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

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Casole d'Elsa holiday rentals

Family Apartment, 5 Bedrooms, Garden View, Garden Area (10 people) | Terrace/patio

1. Borgo al Cerro

Borgo al Cerro
Casole d'Elsa
9.2 out of 10, Wonderful, (25 reviews)
"Väldigt vackert ställe med bra placering mitt i Toscana. Rummet var väldigt fint, men bilderna från hemsidan var finare, så jag blev lite besviken när vi väl kom in. I övrigt var komplexets omgivningar och trädgård helt fantastisk. Barnen hade roligt med pingisbor och dart och det fanns trevlig grillplats att nyttja. "
Sweden
Frida
The price is 5.339.750 ₫
6.025.242 ₫ total
includes taxes & fees
4 Sept - 5 Sept
Borgo al Cerro
Exterior

2. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (84 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is 4.695.151 ₫
5.316.122 ₫ total
includes taxes & fees
3 Sept - 4 Sept
Antico Borgo il Cardino
Terrace/patio

3. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (100 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is 2.964.668 ₫
3.321.718 ₫ total
includes taxes & fees
2 Sept - 3 Sept
Palazzo Pacini
Food court

4. Borgo Il Poggiaccio

Borgo Il Poggiaccio
Sovicille
8.8 out of 10, Excellent, (67 reviews)
"Beautiful place, great position in the countryside, truly relaxing place, wish we could stay longer, definitely will return A***"
United States
Dean
The price is 4.252.898 ₫
6.828.870 ₫ total
includes taxes & fees
7 Sept - 8 Sept
Borgo Il Poggiaccio
Premium bedding, down duvets, pillow-top beds, desk

5. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (29 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is 2.128.343 ₫
2.733.804 ₫ total
includes taxes & fees
17 Aug - 18 Aug
Tuscasì Aparthotel
Balcony

6. Palazzo al Torrione 2

Palazzo al Torrione 2
San Gimignano City Centre
9.2 out of 10, Wonderful, (110 reviews)
"Great location, beautiful room with a terrace and the best breakfast we had in Italy! "
United States
Angel
The price is 2.835.158 ₫
4.024.735 ₫ total
includes taxes & fees
21 Aug - 22 Aug
Palazzo al Torrione 2
Terrace/patio

7. Casa di Campagna in Toscana

Casa di Campagna in Toscana
Sovicille
9.4 out of 10, Exceptional, (25 reviews)
"A wonderful stay. "
United States
Sally
The price is 3.558.349 ₫
4.004.790 ₫ total
includes taxes & fees
11 Sept - 12 Sept
Casa di Campagna in Toscana
Outdoor pool

8. Casa Vacanze Le Case

Casa Vacanze Le Case
San Gimignano
9.4 out of 10, Exceptional, (11 reviews)
"Wonderful. Beautiful property, the views were amazing,and it was so clean. A10 out of 10. "
United States
Jackie
The price is 3.230.842 ₫
3.705.383 ₫ total
includes taxes & fees
28 Aug - 29 Aug
Casa Vacanze Le Case
Seasonal outdoor pool, pool loungers

9. Residence Arianna

Residence Arianna
Sovicille
9.8 out of 10, Exceptional, (6 reviews)
"We had a 4 night’s stay here and used it as our base for tours around Toscany. It is located in a quiet area outside Siena. The apartment was nice and clean. We used the kitchen for minor cooking and that worked well. There is a supermarket close by and small restaurants in the town. The AC was working great. The host was very keen to share information on good places to see and was eager to make our stay as pleasant as possible. The breakfast was very nice and they also have a restaurant where...
Denmark
Gitte Harrits
The price is 3.805.456 ₫
4.276.608 ₫ total
includes taxes & fees
10 Sept - 11 Sept
Residence Arianna
Studio, Patio, Ground Floor | Terrace/patio

10. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (54 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is 2.877.673 ₫
3.286.605 ₫ total
includes taxes & fees
12 Aug - 13 Aug
Fullino Nero
Romantic Double Room, 1 Bedroom, Non Smoking | View from room

11. B&B Palazzo Tortoli

B&B Palazzo Tortoli
San Gimignano City Centre
9.2 out of 10, Wonderful, (64 reviews)
"In the center of town overlooking a plaza (other rooms overlook the valley). Multiple museums, and dining and shopping options within very easy walking distance. The town and surroundings are beautiful."
United States
Harold
The price is 5.075.169 ₫
5.734.142 ₫ total
includes taxes & fees
27 Aug - 28 Aug
B&B Palazzo Tortoli
Aerial view

12. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (36 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is 5.293.043 ₫
5.882.752 ₫ total
includes taxes & fees
8 Sept - 9 Sept
Riserva di Fizzano Residence
La Torre Grossa | In-room safe, desk, laptop workspace, free WiFi

13. Materia Rooms San Gimignano

Materia Rooms San Gimignano
San Gimignano City Centre
The price is 2.946.434 ₫
3.392.534 ₫ total
includes taxes & fees
18 Aug - 19 Aug
Materia Rooms San Gimignano
Porch

14. Donna Nobile

Donna Nobile
San Gimignano City Centre
8.2 out of 10, Very good, (166 reviews)
"Very easy checkin, friendly staff. Loved the kitchen area!"
Canada
Treena
The price is 2.196.594 ₫
2.567.173 ₫ total
includes taxes & fees
15 Aug - 16 Aug
Donna Nobile
Front of property – evening/night

15. Residence Borgo San Lorenzo a Linari

Residence Borgo San Lorenzo a Linari
Sovicille
8.6 out of 10, Excellent, (98 reviews)
"Such a pleasant stay and the staff was incredible. "
United States
Monica
The price is 2.692.362 ₫
3.113.232 ₫ total
includes taxes & fees
24 Aug - 25 Aug
Residence Borgo San Lorenzo a Linari
Exterior

16. Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is 3.081.726 ₫
3.511.064 ₫ total
includes taxes & fees
1 Sept - 2 Sept
Il Pozzo di Sant'Andrea
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

Villa Ermellina Siena, a Tribute Portfolio Hotel

Villa Ermellina Siena, a Tribute Portfolio Hotel

10/10 Excellent
"Great AC, beautiful grounds, friendly people. A little pricey for food and drink but to be expected"
Megan 1-night trip
Posted 10 hours ago
Villa Ermellina Siena, a Tribute Portfolio Hotel

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 44 holiday rentals for your stay in Casole d'Elsa.

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

Val di Merse and Hedonistic Hiking are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Terre di Vini. Archeological and Collegiate Church Museum and Alta Val d'Elsa River Park 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.