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Search results; Over 1,000 homes in Monteriggioni
Over 1,000 homes in Monteriggioni
Photo 1 of 6
Superhost
Superhost
Home in Monteriggioni
Cottage La Vita for 6 with private pool in Siena
2 bedrooms
,
·
4 beds
,
·
2 private bathrooms
7–12 Sept
7–12 Sept
,
·
Individual host
£1,636
total
Show price breakdown
£1,636 total
,
·
4.68 out of 5 average rating, 44 reviews
4.68 (44)
Photo 1 of 6
Guest favourite
Guest favourite
Room in Monteriggioni
Rooms and Wine Monteriggioni, La prima
Business host
Business host
1–6 Nov
1–6 Nov
£660
total
Show price breakdown
£660 total
Free cancellation
4.87 out of 5 average rating, 15 reviews
4.87 (15)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
Individual host
Individual host
10–17 Oct
10–17 Oct
£1,244
£1,103
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Photo 1 of 6
Top guest favourite
Guest favourite
Villa in Monteriggioni
Tenuta Uzielli an elegant countryside villa
Business host
Business host
7–12 Sept
7–12 Sept
£4,008
£3,586
total
Show price breakdown
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
Individual host
Individual host
3–8 Sept
3–8 Sept
£410
£342
total
Show price breakdown
5.0 out of 5 average rating, 12 reviews
5.0 (12)
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Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
Individual host
1–6 Sept
1–6 Sept
£1,529
£1,376
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
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Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
5–10 Sept
5–10 Sept
£2,508
total
Show price breakdown
£2,508 total
New place to stay
New
Photo 1 of 6
Top guest favourite
Guest favourite
Flat in Gavignano
Poggio Massiccioli
Individual host
Individual host
30 Oct – 4 Nov
30 Oct – 4 Nov
£558
total
Show price breakdown
£558 total
Free cancellation
4.92 out of 5 average rating, 385 reviews
4.92 (385)
Photo 1 of 6
Guest favourite
Guest favourite
Dome in Volterra
Green Dome @ The Land Before Time Retreats
Business host
Business host
2–7 Sept
2–7 Sept
£939
£581
total
Show price breakdown
Extended stay discount
4.95 out of 5 average rating, 160 reviews
4.95 (160)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Colle di Val d'Elsa
The House in the Alley – Colle di Val d'Elsa
Individual host
Individual host
5–10 Nov
5–10 Nov
£464
£395
total
Show price breakdown
Free cancellation
4.99 out of 5 average rating, 133 reviews
4.99 (133)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Siena
the chestnut house
Individual host
Individual host
5–10 Oct
5–10 Oct
£615
total
Show price breakdown
£615 total
Free cancellation
4.97 out of 5 average rating, 37 reviews
4.97 (37)
Photo 1 of 6
Top guest favourite
Guest favourite
Cottage in Barberino Tavarnelle
Stone House with Exclusive Pool Codilungo in Chianti
Individual host
Individual host
7–12 Sept
7–12 Sept
£2,541
total
Show price breakdown
£2,541 total
Free cancellation
4.98 out of 5 average rating, 215 reviews
4.98 (215)
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Top guest favourite
Guest favourite
Apartment in Noce
Historic 17th-century farmhouse in Chianti, Tuscany
Business host
Business host
25–30 Oct
25–30 Oct
£1,498
£1,297
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 218 reviews
5.0 (218)
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Superhost
Superhost
Room in Monteriggioni
B&B Il Poderino, Oil Mill Room
Business host
Business host
21–26 Oct
21–26 Oct
£587
total
Show price breakdown
£587 total
Free cancellation
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Top guest favourite
Guest favourite
Apartment in Monteriggioni
Loggiato di Lorena - Along the Via Francigena
Business host
Business host
4–9 Sept
4–9 Sept
£796
£598
total
Show price breakdown
4.95 out of 5 average rating, 19 reviews
4.95 (19)
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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
£2,091
£1,820
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 140 reviews
5.0 (140)
Photo 1 of 6
Top guest favourite
Guest favourite
Holiday home in Sovicille
Podere La Castellina - No. 6 ROSETO
Business host
Business host
24–29 Oct
24–29 Oct
£993
total
Show price breakdown
£993 total
Free cancellation
4.99 out of 5 average rating, 82 reviews
4.99 (82)
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Superhost
Superhost
Home in Galenda
Casa Pernice · Chianti villa with private pool
Business host
Business host
7–12 Oct
7–12 Oct
£2,389
total
Show price breakdown
£2,389 total
Free cancellation
5.0 out of 5 average rating, 14 reviews
5.0 (14)
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Superhost
Superhost
Barn in Castellina in Chianti
Cipressini 2 - pool and amazing views
Individual host
Individual host
17–22 Nov
17–22 Nov
£1,288
total
Show price breakdown
£1,288 total
Free cancellation
5.0 out of 5 average rating, 65 reviews
5.0 (65)
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