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

Our top choices for Castellina in Chianti holiday homes

Outdoor dining

Casa Marisa in Castellina in Chianti

Casa Marisa in Castellina in Chianti
Castellina in Chianti
The price is £233
includes taxes & fees
1 Jul - 2 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 £273
includes taxes & fees
30 Jun - 1 Jul
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 £120
includes taxes & fees
27 Jul - 28 Jul
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 £85
includes taxes & fees
30 Jul - 31 Jul
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 £109
includes taxes & fees
2 Jul - 3 Jul
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 £158
includes taxes & fees
30 Jun - 1 Jul
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 £184
includes taxes & fees
30 Jun - 1 Jul
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 £107
includes taxes & fees
30 Jun - 1 Jul
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 £209
includes taxes & fees
30 Jun - 1 Jul
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 £242
includes taxes & fees
1 Jul - 2 Jul
Holiday Home 'Poggio Loccano' with Private Garden and Balcony
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 £157
includes taxes & fees
30 Jul - 31 Jul
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 £216
includes taxes & fees
5 Jul - 6 Jul
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 £4,956
includes taxes & fees
12 Jul - 13 Jul
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 £130
includes taxes & fees
30 Jun - 1 Jul
Casa Crevole di Martina in the Heart of Tuscany
Exterior detail

11. Appartmento

11. Appartmento
Signa
The price is £143
includes taxes & fees
3 Jul - 4 Jul
11. Appartmento
Spa

Love Nest Siena: Romantic Suite with SPA & Jacuzzi

Love Nest Siena: Romantic Suite with SPA & Jacuzzi
Toscana
The price is £144
includes taxes & fees
1 Jul - 2 Jul
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 £87
includes taxes & fees
1 Jul - 2 Jul
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 £186
includes taxes & fees
24 Jul - 25 Jul
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

The Social Hub Florence Lavagnini

The Social Hub Florence Lavagnini

8/10 Good
"I really wanted to give this hotel 5 stars. The room was spotless, the atmosphere was fun and social, and the rooftop views were beautiful. Unfortunately, the rooftop bar experience overshadowed an otherwise excellent stay. We paid €50 for the upgrade package, advertised as 2 rounds of 2 drinks. When we presented our card, the waitress insisted it covered only basic drinks (worth about €8–10), not signature cocktails, making the package nowhere near its advertised value. After showing my receipt, she reluctantly honored two basic drinks. The next morning, Chiara at the front desk was incredibly helpful and wrote a note confirming we were entitled to two rounds of two drinks from any menu. She was so kind and helpful! That evening we received our first round, but the waitress kept our card, leaving us with no proof of the second round. As a side note, the signature cocktail itself was 80% gigantic oblong ice cube, 20% drink. But when we tried to order again, she ignored us while serving other tables, and even seated couples in areas she’d told us were reserved for large parties. We felt singled out and unwelcome simply for asking for what we’d paid for. The front desk later offered a partial refund and complimentary water bottles. My advice: skip the rooftop drink package until it’s managed more consistently. It’s unfortunate that such a great hotel is let down by the rooftop bar. I don’t know if the hotel represents the bar management, but they are attached regardless…"
Alissa 2-night trip
Posted 6 hours ago
The Social Hub Florence Lavagnini

Find out more about Castellina in Chianti

Castellina in Chianti Holiday Homes information

Number of reviews
364
Accommodation
1652 Holiday Homes
Lowest Price
£85
Highest Price
£4,956