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Search results; Over 1,000 homes in Casole d'Elsa

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Guest favourite
Apartment in Casole d'Elsa
Dimora San Donato - Apt.1985
Individual host
5–10 Sept
4.95 out of 5 average rating, 20 reviews
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Top guest favourite
Apartment in Casole d'Elsa
Rondini apartment with pool in farmhouse
Business host
29 Sept – 4 Oct
4.91 out of 5 average rating, 56 reviews
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Home in Casole d'Elsa
Casa Panorama
Individual host
8–13 Oct
4.99 out of 5 average rating, 111 reviews
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Flat in Casole d'Elsa
Holiday House "Anna" - the MUSICIAN for 4-5 persons
Business host
9–14 Sept
5.0 out of 5 average rating, 37 reviews
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Flat in Casole d'Elsa
Mirella apartment in the historic center
Individual host
19–24 Oct
4.97 out of 5 average rating, 33 reviews
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Luxe
Villa in Casole d'Elsa
Villa Sublimis by Villas in Med
Business host
19–24 Sept
5.0 out of 5 average rating, 10 reviews
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Top guest favourite
Flat in Casole d'Elsa
"Anna" holiday home - the POET for 4 people
Business host
9–14 Sept
5.0 out of 5 average rating, 17 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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Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
19–24 Oct
5.0 out of 5 average rating, 53 reviews
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Guest favourite
Dome in Volterra
Green Dome @ The Land Before Time Retreats
Business host
13–18 Sept
4.95 out of 5 average rating, 167 reviews
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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Top guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
Business host
27 Oct – 1 Nov
4.98 out of 5 average rating, 49 reviews
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Home in Casole d'Elsa
Rosa's Tuscan Escape | Views, AC, Private Parking
Individual host
20–25 Sept
5.0 out of 5 average rating, 4 reviews
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Top guest favourite
Villa in Montecatini Val di Cecina
Belforti Tower
Business host
8–13 Sept
4.99 out of 5 average rating, 137 reviews
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Top guest favourite
Cottage in Barberino Tavarnelle
Stone House with Exclusive Pool Codilungo in Chianti
Individual host
7–12 Sept
4.98 out of 5 average rating, 216 reviews
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Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
6–11 Sept
4.99 out of 5 average rating, 113 reviews
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Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
20–25 Oct
5.0 out of 5 average rating, 140 reviews
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Top guest favourite
Farm stay in Montecerboli
Gelsomino Apartment in Agriturismo with Pool
Business host
13–18 Sept
5.0 out of 5 average rating, 26 reviews