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Search results; Over 1,000 homes in Montespertoli

Descriptions are based on details hosts provide
Superhost
Cottage in Montespertoli
Chianti Barn with Pool and Vineyard View
2 bedrooms, 3 beds, 1 private bathroom
19–24 Sept
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4.79 out of 5 average rating, 276 reviews
Top guest favourite
Barn in Montespertoli
Infinity pool overlooking Chianti vineyards
3 bedrooms, 5 beds, 2 bathrooms
19–24 Oct
5.0 out of 5 average rating, 47 reviews
Flat in Montespertoli
GinCat Chianti House - 3 Bedrooms, Terraces & BBQ
3 bedrooms, 3 beds, 2 bathrooms
15–20 Jul
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Montespertoli
Villa Tirinzano for 14 guests with private pool
7 bedrooms, 11 beds, 7 bathrooms
3–10 Apr
4.95 out of 5 average rating, 37 reviews
Superhost
Rooms in Montespertoli
14th-century convent in the Chianti hills
2 bedrooms, 2 queen beds, 2 bathrooms
1–6 Sept
Top guest favourite
Holiday home in Montespertoli
Tuscan villa with a panoramic pool
1 bedroom, 2 beds, 1 bathroom
19–24 Aug
4.96 out of 5 average rating, 27 reviews
Top guest favourite
Flat in Ortimino
Tuscan countryside views from 3 terraces
2 bedrooms, 3 beds, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 12 reviews
Superhost
Bed and breakfast in Montespertoli
Agriturismo Manetti, pool, room with two beds.
1 bedroom, 2 beds, 1 bathroom
10–15 Aug
Guest favourite
Villa in La Valle
Renovated villa in the Tuscan hills
2 bedrooms, 2 queen beds, 2.5 bathrooms
2–7 Aug
4.96 out of 5 average rating, 23 reviews
Apartment in Montalbino
Ancient borgo with Chianti hills views
2 bedrooms, 3 beds, 2 bathrooms
23–28 Sept
4.92 out of 5 average rating, 13 reviews
Superhost
Bed and breakfast in Montespertoli
Agriturismo Manetti pool, Family room
1 bedroom, 3 beds, 1 bathroom
27 Aug – 1 Sept
Guest favourite
Flat in San Casciano In Val di Pesa
Chianti Prestige Apartment • Terrazza & Relax
2 bedrooms, 4 beds, 1.5 bathrooms
15–20 Jul
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Flat in Certaldo
From Francesco in Certaldo Alto
3 bedrooms, 3 beds, 1 bathroom
20–25 Jul
5.0 out of 5 average rating, 7 reviews
Villa in Il Pino
19th-century frescoed villa with vineyard views
6 bedrooms, 9 beds, 7 bathrooms
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Gambassi Terme
Il Fienile, Luxury Apartment in the Tuscan Hills
1 bedroom, 2 beds, 1 bathroom
29 Jul – 3 Aug
5.0 out of 5 average rating, 223 reviews
Top guest favourite
Rooms in Castelfiorentino
Beautiful view of the Tuscan hills
10 bedrooms, 3 beds, 8 bathrooms
26–31 Oct
5.0 out of 5 average rating, 27 reviews
Home in Barberino Tavarnelle
"Villetta" at Il Fontino
2 bedrooms, 4 beds, 1 bathroom
26 Sept – 1 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Flat in Anselmo
Private pool and patio near Florence
1 bedroom, 2 beds, 1 bathroom
16–21 Jul
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Villa in Impruneta
17th-century villa among Chianti’s olive groves
6 bedrooms, 6 beds, 7 bathrooms
15–20 Aug
4.99 out of 5 average rating, 139 reviews