozy and authentic experience for guests. Renovated in 2004, this property is conveniently located just 5 kilometers from the center of Monte San Savino. Guests can enjoy a range of amenities during their stay, including WiFi, table football, and bicycles (4). Heating is available for an additional fee from November 1st to April 15th. The property is well-suited for families and seniors, and the owner resides on the same premises.
Distances and Attractions
The property's prime location offers easy access to numerous attractions in the surrounding areas. Lucignano is just 12 kilometers away, while Rapolano Terme is 28 kilometers from the property. Cortona (32 km), Montepulciano (37 km), and Gaiole in Chianti (45 km) are also within convenient driving distances. Guests should note that having a car is recommended to fully explore the region's charms during their vacation rental stay. With its proximity to renowned destinations, this property provides an ideal base for discovering the rich cultural heritage and natural beauty of Tuscany. Casale Il Giglio
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- 4
- 3
Description
Property Summary
Casa Clotilde is a charming, renovated country house located in the tranquil countryside just 4 km from the center of Monte San Savino and 5 km from the center of Civitella In Val Di Chiana, Italy. This vacation rental features a private, fenced garden of 350 m2 with a lawn and trees, as well as a large swimming pool (13 x 7 m) available from 09.Apr. to 30.Sep. with a depth of 120 - 180 cm, ideal for both adults and children. Guests can enjoy internet access and central heating system within the house.
Outdoors
The property boasts a private, fenced garden of 350 m2 with a lawn and trees, as well as a large swimming pool (13 x 7 m) that is available from 09.Apr. to 30.Sep. The pool has a depth of 120 - 180 cm, making it ideal for both adults and children. The garden also features an outdoor shower, volleyball court, arbour, garden furniture and a barbecue, providing plenty of opportunities for outdoor activities and relaxation.
Other Information
Breakfast and half board are available upon request at an extra cost, as well as a pre-arrival grocery service. The property also has a roofed parking area for two cars. For those who enjoy fishing, a permit is required and the property offers the option of purchasing local farm products.
Distances and Attractions
Nearby attractions include the beautiful city of Arezzo, situated only 15 km away, and the picturesque town of Montepulciano, which can be reached in 40 km. There is also an equestrian center in Arezzo, just 10 km away, making it a convenient location for those interested in horseback riding. Casa Clotilde
Martini
Unique private villa rental with private pool, WIFI, TV, patio and panoramic view
- 12
- 6
- 7
Description
Property Summary
Villa Martini is an independent villa located in the charming village of Gargonza, Italy, boasting a rich history as it was originally owned by the Church until 1350 before being sold to a noble Florentine family. This elegant vacation rental sits in a splendid panoramic position at 350 meters above sea level, immersed in the peace and tranquillity of the green Mugello valley on the southern slopes of the Apennines. The estate encompasses 230 hectares of farmland, mostly devoted to the cultivation of wheat and cereals, alternating with chestnut woods and fields. The historical building has been recently renovated while preserving original elements including beamed ceilings in some rooms and warm Tuscan terracotta-tiled floors. The rooms are furnished with period furniture and decorated with valuable paintings and prints, while balconies and windows offer lovely views of the valley below. You will enjoy exclusive use of the pleasant outdoor areas and a beautiful swimming pool measuring 6.5 x 15 meters. The property features comprehensive amenities including internet wifi for your connectivity needs, convenient parking facilities, a spacious yard surrounding the villa, and the stunning swimming pool for your relaxation and enjoyment. Behind the villa and pool area, partly separated by a laurel hedge, stands a farmhouse divided into 3 apartments where the caretaker resides in one with a separate entrance, while the other 2 are mostly rented long term with independent access, ensuring your privacy is fully guaranteed.
Outdoors
You will have exclusive access to the extensive outdoor spaces surrounding Villa Martini, including the magnificent swimming pool that measures 6.5 x 15 meters and is located 200 meters from the main house. The poolside area is thoughtfully furnished with comfortable sun loungers and sunshades where you can relax and soak up the Tuscan sunshine. A portico adjacent to the villa provides an ideal setting for al fresco dining, furnished with a table and chairs where you can enjoy meals while taking in the panoramic views of the Mugello valley. The expansive park features a chapel and a grove of century-old trees that add to the historical charm and natural beauty of the estate. The outdoor areas are designed to provide you with peaceful spaces to unwind, surrounded by 230 hectares of farmland with wheat and cereal cultivation alternating with chestnut woods and fields. The laurel hedge provides a natural separation between the villa grounds and the farmhouse apartments, ensuring a sense of seclusion and tranquillity during your stay.
Other Information
The villa serves as ideal accommodation for diverse interests and preferences. History and art enthusiasts can explore the magnificent Medicean villas and Romanesque churches located in the surrounding neighbourhood. Sports fans have excellent opportunities for outdoor activities including hiking, mountain biking, and horse riding along the extensive pathways stretching around the estate, or can engage in water sports at the nearby lake of Bilancino. Shopping enthusiasts will appreciate the proximity to Barberino Outlet Village, situated just a few kilometres from the property. The caretaker resides in one of the farmhouse apartments with a separate entrance, while the other 2 apartments have independent access and are primarily rented for long-term stays, ensuring your privacy remains undisturbed throughout your visit.
Distances and Attractions
Villa Martini enjoys an excellent location in Gargonza, Italy, providing convenient access to essential services and major Tuscan destinations. The nearby town of Vicchio, located just 4 kilometers from the villa, offers supermarkets, cafes, restaurants, banks, chemists, and a post office for your daily needs. Vicchio also features both a bus station and a railway station with regular services to Florence. The property serves as an excellent starting point for exploring the region's renowned cities and attractions. Barberino di Mugello is 30 kilometers away, while the magnificent city of Florence lies 45 kilometers from the villa. You can easily reach Arezzo at 70 kilometers, Siena at 100 kilometers, Lucca at 90 kilometers, and Pisa at 90 kilometers, all within comfortable driving distance. Florence airport is conveniently located 50 kilometers from the property, making your arrival and departure straightforward and accessible. Martini
Monte San Savino 880
Multi-unit holiday villa with WIFI, pool, TV, terrace, pets allowed, panoramic view, close to Arezzo
- 2
- 10
- 5
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Casale Il Giglio 880.1 | 6 | 3 | 3 | ||
| Casale Il Giglio 880.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 10 | 5 | 5 |
Description
Civitella In Val Di Chiana, Italy
Property Summary
Casale il Giglio is a recently renovated, cozy holiday rental cottage that is perfect for families and seniors. The property is divided into two spacious parts, each with its private garden of 400 m2. You will enjoy amenities such as a swimming pool, yard, internet WiFi, parking, and the option of an installment plan. The interiors are well-kept, featuring terracotta and parquet flooring, beamed ceilings, stone archways, and bedrooms with ceiling fans and wrought iron beds.
Outdoors
You will have access to a shared 11 x 5 m swimming pool with a salt-electrolysis pool-cleaning system, an unconventional pool shape, and an outdoor hot water shower. Enjoy outdoor activities such as table tennis and boccia in the private, fenced garden with garden furniture. The complex also offers table football, bicycles, and WiFi access for guests.
Other Information
The property is located on a working farm known as "Casale il Giglio," which was renovated in 2004. The owner lives on the same property, and there is another house available for rent within the complex. Heating is available between November 1 and April 15 and is to be paid on-site. A car is recommended when staying at this property.
Distances and Attractions
The property is located 5 km from the center of Monte San Savino, 19 km from the center of Arezzo, and 30 km from the center of Terme di Rapolano. Nearby attractions include the famous Gargonza Castle, where you can witness breathtaking sunsets over the Tuscan landscape. Siena is 50 km away, Florence is 60 km away, and Rome is approximately 2 hours away by car. The nearest shop, restaurant, café, and Monte San Savino railway station are all 5 km away, and there is a riding stable located 10 km from the property. Monte San Savino 880
Last-Minute Offer for Casale Il Giglio 880.1
Other apartments with last-minute offers:
Casale Il Giglio 880.2
Gli Appartamenti di Manuela
Cosy flat with WIFI, pool, TV, patio and panoramic view, close to San Gimignano
- 3
- 16
- 8
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Casa Verbena | 6 | 3 | 1 | ||
| Casa Gelsomino | 5 | 2 | 1 | ||
| Casa Titta | 5 | 3 | 1 | ||
| All 3 Accommodations | 16 | 8 | 3 |
Description
Holiday home Gli Appartamenti Di Manuela is a nice property that includes pool and WiFi internet. The apartment / condo has a total of three private apartments. The property can sleep up to 16 people comfortably in eight bedrooms with three bathrooms. Conveniently located in the centre of Castel San Gimignano, Italy in the tourist area "San Gimignano And Surroundings" and only 15 km (9 mi) from San Gimignano. If you enjoy a round of golf while on holiday, then you will be happy to know there is a golf course nearby.
What to Expect
After arriving you’ll find a nice clean well-maintained property ideal for a relaxing vacation in Tuscany. Regardless of how you spend your days - visiting museums, sightseeing, 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. For your pleasure, on the grounds there is a barbecue grill and patio. Each unit has its own private living area with a kitchen with plenty of utensils, tableware and cutlery, a bedroom and bathroom. A lot of people traveling with friends prefer a multi-unit holiday home where they can spend time together in the common areas, like the pool or garden, but still have their own private living quarters.
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: San Gimignano 15 km (9 mi), Siena 37 km (23 mi), Greve In Chianti 54 km (33 mi), Florence 61 km (38 mi) and Pisa 76 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 61 km (38 mi), Viareggio 105 km (65 mi), Forte Dei Marmi 117 km (73 mi), Rome 275 km (171 mi), Venice 312 km (194 mi) and Milan 355 km (221 mi).
Additional Information
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) 76 km (47 mi), Pisa (psa) 78 km (48 mi), Bologna (blq) 163 km (101 mi), Genova (goa) 251 km (156 mi) and Roma Ciampino (cia) 285 km (177 mi).
La Casina Di Manu
Castelfiorentino 649
Wonderful multi-unit property with pool, WIFI, TV, patio, pets allowed and panoramic view
- 4
- 24
- 7
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Casolare Bretulla 649.1 | 4 | 1 | 1 | ||
| Casolare Bretulla 649.2 | 6 | 2 | 1 | ||
| Casolare Bretulla 649.3 | 10 | 3 | 2 | ||
| Casolare Bretulla 649.4 | 4 | 1 | 1 | ||
| All 4 Accommodations | 24 | 7 | 5 |
Description
Property Summary
Casolare Bretulla is a charming country house located in a serene location surrounded by fields and trees in Montespertoli, Italy. It offers a vacation rental option with modern amenities such as a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan. The property consists of three separate apartments spread across 10,000 square meters of fenced land, ensuring utmost privacy for guests.
Outdoors
The garden boasts beautiful plants and trees, while the meadow provides ample space for outdoor activities. The highlight of the property is the large swimming pool measuring 12 x 6 meters with a depth of 120-150 cm, available from May 10th to October 5th. Guests can take a refreshing dip in the pool or relax on the sun loungers while enjoying the sunny weather. An outdoor shower and a barbecue area with a barbecue house are also available for outdoor dining experiences. The pool maintenance is taken care of by the owner/gardener.
Other Information
Casolare Bretulla offers modern amenities such as WiFi and a washing machine (extra) for shared use. The property is accessible via a 1.2 km long motor access, although the road is unmade. There is a roofed parking area on the premises. The residence has electric gates, and the owner lives on the same property with a dog. All apartments/houses are individually designed and furnished, giving a unique character to each of them.
Distances and Attractions
The property is situated 6.5 km from Castelfiorentino and 8 km from Certaldo, making it an ideal vacation rental for those who want to experience Tuscan countryside living while still being near the village. Nearby attractions include San Gimignano, Volterra, Siena, and Pisa, making it an ideal base for exploring Tuscany. The property is suitable for families with children, and baby equipment is provided. However, groups of teenagers are accepted only on request. Castelfiorentino 649
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- 159
- 68
- 56
| Accommodation | |||||
|---|---|---|---|---|---|
| Villa Acciaioli | 8 | 4 | 3 | ||
| Montegufoni 3 | 5 | 2 | 1 | ||
| Montegufoni 10 | 2 | 1 | 1 | ||
| Montegufoni 11 | 3 | 1 | 1 | ||
| Montegufoni 13 | 4 | 1 | 1 | ||
| Montegufoni 17 | 4 | 1 | 1 | ||
| Montegufoni 18 | 5 | 2 | 1 | ||
| Montegufoni 22 | 2 | 1 | 1 | ||
| Montegufoni 23 | 6 | 3 | 1 | ||
| Montegufoni 27 | 5 | 2 | 1 | ||
| Montegufoni 28 | 3 | 1 | 1 | ||
| Montegufoni 29 | 3 | 2 | 1 | ||
| Montegufoni 30 | 4 | 2 | 2 | ||
| Torre | 2 | 1 | 1 | ||
| Torre 2 | 2 | 1 | 1 | ||
| Acciaioli 1Bis | 6 | 3 | 3 | ||
| Acciaioli 4 | 5 | 2 | 2 | ||
| Acciaioli 14 | 6 | 3 | 3 | ||
| Acciaioli 3 | 2 | 1 | 2 | ||
| Tiglio | 5 | 2 | 2 | ||
| Tettoia | 4 | 2 | 2 | ||
| Guardiano | 3 | 1 | 1 | ||
| Bellavista | 2 | 1 | 1 | ||
| Giardino | 4 | 1 | 1 | ||
| Fattoressa | 4 | 1 | 1 | ||
| Camino | 2 | 1 | 1 | ||
| Segretario | 5 | 2 | 1 | ||
| Tramonto | 4 | 2 | 2 | ||
| Archi | 4 | 1 | 1 | ||
| Forno | 4 | 2 | 1 | ||
| Montegufoni 19B | 5 | 3 | 2 | ||
| Cappella | 3 | 1 | 1 | ||
| Bastione | 2 | 1 | 1 | ||
| Galleria | 9 | 4 | 3 | ||
| La Grotta | 5 | 2 | 2 | ||
| Cardinale | 6 | 3 | 2 | ||
| Teatro | 3 | 1 | 1 | ||
| Montegufoni 7 | 4 | 1 | 1 | ||
| Cupola | 4 | 2 | 1 | ||
| All 39 Accommodations | 159 | 68 | 56 |
Description
Castello di Montegufoni is an exclusive location to spend wonderful holidays in the heart of Chianti Region.
Dating back to the 12th century and restored in the 17th century by the noble family of Acciaioli, the Castle has a magnificent tower built on the model of the one of Palazzo Vecchio in Florence.
Montegufoni Castle is part of a large estate comprising vineyards and olive trees and is surrounded by the beautiful Chianti landscape. In the castle there are 39 apartments and a large garden with a nice swimming pool: the perfect spot to relax and have fun with your family and friends.
The Chianti Region is one of the most renowned charming area in Italy for its cultural, historical and enogastronomic traditions. This luxurious Castle offers to our guests incredible holiday experiences (on request) such as cooking lessons, event location, guided tours and more!
Distances from the villa: the small village of Montagnana V.P. with food shops 1 km, Montespertoli with all kinds of shops approx. 5 km, Florence 20 km, Pisa approx. 70 km.
A bus stop with busses to Florence is only a few meters from the castle away. Bikes and scooters for rent are available in Montespertoli.
At guests’ disposal: large and very charming terraced park furnished with garden furniture and table tennis, beautiful Italian gardens (dating back to the 18th century) with lemon trees and swimming-pool (12 x 6 m - open from 01/04 to 31/10). Reception open from 9.00 to 12.30 and from 14.30 to 18.30. The outbuildings of the castle as well were restored and turned into charming apartments. The castle is run by the Posarelli family. A nice restaurant offering nice recipes of the local Chianti tradition is open every night (from April to October except on Tuesdays). Laundry with shared washing-machine (€ 4,- / per washing). WI-FI internet connection available in some apartment, in the reception and restaurant area.
Extra services: on request possibility of renting a baby bed (€ 50,- / per week) and an extra bed (€ 100,- / per week) both payable locally.
Please carefully check if there are any extra costs to be paid on site! Montegufoni
Last-Minute Offer for Villa Acciaioli
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Montegufoni 3
Montegufoni 10
Montegufoni 11
Montegufoni 13
Montegufoni 17
Montegufoni 18
Montegufoni 22
Montegufoni 23
Montegufoni 27
Montegufoni 28
Montegufoni 29
Montegufoni 30
Torre
Torre 2
Acciaioli 1Bis
Acciaioli 4
Acciaioli 14
Acciaioli 3
Tiglio
Tettoia
Guardiano
Bellavista
Giardino
Fattoressa
Camino
Segretario
Tramonto
Archi
Forno
Montegufoni 19B
Cappella
Bastione
Galleria
La Grotta
Cardinale
Teatro
Montegufoni 7
Cupola
Il Gabbro, Luxury Experience
Superb private property with private pool, WIFI, A/C and TV
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Description
Il Gabbro, Luxury Experience is located 8 km (5 mi) from Casole D'elsa, Italy and only 31 km (20 mi) from San Gimignano in the tourist area "Central Tuscany". Il Gabbro, Luxury Experience is a nice property (450 sq m) with air conditioning, WiFi internet and private pool. The property can sleep up to ten people comfortably in five bedrooms with six bathrooms.
Your Experience
After arriving 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 - visiting museums, sightseeing, 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. Sharing a meal with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
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: San Gimignano 31 km (20 mi), Siena 46 km (29 mi), Greve In Chianti 57 km (35 mi), Florence 72 km (45 mi) and Montalcino 82 km (51 mi).
Some other major tourist destinations you should consider visiting are: Florence 72 km (45 mi), Viareggio 121 km (75 mi), Forte Dei Marmi 133 km (82 mi), Rome 281 km (174 mi), Venice 319 km (198 mi) and Milan 369 km (229 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 April - 31 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 85 km (53 mi), Pisa (psa) 93 km (58 mi), Bologna (blq) 171 km (106 mi), Roma Fiumicino (fco) 262 km (163 mi) and Genova (goa) 263 km (163 mi).
Il Gabbro, Luxury Experience
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Description
The Pieve di Sant'Ippolito is a small outbuilding in the heart of the Crete Senesi. You will find it on the outskirts of the village of Asciano, in a panoramic and sunny position. The property is composed of the manor house where the owners' family lives, an annexe and the very ancient Church of "Sant'Ippolito e Cassiano", whose origins date back to the 3rd-4th century AD. Inside the church you can admire a beautiful fresco painted by several renowned artists of the Umbrian school, such as Pinturicchio and Raphael, but erroneously attributed to the Sienese painter Giacomo Pacchiarotti a minor artist of the Sienese school. On 13 August, for the feast of Saints Ippolito and Cassiano, the church will be open to the public and a Holy Mass will be celebrated there. During the rest of the year, being part of private property, the owners allow it to be opened only on rare occasions, while guests of the house will be able to visit it freely.
You will reach the village of Asciano, with shops and services of all kinds, by a pleasant walk of just a few minutes.
All around the house you will find a large, fully fenced garden equipped with children's games, a table tennis table, barbecue and tables and chairs for your outdoor meals. The beautiful round swimming pool (dimensions 13 x 8 m, depth 1.20 - 2.10 m) with water geyser, infinity edge with waterfall and 3-seater whirlpool bath will be at your disposal during the whole year. Near the pool there are two gazebos furnished with relaxing armchairs, table, deckchairs and sun loungers for your days of rest in the company of your favourite book. Some outdoor spaces and the swimming pool are in common use with the owners.
At Sant'Ippolito you will find well-kept furnishings and the many facilities inside the house (air conditioning, satellite TV, barbecue, microwave, washing machine, dishwasher, iron, mosquito nets, alarm system and Wi-Fi connection) will guarantee a comfortable and relaxing holiday.
The owners are very helpful for any needs during your stay and particularly sensitive to energy saving, in fact the house is equipped with solar panels for the production of hot water. Pieve di Sant Ippolito
Cottage Monti Pet Friendly with Shared Pool
Pretty accommodation with WIFI, A/C, pool, TV, veranda and pets allowed, near San Gimignano
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Description
Cottage Monti Pet Friendly With Shared Pool is a beautiful holiday rental (70 sq m) with air conditioning and WiFi internet. The property can sleep up to four guests comfortably. Conveniently located 1 km (4699 ft) from La Corsina, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from San Gimignano.
The cottage has a large private area with a private veranda equipped for outdoor dining. The property is very large and includes the manor house in front of which there is a swimming pool shared with the owners who occasionally stay in the manor house.
Free parking on the property.
The Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. After a hectic day of sightseeing, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to 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 four people.
What's Nearby?
Most people enjoy visiting nearby cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Siena 41 km (26 mi), Greve In Chianti 49 km (30 mi), Florence 65 km (41 mi) and Montalcino 77 km (48 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 112 km (69 mi), Forte Dei Marmi 123 km (77 mi), Rome 276 km (171 mi), Venice 314 km (195 mi) and Milan 364 km (226 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at Cottage Monti Pet Friendly With Shared Pool. 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: 08:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 78 km (48 mi), Pisa (psa) 84 km (52 mi), Bologna (blq) 167 km (104 mi), Genova (goa) 254 km (158 mi) and Roma Fiumicino (fco) 262 km (163 mi).
More Services
Tours - The owner can arrange custom tours for your group. To learn about the tours available, speak to the owner after arriving or ask prior to booking. The cost will vary depending in the individual tour and number of people.
Cottage Monti Pet Friendly With Shared Pool
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 20% (minimum 7 nights).
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 25% (minimum 10 nights).
Book your vacation for the period from 01 April 2026 to 02 November 2026 and save 28% (minimum 14 nights).
Alice - Podere Ribatti - Casole D'Elsa, Toscana
Lovely accommodation with pool, A/C, WIFI and terrace, near San Gimignano
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Description
Alice - Podere Ribatti - Casole D'elsa, Toscana is located 3 km (2 mi) from Casole D'elsa, Italy and only 22 km (14 mi) from San Gimignano in the tourist area "San Gimignano And Surroundings". Vacation rental Alice - Podere Ribatti - Casole D'elsa, Toscana is a nice property (100 sq m) that includes air conditioning and WiFi internet. The property can sleep up to two people comfortably in one bedroom with one bathroom.
What to Expect
When you arrive at Alice - Podere Ribatti - Casole D'elsa, Toscana you’ll find a nice clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. For your enjoyment you will find a pool where you can unwind while enjoying a nice cold beverage after a busy day of sightseeing. Sharing a meal 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 coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to two people.
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: San Gimignano 22 km (14 mi), Siena 38 km (23 mi), Greve In Chianti 56 km (35 mi), Florence 63 km (39 mi) and Montalcino 74 km (46 mi).
Some other major tourist destinations you should consider visiting are: Florence 63 km (39 mi), Viareggio 155 km (96 mi), Forte Dei Marmi 165 km (102 mi), Rome 272 km (169 mi), Venice 310 km (193 mi) and Milan 358 km (222 mi).
Additional Information
Check-In Time: 16:00 - 20:00
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) 76 km (47 mi), Pisa (psa) 87 km (54 mi), Bologna (blq) 163 km (101 mi), Roma Ciampino (cia) 281 km (175 mi) and Roma Fiumicino (fco) 294 km (183 mi).
Alice - Podere Ribatti - Casole D'elsa, Toscana
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 15% (minimum 10 nights).
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 18% (minimum 14 nights).
Book your vacation for the period from 17 June 2025 to 06 January 2027 and save 20% (minimum 21 nights).
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Description
Casa Insieme is a lovely stone building (490 sq m) with air conditioning, WiFi internet and private pool. The property can accommodate up to 12 guests comfortably in six bedrooms with five bathrooms. Conveniently located 9 km (5 mi) from Asciano, Italy in the tourist area "Orcia Valley" and only 29 km (18 mi) from Siena.
Your Experience
After arriving at Casa Insieme you’ll find a beautiful clean well-maintained property with views of the hills ideal for a relaxing holiday in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished terrace where you can enjoy the weather while dining outdoors.
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: Siena 29 km (18 mi), Montalcino 38 km (23 mi), Montepulciano 44 km (27 mi), Arezzo 53 km (33 mi) and Cortona 54 km (34 mi).
Some other major tourist destinations you should consider visiting are: Florence 98 km (61 mi), Viareggio 192 km (119 mi), Forte Dei Marmi 199 km (124 mi), Rome 221 km (137 mi), Venice 349 km (216 mi) and Milan 390 km (242 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 1 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 111 km (69 mi), Pisa (psa) 146 km (91 mi), Bologna (blq) 197 km (123 mi), Roma Ciampino (cia) 230 km (143 mi) and Roma Fiumicino (fco) 242 km (151 mi).
More Services
Tours - Custom tours can be organized by the owner for your group. For more details about the tours available, speak to the owner when you arrive or inquire prior to booking. The cost will vary depending in the exact tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged 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 arrive that is possible at Casa Insieme. Inquire for more details, including the additional cost and how to arrange this service.
Casa Insieme
Description
Original 10th century stone tower converted into a romantic house in Tuscany.
It has been completely restored to conserve the original structure and architecture, and create comfortable modern interiors.
Torre di Serre offers just one bedroom. It is perfect for a couple looking for privacy, and close to town at the same time.
It is located in the charming, peaceful medieval hamlet of Serre di Rapolano. The town was built around a Byzantine fortress after 500 AD. Today it is an excellent base for visiting the marvels of Tuscany.
The small nearby town of Rapolano Terme (just 3 km away) hosts important thermal springs that have been well-known since Roman times. Don’t miss important nearby cities like Siena, Cortona, Arezzo; the Crete Senesi area; and the Val d’Orcia (Orcia Valley).
At guests' disposal: comfortable modern environment; air conditioning; Wifi internet; table with seats and bench (all in stone) in front of the house entrance, facing the charming small town streets; fireplace; view of the town and countryside; public parking 250 meters from the house.
Distances: historic town center of Serre di Rapolano: just a few meters, shops of all kinds in Serre di Rapolano: within 800 meters, Rapolano Terme (thermal spas) 3 km, Siena 30 km, Montepulciano 32 km, Montalcino 37 km, Arezzo 40 km, Pienza 40 km, Cortona 42 km, Florence 115 km, Castiglione della Pescaia (sea, Tuscan coast) 120 km.
Please carefully check if there are any extra costs to be paid on site! Torre Di Serre
Book 15 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 3 nights minimum and can not be combined with any other special offers.
