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Featured Holiday Homes in Casole d'Elsa

Holiday house with private pool and fenced garden

Holiday house with private pool and fenced garden

Volterra
Located in Volterra, this vacation home is on a river, within a 15-minute drive of Palazzo Incontri Viti and Rossi Alabastri Volterra.
Holiday house with private pool and fenced garden
Independent house in the hills of the Sienese countryside

Independent house in the hills of the Sienese countryside

Siena
Located in Sovicille, this vacation home is in a rural location, within a 15-minute drive of Val di Merse and Piccolomini Library.
Independent house in the hills of the Sienese countryside
Old house with garden in the center of Bibbona, with a view to

Old house with garden in the center of Bibbona, with a view to

Bibbona
With a stay at this vacation home, you'll be centrally located in Bibbona, within a 10-minute drive of Parco Gallorose and Golf Club Le Capanne.
Old house with garden in the center of Bibbona, with a view to
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Volterra Countryside House

Volterra Countryside House

Volterra
A stay at this vacation home places you in the heart of Volterra, within a 5-minute walk of Cathedral of Volterra and Rossi Alabastri Volterra.
Volterra Countryside House
GIULIA -1 Bedroom Country House in Monteriggioni - Siena

GIULIA -1 Bedroom Country House in Monteriggioni - Siena

Monteriggioni
Located in Monteriggioni, this vacation home is in a rural location, within a 10-minute drive of Casalvento's Wines and Siena Stadium.
GIULIA -1 Bedroom Country House in Monteriggioni - Siena
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
Belvilla by OYO San Francesco Uno

Belvilla by OYO San Francesco Uno

Orciatico
When you stay at this vacation home in Lajatico, you'll be 7 minutes by car from Teatro del Silenzio.
Belvilla by OYO San Francesco Uno
Holiday home in the Florentine Chianti half an hour from Florence

Holiday home in the Florentine Chianti half an hour from Florence

Montespertoli
With a stay at this vacation home, you'll be centrally located in Montespertoli, within a 10-minute drive of Montegufoni Castle and Castle of Poppiano.
Holiday home in the Florentine Chianti half an hour from Florence
Borgo Argiano

Borgo Argiano

Loc. Argiano, Pianella, Castelnuovo Berardenga, Siena
Located in Castelnuovo Berardenga, Borgo Argiano is on a river, within a 15-minute drive of Chianti Sculpture Park and Oratorio di San Bernardino e Museo ...
Borgo Argiano
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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.

Casole d'Elsa 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 Casole d'Elsa vacation homes are the perfect way for you to wing it.

Holiday houses in Casole d'Elsa 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 Casole d'Elsa 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 Casole d'Elsa adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Casole d'Elsa 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 Casole d'Elsa 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.

Casole d'Elsa Holiday Homes essential information

Accommodation
1299 Holiday Homes
Lowest Price
AU$150
Highest Price
AU$506
Popular accommodation
Holiday house with private pool and fenced garden, Independent house in the hills of the Sienese countryside, Old house with garden in the center of Bibbona, with a view to, Volterra Countryside House, GIULIA -1 Bedroom Country House in Monteriggioni - Siena, Farmhouse in the heart of the real chiantishire, Belvilla by OYO San Francesco Uno, Holiday home in the Florentine Chianti half an hour from Florence, Borgo Argiano

Top trending hotels in Casole d'Elsa

Castello di Casole, A Belmond Hotel, Tuscany

Castello di Casole, A Belmond Hotel, Tuscany

5 out of 5
Localita Querceto, Casole d'Elsa, SI
Located in Casole d'Elsa, Castello di Casole, A Belmond Hotel, Tuscany is in a rural location, within a 15-minute drive of Terre di Vini and Archeological and ...
Castello di Casole, A Belmond Hotel, Tuscany
Hotel Athena

Hotel Athena

4 out of 5
P Mascagni 55, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$169 per night from 7 Jan to 8 Jan
AU$169
includes taxes & fees
7 Jan - 8 Jan 2025
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
NH Siena

NH Siena

4 out of 5
Piazza La Lizza 1, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$150 per night from 24 Dec to 25 Dec
AU$150
includes taxes & fees
24 Dec - 25 Dec
NH Siena is centrally located in Siena, a 4-minute walk from Monte dei Paschi and 9 minutes by foot from University of Siena.
NH Siena
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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$506 per night from 5 Jan to 6 Jan
AU$506
includes taxes & fees
5 Jan - 6 Jan 2025
A stay at Grand Hotel Continental Siena – Starhotels Collezione places you in the heart of Siena, steps from Banca Monte dei Paschi di Siena and Palazzo ...
Grand Hotel Continental Siena – Starhotels Collezione
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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.