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Search results; Over 1,000 homes in Casole

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Guest favourite
Home in Casole d'Elsa
House in Heart of chianti
2 bedrooms, 4 beds, 1 private bathroom
5–10 Sept, Individual host
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4.8 out of 5 average rating, 158 reviews
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Apartment in Greve in Chianti
Le Corti Guest House A soul space in Chianti
Individual host
5–10 Sept
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Top guest favourite
Boutique hotel in Panzano in Chianti
Villa La Petraia Elysian
Business host
19–24 Oct
5.0 out of 5 average rating, 107 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
5–10 Sept
New place to stay
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Top guest favourite
Villa in Greve in Chianti
Villa Prenzano | A Rare Private Estate in Tuscany
Business host
3–10 Oct
5.0 out of 5 average rating, 23 reviews
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Home in Greti
Casa Citille - by Happy Rentals
Business host
28 Sept – 3 Oct
5.0 out of 5 average rating, 5 reviews
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Guest favourite
Home in Bagno A Ripoli
Historic Stone Villa | Pool | 15min Florence
Individual host
18–23 Sept
5.0 out of 5 average rating, 11 reviews
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Villa in Greve in Chianti
Villa Le Pozzere
Business host
6–13 Sept
5.0 out of 5 average rating, 3 reviews
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Top guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
1–6 Sept
4.98 out of 5 average rating, 60 reviews
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Guest favourite
Villa in Gaiole in Chianti
Casa Faraona, villa with private pool
Business host
1–6 Oct
5.0 out of 5 average rating, 31 reviews
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Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
2–7 Oct
5.0 out of 5 average rating, 30 reviews
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Superhost
Home in Greve in Chianti
Villa with swimming pool in the heart of Chianti | Florence
Individual host
14–19 Sept
New place to stay
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Top guest favourite
Home in Florence
Villa Agnese · Pool · Duomo View · Parking
Individual host
24–29 Oct
5.0 out of 5 average rating, 16 reviews
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Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
6–11 Sept
4.99 out of 5 average rating, 112 reviews
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Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
1–6 Sept
5.0 out of 5 average rating, 4 reviews
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Guest favourite
Flat in Rignano sull'Arno
VIRGO apartment
Business host
20–25 Sept
5.0 out of 5 average rating, 23 reviews
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Guest favourite
Home in Moncioni
Private Tuscan hilltop farmhouse with pool
Individual host
1–6 Sept
4.9 out of 5 average rating, 30 reviews
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Top guest favourite
Villa in Impruneta
Private Estate - Personal Concierge & heated pool
Individual host
4–9 Oct
4.99 out of 5 average rating, 144 reviews
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Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
12–17 Sept
4.98 out of 5 average rating, 56 reviews