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Featured Holiday Homes in Casole d'Elsa

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
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)

LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)

Ghizzano
When you stay at this vacation home in Peccioli, you'll be next to a golf course and 14 minutes by car from Castelfalfi Golf Course.
LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO)
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$182 per night from 16 Apr to 17 Apr
AU$182
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
The Porchereccia delle Bartaline

The Porchereccia delle Bartaline

Panzano in Chianti
Located in Greve in Chianti, this vacation home is within a 5-minute drive of Pieve di San Leolino and Church of Santa Maria Assunta.
The Porchereccia delle Bartaline
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
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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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
1505 Holiday Homes
Lowest Price
AU$182
Highest Price
AU$1,485
Popular accommodation
Borgo Argiano, LUXURY COTTAGE WITH POOL & BREATHTAKING VIEW - NEXT TO A GOLF COURSE (PENDOLINO), 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, The Porchereccia delle Bartaline, Farmhouse in the heart of the real chiantishire, Old house with garden in the center of Bibbona, with a view to

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
Fully refundableReserve now, pay when you stay
The price is AU$1,485 per night from 5 Apr to 6 Apr
AU$1,485
includes taxes & fees
5 Apr - 6 Apr
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$283 per night from 6 Apr to 7 Apr
AU$283
includes taxes & fees
6 Apr - 7 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$260 per night from 11 Apr to 12 Apr
AU$260
includes taxes & fees
11 Apr - 12 Apr
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
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Hotel Italia

Hotel Italia

3 out of 5
Viale Camillo Benso Conte di Cavour, 67, Siena, SI
Fully refundableReserve now, pay when you stay
The price is AU$200 per night from 13 Apr to 14 Apr
AU$200
includes taxes & fees
13 Apr - 14 Apr
A stay at Hotel Italia places you in the heart of Siena, within a 5-minute drive of Stadio Artemio Franchi and Siena Cathedral.
Hotel Italia
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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.