A stone building with a clock tower, steps leading up to it, and people walking around.

Holiday Homes in Castellina in Chianti

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Check prices for these dates

In two weeks
7 Aug - 9 Aug
In two months
18 Sept - 20 Sept
In three months
16 Oct - 18 Oct
In four months
13 Nov - 15 Nov

Our top choices for Castellina in Chianti holiday homes

Property grounds

Villa with large garden in the Chianti hills

Villa with large garden in the Chianti hills
Siena
9.6 out of 10, Exceptional, (81 reviews)
"Very quiet and nice place to stay. Host’s were great and easy to communicate with"
United States
Tanya G.
The price is €165
includes taxes & fees
24 Jul - 25 Jul
Villa with large garden in the Chianti hills
TV

Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is €286
includes taxes & fees
22 Jul - 23 Jul
Casa Marisa in Castellina in Chianti
Outdoor dining

The Arch Among the Hills of Castellina

The Arch Among the Hills of Castellina
Topina
The price is €287
includes taxes & fees
2 Aug - 3 Aug
The Arch Among the Hills of Castellina
Interior

Chianti Craft House Badia a Passignano

Chianti Craft House Badia a Passignano
Barberino Tavarnelle
10.0 out of 10, Exceptional, (12 reviews)
"Very historic venue, with amazing views"
United States
Oscar O.
The price is €199
includes taxes & fees
19 Aug - 20 Aug
Chianti Craft House Badia a Passignano
Interior

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi

'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Gaiole in Chianti
The price is €1,004
includes taxes & fees
3 Aug - 4 Aug
'Casa Vacanze Chianti Summer' with Pool, Garden & Wi-Fi
Pool

Holiday Home 'Fienile' with Shared Pool, Garden and Wi-Fi

Holiday Home 'Fienile' with Shared Pool, Garden and Wi-Fi
Castelnuovo Berardenga
8.0 out of 10, Very good, (1 review)
"Pros: Posto meraviglioso. Bellissima location e bellissimo panorama Cons: Un po' più di cura e pulizia nella zona piscina. Jacuzzi chiusa e pensavamo di trovarla aperta"
Italy
Anonymous traveller
Holiday Home 'Fienile' with Shared Pool, Garden and Wi-Fi
Outdoor dining

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi

Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi
Colle Val d'Elsa
10.0 out of 10, Exceptional, (2 reviews)
"Schöne Zimmer, Dusche sehr modern und sehr sauber, Fernseher mit Internet-Anschluss sehr gut"
Germany
Rupert H.
The price is €440
includes taxes & fees
23 Jul - 24 Jul
Vacation Home "Casa di Campagna" with Private Terrace & Wi-Fi
Outdoor dining

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi

Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
BARBERINO TAVARNELLE
10.0 out of 10, Exceptional, (1 review)
"Das Objekt liegt zwischen Florenz und Siena umgeben von Olivenbäumen. Die Lage ist perfekt für Ausflüge."
Germany
Ramona S.
Vernaccia Country House - Agriturismo Apartment with Pool, Garden & Wi-Fi
Living area

Casagreve - Stilvolles Haus am Hauptplatz - Wunderbarer Blick von der Terrasse

Casagreve - Stilvolles Haus am Hauptplatz - Wunderbarer Blick von der Terrasse
Greve in Chianti
The price is €354
includes taxes & fees
15 Aug - 16 Aug
Casagreve - Stilvolles Haus am Hauptplatz - Wunderbarer Blick von der Terrasse
Spa

Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is €211
includes taxes & fees
3 Aug - 4 Aug
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Pool

Apartment Casale Rosennano - Riserva with Shared Garden & Wi-Fi

Apartment Casale Rosennano - Riserva with Shared Garden & Wi-Fi
Rosennano
The price is €330
includes taxes & fees
25 Jul - 26 Jul
Apartment Casale Rosennano - Riserva with Shared Garden & Wi-Fi
Exterior

'La Ripa - Apartment I Ghiri' with Shared Pool & Wi-Fi

'La Ripa - Apartment I Ghiri' with Shared Pool & Wi-Fi
San Gimignano
'La Ripa - Apartment I Ghiri' with Shared Pool & Wi-Fi
Exterior

Ebbio – Villa and Organic Farm in Monteriggioni

Ebbio – Villa and Organic Farm in Monteriggioni
Monteriggioni
The price is €10,240
includes taxes & fees
19 Aug - 20 Aug
Ebbio – Villa and Organic Farm in Monteriggioni
Outdoor pool

Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.2 out of 10, Wonderful, (10 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is €127
includes taxes & fees
2 Aug - 3 Aug
Casa Vacanze Le Case
Exterior

Vana Hills House - Three Bedroom House, Sleeps 8

Vana Hills House - Three Bedroom House, Sleeps 8
Monteriggioni
Vana Hills House - Three Bedroom House, Sleeps 8
Outdoor dining

Apartment 'Volpe' with Private Pool, Wi-Fi and Air Conditioning

Apartment 'Volpe' with Private Pool, Wi-Fi and Air Conditioning
San Gimignano
The price is €1,705
includes taxes & fees
19 Aug - 20 Aug
Apartment 'Volpe' with Private Pool, Wi-Fi and Air Conditioning
Pool

Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano

Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
San Gimignano
The price is €515
includes taxes & fees
16 Aug - 17 Aug
Agriturismo I Borghi – Caffè Apartment with Pool in San Gimignano
Property grounds

Frem SGV between Chianti Florence and Arezzo

Frem SGV between Chianti Florence and Arezzo
San Giovanni Valdarno
10.0 out of 10, Exceptional, (13 reviews)
"The property is of new and modern construction with all the amenities you would want. The grounds are landscaped, with beautiful trees and plants and the front deck is perfect for evening wine and snacks overlooking countryside hills in the distance. We would definitely stay here again while visiting this region of Tuscany. Centrally located to be able to reach northern and southern Tuscany by car or train."
United States
John K.
Frem SGV between Chianti Florence and Arezzo
Outdoor spa tub

Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden

Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
San Gimignano
9.2 out of 10, Wonderful, (13 reviews)
"Great place in the Tuscany area. The views are spectacular, the property is just like the pictures. Would definitely stay here again"
United States
Valerie S.
The price is €742
includes taxes & fees
16 Aug - 17 Aug
Holiday Home 'La Loggia di Giulia' with Private Terrace, Hot Tub and Garden
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.
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Top Castellina in Chianti Hotel Reviews

Il Malaspina

Il Malaspina

10/10 Excellent
"Fabulous stay at the Malaspina! Beautiful hotel! Divine scents & gorgeous luxurious toiletries! Fantastic breakfast! Convenient location to all the sites and central historic Florence. Amazingly appointed room! Just didn’t realize that the bottled water in the room was complimentary & hence did not touch! 﫣 Some minor issues with the climate control in the room but staff did their utmost to resolve the problems. Wouldn’t hesitate to return to the Il Malaspina when we return to Florence. A truly memorable stay! Thank you….beautiful Firenze….magical memories made! ❤️🙏"
Hannah 3-night trip
Posted 6 hours ago
Il Malaspina

Find out more about Castellina in Chianti

Castellina in Chianti Holiday Homes information

Number of reviews
133
Accommodation
1652 Holiday Homes
Lowest Price
€127
Highest Price
€10,240