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Cavallari Holiday Rentals

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Check prices for these dates

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

Our top choices for Cavallari holiday rentals

A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

1. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (41 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is HK$1,419
HK$1,578 total
includes taxes & fees
6 Oct - 7 Oct
Riserva di Fizzano Residence
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

2. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (80 reviews)
"Amazing property and room, only issue is it’s very understaffed so it’s hard to get anything without chasing down workers. They also don’t stay on the property so after like 11pm you’re on your own. Besides that it was a wonderful location and very peaceful."
United States
Gage
The price is HK$2,139
HK$2,388 total
includes taxes & fees
16 Oct - 17 Oct
Terre di Baccio
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

3. Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Val d'Elsa
8.6 out of 10, Excellent, (53 reviews)
"This place was beautiful, quiet like a picture you’d see in the movies"
Canada
Nadia
The price is HK$591
HK$703 total
includes taxes & fees
26 Oct - 27 Oct
Villa San Filippo
A table with breakfast items and a view of rolling hills.

4. Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Tavarnelle Val di Pesa
8.6 out of 10, Excellent, (121 reviews)
"It’s seen its best day a while ago. Basic necessities for an overnight, but I wouldn’t choose it again."
United States
Winonah
The price is HK$587
HK$663 total
includes taxes & fees
6 Oct - 7 Oct
Chianti Village Morrocco
A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

5. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Beautiful view, very clean and everything in great condition. Friendly service. We will definitely stay again."
United States
Frank
The price is HK$687
HK$790 total
includes taxes & fees
13 Oct - 14 Oct
Mariani Bed & Breakfast
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

6. Residenzia del Sogno

Residenzia del Sogno
Castellina in Chianti
9.6 out of 10, Exceptional, (15 reviews)
"Beautiful and authentic place, lovely couple running the place that care about you and your stay. "
Canada
Katherine
The price is HK$992
HK$1,126 total
includes taxes & fees
6 Oct - 7 Oct
Residenzia del Sogno
A dining area with a table set for two, featuring a view of greenery through a window.

7. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (39 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is HK$1,335
HK$1,504 total
includes taxes & fees
6 Oct - 7 Oct
La Locanda di Pietracupa
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

8. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (102 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is HK$1,178
HK$1,313 total
includes taxes & fees
6 Oct - 7 Oct
Palazzo Pacini
A stone building with a garden in front.

9. Borgo Argenina

Borgo Argenina
Gaiole in Chianti
9.8 out of 10, Exceptional, (27 reviews)
"What an amazing place. We enjoyed it so much."
United States
Tatevik
The price is HK$2,250
HK$2,546 total
includes taxes & fees
7 Oct - 8 Oct
Borgo Argenina
A rectangular swimming pool with a clear blue water surface, surrounded by a brick patio. There are several lounge chairs and umbrellas around the pool area.

10. Villa Rosa Panzano

Villa Rosa Panzano
Greve in Chianti
8.2 out of 10, Very good, (56 reviews)
"A lovely rural B&B with very kind staff."
Canada
Allison
The price is HK$964
HK$1,095 total
includes taxes & fees
6 Oct - 7 Oct
Villa Rosa Panzano
A stone building with a yellow sign reading "b&b erioico".

11. L' Eroico

L' Eroico
Gaiole in Chianti
10.0 out of 10, Exceptional, (15 reviews)
"Monica is a very gracious host. We very much enjoyed our stay. The village is also very quaint and within walking distance. We appreciate the hospitality and highly recommend staying here if you’re coming to the area."
United States
Angela
The price is HK$1,017
HK$1,190 total
includes taxes & fees
2 Nov - 3 Nov
L' Eroico
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

12. Casa Vacanze Squarcialupi

Casa Vacanze Squarcialupi
Castellina in Chianti
9.0 out of 10, Wonderful, (4 reviews)
"Staff was very helpful. Was a bit bummed the pool was closed as that was part of the reason for choosing the hotel. "
United States
Jeffrey
The price is HK$923
HK$1,068 total
includes taxes & fees
4 Nov - 5 Nov
Casa Vacanze Squarcialupi
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

13. Antica Pieve B&B

Antica Pieve B&B
Tavarnelle Val di Pesa
9.4 out of 10, Exceptional, (15 reviews)
"Very nice stay here! Great breakfast and coffee every morning. Great location to tour around to different wineries and towns. Free parking. "
Canada
Jessica
The price is HK$1,004
HK$1,316 total
includes taxes & fees
8 Oct - 9 Oct
Antica Pieve B&B
A villa with a swimming pool, outdoor seating, and a tennis court.

14. Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (80 reviews)
"Beautiful resort in the hills, lovely and charming room, incredibly spacious."
United States
Deanna
The price is HK$1,003
HK$1,139 total
includes taxes & fees
11 Oct - 12 Oct
Villa Curina Resort
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

15. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (40 reviews)
"Great spot"
Canada
Philippe
The price is HK$1,321
HK$1,453 total
includes taxes & fees
12 Oct - 13 Oct
Villa di Sotto
An outdoor swimming pool with a wooden pergola, lounge chairs, and a stone wall backdrop.

16. Guild Living Siena Senior Resort & Residence

Guild Living Siena Senior Resort & Residence
Scacciapensieri
8.8 out of 10, Excellent, (52 reviews)
"Amazing! Thank you!"
United Kingdom
Lucy
The price is HK$915
HK$1,042 total
includes taxes & fees
1 Nov - 2 Nov
Guild Living Siena Senior Resort & Residence
A reception desk with the word "SPORTLAND" prominently displayed.

17. Sportland

Sportland
Colle di Val d'Elsa
7.2 out of 10, Good, (5 reviews)
"Struttura essenziale ed economica "
Italy
Giorgio
The price is HK$351
HK$404 total
includes taxes & fees
6 Oct - 7 Oct
Sportland
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.

18. Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (31 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is HK$490
HK$654 total
includes taxes & fees
2 Nov - 3 Nov
Tuscasì Aparthotel
A rustic stone building with a courtyard.

19. Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (56 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is HK$839
HK$958 total
includes taxes & fees
7 Oct - 8 Oct
Fullino Nero
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

20. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (349 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is HK$593
HK$687 total
includes taxes & fees
12 Oct - 13 Oct
ApartHotel Anghel
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

Radisson Blu Hotel, Florence

Radisson Blu Hotel, Florence

10/10 Excellent
"Staff, shuttle, breakfast and bar were great. Cleanliness needs attention. Dusty lamps in rooms and flies in lobby."
michelle 4-night trip
Posted 7 hours ago
Radisson Blu Hotel, Florence

Find out more about Cavallari

Search for holiday rentals in Cavallari on Expedia! You can easily find your home rentals, villas, holiday apartments in Cavallari using one of the methods below:

  • View our selection of featured holiday rentals in Cavallari
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  • Enter your travel dates to view the best deals on holiday rentals in Cavallari while they last

Look no further and take a look at our great range of rental properties in Cavallari!

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 kitchenware. 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 Arno River. In the wider area, you’ll find City Hall Castellina In 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.