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Search results; Over 1,000 homes in Poggibonsi
Over 1,000 homes in Poggibonsi
Guest favourite
Guest favourite
Holiday home in Poggibonsi
Vittoria Chianti Vacations 🍇🍷
2 bedrooms
,
·
4 beds
,
·
1 private bathroom
14–19 Nov
14–19 Nov
,
·
Individual host
£493
total
Show price breakdown
£493 total
,
·
4.94 out of 5 average rating, 205 reviews
4.94 (205)
Top guest favourite
Guest favourite
Castle in Poggibonsi
Castle with panoramic pool in the heart of Tuscany
Business host
Business host
19–24 Oct
19–24 Oct
£5,423
£4,164
total
Show price breakdown
4.97 out of 5 average rating, 72 reviews
4.97 (72)
Top guest favourite
Guest favourite
Villa in Poggibonsi
Wonderful villa for 6 with heatable swimming pool
Individual host
Individual host
31 Oct – 7 Nov
31 Oct – 7 Nov
£3,273
£2,497
total
Show price breakdown
Weekly discount
Free cancellation
5.0 out of 5 average rating, 19 reviews
5.0 (19)
Top guest favourite
Guest favourite
Villa in Poggibonsi
Villa L'Olivo w/Private pool (Close San Gimignano)
Individual host
Individual host
6–11 Nov
6–11 Nov
£1,009
total
Show price breakdown
£1,009 total
Free cancellation
4.99 out of 5 average rating, 100 reviews
4.99 (100)
Guest favourite
Guest favourite
Apartment in Poggibonsi
Gallery Apartment near Chianti
Individual host
Individual host
11–16 Oct
11–16 Oct
£407
total
Show price breakdown
£407 total
Free cancellation
4.95 out of 5 average rating, 152 reviews
4.95 (152)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
15–20 Sept
15–20 Sept
£2,999
total
Show price breakdown
£2,999 total
New place to stay
New
Top guest favourite
Guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Focolare Apartment
Business host
Business host
27 Oct – 1 Nov
27 Oct – 1 Nov
£1,030
total
Show price breakdown
£1,030 total
Free cancellation
4.98 out of 5 average rating, 49 reviews
4.98 (49)
Guest favourite
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
Individual host
11–16 Oct
11–16 Oct
£1,126
£902
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
Top guest favourite
Guest favourite
Villa in Tignano
Villa Isabella
Individual host
Individual host
20–25 Sept
20–25 Sept
£2,400
£1,989
total
Show price breakdown
Free cancellation
4.96 out of 5 average rating, 208 reviews
4.96 (208)
Top guest favourite
Guest favourite
Farm stay in Poggibonsi
I Melograni del Chianti - Apt. Mangiatoia 2BR
Business host
Business host
16–21 Apr
16–21 Apr
£721
total
Show price breakdown
£721 total
Free cancellation
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Top guest favourite
Guest favourite
Flat in Poggibonsi
Villa Mocarello "IL LECCIO"
Individual host
Individual host
21–26 Sept
21–26 Sept
£572
total
Show price breakdown
£572 total
Free cancellation
5.0 out of 5 average rating, 131 reviews
5.0 (131)
Top guest favourite
Guest favourite
Flat in Gavignano
Poggio Massiccioli
Individual host
Individual host
30 Oct – 4 Nov
30 Oct – 4 Nov
£559
total
Show price breakdown
£559 total
Free cancellation
4.92 out of 5 average rating, 386 reviews
4.92 (386)
Top guest favourite
Guest favourite
Villa in Barberino Tavarnelle
Luxury Villa in Chianti • Private Natural Pool
Individual host
Individual host
2–7 Oct
2–7 Oct
£3,706
total
Show price breakdown
£3,706 total
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Flat in Poggibonsi
Laura Chianti Holidays
Individual host
Individual host
9–14 Nov
9–14 Nov
£417
total
Show price breakdown
£417 total
Free cancellation
4.98 out of 5 average rating, 340 reviews
4.98 (340)
Top guest favourite
Guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
Individual host
Individual host
4–9 Oct
4–9 Oct
£6,867
£6,043
total
Show price breakdown
Free cancellation
4.99 out of 5 average rating, 145 reviews
4.99 (145)
Top guest favourite
Guest favourite
Villa in Linari
Entire villa with private pool, stunning view!
Individual host
Individual host
18–23 Sept
18–23 Sept
£4,747
total
Show price breakdown
£4,747 total
4.98 out of 5 average rating, 60 reviews
4.98 (60)
Top guest favourite
Guest favourite
Villa in Noce
Villa in Tuscany with a private panoramic swimming pool
Business host
Business host
11–16 Nov
11–16 Nov
£1,812
£1,449
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 35 reviews
5.0 (35)
Top guest favourite
Guest favourite
Flat in Poggibonsi
Casal De' Matti - Margot House
Business host
Business host
10–15 Oct
10–15 Oct
£693
total
Show price breakdown
£693 total
4.98 out of 5 average rating, 47 reviews
4.98 (47)
Top guest favourite
Guest favourite
Home in Greve in Chianti
Relaxation and charm in the Chianti hills
Individual host
Individual host
10–15 Sept
10–15 Sept
£3,008
total
Show price breakdown
£3,008 total
4.99 out of 5 average rating, 114 reviews
4.99 (114)
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