Top Chalets in Chianti Region in 2026

A vineyard with rows of grapevines, a house surrounded by trees, and a road with vehicles.

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Our top choices for Chianti Region chalets

1. Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,

Toscana

includes taxes & fees

21 Sept - 22 Sept

2. Apartment Rosmarino- Cignella Resort Tuscany

Siena

includes taxes & fees

7 Oct - 8 Oct

3. Villa Basilico - Cignella Resort Chalet in Tuscany

Trequanda

includes taxes & fees

22 Sept - 23 Sept

4. Elegant chalet on the ground floor of approximately 80 m2 consisting of a large living room with fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.A double bedroom and a single bedroom,

Trequanda

includes taxes & fees

3 Oct - 4 Oct

5. Apartment Azzurro- Cignella Resort Tuscany

Trequanda

includes taxes & fees

27 Sept - 28 Sept

6. Chalet Cigno - Apartment in Tuscany

Trequanda

includes taxes & fees

28 Sept - 29 Sept

7. Chalet Pino - Private Parking

Pistoia

includes taxes & fees

3 Oct - 4 Oct

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Top Chianti Region Hotel Reviews

Relais Vignale & Spa

10/10 Excellent

"Beautiful small medieval town with castle and narrow streets. Close to wineries but not much else to do….location is very beautiful on top of hill."

Castello Vicchiomaggio

10/10 Excellent

"very nice historic hotel with great views of the country side and great atmphere. Room size and ammenities were wonderful. The breakfeast was great. Restaurant was nice with historic dishes. Only down side was the gluten and nut free options were limited...mainly for gluten sufferers, since the only gluten free pasta is Penne, which is not great for all dishes and frustratingsince Italy produces a very large variety of great gluten free pasta shapes. Also, my travel partner and I did the same pasta, one gluten free (penne) and one not gluten free. The non-gluten-free pasta came beautifully presented, while the gluten-free pasta came like it was thrown together last minute… like as if you were sitting at your own kitchen table. Impression given with the dinner is that people with allergies, are more a bit of a bother, and the typical mission in Italy, to give visitors an excellent culinary experience, is more less abandoned for people with allergies. that said, accommodating allergies is very difficult these days and at least the menu was clear about which foods contain which allergens."

Fattoria di Vegi

10/10 Excellent

"What an amazing hotel. The attention to detail on the refurb of the property is phenomenal. Once the tennis court, spa etc are completed this will easily be high hundreds per night. We visited all the other properties in the surrounding area and nothing came close to this hotel. The food and drinks were also brilliant - best meal we had in Tuscany was in the hotel. My only suggestions would be to rotate the staff more - they seemed slightly over worked. Easily one of the best hotels I have stayed in."

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Chianti Region Chalets information

Number of reviews	3,616
Accommodation	0 Chalets
Lowest Price	£56
Highest Price	£232

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Chianti Region Holiday Rentals

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Chianti Region chalets

1. Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,

2. Apartment Rosmarino- Cignella Resort Tuscany

3. Villa Basilico - Cignella Resort Chalet in Tuscany

4. Elegant chalet on the ground floor of approximately 80 m2 consisting of a large living room with fireplace, kitchen complete with dishwasher, microwave oven, electric oven, coffee machine, kettle, fridge and freezer.A double bedroom and a single bedroom,