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Search results; Over 1,000 places

Guest favorite
Place to stay in Monteriggioni
Comfort Apartment among the Chianti vineyards
1 bed
Apr 12 – 17
4.92 out of 5 average rating, 194 reviews
Guest favorite
Condo in Siena
Rossella’s House
3 beds
Apr 2 – 7
4.92 out of 5 average rating, 25 reviews
Guest favorite
Apartment in Siena
Palazzo Rinuccini Torre
3 beds
Apr 14 – 19
4.97 out of 5 average rating, 31 reviews
Guest favorite
Apartment in Siena
Piazza del Campo Honeymoon Suite: romantic gateway
1 queen bed
Apr 5 – 10
4.99 out of 5 average rating, 90 reviews
Guest favorite
Home in Siena
Secret Garden House
3 beds
Jun 14 – 19
4.96 out of 5 average rating, 101 reviews
Guest favorite
Castle in Poggibonsi
Real fairy castle with panoramic pool - Chianti
6 beds
Apr 26 – May 1
4.94 out of 5 average rating, 17 reviews
Guest favorite
Apartment in Siena
CASA WOW panoramic terrace * . *
3 beds
May 9 – 14
4.97 out of 5 average rating, 77 reviews
Guest favorite
Villa in Siena
The Lemonhouse: A Tuscan dream ~
2 beds
Jul 28 – Aug 2
4.95 out of 5 average rating, 105 reviews
Superhost
Villa in Siena
XIII Century Tower with Private Panoramic Pool
6 beds
Oct 25 – 30
4.81 out of 5 average rating, 240 reviews
Guest favorite
Tower in San Gimignano
Medieval tower experience with panoramic rooftop
3 beds
Apr 5 – 10
4.92 out of 5 average rating, 91 reviews
Guest favorite
Apartment in Siena
Villa di Geggiano - Alfieri Suite
1 king bed
Apr 16 – 21
4.99 out of 5 average rating, 134 reviews
Guest favorite
Cottage in Geggiano
Villa di Geggiano - Guesthouse
2 king beds
Apr 16 – 21
4.99 out of 5 average rating, 103 reviews
Guest favorite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 double beds
May 5 – 10
5.0 out of 5 average rating, 24 reviews
Superhost
Villa in Siena
Panoramic Villa Larniano Private pool 14 max
8 beds
Apr 9 – 14
5.0 out of 5 average rating, 10 reviews
Guest favorite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
8 beds
Jun 3 – 8
5.0 out of 5 average rating, 50 reviews
Guest favorite
Villa in Montalcino
Antico Convento I Cappuccini - Villa for 26
18 beds
Jun 11 – 16
4.95 out of 5 average rating, 41 reviews
Guest favorite
Villa in San Gimignano
Exclusive Villa near San Gimignano with pool
9 beds
Apr 1 – 6
4.97 out of 5 average rating, 90 reviews
Home in Gambassi Terme
Villa for your special event up 24 guests
12 beds
Apr 4 – 9