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Cavallari Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Cavallari vacation rentals

A kitchen with wooden cabinets, a glass display case, and a dining area with a table and chairs.

1. Mariani Bed & Breakfast

Mariani Bed & Breakfast
Castellina in Chianti
9.8 out of 10, Exceptional, (18 reviews)
"Very nice and quiet neighbourhood. Close to city centre. The host is very kind."
Japan
Chie
The price is ₩120,586
₩138,851 total
includes taxes & fees
Oct 8 - Oct 9
Mariani Bed & Breakfast
A pool area with lounge chairs and umbrellas, surrounded by greenery and a stone building.

2. 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 ₩174,175
₩197,803 total
includes taxes & fees
Oct 8 - Oct 9
Residenzia del Sogno
A stone building with a courtyard, a swimming pool, and vineyard fields in the background.

3. Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is ₩273,222
₩303,647 total
includes taxes & fees
Sep 29 - Sep 30
Riserva di Fizzano Residence
A balcony with a table, chairs, and a bottle of wine, overlooking a vineyard and distant hills.

4. 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 ₩180,877
₩208,273 total
includes taxes & fees
Oct 18 - Oct 19
Casa Vacanze Squarcialupi
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.

5. 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 ₩171,821
₩195,305 total
includes taxes & fees
Oct 4 - Oct 5
Villa Rosa Panzano
A restaurant with hanging baskets of greenery, wicker furniture, and a view of the outdoors.

6. Terre di Baccio

Terre di Baccio
Greve in Chianti
9.8 out of 10, Exceptional, (79 reviews)
"The stay was great, and the staff were wonderful. "
United States
SYDNEY
The price is ₩412,374
₩459,912 total
includes taxes & fees
Sep 25 - Sep 26
Terre di Baccio
A table with breakfast items and a view of rolling hills.

7. 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 ₩99,476
₩112,527 total
includes taxes & fees
Oct 14 - Oct 15
Chianti Village Morrocco
A dining area with a table set for two, featuring a view of greenery through a window.

8. La Locanda di Pietracupa

La Locanda di Pietracupa
Tavarnelle Val di Pesa
9.6 out of 10, Exceptional, (38 reviews)
"Great place, wonderful restaurant"
Germany
Isabell
The price is ₩234,472
₩264,126 total
includes taxes & fees
Oct 19 - Oct 20
La Locanda di Pietracupa
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 ₩235,812
₩271,805 total
includes taxes & fees
Sep 28 - Sep 29
Borgo Argenina
A balcony with a view of rolling hills, a table with a book and a bottle, and a chair.

10. 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 ₩138,059
₩161,173 total
includes taxes & fees
Oct 18 - Oct 19
Villa San Filippo
A pool area with two rectangular pools, surrounded by lounge chairs and umbrellas, set against a backdrop of vineyards and tall cypress trees.

11. Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (39 reviews)
"Great spot"
Canada
Philippe
The price is ₩216,208
₩300,830 total
includes taxes & fees
Oct 1 - Oct 2
Villa di Sotto
An arched brick corridor with gravel flooring, potted plants, and a gate leading to a garden area.

12. Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (46 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is ₩389,034
₩434,238 total
includes taxes & fees
Sep 24 - Sep 25
Ca' Bianca Tuscany Relais
An outdoor dining area with tables and chairs, candles, and a view of palm trees and greenery.

13. Palazzo Pacini

Palazzo Pacini
Colle di Val d'Elsa
9.8 out of 10, Exceptional, (101 reviews)
"We love this beautiful exquisitely appointed hotel in a town with unexpected treasures and great food "
United Kingdom
John
The price is ₩210,001
₩234,151 total
includes taxes & fees
Oct 1 - Oct 2
Palazzo Pacini
An arched entrance with a lantern above, flanked by two potted plants.

14. Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (105 reviews)
"Tha parking was easy on the property. It was within walking distance to the villages with shops, restaurants and cafes. The best part was the staff. The owners were incredibly helpful, friendly and made you feel like family. Breakfast outside was lovely overlooking the hills of Tuscany. We met many people and had lovely conversations with other travelers during breakfast. A gem in Tuscany."
United States
Lori
The price is ₩325,201
₩363,927 total
includes taxes & fees
Oct 18 - Oct 19
Villa il Fedino
A villa with a swimming pool, outdoor seating, and a tennis court.

15. 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 ₩236,793
₩266,772 total
includes taxes & fees
Sep 24 - Sep 25
Villa Curina Resort
A modern lobby with white leather sofas, a glass coffee table, and potted plants.

16. ApartHotel Anghel

ApartHotel Anghel
Siena
8.4 out of 10, Very good, (347 reviews)
"Humming noise in the room. Slow internet. Fine bed. Good location."
Netherlands
Lauro
The price is ₩138,229
₩158,258 total
includes taxes & fees
Sep 27 - Sep 28
ApartHotel Anghel
An outdoor dining area with tables and chairs, covered by umbrellas, overlooking a scenic landscape.

17. B&B La Fonte del Machiavelli

B&B La Fonte del Machiavelli
San Casciano in Val di Pesa
9.2 out of 10, Wonderful, (84 reviews)
"Very pretty B&B! The rooms are super cozy and feels welcoming! The scenery around is just amazing! The pool was very refreshing and the host very nice! The trail to reach the B&B is narrow make sure you have a small car ;)"
Canada
Alexia
The price is ₩160,781
₩183,065 total
includes taxes & fees
Oct 7 - Oct 8
B&B La Fonte del Machiavelli
An aerial view of a hotel with a swimming pool, outdoor seating area, and well-maintained gardens.

18. 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 ₩169,242
₩223,402 total
includes taxes & fees
Oct 21 - Oct 22
Antica Pieve B&B
A bakery display with pastries and a coffee station.

19. B&B Il Corso

B&B Il Corso
Siena City Centre
9.8 out of 10, Exceptional, (208 reviews)
"We enjoyed our stay very much. Staff was very friendly and offered great advise on places to eat. The rooms had great charm to them. We were delighted with our selection of where to stay."
United States
Enrique
The price is ₩159,428
₩181,670 total
includes taxes & fees
Sep 30 - Oct 1
B&B Il Corso
A spacious indoor area with arched windows, wooden furniture, and hanging plants.

20. Relais Villa Olmo

Relais Villa Olmo
Impruneta
9.4 out of 10, Exceptional, (266 reviews)
"Very friendly and clean."
United States
Mohamed
The price is ₩230,764
₩258,495 total
includes taxes & fees
Oct 19 - Oct 20
Relais Villa Olmo
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

Hotel Chiusarelli

Hotel Chiusarelli

8/10 Good
"This hotel is well maintained and delicious breakfast. Great location to walk to everything in Siena"
Christian 2-night trip
Posted 18 hours ago
Hotel Chiusarelli

Find out more about Cavallari

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

  • View our selection of featured Vacation rentals in Cavallari
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  • Enter your travel dates to view the best deals on Vacation 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 vacation rentals in Cavallari?

Yes, we give you a choice of vacation rentals close to popular points of interest in Cavallari, or you can select a more secluded option if you're looking for relaxation.

What's the top vacation rental that Cavallari has to offer?

Borgo Argiano: This vacation home rental near Cavallari is located on a river and has a balcony, a terrace, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and kitchenware. You can relax into your vacation with a garden and a library.

How many vacation rentals will I find in Cavallari?

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

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 larger area, you’ll find City Hall Castellina In Chianti and Il Molino di Grace Winery.

What’s a vacation rental in Cavallari like?

A vacation rental is a private property you can stay in for a few weeks or just a few days in Cavallari. Vacation rentals offer amenities like kitchens and laundry facilities so you'll have all the comforts of home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy reception areas while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.