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Search results; Over 1,000 homes in San Casciano in Val di Pesa

Guest favorite
This stone villa in San Casciano gives you a private garden, jacuzzi, and fireplace
4 bedrooms, 7 beds, 3 private baths
Aug 17 – 22
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4.95 out of 5 average rating, 201 reviews
Guest favorite
Chianti hill views greet you from the terrace at this San Casciano apartment
5.0 out of 5 average rating, 9 reviews, 2 bedrooms, 4 beds, 1.5 baths
Aug 19 – 24
Luxe
This modern San Casciano villa gives you a pool, fire pit, and alfresco dining
5.0 out of 5 average rating, 7 reviews, 7 bedrooms, 7 beds, 7 baths
Sep 13 – 18
Top guest favorite
Private room
This restored Chianti loft gives you vineyard views and a private garden terrace
5.0 out of 5 average rating, 64 reviews, 2 beds, 1 bath
Aug 30 – Sep 4
Top guest favorite
This Montespertoli farmhouse gives you a private infinity pool amid Chianti vineyards
5.0 out of 5 average rating, 52 reviews, 3 bedrooms, 5 beds, 2 baths
Oct 19 – 24
Top guest favorite
This 17th-century Impruneta villa gives you 40 acres, a heated pool, and olive groves
4.99 out of 5 average rating, 140 reviews, 6 bedrooms, 6 beds, 7 baths
Aug 27 – Sep 1
Countryside views greet you at this San Casciano apartment with a shared pool
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bath
Sep 13 – 18
Top guest favorite
This San Casciano home puts you among Chianti olive groves with a private pool
5.0 out of 5 average rating, 10 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 3 – 8
This hilltop Chianti cottage gives you panoramic views and a shared pool
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 2 beds, 1 bath
Aug 18 – 23
Top guest favorite
This San Gusmè apartment puts you in a quiet medieval village amid Chianti
4.99 out of 5 average rating, 466 reviews, 2 bedrooms, 3 beds, 2 baths
Oct 26 – 31
Guest favorite
This hilltop San Casciano villa gives you panoramic Tuscan views from an olive grove
5.0 out of 5 average rating, 10 reviews, 6 bedrooms, 8 beds, 4 baths
Sep 19 – 26
Original details and Tuscan character greet you at this San Gimignano apartment
New place to stay, 3 bedrooms, 3 beds, 2 baths
Aug 15 – 20
Top guest favorite
This renovated Catignano house gives you panoramic Tuscan views and a private park
5.0 out of 5 average rating, 228 reviews, 1 bedroom, 2 beds, 1 bath
Oct 18 – 23
Guest favorite
This converted barn in San Casciano gives you a terrace over Tuscan hills
4.88 out of 5 average rating, 16 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 15 – 22
Top guest favorite
This Chianti stone farmhouse puts you among olive trees, a fire pit, and a hot tub
5.0 out of 5 average rating, 43 reviews, 1 bedroom, 1 bed, 1 bath
Sep 1 – 6
Top guest favorite
Soak in Florence skyline views from the heated pool at this vintage San Casciano condo
4.96 out of 5 average rating, 143 reviews, 1 bedroom, 2 beds, 1 bath
Sep 6 – 11
Top guest favorite
This Chianti farmstay puts you in a restored tower among vineyards and olive trees
4.98 out of 5 average rating, 49 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 31 – Sep 5
Top guest favorite
This stone farmhouse in Greve in Chianti gives you a pool among olive trees and vineyards
4.99 out of 5 average rating, 109 reviews, 3 bedrooms, 3 beds, 3.5 baths
Oct 27 – Nov 1
Top guest favorite
Vineyards and olive groves surround this Barberino Tavarnelle villa and your private pool
5.0 out of 5 average rating, 7 reviews, 2 bedrooms, 3 beds, 2 baths
Aug 23 – 28