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Search results; Over 1,000 homes in Monteriggioni

Guest favorite
Cottage in Monteriggioni
1836 barn with views of Siena
Studio, 2 beds, 1 private bath
Aug 23 – 28
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4.84 out of 5 average rating, 286 reviews
Guest favorite
Farm stay in Monteriggioni
Restored farmhouse with pool and private courtyard
4.9 out of 5 average rating, 113 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 27 – Sep 1
Top guest favorite
Villa in Monteriggioni
1843 villa among olive groves and vineyards
5.0 out of 5 average rating, 20 reviews, 7 bedrooms, 7 beds, 8 baths
Sep 7 – 12
Guest favorite
Room in Monteriggioni
Rooms and Wine Monteriggioni, Il chianti
5.0 out of 5 average rating, 42 reviews, 1 double bed, 1 bath
Oct 21 – 26
Guest favorite
Home in Monteriggioni
Converted stone barn with private garden
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bath
Sep 1 – 6
Top guest favorite
Home in Monteriggioni
Stone house with a pool in Tuscany
5.0 out of 5 average rating, 16 reviews, 2 bedrooms, 3 beds, 2 baths
Oct 10 – 17
Top guest favorite
Barn in Monteriggioni
17th-century barn with a pizza oven
5.0 out of 5 average rating, 63 reviews, 2 bedrooms, 3 beds, 1 bath
Sep 20 – 25
Top guest favorite
Condo in Colle di Val d'Elsa
Panoramic terrace with 180° Tuscan views
5.0 out of 5 average rating, 23 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 21 – 26
Apartment in San Gimignano
Historic residence with original Tuscan details
New place to stay, 3 bedrooms, 3 beds, 2 baths
Aug 15 – 20
Guest favorite
Farm stay in Sovicille
Pool among centuries-old oaks in Tuscany
4.95 out of 5 average rating, 142 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 27 – Oct 2
Guest favorite
Room in Castelnuovo Berardenga
Tuscan Hideaway, Room with a single bed
5.0 out of 5 average rating, 29 reviews, 1 bed, 1 bath
Aug 20 – 25
Top guest favorite
Apartment in Gavignano
1800s stone farmhouse in Tuscan hills
4.92 out of 5 average rating, 384 reviews, 2 bedrooms, 2 beds, 1 bath
Oct 30 – Nov 4
Top guest favorite
Bed and breakfast in Barberino Tavarnelle
Mulino dell'Argenna Chianti Tuscany, Master bedroom.
4.98 out of 5 average rating, 40 reviews, 1 bedroom, 1 bed, 1 bath
Aug 23 – 28
Top guest favorite
Barn in Montespertoli
Infinity pool overlooking Chianti vineyards
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 2 baths
Oct 19 – 24
Top guest favorite
Apartment in Siena
Panoramic terrace above Siena’s historic walls
5.0 out of 5 average rating, 101 reviews, 2 bedrooms, 2 beds, 2 baths
Nov 20 – 25
Top guest favorite
Home in Colle di Val d'Elsa
Renovated in 2023, near the historic center
4.99 out of 5 average rating, 132 reviews, 2 bedrooms, 3 beds, 1 bath
Oct 21 – 26
Top guest favorite
Condo in San Gimignano
Tower views from a 14th-century home
5.0 out of 5 average rating, 62 reviews, 1 bedroom, 1 bed, 1 bath
Oct 26 – 31
Top guest favorite
Apartment in Poggibonsi
Fireplace and Tuscan antiques in historic villa
5.0 out of 5 average rating, 129 reviews, 1 bedroom, 1 bed, 1 bath
Aug 13 – 18
Top guest favorite
Vacation home in Siena
18th-century duplex with countryside views
5.0 out of 5 average rating, 12 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 24 – 29