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
Borgo Del Cabreo
- 33 Guests 11Bedrooms
9.9 Exceptional (749)With a stay at Borgo Del Cabreo in Greve in Chianti, you'll be 7.2 mi (11.7 km) from Il Molino di Grace Winery and 8.6 mi (13.8 km) from Borgo di Vescine - Tenute di Castelvecchi. This bed & breakfast ...Check Availability -
Chianti - Italy
Locanda Viani
- 12 Guests 4Bedrooms
9.7 Exceptional (124)Located in San Gimignano, Locanda Viani is in the historical district, within a 15-minute walk of Historical Torture Museum and Museum San Gimignano 1300. This townhouse accommodation is 0.7 mi (1.2 km) ...Check Availability -
Chianti - Italy
Villa Fillinelle
- 12 Guests 4Bedrooms
9.7 Exceptional (106)When you stay at Villa Fillinelle in Barberino Tavarnelle, you'll be next to a golf course and within a 5-minute drive of Poggio al Bosco. This family-friendly bed & breakfast is 2.4 mi (3.8 km) from ...Check Availability -
Chianti - Italy
Borgo Gallinaio
- 48 Guests 16Bedrooms
9 Exceptional (217)With a stay at Borgo Gallinaio in Monteriggioni, you'll be 1 mi (1.6 km) from Monteriggioni Castle and 10.2 mi (16.3 km) from Siena Cathedral. This townhouse accommodation is 12.1 mi (19.5 km) from Piazza ...Check Availability -
Chianti - Italy
Dievole Wine Resort
- 93 Guests 31Bedrooms
9.6 Exceptional (491)With a stay at Dievole Wine Resort in Castelnuovo Berardenga, you'll be 3.8 mi (6.2 km) from Chianti Sculpture Park and 8.3 mi (13.4 km) from Santa Maria alle Scotte Polyclinic. This family-friendly guesthouse ...Check Availability -
Chianti - Italy
La pietra del cabreo
- 33 Guests 11Bedrooms
10 Exceptional (42)Located in Greve in Chianti, La pietra del cabreo is in a rural location, a 5-minute drive from Wine Museum and 6 minutes from Piazza Matteotti. This bed & breakfast is 18 mi (29 km) from Historic Center ...Check Availability -
Chianti - Italy
Dimora Casa Eugenia
- 18 Guests 6Bedrooms
9.6 Exceptional (83)Located in Loro Ciuffenna, Dimora Casa Eugenia is on a river, a 3-minute drive from San Pietro a Gropina and 9 minutes from Ganghereto House of Prayer. This family-friendly guesthouse is 11.5 mi (18.5 ...Check Availability -
Chianti - Italy
Castello di Fonterutoli Wine Resort
- 45 Guests 15Bedrooms
9.1 Exceptional (532)With a stay at Castello di Fonterutoli Wine Resort in Castellina in Chianti, you'll be 3.1 mi (5 km) from City Hall Castellina In Chianti and 8.9 mi (14.3 km) from Monteriggioni Castle. This bed & breakfast ...Check Availability -
Chianti - Italy
Villa di Sotto
- 33 Guests 11Bedrooms
8.9 Fabulous (89)Located in Castelnuovo Berardenga, Villa di Sotto is in a rural location, within a 10-minute drive of San Felice Winery and Vittorio Alfieri Theater. This townhouse accommodation is 14.9 mi (23.9 km) ...Check Availability -
Chianti - Italy
Relais Villa al Vento
- 42 Guests 14Bedrooms
9.3 Exceptional (460)Located in Figline e Incisa Valdarno, Relais Villa al Vento is within a 15-minute walk of Fashion Groove and Arno River. This bed & breakfast is 19.8 mi (31.8 km) from Historic Center - Downtown and 20.1 ...Check Availability -
Chianti - Italy
Cà Bianca
- 36 Guests 12Bedrooms
9.9 Exceptional (118)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
L' Eroico
- 15 Guests 5Bedrooms
10 Exceptional (13)Located in Gaiole in Chianti, L' Eroico is in a rural location, within a 15-minute walk of Gaiole in Chianti Stadium and Church of San Sigismondo. This townhouse accommodation is 13.9 mi (22.4 km) from ...Check Availability -
Chianti - Italy
Montignana Apartments
- 15 Guests 5Bedrooms
10 Exceptional (3)With a stay at Montignana Apartments in San Casciano in Val di Pesa, you'll be within a 15-minute drive of Monastary of Sorelle Clarisse and Wine Museum. This apartment is 15 mi (24.2 km) from Ponte Vecchio ...Check Availability -
Chianti - Italy
Campora House
- 9 Guests 3Bedrooms
10 Exceptional (3)With a stay at Campora House in Barberino Tavarnelle, you'll be within a 10-minute drive of Santa Lucia al Borghetto Church and Abbey of Passignano. This guesthouse is 3 mi (4.8 km) from Passignano Abbey ...Check Availability -
Chianti - Italy
Brolio Agriroom
- 12 Guests 4Bedrooms
10 Exceptional (3)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
Il Pettirosso di Siena
- 12 Guests 4Bedrooms
7.6 Very Good (22)With a stay at Il Pettirosso di Siena in Siena, you'll be within a 5-minute drive of Siena Stadium and Casalvento's Wines. This bed & breakfast is 4.4 mi (7 km) from Siena Cathedral and 4.4 mi (7.1 km) ...Check Availability -
Chianti - Italy
Country Lodge
- 30 Guests 10Bedrooms
8.4 Fabulous (162)With a stay at Country Lodge in Siena, you'll be within a 15-minute walk of Siena Stadium and Casalvento's Wines. This bed & breakfast is 3.2 mi (5.2 km) from Siena Cathedral and 3.3 mi (5.3 km) from ...Check Availability -
Chianti - Italy
Affittacamere Le Ginestre
- 6 Guests 2Bedrooms
10 Exceptional (2)With a stay at Affittacamere Le Ginestre in San Gimignano (San Gimignano City Centre), you'll be steps from Ornithological Museum and Rocca of Montestaffoli. This townhouse accommodation is 0.1 mi (0.1 ...Check Availability -
Chianti - Italy
Terre di Baccio
- 48 Guests 16Bedrooms
9.7 Exceptional (311)Located in Greve in Chianti, Terre di Baccio is in a rural location, a 1-minute drive from Wine Museum and 7 minutes from Church of Santa Maria Assunta. This townhouse accommodation is 8.4 mi (13.5 km) ...Check Availability -
Chianti - Italy
Tenuta Tegolato
- 6 Guests 2Bedrooms
10 Exceptional (16)Located in Barberino Tavarnelle, Tenuta Tegolato is within a 10-minute drive of The SottoVico Garden and Sant'Appiano Parish Church. This spa apartment is 3.1 mi (5 km) from Tenuta Torciano Winery and ...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
Castello di Mugnana
- 30 Guests 10Bedrooms
9.4 Exceptional (83)Located in Greve in Chianti, Castello di Mugnana is in a rural location, within a 10-minute drive of Circolo Golf Ugolino and Wine Museum. This golf castle is 12.6 mi (20.3 km) from Uffizi Gallery and ...Check Availability -
Chianti - Italy
I Sodi di Bibbiano
- 3 Guests 1Bedroom
Located in Colle di Val d'Elsa, this villa is within a 10-minute drive of Art in Color and Sovestro in Poggio Winery. This spa villa is 3.4 mi (5.5 km) from Ranuccio Bianchi Bandinelli Archeological Museum ...Check Availability -
Chianti - Italy
Lionforti da Vico B&B and Apartments
- 3 Guests 0Bedroom
9.8 Exceptional (28)Located in Greve in Chianti, Lionforti da Vico B&B and Apartments is in a rural area. Castello d'Albola and Poggio al Sole are worth checking out if an activity is on the agenda, while those in the mood ...Check Availability -
Chianti - Italy
Villa Riccardo
- 3 Guests 1Bedroom
8 Fabulous (4)Located in Montespertoli, this villa is in the suburbs, within a 10-minute drive of Tenuta Barbadoro and Piazza del Popolo. This villa is 10.3 mi (16.6 km) from Arno River and 2.4 mi (3.9 km) from Tenuta ...Check Availability -
Chianti - Italy
Palazzo del Chianti Relais
- 3 Guests 0Bedroom
9.6 Exceptional (10)Palazzo del Chianti Relais is located in Gaiole in Chianti. Meleto Castle and Castle of Brolio are local landmarks, and the area's natural beauty can be seen at Chianti Sculpture Park and Area Naturale ...Check Availability -
Chianti - Italy
Casanova di Solaia
- 3 Guests 0Bedroom
9.6 Exceptional (26)Casanova di Solaia is located in Siena. Civic Museum and Santa Maria della Scala Museum Complex are cultural highlights, and some of the area's notable landmarks include Piazza del Campo and Siena Cathedral. ...Check Availability -
Chianti - Italy
Villa Il Castellare
- 3 Guests 1Bedroom
With a stay at this villa in Terranuova Bracciolini, you'll be within a 5-minute walk of Riserva Naturale Regionale Valle dell'Inferno e Bandella and Arno River. This villa is 1 mi (1.7 km) from Valle ...Check Availability -
Chianti - Italy
Mulino Cintoia Chianti Toscana Pool, Sauna and Jacuzzi Experience
- 3 Guests 1Bedroom
With a stay at this villa in Greve in Chianti, you'll be within a 15-minute drive of Circolo Golf Ugolino and Wine Museum. This villa is 14 mi (22.5 km) from Uffizi Gallery and 14.3 mi (23 km) from Ponte ...Check Availability -
Chianti - Italy
Villa Sodi
- 3 Guests 1Bedroom
Located in Castellina in Chianti, this villa is in a rural location, within a 15-minute drive of The Rock of Staggia and Walls of Monteriggioni. This villa is 13.5 mi (21.7 km) from Piazza del Campo and ...Check Availability -
Chianti - Italy
Villa Ferdinando
- 3 Guests 1Bedroom
Located in Poggibonsi, this villa is in a rural location, within a 10-minute drive of Castello della Paneretta and Church of San Lorenzo. This villa is 2.7 mi (4.3 km) from Castello di Monsanto and 3.9 ...Check Availability -
Chianti - Italy
Villa Guia
- 3 Guests 1Bedroom
Located in Bucine, this villa is within a 15-minute drive of Villa a Sesta Polo Club and Piazza Marconi. This villa is 13.5 mi (21.8 km) from Arno River and 18 mi (29 km) from Piazza del Campo.
Make ...Check Availability -
Chianti - Italy
Casa Cipressi
- 3 Guests 1Bedroom
With a stay at this villa in Certaldo, you'll be within a 10-minute drive of Casa del Boccaccio and Palazzo Pretorio. This villa is 3.2 mi (5.2 km) from Church of Saint Jacob and Saint Philip and 3.2 ...Check Availability -
Chianti - Italy
Pagliazzone
- 3 Guests 1Bedroom
With a stay at this villa in Bucine, you'll be within a 15-minute drive of Riserva Naturale Regionale Valle dell'Inferno e Bandella and Valle dell'Inferno e Bandella. This villa is 3.9 mi (6.3 km) from ...Check Availability -
Chianti - Italy
Casa Ovile
- 3 Guests 1Bedroom
When you stay at this villa in Certaldo, you'll be within a 10-minute drive of Palazzo Pretorio and Church of Saint Jacob and Saint Philip. This villa is 3.8 mi (6.1 km) from Casa del Boccaccio and 3.8 ...Check Availability -
Chianti - Italy
Poggio Conca
- 3 Guests 1Bedroom
When you stay at this villa in Greve in Chianti, you'll be 12 minutes by car from Ruffino - Tenuta di Poggio Casciano. This villa is 13.2 mi (21.3 km) from Uffizi Gallery and 13.5 mi (21.8 km) from Ponte ...Check Availability -
Chianti - Italy
Villa Orchidea
- 24 Guests 8Bedrooms
10 Exceptional (2)Located in Certaldo, this villa is within a 10-minute drive of Sant'Appiano Parish Church and Santa Lucia al Borghetto Church. This villa is 5.7 mi (9.2 km) from Palazzo Pretorio and 5.7 mi (9.2 km) from ...Check Availability -
Chianti - Italy
Colours and Scents From Tuscany Await you in This Wonderful Property
- 4 Guests 0Bedroom
Located in Terranuova Bracciolini, this cottage is a 2-minute drive from Ganghereto House of Prayer and 7 minutes from San Pietro a Gropina. This cottage is 6.4 mi (10.3 km) from Arno River and 5.5 mi ...Check Availability -
Chianti - Italy
Villa Sabrina
- 3 Guests 1Bedroom
Located in San Gimignano, this villa is in a rural location, within a 10-minute drive of Sovestro in Poggio Winery and Historical Torture Museum. This villa is 3.2 mi (5.1 km) from Museum San Gimignano ...Check Availability -
Chianti - Italy
Villa Rachele
- 3 Guests 1Bedroom
When you stay at this villa in Casole d'Elsa, you'll be 11 minutes by car from Archeological and Collegiate Church Museum. This villa is 7.3 mi (11.7 km) from Art in Color and 7.6 mi (12.3 km) from Ranuccio ...Check Availability -
Chianti - Italy
Charming Villa in Florence With Swimming Pool
- 14 Guests 6Bedrooms
9.3 Exceptional (6)Located in Rignano sull'Arno, this villa is a 3-minute drive from Arno River and 7 minutes from The Mall Luxury Outlet. This villa is 13.3 mi (21.3 km) from Historic Center - Downtown and 13.6 mi (21.9 ...Check Availability
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Hotels in Chianti
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Chianti - Italy
Agriturismo Tenuta Fornacelle Organic Farm
- 5 Guests 2Bedrooms
In this lovely property 6 km from San Gimignano, located inside a farm, where a comfortable apartment has been created on the first floor of the house where the owners live, very friendly and helpful people. The ...
