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Search results; Over 1,000 homes in Siena

Top guest favorite
Home in Siena
Architect-renovated cottage in a manor garden
1 bedroom, 1 bed, 1 private bath
Aug 25 – 30
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4.92 out of 5 average rating, 366 reviews
Top guest favorite
Condo in Siena
Penthouse overlooking Piazza del Campo
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 4 baths
Aug 24 – 29
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
Top guest favorite
Farm stay in Siena
Tuscan farmhouse with a private garden
4.97 out of 5 average rating, 324 reviews, 1 bedroom, 1 bed, 2 baths
Aug 18 – 23
Top guest favorite
Apartment in Quercegrossa
Renovated farmhouse on a Chianti winery
4.97 out of 5 average rating, 77 reviews, 3 bedrooms, 3 beds, 2.5 baths
Oct 29 – Nov 3
Top guest favorite
Condo in Noce
Pool with stunning Chianti views
5.0 out of 5 average rating, 344 reviews, 1 bedroom, 2 beds, 1 bath
Oct 26 – 31
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
Apartment in Siena
Basilica views near the Duomo
4.98 out of 5 average rating, 438 reviews, 1 bedroom, 2 beds, 1 bath
Nov 20 – 25
Top guest favorite
Apartment in Siena
Panoramic city views near Piazza del Campo
4.96 out of 5 average rating, 92 reviews, 1 bedroom, 2 beds, 1 bath
Aug 17 – 22
Top guest favorite
Condo in Siena
Historic palazzo with stunning city views
4.97 out of 5 average rating, 401 reviews, 2 bedrooms, 2 beds, 2 baths
Aug 23 – 28
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
Apartment in San Gimignano
Historic residence with original Tuscan details
New place to stay, 3 bedrooms, 3 beds, 2 baths
Aug 15 – 20
Top guest favorite
Home in Siena
Private pool in the Chianti hills
4.97 out of 5 average rating, 35 reviews, 1 bedroom, 2 beds, 1 bath
Oct 5 – 10
Top guest favorite
Apartment in San Gusmè
Medieval village immersed in Chianti
4.99 out of 5 average rating, 466 reviews, 2 bedrooms, 3 beds, 2 baths
Oct 26 – 31
Top guest favorite
Vacation home in Monteroni d'Arbia
Panoramic views of Siena with a fireplace
4.93 out of 5 average rating, 108 reviews, 2 bedrooms, 4 beds, 1.5 baths
Aug 24 – 29
Top guest favorite
Home in Barberino Tavarnelle
Tuscan hills views among vineyards and olive groves
5.0 out of 5 average rating, 82 reviews, 1 bedroom, 2 beds, 1 bath
Nov 20 – 25
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
Condo in Ponte a Bozzone
Fireplace and woods, 10 min from Siena
5.0 out of 5 average rating, 20 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 19 – 24
Top guest favorite
Farm stay in Gaiole in Chianti
Medieval hamlet amid Chianti Classico vineyards
4.84 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 24 – 29