Cennina Vacation Villa Rentals
Results 281 - 300 of 547
Villa sulle Crete
Wonderful independent vacation home with A/C, hot tub, private pool, WIFI and balcony
- 20
- 9
- 9
Description
Villa Sulle Crete is located 6 km (4 mi) from Trequanda, Italy and only 26 km (16 mi) from Montepulciano in the tourist area "Orcia Valley". Holiday rental Villa Sulle Crete is a nice stone building (910 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 20 guests comfortably in nine bedrooms with nine bathrooms.
Your Experience
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums 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. Dining with friends and family is a huge part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your holiday. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 20 people. Dine 'al fresco' like a real Tuscan, the fully furnished balcony is the ideal setting to enjoy food, family and the beautiful Tuscan weather.
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: Montepulciano 26 km (16 mi), Montalcino 28 km (18 mi), Siena 40 km (25 mi), Cortona 45 km (28 mi) and Arezzo 48 km (30 mi).
Some other major tourist destinations you should consider visiting are: Florence 129 km (80 mi), Viareggio 216 km (134 mi), Forte Dei Marmi 223 km (139 mi), Rome 211 km (131 mi), Venice 369 km (229 mi) and Milan 414 km (257 mi).
Additional Information
Check-In Time: 17:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 15 April - 25 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) 135 km (84 mi), Pisa (psa) 197 km (122 mi), Roma Ciampino (cia) 220 km (137 mi), Bologna (blq) 221 km (137 mi) and Roma Fiumicino (fco) 233 km (145 mi).
Villa Asciano 20
Greve in Chianti 951
Stunning multi-unit vacation rental with WIFI, pool, TV, patio and pets allowed
- 2
- 14
- 6
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| La Torre 951.4 | 7 | 3 | 2 | ||
| La Corte 951.5 | 7 | 3 | 2 | ||
| All 2 Accommodations | 14 | 6 | 4 |
Description
Property Summary
Borgo is a charming hamlet nestled in the picturesque countryside of Greve In Chianti, Italy. It comprises four detached houses, two situated in a quaint square (I Lecci and La Pieve) and two others (La Torre and La Corte) housed in a separate building separated by a central courtyard exclusive to La Corte. The properties boast well-maintained furnishings and amenities, ensuring maximum comfort for your holiday rental. You can enjoy access to a swimming pool, yard, internet WiFi, parking, and an installment plan for added convenience.
Outdoors
Embrace the serene ambiance of Borgo's surroundings, encompassed by vineyards and lush countryside. Indulge in the shared use of a 6 x 14 m swimming pool with varying depths between 80 and 220 cm, available seasonally from April 30th to October 1st. Relish the alfresco experience with the provided barbecue facilities, perfect for creating lasting memories with your loved ones.
Other Information
Borgo offers seamless connectivity with internet access and WiFi, ensuring you stay connected during your stay. Heating is available for an additional fee from November 1st to April 15th. Room cleaning services can be arranged upon request for a supplementary charge. Rest assured with the added security of the property's video surveillance system with cameras.
Distances and Attractions
Conveniently located 8 km from the center of Greve in Chianti, Borgo provides easy access to nearby attractions and destinations. Explore the charm of Panzano in Chianti, Radda in Chianti, San Casciano in Val di Pesa, Gaiole in Chianti, and the iconic San Gimignano, all within proximity. For those seeking the cultural richness of Florence and Siena, the centers are a mere 32 km and 55 km away, respectively. Greve in Chianti 951
Greve in Chianti 989
Stunning multi-unit villa with A/C, WIFI, pool, TV, pets allowed and panoramic view
- 2
- 11
- 5
- 6
| Accommodation | |||||
|---|---|---|---|---|---|
| Casa Padronale 989.1 | 5 | 2 | 3 | ||
| Il Fienile 989.2 | 6 | 3 | 3 | ||
| All 2 Accommodations | 11 | 5 | 6 |
Description
Property Summary
Lamore di Carla, situated in Greve In Chianti, Italy, is a distinctive vacation rental comprising a main house and an annex within the historic Savignola Paolina winery. The property features a shared swimming pool (16 x 6 m), complimentary Internet WiFi access, convenient on-site parking, and flexible installment plan options for booking. The main house accommodates five guests while the annex can host six people, each with independent, fully-equipped kitchens. Both units maintain their privacy while sharing the outdoor amenities.
Outdoors
The estate boasts a fenced terraced garden spanning 1,000 square meters, complete with garden furniture and a fenced swimming pool operational from April 4th to September 30th. The pool, featuring depths from 120 to 200 cm, includes an outdoor shower facility. The property's elevated hilltop position offers commanding views of the surrounding countryside, with pool maintenance services provided by the owner/gardener.
Other Information
Dating back to 1780, this agricultural estate offers additional services including massage treatments, cooking courses, and a restaurant. A personal cook, breakfast service, and half-board options are available upon request. The owner maintains residence on the property and operates a shop selling local farm products. Starting in the 2026 season, guests will have access to a pickleball court. The property is particularly suitable for families and events.
Distances and Attractions
The property is conveniently located 3 km from Greve in Chianti's center, where shops and supermarkets can be found. Notable nearby attractions include Panzano in Chianti (8 km), Badia a Passignano (12 km), Radda in Chianti and San Donato (18 km), Castellina in Chianti (20 km), and Gaiole in Chianti (30 km). Florence is 35 km away, while Siena and San Gimignano are both 46 km distant. An 18-hole golf course is accessible within 20 km. The property is reached via a 200-meter unpaved road. Greve in Chianti 989
Special Offer for Casa Padronale 989.1
Apartment:
Il Fienile 989.2
Last-Minute Offer for Casa Padronale 989.1
Other apartments with last-minute offers:
Il Fienile 989.2
Greve in Chianti 612
Unique multi-unit property with private pool, WIFI, TV, terrace and pets allowed
- 2
- 30
- 15
- 9
| Accommodation | |||||
|---|---|---|---|---|---|
| Villa Castagnoli 612.3 | 10 | 5 | 3 | ||
| Borgo Castagnoli 612.4 | 20 | 10 | 6 | ||
| All 2 Accommodations | 30 | 15 | 9 |
Description
Property Summary
Borgo Castagnoli is a beautiful manor house surrounded by fields and vineyards in Greve In Chianti, Italy. Situated 650 meters above sea level, it offers a stunning, well-kept garden with flowers and trees, perfect for a relaxing holiday rental. The property boasts amenities such as a private swimming pool, outdoor shower, terrace, barbecue, internet wifi, parking, and the option for an installment plan. Baby equipment is also available, making it an ideal choice for families.
Outdoors
The property's private swimming pool, measuring 10 x 5 meters with a depth of 100 - 200 cm, is available seasonally from May 10th to October 10th. The pool area features an outdoor shower, terrace, and barbecue, creating an ideal spot to spend lazy afternoons with family and friends. The pool is maintained by the owner/gardener to ensure cleanliness and safety. Additionally, the property is surrounded by a yard spanning 40 hectares, offering ample space for outdoor activities.
Other Information
Access to the property is via a 500-meter bumpy motor road, which may be challenging for some vehicles. However, once you arrive, you can park your car on the premises. It is important to note that the owner does not accept any youth groups. The vacation rental also includes baby equipment, making it a great option for families with young children.
Distances and Attractions
Borgo Castagnoli is conveniently located within proximity to several attractions. The center of Greve in Chianti is 12 kilometers away, while the center of Lucolena is just 2 kilometers from the property. Additionally, popular destinations such as Siena, Volterra, Florence, and Arezzo are within easy reach. Nature enthusiasts can explore the nearby hiking trails, and a golf course is situated 20 kilometers away. While shops and supermarkets are located nearby, having a car is recommended to fully experience the surrounding area. Greve in Chianti 612
Last-Minute Offer for Villa Castagnoli 612.3
Other apartments with last-minute offers:
Borgo Castagnoli 612.4
- 21
- 9
- 9
Description
Property Summary
Villa Agatea is an exceptional holiday villa set in the heart of Greve In Chianti, Italy, offering you an authentic Tuscan retreat surrounded by vineyards and olive groves. This stunning estate comprises a main farmhouse and an adjacent barn, both beautifully restored stone buildings that showcase fresh and contemporary style furnishings throughout bright and welcoming rooms. You will find yourself just a 10-minute drive from the charming villages of Greve and Panzano in Chianti, positioned perfectly for exploring the region while enjoying the tranquility of the countryside. The property features a magnificent infinity pool framed by rosemary hedges and olive trees, where a pleasant sense of quiet and the scents of the forest create an unforgettable atmosphere. A panoramic terrace nestled among olive trees and an ancient mulberry tree provides you with the ideal setting to unwind with an aperitif or immerse yourself in a good book. Between the two farmhouses, you will discover a beautiful covered terrace where leisurely breakfasts and evening gatherings become cherished moments, complemented by a veranda with barbecue facilities just steps from the pool.
Outdoors
The outdoor spaces at Villa Agatea invite you to embrace the beauty of the Tuscan landscape throughout your stay. You can enjoy the stunning infinity pool, elegantly bordered by fragrant rosemary hedges and mature olive trees that provide both shade and scenic charm. The panoramic terrace offers sweeping views over the valley and sits beautifully among olive groves and beneath the shade of an ancient mulberry tree, creating a peaceful sanctuary for relaxation at any time of day. The covered terrace positioned between the two stone buildings serves as an inviting outdoor living area where you can dine al fresco or simply enjoy the evening breeze. Adjacent to the pool area, you will find a veranda equipped with barbecue facilities, perfect for preparing and savoring grilled meals while surrounded by the natural beauty of the estate. Each of the suites in Il Fienile features its own private garden where you can retreat to enjoy the coolness and serenity of your personal outdoor space. The entire property is enveloped by vineyards and olive groves, ensuring you remain immersed in the authentic character and peaceful ambiance of the Chianti countryside throughout your visit.
Unit Layout
Villa Agatea accommodates up to 21 guests across 9 beautifully appointed bedrooms and 9 bathrooms, distributed between the main farmhouse and the renovated barn. The Villa Principale houses 6 bedrooms including 4 double rooms, 1 triple room, and 1 quadruple room, complemented by a large fully equipped open kitchen and a spacious living room designed for reading, relaxing, and socializing. On the ground floor of the main villa, you will find a welcoming living room, the equipped open kitchen, a bathroom, and 2 double rooms each measuring 180 x 200, both featuring private showers and accessible to guests in wheelchairs, with one also offering access to a private garden. Ascending to the first floor, you will discover a double room measuring 180 x 200 with a private bathroom, living room, and television lounge, followed by another double room of the same dimensions with a private bathroom and television lounge. A third double room on this floor measures 180 x 200 and includes a private bathroom, an additional single bed measuring 90 x 200, a mezzanine floor, and a living room. The family apartment on the first floor consists of a double room measuring 180 x 200 with a private bathroom and 2 additional single beds measuring 90 x 200 positioned on the mezzanine floors, plus a living room with television. Il Fienile, the old barn, contains 3 spacious double suites decorated in natural colors, each arranged over 2 floors. On the ground floor of each suite, you will find a comfortable living room, coffee corner, bathroom with shower, and access to a private garden, while the upper floor features a double bedroom measuring 180 x 200 with television.
Amenities Included
Throughout your stay at Villa Agatea, you will benefit from an extensive range of amenities designed to enhance your comfort and convenience. The property features a barbecue area on the veranda near the pool, allowing you to prepare delicious grilled meals while enjoying the outdoor setting. Each of the suites in Il Fienile offers you a private garden space where you can relax in a tranquil setting, while one of the ground floor rooms in the Villa Principale also provides access to a private garden. Television sets are thoughtfully provided in several areas including the television lounges on the first floor of the main villa and in each of the double bedrooms within Il Fienile, ensuring entertainment options are readily available. The large open kitchen in the Villa Principale comes fully equipped with everything you need to prepare meals, complemented by the coffee corners located in each of the barn suites for your morning beverage needs. The property is fully accessible with 2 ground floor bedrooms designed to accommodate guests in wheelchairs, each featuring adapted shower facilities. You will also find comfortable living rooms and lounges throughout both buildings, providing ample space for gathering, conversation, and relaxation during your stay.
Other Information
The estate operates on an exclusive rental basis, offering you complete privacy throughout your stay. Check-in is available from 3:30 pm to 7:30 pm, and check-out must be completed no later than 10:00 am. The changeover day is Saturday, with a minimum stay requirement of 7 nights during high season and 3 nights during low season, though prices for shorter stays are available upon request. The property is available from April 1st to October 31st. Two service options are available to enhance your experience: Option 1 includes concierge service for all your requests along with bed linen and towel change on Wednesday, while Option 2 provides daily breakfast delivery with a housekeeper who will make up the beds and clean the kitchen each morning during a 3-hour service period. External chefs are not permitted at the estate, though you may arrange for a private chef or cooking classes through the property upon request. Social events accommodating more than 22 guests can be organized through the property's partners following management approval. You are required to provide a complete rooming list 1 week before your arrival. A pre-authorization is requested upon arrival for potential damages. Piano tuning services are available if needed during your stay.
Distances and Attractions
Villa Agatea enjoys a privileged position in the renowned Chianti region, placing you within easy reach of some of Tuscany's most beloved destinations. The charming village of Greve in Chianti lies just a 10-minute drive from the property, where you can explore the famous piazza, browse local shops, and sample regional wines and specialties. The picturesque town of Panzano in Chianti is equally accessible within 10 minutes by car, offering you additional opportunities to discover authentic Tuscan culture, visit renowned butcher shops, and dine at exceptional restaurants. From this central location, you can venture throughout the Chianti Classico wine region to visit celebrated wineries, tour historic castles, and traverse scenic roads lined with cypress trees and rolling hills. The property's position allows you to balance vineyard visits and cultural excursions with peaceful afternoons spent enjoying the tranquility of the countryside, surrounded by the working vineyards and olive groves that define this legendary landscape.
Costs & Services
Included services
- Wi-Fi
- Utilities
- Homemade breakfast (with Option 2 only)
- Daily maid service 3 hours between 8:00 am and 1:00 pm (with Option 2 only)
- Mid-week linen and towel change on Wednesday (with Option 1 and Option 2)
- Welcome hamper with gifts from the estate
- Toiletries
- Garden and pool maintenance
- Final cleaning
Extra costs
- Gas heating
- Tourist tax due at check out
- Shopping list plus the cost of the products
- Pre-authorization: €2000 for damages upon arrival
On request
- Concierge service for all requests (Option 1)
- Daily breakfast delivery and housekeeper service (Option 2)
- Private chef
- Cooking classes
- Social events for more than 22 guests via partners after management approval
- Piano tuning Agatea
Greve in Chianti 651
Superb multi-unit villa with A/C, private pool, WIFI, TV, terrace, pets allowed and panoramic view
- 3
- 16
- 6
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| San Rocco 651.1 | 3 | 1 | 1 | ||
| San Rocco 651.2 | 5 | 2 | 1 | ||
| San Rocco 651.3 | 8 | 3 | 2 | ||
| All 3 Accommodations | 16 | 6 | 4 |
Description
Property Summary
San Rocco is a charming 19th-century agriturismo located on a vineyard in Montefioralle, Greve In Chianti, Italy. This vacation rental boasts an idyllic countryside setting with a terraced garden, a sprawling 4-hectare natural garden with plants and trees, and a beautiful swimming pool open seasonally from May 2nd until October 3rd. The pool features a depth of 120-180 cm, an outdoor shower, and a barbecue area. The property offers parking, internet wifi, and a washing machine (extra) for your convenience. San Rocco is the perfect choice for a relaxing getaway in Tuscany.
Outdoors
Immerse yourself in the natural beauty of San Rocco's outdoor spaces. The terraced garden and sprawling 4-hectare natural garden, filled with plants and trees, provide a serene and tranquil environment. The highlight is the stunning swimming pool, open seasonally from May 2nd until October 3rd, with a depth of 120-180 cm. Enjoy a refreshing dip in the pool or relax on the sun-drenched patio. An outdoor shower and barbecue area add to the alfresco experience. The owner/gardener maintains the pool, ensuring it remains pristine for your enjoyment.
Other Information
San Rocco offers a range of amenities for your convenience. A washing machine (extra) is available for your laundry needs, and parking on the premises ensures hassle-free access to your holiday rental. The owner resides in a separate semi-detached house on the property, ensuring your privacy while being available for any assistance you may require. Take advantage of the opportunity to purchase locally grown farm products from the area, immersing yourself in the authentic Tuscan experience.
Distances and Attractions
Strategically located, San Rocco allows you to explore the surrounding area with ease. The charming town of Greve in Chianti is just 3 km away, offering a picturesque setting and local amenities. Montefioralle, a nearby village, is only 1 km from the property, providing additional dining and shopping options. For golf enthusiasts, an 18-hole course is conveniently situated 18 km away. Explore the region's culinary delights with a grocery store and restaurant within 3 km of the property. Immerse yourself in the rich history and culture of Florence, with its city center just 25 km from San Rocco. Greve in Chianti 651
Last-Minute Offer for San Rocco 651.2
Other apartments with last-minute offers:
San Rocco 651.3
Greve in Chianti 620
Lovely holiday home with pool, WIFI, TV, patio, pets allowed and panoramic view
- 3
- 10
- 5
- 5
| Accommodation | |||||
|---|---|---|---|---|---|
| Mangiatoia 620.1 | 2 | 1 | 1 | ||
| Antico Frantoio 620.2 | 4 | 2 | 2 | ||
| Padronale 620.3 | 4 | 2 | 2 | ||
| All 3 Accommodations | 10 | 5 | 5 |
Description
Property Summary
Valmontese is a rustic vacation rental located on an agricultural estate in Greve In Chianti, Italy, surrounded by meadows and vineyards. The property features three apartments within the residence, offering amenities such as a swimming pool, internet WiFi, parking, and an installment plan. The estate provides a natural setting with a fenced area of 5,000 square meters, lush plants, and trees.
Outdoors
The property offers a fenced seasonal swimming pool (4 x 8 meters, available from May 1 to October 15) with an outdoor shower. Guests can enjoy a patio, terrace, garden furniture, and a barbecue area. The pool is maintained by the owner or a gardener. The estate boasts a natural setting with plants and trees, providing a peaceful and serene environment.
Other Information
The property is located 4 kilometers from the center of Greve in Chianti, in a secluded, sunny, and elevated position, approximately 100 kilometers from the sea. It features a 1.5-kilometer long bumpy motor access road to the grounds, and parking is available at the house. Nearby amenities include a shop, grocery store, supermarket, restaurant, bicycle rental, bus stop, and the Firenze railway station 26 kilometers away. Golf (18-hole course) and tennis facilities are within a 12 and 4-kilometer radius, respectively, and walking paths start from the property. WiFi is available in the residence, and the owner lives on the same property with a dog. The property is gated, providing additional security.
Distances and Attractions
The property is conveniently located near several attractions, including Florence (Firenze) at 26 kilometers, San Gimignano at 45 kilometers, and Siena at 65 kilometers. Additionally, there are walking paths starting from the house, spanning approximately 100 meters. The area surrounding the property is known for its agricultural landscape, vineyards, and local farm products available for purchase. Greve in Chianti 620
Last-Minute Offer for Antico Frantoio 620.2
Trequanda 810
Pretty multi-unit vacation home with pool, WIFI, TV, patio and panoramic view, near Montepulciano
- 3
- 10
- 5
- 4
| Accommodation | |||||
|---|---|---|---|---|---|
| Geranio 810.1 | 4 | 2 | 2 | ||
| Focolare 810.2 | 4 | 2 | 1 | ||
| Nido 810.3 | 2 | 1 | 1 | ||
| All 3 Accommodations | 10 | 5 | 4 |
Description
Property Summary
Podere La Fonte is a charming, rustic farmhouse nestled amidst trees, fields, and vineyards in Trequanda, Italy. This holiday rental offers a peaceful and secluded retreat with four apartments within the residence. The property boasts an array of amenities, including a swimming pool, a yard, internet WiFi, parking facilities, a tennis court, and an installment plan option for your convenience.
Outdoors
Immerse yourself in the natural beauty of the 3-hectare property, adorned with lush garden plants, trees, and an orchard. Enjoy the seasonal swimming pool, complete with a fenced area, from May 15th to October 15th. Bask in the sun on the patio or terrace, equipped with comfortable garden furniture and a barbecue area. Indulge in outdoor activities like tennis and volleyball on the dedicated courts, or simply relax and soak up the tranquil surroundings.
Other Information
The property offers shared laundry facilities with a washing machine available for your convenience (extra charge may apply). The owner resides within the same residence and provides pool maintenance and gardening services. Please note that animals are present in the neighborhood, and all houses/apartments are individually designed and furnished to offer a unique experience. The narrow motor access to the grounds is approximately 600 meters long.
Distances and Attractions
Trequanda's center is just 1 km away, while Sinalunga is 9 km from the property. Nearby, you'll find shops, grocery stores, supermarkets, restaurants, bars, bakeries, and a bus stop within a 1 km radius. The Sinalunga railway station is 9 km away, and the renowned thermal baths of Rapolano Terme are 23 km from the property. Lake Trasimeno, a popular bathing destination, is only 40 km away. Explore the charming towns of Pienza (17 km), Montepulciano (22 km), Cortona (35 km), and the historic city of Siena (55 km). Additionally, a 9-hole golf course and a riding stable are conveniently located within 16 km and 5 km, respectively. Trequanda 810
Special Offer for Geranio 810.1
Apartment:
Focolare 810.2
Nido 810.3
Greve in Chianti 615
Pretty multi-unit property with WIFI, TV, terrace, pets allowed and panoramic view
- 2
- 7
- 2
- 2
| Accommodation | |||||
|---|---|---|---|---|---|
| Casa Mario 615.1 | 4 | 1 | 1 | ||
| Casa Mara 615.2 | 3 | 1 | 1 | ||
| All 2 Accommodations | 7 | 2 | 2 |
Description
Property Summary
Agriturismo Podere Casanova is an 18th-century vineyard that offers three apartments for rent in Greve In Chianti, Italy. This holiday rental is set in a sunny position just 800 meters from the center of the charming town. The property boasts a 5,000 square meter natural state area with lush lawns and trees, providing a serene environment for your stay. Amenities include a yard, internet WiFi, parking, a tennis court, and the option of an installment plan for your convenience.
Outdoors
Immerse yourself in the beauty of Agriturismo Podere Casanova's surroundings, where you'll find picturesque meadows, fields, and vineyards. The property's expansive grounds offer ample outdoor space for relaxation and leisure activities. Explore the well-maintained lawns, shaded areas under trees, and take in the serene ambiance of this natural oasis.
Other Information
The owner resides in a separate semi-detached house, ensuring your privacy while being conveniently available if needed. Each house or apartment on the property is individually designed and furnished, offering a unique and personalized experience. Additionally, local farm products are available for purchase, allowing you to savor the fresh flavors of the region. Baby equipment is provided, ensuring a comfortable stay for families with young children.
Distances and Attractions
Agriturismo Podere Casanova is conveniently located near various amenities and attractions. Within a short distance, you'll find shops, grocery stores, supermarkets, restaurants, bars, bakeries, cafés, and bicycle rentals, providing ample options for dining, shopping, and exploring the area. Nearby towns like Panzano in Chianti, Radda in Chianti, Florence, San Gimignano, and Siena offer rich cultural experiences and historical sites to explore. Outdoor enthusiasts can enjoy the sandy beach of Cecina Mare, just 100 meters away, an outdoor swimming pool 2 kilometers from the property, golf courses, tennis courts, and scenic walking paths right from the house. Greve in Chianti 615
Special Offer for Casa Mara 615.2
Last-Minute Offer for Casa Mario 615.1
Greve in Chianti 600
Stunning multi-unit villa rental with WIFI, pool, TV, patio, pets allowed and panoramic view
- 10
- 46
- 20
- 23
| Accommodation | |||||
|---|---|---|---|---|---|
| Petralina 600.1 | 4 | 2 | 3 | ||
| Laura 600.3 | 7 | 2 | 3 | ||
| La Vigna 600.4 | 4 | 2 | 2 | ||
| Lavanda 600.5 | 2 | 1 | 1 | ||
| Taverna 600.6 | 6 | 3 | 3 | ||
| La Loggia 600.7 | 7 | 3 | 3 | ||
| Colombaia 600.8 | 2 | 1 | 1 | ||
| Olivo 600.9 | 2 | 1 | 2 | ||
| Aia 600.10 | 5 | 2 | 2 | ||
| Colombaia + Aia 600.11 | 7 | 3 | 3 | ||
| All 10 Accommodations | 46 | 20 | 23 |
Description
Property Summary
Fattoria l'Ottavo is a large, rustic country house surrounded by meadows and vineyards, offering a serene holiday rental experience. This 18th-century property features three houses and nine apartments, providing comfortable accommodation options. Enjoy a range of amenities including a swimming pool, yard, internet WiFi, parking, and the option for an installment plan.
Outdoors
The property sits on a vast 40-hectare plot, offering a natural garden and meadow for your enjoyment. Take advantage of the shared swimming pool (8 x 4 m), fenced and available seasonally from 01 May to 15 October, with opening hours from 08:00-20:00. Relax on the terrace, utilize the garden furniture, or fire up the barbecue. The owner/gardener maintains the pool and outdoor areas.
Other Information
Fattoria l'Ottavo offers a range of convenient amenities, including a reception, restaurant, breakfast room, and WiFi access. Shared laundry facilities are available, and linen changes are provided weekly. Breakfast can be arranged upon request for an additional fee. The property features a 200-meter long narrow motor access, and on-site parking is available. Nearby, you'll find shops, a grocery store, supermarket, restaurants, bars, and a bakery within a short distance.
Distances and Attractions
Greve In Chianti, Italy, is just 12 km from the property, while Figline Valdarno is 13 km away. Explore nearby attractions such as Firenze (37 km), Siena (50 km), Arezzo (54 km), and San Gimignano (65 km). Recreational facilities in the area include bicycle rental options 12 km away, a bus stop 700 m away, a railway station 13 km away, an indoor swimming pool 13 km away, Lake Trasimeno 114 km away, a golf course (18 holes) 20 km away, and tennis courts 12 km away. Walking paths are accessible just 100 m from the house. Greve in Chianti 600
Il Canto dei Merli
Amazing independent accommodation with WIFI, private pool, hot tub, A/C, TV, patio and pets allowed
- 4
- 2
- 2
Description
Property Summary
Il canto dei merli is a very old, historical 2-family house from the 15th century, located 500 m above sea level in the hamlet Le Corti, just 5 km from the centre of Greve In Chianti, Italy. This renovated property sits in a quiet, sunny position on top of a hill, surrounded by trees and vineyards, 100 m from the edge of the forest and 110 km from the sea. The house features air conditioning and a washing machine, with heating available only from 15 October to 15 April. You will find an above ground swimming pool (2 x 2 m) available seasonally from 1 April to 31 October, with pool maintenance provided by the owner/gardener. The property offers a private terrace with garden furniture and a barbecue area, as well as a private yard for your enjoyment. This holiday rental provides Internet Wifi connectivity to keep you connected during your stay. Parking is available at the house for 2 cars, accessible via a 2.2 km long bumpy motor access road. In Winter, you are advised to take snow chains. The owner lives in a separate semi-detached house on the property and has a dog. Baby equipment is included.
Outdoors
The property features a natural state, fenced property with a terraced garden for shared use among the 2 apartments in the building. You will have access to a private swimming pool (above ground) measuring 2 x 2 m, with seasonal availability from 1 April to 31 October. The outdoor amenities include a hot tub, a private terrace equipped with garden furniture, and a barbecue area perfect for al fresco dining. The property is situated in the countryside, surrounded by trees and vineyards, offering a peaceful retreat. Walking paths are accessible directly from the house at just 100 m away.
Other Information
The property is part of a hamlet Le Corti with 10 houses, offering a sense of community while maintaining privacy. The house is a 2-storey structure that has been renovated while preserving its 15th century character. Access to the house requires a 2.2 km long bumpy motor road, and a car is recommended for your stay. Baby equipment is included with the rental. The owner resides in a separate semi-detached house on the property and has a dog.
Distances and Attractions
The property is conveniently located 5 km from shops, grocery stores, and supermarkets, while restaurants can be found 3 km away. Bicycle rental is available 5 km from the house, and the bus stop "Chisntigiana" is 4 km away. The railway station "Firenze" is located 39 km from the property, and the sandy beach "Cecina Mare" is 113 km away. Recreational facilities include an outdoor swimming pool 7 km away, thermal baths "Rapolano Terme" 60 km away, tennis facilities and an indoor tennis centre both 7 km away, and an 18-hole golf course 23 km from the property. Nearby attractions include Firenze at 39 km, Siena at 50 km, SAn Gimignano at 50 km, and Gaiole in Chianti at 23 km, making this an ideal base for exploring the Chianti region. Il Canto dei Merli
Dimora di Castroncello
Private Vacation rental with WIFI, private pool, A/C, veranda, panoramic view, close to Cortona
- 12
- 6
- 4
Description
Dimora Di Castroncello is located 2 km (1 mi) from Castroncello, Italy and only 15 km (9 mi) from Cortona in the tourist area "Cortona And Surroundings". Holiday rental Dimora Di Castroncello is a nice property (300 sq m) that includes air conditioning, WiFi internet and private pool. The property can accommodate up to 12 people comfortably in six bedrooms with four bathrooms.
What to Expect
After arriving you will be welcomed by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills perfect for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, sightseeing, visiting museums 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. 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.
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 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
Book now and save 10%. Offer valid until 05 April 2026 and for a minimum stay of 5 nights.
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Description
Villa Rossa is a lovely holiday home (340 sq m) with WiFi internet and private pool. The property can accommodate up to 16 people comfortably in seven bedrooms with seven bathrooms. Villa Rossa is located 4 km (2 mi) from Rota, Italy and only 31 km (19 mi) from Greve In Chianti in the tourist area "Florence And Surroundings".
The Experience
After arriving you’ll find a beautiful clean well-maintained property perfect for a splendid vacation in Tuscany. After a hectic 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. Dining with friends and family is a big part of the Tuscan culture. Take advantage of the well-equipped kitchen to prepare meals using local produce while on your vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 16 people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 31 km (19 mi), Florence 48 km (30 mi), Arezzo 57 km (36 mi), San Gimignano 78 km (48 mi) and Montepulciano 88 km (55 mi).
Some other major tourist destinations you should consider visiting are: Florence 48 km (30 mi), Viareggio 132 km (82 mi), Forte Dei Marmi 142 km (88 mi), Rome 261 km (162 mi), Venice 291 km (181 mi) and Milan 335 km (208 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on holiday that is not a problem at Villa Rossa. If you have a large dog or multiple pets, please inquire for permission prior to booking.
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) 55 km (34 mi), Pisa (psa) 116 km (72 mi), Bologna (blq) 140 km (87 mi), Roma Ciampino (cia) 270 km (168 mi) and Genova (goa) 273 km (170 mi).
Villa Casa Rossa
Galleria di Brolio
Stunning independent holiday home with A/C, WIFI, private pool, TV and veranda, close to Cortona
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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
La Casa di Pino
Superb independent vacation rental with A/C, private pool, WIFI and TV, close to Cortona
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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
Unique private holiday rental with private pool, WIFI, A/C, TV and pets allowed, close to Arezzo
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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
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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
Casa Angela
Superb independent villa with private pool, WIFI, A/C, TV, balcony and pets allowed, near Cortona
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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
Villa degli Olivi
Unique private property with WIFI, A/C, private pool, TV, terrace and pets allowed, near Arezzo
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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
Podere i Gigli
Amazing private holiday rental with WIFI, A/C, private pool, TV and terrace, close to Cortona
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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
