Province of Siena Vacation Rentals & Homes - 2436 Rentals Available
2,436 Vacation rentals
1 bedroom Villa in Serre di Rapolano, Tuscany, Italy: ref 5228390
Serre di Rapolano Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$101.00
from $101.00 / night
1 bedroom Villa in Serre di Rapolano, Tuscany, Italy: ref 5228391
Serre di Rapolano Villa
- 1 bedroom 1
- 1 bathroom
- sleeps 2 2
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$101.00
from $101.00 / night
Villa Vistarenni
Radda in Chianti Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 13 13
- 3 nights min
- Swimming pool
- Child friendly
$3,189.00
from $3,189.00 / night
2 bedroom Villa in Serre di Rapolano, Tuscany, Italy: ref 5228392
Serre di Rapolano Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$125.00
from $125.00 / night
2 bedroom Villa in Serre di Rapolano, Tuscany, Italy: ref 5228393
Serre di Rapolano Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$137.00
from $137.00 / 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
$443.00
from $443.00 / 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. 15 minutes
$1,571.00
from $1,571.00 / night
Borgo Paradiso 4 + 2
Ciciano Villa
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$321.00
from $321.00 / night
Monterzi 4
Siena Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$144.00
from $144.00 / 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
$526.00
from $526.00 / 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. 15 minutes
$486.00
from $486.00 / night
Villa Di Montesoli
Buonconvento Villa
- 9 bedrooms 9
- 10 bathrooms
- sleeps 18 18
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,545.00
from $1,545.00 / night
3 bedroom Villa in Serre di Rapolano, Tuscany, Italy: ref 5228389
Serre di Rapolano Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$190.00
from $190.00 / night
10 bedroom Villa in Radicofani, Tuscany, Italy : ref 5049029
Radicofani Villa
- 10 bedrooms 10
- 7 bathrooms
- sleeps 20 20
- 7 nights min
- Child friendly
- Pet friendly
$621.00
from $621.00 / night
2 bedroom Villa in Gaiole in Chianti, Tuscany, Italy : ref 5228804
Gaiole in Chianti Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$144.00
from $144.00 / night
Borgo dei Sette Tigli #1
Montepulciano Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 2 nights min
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$133.00
from $133.00 / night
La Pergola 6 + 2
Siena Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$215.00
from $215.00 / night
4 bedroom Villa in Scrofiano, Tuscany, Italy : ref 5446334
Scrofiano Villa
- 4 bedrooms 4
- 2 bathrooms
- sleeps 11 11
- 7 nights min
- Child friendly
- Pet friendly
$81.00
from $81.00 / 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
$478.00
from $478.00 / night
3 bedroom Villa in Siena, Tuscany, Italy : ref 5229487
Costalpino Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$173.00
from $173.00 / 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
$4,097.00
from $4,097.00 / night
Borgo Finocchieto
Buonconvento Villa
- 22 bedrooms 22
- 22 bathrooms
- sleeps 44 44
- 1 night min
- Swimming pool
- Ask about children
- Air conditioning
$15,853.00
from $15,853.00 / night
3 bedroom Villa in Siena, Tuscany, Italy : ref 5229606
Costalpino Villa
- 3 bedrooms 3
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$209.00
from $209.00 / night
3 bedroom Villa in Bettolle, Tuscany, Italy : ref 5229494
Farnetella Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Child friendly
- Pet friendly
$362.00
from $362.00 / 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
$253.00
from $253.00 / night
Sferracavalli 4
Siena Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 4 4
- 7 nights min
- Swimming pool
- Ask about children
- Air conditioning
$194.00
from $194.00 / night
3 bedroom Villa in Gaiole in Chianti, Tuscany, Italy : ref 5228803
Gaiole in Chianti Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$182.00
from $182.00 / night
Villa Ada 6
Siena Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Nearest beach 190 mi
- Swimming pool
- Ask about children
$212.00
from $212.00 / night
2 bedroom Villa in Buonconvento, Tuscany, Italy : ref 5229056
Buonconvento Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 3 3
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$88.00
from $88.00 / night
2 bedroom Villa in Monteriggioni, Tuscany, Italy : ref 5226836
Monteriggioni Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Child friendly
- Pet friendly
$167.00
from $167.00 / night
2 bedroom Villa in Poggibonsi, Tuscany, Italy : ref 5240860
Poggibonsi Villa
- 2 bedrooms 2
- 1 bathroom
- sleeps 5 5
- 7 nights min
- Child friendly
- Ask about pets
$82.00
from $82.00 / 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
$318.00
from $318.00 / 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
$526.00
from $526.00 / night
3 bedroom Villa in Gaiole in Chianti, Tuscany, Italy : ref 5228800
Gaiole in Chianti Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 6 6
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$182.00
from $182.00 / night
3 bedroom Villa in Poggibonsi, Tuscany, Italy : ref 5240864
Poggibonsi Villa
- 3 bedrooms 3
- 2 bathrooms
- sleeps 7 7
- 7 nights min
- Child friendly
- Ask about pets
$95.00
from $95.00 / night
3 bedroom Apartment in Talciona, Tuscany, Italy : ref 5655759
Poggibonsi Apartment
- 3 bedrooms 3
- 1 bathroom
- sleeps 8 8
- 7 nights min
- Swimming pool
- Child friendly
- Ask about pets
$104.00
from $104.00 / 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
What is Certificate of Excellence?
TripAdvisor gives a Certificate of Excellence to accommodations, attractions and restaurants that consistently earn great reviews from travelers.