A cobblestone street with historic buildings, a wooden chair, and potted plants.

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Casole d'Elsa holiday rentals

A stone building with a tiled roof, a brick pathway, and a small grassy area.

1. Le Mascie Country House

Le Mascie Country House
Casole d'Elsa
9.2 out of 10, Wonderful, (9 reviews)
"We loved our stay. The property is quiet and private but is in close proximity to a small town. Very charming and the pool was an added bonus. "
United States
Misti
Le Mascie Country House
A stone building with a wooden door and a table with a vase of flowers.

2. Apartment in Chianti With Pool ID 455

Apartment in Chianti With Pool ID 455
Casole d'Elsa
The price is 10.236.932 ₫
11.318.212 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Apartment in Chianti With Pool ID 455
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

3. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is 6.946.602 ₫
7.698.849 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Apartment in Chianti With Pool ID 513
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

4. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
The price is 10.236.932 ₫
11.318.212 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Apartment in Chianti With Pool ID 3939
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

5. Country House a Casole d Elsa ID 451

Country House a Casole d Elsa ID 451
Casole d'Elsa
The price is 13.892.942 ₫
15.339.823 ₫ total
includes taxes & fees
2 Nov - 3 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.

6. Apartment in Chianti With Pool ID 450

Apartment in Chianti With Pool ID 450
Casole d'Elsa
The price is 10.236.932 ₫
11.318.212 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Apartment in Chianti With Pool ID 450
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)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 2.199.208 ₫
3.282.938 ₫ total
includes taxes & fees
2 Nov - 3 Nov
Palazzo al Torrione 2
A bedroom with a wooden ceiling, a large bed with pink and blue bedding, a wooden wardrobe, and a bedside table with a lamp.

8. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.6 out of 10, Exceptional, (103 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is 2.995.980 ₫
3.353.309 ₫ total
includes taxes & fees
2 Dec - 3 Dec
Palazzo Pacini
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

Palazzo Ravizza

Palazzo Ravizza

10/10 Excellent
"Our 6 night stay was absolutely fantastic. Palazzo Ravizza is a treasure on every level, from the hotel itself to the wonderful staff. An extra special thank you goes out to Frederica who was extremely kind to us. As importantly, she was there when we needed her. This was our second visit to Palazzo Ravizza and we definitely plan on returning."
William 6-night trip
Posted 9 hours ago
Palazzo Ravizza

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.

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.