Province of Siena Vacation Rentals & Homes - 1172 Rentals Available
1,172 Vacation rentals
Monterzi 4
Siena Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$141.00
from $141.00 / night
Podere Sant'Eugenio 14
Montalcinello Villa
- 7 bedrooms 7
- 9 bathrooms
- sleeps 14 14
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$515.00
from $515.00 / night
Podere St. Eugene 10
Montalcinello Villa
- 5 bedrooms 5
- 7 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Air conditioning
- Pet friendly
$434.00
from $434.00 / night
Villa Di Montesoli
Buonconvento Villa
- 9 bedrooms 9
- 10 bathrooms
- sleeps 18 18
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$1,516.00
from $1,516.00 / night
Borgo Paradiso 4+2 sleeps, Emma Villas Exclusive
Ciciano Villa
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 68 mi
- Swimming pool
- Ask about children
$316.00
from $316.00 / night
La Pergola 6 + 2
Siena Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$211.00
from $211.00 / night
10 bedroom Villa with Pool and WiFi - 5049029
Radicofani Villa
- 10 bedrooms 10
- 7 bathrooms
- sleeps 20 20
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$677.00
from $677.00 / night
The Old Olive Tree 10
Cetona Villa
- 5 bedrooms 5
- 7 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$520.00
from $520.00 / night
Tigli #6, ground floor flat with one bedroom in Montepulciano area. Wi-Fi & pool
Montepulciano Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$92.00
from $92.00 / night
The Clove 6
Barbischio Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Air conditioning
- Ask about pets
$485.00
from $485.00 / night
3 bedroom Villa with Pool and WiFi - 5229487
Costalpino Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$177.00
from $177.00 / night
3 bedroom Villa with Pool, Air Con and WiFi - 5228800
Gaiole in Chianti Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$185.00
from $185.00 / night
Sferracavalli 4
Siena Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Pet friendly
$190.00
from $190.00 / night
Tigli #2, apt Montepulciano area for 5 persons with A/C, Wi-Fi and swimming pool
Montepulciano Apartment
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$131.00
from $131.00 / night
3 bedroom Villa with Pool and WiFi - 5229426
Costalpino Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$204.00
from $204.00 / night
Tigli #1, two bedrooms apartment close to Montepulciano with Wi-Fi and pool
Montepulciano Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$131.00
from $131.00 / night
3 bedroom Villa with Pool and WiFi - 5229606
Costalpino Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$192.00
from $192.00 / night
4 bedroom Villa with Pool, WiFi and Walk to Shops - 5229621
Rapolano Terme Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 9 9
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$489.00
from $489.00 / night
3 bedroom Villa with Pool, Air Con and WiFi - 5228803
Gaiole in Chianti Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$185.00
from $185.00 / night
3 bedroom Villa with Pool and WiFi - 5228944
Castellina In Chianti Villa
- 3 bedrooms 3
- 1 bathroom
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$236.00
from $236.00 / night
$1,412.00
from $1,412.00 / night
Podere Madonna di Mezzo 6
Siena Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 120 mi
- Ask about children
- Ask about pets
$260.00
from $260.00 / night
Podere Collelungo 14+1
Celle sul Rigo Villa
- 7 bedrooms 7
- 8 bathrooms
- sleeps 15 15
- 7 nights min
- Nearest beach 107 mi
- Ask about children
- Pet friendly
$271.00
from $271.00 / night
Podere Gragnano 6
Cetona Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 98 mi
- Ask about children
- Ask about pets
$315.00
from $315.00 / night
Villa San Giuseppe
Castelnuovo dell'Abate Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$1,496.00
from $1,496.00 / night
5 bedroom Villa with Pool, Air Con and WiFi - 5680371
San Casciano dei Bagni Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$506.00
from $506.00 / night
3 bedroom Villa with Pool and WiFi - 5229429
Costalpino Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$166.00
from $166.00 / night
Villa Abbadia
Abbadia di Montepulciano Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 201 mi
- Swimming pool
- Child friendly
$311.00
from $311.00 / night
3 bedroom Villa with Pool and WiFi - 5229494
Farnetella Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$388.00
from $388.00 / night
3 bedroom Villa with Pool and WiFi - 5433054
Tognazza Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$199.00
from $199.00 / night
7 bedroom Villa with Pool, Air Con and WiFi - 5228909
Staggia Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$764.00
from $764.00 / night
Villa Croce
Sant'Albino Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 11 11
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$383.00
from $383.00 / night
Podere Collelungo 10
Celle sul Rigo Villa
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 107 mi
- Ask about children
- Pet friendly
$240.00
from $240.00 / night
3 bedroom Villa with Pool and WiFi - 5229425
Costalpino Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$192.00
from $192.00 / night
6 bedroom Villa with Pool, Air Con and WiFi - 5395009
Bivio di San Biagio Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$847.00
from $847.00 / night
- San Gimignano
- Siena
- Abbadia San Salvatore
- Castellina In Chianti
- Chianciano Terme
- Chiusi
- Montepulciano
- Monteriggioni
- Radda in Chianti
- Torrita di Siena
- Gaiole in Chianti
- Sarteano
- Montalcino
- Casole d'Elsa
- Buonconvento
- San Casciano dei Bagni
- Sinalunga
- Asciano
- Petroio
- Pienza
- Poggibonsi
- Trequanda
- Castelnuovo Berardenga
- Chiusdino
- Brucciano
- Radicondoli
- Pievescola
- San Quirico d'Orcia
- Bagno Vignoni
- Rosia
- Colle di Val d'Elsa
- Murlo
- Casciano
- Monticiano
- Castiglione D'Orcia
- Bagni di San Filippo
- Castelmuzio
- Ville di Corsano
- San Lorenzo a Merse
- Piancastagnaio
- Gallina
- Campiglia d'Orcia
- Monastero d'Ombrone
- Brenna
- Sant'Alberto
- Le Piazze
- Lucarelli
- Tognazza
- Volte Basse
- Orgia
- Rocca d'Orcia
- Monteroni d'Arbia
- Sovicille
- Cetona
- Rapolano Terme
- Radicofani
- Montecchio
- Montisi
- Torre A Castello
- Vergelle
- Strove
- Castiglioncello del Trinoro
- Vivo d'Orcia
- Moltacino
- La Piazza
- Torrenieri
- Toiano
- Lucignano d'Arbia
- La Foce
- Monteguidi
- Lecchi in Chianti
- Fornoli
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