Cavallari Holiday Rentals from AU$81: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Cavallari has to offer?

Borgo Argiano : This holiday home rental outside of Cavallari 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 an electric kettle. You can relax into your holiday with a garden and a library.

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Our top choices for Cavallari holiday rentals

1. Residence Arianna

Sovicille

"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...

Gitte Harrits

includes taxes & fees

1 Sept - 2 Sept

2. Borgo Il Poggiaccio

Sovicille

Dean

includes taxes & fees

8 Sept - 9 Sept

3. Prestigious apartment infinity pool breathtaking view wifi and air conditioning

San Rocco A Pilli

Todd J.

includes taxes & fees

7 Sept - 8 Sept

4. Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

San Rocco A Pilli

Vincent S.

includes taxes & fees

19 Aug - 20 Aug

5. Casa di Campagna in Toscana

Sovicille

Sally

includes taxes & fees

9 Aug - 10 Aug

Premium bedding, down duvets, pillow-top beds, desk

6. Tuscasì Aparthotel

Sovicille

Sergey

includes taxes & fees

22 Aug - 23 Aug

7. Residence Borgo San Lorenzo a Linari

Sovicille

Monica

includes taxes & fees

7 Sept - 8 Sept

8. Il Pozzo di Sant'Andrea

Siena

Prem

includes taxes & fees

1 Sept - 2 Sept

9. CANONICA 43 Luxury villa in the heart of Tuscany

colle di val d'elsa

Ann R.

includes taxes & fees

31 Aug - 1 Sept

Seasonal outdoor pool, open 7:30 AM to 7:30 PM, pool umbrellas

10. Podere Vesta

Asciano

Katerine

includes taxes & fees

30 Aug - 31 Aug

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

11. Borgo al Cerro

Casole d'Elsa

Frida

includes taxes & fees

4 Sept - 5 Sept

12. La Coroncina Lodging

Siena

Hassan

includes taxes & fees

26 Aug - 27 Aug

13. ApartHotel Anghel

Siena

jon

includes taxes & fees

27 Aug - 28 Aug

14. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

Siena

Robyn D.

includes taxes & fees

18 Aug - 19 Aug

15. Piazza Paradiso Accomodation

Siena City Centre

Dawn

includes taxes & fees

18 Aug - 19 Aug

16. Regis Condo

Siena City Centre

Dror

includes taxes & fees

10 Aug - 11 Aug

17. Residenza d'Epoca Palazzo Borghesi

Siena City Centre

Peggy

includes taxes & fees

19 Aug - 20 Aug

18. La Terrazza Sul Campo Rooming House

Siena City Centre

Margaret

includes taxes & fees

26 Aug - 27 Aug

19. PALAZZO DEL PAPA

Siena City Centre

Diane

includes taxes & fees

11 Aug - 12 Aug

Superior Double Room, Ensuite, City View

20. B&B Palazzo del Magnifico

Siena City Centre

Khaled

includes taxes & fees

19 Aug - 20 Aug

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Top Cavallari Hotel Reviews

Radisson Blu Hotel, Florence

10/10 Excellent

"Clean hotel."

Palazzo Ravizza

10/10 Excellent

"Two things that really made our stay at the Palazzo Ravizza exceptional were the charming terrace with a view of the Tuscan countryside, and the included continental breakfast offered in the morning, including plenty of drip coffee! ☕️ Our room was also undeniably European, with a painted ceiling and rustic furniture. The AC was sufficient, considering the daytime high on our visit was 100°. Service from the staff was very helpful, and they even called a taxi for us. The shower was hot with strong water pressure. The architecture of the hotel had some historic charm as well, with leaded glass doors, black and white marble floors, and vaulted ceilings in the public spaces. But that terrace... 😍"

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

10/10 Excellent

"Our family of 18 stayed at the Villa this July (2026) and could not have been more pleased with everything associated with our stay. Jacopo and Beatrice truly are first class hosts. They helped us book 3 vehicles that were dropped off and picked up directly at the Villa which was a great time saver. They also provided a grocery shopping service so that we had drinks and snacks at the villa when we arrived.The meal service was truly fantastic! We opted for the Welcome dinner and the Florentine BBQ, both of which were great. We visited a lot of places while in Italy but the family dinners at sunset were among our favorites.The Villa was beautiful and spacious. The grandkids really enjoyed the open spaces and the pool. The views from the back deck of the surrounding Tuscan countryside were also very special. We even got to see hot air balloons on a few occasions. The relative close proximity to Firenze was also clutch for day trips on high-speed trains. There is a good reason why this Villa won the VRBO Vacation Rental of the Year. You simply cannot go wrong here. I am very thankful for the memories that will last a lifetime and role this villa and the hosts played in making that happen!"

Hotel Chiusarelli

8/10 Good

"Location was great - 5 mins to the bus station and town centre. Staff were friendly and helpful. Room was comfortable. Only issue we faced was with the hairdryer - attached to the wall in the bathroom - it kept cutting out. Luckily one of the team were able to bring a portable one - but was a bit of a pain. Would defo recommend if you are in Siena."

Borgo Scopeto Wine & Country Relais

10/10 Excellent

"We spent a wonderful week at Borgo Scopeto and thoroughly enjoyed every minute. It has everything you'd hope for from a luxury Tuscan retreat: beautiful historic buildings, immaculately kept grounds, and a peaceful atmosphere full of character. The staff were warm, attentive and genuinely welcoming without ever feeling intrusive, and the food was consistently excellent. One of the biggest advantages is its location. Siena is only a short drive away - you can even see the city's campanile while having breakfast - so it was easy to combine days by the pool with exploring one of Tuscany's most beautiful cities (and, inevitably, a bit of shopping to keep our teenage daughter happy). A fantastic place to stay, and one we'd happily recommend."

Villa I Barronci Resort & Spa

10/10 Excellent

"This was a fabulous stay. The property is beautiful, the grounds were fun to walk and the swimming pool was lovely. Breakfast every morning was delicious. Hotel was very quiet during the week but was noticeably busier starting Friday (I think local people come just for the weekend). Our room was spacious and very clean. Bed was very comfortable. There is a bar near the pool that serves drinks in the afternoon and dinner nightly on the terrace. The nearby town was so cute and had a coop as well as numerous delicious restaurants (I recommend Nonno’s for a rustic, authentic dinner, La Carboneira for pizzas and I Pini for gelato. I would stay here again and highly recommend!"

Find out more about Cavallari

Everything you need to know about Cavallari 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 Cavallari 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 Cavallari holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search.

Cavallari holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Cavallari. 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 Cavallari 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 Cavallari holiday rentals we have selected for you start as low as AU$81 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Cavallari rentals

At Expedia, we put the best Cavallari 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 Cavallari 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 Cavallari 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 Cavallari. 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 Cavallari?

Yes, there are holiday rentals close to the most popular sights in Cavallari, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Cavallari has to offer?

Borgo Argiano: This holiday home rental outside of Cavallari 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 an electric kettle. You can relax into your holiday with a garden and a library.

How many holiday rentals will I find in Cavallari?

Choose from 3 Expedia holiday rentals in Cavallari for a memorable holiday.

What’s there to see and do in Cavallari?

While exploring the area, visit family-friendly sights like Borgo di Vescine - Tenute di Castelvecchi, or get outside and enjoy nature at Alta Val d'Elsa River Park. In the wider area, you’ll find Archaeological Museum of Chianti and Il Molino di Grace Winery.

What’s a holiday rental in Cavallari like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Cavallari. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from public hotel lifts and busy front desks while still allowing you the experience of travel. You'll also get more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for families.

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Check prices for these dates

Our top choices for Cavallari holiday rentals

1. Residence Arianna

2. Borgo Il Poggiaccio

3. Prestigious apartment infinity pool breathtaking view wifi and air conditioning

4. Chic Tuscan apartment pool spectacular view modern comfort wifi air conditioning

5. Casa di Campagna in Toscana

6. Tuscasì Aparthotel

7. Residence Borgo San Lorenzo a Linari

8. Il Pozzo di Sant'Andrea

9. CANONICA 43 Luxury villa in the heart of Tuscany

10. Podere Vesta

11. Borgo al Cerro

12. La Coroncina Lodging

13. ApartHotel Anghel

14. La Senesina, Monteriggioni, Siena. In the best countryside of Tuscany !

15. Piazza Paradiso Accomodation

16. Regis Condo

17. Residenza d'Epoca Palazzo Borghesi

18. La Terrazza Sul Campo Rooming House

19. PALAZZO DEL PAPA

20. B&B Palazzo del Magnifico

Find holiday rentals that suit your style

Top Cavallari Hotel Reviews

Radisson Blu Hotel, Florence

Palazzo Ravizza

Hotel Athena

"Villa Torre in Chianti" Vrbo Vacation Rental of the Year 2026- 8 bedrooms A/C

Hotel Chiusarelli

Borgo Scopeto Wine & Country Relais

Castello di Spaltenna- Small Luxury Hotels of the World

La Certosa di Pontignano

Villa I Barronci Resort & Spa

Find out more about Cavallari

Frequently asked questions

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