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

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Check prices for these dates

In two weeks
Jul 17 - Jul 19
In two months
Aug 28 - Aug 30
In three months
Sep 25 - Sep 27
In four months
Oct 23 - Oct 25

Our top choices for Castellina in Chianti vacation homes

Outdoor dining

Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is ￥40,107
￥50,134 total
includes taxes & fees
Jul 5 - Jul 6
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 ￥51,471
￥58,713 total
includes taxes & fees
Jul 5 - Jul 6
The Arch Among the Hills of Castellina
Desk, iron/ironing board, WiFi, bed sheets

Apartment in Central Florence Near the Duomo

Apartment in Central Florence Near the Duomo
Historic Centre of Florence
The price is ￥15,203
￥25,415 total
includes taxes & fees
Jul 28 - Jul 29
Apartment in Central Florence Near the Duomo
Outdoor dining

Villa La Stella - Casa per Ferie

Villa La Stella - Casa per Ferie
Le Cure
8.6 out of 10, Excellent, (244 reviews)
"Friendly staff, clean rooms, and in a lovely location above the city."
United States
Andrew
The price is ￥19,140
￥22,534 total
includes taxes & fees
Jul 28 - Jul 29
Villa La Stella - Casa per Ferie
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 ￥19,846
￥22,759 total
includes taxes & fees
Aug 1 - Aug 2
Casa Vacanze Le Case
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 ￥24,975
￥35,705 total
includes taxes & fees
Jul 2 - Jul 3
Chianti Craft House Badia a Passignano
1 bedroom, in-room safe, desk, iron/ironing board

The Wishing Well - The Wishing Well

The Wishing Well - The Wishing Well
Firenze
9.2 out of 10, Wonderful, (5 reviews)
"House was very clean and close enough to the city without the noise or traffic. Host is lovely and responds promptly. Definitely would book again."
Canada
Grace M.
The price is ￥23,916
￥39,142 total
includes taxes & fees
Jul 6 - Jul 7
The Wishing Well - The Wishing Well
Outdoor dining

Detached house with garden a few minutes from the abbey of San Galgano

Detached house with garden a few minutes from the abbey of San Galgano
Toscana
The price is ￥9,250
￥22,385 total
includes taxes & fees
Jul 6 - Jul 7
Detached house with garden a few minutes from the abbey of San Galgano
Property grounds

country house with garden ,pool,children's play area ,Tuscany,15 from Florence

country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Toscana
9.8 out of 10, Exceptional, (82 reviews)
"The hostess Sonia was fabulous."
United States
Kim
The price is ￥29,152
￥44,192 total
includes taxes & fees
Jul 2 - Jul 3
country house with garden ,pool,children's play area ,Tuscany,15 from Florence
Dining

Holiday Home 'Poggio Loccano' with Private Garden and Balcony

Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Montevarchi
The price is ￥33,422
￥51,990 total
includes taxes & fees
Jul 5 - Jul 6
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
Pool

Peaceful Eco House in the Tuscan hills

Peaceful Eco House in the Tuscan hills
casole d'elsa
The price is ￥25,995
￥37,507 total
includes taxes & fees
Jul 18 - Jul 19
Peaceful Eco House in the Tuscan hills
Outdoor dining

GuestHost - Comfortable 30sqm loft that can accommodate up to 3 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the histori

GuestHost - Comfortable 30sqm loft that can accommodate up to 3 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the histori
Oltrarno
10.0 out of 10, Exceptional, (1 review)
"We loved everything about this place. So much so that we almost want to keep it a secret: The location is great (in the hillside above Florence), the space is amazing with high-quality furniture and materials, and the hosts are super friendly and accommodating. The whole place and guest experience are designed with great care and attention to detail. We felt right at home and would return in a heartbeat. If there was one point of critique: I wish the listing had made clear the additional cost...
Germany
Nils F.
The price is ￥16,876
￥32,102 total
includes taxes & fees
Jul 30 - Jul 31
GuestHost - Comfortable 30sqm loft that can accommodate up to 3 people. Located on the ground floor of a characteristic building surrounded by Piazzale Galileo greenery, the room is the ideal solution to visit Florence while staying away from the histori
Outdoor dining

House with views of the Chianti

House with views of the Chianti
impruneta
10.0 out of 10, Exceptional, (4 reviews)
"My wife and I stayed here for our honeymoon and have already talked about returning here for an anniversary. This house was clean, charming and located in a beautiful area. The views from the property are stunning."
United States
Chase B.
The price is ￥15,226
￥44,192 total
includes taxes & fees
Jul 5 - Jul 6
House with views of the Chianti
Exterior

Apartment "Tenuta Acquabona - Entire Country House" with Pool

Apartment "Tenuta Acquabona - Entire Country House" with Pool
Gambassi Terme
The price is ￥1,062,450
￥1,063,005 total
includes taxes & fees
Jul 12 - Jul 13
Apartment "Tenuta Acquabona - Entire Country House" with Pool
Outdoor dining

Casa Crevole di Martina in the Heart of Tuscany

Casa Crevole di Martina in the Heart of Tuscany
Murlo
10.0 out of 10, Exceptional, (1 review)
"Nach einer herzlichen Begrüßung durch die Gastgeberin haben wir ein paar entspannte Tage verbracht. Im Kühlschrank befanden sich für uns schon einmal keiner Erfrischungen. Obwohl wir nur 4 Nächte blieben, gab es einen Handtuchtausch nach 2 Tagen. Total überrascht hat uns aber der selbstgebackene Kuchen der für uns bereit stand. Wir würden hier jeder Zeit wieder Urlaub machen und können die Unterkunft mehr wir nur empehlen."
Germany
Sybille F.
The price is ￥44,836
￥49,367 total
includes taxes & fees
Jul 2 - Jul 3
Casa Crevole di Martina in the Heart of Tuscany
Exterior detail

11. Appartmento

11. Appartmento
Signa
The price is ￥30,210
￥30,580 total
includes taxes & fees
Jul 2 - Jul 3
11. Appartmento
Spa

Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is ￥17,649
￥31,709 total
includes taxes & fees
Jul 8 - Jul 9
Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Superior Room, City View | Desk, laptop workspace, rollaway beds, free WiFi

Bed and Dreams

Bed and Dreams
Florence
7.2 out of 10, Good, (5 reviews)
"AMAZING "
United States
Malfred
The price is ￥14,985
￥18,704 total
includes taxes & fees
Jul 8 - Jul 9
Bed and Dreams
Dining

Villa Latini Agriturismo La Capanna

Villa Latini Agriturismo La Capanna
Montespertoli
Villa Latini Agriturismo La Capanna
Property grounds

Holday at Poggettone

Holday at Poggettone
Monteroni d'Arbia
The price is ￥26,738
￥41,035 total
includes taxes & fees
Jul 24 - Jul 25
Holday at Poggettone
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
"Loved this hotel. The staff, the breakfast, the sauna and the rooms were all wonderful. I will definitely stay here again as I often visit Florence"
Helen 1-night trip
Posted less than an hour ago
Il Malaspina

Find out more about Castellina in Chianti

Castellina in Chianti Vacation Homes information

Number of reviews
364
Accommodation
1824 Vacation Homes
Lowest Price
￥18,704
Highest Price
￥1,063,005