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

Guest favourite
Cottage in Casole d'Elsa
Peaceful modern eco house in the Tuscan hills
1 bedroom, 1 bed, 1 private bathroom
2–7 Oct, Business host
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4.87 out of 5 average rating, 159 reviews
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
Top guest favourite
Home in Casole d'Elsa
Casa Panorama
Individual host
8–13 Oct
4.99 out of 5 average rating, 111 reviews
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
Top guest favourite
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
Top guest favourite
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
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
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
Guest favourite
Dome in Volterra
Green Dome @ The Land Before Time Retreats
Business host
13–18 Sept
4.95 out of 5 average rating, 170 reviews
Guest favourite
Home in Casole d'Elsa
Casa Muzzi blu
Business host
11–16 Oct
5.0 out of 5 average rating, 13 reviews
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
3–8 Sept
5.0 out of 5 average rating, 4 reviews
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, 217 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
Business host
17–22 Oct
4.96 out of 5 average rating, 109 reviews
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
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
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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, 113 reviews
Top guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
29 Oct – 3 Nov
4.98 out of 5 average rating, 84 reviews
Top guest favourite
Farm stay in Radicondoli
The cherry tree, Podere il giglio
Business host
26 Sept – 1 Oct
5.0 out of 5 average rating, 33 reviews