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Search results; Over 1,000 homes in Montespertoli

Guest favorite
Cottage in Montespertoli
Hilltop farmhouse with valley views
2 bedrooms, 4 beds, 1 private bath
Oct 12 – 17
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4.9 out of 5 average rating, 162 reviews
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
Apartment in Montespertoli
Two terraces in the Chianti hills
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 3 beds, 2 baths
Aug 28 – Sep 2
Condo in Montespertoli
Quiet pedestrian zone near Chianti wineries
1 bedroom, 2 beds, 1 bath
Aug 17 – 22
Top guest favorite
Vacation home in Montespertoli
Tuscan villa with a panoramic pool
4.96 out of 5 average rating, 28 reviews, 1 bedroom, 2 beds, 1 bath
Oct 2 – 7
Superhost
Room in Montespertoli
Agriturismo Manetti pool, Family room
5.0 out of 5 average rating, 4 reviews, 3 beds, 1 bath
Sep 15 – 20
Top guest favorite
Farm stay in Montespertoli
Converted barn with terrace and pool
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 2 beds, 1 bath
Sep 27 – Oct 2
Top guest favorite
Home in Montespertoli
Panoramic Chianti villa with a private pool
4.95 out of 5 average rating, 39 reviews, 7 bedrooms, 11 beds, 7 baths
Apr 3 – 10
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
Guest favorite
Villa in La Valle
Renovated villa with views of Tuscan hills
4.93 out of 5 average rating, 29 reviews, 2 bedrooms, 3 beds, 1.5 baths
Aug 26 – 31
Top guest favorite
Home in Gambassi Terme
Tuscan hillside retreat near San Gimignano
5.0 out of 5 average rating, 228 reviews, 1 bedroom, 2 beds, 1 bath
Oct 18 – 23
Apartment in Florence
Rooftop views from private balconies
New place to stay, 2 bedrooms, 2 beds, 2 baths
Aug 16 – 21
Top guest favorite
Room in San Casciano In Val di Pesa
Ancient Chianti farmhouse near Antinori winery
5.0 out of 5 average rating, 64 reviews, 2 beds, 1 bath
Aug 30 – Sep 4
Top guest favorite
Home in Magliano
Valley views, pool, and garden in Chianti
5.0 out of 5 average rating, 56 reviews, 3 bedrooms, 4 beds, 3 baths
Aug 29 – Sep 3
Superhost
Room in Montespertoli
Agriturismo Manetti pool, Room with two beds.
5.0 out of 5 average rating, 3 reviews, 2 beds, 1 bath
Sep 6 – 11
Top guest favorite
Home in Malmantile
17th-century manor with sauna and pool
5.0 out of 5 average rating, 107 reviews, 2 bedrooms, 3 beds, 2 baths
Sep 22 – 27
Top guest favorite
Apartment in Ortimino
Tuscan countryside views from 3 terraces
5.0 out of 5 average rating, 14 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 23 – 28
Top guest favorite
Condo in Florence
360° terrace with views of Florence
4.98 out of 5 average rating, 61 reviews, 2 bedrooms, 2 beds, 2 baths
Sep 7 – 12
Top guest favorite
Home in Florence
Historic painter’s villa in the Fiesole hills
5.0 out of 5 average rating, 6 reviews, 2 bedrooms, 2 beds, 3 baths
Aug 14 – 19