Aiola Vacation Villa Rentals
Results 21 - 40 of 540
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Description
Property Summary
'Terrazza sul Chianti' is a large, modern two-story house renovated in 2025, situated in Castellina In Chianti, Italy. It offers amenities such as a yard, internet WiFi, and parking on the premises, ideal for your vacation rental. The property is part of a residential complex with two houses, providing a secluded and elevated position on a slope with a west-facing view.
Outdoors
The property boasts a natural state, fenced outdoor area shared among the residences, allowing you to enjoy the surroundings. Additionally, it offers convenient parking facilities right at the house.
Other Information
Nearby conveniences include shops, groceries, supermarkets, restaurants, bakeries, and a bus stop just 30 meters away. The "Castellina Scalo" railway station is 7 km away, and there's an outdoor swimming pool within 1 km distance. Baby equipment is included, making it family-friendly. Please note that part of the house is closed and unoccupied, and the owner resides on the same property. The main road is in close proximity.
Distances and Attractions
The property is 1.2 km from the center of Castellina in Chianti. Nearby attractions include Siena (20 km), Greve in Chianti (20 km), Radda in Chianti (12 km), Gaiole in Chianti (22 km), San Gimignano (27 km), and Firenze (44 km). The sandy beach "Cecina Mare" is 95 km away, offering a perfect opportunity to combine your holiday rental with a beach getaway. Terrazza sul Chianti
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Description
Property Summary
Nestled in the heart of the Chianti Classico region in Radda in Chianti, Italy, La Terrazza is a charming manor house that invites you to immerse yourself in the elegance of late 19th century architecture and decor. This distinguished holiday rental offers spacious living and sleeping areas thoughtfully designed to provide comfort and authenticity, making it an ideal retreat for those seeking a genuine Tuscan experience. The property is situated in a sunny position just 1.5 km from the center of Radda in Chianti and can be easily reached by road. Parking is conveniently available directly at the house, ensuring a seamless arrival. Throughout your stay, you will benefit from reliable internet WiFi connectivity, keeping you comfortably connected while surrounded by the timeless beauty of the Chianti countryside. The private fenced garden of 150m² provides a welcoming outdoor extension of the home, perfect for relaxing moments and al fresco enjoyment.
Outdoors
The outdoor spaces of La Terrazza are thoughtfully arranged to complement the natural beauty of the surrounding Chianti landscape. The private garden, spanning 150m² and fully enclosed by fencing for privacy and security, is equipped with garden furniture that invites you to unwind in the open air. A barbecue is also available, offering you the opportunity to prepare and enjoy meals outdoors while soaking in the serene atmosphere of the Tuscan countryside.
Other Information
La Terrazza is equipped with a heating system available from November 1st to April 1st, which is to be paid for on-site during your stay. For those who prefer a more indulgent experience, a private chef can be arranged upon request for an additional fee, allowing you to savour expertly prepared meals without leaving the comfort of the property.
Distances and Attractions
La Terrazza enjoys a privileged location that places you within easy reach of some of the most celebrated destinations in the Chianti Classico region. The center of Radda in Chianti is just 1.5 km away, offering charming village life, local shops, and traditional restaurants. Gaiole in Chianti and the Castello di Meleto are approximately 10 km from the property, while Panzano and Castellina in Chianti can be reached within 13 km. The historic Castello di Brolio lies 16 km away, and San Donato in Poggio is situated at 18 km. Greve in Chianti, one of the most well-known towns in the area, is 19 km from La Terrazza, and the renowned Badia a Passignano can be reached within 21 km, rounding out an exceptional selection of cultural, historical, and gastronomic attractions within comfortable driving distance. La Terrazza
Radda in Chianti 850
Superb multi-unit accommodation with pool, WIFI, TV, terrace and pets allowed, near Greve In Chianti
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| Accommodation | |||||
|---|---|---|---|---|---|
| Le Bonatte 850.1 | 10 | 5 | 3 | ||
| Le Bonatte 850.3 | 4 | 2 | 2 | ||
| All 2 Accommodations | 14 | 7 | 5 |
Description
Property Summary
Nestled in the heart of Chianti Classico in Radda in Chianti, Italy, this charming Tuscan stone farmhouse, known as IT5292.850.1, offers an authentic and immersive experience in one of the country's most celebrated wine regions. Attached to the owner's residence on only one side, the property retains its original construction, which has been carefully preserved to maintain its distinctive rustic character. A separate annex, known as IT5292.850.3, is located just 50 meters away, providing additional accommodation within the same estate. Set across a sweeping 24-hectare farming estate, this vacation rental is an ideal retreat for those seeking the timeless beauty of the Tuscan countryside. Guests have access to a shared natural garden, a fenced swimming pool measuring 5 x 9 meters with a depth of 140 centimeters, and a yard complete with garden furniture and a barbecue area. WiFi is available throughout the property, ensuring guests remain connected during their stay.
Outdoors
The outdoor spaces of this Tuscan farmhouse are a true reflection of the surrounding landscape, offering a serene and picturesque setting for relaxation and al fresco living. The shared natural garden provides a lush and tranquil environment, where guests can unwind surrounded by the rolling hills of the Chianti Classico region. The fenced swimming pool, measuring 5 x 9 meters with a depth of 140 centimeters, is perfectly positioned within the garden and offers a refreshing retreat during the warmer months. Garden furniture is thoughtfully arranged throughout the outdoor areas, providing comfortable spaces for dining, lounging, and socialising. A barbecue is also available for guests who wish to enjoy outdoor meals in the open air. The private angling lake, located just 500 meters from the property, adds a further dimension to the outdoor experience, inviting guests to explore the natural surroundings of the estate at their leisure.
Other Information
The property benefits from a washing machine available for shared use, ensuring practical convenience throughout the stay. Heating is provided, though guests should be aware that it is available only from November 1 to April 15. Parking is available directly on the premises, offering ease of access for guests travelling by car. A bus stop is conveniently located just 50 meters from the property. Guests are also invited to enrich their stay by requesting cookery lessons and wine tastings from the owner, providing a genuine and memorable taste of Tuscan culture and tradition. For guests staying a minimum of four weeks, the owner generously offers 12 bottles of Chianti Classico as a gift, a wonderful gesture that reflects the warmth and hospitality of the estate.
Distances and Attractions
The property enjoys an exceptionally convenient location, situated just 1.5 kilometers from the center of Radda in Chianti, making it easy to explore the local village on a daily basis. The surrounding region is rich in cultural and historical attractions, all within comfortable driving distance. The iconic city of Siena lies 39 kilometers away, while Florence, the cradle of the Renaissance, can be reached in approximately 56 kilometers. Castello di Meleto, a magnificent medieval castle set among vineyards, is located 9 kilometers from the property, and the charming town of Gaiole in Chianti is just 10 kilometers away. For those wishing to venture further, the medieval hilltop town of San Gimignano, renowned for its distinctive towers, is situated 45 kilometers from the estate. The property is positioned alongside a road, ensuring straightforward access by car and making it an excellent base from which to discover the very best of Tuscany. Radda in Chianti 850
Special Offer for Le Bonatte 850.1
Apartment:
Le Bonatte 850.3
Last-Minute Offer for Le Bonatte 850.1
Other apartments with last-minute offers:
Le Bonatte 850.3
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Someone else is looking at this property right now!
| Accommodation | |||||
|---|---|---|---|---|---|
| Reggine 604.1 | 4 | 2 | 1 | ||
| Reggine 604.2 | 8 | 4 | 2 | ||
| Reggine 604.3 | 12 | 6 | 3 | ||
| All 3 Accommodations | 24 | 12 | 6 |
Description
Property Summary: The Reggine vinyard is a renovated 18th-century property that offers a cozy vacation rental surrounded by meadows and fields. Located just 3 kilometers from the center of Panzano and 10 kilometers from the center of Greve in Chianti, this secluded property boasts an elevated position with stunning views of the countryside. You can enjoy amenities such as a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan.
Outdoors: The Reggine vinyard features a shared property with a lawn, orchard, and a seasonal swimming pool measuring 12 x 6 meters. Outdoor amenities include a shower, pergola, terrace, garden furniture, and a barbecue. Pool maintenance is provided by the owner/gardener.
Other Information: Access to the property is via motor (2.4 kilometers via unmade road), and parking is available on the premises. The owner uses some rooms in the house, and all houses/apartments on the property are individually designed and furnished. Baby equipment is included, and groups of teenagers are allowed on request only. Don't forget to inquire about the local sale of farm products during your stay!
Distances and Attractions: The property is conveniently situated 40 kilometers from the center of Florence. Nearby amenities include a shop, grocery, and restaurant (3 kilometers away), a supermarket (10 kilometers away), and an indoor swimming pool (21 kilometers away). For golf enthusiasts, an 18-hole course is located 25 kilometers away. Nearby attractions include Radda in Chianti (15 kilometers), Siena (40 kilometers), and San Gimignano (40 kilometers). A car is recommended for this property. Panzano 604
Special Offer for Reggine 604.3
Last-Minute Offer for Reggine 604.1
Other apartments with last-minute offers:
Reggine 604.2
Reggine 604.3
Castellina in Chianti 618
Stunning multi-unit villa with A/C, WIFI, pool, TV, patio, pets allowed and panoramic view
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| Accommodation | |||||
|---|---|---|---|---|---|
| Cignanbianco - Alba e Tramonto 618.1 | 9 | 5 | 3 | ||
| Cignanbianco - Alba 618.2 | 3 | 2 | 1 | ||
| Cignanbianco - Tramonto 618.3 | 6 | 3 | 2 | ||
| All 3 Accommodations | 18 | 10 | 6 |
Description
Property Summary
Country House "Cignanbianco" is a picturesque property nestled amidst fields and vineyards in Castellina In Chianti, Italy. Offering a serene and tranquil environment, it comprises three houses and seven apartments, making it an ideal vacation rental for families and friends seeking a rejuvenating getaway. The property boasts an extensive 30-hectare area adorned with lush plants, trees, and natural gardens, creating a harmonious blend of nature and comfort. Guests can indulge in the luxurious amenities provided, including a stunning 12 x 6-meter swimming pool, available seasonally from May 2nd to October 3rd, meticulously maintained by the owner and gardener. Additionally, a yard, internet Wifi, parking facilities, and an installment plan option are available for your convenience.
Outdoors
Country House "Cignanbianco" offers an idyllic outdoor experience for its guests. The property features a stunning 12 x 6-meter swimming pool, available seasonally from May 2nd to October 3rd, meticulously maintained by the owner and gardener. Surrounded by lush greenery and a tranquil atmosphere, the pool area beckons you to relax and soak up the Tuscan sun while enjoying a refreshing swim. Embrace the true essence of outdoor living by indulging in a delightful barbecue session while basking in the beauty of the natural gardens and picturesque landscapes.
Other Information
Country House "Cignanbianco" provides a range of conveniences to ensure a comfortable and hassle-free holiday rental experience. Shared facilities include a washing machine and ample parking spaces on the premises. The owner, who resides on the same property, offers the opportunity to purchase locally sourced farm products, allowing you to savor the authentic flavors of the region. Additionally, baby equipment is included in the rental, catering to families traveling with young children. Groups of teenagers are welcome upon request, making it an ideal destination for multi-generational gatherings.
Distances and Attractions
Strategically located in Castellina In Chianti, Italy, Country House "Cignanbianco" provides easy access to a wealth of local attractions and amenities. The charming town center of Castellina in Chianti is just 5 km away, while Castellina Scalo is a mere 6 km distance. Siena, a renowned tourist destination renowned for its rich history and cultural heritage, is conveniently situated 27 km from the property. Nearby attractions for day trips include the picturesque towns of Moneriggioni (10 km), San Gimignano (29 km), San Galgano (50 km), Volterra (52 km), and Montalcino (65 km). Additionally, the property is in close proximity to bicycle rentals, bus stops, and a railway station, ensuring seamless mobility. For those seeking a beach getaway, Cecina Mare is located 83 km away, while an indoor swimming pool is just 15 km from the property. Castellina in Chianti 618
Special Offer for Cignanbianco - Alba 618.2
Apartment:
Cignanbianco - Tramonto 618.3
Last-Minute Offer for Cignanbianco - Alba e Tramonto 618.1
Other apartments with last-minute offers:
Cignanbianco - Alba 618.2
Cignanbianco - Tramonto 618.3
Castellina in Chianti 647
Wonderful multi-unit villa with pool, WIFI, A/C, TV, patio and panoramic view
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In high demand!
| Accommodation | |||||
|---|---|---|---|---|---|
| Cerretino Tettoia 647.1 | 4 | 2 | 1 | ||
| Cerretino Vigna 647.2 | 4 | 2 | 2 | ||
| Cerretino Oliveto 647.3 | 6 | 3 | 3 | ||
| All 3 Accommodations | 14 | 7 | 6 |
Description
Property Summary
Cerretino is a cozy, rustic country house surrounded by fields and vineyards in Castellina In Chianti, Italy. It offers amenities including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan. The property comprises three houses in a residence, situated just 1 km from the center of Castellina in Chianti, in a sunny position, 200 m from the forest edge, and amidst the countryside.
Outdoors
The property boasts a shared natural state area, a swimming pool (6 x 12 m, depth 100 - 180 cm, seasonal availability: 15th May - 15th October), an outdoor shower, patio, terrace, and garden furniture. The pool maintenance is handled by the owner or gardener. Access to the house is via a 300 m long, very bumpy, and narrow motor road, with parking available at the house.
Other Information
Nearby amenities include a shop, grocery, supermarket, restaurant, bar, bakery, and pedestrian zone within 1 km. The bus stop "SR 222" is 200 m away, while the railway station "Castellina Scalo" is 11 km away. The sandy beach "Cecina Mare" is 88 km away, and the thermal baths "Rapolano Terme" are 50 km from the property. Walking paths are accessible from the house at a distance of 200 m. Baby equipment is included in the holiday rental.
Distances and Attractions
Nearby attractions include Panzano in Chianti (13 km), Greve in Chianti (20 km), Gaiole in Chianti (20 km), Siena (26 km), San Gimignano (42 km), and Firenze (50 km). Castellina in Chianti 647
Special Offer for Cerretino Tettoia 647.1
Apartment:
Cerretino Vigna 647.2
Last-Minute Offer for Cerretino Tettoia 647.1
Other apartments with last-minute offers:
Cerretino Vigna 647.2
Cerretino Oliveto 647.3
Castellina in Chianti 625
Cosy apartment with WIFI, A/C, pool, TV, patio, pets allowed and panoramic view
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| Accommodation | |||||
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| La Foresta 625.1 | 2 | 1 | 1 | ||
| La Foresta 625.2 | 2 | 1 | 1 | ||
| La Foresta 625.3 | 6 | 3 | 2 | ||
| La Foresta 625.4 | 4 | 2 | 1 | ||
| All 4 Accommodations | 14 | 7 | 5 |
Description
Property Summary
Agriturismo "La Foresta" is a charming vacation rental situated in the picturesque region of Castellina In Chianti, Italy, surrounded by fields and vineyards. The property comprises 4 apartments in the residence, located 10 km from the centre of Castellina in Chianti and 12 km from the centre of Siena, offering a quiet, sunny position in the countryside. You will enjoy access to a fenced swimming pool measuring 6 x 14 m with seasonal availability from 01.May. - 15.Oct., maintained by the owner/gardener. The property features a spacious yard with plants and trees, meadow areas, and outdoor amenities including an outdoor shower, patio, terrace, and garden furniture. Internet Wifi connectivity ensures you remain connected during your stay. Roofed parking is conveniently available at the house, and the property is accessed via a 2 km long bumpy motor access road. An installment plan may be available for your booking convenience. The residence includes a reception area and a washing machine for shared use among guests. Baby equipment is included, and you may purchase farm products locally. Please note that all houses/apartments are individually designed and furnished.
Outdoors
The outdoor spaces at La Foresta provide excellent opportunities for relaxation and recreation in the Tuscan countryside. For shared use, you will find an extensive property featuring plants and trees throughout the meadow areas. The fenced swimming pool, measuring 6 x 14 m, offers refreshing enjoyment with seasonal availability from 01.May. - 15.Oct., with regular pool maintenance performed by the owner/gardener. An outdoor shower is conveniently located near the pool area. The terrace and patio spaces are equipped with garden furniture, creating ideal settings for outdoor dining and relaxation. A barbecue is available for preparing meals while enjoying the surrounding views of fields and vineyards that characterize this quiet, sunny position in the countryside.
Other Information
Access to the property requires traveling along a 2 km long bumpy motor access, and a car is recommended for your stay. Roofed parking is provided at the house for your convenience. Within the residence, you will find a reception area and a washing machine available for shared use. Baby equipment is included with your accommodation. The property offers local sale of farm products, allowing you to experience authentic Tuscan agricultural offerings. Please note that all houses/apartments within the residence are individually designed and furnished, ensuring each unit has its own unique character and style.
Distances and Attractions
The location provides convenient access to essential services and fascinating nearby attractions in the Chianti region. A shop, grocery, and supermarket are all located 6 km from the property, while a restaurant can be found just 2 km away. The bus stop "Via Chiantigiana" is situated 2 km from La Foresta, and the railway station "Siena" is 12 km away. Among the nearby attractions, you will find Siena at 12 km, Greve in Chianti at 20 km, San Gimignano at 25 km, and Firenze at 65 km, offering numerous opportunities for cultural exploration and sightseeing throughout your stay in Castellina In Chianti, Italy. Castellina in Chianti 625
Special Offer for La Foresta 625.1
Apartment:
La Foresta 625.2
La Foresta 625.3
La Foresta 625.4
Last-Minute Offer for La Foresta 625.1
Other apartments with last-minute offers:
La Foresta 625.2
La Foresta 625.3
La Foresta 625.4
Description
Property Summary
Nestled in the serene Tuscan countryside of Castellina in Chianti, Italy, the charming apartment house "Fiore di Mandorlo" offers an exceptional holiday rental experience in a secluded and sun-drenched setting, just 4 km from the centre of Castellina in Chianti. This beautifully renovated historical residence carries the character and warmth of its origins while providing all the comforts expected of a refined country retreat. The property sits within a natural state estate, offering guests the exclusive use of a private garden and yard where the tranquillity of the Tuscan landscape can be fully appreciated. Convenient private parking is available directly at the house, ensuring effortless arrivals and departures. Wifi internet connectivity is provided, allowing guests to remain connected throughout their stay while enjoying the peaceful rural surroundings.
Outdoors
The outdoor spaces of "Fiore di Mandorlo" invite guests to immerse themselves in the beauty of the Chianti countryside. The private garden, maintained in its natural state, provides a genuine and unspoilt environment ideal for relaxing and enjoying the abundant Tuscan sunshine. The surrounding grounds offer ample space for outdoor leisure, with the property's secluded position ensuring complete privacy and a deep sense of calm. For those wishing to swim, an outdoor swimming pool is accessible just 3 km from the property.
Other Information
Baby equipment is included as part of the property offering, making "Fiore di Mandorlo" a thoughtful choice for families travelling with young children. A car is recommended in order to make the most of the property's countryside location and to reach the surrounding towns, services, and attractions with ease.
Distances and Attractions
The property is ideally positioned to explore the rich cultural and gastronomic heritage of Tuscany. The centre of Castellina in Chianti is located just 4 km away, where guests will find a selection of local shops and a supermarket, both reachable within the same distance. The bus stop "Chiantigiana" is situated 2 km from the property. The magnificent city of Siena, renowned for its medieval architecture and the famous Piazza del Campo, is approximately 25 km away, while Florence, one of the world's most celebrated art and cultural destinations, can be reached in approximately 45 km. This privileged location places guests within easy reach of the finest vineyards, hilltop villages, and landscapes that define the heart of the Chianti region. Fiore di Mandorlo
Casa la Cedrina, Pool, Lornano
Superb private property with private pool, WIFI and TV, close to Siena
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Someone just enquired about this property!
Description
Holiday home Casa La Cedrina, Pool, Lornano is a nice property (200 sq m) that includes private pool and WiFi internet. The property can sleep up to eight people comfortably in four bedrooms with three bathrooms. Conveniently located 770 m (2481 ft) from Lornano, Italy in the tourist area "Siena And Surroundings" and only 13 km (8 mi) from Siena.
What to Expect
After arriving at Casa La Cedrina, Pool, Lornano you’ll find a nice clean well-maintained property with views of the hills perfect for a peaceful holiday 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 relax at the end the day. Sharing a meal 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 vacation. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to eight 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: Siena 13 km (8 mi), Greve In Chianti 32 km (20 mi), San Gimignano 32 km (20 mi), Montalcino 54 km (33 mi) and Florence 62 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (39 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (102 mi), Rome 252 km (157 mi), Venice 309 km (192 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 09:00 - 10:00
Pool Open: 1 May - 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) 75 km (47 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 162 km (100 mi), Roma Ciampino (cia) 261 km (162 mi) and Roma Fiumicino (fco) 274 km (170 mi).
Casa La Cedrina, Pool, Lornano
Book your vacation for the period from 01 May 2026 to 02 November 2026 and save 15% (minimum 3 nights).
Book your vacation for the period from 01 May 2026 to 02 November 2026 and save 25% (minimum 7 nights).
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Amazing independent holiday home with WIFI, private pool, A/C and TV
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Description
La Dimora del Chianti Dimora: Stunning Tuscan Vill is located 5 km (3 mi) from Rietine, Italy and only 27 km (17 mi) from Siena in the tourist area "Siena And Surroundings". La Dimora del Chianti Dimora: Stunning Tuscan Vill is a lovely property (200 sq m) with private pool, WiFi internet and air conditioning. The property can accommodate up to eight guests comfortably in four bedrooms with five bathrooms.
What to Expect
After arriving you’ll find a nice clean well-maintained property with views of the hills 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 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 eight people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Visit the Area
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 27 km (17 mi), Greve In Chianti 33 km (21 mi), Arezzo 52 km (32 mi), San Gimignano 54 km (33 mi) and Montalcino 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 65 km (41 mi), Viareggio 159 km (99 mi), Forte Dei Marmi 167 km (103 mi), Rome 240 km (149 mi), Venice 316 km (196 mi) and Milan 359 km (223 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 19 May - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 78 km (49 mi), Pisa (psa) 124 km (77 mi), Bologna (blq) 165 km (102 mi), Roma Ciampino (cia) 249 km (155 mi) and Roma Fiumicino (fco) 261 km (162 mi).
La Dimora del Chianti Dimora: Stunning Tuscan Vill
Book now and save 10%. Offer valid until 20 April 2026 and for a minimum stay of 5 nights.
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Description
Holiday rental Villa Di Gaiole is a nice stone building (400 sq m) that includes private pool, air conditioning and WiFi internet. The property can sleep up to 12 guests comfortably in six bedrooms with four bathrooms. Conveniently located in Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 29 km (18 mi) from Siena.
What to Expect
After arriving at Villa Di Gaiole you’ll find a nice clean well-maintained property with views of the hills ideal for a peaceful vacation in Tuscany. For your pleasure you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. There is a kitchen including microwave and refrigerator, as well as, plenty of tableware and cutlery for up to 12 people. If you prefer to dine 'al fresco', there is a fully furnished garden where you can enjoy the weather while dining outdoors.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 29 km (18 mi), Greve In Chianti 30 km (18 mi), San Gimignano 50 km (31 mi), Arezzo 58 km (36 mi) and Florence 62 km (38 mi).
Some other major tourist destinations you should consider visiting are: Florence 62 km (38 mi), Viareggio 156 km (97 mi), Forte Dei Marmi 163 km (101 mi), Rome 251 km (156 mi), Venice 312 km (194 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 75 km (46 mi), Pisa (psa) 121 km (75 mi), Bologna (blq) 161 km (100 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
Villa Radda
Chiara House in Galenda, Chianti, Pool and Nature
Wonderful house with pool, WIFI, TV, terrace and panoramic view, close to Greve In Chianti
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- 2
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In high demand!
Description
Holiday home Chiara House In Galenda, Chianti, Pool And Nature is a lovely property (90 sq m) that includes WiFi internet. The property can sleep up to six guests comfortably in two bedrooms with one bathroom. Conveniently located 13 km (8 mi) from Gaiole In Chianti, Italy in the tourist area "Siena And Surroundings" and only 24 km (15 mi) from Greve In Chianti.
Your Experience
When you arrive you will be greeted by the owner or manager where you’ll find a beautiful clean well-maintained property with views of the hills ideal for a peaceful holiday in Tuscany. For your enjoyment you will find a pool where you can relax while enjoying a nice cold beverage after a busy day of visiting museums. There is a kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to six people.
Places Nearby
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 24 km (15 mi), Siena 29 km (18 mi), San Gimignano 44 km (28 mi), Florence 56 km (35 mi) and Montalcino 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 56 km (35 mi), Viareggio 150 km (93 mi), Forte Dei Marmi 157 km (98 mi), Rome 251 km (156 mi), Milan 350 km (217 mi) and Naples 442 km (275 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 June - 30 September (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 69 km (43 mi), Pisa (psa) 115 km (72 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 260 km (162 mi) and Roma Fiumicino (fco) 273 km (169 mi).
The swimming pool is shared with four apartments in the village. Chiara House In Galenda, Chianti, Pool And Nature
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 15% (minimum 5 nights).
Book your vacation for the period from 10 April 2027 to 15 November 2027 and save 25% (minimum 7 nights).
In the Heart of Chianti, Pool, Wifi, View - Lillia
Wonderful holiday rental with private pool, WIFI, A/C, TV and panoramic view
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Description
Conveniently located in the centre of Lilliano, Italy in the tourist area "Siena And Surroundings" and only 27 km (17 mi) from Greve In Chianti. Holiday home In the Heart of Chianti, Pool, Wifi, View - Lillia is a beautiful property (400 sq m) that includes private pool, WiFi internet and air conditioning. The property can sleep up to ten guests comfortably in five bedrooms with five bathrooms.
The Experience
After arriving at In the Heart of Chianti, Pool, Wifi, View - Lillia you’ll find a nice clean well-maintained property ideal for a relaxing 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 shopping. 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 holiday. The kitchen includes coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people.
Visit the Area
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Greve In Chianti 27 km (17 mi), Siena 28 km (17 mi), San Gimignano 33 km (21 mi), Florence 60 km (37 mi) and Montalcino 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 60 km (37 mi), Viareggio 154 km (96 mi), Forte Dei Marmi 162 km (100 mi), Rome 263 km (163 mi), Venice 311 km (193 mi) and Milan 354 km (220 mi).
Additional Information
Check-In Time: 15:00 - 19:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 May - 13 October (If you'd like the pool open outside these dates, please make that request prior to booking)
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 73 km (45 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 160 km (99 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
In the Heart of Chianti, Pool, Wifi, View - Lillia
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Description
Property Summary
Montefienali is a historical holiday village located 15 km from Gaiole in Chianti, Italy, nestled in the countryside at an elevation of 600 meters above sea level. This renovated 13th-century property offers 25 apartments within a hamlet of 25 houses. Guests can enjoy a natural state property spanning 3 hectares with plants, trees, and a seasonal swimming pool (10 x 15 m) available from May 15 to September 30, with pool opening hours from 9:00 AM to 8:00 PM. The property boasts amenities such as a children's pool, outdoor shower, patio, terrace, garden furniture, and a children's playground with a slide, swing, and sandbox. Laundry facilities (shared) are available on-site. While the property is accessible via a 2 km bumpy motor access road, it offers parking on the premises and is within proximity to shops, groceries, supermarkets, restaurants, bars, and bicycle rentals, making it an ideal vacation rental for families seeking a peaceful retreat in the Tuscan countryside.
Outdoors
Immerse yourself in the natural beauty of Montefienali, surrounded by trees on a fenced 3-hectare property. Soak up the sun by the seasonal swimming pool (10 x 15 m), available from May 15 to September 30, with designated pool opening hours from 9:00 AM to 8:00 PM. Children can make a splash in the dedicated children's pool or enjoy the outdoor playground with a slide, swing, and sandbox. Relax on the patio or terrace, surrounded by lush gardens and equipped with comfortable garden furniture. Outdoor showers are also available for your convenience.
Other Information
Montefienali offers convenient on-site amenities, including a shared washing machine for laundry needs. While the property is situated in a secluded location, it is easily accessible via a 2 km bumpy motor access road, with parking available on the premises. A 50-meter footpath leads from the parking area to the accommodations. The property caters to families, with baby equipment provided. Please note that groups of teenagers are accepted upon request only.
Distances and Attractions
Nestled in the Tuscan countryside, Montefienali is conveniently located near various attractions and amenities. The charming town of Gaiole in Chianti is just 15 km away, offering shops, groceries, and a supermarket. Restaurants and bars can be found within a 3 km radius, while bicycle rentals are available 15 km from the property. Explore the rich history and culture of nearby cities such as Siena (36 km), Arezzo (44 km), and Florence (66 km), all within a reasonable driving distance from your vacation rental. Il Cinghiale
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Description
Property Summary
This charming 2-family house is situated in the heart of Gaiole In Chianti, Italy, offering an ideal vacation rental for those seeking an authentic Tuscan experience. The property provides essential modern amenities including Internet WiFi connectivity and convenient public parking available on the adjacent road (additional fee applies). The residence features a central heating system, available from November 1st to April 4th, with heating costs payable on-site.
Outdoors
The property's central location in Gaiole in Chianti provides an authentic Italian atmosphere with the charm of local architecture and the surrounding Tuscan landscape. The building's position offers easy access to the city center and local amenities while maintaining a peaceful environment.
Other Information
The property benefits from proximity to essential services, including a shop just 100 meters away and a supermarket within 500 meters. A local restaurant can be found 2 kilometers from the property, and public transportation is accessible via a bus stop 200 meters away. The central heating system operates seasonally from November 1st to April 4th.
Distances and Attractions
The property provides excellent access to numerous renowned destinations: Radda in Chianti (10 km), Castellina in Chianti (22 km), and Florence (65 km). Notable nearby attractions include the historic Castello di Meleto (5 km), Castelnuovo Berardenga (21 km), San Donato in Poggio (28 m), Greve in Chianti (29 km), Siena (40 km), and San Gimignano (55 km). For beach enthusiasts, Castiglione della Pescaia's sandy shores lie 125 km away, while the thermal baths of Rapolano Terme can be reached within 42 km. Gaiole Apartament
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| Accommodation | |||||
|---|---|---|---|---|---|
| San Regolo 915.1 | 2 | 1 | 1 | ||
| San Regolo 915.2 | 4 | 2 | 2 | ||
| All 2 Accommodations | 6 | 3 | 3 |
Description
Property Summary
Villa San Regolo is a stunning vacation rental located in the picturesque hamlet of San Regolo, just 10 km from the charming town of Gaiole In Chianti, Italy. This resort boasts 6 houses, offering guests a serene and peaceful escape. The property is equipped with a range of amenities, including a swimming pool, internet WiFi, parking facilities, an EV charging station, and the option for an installment plan.
Outdoors
Immerse yourself in the beauty of the Tuscan countryside at Villa San Regolo. The resort features a shared swimming pool (15 x 6 m, with a depth ranging from 120 to 220 cm) available seasonally from May 1st to October 25th. Guests can also enjoy a children's pool, an outdoor shower, and a beautifully maintained garden with furniture, tended to by the owner/gardener.
Other Information
Villa San Regolo offers a range of additional services and facilities to enhance your stay. The complex features a reception area, and guests can indulge in relaxing massages (at an extra cost). Central heating is available, along with laundry facilities, including a shared washing machine. Heating costs are payable on-site (from March 29th to October 31st) and is available from November 1st to March 28th. Bicycles (6) are available for rent (extra charge), and a cook can be arranged upon request (additional cost). Parking is provided on the premises, and an e-charging station is available for electric vehicles.
Distances and Attractions
Villa San Regolo is conveniently located near several attractions and points of interest. The Castello di Brolio is just 2 km away, while Castelnuovo Berardenga is 13 km from the resort. The historic city of Siena is a 20 km drive, and Castellina in Chianti is 27 km away. Other nearby destinations include Greve in Chianti (35 km), Monteriggioni (35 km), and Monte San Savino (39 km). For those seeking a beach getaway, the sandy shores of Castiglione della Pescaia are 115 km from the resort, and the thermal baths of Rapolano Terme are just 26 km away. Gaiole in Chianti 915
Gaiole in Chianti 649
Pretty multi-unit villa with WIFI, private pool, A/C, TV, terrace, pets allowed and panoramic view
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| Accommodation | |||||
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| Montechioccioli 649.1 | 6 | 2 | 1 | ||
| Montechioccioli 649.2 | 6 | 2 | 1 | ||
| All 2 Accommodations | 12 | 4 | 2 |
Description
Property Summary
The Montechioccioli 3-family house is a cosy and rustic vacation rental surrounded by vineyards in the charming hamlet of Rietine, just 4 km from the center of Gaiole In Chianti, Italy. This property features three apartments available for rent, making it an ideal choice for families or groups of friends seeking to experience the beauty of Tuscany. Montechioccioli boasts a range of amenities, including a Swimming Pool, Yard, Internet Wifi, Parking, and an Installment Plan.
Outdoors
Montechioccioli is a true countryside gem with a terraced garden spanning 1,000 m2, adorned with a variety of plants and trees. It offers a serene setting for guests to relax and take in the stunning views of the Tuscan countryside. The property boasts a seasonal swimming pool, measuring 12 x 6 m with a depth of 170 cm, available from May 2nd to October 3rd. The pool area features a shower/WC and a terrace with a barbecue, perfect for alfresco dining and enjoying the warm Italian evenings.
Other Information
The property provides additional conveniences, such as a washing machine for shared use and parking on the premises. It is worth noting that the owner resides on the same property. Montechioccioli offers a truly unforgettable vacation rental experience in the heart of Tuscany.
Distances and Attractions
Montechioccioli is strategically located just 12 km from the center of Radda in Chianti and 40 km from the historic city of Siena, making it an ideal base for exploring the region's many attractions. Nearby, guests can discover the charming town of Gaiole in Chianti, known for its rich cultural heritage and picturesque surroundings. Gaiole in Chianti 649
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Montechioccioli 649.2
Casavecchia
Private Holiday villa with private pool, WIFI, TV, terrace, panoramic view, near Greve In Chianti
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Description
Conveniently located 3 km (2 mi) from Volpaia, Italy in the tourist area "Chianti" and only 21 km (13 mi) from Greve In Chianti. Holiday rental Casavecchia is a nice stone building (284 sq m) that includes WiFi internet and private pool. The property can sleep up to 12 guests comfortably in six bedrooms with six bathrooms.
The Experience
This beautiful farmhouse is located in a very quiet and secluded position on the Castello di Volpaia estate, where we have successfully been renting two other properties, La Pozza and Il Casetto for many years. Guests can enjoy incredible views from the covered terrace, which is furnished for outdoor eating and is also very practical for families as it overlooks the pool, allowing parents to relax while keeping an eye on the pool area. The fortified hamlet of Volpaia offers two nice restaurants, one of which owned by the estate. The English speaking estate staff can organize cooking lessons, visits to the wine cellars and will be glad to assist guests during their stay.
Upon arrival you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. After a hectic day of shopping, spend some time with friends and family poolside enjoying a glass of wine - a perfect way to unwind at the end the day. 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.
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 21 km (13 mi), Siena 40 km (25 mi), San Gimignano 50 km (31 mi), Florence 53 km (33 mi) and Arezzo 64 km (40 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 148 km (92 mi), Forte Dei Marmi 155 km (96 mi), Rome 255 km (158 mi), Venice 304 km (189 mi) and Milan 347 km (216 mi).
Additional Information
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) 68 km (42 mi), Pisa (psa) 113 km (70 mi), Bologna (blq) 155 km (96 mi), Roma Ciampino (cia) 264 km (164 mi) and Roma Fiumicino (fco) 276 km (172 mi).
Additional Services
Cooking Lessons - Discover from a local chef the techniques vital to master Tuscan cuisine. The owner can schedule to have a chef come to the property for a cooking lesson for any number of people in your group. It's a enjoyable way to spend time with friends and family while learning the secrets needed to prepare delicious Tuscan meals when you return home. For more details and the extra cost, please contact us.
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Ask for more details about the extra cost.
The property can also be rented with a cooking service (breakfast and another meal) at extra cost.
Cleaning service is included 4 hours a day, 5 days a week. Casavecchia 12
Pozza di Volpaia
Superb independent house with private pool, WIFI, TV, terrace, panoramic view, near Greve In Chianti
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Description
Property Pozza Di Volpaia is a lovely stone building (300 sq m) that includes private pool and WiFi internet. The property can accommodate up to 11 people comfortably in six bedrooms with five bathrooms. Pozza Di Volpaia is located in the centre of Volpaia, Italy and only 23 km (14 mi) from Greve In Chianti in the tourist area "Chianti".
The Experience
This property is located in the fortified medieval hamlet of Volpaia, in the Chianti Classico area, in a secluded position ensuring complete privacy. It is just a 300 m walk to the centre of the hamlet, with 2 restaurants, one of which managed by the Castello di Volpaia farm, where it is possible to taste the local cuisine. Cooking classes are also arranged, on request, by the English-speaking local office.
Upon arrival at Pozza Di Volpaia you’ll find a lovely clean well-maintained property with views of the hills perfect for a relaxing holiday in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a busy day of sightseeing. Sharing a meal 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 vacation. The kitchen includes coffee machine, microwave, toaster and refrigerator, as well as, plenty of tableware and cutlery for up to 11 people. Dine 'al fresco' like a real Tuscan, the fully furnished veranda is the ideal setting to enjoy food, family and the nice Tuscan weather.
Places 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: Greve In Chianti 23 km (14 mi), Siena 41 km (26 mi), San Gimignano 51 km (32 mi), Florence 53 km (33 mi) and Arezzo 66 km (41 mi).
Some other major tourist destinations you should consider visiting are: Florence 53 km (33 mi), Viareggio 149 km (93 mi), Forte Dei Marmi 156 km (97 mi), Rome 257 km (159 mi), Venice 305 km (190 mi) and Milan 348 km (216 mi).
Additional Information
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) 70 km (43 mi), Pisa (psa) 114 km (71 mi), Bologna (blq) 150 km (93 mi), Roma Ciampino (cia) 272 km (169 mi) and Roma Fiumicino (fco) 284 km (177 mi).
Additional Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, ask about the cooking lessons that can be arranged at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques required to master Tuscan cuisine. For more details and the additional cost, please contact us.
Tours - The owner can organize custom tours for your group. To learn about the tours available, speak to the owner when you arrive or ask prior to booking. The cost will vary depending in the specific tour and number of people.
Maid Service - Upgrade your vacation with maid service. This service can be arranged by the owner. Ask for more details about the extra cost.
Cleaning service is included 4 hours a day 5 days a week. Pozza Di Volpaia
Camporempoli
Independent Vacation rental with hot tub, private pool, WIFI, TV, patio, near Greve In Chianti
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Description
Conveniently located 3 km (2 mi) from Lucarelli, Italy in the tourist area "Chianti" and only 16 km (10 mi) from Greve In Chianti. Holiday home Camporempoli is a beautiful stone building (400 sq m) that includes WiFi internet and private pool. The property can accommodate up to ten guests comfortably in six bedrooms with five bathrooms.
The Experience
From its secluded position the views are absolutely stunning, with all the windows framing a picture of the lovely Chianti countryside at its best. There is a pathway leading to the beautiful swimming pool with overflow effect, in a particularly panoramic position. The pool has a large shallow end for children. To the rear of the property, is a converted barn where the housekeeper lives.
There is a 1 km unmade driveway leading to Camporempoli. It was partially cemented at the end of 2013 in order to make it more easily accessible.
When you arrive at Camporempoli you’ll find a beautiful clean well-maintained property with views of the hills perfect 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 sightseeing. For your pleasure, on the grounds there is a barbecue grill and patio. If you enjoy cooking for family and friends there is a well-equipped kitchen including coffee machine, microwave, toaster, stove and refrigerator, as well as, plenty of tableware and cutlery for up to ten people. If you prefer to dine 'al fresco', there is a fully furnished patio 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: Greve In Chianti 16 km (10 mi), Siena 32 km (20 mi), San Gimignano 44 km (27 mi), Florence 47 km (29 mi) and Arezzo 67 km (42 mi).
Some other major tourist destinations you should consider visiting are: Florence 47 km (29 mi), Viareggio 142 km (88 mi), Forte Dei Marmi 149 km (93 mi), Rome 258 km (160 mi), Venice 298 km (185 mi) and Milan 342 km (212 mi).
Additional Information
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) 62 km (39 mi), Pisa (psa) 107 km (66 mi), Bologna (blq) 147 km (91 mi), Roma Ciampino (cia) 280 km (174 mi) and Genova (goa) 283 km (176 mi).
More Services
Maid Service - If you'd like maid service during your trip that can be organized by the owner. Ask for more details about the extra cost.
Cleaning service is included 3 hours a day, 5 days a week. Camporempoli
