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Our top choices for Montalcino holiday homes

1. Apartment in Chianti With Pool ID 450

Apartment in Chianti With Pool ID 450
Casole d'Elsa
The price is ₹37,206
₹41,136 total
includes taxes & fees
9 Nov - 10 Nov
Apartment in Chianti With Pool ID 450

2. Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

Casa di Cristina - Tra Montepulciano e il Lago Trasimeno
Casamaggiore
10.0 out of 10, Exceptional, (1 review)
"Stayed 2 nights in June 2026. Beautiful place with garden and private parking and outdoor terrace - all you can need in quite spacious studio condo. Comfy big bed, aircon and a ceiling fan, dining table with 4 chairs and a kitchenette if you want to cook your own dinners (full with cutlery and crockery, fridge and coffee machine). Clean private bathroom with shower, toilet and bidet. Host was very lovely too, we need an iron and we could borrow it with no fuss alongside ironing board. Very...
United Kingdom
Anna
The price is ₹7,705
₹10,046 total
includes taxes & fees
9 Nov - 10 Nov
Casa di Cristina - Tra Montepulciano e il Lago Trasimeno

3. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
The price is ₹37,206
₹41,136 total
includes taxes & fees
9 Nov - 10 Nov
Apartment in Chianti With Pool ID 3939

4. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is ₹25,247
₹27,981 total
includes taxes & fees
9 Nov - 10 Nov
Apartment in Chianti With Pool ID 513

5. Apartment in Chianti With Pool ID 455

Apartment in Chianti With Pool ID 455
Casole d'Elsa
The price is ₹37,206
₹41,136 total
includes taxes & fees
9 Nov - 10 Nov
Apartment in Chianti With Pool ID 455

6. Country House a Casole d Elsa ID 451

Country House a Casole d Elsa ID 451
Casole d'Elsa
The price is ₹50,493
₹55,752 total
includes taxes & fees
9 Nov - 10 Nov
Country House a Casole d Elsa ID 451
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Learn more about Montalcino

Medieval stone walls surround this hilltop town where Brunello wine tastings await in historic cellars beneath the fortress. Climb the Torre del Palazzo Comunale for valley views, then sample local pecorino cheese and honey at shops along the narrow lanes.

A historic castle on a hill with surrounding greenery and buildings.