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

Our top choices for Casole d'Elsa vacation 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
$175 nightly
The price is $195
Oct 11 - Oct 12
Total with taxes and fees
Le Mascie Country House
A dining area with a table set for four, a large window with an arched ceiling, and a view of the outdoors.

2. 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.
La Casetta, Casole d'Elsa, Siena. Join the real Tuscany countryside!
A statue in a garden with a pool and lounge chairs.

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

Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
Toscana
$378 nightly
The price is $380
Oct 28 - Oct 29
Total with taxes and fees
Tuscan Private Estate with Pool - 5 Charming Villas at Tenuta Cantona,
Two metal-framed chairs with a view of a natural landscape.

4. Apartment 'Timignano in Agriturismo' with Mountain View, Pool among the Hills

Apartment 'Timignano in Agriturismo' with Mountain View, Pool among the Hills
Monteguidi
$336 nightly
The price is $338
Oct 13 - Oct 14
Total with taxes and fees
Apartment 'Timignano in Agriturismo' with Mountain View, Pool among the Hills
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

5. Pettirosso c/o Le Mascie

Pettirosso c/o Le Mascie
Sovicille
$493 nightly
The price is $495
Oct 20 - Oct 21
Total with taxes and fees
Pettirosso c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

6. Rondine c/o Le Mascie

Rondine c/o Le Mascie
Sovicille
$246 nightly
The price is $249
Oct 13 - Oct 14
Total with taxes and fees
Rondine c/o Le Mascie
A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

7. House with pool for 4 pax

House with pool for 4 pax
Pievescola
9.4 out of 10, Exceptional, (3 reviews)
$307 nightly
The price is $309
Oct 10 - Oct 11
Total with taxes and fees
House with pool for 4 pax
A glass on a wooden table with a pool and a building in the background.

8. Apartment in Chianti With Pool ID 513

Apartment in Chianti With Pool ID 513
Casole d'Elsa
$300 nightly
The price is $332
Oct 13 - Oct 14
Total with taxes and fees
Apartment in Chianti With Pool ID 513
A stone building with a wooden door, a table with a vase of flowers, and a view of the countryside.

9. Apartment in Chianti with pool ID 3939

Apartment in Chianti with pool ID 3939
Sovicille
$370 nightly
The price is $372
Oct 20 - Oct 21
Total with taxes and fees
Apartment in Chianti with pool ID 3939
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

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

Merlo c/o Le Mascie - Two Bedroom Cottage, Sleeps 4
Sovicille
$370 nightly
The price is $372
Oct 20 - Oct 21
Total with taxes and fees
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.

11. Apartment in Chianti with pool ID 453

Apartment in Chianti with pool ID 453
Sovicille
$370 nightly
The price is $372
Oct 13 - Oct 14
Total with taxes and fees
Apartment in Chianti with pool ID 453
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

12. Batticoda c/o Le Mascie

Batticoda c/o Le Mascie
Sovicille
$370 nightly
The price is $372
Oct 13 - Oct 14
Total with taxes and fees
Batticoda c/o Le Mascie
A two-story house with a stone foundation, wooden shutters, and a covered porch with outdoor furniture.

13. 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
$521 nightly
The price is $532
Oct 13 - Oct 14
Total with taxes and fees
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.

14. Capinera c/o Le Mascie

Capinera c/o Le Mascie
Sovicille
$493 nightly
The price is $495
Oct 20 - Oct 21
Total with taxes and fees
Capinera c/o Le Mascie
A garden with a stone wall, a wooden gate, and various plants.

15. Apartment 'Nascondiglio -Agriturismo Timignano' with Mountain View, Shared Pool

Apartment 'Nascondiglio -Agriturismo Timignano' with Mountain View, Shared Pool
Monteguidi
$309 nightly
The price is $311
Oct 14 - Oct 15
Total with taxes and fees
Apartment 'Nascondiglio -Agriturismo Timignano' with Mountain View, Shared Pool
A clear pool with a stone edge and a concrete ledge.

16. Eco House 'Agriturismo Timignano' with Mountain View, Pool and Privacy

Eco House 'Agriturismo Timignano' with Mountain View, Pool and Privacy
Monteguidi
$358 nightly
The price is $361
Oct 20 - Oct 21
Total with taxes and fees
Eco House 'Agriturismo Timignano' with Mountain View, Pool and Privacy
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

17. Cardellino c/o Le Mascie

Cardellino c/o Le Mascie
Sovicille
$370 nightly
The price is $372
Oct 13 - Oct 14
Total with taxes and fees
Cardellino c/o Le Mascie
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

18. Apartment in Chianti With Pool ID 3939

Apartment in Chianti With Pool ID 3939
Casole d'Elsa
$450 nightly
The price is $497
Oct 20 - Oct 21
Total with taxes and fees
Apartment in Chianti With Pool ID 3939
A stone building with a tiled roof, surrounded by lush greenery and a wooden pergola.

19. Apartment in Chianti With Pool ID 450

Apartment in Chianti With Pool ID 450
Casole d'Elsa
$450 nightly
The price is $497
Oct 13 - Oct 14
Total with taxes and fees
Apartment in Chianti With Pool ID 450
A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

20. Apartment in Chianti With Pool ID 452

Apartment in Chianti With Pool ID 452
Casole d'Elsa
$450 nightly
The price is $497
Oct 13 - Oct 14
Total with taxes and fees
Apartment in Chianti With Pool ID 452
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

Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"LOVE LOVE LOVE This was the highlight of our 2.5 week Toscana trip!! You won't regret booking. The space is stunning and newly opened and staff are welcoming and wonderful!"
Lauren 1-night trip
Posted 2 days ago
Fattoria di Vegi

Find out more about Casole d'Elsa

Everything you need to know about Casole d'Elsa vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Casole d'Elsa vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Casole d'Elsa vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Casole d'Elsa vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Casole d'Elsa. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Casole d'Elsa in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $54 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Casole d'Elsa rentals

At Expedia, we put the best Casole d'Elsa vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Casole d'Elsa rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Casole d'Elsa vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Casole d'Elsa. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.