Holiday homes & B&B in Chianti
Choose the right place for you
FACILITIES
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Pets Allowed
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Wi-Fi
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Kitchen
REVIEWS
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9+ Exceptional
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8+ Fabulous
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7+ Very Good
Holiday rental deals in Chianti
We have selected the best vacation rentals in Chianti. Save money with Bluepillow by comparing the best deals from major travel websites in Chianti
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Chianti - Italy
Brolio Agriroom
- 12 Guests 4Bedrooms
10 Exceptional (4)With a stay at Brolio Agriroom in Gaiole in Chianti, you'll be 0.1 mi (0.1 km) from Castle of Brolio and 7.8 mi (12.5 km) from Chianti Sculpture Park. This bed & breakfast is 15.1 mi (24.2 km) from Piazza ...Check Availability -
Chianti - Italy
Villa Sant'Uberto Country Inn
- 30 Guests 10Bedrooms
8 Fabulous (362)Villa Sant'Uberto Country Inn is conveniently located in the popular Radda In Chianti area. Offering a variety of facilities and services, the property provides all you need for a good night's sleep. Daily ...Check Availability -
Chianti - Italy
Cà Bianca
- 36 Guests 12Bedrooms
9.8 Exceptional (122)Located in Siena, Cà Bianca is within a 10-minute drive of San Spirito and San Martino. This townhouse accommodation is 4.3 mi (6.9 km) from Piazza del Campo and 6.9 mi (11.2 km) from Siena Cathedral. ...Check Availability -
Chianti - Italy
Nonna Ninì holiday home
- 6 Guests 2Bedrooms
8.6 Fabulous (3)This apartment is located in Greve in Chianti. Circolo Golf Ugolino and Ruffino - Tenuta di Poggio Casciano are worth checking out if an activity is on the agenda, while those in the mood for shopping ... -
Chianti - Italy
Bed and Breakfast in Chianti hills
- 5 Guests 0Bedroom
8.9 Fabulous (13)Located in San Casciano in Val di Pesa, this apartment is in a rural area and near theme parks. Notable landmarks in the area include Ponte Vecchio and Historic Center - Downtown, and travelers wishing ...Check Availability -
Chianti - Italy
Comfortable 90 sqm apartment in the center of Colle Val D'Elsa
- 5 Guests 2Bedrooms
9 Exceptional (4)Located in Colle di Val d'Elsa, this apartment is in the city center. Archeodromo di Poggibonsi and Sovestro in Poggio Winery are worth checking out if an activity is on the agenda, while those wishing ... -
Chianti - Italy
Rocca di Castagnoli
- 45 Guests 15Bedrooms
9.1 Exceptional (234)Located in Gaiole in Chianti, Rocca di Castagnoli is in a rural location, a 1-minute drive from Cantalici Winery and 6 minutes from Church of San Sigismondo. This townhouse accommodation is 16.8 mi (27.1 ...Check Availability -
Chianti - Italy
Apartment Quercia in Reggello - 6 persons, 3 bedrooms
- 6 Guests 3Bedrooms
5 Pleasant (2)Located in Reggello, this apartment is in a rural area. Castello di Nipozzano and Dreolino Winery are worth checking out if an activity is on the agenda, while those in the mood for shopping can visit ...Check Availability -
Chianti - Italy
Il Bosso di Toscana
- 3 Guests 1Bedroom
9.8 Exceptional (120)Located in Bucine, Il Bosso di Toscana is in a rural area. Villa a Sesta Polo Club and San Luciano Winery are worth checking out if an activity is on the agenda, while those looking for area attractions ...Check Availability -
Chianti - Italy
Typical rustic apartment in the heart of Tuscany, Chianti area, Florence.
- 4 Guests 1Bedroom
9.8 Exceptional (15)Located in Figline e Incisa Valdarno, this apartment is in a rural area. Museum of Terranuova Tuscany and Accademia Valdarnese del Poggio Library are cultural highlights, and travelers looking to shop ...Check Availability -
Chianti - Italy
Certaldina Apartment nr 8
- 4 Guests 2Bedrooms
10 Exceptional (6)This apartment is located in Certaldo. Rocca of Montestaffoli and Castelvecchio Natural Reserve reflect the area's natural beauty and area attractions include The SottoVico Garden and Ra-Ma snc. Il Fiaschetto ...Check Availability -
Chianti - Italy
Apartment - The Nest "The Nest"
- 4 Guests 2Bedrooms
10 Exceptional (4)This apartment is located in Figline e Incisa Valdarno. Museum of Terranuova Tuscany and Accademia Valdarnese del Poggio Library are cultural highlights, and some of the area's activities can be experienced ... -
Chianti - Italy
Tognazzi Holiday House - Casa Giglio - Medieval village of Certaldo Alto
- 6 Guests 2Bedrooms
8.8 Fabulous (46)Located in Certaldo, this apartment is in the city center. Palazzo Pretorio and Casa del Boccaccio are local landmarks, and some of the area's attractions include The SottoVico Garden and Ra-Ma snc. Traveling ...Check Availability -
Chianti - Italy
Apartment Conte Francesco II in Certaldo - 4 persons, 2 bedrooms
- 4 Guests 2Bedrooms
Located in Certaldo, this apartment is in a rural area. The area's natural beauty can be seen at Rocca of Montestaffoli and Castelvecchio Natural Reserve, while Palazzo Pretorio and Museum of Sacred Art ...Check Availability -
Chianti - Italy
House with character
- 4 Guests 1Bedroom
9.8 Exceptional (49)Located in Castellina in Chianti, this apartment is in a rural area. The Rock of Staggia and Chianti Sculpture Park are cultural highlights, and some of the area's activities can be experienced at Casa ... -
Chianti - Italy
Apartment/ flat - Loro CiuffennaHouse with character
- 3 Guests 1Bedroom
9.9 Exceptional (70)Located in Loro Ciuffenna, this apartment is in a rural area. San Pietro a Gropina and Accademia Valdarnese del Poggio Library are local landmarks, and the area's natural beauty can be seen at Riserva ...Check Availability -
Chianti - Italy
Il Castello
- 4 Guests 2Bedrooms
9.6 Exceptional (37)Set in Bucine, Il Castello is a sustainable accommodation, 36 km from The Mall Luxury Outlet and 42 km from Piazza Matteotti. The property features garden and city views, and is 43 km from Piazza del Campo. ... -
Chianti - Italy
an oasis in bloom mediaeval walls ...
- 3 Guests 1Bedroom
10 Exceptional (23)This apartment is located in San Gimignano City Centre, a neighborhood in San Gimignano with good shopping. Sovestro in Poggio Winery and Archeodromo di Poggibonsi are worth checking out if an activity ... -
Chianti - Italy
GIAGGIOLO apartment in farmhouse on the Chianti hills, just 13 km from Florenc
- 3 Guests 1Bedroom
10 Exceptional (1)In a rural area, this apartment is in an area with great shopping. Historic Center - Downtown and Ponte Vecchio are local landmarks, and the area's natural beauty can be seen at Florence Botanical Gardens ... -
Chianti - Italy
COZY HILLTOP APARTMENT WITH PRIVATE GARDEN BETWEEN SIENA AND VOLTERRA
- 4 Guests 2Bedrooms
9.6 Exceptional (63)Located in Casole d'Elsa, this apartment is in a rural area. Berignone Forest Nature Reserve and Castelvecchio Natural Reserve reflect the area's natural beauty and area attractions include Terre di Vini ...Check Availability
Save on Bed & Breakfast in Chianti
Are you looking for an accommodation in Chianti and do you want to save money? Choose from 20 Bed & Breakfasts in Chianti
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Chianti - Italy
Serendipity House B&B
- 17 Guests 4Bedrooms
8.3 Fabulous (68)Featuring a garden, Serendipity House B&B offers simple accommodation in the Tuscan countryside. The property is 2 km from Le Balze Nature Reserve. With free Wi-Fi, rooms here have terracotta floors and ... -
Chianti - Italy
Le Tre Perle
- 13 Guests 5Bedrooms
8.6 Fabulous (144)Le Tre Perle is located right outside the medieval centre of Colle di Val D'Elsa, and just 100 metres from a free public parking. The property offers en suite rooms and a summer rooftop terrace overlooking ... -
Chianti - Italy
Il Bosso di Toscana
- 3 Guests 1Bedroom
9.8 Exceptional (120)Located in Bucine, Il Bosso di Toscana is in a rural area. Villa a Sesta Polo Club and San Luciano Winery are worth checking out if an activity is on the agenda, while those looking for area attractions ...Check Availability -
Chianti - Italy
Villa Le Facezie B&B
- 23 Guests 8Bedrooms
10 Exceptional (3)Boasting pool with a view and views of garden, Villa Le Facezie B&B is a sustainable bed and breakfast situated in Terranuova Bracciolini, 26 km from The Mall Luxury Outlet. ... -
Chianti - Italy
Casa al Chianti in the hills of Chianti - Bed & Breakfast
- 2 Guests 1Bedroom
8.8 Fabulous (10)Located in Greve in Chianti, this bed & breakfast is in a rural area. Museum of Terranuova Tuscany and Accademia Valdarnese del Poggio Library are cultural highlights, and some of the area's activities ... -
Chianti - Italy
Cavarchino B&B
- 16 Guests 7Bedrooms
9.8 Exceptional (80)Offering a lush garden, a swimming pool and free WiFi, Cavarchino B&B is immersed in the Chianti wine region. It is just outside Gaiole in Chianti, 33 km from Siena and 50 km from Arezzo. ... -
Chianti - Italy
Bed and Breakfast Casa Cernano
- 10 Guests 5Bedrooms
10 Exceptional (1)Located in Castelnuovo Berardenga, this bed & breakfast is in a rural area and near theme parks. Vittorio Alfieri Theater and Museo dell'Antica Grancia e dell'Olio are cultural highlights, and some of ... -
Chianti - Italy
B&B Casale Virgili
- 19 Guests 9Bedrooms
8.7 Fabulous (482)Set in gardens, Casale Virgili features an outdoor pool and a sun terrace, 4 km from Siena's historic centre. Wi-Fi is free throughout and guests can use the barbecue facilities. ... -
Chianti - Italy
Palazzo Vasarri
- 3 Guests 5Bedrooms
9.3 Exceptional (97)Located in Montevarchi, Palazzo Vasarri is in the historical district and near a train station. Museum of San Lorenzo and Il Cassero are cultural highlights, and some of the area's notable landmarks include ...Check Availability -
Chianti - Italy
B&B "La Cornice" - Sophia room with bathroom and private terrace
- 4 Guests 2Bedrooms
10 Exceptional (10)Located in San Gimignano, this bed & breakfast is in a rural area. Castelvecchio Natural Reserve and Rocca of Montestaffoli reflect the area's natural beauty and area attractions include Ra-Ma snc and ...Check Availability -
Chianti - Italy
Residenzia Del Sogno
- 22 Guests 9Bedrooms
9.2 Exceptional (233)The Residenzia Del Sogno is in the heart of the Chianti region, surrounded by vineyards and gardens with barbecue facilities. It offers free parking and free Wi-Fi. The outdoor pool offers views of the ... -
Chianti - Italy
Luxury suite in a Renaissance villa
- 3 Guests 1Bedroom
10 Exceptional (12)Located in Bagno a Ripoli, this bed & breakfast is in a rural area and next to a golf course. Notable landmarks in the area include Ponte Vecchio and Historic Center - Downtown, and travelers wishing to ...Check Availability -
Chianti - Italy
The Historic City
- 2 Guests 1Bedroom
9.4 Exceptional (3)This bed & breakfast is located in Siena. The area's natural beauty can be seen at Enoteca Italiana and Val di Merse, while Oratorio di San Bernardino e Museo Diocesano and Santa Maria della Scala Museum ... -
Chianti - Italy
A'Loro B&B
- 4 Guests 1Bedroom
8.8 Fabulous (48)Located in Loro Ciuffenna, A'Loro B&B features a private garden, private parking, and free WiFi. It offers rustic-style rooms and an homemade breakfast. ... -
Chianti - Italy
B&B Il Senesino
- 9 Guests 3Bedrooms
8.7 Fabulous (315)Centrally located in historic Siena, Il Senesino is a 500 metres from Piazza del Campo and 10-minute walk from Siena Cathedral. It offers free Wi-Fi and classically furnished rooms with a flat-screen TV, ... -
Chianti - Italy
B & B La Cornice - Gina room with bathroom and private terrace
- 2 Guests 1Bedroom
10 Exceptional (16)Located in San Gimignano, this bed & breakfast is in the city center and in the mountains. Castelvecchio Natural Reserve and Rocca of Montestaffoli reflect the area's natural beauty and area attractions ...Check Availability -
Chianti - Italy
La Canonica Di San Michele
- 11 Guests 5Bedrooms
9.8 Exceptional (193)Featuring a garden and outdoor pool, La Canonica Di Fungaia is located in the Tuscan countryside, 12 km from Monteriggioni. Free Wi-Fi access is available in all public areas. All rooms will provide you ... -
Chianti - Italy
ALCOVA B & B Reggello, Tuscany, not just another b & b ...
- 2 Guests 1Bedroom
10 Exceptional (1)Located in Reggello, this bed & breakfast is in a rural area. Castello di Nipozzano and Dreolino Winery are worth checking out if an activity is on the agenda, while those in the mood for shopping can ... -
Chianti - Italy
Casa Scopeti
- 3 Guests 1Bedroom
With a stay at this villa in San Casciano in Val di Pesa, you'll be within a 15-minute drive of Florence American Cemetery and Memorial and Florence Charterhouse. This villa is 8.3 mi (13.4 km) from Ponte ...Check Availability -
Chianti - Italy
Villa Patrizia Siena
- 3 Guests 0Bedroom
8.2 Fabulous (35)Located in Siena, Villa Patrizia Siena is in a shopping district and near a train station. Notable landmarks in the area include Fortezza Medicea and Siena Cathedral. Looking to enjoy an event or a game ...Check Availability
Farmhouse or Hotel? Choose from the best offers
Choose the accommodation tailor-made for you for your next vacation: sleep in a farmhouse or sleep in a hotel?
Chianti: the best offers for the best accommodation and holiday homes
How much doeas it cost to stay in Chianti? The more economical accommodation in Chianti has an average cost of 96 euros per night.
If you want to organize a holiday in Chianti during the low season, where you can enjoy the destination without the hectic turism, September is the best month. The week with the highes amount of accommodation available at the best price is from 9/24 to 10/1.
If instead you are looking for the high season, the highest amount of accommodation available with the lowest price is in the month of June, during the week that spans from 6/11 to 6/18.