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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
Flat in Pelago
Tuscan vineyard home. Near Florence
Individual host
10–17 Oct
5.0 out of 5 average rating, 72 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
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
Business host
12–17 Feb
4.99 out of 5 average rating, 481 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
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
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
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
27 Oct – 1 Nov
4.99 out of 5 average rating, 114 reviews
Top guest favourite
Villa in Pistoia
Boscaccio Farm
Individual host
13–18 Sept
5.0 out of 5 average rating, 72 reviews
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
15–20 Sept
New place to stay
Featured hotel
Room in Bagno A Ripoli
Quadruple room
Business host
2–7 Oct
New place to stay
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
Farm stay in Greve in Chianti
Ancient Tuscan farmhouse in the Chianti hills
Business host
21–26 Nov
4.99 out of 5 average rating, 282 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
Top guest favourite
Villa in Borgo San Lorenzo
Villa Porcigliano Tuscan retreat near Florence
Individual host
18–23 Sept
4.98 out of 5 average rating, 89 reviews