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

Superhost
This San Casciano farmstay puts you among olive groves with a pool and pizza oven
3 bedrooms, 4 beds, 2 private baths
Oct 12 – 17
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4.88 out of 5 average rating, 105 reviews
Guest favorite
Chianti hill views greet you from the terrace at this San Casciano apartment
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 4 beds, 1.5 baths
Aug 12 – 17
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
Panoramic terraces over Chianti vineyards greet you at this Barberino Tavarnelle house
5.0 out of 5 average rating, 82 reviews, 1 bedroom, 2 beds, 1 bath
Nov 20 – 25
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
Superhost
This San Casciano condo puts you in the heart of Chianti with a patio
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 2 beds, 1 bath
Sep 18 – 23
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
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
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
Guest favorite
This 1800s Chianti villa gives you vineyard views, chestnut beams, and a private garden
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 baths
Aug 21 – 26
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
Exposed beams and balcony rooftop views greet you at this Florence apartment
New place to stay, 2 bedrooms, 2 beds, 2 baths
Aug 16 – 21
Superhost
Soak in your private hot tub overlooking Tuscan hills at this Reggello tiny house
New place to stay, 1 bedroom, 1 bed, 1 bath
Aug 23 – 28
Superhost
This rustic farmhouse apartment in the Chianti Hills gives you a pool and organic wine
4.6 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 1 bath
Nov 12 – 17
Guest favorite
Look out over Chianti hills from this San Casciano farmstay with a shared pool
4.98 out of 5 average rating, 47 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 29 – Sep 4
Top guest favorite
Panoramic views greet you at this historic villa condo in Poggio Imperiale
4.97 out of 5 average rating, 33 reviews, 3 bedrooms, 4 beds, 3 baths
Aug 21 – 26
Top guest favorite
Take in a 360° terrace view of Florence at this Oltrarno condo
4.98 out of 5 average rating, 61 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 7 – 12
Top guest favorite
This rustic Impruneta farmstay puts you among the vines with a private gazebo
5.0 out of 5 average rating, 125 reviews, 1 bedroom, 1 bed, 1 bath
Aug 19 – 24
Top guest favorite
Wake to golden light over Piazza del Campo at this 14th-century Siena penthouse
5.0 out of 5 average rating, 19 reviews, 3 bedrooms, 3 beds, 4 baths
Aug 24 – 29