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Search results; Over 1,000 homes in Pontassieve

Superhost
Villa in Pontassieve
[CASTELLO DI CASALTA POOL ✭✭✭✭✭] 15 min from FLORENCE
5 bedrooms, 5 beds, 5 private bathrooms
10–15 Sept, Business host
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4.79 out of 5 average rating, 42 reviews
Top guest favourite
Barn in Pontassieve
Your little slice of paradise near Florence
Individual host
23–28 Nov
5.0 out of 5 average rating, 20 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, 122 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, 47 reviews
Guest favourite
Villa in Fiesole
Villa with swimming pool near Florence
Individual host
8–13 Sept
5.0 out of 5 average rating, 5 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 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, 3 reviews
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, 118 reviews
Top guest favourite
Flat in Pelago
Tuscan vineyard home. Near Florence
Individual host
10–17 Oct
5.0 out of 5 average rating, 72 reviews
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
8–13 Sept
New place to stay
Top guest favourite
Villa in Castel Focognano
Villa Marinelli: pool, hot tub & garden, Tuscany
Individual host
14–19 Sept
5.0 out of 5 average rating, 11 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Top guest favourite
Villa in Pistoia
Boscaccio Farm
Individual host
10–15 Sept
5.0 out of 5 average rating, 71 reviews
Top guest favourite
Villa in Borgo San Lorenzo
Villa Porcigliano Tuscan retreat near Florence
Individual host
10–15 Sept
4.98 out of 5 average rating, 88 reviews
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
Business host
12–17 Feb
4.99 out of 5 average rating, 479 reviews
Top guest favourite
Villa in Vicchio
Apartment in Villa with park and private spa
Individual host
8–13 Sept
5.0 out of 5 average rating, 55 reviews
Top guest favourite
Flat in Rignano sull'Arno
VIRGO apartment
Business host
20–25 Sept
5.0 out of 5 average rating, 25 reviews
Villa in Castelfiorentino
[Florence 45min] 4-bedroom panoramic villa with swimming pool
Individual host
20–25 Sept
5.0 out of 5 average rating, 3 reviews