Province of Siena Vacation Rentals & Homes - 2442 Rentals Available
2,442 Vacation rentals
Bossoncina 8+1
Montepulciano Villa
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 9 9
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$367.00
from $367.00 / night
This is an ample villa sleeping up to 10 people, fully fitted and featuring its
Asciano House
- 5 bedrooms 5
- 3 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$349.00
from $349.00 / 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
$443.00
from $443.00 / night
Piettorri Rosemary
Casole d'Elsa Apartment
- 2 bedrooms 2
- 1 bathroom
- Sleeps 3 3
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$101.00
from $101.00 / night
Alborata 6
Siena Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Nearest beach 94 mi
- Swimming pool
- Ask about children
$292.00
from $292.00 / 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
$299.00
from $299.00 / night
Podere Madonna di Mezzo 6
Siena Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Nearest beach 120 mi
- Swimming pool
- Ask about children
$258.00
from $258.00 / night
Sferracavalli 4
Siena Villa
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$198.00
from $198.00 / night
Abbadia di Siena 12
Siena House
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 12 12
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$334.00
from $334.00 / 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
$373.00
from $373.00 / night
Monticchia 10
Siena Villa
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$419.00
from $419.00 / night
Monterzi 4
Siena Villa
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$147.00
from $147.00 / night
Casal d'Asso
San Giovanni d'Asso House
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 7 7
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$569.00
from $569.00 / night
Villa Delle Upupe 8
Castellina In Chianti Villa
- 4 bedrooms 4
- 5 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$593.00
from $593.00 / night
Set in the heart of the Tuscan countryside, offering full privacy and a warm atm
San Gimignano House
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- Min stay varies
- Swimming pool
- Ask about children
- Ask about pets
$175.00
from $175.00 / night
House Belmonte
Castellina In Chianti House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$299.00
from $299.00 / night
Vacation Rental at Abbadia di Siena in Tuscany
Siena House
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 7 7
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$256.00
from $256.00 / night
Le Macine 6
Montalcino Villa
- 3 bedrooms 3
- 3 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$287.00
from $287.00 / night
2 bedroom Apartment in Castelnuovo Berardenga, Tuscany, Italy : ref 5422070
Ponte a Bozzone Apartment
- 2 bedrooms 2
- 2 bathrooms
- Sleeps 5 5
- Min stay varies
- Swimming pool
- Child friendly
- Ask about pets
$217.00
from $217.00 / night
Gualdo Solatio
Radda in Chianti Apartment
- 2 bedrooms 2
- 1 bathroom
- Sleeps 4 4
- Min stay varies
- Swimming pool
- Child friendly
$106.00
from $106.00 / night
the Furnace
Rapolano Terme House
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$221.00
from $221.00 / night
Casale Etruria
Chianciano Terme House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$213.00
from $213.00 / night
Casale Poggiobello
Sinalunga House
- 7 bedrooms 7
- 6 bathrooms
- Sleeps 14 14
- Min stay varies
- Swimming pool
- Child friendly
- Pet friendly
$283.00
from $283.00 / night
5 bedroom Villa in Bibbiano, Tuscany, Italy : ref 5484226
San Gimignano Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 10 10
- Min stay varies
- Child friendly
- Air conditioning
- Ask about pets
$709.00
from $709.00 / night
Carraretto
Castellina In Chianti Apartment
- 3 bedrooms 3
- 2 bathrooms
- Sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$126.00
from $126.00 / night
Rentals for 9 to 11 at Casina Dei Pini in Siena
Siena Villa
- 5 bedrooms 5
- 5 bathrooms
- Sleeps 11 11
- 7 nights min
- Nearest beach 136 mi
- Swimming pool
- Ask about children
$352.00
from $352.00 / night
Large Farmhouse on a Wine Estate near Siena Fit for Families - Villa Castellina
Castellina In Chianti Farmhouse
- 5 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$788.00
from $788.00 / night
montechiaro Shed
Siena House
- 4 bedrooms 4
- 3 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
$413.00
from $413.00 / night
Piettorri Rosa
Casole d'Elsa Apartment
- 1 bedroom 1
- 1 bathroom
- Sleeps 2 2
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$83.00
from $83.00 / night
Villa Camelia
Colle di Val d'Elsa Villa
- 4 bedrooms 4
- 4 bathrooms
- Sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,162.00
from $1,162.00 / 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
$386.00
from $386.00 / night
Villa Di Montesoli
Buonconvento Villa
- 9 bedrooms 9
- 10 bathrooms
- Sleeps 18 18
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,601.00
from $1,601.00 / night
Villa Vernaccia
San Gimignano Villa
- 9 bedrooms 9
- 6 bathrooms
- Sleeps 15 15
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$547.00
from $547.00 / night
Piandisette 10+1
Siena Villa
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 11 11
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$253.00
from $253.00 / night
This lovely villa sleeps up to 18 people. It affords a kitchen, ample living are
Poggibonsi House
- 7 bedrooms 7
- 4 bathrooms
- Sleeps 18 18
- 1 night min
- Swimming pool
- Ask about children
- Pet friendly
$407.00
from $407.00 / night
Villa Puccini
Cetona Villa
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 10 10
- Min stay varies
- Swimming pool
- Child friendly
- Air conditioning
$634.00
from $634.00 / night
Casale Torraccia
Sarteano House
- 5 bedrooms 5
- 4 bathrooms
- Sleeps 12 12
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$201.00
from $201.00 / 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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