Province of Siena Vacation Rentals & Homes - 991 Rentals Available
991 Vacation rentals
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
$322.00
from $322.00 / 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
$442.00
from $442.00 / night
Villa Vistarenni
Radda in Chianti Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 13 13
- 3 nights min
- Swimming pool
- Child friendly
$3,175.00
from $3,175.00 / 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
$525.00
from $525.00 / night
Villa Ferranesi
Chiusure Villa
- 9 bedrooms 9
- 11 bathrooms
- sleeps 18 18
- min stay varies
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 1 minutes
$1,568.00
from $1,568.00 / night
Ideal to accommodate couples and larger groups of people and located amidst a la
San Casciano dei Bagni House
- 8 bedrooms 8
- 9 bathrooms
- sleeps 19 19
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$525.00
from $525.00 / night
Monterzi 4
Siena Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Ask about children
- Ask about pets
$144.00
from $144.00 / night
Villa Di Montesoli
Buonconvento Villa
- 9 bedrooms 9
- 10 bathrooms
- sleeps 18 18
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,533.00
from $1,533.00 / night
La Pergola 6 + 2
Siena Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Ask about pets
$215.00
from $215.00 / night
Sferracavalli 4
Siena Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Ask about children
- Pet friendly
$194.00
from $194.00 / 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
$133.00
from $133.00 / night
This fantastic villa in the heart of the beautiful Chianti countryside, between
Radda in Chianti House
- 13 bedrooms 13
- 19 bathrooms
- sleeps 50 50
- 1 night min
- Swimming pool
- Ask about children
- Ask about pets
$4,090.00
from $4,090.00 / night
10 bedroom Villa in Radicofani, Tuscany, Italy - 5049029
Radicofani Villa
- 10 bedrooms 10
- 7 bathrooms
- sleeps 20 20
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$723.00
from $723.00 / night
La Pozza di Volpaia
Volpaia Villa
- 6 bedrooms 6
- 5 bathrooms
- sleeps 11 11
- 7 nights min
- Ask about children
- Ask about pets
Responds fast! Avg. 1 hour 1 minutes
$486.00
from $486.00 / night
5 bedroom Villa in Camporsevoli, Tuscany, Italy - 5680371
San Casciano dei Bagni Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$540.00
from $540.00 / 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
$264.00
from $264.00 / 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
$94.00
from $94.00 / 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
$317.00
from $317.00 / 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
$1,523.00
from $1,523.00 / 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
$530.00
from $530.00 / night
Farmhouse Rental in Tuscany, Montalcino - Villa Montalcino
Montalcino Farmhouse
- 3 bedrooms 3
- 3 bathrooms
- sleeps 7 7
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$358.00
from $358.00 / 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
$249.00
from $249.00 / night
Tigli #5, flat near Montepulciano with 2 bedrooms. A/C, Wi-Fi and swimming pool
Montepulciano Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$118.00
from $118.00 / night
La Pergola 4 + 2
Siena Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Ask about children
- Ask about pets
$188.00
from $188.00 / night
Spacious and Beautiful Tuscany Villa Near Montalcino - Villa Brunello
Poggio alle Mura Villa
- 5 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$1,205.00
from $1,205.00 / night
Villa Croce
Sant'Albino Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 11 11
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$390.00
from $390.00 / night
Renovated Farmhouse Villa in Southern Tuscany for Families - Villa Corso
San Casciano dei Bagni Farmhouse
- 6 bathrooms
- sleeps 13 13
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$2,088.00
from $2,088.00 / 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
$356.00
from $356.00 / night
Villa Delle Upupe 8
Castellina In Chianti Villa
- 4 bedrooms 4
- 5 bathrooms
- sleeps 8 8
- 7 nights min
- Ask about children
- Pet friendly
$580.00
from $580.00 / night
Apartment within a Villa in Southern Tuscany - Il Ritrovo
Asciano Villa
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$295.00
from $295.00 / night
$1,413.00
from $1,413.00 / 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
$133.00
from $133.00 / 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
$320.00
from $320.00 / 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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