Top Chalets in Montepulciano in 2026

A hillside town with historic buildings and a prominent church.

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Our top choices for Montepulciano chalets

An outdoor patio with stone flooring, wicker furniture, and a large umbrella.

1. Chalet Cigno - Apartment in Tuscany

Trequanda

includes taxes & fees

19 Nov - 20 Nov

A building with a stone wall, a gravel driveway, and a patio area with a table and chairs.

2. 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

19 Nov - 20 Nov

An outdoor patio with a wooden table and chairs, a beige umbrella, and a view of a garden with trees and lavender.

3. Villa Basilico - Cignella Resort Chalet in Tuscany

Trequanda

includes taxes & fees

14 Nov - 15 Nov

A building with a red facade, a yellow umbrella, and a garden with green shrubs and flowers.

4. Apartment Azzurro- Cignella Resort Tuscany

Trequanda

includes taxes & fees

8 Nov - 9 Nov

An outdoor patio with a table and chairs, an umbrella, and a view of a landscaped garden with trees and hills.

5. Apartment Rosmarino- Cignella Resort Tuscany

Siena

includes taxes & fees

8 Nov - 9 Nov

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Top Montepulciano Hotel Reviews

Agriturismo Borgo Sette Tigli

8/10 Good

"The property was nice and quaint. I think we were the only ones on the property because it was so quiet and peaceful. I do think the apartment could be updated. The family room and kitchen were dark but the views through the windows were stunning. As for the terrace, it was pretty much a small table and two chairs up against the stone wall. It was not practical and wasn't used. The toiletries were appreciated and two sets of towels were nice. Other places in Europe only provide only two total towels. The bed was comfortable but squeaked when you moved and having a clothes washer was helpful but it would have been nice to have laundry soap available. The location was great. It took about 15 minutes to reach Montepulciano and was central for other day trips. Overall, it was a pleasant stay."