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Search results; Over 1,000 homes in Montegufoni

Top guest favourite
Home in Montegufoni
Villa of the Hydrangeas
3 bedrooms, 3 beds, 3 private bathrooms
15–20 Oct
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4.98 out of 5 average rating, 47 reviews
Flat in Montegufoni
Montegufoni * Apartment with swimming pool
3 bedrooms, 3 double beds
18–23 Sept
4.0 out of 5 average rating, 6 reviews
Superhost
Villa in Montespertoli
Tuscan barn with private pool VacaVilla Excl.
3 bedrooms, 4 beds
23–28 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Villa in San Casciano In Val di Pesa
Villa Casavecchia 26+ people
14 bedrooms, 26 beds
14–19 Nov
Top guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
3 bedrooms, 5 beds
21–26 Nov
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
6 bedrooms, 6 beds
4–9 Oct
4.99 out of 5 average rating, 145 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
3 bedrooms, 3 beds
15–20 Sept
New place to stay
Top guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
1 bedroom, 2 beds
3–8 Nov
5.0 out of 5 average rating, 90 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds
2–7 Oct
5.0 out of 5 average rating, 30 reviews
Top guest favourite
Holiday home in Montespertoli
Rondini Blu Vacation Home - Uva Apartment
1 bedroom, 2 beds
12–17 Oct
4.97 out of 5 average rating, 33 reviews
Guest favourite
Villa in Il Pino
Exclusive villa private pool florentine farmland
6 bedrooms, 9 beds
4–9 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Farm stay in Lastra a Signa
Farmhouse in Tuscany hills
2 bedrooms, 3 beds
18–23 Oct
4.97 out of 5 average rating, 119 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds
27 Oct – 1 Nov
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Room in Lastra a Signa
Sposa Mea
1 bed
1–6 Mar
5.0 out of 5 average rating, 80 reviews
Guest favourite
Villa in Montespertoli
Villa Moneta, a Slice of Tuscan Paradise
5 bedrooms, 5 queen beds
20–25 Sept
5.0 out of 5 average rating, 12 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds
11–16 Oct
5.0 out of 5 average rating, 6 reviews
Guest favourite
Room in Montespertoli
Agriturismo Manetti, pool, room with two beds.
2 beds
21–26 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Rooms in Montespertoli
i Casciani - Depéndance
2 bedrooms, 2 queen beds
15–20 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Apartment in Noce
Historic 17th-century villa in Chianti, Tuscany
1 bedroom, 2 beds
11–16 Nov
5.0 out of 5 average rating, 222 reviews