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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, 46 reviews
Flat in Montegufoni
Montegufoni * Apartment with swimming pool
3 bedrooms, 3 double beds, 2 bathrooms
12–17 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, 3 bathrooms
23–28 Sept
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
1 bedroom, 2 beds, 1 bathroom
3–8 Nov
5.0 out of 5 average rating, 89 reviews
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
2 bedrooms, 3 beds, 2 bathrooms
2–7 Oct
5.0 out of 5 average rating, 30 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
Farm stay in Lastra a Signa
Farmhouse in Tuscany hills
2 bedrooms, 3 beds, 2 bathrooms
18–23 Oct
4.97 out of 5 average rating, 118 reviews
Top guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
6 bedrooms, 6 beds, 7 bathrooms
4–9 Oct
4.99 out of 5 average rating, 145 reviews
Guest favourite
Villa in Montespertoli
Villa Moneta, a Slice of Tuscan Paradise
5 bedrooms, 5 queen beds, 5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 12 reviews
Superhost
Rooms in Montespertoli
i Casciani - Depéndance
2 bedrooms, 2 queen beds, 2 bathrooms
15–20 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Holiday home in San Casciano In Val di Pesa
Mucciana 3
2 bedrooms, 2 double beds, 2 bathrooms
19–24 Sept
5.0 out of 5 average rating, 12 reviews
Top guest favourite
Room in Lastra a Signa
Sposa Mea
1 bed, 1 bathroom
1–6 Mar
5.0 out of 5 average rating, 79 reviews
Home in Colle di Val d'Elsa
Casa Emilio
2 bedrooms, 2 beds, 1 bathroom
11–16 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
2 bedrooms, 2 beds, 2 bathrooms
11–16 Oct
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Rignano sull'Arno
​Villa Fonticina: Private Pool & Secluded Woods
4 bedrooms, 4 queen beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 48 reviews
Villa in Castelfiorentino
[Florence 45min] 4-bedroom panoramic villa with pool
4 bedrooms, 6 beds, 4.5 bathrooms
20–25 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, 12.5 bathrooms
14–19 Nov
Top guest favourite
Home in San Casciano In Val di Pesa
Authentic Tuscan home: history, wine and relax
1 bedroom, 1 double bed, 1 bathroom
20–25 Oct
5.0 out of 5 average rating, 44 reviews