Casole d'Elsa Holiday Rentals from AU$95: 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.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Casole d'Elsa holiday rentals

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

1. Private estate in Tuscany with a pool—5 charming villas at Tenuta Cantona,

Toscana

includes taxes & fees

4 Nov - 5 Nov

A stone building with a gravel courtyard, a red plastic chair, and potted plants.

2. Pettirosso c/o Le Mascie

Sovicille

includes taxes & fees

14 Nov - 15 Nov

A stone house with a sloped roof, surrounded by lush greenery and fields.

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

Monteguidi

includes taxes & fees

4 Nov - 5 Nov

A stone building with a wooden door, a table with a vase of flowers, and a view of the countryside.

4. Apartment in Chianti with pool ID 3939

Sovicille

includes taxes & fees

14 Nov - 15 Nov

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

5. Apartment in Chianti with pool ID 453

Sovicille

includes taxes & fees

14 Nov - 15 Nov

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

Sovicille

includes taxes & fees

14 Nov - 15 Nov

7. Capinera c/o Le Mascie

Sovicille

includes taxes & fees

14 Nov - 15 Nov

A wooden table with a glass on it, overlooking a swimming pool with a building and umbrellas in the background.

8. Rondine c/o Le Mascie

Sovicille

includes taxes & fees

14 Nov - 15 Nov

A stone building with a wooden door and a table with a vase of flowers.

9. Apartment in Chianti With Pool ID 455

Casole d'Elsa

includes taxes & fees

9 Nov - 10 Nov

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

Monteguidi

includes taxes & fees

4 Dec - 5 Dec

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

Monteguidi

includes taxes & fees

4 Dec - 5 Dec

12. Cardellino c/o Le Mascie

Sovicille

includes taxes & fees

30 Nov - 1 Dec

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

Casole d'Elsa

Anonymous traveller

includes taxes & fees

8 Nov - 9 Nov

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

14. Apartment in Chianti With Pool ID 513

Casole d'Elsa

includes taxes & fees

15 Nov - 16 Nov

15. Apartment in Chianti With Pool ID 3939

Casole d'Elsa

includes taxes & fees

15 Nov - 16 Nov

16. Country House a Casole d Elsa ID 451

Casole d'Elsa

includes taxes & fees

8 Nov - 9 Nov

17. Apartment in Chianti With Pool ID 450

Casole d'Elsa

includes taxes & fees

4 Nov - 5 Nov

An open wooden door leading to an outdoor patio with a table and chairs.

18. Palazzo al Torrione 2

San Gimignano City Centre

Angel

includes taxes & fees

8 Nov - 9 Nov

A view through a window of a stone staircase leading to a building with arched windows and a tower, overlooking a hilly landscape.

19. Palazzo Pacini

Colle di Val d'Elsa

John

includes taxes & fees

4 Dec - 5 Dec

View all properties

Find holiday rentals that suit your style

Villas

Apartments

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Casole d'Elsa Hotel Reviews

Palazzo Ravizza

10/10 Excellent

"Beautiful sunset views from The terrace garden. Wonderful Breaksfast! Would stay here again."

Castelfalfi

10/10 Excellent

"Get ready to be impressed if you stay here. Every staff member from our arrival to our departure genuinely greeted us and welcomed us and many remembered our name. They always asked if we needed anything or offered help or suggestions in a genuine “we want to help way”. The concierge before our stay was ultra responsive, during our stay they were always present. You want attention to detail, Castelfalfi has it covered. Drinks are carefully made and delivered. Turn down service straightened the room, put little clothes under anything we had on the bathroom sink or room table, a new bookmark was left next to my book on the nightstand, cords were always wrapped and made to look tidy, I could go on and on. The food in the various restaurants was amazing. The little meat and cheese shop made a tremendous& fresh sandwich sliced up right in front of us on fresh baked bread. The view of sunset from the back deck had many guests out watching for good reason. The spa pool was great and the gym was pretty big. The breakfast buffet had everything you could want. Want fresh honey? There was a station with a honeycomb taken from their property…it drips fresh honey into a tray that empties into a bowl for you. The wine tasting was fun and delicious and worth it. Everything is on site and you will not want to leave the property during your stay or at the end of your trip. Castelfalfi- I hope and pray I return some day, thank you!!"

Il Chiostro del Carmine

10/10 Excellent

"Everything about this place is excellent. We had a wonderful stay and beautiful views of the sunrise! One thing to note is that you do have to take a flight of stairs to your room as there is no elevator. If you have luggage you may want to take this into consideration. We did and it was manageable!"

Hotel Borgo San Luigi

10/10 Excellent

"Borgo San Luis is a luxury destination! The four of us were treated as honored guests of great renown. The grounds were wide, varied, and immaculate. The breakfasts were special events for us foodies, and the swimming pool was refreshing even in October!. Parking was free, secure, and accessible. We easily saw why the Borgo was a destination for the weddings, feasts, and meetings that were taking place at the time of our visit -- but they were never intrusive. The staff were multi-lingual and honestly could not do enough for us. Should you ever desire a dream from which that you did not want to awaken, visit Borgo San Luis."

Hotel Italia

10/10 Excellent

"We stayed at this basic but nice 3-star hotel just one night while visiting Siena. We had a room for 3 for my wife and I and our adult daughter. The hotel was easy walking distance from the train/bus station. It's kind of weird because you enter an indoor shopping area across the street from the station and then go up about 6 banks of escalators to get up the hillside. Then the hotel is just a block away. One of the AC units didn't work but friendly staff helped start the other one. All staff were very friendly and spoke English. Easy walk a few blocks into the old city. Wonderful breakfast!!! We were able to leave our bags for most of the day while we explored the city prior to leaving on the bus again. I would definitely stay again."

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 favourite 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 depend 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 AU$95 per night. Entering your travel dates in the search wizard might find you 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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Casole d'Elsa holiday rentals

1. Private estate in Tuscany with a pool—5 charming villas at Tenuta Cantona,

2. Pettirosso c/o Le Mascie

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

4. Apartment in Chianti with pool ID 3939

5. Apartment in Chianti with pool ID 453

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

7. Capinera c/o Le Mascie

8. Rondine c/o Le Mascie

9. Apartment in Chianti With Pool ID 455

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

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

12. Cardellino c/o Le Mascie

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

14. Apartment in Chianti With Pool ID 513

15. Apartment in Chianti With Pool ID 3939

16. Country House a Casole d Elsa ID 451

17. Apartment in Chianti With Pool ID 450

18. Palazzo al Torrione 2

19. Palazzo Pacini

Find holiday rentals that suit your style

Top Casole d'Elsa Hotel Reviews

Palazzo Ravizza

La Certosa di Pontignano - Place of Charme

Castiglion del Bosco, A Rosewood Hotel

Grand Hotel Continental Siena – Starhotels Collezione

Castelfalfi

Il Chiostro del Carmine

Hotel Borgo San Luigi

Hotel Chiusarelli

Hotel Italia

Find out more about Casole d'Elsa

Frequently asked questions

Go further with the Expedia app