Montalcino Private Holiday Homes

A historic tower with arches and a bell, surrounded by traditional buildings with tiled roofs and satellite dishes.

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Our top choices for Montalcino holiday homes

A wooden interior with a glass-enclosed shower, large windows, and a wooden floor.

1. Agriturismo Benvenuti

Roccastrada

"La stanza era molto grande e tranquilla. C'è anche un giardino abbastanza ampio a disposizione esclusiva di ogni camera/appartamento. Estrema cortesia. Ovviamente si è in aperta campagna, non in vicinanza del mare o dentro un borgo, ma in auto si raggiungo facilmente molte località interessanti del luogo. Su alcuni particolari, potrebbe essere tenuto un po' meglio, ma nel complesso ha un ottimo rapporto qualità/prezzo per la zona."

Ivano

A swimming pool with lounge chairs and orange umbrellas, surrounded by stone buildings and trees.

2. Apartment in Chianti With Pool ID 450

Casole d'Elsa

RM1,926 total

includes taxes & fees

21 Oct - 22 Oct

A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

3. Apartment in Chianti With Pool ID 452

Casole d'Elsa

RM1,926 total

includes taxes & fees

16 Oct - 17 Oct

A playground with swings and a slide, surrounded by trees and a stone wall.

4. Apartment in Chianti With Pool ID 513

Casole d'Elsa

RM1,287 total

includes taxes & fees

22 Oct - 23 Oct

5. Apartment in Chianti With Pool ID 3939

Casole d'Elsa

RM1,926 total

includes taxes & fees

19 Oct - 20 Oct

A stone building with a tiled roof, surrounded by lush greenery and a wooden pergola.

6. Country House a Casole d Elsa ID 451

Casole d'Elsa

RM2,565 total

includes taxes & fees

19 Oct - 20 Oct

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Top Montalcino Hotel Reviews

La Certosa di Pontignano

10/10 Excellent

"Absolutely amazing stay! The room was clean, large with a great view. The staff was always willing to help. Could not have asked for more. Highly recommend!"

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