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Search results; Over 1,000 homes in Poggibonsi

Top guest favorite
Condo in Poggibonsi
Exposed beams and a spacious terrace
1 bedroom, 1 bed, 1 private bath
Oct 1 – 6
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4.98 out of 5 average rating, 287 reviews
Top guest favorite
Condo in Poggibonsi
2 terraces and a gateway to Chianti
4.95 out of 5 average rating, 148 reviews, 2 bedrooms, 5 beds, 1 bath
Sep 30 – Oct 5
Top guest favorite
Farm stay in Poggibonsi
Chianti farmstay with pool and wine tastings
4.98 out of 5 average rating, 48 reviews, 2 bedrooms, 3 beds, 2 baths
Oct 27 – Nov 1
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
Apartment in Poggibonsi
Tuscan farmhouse with Chianti hills views
4.98 out of 5 average rating, 332 reviews, 2 bedrooms, 5 beds, 2 baths
Nov 9 – 14
Top guest favorite
Castle in Poggibonsi
Panoramic pool among vineyards and olive groves
4.97 out of 5 average rating, 70 reviews, 5 bedrooms, 6 beds, 5.5 baths
Oct 19 – 24
Top guest favorite
Apartment in Poggibonsi
Newly renovated with free parking in Tuscany
5.0 out of 5 average rating, 15 reviews, 1 bedroom, 1 bed, 1 bath
Aug 18 – 23
Guest favorite
Apartment in Poggibonsi
EV charging, patio, and a fireplace
5.0 out of 5 average rating, 8 reviews, 2 bedrooms, 2 beds, 1 bath
Aug 29 – Sep 3
Top guest favorite
Apartment in Poggibonsi
Tuscan hilltop retreat among Chianti vineyards
4.97 out of 5 average rating, 277 reviews, 1 bedroom, 3 beds, 1 bath
Aug 20 – 25
Top guest favorite
Home in San Gimignano
Japandi apartment with Tuscan hill views
5.0 out of 5 average rating, 24 reviews, 1 bedroom, 1 bed, 1 bath
Sep 28 – Oct 3
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
Vacation home in San Gimignano
Stone balcony with Chianti hills views
4.93 out of 5 average rating, 296 reviews, 2 bedrooms, 3 beds, 1 bath
Nov 22 – 27
Guest favorite
Condo in San Gimignano
Medieval tower views with pool and garden
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 3 beds, 1 bath
Aug 30 – Sep 4
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
Apartment in Poggibonsi
Spacious flat with terraces, central Poggibonsi
4.97 out of 5 average rating, 66 reviews, 1 bedroom, 3 beds, 1 bath
Sep 14 – 19
Top guest favorite
Villa in Poggibonsi
Tuscan farmhouse with pool near San Gimignano
4.99 out of 5 average rating, 96 reviews, 3 bedrooms, 4 beds, 2 baths
Oct 9 – 14
Top guest favorite
Apartment in San Gimignano
Historic tower views from a quiet center
4.97 out of 5 average rating, 30 reviews, 1 bedroom, 2 beds, 1 bath
Aug 14 – 19
Top guest favorite
Home in Poggibonsi
Borgo home among olive groves and vineyards
5.0 out of 5 average rating, 36 reviews, 3 bedrooms, 4 beds, 2.5 baths
Aug 21 – 26