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Search results; Over 1,000 homes in Castellina in Chianti

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Villa in Castellina in Chianti
Manor House - IlVillinoFarmhouse
4 bedrooms, 5 beds, 2 private baths
Oct 23 – 28
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4.93 out of 5 average rating, 253 reviews
Top guest favorite
Barn in Castellina in Chianti
Cipressini 1 - Swimming pool and stunning view
1 bedroom, 3 beds
Oct 29 – Nov 3
5.0 out of 5 average rating, 97 reviews
Top guest favorite
Loft in Castellina in Chianti
Palazzo Bianciardi - Penthouse
2 bedrooms, 3 beds
Aug 19 – 24
5.0 out of 5 average rating, 17 reviews
Top guest favorite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 bedrooms, 5 king beds
Oct 26 – 31
4.98 out of 5 average rating, 66 reviews
Top guest favorite
Apartment in Castellina in Chianti
Casa Mirella in Chianti
2 bedrooms, 2 queen beds
Oct 25 – 30
4.94 out of 5 average rating, 54 reviews
Top guest favorite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
2 bedrooms, 3 beds
Oct 25 – 30
4.97 out of 5 average rating, 30 reviews
Top guest favorite
Farm stay in Castellina in Chianti
1st floor apartment with shared pool - 4 pax
2 bedrooms, 3 beds
Oct 24 – 29
5.0 out of 5 average rating, 15 reviews
Apartment in San Gimignano
Luxury Residence in the Heart of San Gimignano
3 bedrooms, 3 king beds
Aug 15 – 20
New place to stay
Superhost
Home in Castellina in Chianti
Cinderella Chianti - House
6 bedrooms, 8 beds
Aug 19 – 24
Guest favorite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
1 bedroom, 2 beds
Sep 1 – 6
5.0 out of 5 average rating, 9 reviews
Top guest favorite
Home in Barberino Tavarnelle
Breathtaking Views in Our Chianti Country House
1 bedroom, 2 beds
Nov 20 – 25
5.0 out of 5 average rating, 82 reviews
Top guest favorite
Villa in Impruneta
Exclusive Estate | Heated Pool & Private Concierge
6 bedrooms, 6 beds
Aug 27 – Sep 1
4.99 out of 5 average rating, 140 reviews
Top guest favorite
Room in Lastra a Signa
Sposa Mea
1 bed
Aug 13 – 18
5.0 out of 5 average rating, 73 reviews
Top guest favorite
Home in Poggibonsi
Il Greppo rustic charm Tuscan views & Hot Tub
2 bedrooms, 2 beds
Aug 28 – Sep 2
5.0 out of 5 average rating, 25 reviews
Home in Castel San Gimignano
Elegant private cottage Volterra–San Gimignano
1 bedroom, 2 beds
Oct 12 – 17
New place to stay
Top guest favorite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds
Oct 19 – 24
5.0 out of 5 average rating, 52 reviews
Top guest favorite
Farm stay in Barberino Val d'Elsa
Apartment in Agriturismo in Chianti
4 bedrooms, 6 beds
Sep 28 – Oct 3
5.0 out of 5 average rating, 14 reviews
Top guest favorite
Home in Lecchi
"La Casa di Maria Luce"® with panoramic terrace
2 bedrooms, 4 beds
Aug 25 – 30
4.96 out of 5 average rating, 241 reviews
Top guest favorite
Nature lodge in Greve in Chianti
You will be the only guest Nature-Relax
1 bedroom, 1 double bed
Aug 14 – 19
4.93 out of 5 average rating, 221 reviews