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Radda in Chianti Rentals

From $399 per night (USD)
VRBO
Mansion - Radda in Chianti
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
(Text automatically translated) In the heart of the Chianti Classico Tuscan this house of 600, equipped with every comfo ...
From $399 per night (USD)
VRBO
From $753 per night (USD)
Expedia
Casale il Gualdo In Radda in Chianti, Tuscany
Bedrooms:
6
Bathrooms:
8
Sleeps:
16
Property for exclusive use Casale il Gualdo is an old stone house, completely independent, measuring 300 sq. m. and capa ...
From $753 per night (USD)
Expedia
From $414 per night (USD)
VRBO
12km North of Siena with a stunning view pool & tenniscourt 3 bedrooms ensuite
Bedrooms:
3
Bathrooms:
3
Sleeps:
6
This beautiful property is a part of an old 16th century farm situated on the top of one of hills West of Castellina in ...
From $414 per night (USD)
VRBO
From $123 per night (USD)
Expedia
Wonderful apartment in the heart of Chianti Classico sorrounded by vineyards
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Live the experience of staying at the beautiful Bindi Sergardi Winery. Located at 15 min drive north of Siena in a peace ...
From $123 per night (USD)
Expedia
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VRBO
Detached villa with swimming pool and pizza oven for groups up to fourteen people.
Bedrooms:
3
Bathrooms:
5
Sleeps:
14
Our villa located within walking distance from Tregole in the famous wine region of Chianti Classico, has five spacious ...
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VRBO
From $691 per night (USD)
Expedia
Casa Lucomeni, Radda in Chianti, Siena and Chianti
Bedrooms:
4
Bathrooms:
5
Sleeps:
9
There’s a real sense of luxury about this two-storey villa, even in the outside spaces. The private pool has an infinity ...
From $691 per night (USD)
Expedia
From $327 per night (USD)
VRBO
Villa Beba 6 In Castellina in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Property for exclusive use Historical 18th Century villa on two floors, 280 sq. m. with 3 double bedrooms and 2 bathroom ...
From $327 per night (USD)
VRBO
From $467 per night (USD)
Expedia
Il Corno, Radda in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
A magnificently positioned restored farmhouse, situated on its own rise in the heart of the Chianti area, Il Corno effor ...
From $467 per night (USD)
Expedia
From $11364 per night (USD)
VRBO
Traditional Stone House in the Heart of Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Perfect for those who want to enjoy a relaxing holiday in the Chianti countryside among vineyards and woods. The place i ...
From $11364 per night (USD)
VRBO
From $921 per night (USD)
Expedia
Il Torrino In Radda in Chianti, Tuscany
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Property for exclusive use Il Torrino is a beautiful country home, composed of a main house and an annex, sleeping 12 in ...
From $921 per night (USD)
Expedia
$Beautiful private villa with WIFI, private pool, A\/C and parking, close to Greve In Chianti$
From $3766 per night (USD)
VRBO
Beautiful private villa with WIFI, private pool, A\/C and parking, close to Greve In Chianti
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
Vacation rental Villa Pianvecchio is a beautiful property that includes WiFi internet, private pool and air conditioni ...
From $3766 per night (USD)
VRBO
From $1705 per night (USD)
Expedia
Luxury Historic Villa San Piero, Panoramic Views, Romantic Chapel, Wine Cellar
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
SAN PIERO: A private, luxury Villa embedded in Chianti vineyards with panoramic views, saltwater pool and a Chapel from ...
From $1705 per night (USD)
Expedia
From $432 per night (USD)
VRBO
Gorgeous villa with new pool in the heart of Chianti (wi fi and whirlpool)
Bedrooms:
5
Bathrooms:
4
Sleeps:
12
---------- IMPORTANT: WE HAVE RECENTLY ADDED THIS PROPERTY TO OUR WALLET. LOOK AT OUR FEEDBACKS FOR THE OTHER PROPERTIES ...
From $432 per night (USD)
VRBO
From $164 per night (USD)
Expedia
An enchanting cottage for a perfect vacation
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Leccino is one of three houses that are part of Podere Pornanino, a 36-hectare organic farm producing extra virgin olive ...
From $164 per night (USD)
Expedia
From $285 per night (USD)
VRBO
Molino del Ponte, Radda in Chianti, Italy
Bedrooms:
4
Bathrooms:
6
Sleeps:
12
If you have ever wondered what was life like in the Tuscan region of Italy in the 1600s, look no further than Molino del ...
From $285 per night (USD)
VRBO
From $247 per night (USD)
Expedia
APARTMENT IN THE HEART OF CHIANTI; BOOK DIRECTLY TO THE OWNER
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
The apartment, with the classic structure of local houses with exposed beams, is independent and located on the ground f ...
From $247 per night (USD)
Expedia
From $843 per night (USD)
VRBO
Colto Dei Pallanti - Three Bedroom Villa, Sleeps 6
Bedrooms:
4
Bathrooms:
3
Sleeps:
6
Radda, Chianti. Surrounded by beautiful hills, the villa is ideally situated for exploring Italy’s cultural treasures as ...
From $843 per night (USD)
VRBO
From $265 per night (USD)
Expedia
Ridaldi by Interhome
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Podere Ridaldi is located in Lamole, a small town in Chianti with a restaurant, a small grocery store and a 13th century ...
From $265 per night (USD)
Expedia
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VRBO
VILLA SARA Gracious vineyard home
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Villa Sara is situated on a hilltop in Panzano, in the heart of the Chianti Classico premium wine region. Exterior Descr ...
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VRBO
From $125 per night (USD)
Expedia
Ancient Cottage in Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Ancient hut that has just been renovated and transformed into a delightful cottage located in a charming 16th century vi ...
From $125 per night (USD)
Expedia
From $305 per night (USD)
VRBO
L'Angolino In Radda in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Property for exclusive use Beautiful stone farmhouse, completely independent, 120 sq. m., holding up to 6 persons with t ...
From $305 per night (USD)
VRBO
From $844 per night (USD)
Expedia
Cosoli, Charming Two-story Historical Villa Situated In The Heart Of Chianti
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Cosoli is a family house and the main residence of the owners. It is ideally located right in the middle of Chianti Clas ...
From $844 per night (USD)
Expedia
From $1596 per night (USD)
VRBO
Cresta del Chianti, Castelnuovo Berardenga, Siena and Chianti
Bedrooms:
9
Bathrooms:
11
Sleeps:
18
Open hilltop views, extensive private gardens and country comforts are awaiting your Chianti get-together at Cresta del ...
From $1596 per night (USD)
VRBO
From $170 per night (USD)
Expedia
Adorable house in charming Chianti hamlet btwn Siena, Arezzo and Florence
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Casa Secciano is located strategically between these 3 artistic cities allowing for easy access to tourist sites, but at ...
From $170 per night (USD)
Expedia
From $696 per night (USD)
VRBO
FAB 5BD DESIGNER VILLA, PRIVATE HEATED POOL & AMAZING VIEWS, TOP SIENA CHIANTI
Bedrooms:
5
Bathrooms:
5
Sleeps:
9
CLOSE TO 6 UNESCO WORLD HERITAGE SITES - Siena, San Gimignano, Val d'Orcia &Pienza, Florence and Pisa, inside the first ...
From $696 per night (USD)
VRBO
From $231 per night (USD)
Expedia
La Terrazza by Interhome
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
La Terrazza is a typical manor house, located in the heart of the Chianti Classico area, which preserves the atmosphere ...
From $231 per night (USD)
Expedia
From $816 per night (USD)
VRBO
Quiet and Beautiful Property, Large Pool, Airco in bedrooms
Bedrooms:
6
Bathrooms:
6
Sleeps:
16
Beautiful 18th century property in the heart of the Chianti region, absolutely quiet location, equipped with a large poo ...
From $816 per night (USD)
VRBO
From $964 per night (USD)
Expedia
Private Villa with WIFI, hot tub, private pool, TV, patio, panoramic view, close to Greve In Chianti
Bedrooms:
5
Bathrooms:
6
Sleeps:
10
Conveniently located 3 km (2 mi) from Lucarelli, Italy in the tourist area "Chianti" and only 16 km (10 mi) from Greve I ...
From $964 per night (USD)
Expedia
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VRBO
Ancient hamlet with swimming pool in the heart of Chianti - Il Melograno
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
<p>Situated in a rural area, this welcoming vacation home brings all of Castellina in Chianti within your reach. Jump in ...
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VRBO
From $1015 per night (USD)
Expedia
Private Villa with private pool, WIFI, TV, terrace, panoramic view, close to Greve In Chianti
Bedrooms:
7
Bathrooms:
6
Sleeps:
12
Casavecchia is located 3 km (2 mi) from Volpaia, Italy and only 21 km (13 mi) from Greve In Chianti in the tourist area ...
From $1015 per night (USD)
Expedia
From $1166 per night (USD)
VRBO
Private Villa with private pool, WIFI, TV, terrace, panoramic view, close to Greve In Chianti
Bedrooms:
5
Bathrooms:
6
Sleeps:
11
Conveniently located in the centre of Volpaia, Italy in the tourist area "Chianti" and only 23 km (14 mi) from Greve In ...
From $1166 per night (USD)
VRBO
From $309 per night (USD)
Expedia
stunning villa in Chianti, village walking distance, breathtaking view, Wi Fi
Bedrooms:
1
Bathrooms:
3
Sleeps:
6
There’s a place in Chianti where you can have the privilege of rediscovering the past. This is a place where taste, aes ...
From $309 per night (USD)
Expedia
From $589 per night (USD)
VRBO
Docciole: Chianti Villa and Pool for 12
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
Docciole is a wonderful family villa, once a Tuscan farmhouse, converted and designed for family reunions - it provides ...
From $589 per night (USD)
VRBO
From $178 per night (USD)
Expedia
Il Cipresso, Radda in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Il Cipresso is tucked into a hillside hamlet in the green heart of the Chianti on the halfway mark between idyllic Caste ...
From $178 per night (USD)
Expedia
From $571 per night (USD)
VRBO
Villa Casa al Sole Large Private Pool, WiFi
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Overview Villa Casa al Sole is located in Florence, Tuscany. This detached vacation rental property offers Free Wi ...
From $571 per night (USD)
VRBO
From $1057 per night (USD)
Expedia
Casa Maravilla 6, Emma Villas
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
The Price includes: - Utilities: water - gas for kitchen use and hot water - electricity - weekly linen, initial and fin ...
From $1057 per night (USD)
Expedia
From $97 per night (USD)
VRBO
We work out of passion and to make our guests' stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B&B is located in a characteristic village medieval from the name of Castellina in Chianti, one of the main ...
From $97 per night (USD)
VRBO
From $97 per night (USD)
Expedia
We work for passion and to make our guests stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B & B is located in a caretaker country medieval by the name of Castellina in Chianti, one of the main capit ...
From $97 per night (USD)
Expedia
From $97 per night (USD)
VRBO
We work out of passion and to make our guests' stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B&B is located in a characteristic village medieval from the name of Castellina in Chianti, one of the main ...
From $97 per night (USD)
VRBO
From $96 per night (USD)
Expedia
We work for passion and to make our guests stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B & B is located in a caretaker country medieval by the name of Castellina in Chianti, one of the main capit ...
From $96 per night (USD)
Expedia
From $97 per night (USD)
VRBO
We work out of passion and to make our guests' stay
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Mariani B & B is located in a convenient location Medieval from the name of Castellina in Chianti, one of the main c ...
From $97 per night (USD)
VRBO
From $263 per night (USD)
Expedia
Stunning villa for 6 guests with WIFI, TV, terrace, pets allowed, panoramic view and parking
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Property Summary La Terrazza is a charming manor house in the heart of Chianti Classico region, offering an authentic ex ...
From $263 per night (USD)
Expedia
From $2099 per night (USD)
VRBO
Marangole 12, Emma Villas
Bedrooms:
8
Bathrooms:
7
Sleeps:
12
The Price includes: -Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $2099 per night (USD)
VRBO
From $133 per night (USD)
Expedia
In the heart of Chianti: view over the valley, relaxation & art, wine & sun
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Val delle Corti is a small winery in Radda in Chianti. The ‘Capanna’, an old, tastefully restored natural stone hay bar ...
From $133 per night (USD)
Expedia
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VRBO
Appartamento per 5 nel Chianti Classico con Piscina Vicino a Siena
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
<p>Close to ecotours, birdwatching, and more, this pet-friendly apartment brings it all within reach. Jump into your car ...
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VRBO
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Expedia
Appartamento per 4 nel Chianti Classico con Piscina Vicino a Siena
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
<p>A short distance from ecotours, birdwatching, and more, this pet-friendly apartment lets you experience it all. Jump ...
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Expedia
$Beautiful villa for 8 guests with WIFI, private pool, A\/C, hot tub, TV, patio and parking$
From $302 per night (USD)
VRBO
Beautiful villa for 8 guests with WIFI, private pool, A\/C, hot tub, TV, patio and parking
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
Property Summary Podere Ridaldi is a charming holiday rental located in the small town of Lamole, nestled in the heart o ...
From $302 per night (USD)
VRBO
From $163 per night (USD)
Expedia
The Terrace
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
<p>Located in Castellina in Chianti, this welcoming apartment lets you experience it all. You're conveniently located wi ...
From $163 per night (USD)
Expedia
From $1373 per night (USD)
VRBO
Villa La Poiana 10, Emma Villas
Bedrooms:
6
Bathrooms:
6
Sleeps:
10
The Price includes: - Utilities: electricity - water - gas for cooking use - weekly linen, initial and final cleaning - ...
From $1373 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Family property in the heart of Tuscany & Chianti Hillside
Bedrooms:
5
Bathrooms:
6
Sleeps:
16
Family villa (easily sleeps 16 people) with private infinity pool in the middle of vineyards and a natural reserve. Fu ...
From $545 per night (USD)
Expedia
$\Pettirosso\ Peace and tranquility in Chianti$
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VRBO
\"Pettirosso\" Peace and tranquility in Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
This apartment has a large bedroom with a queen size bed and a sofa bed. It is furnished with antique Tuscan furniture, ...
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VRBO
From $284 per night (USD)
Expedia
In the Sienese Chianti house in an ancient village with swimming pool and tennis court
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
The apartment of about 90 square meters is located in a beautiful ancient village with swimming pool and tennis court. P ...
From $284 per night (USD)
Expedia
From $2544 per night (USD)
VRBO
Luxury Villa in Radda Chianti,heatable Pool,Aircon,SPA room,gym room,sleep 10
Bedrooms:
8
Bathrooms:
6
Sleeps:
12
This charming wine estate with panoramic views is located on the hills at just 1.5 km from Radda in Chianti, a lovely me ...
From $2544 per night (USD)
VRBO
$Private Villa with private pool, sauna, hot tub, WIFI, A\/C, TV, patio, close to Greve In Chianti$
From $4320 per night (USD)
Expedia
Private Villa with private pool, sauna, hot tub, WIFI, A\/C, TV, patio, close to Greve In Chianti
Bedrooms:
7
Bathrooms:
5
Sleeps:
11
Conveniently located 4 km (2 mi) from Radda In Chianti, Italy in the tourist area "Siena And Surroundings" and only 23 k ...
From $4320 per night (USD)
Expedia
From $400 per night (USD)
VRBO
Exceptionally pretty cottage with pool, views, in walking distance from Panzano
Bedrooms:
3
Bathrooms:
3
Sleeps:
5
Exceptionally pretty old cottage in the heart of Chianti just 10 minutes walking from the medieval town of Panzano. Comp ...
From $400 per night (USD)
VRBO
From $194 per night (USD)
Expedia
Ancient farm situated in the heart of the Chianti Classico Senese, Pool and View
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Godenano di Mezzo is an ancient farm located in the heart of the Castellina in Chianti countryside, in the cradle of the ...
From $194 per night (USD)
Expedia
From $393 per night (USD)
VRBO
Eremo Chiostro In Gaiole in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
7
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $393 per night (USD)
VRBO
From $489 per night (USD)
Expedia
Fiorita In Radda in Chianti, Tuscany
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Property for exclusive use Typical country house in stone, 150 sq. m., with 4 double bedrooms and 3 bathrooms, holding u ...
From $489 per night (USD)
Expedia
From $791 per night (USD)
VRBO
Vistabella In Castelnuovo Berardenga, Tuscany
Bedrooms:
6
Bathrooms:
7
Sleeps:
14
Property for exclusive use Beautiful villa situated in the heart of the Chianti Classico region in a hilly position amon ...
From $791 per night (USD)
VRBO
From $731 per night (USD)
Expedia
Villa Arnica B: A graceful cottage surrounded by vineyards and olive groves, with Free WI-FI.
Bedrooms:
1
Bathrooms:
3
Sleeps:
4
Villa Arnica B is a graceful cottage surrounded by vineyards and olive groves. It sleeps four people. From Villa Arnica ...
From $731 per night (USD)
Expedia
From $265 per night (USD)
VRBO
Eremo Fattore In Gaiole in Chianti, Tuscany
Bedrooms:
1
Bathrooms:
2
Sleeps:
3
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $265 per night (USD)
VRBO
From $413 per night (USD)
Expedia
Eremo Magnolia In Gaiole in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $413 per night (USD)
Expedia
From $413 per night (USD)
VRBO
Eremo Granaio In Gaiole in Chianti, Tuscany
Bedrooms:
2
Bathrooms:
4
Sleeps:
6
The charm of the ancient Eremo nel Chianti will capture your soul all the while you stay there and it will cling to your ...
From $413 per night (USD)
VRBO
From $3619 per night (USD)
Expedia
Radda in Chianti 5 bedroom luxury villa rental, heated pool, wine estate
Bedrooms:
6
Bathrooms:
5
Sleeps:
10
Perched atop the undulating hills of Radda in Chianti, Villa Pancho is a picturesque, panoramic home with views of olive ...
From $3619 per night (USD)
Expedia
From $981 per night (USD)
VRBO
Lovely apartment in villa for 20 guests with private pool, WIFI, TV, terrace and parking
Bedrooms:
6
Bathrooms:
10
Sleeps:
20
Property Summary Borgo Castagnoli is a beautiful manor house surrounded by fields and vineyards in Greve In Chianti, Ita ...
From $981 per night (USD)
VRBO
From $490 per night (USD)
Expedia
Nice apartment in villa for 10 guests with WIFI, private pool, TV, terrace and parking
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Property Summary Borgo Castagnoli is a beautiful manor house surrounded by fields and vineyards in Greve In Chianti, Ita ...
From $490 per night (USD)
Expedia
$Villa Capannuccia \/ Locanda La Capannuccia$
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VRBO
Villa Capannuccia \/ Locanda La Capannuccia
Bedrooms:
5
Bathrooms:
4
Sleeps:
9
Villa Capannuccia (Locanda La Capannuccia) is a construction from the 1600s. Located in the Chianti Classico area in the ...
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VRBO
From $4716 per night (USD)
Expedia
My Rental Homes - Villa Torre del Chianti with hited pool, Gym and wellness center
Bedrooms:
6
Bathrooms:
4
Sleeps:
10
Villa Torre del Chianti is a unique property in the heart of the Chianti reagion in Tuscany, a step away from Radda in C ...
From $4716 per night (USD)
Expedia
From $147 per night (USD)
VRBO
Taglialegna apartment in Montefiorile
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Taglialegna is a spacious, comfortable and well-equipped cottage. It is ideal for a couple who wants to spend time toget ...
From $147 per night (USD)
VRBO
From $271 per night (USD)
Expedia
Ancient villa in Chianti with swimming pool
Bedrooms:
2
Bathrooms:
3
Sleeps:
7
Ancient stone villa of 1500 on two floors composed of entrance, large living room, dining room, kitchen, three bedrooms ...
From $271 per night (USD)
Expedia
From $810 per night (USD)
VRBO
Crognole 6, Emma Villas
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
The Price includes: - Utilities: electricity, water, gas for kitchen use - weekly linen, initial and final cleaning - Z ...
From $810 per night (USD)
VRBO
From $147 per night (USD)
Expedia
Spacious cottage in the heart of Chianti with wonderful views
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Vinaio is a spacious cottage located on the ground floor inside the pretty village of Montefiorile. It is ideal as a bas ...
From $147 per night (USD)
Expedia
From $141 per night (USD)
VRBO
Comfortable cottage in the heart of Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Reaper cottage is a private home with all modern comforts; it is located on the side of the large central house of B ...
From $141 per night (USD)
VRBO
From $356 per night (USD)
Expedia
Antica Torre In Greve in Chianti - Tuscany
Bedrooms:
4
Bathrooms:
5
Sleeps:
10
Property for exclusive use Ancient stone house, 210 sq. m., holding up to 10 persons in 5 double bedrooms, 3 bathrooms w ...
From $356 per night (USD)
Expedia
From $319 per night (USD)
VRBO
Mantegna, Galenda, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Chianti Classico hamlet resort, Galenda's cottages lay on a ridge with magnificent views across rolling hills draped w ...
From $319 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Il Poggetto a Vescinino, Radda in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
3
Sleeps:
4
Tucked away behind trees, yet opening out onto breathtaking hillside views, this charming country villa is an escapist’s ...
From $261 per night (USD)
Expedia
From $910 per night (USD)
VRBO
Solaria di Santa Maddalena 14, Castelnuovo Berardenga, Siena and Chianti
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Graced with views of hills cloaked in vineyards and olive groves, this generous-sized villa is a well located as well as ...
From $910 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Casa Allegra, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $203 per night (USD)
Expedia
From $355 per night (USD)
VRBO
La Casa di Radda, Radda in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
3
Sleeps:
5
A sleek and charming bungalow in the town of Radda in Chianti, La Casa di Radda is a lovely getaway for 5 people. It’s a ...
From $355 per night (USD)
VRBO
From $563 per night (USD)
Expedia
Casino di Vescine, Radda in Chianti, Siena and Chianti
Bedrooms:
3
Bathrooms:
4
Sleeps:
6
Looking for a truly spacious and well-located villa? Look no further, because this old stone house offers more than enou ...
From $563 per night (USD)
Expedia
From $186 per night (USD)
VRBO
Vinaio, Montefiorile, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $186 per night (USD)
VRBO
From $175 per night (USD)
Expedia
Bell´Aria, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $175 per night (USD)
Expedia
From $225 per night (USD)
VRBO
Pesci, Montefiorile, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $225 per night (USD)
VRBO
From $936 per night (USD)
Expedia
Tenuta Lo Spugno, Radda in Chianti, Siena and Chianti
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A delicate balance of rustic farmhouse style and modern comfort, Tenuta Lo Spugno is an extraordinary, and thoroughly pr ...
From $936 per night (USD)
Expedia
From $176 per night (USD)
VRBO
Il Sole, Montefiorile, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $176 per night (USD)
VRBO
From $184 per night (USD)
Expedia
Santa Lucia, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $184 per night (USD)
Expedia
From $155 per night (USD)
VRBO
Bella Vista, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $155 per night (USD)
VRBO
From $1343 per night (USD)
Expedia
Vivaio, Radda in Chianti, Siena and Chianti
Bedrooms:
7
Bathrooms:
7
Sleeps:
14
Set in a vast garden with lush lawns and trees, this villa is a superb place to host a gathering of family or friends wh ...
From $1343 per night (USD)
Expedia
From $220 per night (USD)
VRBO
Due Leoni, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $220 per night (USD)
VRBO
From $167 per night (USD)
Expedia
Uva, Ceperano, Radda in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Ceperano stands among vineyards of native grapes that slope up a 1 Km walk to Radda in Chianti. Crafted with local stone ...
From $167 per night (USD)
Expedia
From $316 per night (USD)
VRBO
La Vigna, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $316 per night (USD)
VRBO
From $218 per night (USD)
Expedia
La Contessina, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $218 per night (USD)
Expedia
From $178 per night (USD)
VRBO
Mietitore, Montefiorile, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $178 per night (USD)
VRBO
From $325 per night (USD)
Expedia
L'Oliveta, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $325 per night (USD)
Expedia
From $793 per night (USD)
VRBO
Il Casetto, Radda in Chianti, Siena and Chianti
Bedrooms:
4
Bathrooms:
4
Sleeps:
8
A stunning old stone villa in a beautiful location, Il Casetto has been exquisitely reinterpreted in its design and deco ...
From $793 per night (USD)
VRBO
From $838 per night (USD)
Expedia
Casa Ceperano, Radda in Chianti, Siena and Chianti
Bedrooms:
6
Bathrooms:
7
Sleeps:
12
A traditional Tuscan farmhouse in expansive grounds and surrounded by olive groves and vineyards, Casa Ceperano has been ...
From $838 per night (USD)
Expedia
Click For Pricing
VRBO
Casale la Canonica, Castellina in Chianti, Siena and Chianti
Bedrooms:
6
Bathrooms:
6
Sleeps:
12
Formerly a priest’s house, Casale la Canonica clusters behind the church that greets you at the top of the drive. Set in ...
Click For Pricing
VRBO
From $153 per night (USD)
Expedia
Taglialegna, Montefiorile, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
A Chianti Classico hillside resort, Montefiorile's cottages are nestled on a south bank with magnificent views across ro ...
From $153 per night (USD)
Expedia
From $266 per night (USD)
VRBO
Casa Dante, San Donato in Perano, Gaiole in Chianti, Siena and Chianti
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Perched on vines San Donato in Perano dates back to a medieval castle. The resort is restored into six individually owne ...
From $266 per night (USD)
VRBO
From $149 per night (USD)
Expedia
Casa Barbara, Montebuoni, Gaiole in Chianti, Siena and Chianti
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
Once a wine and olive oil producing estate, Montebuoni's original stone buildings have been restored into cottages and a ...
From $149 per night (USD)
Expedia

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