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Holiday rentals in Castellina in Chianti

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Top-rated holiday rentals in Castellina in Chianti

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favourite
Villa in Castellina in Chianti
The Villino Farmhouse
Entire upper floor of the newly renovated Villa Padronale in traditional Tuscan style. High ceilings with exposed beams make it cozy and perfect for families or groups of friends. In the house there are two functional large fireplaces(in the living room and kitchen). Private accommodation, not shared. The house has a large covered terrace,garden with sofas,bbq,firepit, private parking. The pool among the olive trees and vineyards is ideal for relaxing and has a private access to the shared area
27 Oct – 3 Nov
₹42,957 per night
4.93 out of 5 average rating, 164 reviews
Guest favourite
Cottage in Geggiano
Villa di Geggiano - Guesthouse
The 18th century Villa di Geggiano, surrounded by vineyards and lovingly cared gardens, is located in the Chianti area near Siena, one of the most beautiful regions of Italy which will provide an idilic and enchanting backdrop to your vacation. Our guesthouse is located in one of the garden pavilions of the villa. PLEASE NOTE THAT BEING IN THE COUNTRYSIDE WITH FEW PUBLIC TRANSPORTATION OTHER THAN TAXI THE BEST WAY TO ENJOY YOUR STAY AND TO VISIT THE BEAUTIFUL SURROUNDINGS IS TO HAVE A CAR.
26 Feb – 5 Mar
₹36,550 per night
4.99 out of 5 average rating, 102 reviews
Guest favourite
Home in Castellina in Chianti
StageROOM03 -Chianti Idillic Country living
This beautiful country house is located in the Borgo di Tuopina, a hamlet overlooking the Chianti hills, only 10 mins drive from Siena and Castellina in Chianti. This original Tuscan country house has been completely renovated in 2019 and boasts 2 bedrooms, 2 bathrooms, TV, a fully equipped kitchen with a dishwasher, two fridges and a washing machine. The outdoor marble hot-tub and the pool of the hamlet allow you to fully relax while enjoying the amazing views of the surroundings.
8–15 Nov
₹35,015 per night
4.97 out of 5 average rating, 78 reviews

Popular amenities for Castellina in Chianti holiday rentals

Stay near Castellina in Chianti's top sights

Gelateria di Castellina10 locals recommend
Osteria Rosticceria Il Re Gallo6 locals recommend
Antica Trattoria la Torre20 locals recommend
Taverna Squarcialupi4 locals recommend
Il Fondaccio Dai Dottori9 locals recommend
Pizzeria il Fondaccio4 locals recommend

Other great holiday rentals in Castellina in Chianti

Guest favourite
Flat in Castellina in Chianti
CORBEZZOLO
24 Feb – 3 Mar
₹9,282 per night
4.98 out of 5 average rating, 41 reviews
Guest favourite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
18–25 Aug
₹27,499 per night
5.0 out of 5 average rating, 39 reviews
Guest favourite
Home in Castellina in Chianti
Casanuova Pietrafitta farm stay
21–28 Nov
₹9,476 per night
4.9 out of 5 average rating, 60 reviews
Superhost
Apartment in Castellina in Chianti
Apartment in the Chianti Classico
12–19 Feb
₹14,220 per night
4.89 out of 5 average rating, 63 reviews
Guest favourite
Home in Castellina in Chianti
Leonardo - Chianti/Siena, Florence, San Gimignano.
23–30 Nov
₹12,634 per night
4.96 out of 5 average rating, 73 reviews
Guest favourite
Cottage in Castellina in Chianti
Chianti cottage with pool
18–25 Apr
₹27,074 per night
4.9 out of 5 average rating, 10 reviews
Guest favourite
Apartment in Castellina in Chianti
Apartment with terrace and stunning view
25 Oct – 1 Nov
₹7,134 per night
4.97 out of 5 average rating, 32 reviews
Guest favourite
Home in Castellina in Chianti
CHIANTI CLASSICO, VIEWS, WALK TO RESTAURANT
26 Jan – 2 Feb
₹12,634 per night
5.0 out of 5 average rating, 40 reviews
Guest favourite
Flat in Castellina in Chianti
Visit Chianti, Florence, Siena, S.Gimignano
24–31 Oct
₹10,378 per night
4.96 out of 5 average rating, 79 reviews
Superhost
Villa in Toscana
Chianti Villa Mulino del Cerchiaio
17–24 May
₹39,966 per night
4.86 out of 5 average rating, 50 reviews
Guest favourite
Home in Barberino Tavarnelle
Podere Tignano, 4-bedroom villa in the Chianti!
10–17 Nov
₹28,879 per night
5.0 out of 5 average rating, 16 reviews
Guest favourite
Cottage in Castellina In Chianti
Cottage Leccio - Masseto In Chianti
28 Sep – 5 Oct
₹23,148 per night
4.97 out of 5 average rating, 72 reviews

Quick stats about holiday rentals in Castellina in Chianti

Total rentals

50 properties

Rentals with a pool

30 properties have a pool

Pet-friendly rentals

30 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

680 reviews

Nightly prices starting at

₹3,316 before taxes and fees

Destinations to explore

  1. Airbnb
  2. Italy
  3. Tuscany
  4. Castellina in Chianti