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Search results; Over 1,000 homes in Pelago

Top guest favourite
Flat in Pelago
Tuscan vineyard home. Near Florence
3 bedrooms, 3 beds, 2 private bathrooms
10–17 Oct, Individual host
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5.0 out of 5 average rating, 72 reviews
Top guest favourite
Home in Pelago
Family farmhouse - Colonica Peroni
Individual host
11–16 Sept
5.0 out of 5 average rating, 63 reviews
Top guest favourite
Farm stay in Greve in Chianti
Old hayloft on the Chianti hills
Business host
8–13 Nov
4.99 out of 5 average rating, 479 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
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
Superhost
Home in Figline e Incisa Valdarno
Villa among our vineyards on the outskirts of Chianti
Business host
5–10 Sept
New place to stay
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
Home in Pontassieve
The charming cottage in Tuscany with breathtaking views
Individual host
7–12 Sept
4.96 out of 5 average rating, 122 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
Guest favourite
Villa in Fiesole
Villa with swimming pool near Florence
Individual host
5–10 Sept
5.0 out of 5 average rating, 5 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
Top guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
2–7 Oct
5.0 out of 5 average rating, 30 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
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
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
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
6–11 Sept
New place to stay
Top guest favourite
Villa in Vicchio
Apartment in Villa with park and private spa
Individual host
5–10 Sept
5.0 out of 5 average rating, 55 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