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Search results; Over 1,000 homes in Montebenichi

Guest favorite
This Montebenichi apartment gives you Chianti views from a veranda by the pool
1 bedroom, 1 bed, 1 private bath
Oct 30 – Nov 4
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5.0 out of 5 average rating, 17 reviews
Guest favorite
This rustic Bucine house gives you a panoramic pool amid olive groves
5.0 out of 5 average rating, 73 reviews, 2 bedrooms, 2 beds, 1.5 baths
Oct 1 – 6
Guest favorite
This four-storey Montebenichi townhouse gives you a private pool and piazza terrace
4.94 out of 5 average rating, 31 reviews, 1 bedroom, 2 beds, 1 bath
Aug 23 – 28
Guest favorite
Look out over the Chianti hills from this Bucine vacation home’s terrace and pool
5.0 out of 5 average rating, 7 reviews, 1 bedroom, 1 bed, 1 bath
Nov 13 – 18
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
Top guest favorite
Look out over Chianti’s valleys from the loggia of this Rosennano vacation home
4.99 out of 5 average rating, 74 reviews, 2 bedrooms, 6 beds, 3 baths
Oct 7 – 12
Guest favorite
Room in Castelnuovo Berardenga
Tuscan Hideaway, Room with a single bed
5.0 out of 5 average rating, 29 reviews, 1 bed, 1 bath
Aug 20 – 25
This barn-style Montebenichi house gives you a private pool overlooking olive groves
5.0 out of 5 average rating, 3 reviews, 1 bedroom, 1 bed, 2 baths
Aug 23 – 30
Top guest favorite
Soak in Chianti views from the pool at this rustic Barberino Tavarnelle condo
5.0 out of 5 average rating, 344 reviews, 1 bedroom, 2 beds, 1 bath
Oct 26 – 31
Top guest favorite
Room in Gaiole in Chianti
Argentina. Welcome to our small village, L...
5.0 out of 5 average rating, 48 reviews, 2 beds, 1 bath
Oct 27 – Nov 1
This stone villa in Castelnuovo Berardenga gives you a private garden and shared pool
2 bedrooms, 3 beds, 1 bath
Aug 31 – Sep 5
Superhost
From this Gaiole in Chianti house, you’ll see Brolio Castle and vineyard-edged pool
1 bedroom, 1 bed, 1 bath
Oct 16 – 21
Top guest favorite
This medieval farmstay in Gaiole in Chianti puts you among vineyards and a pool
4.84 out of 5 average rating, 109 reviews, 2 bedrooms, 3 beds, 1 bath
Aug 24 – 29
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 Castelnuovo Berardenga apartment puts you on a Chianti Classico winery
4.97 out of 5 average rating, 77 reviews, 3 bedrooms, 3 beds, 2.5 baths
Oct 29 – Nov 3
This Bucine house sets you among olive groves on a 22-hectare estate with a pool
5.0 out of 5 average rating, 3 reviews, 3 bedrooms, 5 beds, 2 baths
Aug 29 – Sep 5
Top guest favorite
Wake to birdsong among olive groves at this Tuscan farmstay with a panoramic pool
4.96 out of 5 average rating, 167 reviews, 2 bedrooms, 3 beds, 1 bath
Nov 16 – 21
Top guest favorite
This Poggibonsi farmstay gives you a fireplace, pool, and wine cellar tastings
4.98 out of 5 average rating, 48 reviews, 2 bedrooms, 3 beds, 2 baths
Oct 27 – Nov 1
Guest favorite
Room in Castelnuovo Berardenga
Private room in Bed and Breakfast Casa Cernano,...
5.0 out of 5 average rating, 13 reviews, 1 double bed, 1 bath
Aug 13 – 18