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Search results; Over 1,000 homes in Monteriggioni
Over 1,000 homes in Monteriggioni
Guest favourite
Guest favourite
Villa in Monteriggioni
Villa of the 2 Olive Trees (Abbadia Isola)
6 bedrooms
,
·
12 beds
,
·
4 private bathrooms
7–12 Oct
7–12 Oct
,
·
Individual host
£2,895
total
Show price breakdown
£2,895 total
,
·
4.97 out of 5 average rating, 174 reviews
4.97 (174)
Top guest favourite
Guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
Individual host
Individual host
10–17 Oct
10–17 Oct
£1,261
£1,106
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favourite
Guest favourite
Home in Castellina in Chianti
Apartment with stunning view on the vineyards
Business host
Business host
25–30 Oct
25–30 Oct
£644
total
Show price breakdown
£644 total
Free cancellation
4.97 out of 5 average rating, 33 reviews
4.97 (33)
Guest favourite
Guest favourite
Room in Monteriggioni
Rooms and Wine Monteriggioni, La prima
Business host
Business host
31 Oct – 5 Nov
31 Oct – 5 Nov
£669
total
Show price breakdown
£669 total
Free cancellation
4.87 out of 5 average rating, 15 reviews
4.87 (15)
Guest favourite
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
Individual host
Individual host
16–21 Oct
16–21 Oct
£425
£381
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Villa in Monteriggioni
Tenuta Uzielli an elegant countryside villa
Business host
Business host
1–6 May
1–6 May
£3,244
total
Show price breakdown
£3,244 total
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Top guest favourite
Guest favourite
Townhouse in Colle di Val d'Elsa
Il Cristallo – Dream Getaway in Tuscany
Business host
Business host
9–14 Sept
9–14 Sept
£2,124
total
Show price breakdown
£2,124 total
5.0 out of 5 average rating, 10 reviews
5.0 (10)
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
Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
Business host
Business host
10–15 Oct
10–15 Oct
£1,031
total
Show price breakdown
£1,031 total
Free cancellation
4.99 out of 5 average rating, 85 reviews
4.99 (85)
Top guest favourite
Guest favourite
Flat in Ancaiano
Tower house in the countryside with sensory shower
Individual host
Individual host
10–15 Nov
10–15 Nov
£493
total
Show price breakdown
£493 total
Free cancellation
4.98 out of 5 average rating, 118 reviews
4.98 (118)
Top guest favourite
Guest favourite
Home in Siena
the chestnut house
Individual host
Individual host
5–10 Oct
5–10 Oct
£617
total
Show price breakdown
£617 total
Free cancellation
4.97 out of 5 average rating, 38 reviews
4.97 (38)
Top guest favourite
Guest favourite
Farm stay in Sovicille
Agriturismo La Villa - Il Ciliegio, Pool & Garden.
Business host
Business host
27 Sept – 2 Oct
27 Sept – 2 Oct
£779
£707
total
Show price breakdown
4.95 out of 5 average rating, 145 reviews
4.95 (145)
Top guest favourite
Guest favourite
Cottage in Barberino Tavarnelle
Stone House with Exclusive Pool Codilungo in Chianti
Individual host
Individual host
19–24 Oct
19–24 Oct
£2,294
total
Show price breakdown
£2,294 total
Free cancellation
4.98 out of 5 average rating, 218 reviews
4.98 (218)
Top guest favourite
Guest favourite
Apartment in Noce
Historic 17th-century farm in Chianti, Tuscany
Business host
Business host
11–16 Nov
11–16 Nov
£1,116
£915
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 220 reviews
5.0 (220)
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
Flat in Poggibonsi
OLIVE TREE APARTMENT - CHIANTI
Individual host
Individual host
1–6 Apr
1–6 Apr
£491
total
Show price breakdown
£491 total
Free cancellation
4.98 out of 5 average rating, 280 reviews
4.98 (280)
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 San Filippo a Ponzano
Infinity pool in Chianti 1
Business host
Business host
20–25 Oct
20–25 Oct
£2,090
£1,824
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 141 reviews
5.0 (141)
Top guest favourite
Guest favourite
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
Business host
7–12 Oct
7–12 Oct
£2,395
total
Show price breakdown
£2,395 total
5.0 out of 5 average rating, 15 reviews
5.0 (15)
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