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Search results; Over 1,000 homes in Monteriggioni
Over 1,000 homes in Monteriggioni
Top guest favourite
Guest favourite
Flat in Monteriggioni
Spacious Apartament
3 bedrooms
,
·
3 beds
,
·
2 private bathrooms
19–24 Oct
19–24 Oct
,
·
Individual host
£517
total
Show price breakdown
£517 total
,
·
4.96 out of 5 average rating, 441 reviews
4.96 (441)
Top guest favourite
Guest favourite
Home in Monteriggioni
Beautiful Villa with private swimming pool
Individual host
Individual host
10–17 Oct
10–17 Oct
£1,259
£1,107
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 18 reviews
5.0 (18)
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
£670
total
Show price breakdown
£670 total
Free cancellation
4.87 out of 5 average rating, 15 reviews
4.87 (15)
Top guest favourite
Guest favourite
Townhouse in Colle di Val d'Elsa
Il Cristallo – Dream Getaway in Tuscany
Business host
Business host
7–12 Sept
7–12 Sept
£2,126
total
Show price breakdown
£2,126 total
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favourite
Guest favourite
Home in Monteriggioni
The Barn Detached house surrounded by greenery
Individual host
Individual host
16–21 Oct
16–21 Oct
£426
£382
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 12 reviews
5.0 (12)
Top guest favourite
Guest favourite
Villa in Monteriggioni
Tenuta Uzielli an elegant countryside villa
Business host
Business host
1–6 May
1–6 May
£3,247
total
Show price breakdown
£3,247 total
Free cancellation
5.0 out of 5 average rating, 20 reviews
5.0 (20)
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
£1,031
total
Show price breakdown
£1,031 total
Free cancellation
4.98 out of 5 average rating, 49 reviews
4.98 (49)
Top guest favourite
Guest favourite
Flat in Gavignano
Poggio Massiccioli
Individual host
Individual host
30 Oct – 4 Nov
30 Oct – 4 Nov
£560
total
Show price breakdown
£560 total
Free cancellation
4.92 out of 5 average rating, 386 reviews
4.92 (386)
Villa in Poggibonsi
New for 2026 - Casa nel Chianti - relaxation & design
Individual host
Individual host
15–20 Sept
15–20 Sept
£3,002
total
Show price breakdown
£3,002 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
£1,032
total
Show price breakdown
£1,032 total
Free cancellation
4.99 out of 5 average rating, 83 reviews
4.99 (83)
Top guest favourite
Guest favourite
Home in Siena
Relay moderno a Siena
Individual host
Individual host
18–23 Oct
18–23 Oct
£692
£578
total
Show price breakdown
4.98 out of 5 average rating, 124 reviews
4.98 (124)
Flat in San Gimignano
Luxury Residence in the Heart of San Gimignano
Individual host
Individual host
18–23 Sept
18–23 Sept
£1,504
£1,354
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 4 reviews
5.0 (4)
Top guest favourite
Guest favourite
Farm stay in Gaiole in Chianti
La Pieve - the house next to the church
Business host
Business host
9–14 Nov
9–14 Nov
£1,912
£999
total
Show price breakdown
Extended stay discount
Free cancellation
4.97 out of 5 average rating, 116 reviews
4.97 (116)
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
£2,296
total
Show price breakdown
£2,296 total
Free cancellation
4.98 out of 5 average rating, 217 reviews
4.98 (217)
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
Barn in Monteriggioni
Charming Barn with Pool - Chianti Area
Individual host
Individual host
20–25 Sept
20–25 Sept
£1,341
£1,116
total
Show price breakdown
4.98 out of 5 average rating, 64 reviews
4.98 (64)
Top guest favourite
Guest favourite
Flat in Quercegrossa
Tuscany jem: The Chianti Farmer's House
Individual host
Individual host
29 Oct – 3 Nov
29 Oct – 3 Nov
£814
total
Show price breakdown
£814 total
Free cancellation
4.98 out of 5 average rating, 85 reviews
4.98 (85)
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 Ancaiano
Tower house in the countryside with sensory shower
Individual host
Individual host
10–15 Nov
10–15 Nov
£494
total
Show price breakdown
£494 total
Free cancellation
4.98 out of 5 average rating, 118 reviews
4.98 (118)
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