filters

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

Guest favourite
Apartment in Casole d'Elsa
Dimora San Donato - Apt.1985
3 bedrooms, 6 beds, 2.5 private bathrooms
13–18 Sept
,
4.95 out of 5 average rating, 20 reviews
Top guest favourite
Flat in Casole d'Elsa
Casa Vacanze "Anna" - the MUSICIAN for 4-5 people
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 37 reviews
Top guest favourite
Flat in Casole d'Elsa
Mirella apartment in the historic center
2 bedrooms, 3 beds, 1 bathroom
19–24 Oct
4.97 out of 5 average rating, 33 reviews
Top guest favourite
Apartment in Casole d'Elsa
Rondini apartment with pool in farmhouse
2 bedrooms, 3 beds, 1 bathroom
29 Sept – 4 Oct
4.91 out of 5 average rating, 57 reviews
Top guest favourite
Home in Casole d'Elsa
Casa Panorama
2 bedrooms, 3 beds, 1 bathroom
8–13 Oct
4.99 out of 5 average rating, 112 reviews
Top guest favourite
Flat in Casole d'Elsa
"Anna" holiday home - the POET for 4 people
2 bedrooms, 3 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 17 reviews
Luxe
Villa in Casole d'Elsa
Villa Sublimis by Villas in Med
6 bedrooms, 8 beds, 6 bathrooms
19–24 Sept
5.0 out of 5 average rating, 10 reviews
Top guest favourite
Flat in Casole d'Elsa
Quintessential tuscan rural apt, big shared pool!
2 bedrooms, 2 queen beds, 1 bathroom
6–11 Oct
4.91 out of 5 average rating, 46 reviews
Guest favourite
Dome in Volterra
Green Dome @ The Land Before Time Retreats
1 double bed, 1 bathroom
20–25 Sept
4.95 out of 5 average rating, 179 reviews
Top guest favourite
Farm stay in Radicondoli
The pomegranate, Podere il Giglio
2 bedrooms, 2 beds, 2 bathrooms
23–28 Oct
5.0 out of 5 average rating, 33 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds, 2 bathrooms
21–26 Nov
5.0 out of 5 average rating, 54 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds, 3 bathrooms
15–20 Sept
New place to stay
Top guest favourite
Flat in Gavignano
Poggio Massiccioli
2 bedrooms, 2 queen beds, 1 bathroom
30 Oct – 4 Nov
4.92 out of 5 average rating, 387 reviews
Top guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 4 FICO
1 bedroom, 2 beds, 1 bathroom
17–22 Oct
4.96 out of 5 average rating, 109 reviews
Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
3 bedrooms, 4 beds, 2 bathrooms
20–25 Oct
5.0 out of 5 average rating, 141 reviews
Top guest favourite
Holiday home in San Gimignano
Margherita Tuscan home apartment
2 bedrooms, 3 beds, 1 bathroom
22–27 Nov
4.93 out of 5 average rating, 298 reviews
Home in Casole d'Elsa
Rosa's Tuscan Escape | Views, AC, Private Parking
1 bedroom, 1 bed, 1 bathroom
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Montecastelli Pisano
Exclusive villa with pool jacuzzi wifi and green
2 bedrooms, 3 beds, 2 bathrooms
20–27 Mar
4.96 out of 5 average rating, 53 reviews
Top guest favourite
Townhouse in Colle di Val d'Elsa
Il Cristallo – Dream Getaway in Tuscany
4 bedrooms, 4 beds, 2.5 bathrooms
19–24 Sept
5.0 out of 5 average rating, 10 reviews