Book Holiday Homes in Province of Siena

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Featured Holiday Homes in Province of Siena

Borgo Argiano

Borgo Argiano

Loc. Argiano, Pianella, Castelnuovo Berardenga, SI
Located in Castelnuovo Berardenga, Borgo Argiano is on a river, within a 10-minute drive of Chianti Sculpture Park and La Fornace Art Gallery.
Borgo Argiano
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING

Montepulciano
A stay at this vacation home places you in the heart of Montepulciano, steps from Val di Chiana and 4 minutes by foot from Cantina Contucci.
INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING
Casa Vacanze Le Case

Casa Vacanze Le Case

Localita Cellole Le Case 28, San Gimignano, SI
Fully refundableReserve now, pay when you stay
The price is AU$171 per night from 16 Apr to 17 Apr
AU$171
includes taxes & fees
16 Apr - 17 Apr
With a stay at Casa Vacanze Le Case in San Gimignano, you'll be within a 5-minute drive of Sant'Agostino Church and Rocca of Montestaffoli.
Casa Vacanze Le Case
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Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi

Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi

Radicondoli
Located in Radicondoli, this vacation home is in a rural location, within a 15-minute drive of Terre di Vini and Val di Merse.
Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi
Farmhouse in the greenery of the Tuscany countryside with private pool and view

Farmhouse in the greenery of the Tuscany countryside with private pool and view

Murlo
When you stay at this vacation home in Murlo, you'll be steps from Val di Merse.
Farmhouse in the greenery of the Tuscany countryside with private pool and view
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany

Siena
Located in Siena, this vacation home is in a rural location, a 1-minute drive from Val di Merse and 9 minutes from Museo dell'Acqua.
Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany
Beautiful home in Sarteano with WiFi

Beautiful home in Sarteano with WiFi

Via di Moggiano 17, Sarteano
With a stay at this vacation home in Sarteano, you'll be on a lake, just steps from Val di Chiana and a 4-minute drive from Archaeological Museum of ...
Beautiful home in Sarteano with WiFi
Farmhouse in the heart of the real chiantishire

Farmhouse in the heart of the real chiantishire

Castellina in Chianti
Located in Castellina in Chianti, this vacation home is in a rural location, within a 5-minute drive of Casa Vinicola Luigi Cecchi and City Hall Castellina In ...
Farmhouse in the heart of the real chiantishire
House / Villa - Cetona

House / Villa - Cetona

Cetona
When you stay at this vacation home in Cetona, you'll be steps from Val di Chiana.
House / Villa - Cetona
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Province of Siena Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Province of Siena vacation homes are the perfect way for you to wing it.

Holiday houses in Province of Siena let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Province of Siena in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Province of Siena adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Province of Siena with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Province of Siena vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Province of Siena Holiday Homes essential information

Accommodation
977 Holiday Homes
Lowest Price
AU$145
Highest Price
AU$514
Popular accommodation
Borgo Argiano, INDEPENDENT HOUSE LARGE TERRACES & SPECTACULAR VIEWS in CENTER W. PARKING, Casa Vacanze Le Case, Nobleman holiday house in Tuscany with private swimming pool, A/C and Wi-Fi, Farmhouse in the greenery of the Tuscany countryside with private pool and view, Porcilaia tiny countryside property, shared pool, ideal base to discover Tuscany, Beautiful home in Sarteano with WiFi, Farmhouse in the heart of the real chiantishire, House / Villa - Cetona

Top trending hotels in Province of Siena

Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
The price is AU$226 per night from 31 Mar to 1 Apr
AU$226
includes taxes & fees
31 Mar - 1 Apr
With a stay at Hotel Athena, you'll be centrally located in Siena, within a 10-minute walk of Siena Cathedral and Siena Baptistry.
Hotel Athena
 Palazzo Ravizza

Palazzo Ravizza

4 out of 5
Pian dei Mantellini 34, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$186 per night from 30 Mar to 31 Mar
AU$186
includes taxes & fees
30 Mar - 31 Mar
A stay at Palazzo Ravizza places you in the heart of Siena, within a 10-minute walk of Siena Cathedral and Piazza del Campo.
Palazzo Ravizza
Grand Hotel Continental Siena – Starhotels Collezione

Grand Hotel Continental Siena – Starhotels Collezione

5 out of 5
Banchi Di Sopra 85, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$514 per night from 6 Apr to 7 Apr
AU$514
includes taxes & fees
6 Apr - 7 Apr
With a stay at Grand Hotel Continental Siena – Starhotels Collezione, you'll be centrally located in Siena, just a 3-minute walk from Piazza del Campo and 6 ...
Grand Hotel Continental Siena – Starhotels Collezione
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Hotel Executive

Hotel Executive

4 out of 5
Via Nazareno Orlandi 32, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 6 Apr to 7 Apr
AU$145
includes taxes & fees
6 Apr - 7 Apr
Located in Siena (Scacciapensieri), Hotel Executive is within a 10-minute drive of Siena Cathedral and Piazza del Campo.
Hotel Executive
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.