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

Casole d'Elsa Vacation Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Casole d'Elsa vacation rentals

A dining area with a table set for four, a large window with an arched ceiling, and a view of the outdoors.

1. La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!

La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
casole d'elsa siena
10.0 out of 10, Exceptional, (43 reviews)
"We stayed in this beautiful clean, fully airconditioned apartment for 12 days, perfect location for trips to the surrounding area like Siena, Florence, Monteriggioni, Volterra & San Gimignano. The apartment is situated in a peaceful Agriturismo with lots of privacy and a great swimming pool. The owners are really hospitable and you feel welcome right away. Highly recommendable."
Netherlands
Linda T.
The price is AED 825
AED 1,358 total
includes taxes & fees
9 Oct - 10 Oct
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
A stone building with a tiled roof, a brick pathway, and a small grassy area.

2. 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
The price is AED 714
AED 794 total
includes taxes & fees
7 Oct - 8 Oct
Le Mascie Country House
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

3. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
"Besser kann man es nicht haben. Den Pool hatten wir gefühlt immer für uns alleine. Die Lage der Unterkunft erlaubt es uns schnell in Siena und San Gimignano zu sein, auch die anderen Sehenswürdigkeiten in der Region waren schnell zu erreichen. In der Unterkunft war es sehr ruhig, ideal um sich zu erholen. Traumhaft schön. Wir kommen gerne wieder. Ciao Oli"
Germany
Oliver E.
The price is AED 589
AED 1,139 total
includes taxes & fees
6 Oct - 7 Oct
House with pool for 4 pax
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

4. Pettirosso c/o Le Mascie

Pettirosso c/o Le Mascie
Sovicille
The price is AED 1,819
AED 1,827 total
includes taxes & fees
6 Oct - 7 Oct
Pettirosso c/o Le Mascie
A statue in a garden with a pool and lounge chairs.

5. Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,

Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
Toscana
The price is AED 947
AED 1,401 total
includes taxes & fees
28 Oct - 29 Oct
Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

6. Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4

Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4
Sovicille
The price is AED 1,364
AED 1,372 total
includes taxes & fees
6 Oct - 7 Oct
Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

7. Capinera c/o Le Mascie

Capinera c/o Le Mascie
Sovicille
The price is AED 1,819
AED 1,827 total
includes taxes & fees
6 Oct - 7 Oct
Capinera c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

8. Apartment in Chianti with pool ID 453

Apartment in Chianti with pool ID 453
Sovicille
The price is AED 1,364
AED 1,372 total
includes taxes & fees
6 Oct - 7 Oct
Apartment in Chianti with pool ID 453
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

9. Batticoda c/o Le Mascie

Batticoda c/o Le Mascie
Sovicille
The price is AED 1,364
AED 1,372 total
includes taxes & fees
12 Oct - 13 Oct
Batticoda c/o Le Mascie
A stone building with a tiled roof, surrounded by lush greenery and a wooden pergola.

10. Apartment in Chianti With Pool ID 450

Apartment in Chianti With Pool ID 450
Casole d'Elsa
The price is AED 1,410
AED 1,559 total
includes taxes & fees
6 Oct - 7 Oct
Apartment in Chianti With Pool ID 450
A stone building with a wooden door, a table with a vase of flowers, and a view of the countryside.

11. Apartment in Chianti with pool ID 3939

Apartment in Chianti with pool ID 3939
Sovicille
The price is AED 1,364
AED 1,372 total
includes taxes & fees
7 Oct - 8 Oct
Apartment in Chianti with pool ID 3939
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

12. Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning

Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
Casole d'Elsa
10.0 out of 10, Exceptional, (1 review)
"Pros: Das Haus ist liebevoll eingerichtet, hat zwei schöne Bäder und eine wunderbare schattige Terrasse, von der man ins Grüne schaut, tagsüber ab und zu die Schafe nebenan und abends die Wildschweine hören kann. Das Haus liegt sehr ruhig in einem abgeschiedenen Weiler. Es sind ausreichend Liegestühle vorhanden, um im Garten zu entspannen. Die Klimaanlage im Haus funktioniert bestens. Besonders hervorzuheben sind die sehr herzlichen und hilfsbereiten Vermieter, die auch in dem kleinen Ort wohnen...
Germany
Anonymous traveler
The price is AED 1,620
AED 1,964 total
includes taxes & fees
12 Oct - 13 Oct
Ocabianca Holiday Home with Private Terrace, Wi-Fi and Air Conditioning
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

13. Rondine c/o Le Mascie

Rondine c/o Le Mascie
Sovicille
The price is AED 909
AED 918 total
includes taxes & fees
6 Oct - 7 Oct
Rondine c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

14. Cardellino c/o Le Mascie

Cardellino c/o Le Mascie
Sovicille
The price is AED 1,364
AED 1,372 total
includes taxes & fees
6 Oct - 7 Oct
Cardellino c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

15. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
The price is AED 1,410
AED 1,559 total
includes taxes & fees
7 Oct - 8 Oct
Apartment in Chianti With Pool ID 3939
A glass on a wooden table with a pool and a building in the background.

16. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
The price is AED 940
AED 1,042 total
includes taxes & fees
6 Oct - 7 Oct
Apartment in Chianti With Pool ID 513
A garden with a stone pathway, wooden benches, and various potted plants.

17. Antico Borgo il Cardino

Antico Borgo il Cardino
San Gimignano
9.4 out of 10, Exceptional, (86 reviews)
"It was perfect for my one night stop before moving on to another location in Toscana."
United States
Craig
The price is AED 513
AED 585 total
includes taxes & fees
13 Oct - 14 Oct
Antico Borgo il Cardino
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

18. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is AED 551
AED 615 total
includes taxes & fees
6 Oct - 7 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.

19. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is AED 229
AED 306 total
includes taxes & fees
2 Nov - 3 Nov
Tuscasì Aparthotel
An interior with stone walls, wooden doors, and a bar area with stools and bottles.

20. 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
The price is AED 426
AED 762 total
includes taxes & fees
14 Oct - 15 Oct
Borgo Il Poggiaccio
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

Castiglion del Bosco, A Rosewood Hotel

Castiglion del Bosco, A Rosewood Hotel

8/10 Good
"Although the property and the staff were great, our room was a bit of a disappointment. Junior Sweet was just a giant room with furniture that was uncomfortable to use. In general the room needs an update. Not exactly what we expected. We unfortunately had a neighbor who opened up the gate outside in between our terrace which should have never happen if it had been locked. He did that because he said my husbands iPad was too loud when in fact, his was too loud and my husband who had headphones on could not hear his show so took them off so he could hear it. Needless to say we avoided our terrace after that. Shout out to Chiara and Samantha who took a desert request seriously and made two of my evenings! Michael and David’s were also wonderful!"
Ellen 5-night trip
Posted 7 hours ago
Castiglion del Bosco, A Rosewood Hotel

Frequently asked questions

Can I find vacation rentals in Casole d'Elsa?

Yes, there are vacation rentals in Casole d'Elsa near Terre di Vini, or you can choose a more secluded option if you want a relaxing stay. Casole d'Elsa is known for its spas.

What's the top vacation rental that Casole d'Elsa has to offer?

Borgo Argiano: Visitors like this Casole d'Elsa vacation home rental. It is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

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

Expedia has 36 vacation 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 larger area.

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

Vacation rentals are private properties you can stay in for a long or short time in Casole d'Elsa. Vacation rentals offer amenities such as kitchens and laundry facilities so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for small groups.