Province of Siena Vacation Rentals & Homes - 2319 Rentals Available
2,319 Vacation rentals
Villa San Gimignano
Pancole Villa
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Ask about children
- Air conditioning
$334.00
from $334.00 / night
House of the Artist
Colle di Val d'Elsa House
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$296.00
from $296.00 / night
Abbadia di Siena 12
Siena House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$331.00
from $331.00 / night
Podere San Buono 6
Abbadia di Montepulciano Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$395.00
from $395.00 / night
Abbadia di Siena
Siena House
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$254.00
from $254.00 / night
Torraccia farmhouse
Sarteano House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
$461.00
from $461.00 / night
Podere Gragnano 6
Cetona Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 98 mi
- Swimming pool
- Ask about children
$325.00
from $325.00 / night
Villa Isabella 35
Strove Villa
- 18 bedrooms 18
- 18 bathrooms
- sleeps 35 35
- 1 night min
- Swimming pool
- Ask about children
- Air conditioning
$8,095.00
from $8,095.00 / night
Podere St. Eugene 10
Montalcinello Villa
- 5 bedrooms 5
- 7 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$448.00
from $448.00 / night
Podere Sant'Eugenio 14
Montalcinello Villa
- 7 bedrooms 7
- 9 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$530.00
from $530.00 / night
Rustic Tuscan Farmhouse at Podere Pisinano
Montepulciano Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$440.00
from $440.00 / night
Monteriggioni Suite 4
Monteriggioni House
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
$124.00
from $124.00 / night
The Old Olive Tree 10
Cetona Villa
- 5 bedrooms 5
- 7 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$482.00
from $482.00 / night
Villa Puccini
Cetona Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$629.00
from $629.00 / night
Villa Leone
Castelmuzio Villa
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 3 nights min
- Swimming pool
- Child friendly
- Private garden
$495.00
from $495.00 / night
Casale Etruria
Chianciano Terme House
- 4 bedrooms 4
- 3 bathrooms
- sleeps 10 10
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$263.00
from $263.00 / night
Alborata 10
San Giovanni d'Asso Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Nearest beach 94 mi
- Swimming pool
- Ask about children
$370.00
from $370.00 / night
Piettorri Rosemary
Casole d'Elsa Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 7 nights min
- Swimming pool
- Child friendly
$101.00
from $101.00 / night
Podere San Giuseppe 8
Siena Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 7 nights min
- Nearest beach 70 mi
- Swimming pool
- Ask about children
$383.00
from $383.00 / night
Podere 12 Gragnano
Cetona Villa
- 6 bedrooms 6
- 6 bathrooms
- sleeps 12 12
- 7 nights min
- Nearest beach 98 mi
- Swimming pool
- Ask about children
$524.00
from $524.00 / night
Villa Oliveto
Castelmuzio Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- min stay varies
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 49 minutes
$576.00
from $576.00 / night
Monterzi 4
Siena Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$146.00
from $146.00 / night
The Molinaccio 10 + 2
Acquaviva di Montepulciano Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$433.00
from $433.00 / night
Villa Archi 14
Trequanda Villa
- 7 bedrooms 7
- 5 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$519.00
from $519.00 / night
montechiaro Tower
Siena House
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
$534.00
from $534.00 / night
Casabianca Margherita
Asciano Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$215.00
from $215.00 / night
Montebendico 4
Montalcino Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Nearest beach 60 mi
- Swimming pool
- Ask about children
$177.00
from $177.00 / night
Villa Saint Louis
Murlo Villa
- 6 bedrooms 6
- 8 bathrooms
- sleeps 14 14
- min stay varies
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 49 minutes
$2,638.00
from $2,638.00 / night
Piettorri Ginestra
Casole d'Elsa Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
$118.00
from $118.00 / night
Villa Archi 10
Trequanda Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$423.00
from $423.00 / night
Casabianca Panzé
Asciano Apartment
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$162.00
from $162.00 / night
The Poderuccio 17
Siena Villa
- 9 bedrooms 9
- 9 bathrooms
- sleeps 17 17
- 7 nights min
- Nearest beach 120 mi
- Swimming pool
- Ask about children
$472.00
from $472.00 / night
Villa Le Crete
Castelmuzio Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 161 mi
- Swimming pool
- Child friendly
$173.00
from $173.00 / 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
$386.00
from $386.00 / night
Villa Vianci
Staggia Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 14 14
- 3 nights min
- Swimming pool
- Child friendly
- Air conditioning
Responds fast! Avg. 37 minutes
$655.00
from $655.00 / night
La Brencia 8
Siena Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$523.00
from $523.00 / night
House Belmonte
Castellina In Chianti House
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
$296.00
from $296.00 / 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
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