Dudda Holiday Rentals
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Villa Paneretta
Private Villa rental with WIFI, A/C, private pool, patio, panoramic view, near San Gimignano
- 11
- 5
- 5
Description
Villa Paneretta is a beautiful villa with private pool in Tuscany in the heart of the Chianti Classico.
Surrounded by 309 hectares (woods, vineyards and olive groves) it is part of a magnificent historic venue dating back to the thirteenth century and also a farming estate producing wine and oil. Villa Paneretta is next to the ancient Castello della Paneretta and its cellars: the production of Chianti Classico wine represents the main activity and guests of Villa Paneretta will have the privilege of tasting the unique flavor of its bottles of wine directly on the spot. The castle is open (at fixed times) for tastings and visits but the guests of Villa Paneretta will always enjoy the exclusivity of their outdoor spaces and swimming pool.
The private swimming pool is located about 50 meters away from the villa and can be reached by walking under the historic castle walls. The location of Villa Paneretta is very strategic: you are halfway between Florence and Siena and in the heart of the Chianti Classico region.
At guests' disposal: air conditioning in 4 bedrooms, private garden, equipped outdoor areas, private swimming pool (above ground) located about 50 meters from the villa (9 x 4 meters; depth: 1.20 meters; usable from 8:30 to 19:00), small barbecue, wi-fi internet connection, parking area. On request it is possible to rent an outbuilding with 2 additional bedrooms (sleeps 3) located in front of the villa. The dependance is rented only together with the villa.
Distances: Poggibonsi (all kinds of shops) at 6 km, Castellina in Chianti at 14 km, San Gimignano at 20 km, Siena at 33 km, Florence at 45 km, Volterra at 40 km, Montalcino at 75 km, sea (Tuscan coast ) at 85 km, Cortona at 105 km; Pisa at 100 km, Lucca at 115 km, Arezzo at 110 km.
Please carefully check if there are any extra costs to be paid on site! Villa Paneretta
Book 14 days or less before the arrival date and receive a 15 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
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- 7
- 6
Description
Villa Tregole is a nice stone building (270 sq m) with private pool, air conditioning and WiFi internet. The property can sleep up to 16 guests comfortably in seven bedrooms with six bathrooms. Conveniently located 3 km (2 mi) from Fonterutoli, Italy in the tourist area "Siena And Surroundings" and only 21 km (13 mi) from Siena.
Your Experience
When you arrive you’ll find a lovely clean well-maintained property with views of the hills perfect for a peaceful vacation in Tuscany. For your enjoyment you will find a private pool where you can relax while enjoying a nice cold beverage after a hectic day of shopping.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 21 km (13 mi), Greve In Chianti 26 km (16 mi), San Gimignano 42 km (26 mi), Florence 50 km (31 mi) and Montalcino 63 km (39 mi).
Some other major tourist destinations you should consider visiting are: Florence 50 km (31 mi), Viareggio 144 km (90 mi), Forte Dei Marmi 152 km (94 mi), Rome 261 km (162 mi), Milan 345 km (214 mi) and Naples 452 km (281 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Pool Open: 1 March - 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) 63 km (39 mi), Pisa (psa) 110 km (68 mi), Bologna (blq) 150 km (93 mi), Roma Ciampino (cia) 270 km (168 mi) and Genova (goa) 283 km (175 mi).
Villa Tregole
Il Nespolo Charming Apartment Fonterutoli - Siena,
Comfortable home with WIFI, A/C and TV, near Siena
- 4
- 2
- 1
Description
Il Nespolo Charming Apartment Fonterutoli - Siena, is located in the centre of Fonterutoli, Italy and only 17 km (11 mi) from Siena in the tourist area "Siena And Surroundings". Vacation rental Il Nespolo Charming Apartment Fonterutoli - Siena, is a lovely stone building (110 sq m) that includes WiFi internet and air conditioning. The property can sleep up to four guests comfortably in two bedrooms with one bathroom.
What to Expect
When you arrive at Il Nespolo Charming Apartment Fonterutoli - Siena, you’ll find a lovely clean well-maintained property with views of the hills ideal for a splendid vacation in Tuscany. After a hectic day of visiting museums, spend some time with friends and family enjoying a glass of wine - a perfect way to relax at the end the day. 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, stove and refrigerator, as well as, plenty of tableware and cutlery for up to four people.
What's Nearby?
Most people enjoy visiting close-by cities and towns while on vacation, so for your reference this is a list of popular places with distances (as the crow flies) from the property: Siena 17 km (11 mi), Greve In Chianti 25 km (16 mi), San Gimignano 38 km (23 mi), Florence 49 km (31 mi) and Montalcino 59 km (37 mi).
Some other major tourist destinations you should consider visiting are: Florence 49 km (31 mi), Viareggio 141 km (88 mi), Forte Dei Marmi 151 km (94 mi), Rome 258 km (160 mi), Venice 296 km (184 mi) and Milan 344 km (214 mi).
Additional Information
Check-In Time: 16:00 - 20:00
Check-Out Time: 08:00 - 10:00
Nearest Airports (distances as the crow flies): Firenze Peretola (flr) 63 km (39 mi), Pisa (psa) 109 km (68 mi), Bologna (blq) 149 km (93 mi), Roma Ciampino (cia) 267 km (166 mi) and Roma Fiumicino (fco) 279 km (174 mi).
More Services
Please note: Breakfast is served outside the property, in another building. Il Nespolo Charming Apartment Fonterutoli - Siena,
Book your vacation for the period from 07 April 2026 to 13 July 2026 and save 15% (minimum 2 nights).
Villa Monteloro
Wonderful independent house with private pool, WIFI, TV, terrace, panoramic view, close to Florence
- 12
- 6
- 6
Description
Property Summary
Nestled in the picturesque hills of Sieci, in the heart of Tuscany, Italy, Villa "Monteloro" is a remarkable historic estate that offers an extraordinary retreat for those seeking elegance, privacy, and natural beauty. Situated at an altitude of 300 metres atop a sun-drenched hill, this magnificent property dates back to the 12th century and was thoughtfully renovated in 2005, seamlessly blending centuries of heritage with modern comforts. Located just 12 km from the centre of Florence and 2 km from the centre of Sieci, the estate occupies a commanding elevated position that affords breathtaking panoramic views of the surrounding Tuscan countryside. The property comprises a main house, an adjoining apartment where the caretaker resides, and a barn occasionally used by the owners. Spread across a private and fully fenced 25-hectare estate, Villa "Monteloro" is the ideal vacation rental for discerning travellers in search of an authentic and luxurious Tuscan experience. The property features a beautifully maintained yard and garden, a large swimming pool available seasonally, complimentary internet WiFi throughout, and convenient on-site parking, ensuring every comfort is thoughtfully provided for your stay in Pontassieve.
Outdoors
The outdoor spaces of Villa "Monteloro" are truly exceptional, offering a wealth of opportunities to relax and enjoy the stunning natural surroundings. The estate's private 25-hectare grounds are fully fenced and feature a beautifully landscaped garden that perfectly complements the historic character of the villa. The centrepiece of the outdoor area is the large swimming pool, measuring 13 x 5 metres, which is available seasonally from 16 April to 01 October, inviting you to enjoy refreshing swims while taking in the sweeping views of the Tuscan hills. The pool area is thoughtfully equipped with a dedicated pool house featuring a fridge, shower, WC, and cooking stove, providing all the convenience you need for a full day spent outdoors. An outdoor shower is also available directly at the pool area for your comfort. A barbecue facility completes the outdoor entertaining space, making al fresco dining and leisurely gatherings in the fresh Tuscan air an effortless pleasure throughout your stay.
Other Information
Villa "Monteloro" is equipped with a washing machine inside the villa for your convenience during extended stays. The property benefits from a heating system, which is operational from 01 November to 15 April, with heating charges to be settled directly on site. The estate is fully fenced, ensuring a high level of privacy and security throughout your stay.
Distances and Attractions
Villa "Monteloro" enjoys an enviable location that places a wealth of cultural, natural, and leisure attractions within easy reach. The centre of Sieci is just 2 km away, where you will find shops, grocery stores, and a railway station, making everyday errands and travel connections effortlessly convenient. The iconic city of Florence lies just 12 km from the property, offering world-renowned museums, galleries, and architectural masterpieces. The charming hilltop town of Fiesole is 15 km away, while the prestigious Outlet "The Mall" can be reached in approximately 20 km. Reggello is situated 30 km from the estate, and the serene forest sanctuary of Vallombrosa is 35 km away. For those who enjoy active pursuits, an 18-hole golf course is located 24 km from the property and tennis courts are just 3 km away. The sandy beaches of Versilia are approximately 110 km from the villa, offering a wonderful coastal escape within comfortable driving distance. Villa Monteloro
Cafaggio di Sopra
Stunning independent villa rental with private pool, WIFI, TV and balcony, near Florence
- 11
- 6
- 3
Description
Property Summary
Nestled in the heart of Tuscany, Italy, the farm estate "Cafaggio di Sopra" is a remarkable holiday rental set in a quiet and elevated position atop a hill, just 8 km from Sieci and 19 km from Florence, in the municipality of Pontassieve. Originally built as a watchtower during the Middle Ages, the main building has been fully renovated and thoughtfully furnished with a harmonious blend of antique and rustic pieces, preserving the authentic character of its historic origins. The property comprises a main house and an annex building, together offering a total of 9 rooms across an impressive 455 m2 of living space. Situated at an altitude of 400 m above sea level, the estate commands breathtaking panoramic views of the rolling Tuscan countryside surrounding Florence, with olive groves, woods, and meadows stretching across the landscape in every direction. Guests have access to a private 6 x 12 m swimming pool, a generous yard that invites relaxation and outdoor enjoyment, and on-site parking reached via a 1 km unmade road. Internet Wi-Fi access is also available, ensuring connectivity throughout your stay.
Outdoors
The outdoor spaces of "Cafaggio di Sopra" are as captivating as the property itself, offering a wealth of areas designed for leisure, dining, and exploration. A charming pergola provides a shaded setting ideal for alfresco meals, complemented by a traditional pizza oven that adds a distinctly Italian touch to outdoor entertaining. The estate is equipped with garden furniture and a barbecue, making it perfectly suited for long, convivial evenings under the Tuscan sky. A children's playground ensures that younger guests are well catered for, while a table tennis table offers additional recreational options for all ages. The surrounding landscape is laced with forest paths leading to a lake, inviting guests to explore the natural beauty of the estate at their own pace. The private swimming pool, measuring 6 x 12 m, serves as the centrepiece of the outdoor area and is set against the stunning backdrop of the hilly Florentine countryside.
Other Information
The main house and annex building of "Cafaggio di Sopra" together form part of a distinguished farm estate, offering a total of 9 rooms across 455 m2. Central heating is available at the property, though it is provided exclusively during the period from 01.11 to 07.04. For guests requiring additional housekeeping services, midweek cleaning can be arranged upon request for an extra fee. For larger groups wishing to make full use of the estate, it is possible to book the entire villa for up to 9 people under the reference IT5270.899.3, in an arrangement that does not include the use of the Suite.
Distances and Attractions
"Cafaggio di Sopra" enjoys an enviable location that places guests within easy reach of some of Tuscany's most celebrated destinations and practical amenities. The property is situated just 8 km from Sieci and 19 km from Florence, with a train connection to Florence available nearby, offering a convenient and scenic route into the city. Pisa airport is also well connected to the estate, providing straightforward access for international travellers arriving from abroad. Among the nearby attractions, guests will find the charming hilltop town of Fiesole, the prestigious Luxury Outlet The Mall, the picturesque village of Monteloro, and the tranquil forest sanctuary of Vallombrosa. Wine enthusiasts will appreciate the proximity to Greve in Chianti, a quintessential destination in the heart of the Chianti wine region, while San Casciano in Val di Pesa offers further opportunities to discover the authentic flavours and traditions of rural Tuscany. Cafaggio di Sopra
Description
Property Summary
Il Castagneto is a large working farm situated in Pontassieve, Italy, 400 meters above sea level. The resort encompasses two houses and offers a private swimming pool, a yard, and parking facilities. The pool is above ground, measuring 8 x 5 meters with a depth of 150 - 150 cm, available seasonally from May 06 to September 30. Guests can enjoy the beautiful garden furniture and a barbecue while relaxing by the poolside. The property also boasts a spacious garden spread over an area of 1 hectare, available for shared use.
Outdoors
The resort is located in a secluded, quiet position, surrounded by countryside and woods, making it an ideal vacation rental for those seeking peace and tranquility. The garden area spans over 1 hectare and is not fenced, allowing guests to fully immerse themselves in the natural surroundings.
Other Information
The house is equipped with a washing machine, available for shared use, and the heating system is chargeable on-site from November 01 to April 07. The property is accessible through a narrow motor road, approximately 500 meters away via an unmade road. Guests can park their vehicles on the premises. The owner lives on the property and produces honey and oil.
Distances and Attractions
The property is situated 8 kilometers from Rufina and 16 kilometers from Pontassieve. The nearest shop and supermarket are 8 kilometers away, while the bathing lake Lago di Bilancino is located at a distance of 48 kilometers. Nearby attractions include the famous towns of Dicomano, Vicchio, and Fiesole, making it advisable to have a car to explore the surrounding areas. Il Castagneto
Villa Silvana
Pretty independent house with A/C, hot tub, private pool, WIFI, TV, patio and panoramic view
- 8
- 4
- 5
Description
Property Summary
Villa Silvana is a stunning single-family house located just 3 km from Tavarnelle Val di Pesa. This three-story vacation rental offers a delightful combination of comfort and luxury, with a large, well-kept garden featuring a wildlife garden, trees, and a seasonal swimming pool. The property boasts a range of amenities, including an outdoor shower, hot tub, arbour, pergola, terrace, garden furniture, and a barbecue area. Inside, you'll find a fitness room and an additional hot tub, ensuring a truly indulgent experience.
Outdoors
The outdoor spaces at Villa Silvana are truly remarkable. The large, fenced garden is meticulously maintained, offering a tranquil oasis with a wildlife garden and an array of trees. The highlight of the outdoor area is the seasonal swimming pool, measuring 5 x 10 meters with a depth range of 100 to 250 cm, available from April 20th to October 15th. Enjoy a refreshing dip while soaking in the beautiful surroundings. Additionally, the property features an outdoor shower, hot tub, arbour, pergola, terrace, and garden furniture, providing ample spaces for relaxation and entertainment. A barbecue area is also available, perfect for alfresco dining.
Other Information
Villa Silvana offers a range of additional services to enhance your stay. Linen and towel changes are available at an extra charge, and room cleaning and housekeeping services can be requested for an additional fee. For those seeking culinary indulgence, a cook can be arranged upon request, and breakfast and half-board options are available at an extra cost. Parking is conveniently available at the house, with a single garage on the premises. The owner/gardener maintains the pool, ensuring a pristine swimming experience.
Distances and Attractions
Villa Silvana is ideally situated for exploring the region's rich cultural and natural attractions. Within 800 meters, you'll find shops, a grocery store, restaurants, and a bakery, while a bus stop is just 100 meters away. The Zambra railway station is 13 km from the property, providing easy access to nearby destinations. For beach lovers, the sandy shores of Cecina Mare are approximately 90 km away. Golf enthusiasts can tee off at a 14-hole golf course located 30 km from the villa. Nearby attractions include the charming towns of Certaldo (11 km), San Gimignano (22 km), and Volterra (47 km), as well as the iconic cities of Florence (36 km), Siena (46 km), and Pisa (86 km). Villa Silvana
Il Canto del Maggio
Comfortable apartment with WIFI, pool, A/C, TV, patio, pets allowed and panoramic view
- 6
- 14
- 6
- 6
| Accommodation | ||||
|---|---|---|---|---|
| La Castellana | 2 | 1 | 1 | |
| Canto al Sole | 2 | 1 | 1 | |
| Bellina | 2 | 1 | 1 | |
| Canto alla Luna | 4 | 1 | 1 | |
| Lilla | 2 | 1 | 1 | |
| Cecilia | 2 | 1 | 1 | |
| All 6 Accommodations | 14 | 6 | 6 |
Description
Hospitality, Osteria "Gentile" with veg garden, Cooking School and a stunning infinity pool overlooking the valley: il Canto del Maggio, owned by Simona and her family, isn’t just a place to sleep — it’s a place where you meet a family deeply rooted in this land and in its rhythms.
Here guests are welcomed into six charming units that reflect a rare and authentic form of hospitality: the Albergo diffuso—literally, a ‘scattered hotel’. Developed in Italy, this model revitalizes once-abandoned villages by blending comfort with local tradition in a truly immersive experience- in fact the "borgo" is a shared community between locals that live here permanently, and travelers that was born in the late 1980's.
Our collaboration with this placa was born to promote a network of local chefs, farmers, winemakers, guides, and hospitality professionals — all working together to create meaningful moments that we hope will make your stay one to remember.
My team (I am Tuscany) and I will take care of the accommodation side of your experience — from the moment you book to the day you arrive. Before your stay, we’ll coordinate with you to plan any extra services or personalized experiences, so everything is ready and tailored to your needs before you arrive.
Simona, the soul of this place, will welcome you into her world: her home, her kitchen, around her table, or walking through the vegetable garden — the orto. On the plate, a cuisine that arises spontaneously: the garden decides the menu, and we simply follow its lead.
Together, we can plan special dinners in the garden or by the pool, enjoy breakfast on the terrace or your private patio, and explore much more — from local farmers’ markets and tastings to our favorite go-to places in the area.
Available experiences include:
-Harvesting ingredients directly from the garden and discovering the joy of simple, farm-to-table cooking
-Themed culinary workshops (vegetarian, pastry-making, regional cuisine)
-Activities that immerse you in the natural beauty, culture, and traditions of the area
-Private meals (including breakfast) served anywhere on the property
-Pop-up events hosted by the restaurant or the outdoor kitchen
-Private events and retreats tailored to your needs Il Canto Del Maggio
Special Offer for La Castellana
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Apartment:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
Last-Minute Offer for La Castellana
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Canto al Sole
Bellina
Canto alla Luna
Lilla
Cecilia
Antico Loggiato
Superb villa rental with private pool, A/C, WIFI, TV, pets allowed and panoramic view
- 14
- 7
- 3
Description
Property Summary
The "Antico Loggiato" is an agricultural estate situated at an elevation of 480 meters above sea level. It features 4 apartments within the property, offering a vacation rental opportunity in the countryside. The estate boasts amenities such as a swimming pool (8 x 4 m, 150 cm depth, seasonal availability from April 1 to October 31), a yard, internet WiFi, and parking facilities.
Outdoors
The property provides shared access to a fenced garden, making it an ideal setting for outdoor relaxation. Private amenities include a swimming pool (8 x 4 m, depth 150 cm, seasonal availability: April 1 - October 31), table tennis facilities, garden furniture, a barbecue area, and a children's playground equipped with a swing.
Other Information
The complex offers additional amenities such as a reception area, table football, and a central heating system available from November 1 to April 15. Please note that the owner resides on the same property. The nearest shop is located 6 km away, while a grocery store is conveniently situated 500 m from the premises. A supermarket is also available within a 6 km radius.
Distances and Attractions
The "Antico Loggiato" is located 6 km from the center of Rufina, 13 km from the center of Pontassieve, Italy, and 30 km from the center of Florence. Nearby attractions include Vicchio (24 km), Fiesole (30 km), Vallombrosa (31 km), and Greve in Chianti (50 km). Additionally, the bathing lake "Bilancino" is situated 46 km away. Transportation options include a bus stop "Rufina" 6 km away and the railway station "Rufina" also located 6 km from the property. Antico Loggiato
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- 18
- 6
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Description
Former barn which was carefully restored preserving its original architectural features, situated in quiet location on the Chianti hills. This property, offering beautiful views over the surrounding vineyards, comprises 3 apartments all of which tastefully restored.
Distances: Tavarnelle Val di Pesa with all kinds of shops 2 km, San Gimignano 25 km, Florence 30 km, Siena 35 km, Volterra approx. 45 km.
At guests’ disposal: fenced furnished garden and shared swimming-pool (12 x 6 m – maximum depth 1,40 m – open from 15/05 to 02/10). Parking within the grounds. Baby bed available free of charge.
Extra services: maid service available by arrangement (price to be agreed and paid on the spot). The apartments are provided with air-conditioning. All of the apartments are equipped with washing-machine, iron and private furnished outdoor area.
Please carefully check if there are any extra costs to be paid on site! I Glicini
Last-Minute Offer for Glicini 1
Book 14 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Other apartments with last-minute offers:
Glicini 2
Glicini 3
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- 17
- 9
- 10
| Accommodation | |||||
|---|---|---|---|---|---|
| Fornacino 1 | 2 | 1 | 2 | ||
| Fornacino 2 | 4 | 2 | 2 | ||
| Fornacino 3 | 2 | 1 | 2 | ||
| Fornacino 4 | 2 | 1 | 1 | ||
| Fornacino 5 | 5 | 3 | 2 | ||
| Fornacino 6 | 2 | 1 | 1 | ||
| All 6 Accommodations | 17 | 9 | 10 |
Description
Ancient farmhouse with adjoining barn situated on a large and renowned farming estate producing excellent wine and olive oil. This property has been carefully restored and turned into 6 comfortable apartments, all of which offering nice interiors furnished in a rustic style with some antiques. The location, among vineyards and olive groves is peaceful and dominates the Chianti Classico hills. Beautiful panoramic views with Siena in the distance are afforded. This property provides a well-kept large garden (6000 m2) with infinity pool whose use is to be shared among the 6 apartments.
Distances: Ponte a Bozzone with a food shop, a restaurant and a butcher is 5 km away, Siena with all kinds of shops and railway station 12 km, San Gimignano approx. 50 km, Florence 70 km away, Pisa 115 km , Rome 250 km away.
At guests disposal: large panoramic garden (6000 m2), shared infinity swimming-pool (5,5 x 15 m – maximum depth 1,8 m – open from 01/05 to 30/09), solarium terrace with open-air shower (cold water), barbecue, oven for pizza, furnished loggia (35 m2), table tennis. Shared laundry with washing-machine and ironing facilities. All of the apartments provide alarm system, satellite TV, hair-dryer, heating system and table and chairs (in a common area).
Parking within the grounds.
Extra services included in the rental price: linen change on Wednesdays.
Extra services to be paid on the spot: Baby bed available upon request at € 70,- / per week (payable on site).
The produce of the estate is available for clients to be purchased.
Please carefully check if there are any extra costs to be paid on site! Fornacino
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- 5
- 4
Description
Property Summary
Immerse yourself in the tranquil countryside of Pontassieve, Italy, where the Country house "I Cancelli" awaits your arrival. This semi-detached vacation rental, perched at 350 meters above sea level, offers a serene and sun-drenched retreat amidst the rolling hills. With a private fenced park spanning 1,000 square meters, you'll enjoy ample outdoor space to relax and unwind. The property boasts amenities such as a yard, internet WiFi, parking, a table tennis setup, garden furniture, a barbecue area, and a children's playground complete with a slide and swing.
Outdoors
Step outside and bask in the natural beauty that surrounds you. Wander through the lush park, savor alfresco meals on the garden furniture, or challenge your travel companions to a friendly game of table tennis. The barbecue area provides the perfect setting for savoring delectable grilled delights under the warm Italian sun. Younger guests will delight in the children's playground, where they can swing and slide to their hearts' content.
Other Information
Within the house, you'll find additional comforts, including a billiard table for leisurely entertainment. Please note that heating is available for an additional fee, payable on-site, and is only accessible from November 1st to April 7th. Parking is conveniently located just 10 meters away from the house, ensuring easy accessibility.
Distances and Attractions
While the Country house "I Cancelli" offers a peaceful retreat, it is also ideally situated near various attractions and amenities. Grocery stores and supermarkets are within a short drive, ranging from 4.5 to 17 kilometers away, ensuring easy access to essential supplies. For dining out, a restaurant is located just 930 meters from the property. Beach lovers can indulge in the sandy shores of Versilia, only 125 kilometers away, while an outdoor swimming pool and the picturesque Bilancino bathing lake are closer options at 7 and 37 kilometers, respectively. Golfers can tee off at an 18-hole golf course situated 27 kilometers away, and tennis enthusiasts will find courts just 15 kilometers from the property. Nearby attractions include the charming towns of Monteloro (14 km), Fiesole (21 km), Vicchio (26 km), San Casciano in Val di Pesa (35 km), Greve in Chianti (42 km), and the renowned Radda in Chianti (65 km). Please note that the owner resides on the same property. I Cancelli
Barberino Valdelsa 155
Stunning multi-unit property with internet, pool, TV and patio, close to Greve In Chianti
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- 8
- 4
- 3
| Accommodation | |||||
|---|---|---|---|---|---|
| Chiantishire Retreat 155.1 | 4 | 2 | 1 | ||
| Chiantishire Retreat 155.5 | 4 | 2 | 2 | ||
| All 2 Accommodations | 8 | 4 | 3 |
Description
Property Summary
Nestled in the sun-drenched Tuscan countryside of Barberino Val D'Elsa, Italy, "Chiantishire retreat" is a captivating country house offering an exceptional holiday rental experience for those seeking tranquillity, natural beauty, and authentic rural charm. The property comprises 15 well-furnished apartments, each thoughtfully appointed to ensure a comfortable and memorable stay. Spread across a breathtaking 40 hectares of natural garden, the estate immerses you in the serene landscape of the Italian countryside, providing a true sense of escape from the rhythms of everyday life. A generously sized shared swimming pool measuring 16 x 8 meters with a depth of 150 cm serves as the centrepiece of outdoor relaxation, while the expansive yard and surrounding grounds offer ample space to unwind, explore, and reconnect with nature.
Outdoors
The outdoor spaces at "Chiantishire retreat" are nothing short of spectacular, inviting you to make the most of the Tuscan climate and scenery throughout your stay. The shared swimming pool, measuring 16 x 8 meters with a depth of 150 cm, is available seasonally from June 1st to October 2nd, offering a refreshing retreat during the warmer months. Complementing the pool area, an outdoor shower provides added convenience after a swim. Garden furniture is thoughtfully arranged across the grounds, creating comfortable spaces for relaxation and al fresco dining, while barbecue facilities allow you to enjoy leisurely outdoor meals surrounded by the natural beauty of the estate. The 40 hectares of natural garden that envelop the property offer endless opportunities for peaceful walks and quiet contemplation amidst the rolling Tuscan landscape.
Other Information
"Chiantishire retreat" is equipped with a range of practical amenities designed to make your stay as comfortable and convenient as possible. Internet access is available on the premises, ensuring you remain connected whenever needed. A dedicated reception area is on hand to assist you throughout your visit, while parking on the premises ensures hassle-free arrivals and departures. A washing machine is also available, adding a further layer of convenience for longer stays.
Distances and Attractions
"Chiantishire retreat" benefits from an enviable location that places you within easy reach of some of Tuscany's most celebrated destinations and everyday conveniences. The centre of Barberino Val D'Elsa is just 1 km away, while the centre of Tavarnelle Val di Pesa can be reached within 4 km. For those wishing to explore further afield, the magnificent city of Florence lies approximately 30 km from the property, and the historic city of Siena is a mere 40 km away, both offering world-class art, architecture, and gastronomy. Closer to home, a supermarket, shop, and restaurant are all located within 1 km of the property, ensuring that everything you need for a comfortable and enjoyable stay is readily accessible. Barberino Valdelsa 155
Quercia al Poggio - Weddings and Events
Unique private property with A/C, private pool, WIFI, near San Gimignano
- 42
- 22
- 17
Description
Chic and elegant, in the most picturesque surroundings, the incredible charming stone Tuscan villa and buildings of Fattoria di Quercia al Poggio make for the perfect place to have a dreamy destination wedding in Tuscany. Comprised of ten different apartments that can accommodate up to 42 people with 22 bedrooms and 17 bathrooms the property boasts two private swimming pools, stylish and cosy interiors, and extensive grounds with lots of amenities. Tucked away, far from the main road, this little slice of paradise is nestled in an elevated position overlooking the rolling hills and pastoral Tuscan landscape that surrounds. Located 15 km (9 mi) from Barberino Val D'elsa and only 24 km (15 mi) from the famously pretty medieval town of San Gimignano and both near Siena and near Florence too, this is an utterly idyllic spot in the Tuscan countryside made even more lovely by the fact that the property is on a working farm producing delicious olive oil and wines and that the vineyard, forest, olive grove, and considerable grounds can all be freely explored and enjoyed by guests.
If you’ve been considering getting away from it all and dreaming of a perfectly peaceful destination wedding in the stunning Tuscan landscape and among the Tuscan hills, then this is the luxury wedding villa in which to do it! An exceptionally romantic wedding venue, there are all sorts of pretty spots both on the property and in the immediate surroundings that would provide exceptionally lovely backdrops for your wedding photography in order to commemorate your unforgettable wedding in Tuscany. The venue can comfortably accommodate up to 70 people indoors (in case of bad weather) and up to 80 people outdoors for a somewhat small wedding and wonderfully intimate wedding on the grounds and in the Italian garden taking in incredible views over the surrounding Tuscan countryside, with ample space to set up an area for the wedding ceremony as well as tables for the meal, a dance floor, a DJ or a band and more for wedding receptions.
In addition to being a top wedding venue for both an indoor or outdoor wedding in Tuscany, Fattoria di Quercia di Poggio also provides a lovely accommodation space for your guests, friends, and families with bright, spacious, airy, elegant interiors in this lovely wedding villa in Tuscany. As noted, the property is composed of ten different apartments including:
Loggia - max capacity: 4 bedrooms : 2 bathrooms : 2
Corte - max capacity: 4 bedrooms : 2 bathrooms : 1
Terrazza - max capacity: 6 bedrooms : 3 bathrooms : 2
Borgo - max capacity: 2 bedrooms : 1 bathrooms : 1
Valle - max capacity: 4 bedrooms : 2 bathrooms : 2
Gelso - max capacity: 5 bedrooms : 3 bathrooms : 2
Alba - max capacity: 5 bedrooms : 3 bathrooms : 2
Tramonto - max capacity: 5 bedrooms : 3 bathrooms : 2
Giardino - max capacity: 5 bedrooms : 2 bathrooms : 2
Quercia - max capacity: 2 bedrooms : 1 bathrooms : 1
Those staying at the luxury villa can also make use of the two pools on the property, explore the extensive grounds of the estate, try the products made on-site, discover the wine cellars and enjoy wine tasting, and venture out into the surrounding area to take in the beauty of this part of the Tuscan Countryside.
Make your dream wedding in Tuscany happen and get in touch with us to start planning it all today. Before you know it, you'll be getting married in this stunning villa in Italy...
Additional Information and Services:
For weddings and events, a 3 nights minimum stay is required during, April, May, June, September and October, one week in the months of July and August.
Wedding Planner - The property can also offer also the services of a professional wedding planner to help you every step of the way with your wedding planning and to organise all of the details of your special day if you are getting married in Italy. Alternatively, external planners, vendors (including the wedding photographer, wedding flowers, wedding DJ, etc) and catering can be brought onto the property.
Check-In - Time: 15:30 - 18:30
Check-Out - Time: 08:00 - 10:00
Pool - Open: 31 May - 30 September (If you'd like the pool open outside these dates, please make this request prior to booking)
Nearest Airports - (Distances as the crow flies): Firenze Peretola (Flr) 57 km (35 mi), Pisa (Psa) 101 km (63 mi), Bologna (Blq) 138 km (85 mi), Genova (Goa) 277 km (172 mi) and Roma Ciampino (Cia) 287 km (178 mi).
For any more detailed info about each accommodation, you can check the property #EAS 128380 Quercia Al Poggio - Weddings And Events
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| Accommodation | |||||
|---|---|---|---|---|---|
| Antico Loggiato 974.1 | 8 | 3 | 1 | ||
| Antico Loggiato 974.2 | 6 | 2 | 1 | ||
| Antico Loggiato 974.3 | 4 | 1 | 1 | ||
| Antico Loggiato 974.4 | 4 | 1 | 1 | ||
| All 4 Accommodations | 22 | 7 | 4 |
Description
Property Summary
The "Antico Loggiato" is an agricultural estate situated at an elevated position on top of a hill in the countryside of Pontassieve, Italy. It offers a vacation rental opportunity with 4 apartments within the property. Guests can enjoy shared access to various amenities, including a fenced garden, a seasonal swimming pool (8 x 4 m, depth 150 cm, available from April 1 to October 31), table tennis facilities, garden furniture, a barbecue area, and a children's playground with a swing. The property also provides pool maintenance services by the owner/gardener.
Outdoors
The property boasts a serene outdoor environment with a fenced garden and a seasonal swimming pool measuring 8 x 4 meters with a depth of 150 cm, available from April 1 to October 31. Guests can relax in the garden, complete with furniture and a barbecue area, while children can enjoy the playground equipped with a swing. Additionally, table tennis facilities are available for recreational activities.
Other Information
The complex features a reception area, a table football setup, and a central heating system operational from November 1 to April 15. Parking is conveniently available on the premises. It's important to note that the owner resides on the same property. Nearby, guests can find a shop within 6 km, a grocery store at 500 m, and a supermarket at 6 km distance. The "Rufina" bus stop and railway station are both located 6 km away. Just an example, the "Bilancino" bathing lake is situated 46 km from the property.
Distances and Attractions
The property is situated 6 km from the center of Rufina, 13 km from the center of Pontassieve, and 30 km from the center of Florence. Nearby attractions include Vicchio (24 km), Fiesole (30 km), Vallombrosa (31 km), and Greve in Chianti (50 km), offering visitors a chance to explore the surrounding areas and experience the local culture and scenery. Rufina 974
Linari 603
Superb multi-unit holiday home with pool, WIFI, TV, patio, pets allowed and panoramic view
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| Accommodation | |||||
|---|---|---|---|---|---|
| Linearis e 603.1 | 4 | 2 | 1 | ||
| Linearis C 603.2 | 4 | 1 | 1 | ||
| Linearis J 603.3 | 6 | 2 | 1 | ||
| Linearis K 603.4 | 7 | 3 | 2 | ||
| Linearis F 603.5 | 6 | 2 | 1 | ||
| Linearis a 603.7 | 6 | 2 | 2 | ||
| Linearis B 603.6 | 6 | 2 | 1 | ||
| Linearis D 603.8 | 4 | 1 | 1 | ||
| All 8 Accommodations | 43 | 15 | 10 |
Description
Property Summary
Linearis country house is a stunning standalone property surrounded by lush trees, fields, and vineyards. It comprises nine apartments and boasts a beautiful, well-maintained garden spanning over 10,000 square meters. The property offers a variety of shared amenities, including a swimming pool, yard, internet WiFi, parking, and installment plan options. The individually designed and furnished houses and apartments provide a unique vacation rental experience in Barberino Val D'elsa, Italy.
Outdoors
Guests at Linearis enjoy access to a fenced swimming pool measuring 14 x 7 meters and 165 centimeters deep, complete with a pool house, outdoor shower, and terrace featuring garden furniture and a barbecue. A children's playground is also available, and the owner/gardener maintains the pool. The property boasts a stunning, secluded, and sunny location elevated above the countryside, offering breathtaking views.
Other Information
Linearis country house provides a reception area, lounge, shared washing machine and tumble dryer (additional fee), and housekeeping services upon request (additional fee). The property is accessed via a 100-meter footpath, and communal covered parking is available for an extra charge. The reception is open from 09:00-13:00 hours, and guests must wear bathing caps when using the pool. The owner resides on the premises.
Distances and Attractions
The property is conveniently situated 3 kilometers from the center of Poggibonsi, 6 kilometers from Barberino Val d'Elsa's center, and 15 kilometers from San Gimignano. It is 82 kilometers from the sea. Nearby amenities include a grocery store and bakery (2 kilometers), a supermarket (3 kilometers), a bus stop (3 kilometers), and the Poggibonsi railway station (3 kilometers). Attractions within reach include Siena (36 kilometers), Florence (46 kilometers), Volterra (38 kilometers), and Pisa (90 kilometers). Guests can purchase local farm products during their holiday rental stay. Linari 603
Fattoria di Quercia al Poggio
Comfortable accommodation with WIFI, pool, A/C, patio and panoramic view, close to San Gimignano
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| Accommodation | |||||
|---|---|---|---|---|---|
| Corte Cappella 2 | 4 | 2 | 1 | ||
| Terrazza Cappella 3 | 6 | 3 | 2 | ||
| Borgo Cappella 4 | 2 | 1 | 1 | ||
| Valle Cappella 5 | 4 | 2 | 2 | ||
| Gelso Proneta 1 | 5 | 3 | 2 | ||
| Alba Proneta 2 | 5 | 3 | 2 | ||
| Tramonto Proneta 3 | 5 | 3 | 2 | ||
| Giardino Proneta 4 | 5 | 2 | 2 | ||
| Fienile Quercia 2 | 2 | 1 | 1 | ||
| All 9 Accommodations | 38 | 20 | 15 |
Description
Fattoria Di Quercia Al Poggio is a lovely property with air conditioning, shared pool and WiFi internet. The residence has been designed with a total of ten separate units. The property can accommodate up to 42 people comfortably in 22 bedrooms with 17 bathrooms. Conveniently located 15 km (9 mi) from Barberino Val D'elsa, Italy in the tourist area "San Gimignano And Surroundings" and only 24 km (15 mi) from San Gimignano.
At Guest's Disposal
The property is composed by 2 main parts: the apartments "Cappella" and the independent unit "Quercia 2" with a pool of 12 x 22 mt and, about 400 mt far from these, the apartments "Proneta" with a pool of 7 x 14 mt.
Aside the 2 stunning swimming pools, there is also a tennis court for guests' use (also used as a volleyball court or five-a-side football pitch).
What to Expect
After arriving you will be greeted by the owner or manager where you’ll find a nice clean well-maintained property perfect 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 hectic day of visiting museums. For your pleasure, on the grounds there is a tennis court, barbecue grill and patio. This holiday home is a multi-unit property which is ideal for a group of friends or acquaintances traveling together that prefer to have private living and sleeping quarters while sharing the common areas, like the pool or garden, with the group. Each unit is equipped with its own fully-equipped kitchen for meal preparation.
Places Nearby
Most people enjoy visiting nearby cities and towns while on holiday, so for your reference this is a list of popular places with distances (as the crow flies) from the property: San Gimignano 24 km (15 mi), Greve In Chianti 26 km (16 mi), Florence 41 km (26 mi), Siena 43 km (27 mi) and Montalcino 79 km (49 mi).
Some other major tourist destinations you should consider visiting are: Florence 41 km (26 mi), Viareggio 136 km (85 mi), Forte Dei Marmi 143 km (89 mi), Rome 271 km (169 mi), Venice 293 km (182 mi) and Milan 341 km (212 mi).
Additional Information
Check-In Time: 15:30 - 18:30
Check-Out Time: 08:00 - 10:00
Pool Open: 31 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) 57 km (35 mi), Pisa (psa) 101 km (63 mi), Bologna (blq) 138 km (85 mi), Genova (goa) 277 km (172 mi) and Roma Ciampino (cia) 287 km (178 mi).
Wi-fi - A free Wifi connection is available in the shared spaces like the main courtyard, the reception and the places near it, moreover, it works also in some units like "Cappella 1, 2, 3, 4".
More Services
Professional Chef - Are you looking for a real treat during your holiday? Why not book a professional chef to prepare and serve you a mouth-watering meal using local produce? The chef will organize the meal based on your preferences and dietary requirements. The chef will offer advice for the various courses and the wine. Ask for more details and the extra costs.
Maid Service - Upgrade your holiday with maid service. This service can be scheduled by the owner. Ask for more details about the additional cost.
Weddings and Events: The owners require an extra charge, due both for weekly rentals and also for shorter ones; this fee is paid directly to the owner, once the balance for the rent is due. Quercia Al Poggio
La Gropina di Loro Ciuffenna
Pretty private vacation rental with private pool, WIFI, TV, pets allowed and panoramic view
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Description
La Gropina Di Loro Ciuffenna is located 2 km (1 mi) from Loro Ciuffenna, Italy and only 42 km (26 mi) from Greve In Chianti in the tourist area "Arno Valley". Holiday home La Gropina Di Loro Ciuffenna is a beautiful property (200 sq m) that includes WiFi internet and private pool. The property can sleep up to 11 people comfortably in four bedrooms with two bathrooms.
Your Experience
Upon arrival at La Gropina Di Loro Ciuffenna you’ll find a lovely clean well-maintained property ideal for a splendid vacation in Tuscany. Regardless of how you spend your days - shopping, visiting museums, sightseeing 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. There is a kitchen including coffee machine, microwave, stove and refrigerator, as well as, plenty of tableware and cutlery for up to 11 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 42 km (26 mi), Arezzo 44 km (27 mi), Florence 60 km (37 mi), Siena 64 km (40 mi) and Montepulciano 75 km (47 mi).
Some other major tourist destinations you should consider visiting are: Florence 60 km (37 mi), Viareggio 153 km (95 mi), Forte Dei Marmi 160 km (100 mi), Rome 248 km (154 mi), Venice 310 km (192 mi) and Milan 353 km (219 mi).
Additional Information
Pets Welcome - If your pet is travelling with you on vacation that is not a problem at La Gropina Di Loro Ciuffenna. If you have a large dog or multiple pets, please inquire for permission prior to booking.
Check-In Time: 14:00 - 17:00
Check-Out Time: 09:00 - 09:30
Pool Open: 12 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) 73 km (46 mi), Pisa (psa) 134 km (83 mi), Bologna (blq) 154 km (96 mi), Roma Ciampino (cia) 257 km (160 mi) and Roma Fiumicino (fco) 270 km (167 mi).
More Services
Cooking Lessons - If you're interested in learning more about Tuscan cooking, inquire about the cooking lessons that can be organized at the property. It's a enjoyable way to spend time with friends and family while discovering the techniques needed to master Tuscan cuisine. For more details and the additional cost, please contact us.
Professional Chef - Are you looking for a real treat during your vacation? Why not book a professional chef to prepare and serve you a sumptuous meal using local produce? The chef will organize the meal based on your preferences and dietary needs. The chef will offer suggestions for the various courses and the wine. Inquire for more details and the supplemental costs.
Maid Service - If you'd like maid service during your trip that can be arranged by the owner. Ask for more details about the additional cost.
Baby Sitting - A babysitter can be scheduled at La Gropina Di Loro Ciuffenna. If you're traveling with kids and would like some alone time, speak to the owner directly about this option after arriving.
We accept a maximum of 2 dogs. Villa Gropina
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Description
Appartamento Beatrice is located in an old hamlet on a hilltop in the heart of the Chianti region.
This property offers visitors the beauty of the local area, known worldwide for its history, natural resources, and delicious food and wine.
Appartamento Beatrice has a pool, perfect for relaxing with friends, and a large garden with a barbecue area. Surrounded by vineyards, olive groves, and oak forests, it gives a true feel of the countryside.
Guests are greeted by the stunning views of the landscape all around. From the hill, you can see the different sides of the Chianti region, both natural and artistic, including the Romanesque church of St. Peter in Cedda and the valley of the Elsa River.
The house is located on the border of Siena and Florence, which adds to its charm, recalling the historical rivalry between these two cities.
The hilltop location offers great views over the surrounding landscape. Cities like Siena, San Gimignano, Florence, and Volterra are just a short drive away.
The small villages and Romanesque country churches nearby can be easily reached by relaxing walks through the Chianti hills.
At guests' disposal:
The pool (10x5 m) is shared with other 3 apartments and it is situated at about 30 meters from the apartment. Private garden, fully furnished terrace, barbecue facilities, dishwasher, hair dryer, toaster, washing machine, sat TV, cot and high chair on request (free), iron and ironing board, CD player, American coffee machine, Parking on the grounds.
Distances:
San Donato in Poggio 8 km; Siena 25 km; San Gimignano 30 km; Florence 45 km; Pisa 100 km. Rome 250 km.
Access to the house by car: 3 km via an unpaved road, not suitable for sports cars.
Please carefully check if there are any extra costs to be paid on site! Appartamento Beatrice
Book 15 days or less before the arrival date and receive a 20 % discount off the published rental rates.
This Offer is valid only for stays of 7 nights minimum and can not be combined with any other special offers.
Mulino Morandi
Superb independent holiday rental with WIFI, A/C, private pool, TV and patio
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Description
Welcome to Mulino Morandi: A Restored Ancient Water Mill
Nestled in a very authentic and beautiful area of central Tuscany, stands Mulino Morandi, a lovingly restored water mill steeped in over a thousand years of history.
Mulino Morandi boasts 6 beautifully appointed bedrooms and 6 full bathrooms, each blending rustic charm with modern comforts.
Private hydrolysis pool with sunshades and loungers, BBQ and outdoor sitting area, river side private sitting area.
Beyond the stay itself, I offer personal support to help you make sense of your time in the area.
Based on the season and on what you’re actually curious about, I can suggest local experiences, places to eat, and simple, meaningful ways to spend your days — including day trips and self-guided itineraries that fit your rhythm, not a checklist.
If you’d like to talk things through and see if and how I can help, you can book a free introductory call. Mulino Morandi
Book your vacation for the period from 30 March 2026 to 20 December 2026 and save 15% (minimum 7 nights).
Book your vacation for the period from 30 March 2026 to 30 June 2026 and save 10% (minimum 3 nights).
Book 5 days or less before the arrival date and receive a 10 % discount off the published rental rates.
This Offer is valid only for stays of 2 nights minimum and can not be combined with any other special offers.
