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Search results; Over 1,000 homes in Pontassieve

Top guest favourite
Home in Pontassieve
Taking a break amongst nature and culture
4 bedrooms, 8 beds, 2 private bathrooms
16–21 Sept, Individual host
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4.98 out of 5 average rating, 51 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, 21 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, 48 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
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
11–16 Sept
New place to stay
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
Villa in Castel Focognano
Villa Marinelli: pool, hot tub & garden, Tuscany
Individual host
15–20 Sept
5.0 out of 5 average rating, 11 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
Villa in Pistoia
Boscaccio Farm
Individual host
12–17 Sept
5.0 out of 5 average rating, 72 reviews
Top guest favourite
Villa in Vicchio
Apartment in Villa with park and private spa
Individual host
11–16 Sept
5.0 out of 5 average rating, 55 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
Top guest favourite
Home in Terranuova Bracciolini
Villa Piandarca - Tuscany - WIFI - private pool
Individual host
12–17 Sept
4.98 out of 5 average rating, 59 reviews
Guest favourite
Villa in Fiesole
Villa with swimming pool near Florence
Individual host
17–22 Sept
5.0 out of 5 average rating, 5 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
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
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
11–16 Sept
5.0 out of 5 average rating, 4 reviews