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

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Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 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 rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

2. Apartment in Chianti With Pool ID 452

Apartment in Chianti With Pool ID 452
Casole d'Elsa
The price is ₹37,812
₹41,806 total
includes taxes & fees
25 Oct - 26 Oct
Apartment in Chianti With Pool ID 452
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 ₹37,812
₹41,806 total
includes taxes & fees
24 Nov - 25 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. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is ₹25,658
₹28,437 total
includes taxes & fees
26 Oct - 27 Oct
Apartment in Chianti With Pool ID 513
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

5. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
The price is ₹37,812
₹41,806 total
includes taxes & fees
23 Nov - 24 Nov
Apartment in Chianti With Pool ID 3939
A stone house with a tiled roof, arched windows, and a large door, surrounded by lush greenery and hills in the background.

6. Apartment in Chianti With Pool ID 450

Apartment in Chianti With Pool ID 450
Casole d'Elsa
The price is ₹37,812
₹41,806 total
includes taxes & fees
25 Oct - 26 Oct
Apartment in Chianti With Pool ID 450
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

7. Country House a Casole d Elsa ID 451

Country House a Casole d Elsa ID 451
Casole d'Elsa
The price is ₹51,316
₹56,660 total
includes taxes & fees
25 Oct - 26 Oct
Country House a Casole d Elsa ID 451
A garden with a stone pathway, wooden benches, and various potted plants.

8. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (88 reviews)
"friendly staff, gorgeous property"
United States
Heidi
The price is ₹12,720
₹14,524 total
includes taxes & fees
28 Oct - 29 Oct
Antico Borgo il Cardino
A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

9. 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 ₹14,180
₹15,811 total
includes taxes & fees
25 Oct - 26 Oct
Palazzo Pacini
A bedroom with a bed, a bedside table, a TV mounted on the wall, and a sliding glass door leading to a balcony with a view of greenery and hills.

10. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (32 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is ₹5,901
₹7,873 total
includes taxes & fees
4 Nov - 5 Nov
Tuscasì Aparthotel
A stone building with a pool, lounge chairs, and umbrellas.

11. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"I loved the stay here. A great quiet place with an awesome restaurant and unbelievable staff. "
United States
Louie
Borgo Il Poggiaccio
A stone building with outdoor seating and a view of the countryside.

12. Antico Borgo Poggiarello

Antico Borgo Poggiarello
2.0 star property
Monteriggioni
9.0 out of 10, Wonderful, (20 reviews)
"We had an absolutely wonderful time staying here. Our kids had fun on their playground and my wife and I enjoyed the views, the hospitality. And the entire experience. The food was outstanding. "
United States
James Bakley
Antico Borgo Poggiarello
An aerial view of a countryside estate with multiple buildings, a swimming pool, and surrounding green fields.

13. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is ₹17,612
₹19,693 total
includes taxes & fees
25 Oct - 26 Oct
Villa Montecastello
A narrow hallway with a wooden bench, a radiator, and a wooden cabinet.

14. Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (222 reviews)
"The room was so unique and convenient for everything we wanted to do. Wish we could have spent more than one night!"
United States
Kellie
The price is ₹10,614
₹12,100 total
includes taxes & fees
9 Nov - 10 Nov
Il Battistero Siena - Residenza d'Epoca
A hallway with a wooden barrel, a white bench, a painting of a landscape, and a small table with a vase.

15. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is ₹4,229
₹4,865 total
includes taxes & fees
25 Oct - 26 Oct
Sportland
A historic stone building with a prominent tower, arched windows, and a tiled roof.

16. 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 ₹10,007
₹11,540 total
includes taxes & fees
3 Nov - 4 Nov
Materia Rooms San Gimignano
A narrow street with buildings on either side, featuring arched windows and a pedestrian walkway.

17. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (216 reviews)
"Very clean and comfortable, great location and staff"
United States
Heather
The price is ₹6,990
₹8,114 total
includes taxes & fees
3 Nov - 4 Nov
B&B Il Corso
A table set with breakfast items on a balcony overlooking a historic town.

18. Residenza d'Epoca Palazzo Borghesi

Residenza d'Epoca Palazzo Borghesi
Siena City Centre
9.6 out of 10, Exceptional, (135 reviews)
"We had a great stay!"
United States
Suelina
The price is ₹13,633
₹15,421 total
includes taxes & fees
3 Nov - 4 Nov
Residenza d'Epoca Palazzo Borghesi
An open wooden door leading to an outdoor patio with a table and chairs.

19. 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 ₹8,677
₹12,736 total
includes taxes & fees
7 Nov - 8 Nov
Palazzo al Torrione 2
A view from a window overlooking a rural landscape with fields and a distant mountain range.

20. 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 ₹11,267
₹12,926 total
includes taxes & fees
25 Oct - 26 Oct
B&B Palazzo Tortoli
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

NH Siena

NH Siena

10/10 Excellent
"The room isn't cleaned too well. There were some crumbs that were attracting ants. Other than that- no issues"
Rakhshan 1-night trip
Posted 23 hours ago
NH Siena

Find out more about Casole d'Elsa

Holiday Rentals in Casole d'Elsa

Search for holiday rentals in Casole d'Elsa on Expedia.co.uk! 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.