Casole d'Elsa Holiday Rentals from NZ$100: Search Short-Term Rentals

Q: 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.

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In two weeks

In two months

In three months

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Our top choices for Casole d'Elsa holiday 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!

casole d'elsa siena

Linda T.

includes taxes & fees

9 Oct - 10 Oct

A stone building with a tiled roof, a brick pathway, and a small grassy area.

2. Le Mascie Country House

Casole d'Elsa

Misti

includes taxes & fees

5 Oct - 6 Oct

A swimming pool with lounge chairs and umbrellas, surrounded by a stone wall and greenery.

3. House with pool for 4 pax

Pievescola

Oliver E.

includes taxes & fees

3 Oct - 4 Oct

A rustic stone building with a tiled roof, surrounded by lush greenery and a clear sky.

4. Pettirosso c/o Le Mascie

Sovicille

includes taxes & fees

3 Oct - 4 Oct

A statue in a garden with a pool and lounge chairs.

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

Toscana

includes taxes & fees

3 Oct - 4 Oct

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

Sovicille

includes taxes & fees

28 Oct - 29 Oct

7. Capinera c/o Le Mascie

Sovicille

includes taxes & fees

3 Oct - 4 Oct

8. Apartment in Chianti with pool ID 453

Sovicille

includes taxes & fees

5 Oct - 6 Oct

9. Batticoda c/o Le Mascie

Sovicille

includes taxes & fees

12 Oct - 13 Oct

A stone building with a tiled roof, surrounded by lush greenery and a wooden pergola.

10. Apartment in Chianti With Pool ID 450

Casole d'Elsa

includes taxes & fees

4 Oct - 5 Oct

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

Sovicille

includes taxes & fees

7 Oct - 8 Oct

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

Casole d'Elsa

"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...

Anonymous traveller

includes taxes & fees

2 Nov - 3 Nov

13. Rondine c/o Le Mascie

Sovicille

includes taxes & fees

4 Oct - 5 Oct

14. Cardellino c/o Le Mascie

Sovicille

includes taxes & fees

4 Oct - 5 Oct

15. Apartment in Chianti With Pool ID 3939

Casole d'Elsa

includes taxes & fees

7 Oct - 8 Oct

A glass on a wooden table with a pool and a building in the background.

16. Apartment in Chianti With Pool ID 513

Casole d'Elsa

includes taxes & fees

4 Oct - 5 Oct

A garden with a stone pathway, wooden benches, and various potted plants.

17. Antico Borgo il Cardino

San Gimignano

Craig

includes taxes & fees

13 Oct - 14 Oct

An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

18. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

2 Nov - 3 Nov

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

Sovicille

Sergey

includes taxes & fees

2 Nov - 3 Nov

An interior with stone walls, wooden doors, and a bar area with stools and bottles.

20. Borgo Il Poggiaccio

Sovicille

Louie

includes taxes & fees

4 Oct - 5 Oct

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Top Casole d'Elsa Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

10/10 Excellent

"This was a beautiful hotel! Everything from the room to the amenities to the staff. Most of the amenities are complimentary (sauna, steam room, pool, gym, etc). The staff were very helpful as well. We would absolutely stay here again."

Castiglion del Bosco, A Rosewood Hotel

10/10 Excellent

"Castiglion del Bosco is truly exquisite, the perfect way to experience Tuscany in luxury while still feeling completely surrounded by nature. The property is impeccable, from the beautiful gardens and grounds to the elegant rooms. Everything feels authentically Italian, refined and incredibly well maintained. The service is exceptional and very personalized. The staff genuinely goes out of their way to make you feel welcome. General Manager Nicola Migheli even greeted us personally upon arrival, which was a lovely touch. We also saw him regularly walking the property with his team, and it was clear how hands-on he is with every detail. One thing to know is that getting in and out requires about 40 minutes on a bumpy dirt road. It wasn’t terrible, but worth mentioning if you plan to explore frequently. That said, this is a hotel you don’t need to leave. It’s a beautiful place to slow down, relax and enjoy Tuscany in a truly special setting. We absolutely loved our stay!"

Fattoria di Vegi

10/10 Excellent

"Booked this as a last minute decision to shorten our time in Milan (and fine a place close to Florence on our way to Montepulciano) We only stayed one night, but wish it had been longer. If you are looking for informal luxury, you will find it at this idyllic Tuscan Estate. They are still expanding their amenities to include a gym, tennis court, and Spa (planned for a 2027 open) what they DO offer is a quiet, thoughtful experience. The room was perfection and the restaurant on the property - delicious. There were a few artists there taking advantage of the atelier, or painting on the property. The estate is located an hour’s drive outside of Florence and is well worth the trip if you are looking for a place to relax. We hope to return with more time to enjoy it."

Find out more about Casole d'Elsa

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

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Casole d'Elsa holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Casole d'Elsa holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Casole d'Elsa holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Casole d'Elsa holiday rentals we have selected for you start as low as NZ$100 per night. Entering your travel dates in the search wizard 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 holiday 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 holiday.

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.

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.

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Check prices for these dates

Our top choices for Casole d'Elsa holiday rentals

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

2. Le Mascie Country House

3. House with pool for 4 pax

4. Pettirosso c/o Le Mascie

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

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

7. Capinera c/o Le Mascie

8. Apartment in Chianti with pool ID 453

9. Batticoda c/o Le Mascie

10. Apartment in Chianti With Pool ID 450

11. Apartment in Chianti with pool ID 3939

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

13. Rondine c/o Le Mascie

14. Cardellino c/o Le Mascie

15. Apartment in Chianti With Pool ID 3939

16. Apartment in Chianti With Pool ID 513

17. Antico Borgo il Cardino

18. Palazzo Pacini

19. Tuscasì Aparthotel

20. Borgo Il Poggiaccio

Find holiday rentals that suit your style

Top Casole d'Elsa Hotel Reviews

Castello di Spaltenna- Small Luxury Hotels of the World

Borgo Scopeto Wine & Country Relais

Poderi Arcangelo

Castiglion del Bosco, A Rosewood Hotel

Fattoria di Vegi

Castelfalfi

Hotel Athena

Hotel Casolare Le Terre Rosse

La Certosa di Pontignano

Find out more about Casole d'Elsa

Frequently asked questions

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