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The best holiday rentals in Chianti

Check out our pick of great holiday rentals in Chianti

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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Salvadonica

San Casciano in Val di Pesa

Set in the Chianti hills, this stone guesthouse features an outdoor pool and is located in the rural hamlet of Salvadonica. Surrounded by vineyards and olive groves, it offers en suite accommodation with Tuscan-style furnishings and free Wi-Fi. Very beautiful hotel. The staff is very nice and welcoming. There is free parking at the property. Breakfast was very good, great veriety of food. There were nets on the windowd, which is amazing, considering there are a lot of bugs.

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9.2
Superb
1,281 reviews
Price from
£199
per night

Anima Franca Bed and breakfast

Greve in Chianti

Offering a shared lounge and garden view, Anima Franca Bed and breakfast is set in Greve in Chianti, 800 metres from Piazza Matteotti and 27 km from Piazzale Michelangelo. This bed and breakfast has a private pool, a garden and free private parking. The bed and breakfast features family rooms and facilities for disabled guests. Nice and tidy accomodation, bed was very comfortable. Breakfast was delicious. Highly recommend

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9.2
Superb
387 reviews
Price from
£83
per night

La Bugia del Sensale

San Donato in Poggio

Set just 18 km from Piazza Matteotti, La Bugia del Sensale offers accommodation in San Donato in Poggio with access to a garden, a shared lounge, as well as a shared kitchen. It is situated 31 km from Piazza del Campo and features full-day security. Featuring family rooms, this property also provides guests with a picnic area. Very cozy and organized place. Close to many vineyards in a very peaceful location.

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9.3
Superb
310 reviews
Price from
£50
per night

Laura Chianti Vacanze

Poggibonsi

Offering a garden and garden view, Laura Chianti Vacanze is set in Poggibonsi, 41 km from Pitti Palace and 42 km from Strozzi Palace. The air-conditioned accommodation is 27 km from Piazza Matteotti, and guests can benefit from private parking available on site and free WiFi. The property is soundproof and is located 31 km from Piazza del Campo. Clean and had everything we needed to cook. Spacious apartment in a beautiful setting. We really enjoyed our stay!

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9.7
Exceptional
124 reviews

Il Fiorino di Badia

Badia A Passignano

Set in Badia A Passignano in the Tuscany region and Piazza Matteotti reachable within 8.6 km, Il Fiorino di Badia offers accommodation with free WiFi, a children's playground, pool with a view and free private parking. This apartment provides air-conditioned accommodation with a balcony. The accommodation features airport transfers, while a bicycle rental service is also available. This place was paradise. And Bianca the owner was so so so sweet

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9.1
Superb
152 reviews
Price from
£139
per night

Agriturismo Pensieri di Cavatina

Castelnuovo Berardenga

Boasting a garden, Agriturismo Pensieri di Cavatina is set in Castelnuovo Berardenga in the Tuscany region, 42 km from Piazza Matteotti. The property has garden and quiet street views, and is 12 km from Piazza del Campo. There is a restaurant serving Italian cuisine, free private parking and an electric vehicle charging station. Really beautiful place, and the staff was very friendly and helpful. The rooms are amazing, and very clean. I would definitely stay at pensieri again. Almost all of the main cities in Tuscany are close (about a 1h drive), so it is perfect for those who don’t like to keep switching hotels.

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9.3
Superb
408 reviews
Price from
£203
per night

Antica Casa del Glicine

Poggibonsi

Offering a garden and quiet street view, Antica Casa del Glicine is set in Poggibonsi, 33 km from Piazza Matteotti and 48 km from Pitti Palace. The property has pool and garden views, and is 24 km from Piazza del Campo. The apartment offers rooms with air conditioning, free private parking and free WiFi. What an amazing place & it had everything that we needed. Such detail in the whole place. Rain-like shower head & consistent hot water. It was located in such a beautiful area with an beautiful porch area with tables & chairs if you wanted to enjoy meals outside.. I so wished we could stay longer. Very helpful & friendly people too. We definitely would advise anyone visiting the area to stay here!

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9.3
Superb
272 reviews
Price from
£79
per night

Podere Sanripoli

Montespertoli

Set in Montespertoli and only 32 km from Santa Maria Novella, Podere Sanripoli offers accommodation with garden views, free WiFi and free private parking. 32 km from Strozzi Palace and 34 km from Piazza della Signoria, the property provides a garden and a shared lounge. The property is non-smoking and is located 32 km from Pitti Palace. A beautiful stay in the Italian countryside. Comfortable, clean and everything you would need! Breakfast was great too, excellent hosts!

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9.1
Superb
136 reviews
Price from
£96
per night

Casa Paola nel Chianti

Castelnuovo Berardenga

Featuring air-conditioned accommodation with a patio, Casa Paola nel Chianti is set in Castelnuovo Berardenga. Both free WiFi and parking on-site are available at the bed and breakfast free of charge. The property is non-smoking and is located 22 km from Piazza del Campo. The hosts were helpful, welcoming, and kind! Great location near good restaurants, and I loved their delicious breakfast! The host took time to share their local recommendations, and were even willing to drive me to the next B&B. Clean and comfortable accommodations also! I felt right at home here :)

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9.3
Superb
220 reviews
Price from
£49
per night

La Valletta Boutique Wine Estate

Panzano

Set within 10 km of Piazza Matteotti and 36 km of Pitti Palace, La Valletta Boutique Wine Estate offers rooms with air conditioning and a private bathroom in Panzano. This bed and breakfast features a pool with a view, a garden and free private parking. The property features services including meeting and banquet facilities and walking tours. everything about this property was superb! the grounds, the views of Ponzano, the yummy breakfast, the nice and dedicated staff, the wine, the spacious apartments. it was a complete gem of a find. p

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9.6
Exceptional
102 reviews
Price from
£237
per night

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