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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Cavallari villas

Pool

1. Villa 'La Petrosa' with Private Pool, Private Garden and Balcony

Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Radda in Chianti
10.0 out of 10, Exceptional, (2 reviews)
"A dream property come true. Breathtaking views, most accommodating hosts, Perfect Tuscan location."
United States
Amber M.
The price is €1,017
includes taxes & fees
17 Sept - 18 Sept
Villa 'La Petrosa' with Private Pool, Private Garden and Balcony
Property grounds

2. Rooster House, cooking classes and opera

Rooster House, cooking classes and opera
Toscana
The price is €135
includes taxes & fees
26 Aug - 27 Aug
Rooster House, cooking classes and opera
Villa, Air conditioning, Courtyard View | Exterior

3. Villa Montecastello

Villa Montecastello
Monteriggioni
8.0 out of 10, Very good, (3 reviews)
"Amazing stay! Teh apartment is HUGE and GORGEOUS. The whole villa is amazing. The view , unbeatable. The host , super warm. Highly recommend!"
United States
Alvaro
The price is €185
includes taxes & fees
26 Aug - 27 Aug
Villa Montecastello
Exterior

4. Villa Il Signorino

Villa Il Signorino
GREVE IN CHIANTI
9.4 out of 10, Exceptional, (3 reviews)
"Nice place 👌 "
United States
Avi A.
The price is €442
includes taxes & fees
1 Sept - 2 Sept
Villa Il Signorino
Property grounds

5. "Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi

"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Gaiole in Chianti
10.0 out of 10, Exceptional, (9 reviews)
"Best view in TuscanyIt was all new on the inside and very rustic exterior Beautiful villa!!!Great Host "
United States
Bernard K.
The price is €1,104
includes taxes & fees
26 Aug - 27 Aug
"Villa Erbolino" with Private Garden, Outdoor Stone Tub, and Wi-Fi
Property grounds

6. VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30

VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Siena
The price is €4,842
includes taxes & fees
26 Aug - 27 Aug
VILLA ASCARA - Fifteen Bedroom Villa, Sleeps 30
Outdoor dining

7. Luxury Villa in the Florentine hills

Luxury Villa in the Florentine hills
Florence
9.8 out of 10, Exceptional, (149 reviews)
"This was everything that it promised! The property is amazing. David was a great host and having his sister right next door was a godsend. She was very helpful with tips of places to go and ideas of how to get there. She even helped us order a taxi one morning. We had a fantastic time! It is definitely worth the visit!"
United States
Dawn L.
The price is €337
includes taxes & fees
29 Aug - 30 Aug
Luxury Villa in the Florentine hills
Outdoor dining

8. Villa Bellavista - Homelike Villas

Villa Bellavista - Homelike Villas
Montegonzi
Villa Bellavista - Homelike Villas
Outdoor dining

9. Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~

Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Impruneta
10.0 out of 10, Exceptional, (3 reviews)
"Super quaint, beatiful, designed, comfortable, not lacking anything house and location. Very informative and accessable host. Listen to the instructions on how to go to Firenze. No need to take your car tyere!"
United States
Maria H.
The price is €354
includes taxes & fees
28 Aug - 29 Aug
Firenze‼️~Integer VILLA in hillside 7 places & 4 bathrooms~
Property grounds

10. Villa Capannina with Private Pool, Wi-Fi and Air Conditioning

Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Vico dʼArbia
10.0 out of 10, Exceptional, (1 review)
"Lovely house in the Montechiaro property, very close to Siena, but far enough to enjoy the night sky in Tuscany. Communication was great."
United States
Marina O.
The price is €1,290
includes taxes & fees
26 Aug - 27 Aug
Villa Capannina with Private Pool, Wi-Fi and Air Conditioning
Terrace/patio

11. Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany

Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Certaldo - Firenze
2.0 out of 10, (1 review)
"House is very nice and clean , but not equipped for rental, kitchen is poorly equipped, towels are like napkins , no toilet paper, no soap , nothing "
United States
Kelly C.
The price is €594
includes taxes & fees
26 Aug - 27 Aug
Villa in the Heart of Chianti — Peace, Views, and Authentic Tuscany
Interior

12. My Exclusive Italy - Classic Suite in a Luxury Wine Estate

My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Rignano sull'Arno
The price is €432
includes taxes & fees
14 Sept - 15 Sept
My Exclusive Italy - Classic Suite in a Luxury Wine Estate
Exterior

13. Villa Torre Among the Hills of Siena

Villa Torre Among the Hills of Siena
Vico dʼArbia
The price is €1,765
includes taxes & fees
30 Aug - 31 Aug
Villa Torre Among the Hills of Siena
Room

14. My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate

My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Rignano sull'Arno
The price is €532
includes taxes & fees
14 Sept - 15 Sept
My Exclusive Italy - Exclusive Suite with view in a Luxury Wine Estate
Outdoor dining

15. Villa with Pool - Two Bedrooms

Villa with Pool - Two Bedrooms
Rignano sull'Arno (Florence)
The price is €251
includes taxes & fees
20 Sept - 21 Sept
Villa with Pool - Two Bedrooms
Outdoor dining

16. Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi

Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Gaiole in Chianti
8.0 out of 10, Very good, (1 review)
"Pros: La casa è sita in una posizione super tranquilla in mezzo al verde e alla natura. Tutto è curato alla perfezione. Nota di merito per il verde e i fiori e per la gentilezza dei proprietari. Cons: La posizione che è un pregio per qualcuno per altri potrebbe non esserlo. In effetti per arrivare al podere ci sono 2 km di strada bianca molto stretta. Una volta arrivati si è però ripagati ampiamente del piccolo disagio!"
Italy
Anonymous traveller
The price is €1,146
includes taxes & fees
30 Aug - 31 Aug
Villa 'Agriturismo Podere Terrena' with Mountain View, Private Pool and Wi-Fi
Exterior

17. Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi

Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Reggello
The price is €725
includes taxes & fees
26 Aug - 27 Aug
Villa 'Cascina Gretaio' with Mountain View, Private Pool and Wi-Fi
Exterior

18. Villa Milani with Shared Pool, Private Terrace & Wi-Fi

Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Montespertoli
10.0 out of 10, Exceptional, (1 review)
"The Villa was charming and absolutely bursting with character. We loved exploring the house and the grounds! It was quiet and relaxing, but still only a short drive from Florence, Sienna, San Gimignano and other favorite towns of Tuscany. A memorable stay in an absolutely unique villa!"
United States
Scott M.
The price is €2,162
includes taxes & fees
1 Sept - 2 Sept
Villa Milani with Shared Pool, Private Terrace & Wi-Fi
Exterior

19. Villa "Arnilù" with Private Pool & Wi-Fi

Villa "Arnilù" with Private Pool & Wi-Fi
San Gimignano
The price is €5,310
includes taxes & fees
26 Aug - 27 Aug
Villa "Arnilù" with Private Pool & Wi-Fi
Outdoor dining

20. Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi

Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
Mercatale Val Di Pesa
The price is €1,387
includes taxes & fees
29 Aug - 30 Aug
Villa 'Molino' with Private Pool, Private Terrace and Wi-Fi
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 Cavallari Hotel Reviews

Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"This is a beautiful place to stay. The pool is wonderful and the breakfast is delicious. The views are outstanding. The only thing I would suggest for our 4 person room is to put a second mirror in the room, outside of the bathroom. That would have made a big difference to 4 people sharing a bathroom."
Lisa 3-night trip
Posted 5 hours ago
Poderi Arcangelo

Find out more about Cavallari

Cavallari Villas information

Number of reviews
173
Accommodation
1434 Villas
Lowest Price
€135
Highest Price
€5,310

Frequently asked questions

How much do villas in Cavallari cost?
You'll pay between €135 and €5,310 per night for a villa in Cavallari. No matter your budget, a fantastic escape is just clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many villas are there in Cavallari?
Cavallari has 1434 villas to select from. Find a place that's right for you quickly and easily by selecting the "Villa" checkbox under the "Property type" tab in our handy filter tool.
Why book your villa in Cavallari with Expedia?
Booking a villa in Cavallari is as easy as working out your travel dates and selecting an option that checks your boxes. Searching for something luxurious or affordable, or a stay that also offers free WiFi? Use Expedia's search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Cavallari?
A fantastic way to get cheap villas in Cavallari is with Expedia's handy filter tool. Tailor your search results by amenities, star rating and budget to nab awesome bargains in just a couple of clicks.

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