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Search results; Over 1,000 homes in Asciano
Over 1,000 homes in Asciano
Top guest favourite
Guest favourite
Apartment in Asciano
Pink like the sunset sky
2 bedrooms
,
·
4 beds
,
·
1 shared bathroom
26–31 Oct
26–31 Oct
,
·
Business host
£694
total
Show price breakdown
£694 total
,
·
4.99 out of 5 average rating, 235 reviews
4.99 (235)
Top guest favourite
Guest favourite
Flat in Asciano
In_Bangaia
Individual host
Individual host
17–22 Sept
17–22 Sept
£474
£429
total
Show price breakdown
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Tower in Asciano
The Tower
Individual host
Individual host
18–23 Sept
18–23 Sept
£537
£486
total
Show price breakdown
Extended stay discount
Top guest favourite
Guest favourite
Home in Monteroni d'Arbia
Villa Canina - charm and rurality in the Crete Senesi
Individual host
Individual host
23–28 Oct
23–28 Oct
£888
total
Show price breakdown
£888 total
Free cancellation
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Superhost
Superhost
Flat in San Giovanni d'Asso
Podere Ferranino #Alberti Townhouse
Business host
Business host
19–26 Sept
19–26 Sept
£2,059
total
Show price breakdown
£2,059 total
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Farm stay in San Quirico d'Orcia
Podere Pereti Nuovi – Modern Tuscan Villa
Individual host
Individual host
18–23 Nov
18–23 Nov
£1,774
£1,525
total
Show price breakdown
Free cancellation
4.98 out of 5 average rating, 116 reviews
4.98 (116)
Flat in Rigomagno
Podere la Casina Country Chic apt. Myrtus
Business host
Business host
28 Sept – 3 Oct
28 Sept – 3 Oct
£1,214
total
Show price breakdown
£1,214 total
Free cancellation
Top guest favourite
Guest favourite
Holiday home in Monticchiello
Elegant farmhouse overlooking Pienza
Individual host
Individual host
29 Oct – 3 Nov
29 Oct – 3 Nov
£2,171
total
Show price breakdown
£2,171 total
Free cancellation
5.0 out of 5 average rating, 36 reviews
5.0 (36)
Top guest favourite
Guest favourite
Holiday home in Rosennano
HOUSE ABOVE THE CHIANTI. WITH GARDEN AND POOL
Business host
Business host
22–27 Sept
22–27 Sept
£1,125
total
Show price breakdown
£1,125 total
4.99 out of 5 average rating, 78 reviews
4.99 (78)
Top guest favourite
Guest favourite
Farm stay in Sinalunga
Villa Panorama near Siena Tuscany
Business host
Business host
16–22 Sept
16–22 Sept
£3,509
total
Show price breakdown
£3,509 total
5.0 out of 5 average rating, 54 reviews
5.0 (54)
Top guest favourite
Guest favourite
Home in San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
Business host
20–25 Oct
20–25 Oct
£2,093
£1,822
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 141 reviews
5.0 (141)
Guest favourite
Guest favourite
Flat in Lucignano
Palazzo Trapani Luxury Residence
2 bedrooms
2 bedrooms
,
·
1 bed
1 bed
,
·
2.5 bathrooms
2.5 bathrooms
13–18 Nov
13–18 Nov
£2,210
£1,993
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 43 reviews
5.0 (43)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
15–20 Sept
15–20 Sept
£2,995
total
Show price breakdown
£2,995 total
New place to stay
New
Top guest favourite
Guest favourite
Villa in Gaiole in Chianti
Villa Ridolfo, a property surrounded by vineyards
Business host
Business host
29 Sept – 4 Oct
29 Sept – 4 Oct
£6,934
£6,246
total
Show price breakdown
5.0 out of 5 average rating, 30 reviews
5.0 (30)
Top guest favourite
Guest favourite
Barn in Montespertoli
Tuscan Farmhouse – Private Pool & Chianti Views
Business host
Business host
21–26 Nov
21–26 Nov
£824
£739
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Top guest favourite
Guest favourite
Home in Montisi
Private 16th century farmhouse
Business host
Business host
17–24 Apr
17–24 Apr
£2,835
total
Show price breakdown
£2,835 total
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Top guest favourite
Guest favourite
Villa in Pergine Valdarno
La Vignaccia (Farmhouse) - villa w/private pool
Business host
Business host
26 Sept – 3 Oct
26 Sept – 3 Oct
£3,220
total
Show price breakdown
£3,220 total
4.96 out of 5 average rating, 102 reviews
4.96 (102)
Top guest favourite
Guest favourite
Home in Castiglion Fiorentino
Villa with Private Pool in the Tuscan Countryside
Individual host
Individual host
29 Sept – 4 Oct
29 Sept – 4 Oct
£682
total
Show price breakdown
£682 total
Free cancellation
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Home in Pergine Valdarno
Casa Vecchia | Private Pool & Garden
Business host
Business host
15–20 Sept
15–20 Sept
£1,646
total
Show price breakdown
£1,646 total
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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