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Search results; Over 1,000 homes in Villa a Sesta

Guest favourite
Room in Villa A Sesta
Comfortable Room 11 with a breathtaking 360° view
1 bedroom, 1 bed, 1 private bathroom
17–22 Oct, Business host
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4.95 out of 5 average rating, 39 reviews
Top guest favourite
Cottage in Villa A Sesta
CASA MARIA
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Flat in San Gusmè
Beautiful medieval village!!!
Individual host
30 Oct – 4 Nov
4.99 out of 5 average rating, 471 reviews
Guest favourite
Flat in San Gusmè
La Dimora del Luca
Individual host
8–13 Nov
4.98 out of 5 average rating, 169 reviews
Top guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
22–27 Sept
4.99 out of 5 average rating, 77 reviews
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
21–26 Nov
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
29 Sept – 4 Oct
5.0 out of 5 average rating, 30 reviews
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
12–17 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
13–18 Sept
4.98 out of 5 average rating, 59 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
27 Oct – 1 Nov
4.99 out of 5 average rating, 114 reviews
Guest favourite
Holiday home in Montebenichi
Agriturismo I Moraioli, Cantina apartment
Business host
13–18 Nov
5.0 out of 5 average rating, 8 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Villa in Castel Focognano
Villa Marinelli: pool, hot tub & garden, Tuscany
Individual host
15–20 Sept
5.0 out of 5 average rating, 11 reviews
Superhost
Flat in Bossi
Villino Ersilia Music, the charm of Chianti
Individual host
30 Sept – 5 Oct
5.0 out of 5 average rating, 4 reviews
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, 141 reviews
Top guest favourite
Villa in Pergine Valdarno
La Vignaccia (Farmhouse) - villa w/private pool
Business host
26 Sept – 3 Oct
4.96 out of 5 average rating, 101 reviews
Superhost
Home in Gaiole in Chianti
Villa Melina - new life for the barn
Business host
10–15 Nov
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Room in Gaiole in Chianti
Argentina. Welcome to our little village, L...
Business host
27 Oct – 1 Nov
5.0 out of 5 average rating, 48 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, 87 reviews