Vacation rentals in Castellina in Chianti, Italy

Carefully selected & verified rentals in Castellina in Chianti, Italy
Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room
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1-20 out of 31
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  • Price: low to high
  • Price: high to low
  • Guest rating: high to low
  • Popularity: high to low
8.4
Great
Luxor Chianti Glamping Village Castellina in Chianti
Map5.1 mi from City Centre
FromUS$ 121 /nightSelect
8.4
Great
Relais Riserva Di Fizzano Castellina in Chianti
The largest option:
4 adults
2 bedrooms
3 beds
Map3.2 mi from City Centre
FromUS$ 282 /nightSelect
8.2
Great
Casa Vacanze Squarcialupi
The largest option:
3 adults
2 bedrooms
2 beds
Map400 yd from City Centre400 yd from Castellina in Chianti
FromUS$ 180 /nightSelect
8.2
Great
Borgo Di Pietrafitta Relais
The largest option:
7 adults
4 bedrooms
5 beds
FromUS$ 177 /nightSelect
8.2
Great
Az.Agr.Poggio Regini
The largest option:
6 adults
2 bedrooms
3 beds
Map3.3 mi from City Centre700 yd from
FromUS$ 209 /nightSelect
9.2
Perfect
Podere Sagna
The largest option:
6 adults
3 bedrooms
3 beds
Map1.9 mi from City Centre1100 yd from
FromUS$ 209 /nightSelect
7.6
Very good
Residenza Cornino
The largest option:
3 adults
1 bedroom
2 beds
Map3.0 mi from City Centre1600 yd from
FromUS$ 145 /nightSelect
Mea Casa Toscana
Map2.7 mi from City Centre1.3 mi from
FromUS$ 167 /nightSelect
Borgo Nel Chianti Istrice Con Piscina Tennis E Wifi
The largest option:
4 adults
1 bedroom
2 beds
Map3.5 mi from City Centre
FromUS$ 157 /nightSelect
Molino Di Cogno
Map3.2 mi from City Centre1.4 mi from
FromUS$ 197 /nightSelect
Tregole
The largest option:
5 adults
2 bedrooms
2 beds
Map2.5 mi from City Centre400 yd from
FromUS$ 696 /nightSelect
Palazzo Bianciardi Attico
10 adults
2 bedrooms
3 beds
Map400 yd from City Centre400 yd from Castellina in Chianti
FromUS$ 118 /nightSelect
Casa Duilia
6 adults
2 bedrooms
3 beds
Map200 yd from City Centre200 yd from Castellina in Chianti
FromUS$ 151 /nightSelect
Il Melo
Map1.9 mi from City Centre
FromUS$ 114 /nightSelect
Casa Bruna - Cipresseta Del Chianti
4 adults
2 bedrooms
2 beds
Map2.7 mi from City Centre
FromUS$ 127 /nightSelect
La Pergola
4 adults
2 bedrooms
2 beds
Map1.9 mi from City Centre
FromUS$ 197 /nightSelect
Agriturismo Buondonno
The largest option:
5 adults
2 bedrooms
3 beds
Map3.9 mi from City Centre1.2 mi from
FromUS$ 183 /nightSelect
Apartment Cellole - Cellole 2 - Ctc151 By Interhome
4 adults
2 bedrooms
2 beds
Map1300 yd from City Centre1300 yd from Castellina in Chianti
FromUS$ 193 /nightSelect
Apartment Cellole - Cellole 1 - Ctc150 By Interhome
4 adults
2 bedrooms
2 beds
Map1300 yd from City Centre1300 yd from Castellina in Chianti
FromUS$ 138 /nightSelect
Apartment Cellole - Torretta - Ctc153 By Interhome
4 adults
2 bedrooms
2 beds
Map1300 yd from City Centre1300 yd from Castellina in Chianti
FromUS$ 160 /nightSelect
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Flexible Price Range for Vacation Homes in Castellina in Chianti

From cozy retreats to luxury villas – Find the ideal stay for every budget

⬆️ The highest price
US$ 696
⬇️ The lowest price
US$ 108
đź’¸ Average price for
Apartments
US$ 181

Top vacation homes in Castellina in Chianti

Based on guest reviews from the past 12 months

Glamorous Glamping Experience:
Luxor Chianti Glamping Village
Charming Boutique Retreat:
Borgo Di Pietrafitta Relais
Rustic Countryside Escape:
Agriturismo Buondonno
Elegant Historical Residence:
Relais Riserva Di Fizzano
Family Friendly Getaway:
Casa Vacanze Squarcialupi
Picturesque Vineyard Stay:
Az.Agr.Poggio Regini
Nature Lover's Haven:
Podere Sagna
Cozy Romantic Hideaway:
Casa Duilia
Cultural Heritage Retreat:
Palazzo Bianciardi Attico

Key Facts About Vacation Rentals in Castellina

This guide provides essential information on vacation rentals in Castellina in Chianti, evaluating 1 property for insights on pricing, peak seasons, and local fees to help you make informed booking decisions.

Typical nightly prices range from $100 to $250 USD.

There is 1 primary vacation rental property available.

Peak travel seasons are June to August, and September for harvest time.

Local taxes add approximately 10% to rental costs.

Distances to key attractions: Chianti Sculpture Park (4 miles), Castello di Brolio (5 miles).

Check-in
26Jun2025Select date
Check-out
27Jun2025Select date
Rooms and Guests2 Guests, 1 Room