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Search results; Over 1,000 homes in Castelfiorentino

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, 39 reviews
Top guest favourite
Home in Gambassi Terme
Il Fienile, Luxury Apartment in the Tuscan Hills
1 bedroom, 2 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 228 reviews
Superhost
Home in Montespertoli
Casa Greta - Flo Apartments
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
Top guest favourite
Apartment in Gambassi Terme
Cosy Tuscan Home near Florence & San Gimignano
1 bedroom, 2 beds, 1 bathroom
23–28 Aug
4.99 out of 5 average rating, 126 reviews
Top guest favourite
Flat in Gambassi Terme
Bernarduccio's Little House
2 bedrooms, 4 beds, 1 bathroom
25–30 Aug
4.93 out of 5 average rating, 92 reviews
Superhost
Home in Greve in Chianti
Villa with a swimming pool in the heart of Chianti | Florence
3 bedrooms, 3 double beds, 3 bathrooms
27 Aug – 1 Sept
New place to stay
Top guest favourite
Room in San Miniato
Room with garden, just a short walk from the Via Francigena
1 double bed, 1 bathroom
19–24 Sept
4.98 out of 5 average rating, 63 reviews
Apartment in Castelnuovo d'Elsa
Tuscan retreat with sunsets over the hills
1 bedroom, 1 queen bed, 1 bathroom
16–21 Sept
New place to stay
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
27 Oct – 1 Nov
4.99 out of 5 average rating, 109 reviews
Top guest favourite
Home in La Serra
Casa Orlando | Private Pool Villa in Tuscany
3 bedrooms, 4 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Flat in Certaldo
Iris Apartment - Az. Agricola Sotto il Masso
2 bedrooms, 4 beds, 1 bathroom
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Home in Palaia
Poggio Al Sole Farmhouse, with swimming pool
3 bedrooms, 4 beds, 3 bathrooms
16–21 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Room in Montespertoli
Agriturismo Manetti pool, Family room
3 beds, 1 bathroom
27 Aug – 1 Sept
5.0 out of 5 average rating, 4 reviews
Flat in Florence
The Old Gate Retreat
2 bedrooms, 2 double beds, 2 bathrooms
16–21 Aug
New place to stay
Top guest favourite
Farm stay in Greve in Chianti
Ancient Tuscan farmhouse in the Chianti hills
2 bedrooms, 2 double beds, 1 bathroom
9–14 Nov
4.99 out of 5 average rating, 280 reviews
Guest favourite
Home in Castelfiorentino
Casa Farsetti
4 bedrooms, 4 beds, 2 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 6 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, 73 reviews
Top guest favourite
Home in Vinci
Il Palagio
1 bedroom, 3 beds, 1 bathroom
18–23 Oct
5.0 out of 5 average rating, 36 reviews