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Search results; Over 1,000 homes in Pontassieve

Top guest favourite
Home in Pontassieve
La Quercia House in the countryside
3 bedrooms, 6 beds, 2 bathrooms
9–14 Oct
5.0 out of 5 average rating, 67 reviews
Top guest favourite
Barn in Pontassieve
Your slice of paradise near Florence
1 bedroom, 2 beds, 1 bathroom
23–28 Nov
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Home in Pontassieve
The charming cottage in Tuscany with breathtaking views
1 bedroom, 1 bed, 1 bathroom
30 Oct – 4 Nov
4.96 out of 5 average rating, 122 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, 47 reviews
Top guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
3 bedrooms, 3 double beds, 3.5 bathrooms
9–14 Sept
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Villa in Borgo San Lorenzo
Villa Porcigliano Tuscan retreat near Florence
4 bedrooms, 4 beds, 4 bathrooms
10–15 Sept
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Tiny home in Bagno A Ripoli
The Casetta di Montisoni
1 bedroom, 1 double bed, 1 bathroom
11–16 Oct
5.0 out of 5 average rating, 80 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
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 Vicchio
Apartment in Villa with park and private spa
3 bedrooms, 6 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Flat in Pelago
Tuscan vineyard home. Near Florence
3 bedrooms, 3 beds, 2 bathrooms
10–17 Oct
5.0 out of 5 average rating, 72 reviews
Top guest favourite
Home in Florence
I Palpiti - Dream Villa in the heart of Florence
2 bedrooms, 2 beds, 3 bathrooms
6–11 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in San Francesco
Tuscan vineyard house, near Florence
2 bedrooms, 2 double beds, 2 bathrooms
25 Oct – 1 Nov
5.0 out of 5 average rating, 27 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
20–25 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
4 bedrooms, 6 beds, 4 bathrooms
8–13 Sept
New place to stay
Top guest favourite
Apartment in Florence
Elegant Apartment in Historic Florence Villa
3 bedrooms, 4 beds, 3 bathrooms
8–13 Sept
4.97 out of 5 average rating, 35 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
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