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Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
Place to stay in Monteriggioni
Comfort Apartment among the Chianti vineyards
1 bed
1 bed
Apr 12 – 17
Apr 12 – 17
$236
night
$236 per night
4.92 out of 5 average rating, 194 reviews
4.92 (194)
Guest favorite
Guest favorite
Condo in Siena
Rossella’s House
3 beds
3 beds
Apr 2 – 7
Apr 2 – 7
$428
$376
night
$376 per night, originally $428
4.92 out of 5 average rating, 25 reviews
4.92 (25)
Guest favorite
Guest favorite
Apartment in Siena
Palazzo Rinuccini Torre
3 beds
3 beds
Apr 14 – 19
Apr 14 – 19
$423
night
$423 per night
4.97 out of 5 average rating, 31 reviews
4.97 (31)
Guest favorite
Guest favorite
Apartment in Siena
Piazza del Campo Honeymoon Suite: romantic gateway
1 queen bed
1 queen bed
Apr 5 – 10
Apr 5 – 10
$206
night
$206 per night
4.99 out of 5 average rating, 90 reviews
4.99 (90)
Guest favorite
Guest favorite
Home in Siena
Secret Garden House
3 beds
3 beds
Jun 14 – 19
Jun 14 – 19
$326
night
$326 per night
4.96 out of 5 average rating, 101 reviews
4.96 (101)
Guest favorite
Guest favorite
Castle in Poggibonsi
Real fairy castle with panoramic pool - Chianti
6 beds
6 beds
Apr 26 – May 1
Apr 26 – May 1
$890
$758
night
$758 per night, originally $890
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Guest favorite
Guest favorite
Apartment in Siena
CASA WOW panoramic terrace * . *
3 beds
3 beds
May 9 – 14
May 9 – 14
$260
night
$260 per night
4.97 out of 5 average rating, 77 reviews
4.97 (77)
Guest favorite
Guest favorite
Villa in Siena
The Lemonhouse: A Tuscan dream ~
2 beds
2 beds
Jul 28 – Aug 2
Jul 28 – Aug 2
$357
night
$357 per night
4.95 out of 5 average rating, 105 reviews
4.95 (105)
Superhost
Superhost
Villa in Siena
XIII Century Tower with Private Panoramic Pool
6 beds
6 beds
Oct 25 – 30
Oct 25 – 30
$704
night
$704 per night
4.81 out of 5 average rating, 240 reviews
4.81 (240)
Guest favorite
Guest favorite
Tower in San Gimignano
Medieval tower experience with panoramic rooftop
3 beds
3 beds
Apr 5 – 10
Apr 5 – 10
$541
night
$541 per night
4.92 out of 5 average rating, 91 reviews
4.92 (91)
Guest favorite
Guest favorite
Apartment in Siena
Villa di Geggiano - Alfieri Suite
1 king bed
1 king bed
Apr 16 – 21
Apr 16 – 21
$433
night
$433 per night
4.99 out of 5 average rating, 134 reviews
4.99 (134)
Guest favorite
Guest favorite
Cottage in Geggiano
Villa di Geggiano - Guesthouse
2 king beds
2 king beds
Apr 16 – 21
Apr 16 – 21
$649
night
$649 per night
4.99 out of 5 average rating, 103 reviews
4.99 (103)
Guest favorite
Guest favorite
Villa in Radda in Chianti
Tuscan character, contemporary style and comfort
5 double beds
5 double beds
May 5 – 10
May 5 – 10
$1,416
$1,200
night
$1,200 per night, originally $1,416
5.0 out of 5 average rating, 24 reviews
5.0 (24)
Superhost
Superhost
Villa in Siena
Panoramic Villa Larniano Private pool 14 max
8 beds
8 beds
Apr 9 – 14
Apr 9 – 14
$877
night
$877 per night
5.0 out of 5 average rating, 10 reviews
5.0 (10)
Guest favorite
Guest favorite
Villa in Cortona
Stunning Tuscan Villa & Panoramic Infinity Pool
8 beds
8 beds
Jun 3 – 8
Jun 3 – 8
$595
night
$595 per night
5.0 out of 5 average rating, 50 reviews
5.0 (50)
Guest favorite
Guest favorite
Villa in Montalcino
Antico Convento I Cappuccini - Villa for 26
18 beds
18 beds
Jun 11 – 16
Jun 11 – 16
$2,095
$1,840
night
$1,840 per night, originally $2,095
4.95 out of 5 average rating, 41 reviews
4.95 (41)
Guest favorite
Guest favorite
Villa in San Gimignano
Exclusive Villa near San Gimignano with pool
9 beds
9 beds
Apr 1 – 6
Apr 1 – 6
$920
night
$920 per night
4.97 out of 5 average rating, 90 reviews
4.97 (90)
Home in Gambassi Terme
Villa for your special event up 24 guests
12 beds
12 beds
Apr 4 – 9
Apr 4 – 9
$1,667
night
$1,667 per night
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