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Search results; Over 1,000 homes in San Casciano in Val di Pesa
Over 1,000 homes in San Casciano in Val di Pesa
Guest favourite
Guest favourite
Room in San Casciano In Val di Pesa
POGGIO BORGONI RELAY
1 bedroom
,
·
1 bed
,
·
1 private bathroom
20–25 Oct
20–25 Oct
,
·
Business host
£1,071
£933
total
Show price breakdown
,
·
4.9 out of 5 average rating, 91 reviews
4.9 (91)
Superhost
Superhost
Villa in San Casciano In Val di Pesa
Villa Casavecchia 26+ people
Individual host
Individual host
18–23 Oct
18–23 Oct
£9,696
total
Show price breakdown
£9,696 total
Free cancellation
Guest favourite
Guest favourite
Villa in San Casciano In Val di Pesa
Archipettoli - Exclusive villa 360 view AC WIFI
Individual host
Individual host
19–26 Sept
19–26 Sept
£2,444
£2,157
total
Show price breakdown
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Villa in Impruneta
Exclusive Estate: Concierge service & heated pool
Individual host
Individual host
4–9 Oct
4–9 Oct
£6,844
£5,612
total
Show price breakdown
Free cancellation
4.99 out of 5 average rating, 145 reviews
4.99 (145)
Guest favourite
Guest favourite
Flat in San Casciano In Val di Pesa
Chianti Prestige Apartment • Terrazza & Relax
Individual host
Individual host
27 Sept – 2 Oct
27 Sept – 2 Oct
£800
£705
total
Show price breakdown
Extended stay discount
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
Business host
21–26 Nov
21–26 Nov
£825
£738
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 55 reviews
5.0 (55)
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
£3,693
total
Show price breakdown
£3,693 total
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Home in Barberino Tavarnelle
Peaceful Tuscan Home with Breathtaking Views
Individual host
Individual host
20–25 Nov
20–25 Nov
£791
£642
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 90 reviews
5.0 (90)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
15–20 Sept
15–20 Sept
£2,988
total
Show price breakdown
£2,988 total
New place to stay
New
Guest favourite
Guest favourite
Flat in Montespertoli
La Casa di Madina – Flo Apartments
Business host
Business host
26 Sept – 1 Oct
26 Sept – 1 Oct
£966
£894
total
Show price breakdown
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Top guest favourite
Guest favourite
Home in San Casciano In Val di Pesa
Authentic Tuscan home: history, wine and relax
Individual host
Individual host
20–25 Oct
20–25 Oct
£679
£595
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 45 reviews
5.0 (45)
Top guest favourite
Guest favourite
Holiday home in San Casciano In Val di Pesa
Mucciana 3
Individual host
Individual host
19–24 Sept
19–24 Sept
£1,881
£1,622
total
Show price breakdown
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Superhost
Superhost
Home in Greve in Chianti
Villa with swimming pool in the heart of Chianti | Florence
Individual host
Individual host
20–25 Sept
20–25 Sept
£1,636
£1,051
total
Show price breakdown
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Guest favourite
Guest favourite
Home in Poggibonsi
Le Casacce Farmhouse
Individual host
Individual host
11–16 Oct
11–16 Oct
£1,124
£899
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Top guest favourite
Guest favourite
Villa in Rignano sull'Arno
Villa Fonticina: Private Pool & Secluded Woods
Individual host
Individual host
27 Sept – 2 Oct
27 Sept – 2 Oct
£4,296
£3,515
total
Show price breakdown
5.0 out of 5 average rating, 49 reviews
5.0 (49)
Guest favourite
Guest favourite
Villa in Montespertoli
Villa Moneta, a Slice of Tuscan Paradise
Individual host
Individual host
20–25 Sept
20–25 Sept
£5,567
total
Show price breakdown
£5,567 total
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Home in San Casciano In Val di Pesa
“ Giorgio” Tuscan barn
Individual host
Individual host
24–29 Sept
24–29 Sept
£1,202
total
Show price breakdown
£1,202 total
Free cancellation
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Guest favourite
Guest favourite
Home in Bagno A Ripoli
Historic Stone Villa | Pool | 15min Florence
Individual host
Individual host
1–6 Oct
1–6 Oct
£4,994
£4,201
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Guest favourite
Guest favourite
Villa in Le Quattro Strade
Villa Quattro Strade in Chianti
Individual host
Individual host
7–12 Oct
7–12 Oct
£1,110
total
Show price breakdown
£1,110 total
Free cancellation
5.0 out of 5 average rating, 5 reviews
5.0 (5)
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