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Search results; Over 1,000 homes in Pontassieve

Guest favourite
Flat in Pontassieve
Farmhouse near Florence - Loggia
3 bedrooms, 3 beds, 2 private bathrooms
27 Sept – 2 Oct, Business host
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4.81 out of 5 average rating, 191 reviews
Top guest favourite
Barn in Pontassieve
Your little slice of paradise near Florence
Individual host
15–20 Nov
5.0 out of 5 average rating, 22 reviews
Top guest favourite
Home in Pontassieve
La Quercia House in the countryside
Individual host
9–14 Oct
5.0 out of 5 average rating, 67 reviews
Top guest favourite
Home in Pontassieve
The charming cottage in Tuscany with breathtaking views
Individual host
30 Oct – 4 Nov
4.96 out of 5 average rating, 123 reviews
Top guest favourite
Villa in Rignano sull'Arno
​Villa Fonticina: Private Pool & Secluded Woods
Individual host
27 Sept – 2 Oct
5.0 out of 5 average rating, 49 reviews
Superhost
Home in Greve in Chianti
Villa with swimming pool in the heart of Chianti | Florence
Individual host
20–25 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Flat in Pelago
Tuscan vineyard home. Near Florence
Individual host
10–17 Oct
5.0 out of 5 average rating, 73 reviews
Top guest favourite
Home in San Francesco
Tuscan vineyard house, near Florence
Individual host
25 Oct – 1 Nov
5.0 out of 5 average rating, 27 reviews
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
15–20 Sept
New place to stay
Top guest favourite
Farm stay in Lastra a Signa
Farmhouse in Tuscany hills
Business host
18–23 Oct
4.97 out of 5 average rating, 119 reviews
Top guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
20–25 Oct
5.0 out of 5 average rating, 141 reviews
Top guest favourite
Villa in Castel Focognano
Villa Marinelli: pool, hot tub & garden, Tuscany
Individual host
14–19 Oct
5.0 out of 5 average rating, 12 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Flat in Rignano sull'Arno
VIRGO apartment
Business host
20–25 Sept
5.0 out of 5 average rating, 26 reviews
Top guest favourite
Home in Florence
I Palpiti - Dream Villa in Florence
Individual host
6–11 Oct
5.0 out of 5 average rating, 8 reviews
Superhost
Flat in Rignano sull'Arno
Andromeda III room for 2 with private bathroom
Business host
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
11–16 Oct
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Modine
Tuscan Villa with Private Jacuzzi & River
Business host
30 Oct – 4 Nov
5.0 out of 5 average rating, 51 reviews
Top guest favourite
Villa in Gaiole in Chianti
Montemarcoli
Individual host
7–12 Nov
5.0 out of 5 average rating, 34 reviews