Province of Siena Vacation Rentals & Homes - 193 Rentals Available
193 Vacation rentals



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
$99.00
from $99.00 / 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
$161.00
from $161.00 / 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
$126.00
from $126.00 / 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
$343.00
from $343.00 / 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
$145.00
from $145.00 / night
Private villa with pool in the Montalcino area. 8 persons in 5 bedrooms!
Castelnuovo dell'Abate Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 8 8
- min stay varies
- Nearest beach 90 mi
- Swimming pool
- Child friendly
$1,644.00
from $1,644.00 / night
$1,249.00
from $1,249.00 / night
Tenuta Cipressi luxury villa
Sarteano Villa
- 13 bedrooms 13
- 17 bathrooms
- sleeps 26 26
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$1,788.00
from $1,788.00 / night
Villa Cypress
Castelnuovo Berardenga Villa
- 9 bedrooms 9
- 8 bathrooms
- sleeps 16 16
- 7 nights min
- Child friendly
$1,335.00
from $1,335.00 / night
$1,476.00
from $1,476.00 / night
Luxury villa Lira
San Casciano dei Bagni Villa
- 7 bedrooms 7
- 6 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,352.00
from $1,352.00 / night
Tigli #3, 2 bedrooms and 2 bathrooms apt close Montepulciano. Wi-Fi, A/C & pool!
Montepulciano Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$162.00
from $162.00 / night
Bargagli Penthouse
Pievescola Villa
- 3 bedrooms 3
- 4 bathrooms
- sleeps 6 6
- min stay varies
- Child friendly
$1,392.00
from $1,392.00 / night
Villa Le Crete, private house with 2 bedrooms. Pool and WiFi in the Val d'Orcia!
Castelmuzio Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 161 mi
- Swimming pool
- Child friendly
$185.00
from $185.00 / night
Luxury villa Il Santo
Buonconvento Villa
- 6 bedrooms 6
- 9 bathrooms
- sleeps 14 14
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$4,200.00
from $4,200.00 / night
Luxury Travertine villa
Sarteano Villa
- 10 bedrooms 10
- 14 bathrooms
- sleeps 20 20
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$2,690.00
from $2,690.00 / night
Borgo dei Sette Tigli #4
Montepulciano Apartment
- 2 bedrooms 2
- 2 bathrooms
- sleeps 6 6
- 3 nights min
- Swimming pool
- Pet friendly
$143.00
from $143.00 / night
Luxury villa Faggeto
Radicofani Villa
- 9 bedrooms 9
- 10 bathrooms
- sleeps 17 17
- 7 nights min
- Swimming pool
- Child friendly
- Air conditioning
$1,666.00
from $1,666.00 / night
House with private garden in the Chianti region. I Gigli, 2 bedrooms with pool!
San Gusme Villa
- 2 bedrooms 2
- 3 bathrooms
- sleeps 6 6
- min stay varies
- Nearest beach 185 mi
- Swimming pool
- Child friendly
$232.00
from $232.00 / night
Luxury villa Reginetta
Siena Villa
- 5 bedrooms 5
- 5 bathrooms
- sleeps 13 13
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$434.00
from $434.00 / night
In Heart of Historic Siena, Il Cavallo Bianco, a Stylish and Modern 2 Bedroom Ap
Siena Apartment
- 2 bedrooms 2
- 1 bathroom
- sleeps 4 4
- 3 nights min
- Ask about children
- Air conditioning
Responds fast! Avg. 2 hours 22 minutes
$268.00
from $268.00 / night
$1,476.00
from $1,476.00 / night
Luxury villa Doride
San Casciano dei Bagni Villa
- 7 bedrooms 7
- 7 bathrooms
- sleeps 11 11
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$1,337.00
from $1,337.00 / night
Luxury villa Casina
Taverne d'Arbia Villa
- 2 bedrooms 2
- 2 bathrooms
- sleeps 5 5
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$625.00
from $625.00 / night
Podere Monti, 7 bedrooms villa near Montepulciano. Private pool, A/C and Wi-Fi!
Sant'Albino Villa
- 7 bedrooms 7
- 8 bathrooms
- sleeps 21 21
- 7 nights min
- Nearest beach 115 mi
- Swimming pool
- Child friendly
$679.00
from $679.00 / night
Luxury villa Caselletto
Siena Villa
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$998.00
from $998.00 / night
Large Estate with Historic Villa and Two Farmhouses for a Large Group - Monterig
Monteriggioni House
- 17 bedrooms 17
- 14 bathrooms
- sleeps 34 34
- 3 nights min
- Swimming pool
- Ask about children
- Ask about pets
$4,017.00
from $4,017.00 / night
Farmhouse Rental in Tuscany, Castellina Scalo - Rosalia 3
Castellina In Chianti Farmhouse
- 4 bedrooms 4
- 3 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$207.00
from $207.00 / night
Luxury villa Lunablu
Cetona Villa
- 5 bedrooms 5
- 4 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Child friendly
- Pet friendly
$1,180.00
from $1,180.00 / night
Farmhouse Rental in Chianti Area of Tuscany - Villa Adelina
Castellina In Chianti Farmhouse
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Swimming pool
- Ask about children
- Pet friendly
$469.00
from $469.00 / night
Villa Rosaria
Montefollonico Villa
- 5 bedrooms 5
- 6 bathrooms
- sleeps 10 10
- 7 nights min
- Ask about children
- Ask about pets
$1,127.00
from $1,127.00 / night
Sophisticated Villa in a Village in Southern Tuscany - Residenza Orcia
Castelmuzio Villa
- 4 bedrooms 4
- 4 bathrooms
- sleeps 8 8
- 7 nights min
- Swimming pool
- Ask about children
- Ask about pets
$801.00
from $801.00 / 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
- 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
- Bagni di Petriolo
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