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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Casole d'Elsa holiday rentals

A glass on a wooden surface with a pool and a building in the background.

1. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is Rp4.866.584
Rp5.393.587 total
includes taxes & fees
12 Dec - 13 Dec
Apartment in Chianti With Pool ID 513
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

2. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
The price is Rp7.171.693
Rp7.929.206 total
includes taxes & fees
12 Dec - 13 Dec
Apartment in Chianti With Pool ID 3939
A stone building with a wooden door and a table with a vase of flowers.

3. Apartment in Chianti With Pool ID 455

Apartment in Chianti With Pool ID 455
Casole d'Elsa
The price is Rp7.171.693
Rp7.929.206 total
includes taxes & fees
12 Nov - 13 Nov
Apartment in Chianti With Pool ID 455
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

4. Country House a Casole d Elsa ID 451

Country House a Casole d Elsa ID 451
Casole d'Elsa
The price is Rp9.732.985
Rp10.746.628 total
includes taxes & fees
12 Nov - 13 Nov
Country House a Casole d Elsa ID 451
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

5. Apartment in Chianti With Pool ID 450

Apartment in Chianti With Pool ID 450
Casole d'Elsa
The price is Rp7.171.693
Rp7.929.206 total
includes taxes & fees
12 Nov - 13 Nov
Apartment in Chianti With Pool ID 450
A view from a window overlooking a rural landscape with fields and a distant mountain range.

6. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (67 reviews)
"Francesco, our host, is so nice and welcoming. We had the beat stay and our room had the most fantastic view. Excellent breakfast, place was super clean and quiet. We highly recommend."
Canada
Caroline
The price is Rp1.881.497
Rp2.170.507 total
includes taxes & fees
9 Dec - 10 Dec
B&B Palazzo Tortoli
An open wooden door leading to an outdoor patio with a table and chairs.

7. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (114 reviews)
"Very friendly host 🙌 and great location"
Denmark
Klaus
The price is Rp1.697.381
Rp2.472.279 total
includes taxes & fees
17 Nov - 18 Nov
Palazzo al Torrione 2
A historic stone building with a prominent tower, arched windows, and a tiled roof.

8. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
10.0 out of 10, Exceptional, (1 review)
"Fantastic all around experience. The rooms were beautiful and clean and this unique mix of rustic modern Italian styling. Located right in the heart of the old city made it very easy to walk everywhere. The service was fantastic, I was able to message the team and within a minute I got the help and had my questions answered. I’d definitely stay there again."
Canada
Bradley
The price is Rp1.898.084
Rp2.188.752 total
includes taxes & fees
12 Nov - 13 Nov
Materia Rooms San Gimignano
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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Top Casole d'Elsa Hotel Reviews

A dining table with a bowl and plates, a fork, and a view of a mountainous landscape through an arched window.
Palazzo delle Erbe

Palazzo delle Erbe

Palazzo delle Erbe
Village of Casole d'Elsa

10/10 Excellent

Good location, friendly helpful staff, excellent internet. Parking is a bit hit and miss in the road but ok
United Kingdom
Eric
Reviewed June 6, 2026
Palazzo delle Erbe

Find out more about Casole d'Elsa

Search for holiday rentals in Casole d'Elsa on Expedia.co.id! You can easily find your home rentals, villas, holiday apartments in Casole d'Elsa using one of the methods below:

  • View our selection of featured holiday rentals in Casole d'Elsa
  • Use the map to find apartments and other holiday homes in the Casole d'Elsa neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Casole d'Elsa while they last

Look no further and take a look at our great range of rental properties in Casole d'Elsa!

Frequently Asked Questions

Can I find holiday rentals in Casole d'Elsa?

Yes, there are holiday rentals in Casole d'Elsa close to Terre di Vini, or you can select a more secluded option if you're looking for a relaxing stay. Casole d'Elsa is known for its spas.

What are some of the best holiday rentals that Casole d'Elsa has to offer?

Borgo Argiano: This holiday home rental outside of Casole d'Elsa is located on a river, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and kitchenware. You can relax into your holiday with a garden and a library.

How many holiday rentals are there in Casole d'Elsa?

Expedia has 36 holiday rentals for your stay in Casole d'Elsa.

What’s there to see and do in Casole d'Elsa?

Family-friendly attractions include Terre di Vini, whereas Val di Merse is a spot to enjoy the outdoors. Archeological and Collegiate Church Museum and Colle di Val d'Elsa Cathedral are a couple of places you'll find in the wider area.

What’s a holiday rental in Casole d'Elsa like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Casole d'Elsa. Holiday rentals offer extras such as kitchens and laundry facilities so you'll have everything you want. If you're concerned about cleanliness, holiday rentals can provide a sense of privacy away from public hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.