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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Casole d'Elsa holiday rentals

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

Borgo al Cerro

Borgo al Cerro
Casole d'Elsa
9.2 out of 10, Wonderful, (24 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 5.468.939 ₫
6.171.016 ₫ total
includes taxes & fees
31 May - 1 Jun
Borgo al Cerro
Exterior

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 2.822.768 ₫
3.229.086 ₫ total
includes taxes & fees
25 May - 26 May
Il Pozzo di Sant'Andrea
Exterior

L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (13 reviews)
"Monica was the friendliest most enthusiastic host we’ve stayed with. Everything from her greeting to the amazing breakfast was perfect. She does a lot of baking, so the breakfast was really a treat and you could also get eggs cooked in various ways. The room was a little small but very comfortable. Parking was on the street, but it was fairly close and easy."
United States
Perry
The price is 4.386.694 ₫
5.073.568 ₫ total
includes taxes & fees
22 May - 23 May
L' Eroico
Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (32 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is 4.292.804 ₫
4.722.084 ₫ total
includes taxes & fees
16 May - 17 May
Villa di Sotto
Villa, Air conditioning, Courtyard View | Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is 4.564.692 ₫
5.114.191 ₫ total
includes taxes & fees
20 May - 21 May
Villa Montecastello
Apartment, 1 Bedroom, Ground Floor (Garden) | Exterior

Residence Il Paradiso

Residence Il Paradiso
3.0 star property
Guardistallo
8.4 out of 10, Very good, (26 reviews)
"Absolutely beautiful property among the pine trees. Nice little restaurant, ideal pools and play area for little kids. Location is perfect for exploring the region. Great beaches only 10-15 minutes away. The apartment was very clean and everything necessary for our stay was available. Would gladly visit again. Thank you Il Paradiso!"
Germany
Jason
The price is 2.012.828 ₫
2.214.111 ₫ total
includes taxes & fees
15 May - 16 May
Residence Il Paradiso
2 outdoor pools, pool umbrellas, pool loungers

La Lunaria di Lajatico

La Lunaria di Lajatico
Lajatico
10.0 out of 10, Exceptional, (1 review)
"Umwerfend schöne Aussicht! Charmantes Dorf. Ruhige Lage. "
United Kingdom
Julia
The price is 4.767.080 ₫
7.167.286 ₫ total
includes taxes & fees
5 Jun - 6 Jun
La Lunaria di Lajatico
Food court

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
The price is 4.321.247 ₫
4.846.444 ₫ total
includes taxes & fees
13 May - 14 May
Antico Borgo Poggiarello
Premium bedding, down duvets, pillow-top beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.0 out of 10, Wonderful, (26 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is 1.943.274 ₫
2.540.916 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Tuscasì Aparthotel
Daily self-service breakfast for a fee

Beatabb

Beatabb
Guardistallo
9.2 out of 10, Wonderful, (9 reviews)
"The host was lovely and this was the most beautiful place to stay and wish we had stayed longer "
United Kingdom
Sheena
The price is 2.103.777 ₫
2.314.155 ₫ total
includes taxes & fees
13 May - 14 May
Beatabb
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (28 reviews)
"We loved it!"
United States
Juliette
The price is 5.203.372 ₫
5.785.695 ₫ total
includes taxes & fees
17 May - 18 May
Riserva di Fizzano Residence
Interior detail

La Coroncina Lodging

La Coroncina Lodging
Siena
10.0 out of 10, Exceptional, (43 reviews)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is 4.611.149 ₫
5.196.361 ₫ total
includes taxes & fees
15 May - 16 May
La Coroncina Lodging
Seasonal outdoor pool, pool loungers

Residence Arianna

Residence Arianna
Sovicille
9.6 out of 10, Exceptional, (4 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 4.151.130 ₫
4.659.273 ₫ total
includes taxes & fees
13 May - 14 May
Residence Arianna
Studio, Patio, Ground Floor | Terrace/patio

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (51 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is 2.945.963 ₫
3.364.600 ₫ total
includes taxes & fees
17 May - 18 May
Fullino Nero
Exterior

Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (23 reviews)
"Such a beautiful place to stay! The cottage was amazing, very spacious and clean. The grounds themselves were picturesque, was well above our expectations and the host was very welcoming and accommodating."
United Kingdom
Sasha
The price is 6.510.843 ₫
7.410.120 ₫ total
includes taxes & fees
13 May - 14 May
Borgo Argenina
View from property

Antica Pieve B&B

Antica Pieve B&B
Barberino Tavarnelle
9.4 out of 10, Exceptional, (14 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is 3.523.992 ₫
4.620.511 ₫ total
includes taxes & fees
19 May - 20 May
Antica Pieve B&B
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

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"This is a great location in Siena, close to all the sights. Just a note that there is no elevator, but the front desk man kindly carried my luggage up to the 2nd floor which was great. My only challenge was that the room was very warm (25.3C), and there was no working fan to move air around. I did ask at the front desk, and apparently the system had not been activated, and the AC was not yet running. Therefore I had to have my windows open all night and there was road noise. My friend had a lovely room on the first floor at the back of the building with a garden patio and we enjoyed that. They have an excellent breakfast. I would stay here again but would make sure they had fans or AC in the room."
Lisa 1-night trip
Posted 10 hours ago
Hotel Chiusarelli

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

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

Hedonistic Hiking and Val di Merse 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 Museo del Cristallo di Colle di Val d'Elsa 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.