Cavallari Vacation Rentals

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Check prices for these dates

In two weeks
Jun 19 - Jun 21
In two months
Jul 31 - Aug 2
In three months
Aug 28 - Aug 30
In four months
Sep 25 - Sep 27

Our top choices for Cavallari vacation rentals

Exterior

Casa di Alice

Casa di Alice
Barberino Tavarnelle
8.0 out of 10, Very Good, (1 review)
"Very good "
Canada
richard
The price is P6,530
P7,470 total
includes taxes & fees
Jun 3 - Jun 4
Casa di Alice
Exterior

Villa Montecastello

Villa Montecastello
Monteriggioni
The price is P11,894
P13,299 total
includes taxes & fees
Jun 2 - Jun 3
Villa Montecastello
Seasonal outdoor pool, pool umbrellas, sun loungers

Villa San Filippo

Villa San Filippo
4.0 star property
Barberino Tavarnelle
8.4 out of 10, Very Good, (42 reviews)
"Conveniently situated between Florence and Siena in the heart of the Chianti region with stunning views. Friendly relaxed hosts who provide a substantial breakfast. Beautiful large swimming pool to cool off at the end of the day."
United Kingdom
Andrew
The price is P4,787
P5,697 total
includes taxes & fees
Jul 1 - Jul 2
Villa San Filippo
Premium bedding, down comforters, pillowtop beds, minibar

Tuscasì Aparthotel

Tuscasì Aparthotel
Sovicille
9.2 out of 10, Wonderful, (27 reviews)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is P5,447
P6,925 total
includes taxes & fees
Jul 1 - Jul 2
Tuscasì Aparthotel
Aerial view

Riserva di Fizzano Residence

Riserva di Fizzano Residence
3.0 star property
Castellina in Chianti
9.6 out of 10, Exceptional, (32 reviews)
"Great place to stay in Tuscany! Very nice breakfast also!"
United States
Janet
The price is P14,193
P15,755 total
includes taxes & fees
Jun 10 - Jun 11
Riserva di Fizzano Residence
Aerial view

Villa Curina Resort

Villa Curina Resort
Castelnuovo Berardenga
9.6 out of 10, Exceptional, (65 reviews)
"Pros: 1. Beautiful property with an amazing view. 2. Spacious family suite 3. Comfortable bed 4. Quiet, waking up to birds singing in the morning. Cons: 1. Stink bugs in the suite; once we understood they are common this time of year and easy to capture and release outside, it was ok. 2. Showers are very small. 3. A/C not turned on this time of year; was not offered fans until the last day. 4. Minimal amenities. 5. Few outlets The villa is beautiful, just be prepared for a “rustic”...
United States
Niyo
The price is P9,990
P11,564 total
includes taxes & fees
Jun 21 - Jun 22
Villa Curina Resort
Exterior

Il Pozzo di Sant'Andrea

Il Pozzo di Sant'Andrea
Siena
9.8 out of 10, Exceptional, (16 reviews)
"Great host, lovely place near Siena"
United Kingdom
Prem
The price is P6,923
P7,902 total
includes taxes & fees
Jun 5 - Jun 6
Il Pozzo di Sant'Andrea
Front of property

Antella Residence

Antella Residence
Bagno a Ripoli
8.8 out of 10, Excellent, (6 reviews)
"Appartamento grande e pulito. Comodo. Fornito di ogni confort. La titolare è gentile e disponibile (al checkout però abbiamo provato a chiamarla per consegnare le chiavi ma non ha risposto nessuno è abbiamo dovuto lasciarle sul bancone della reception chiusa). Struttura silenziosa. Un po' di rumore dalla caldaia e dai termosifoni ma niente di insopportabile. La mattina abbiamo sentito un po' di rumori dovuti ad altri ospiti poco civili. Ad ogni modo, è un ottimo posto per alloggiare e girare nei...
Italy
Nunzia
Antella Residence
Property grounds

Ca' Bianca Tuscany Relais

Ca' Bianca Tuscany Relais
Siena
10.0 out of 10, Exceptional, (44 reviews)
"Clean room, amazing staff"
Canada
Talha
The price is P19,788
P22,054 total
includes taxes & fees
Jun 5 - Jun 6
Ca' Bianca Tuscany Relais
Property entrance

Villa il Fedino

Villa il Fedino
San Casciano in Val di Pesa
9.6 out of 10, Exceptional, (100 reviews)
"This is a lovely gem. Includes parking which is hard to find. Family owned and its a truly beautiful place. Breakfast was amazing as well!! Recommend!! "
United States
rose
The price is P17,537
P19,578 total
includes taxes & fees
Jun 2 - Jun 3
Villa il Fedino
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas

Fattoria il Milione Agriturismo

Fattoria il Milione Agriturismo
4.0 star property
Florence
8.4 out of 10, Very Good, (244 reviews)
"The accommodations are rustic, clean and comfortable, and the grounds are beautiful. The on-site restaurant was very good too. Would definitely stay there again."
United States
Antone
The price is P6,455
P8,106 total
includes taxes & fees
Jun 7 - Jun 8
Fattoria il Milione Agriturismo
Tasting room

Il Battistero Siena - Residenza d'Epoca

Il Battistero Siena - Residenza d'Epoca
Siena City Centre
9.6 out of 10, Exceptional, (210 reviews)
"Friendly staff and good location."
Canada
Yongseok
The price is P10,343
P11,664 total
includes taxes & fees
Jun 8 - Jun 9
Il Battistero Siena - Residenza d'Epoca
Spa

2 Cuori e 1 Yurta Glamping in Toscana

2 Cuori e 1 Yurta Glamping in Toscana
Asciano
The price is P18,335
P20,600 total
includes taxes & fees
Jun 2 - Jun 3
2 Cuori e 1 Yurta Glamping in Toscana
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers

Villa di Sotto

Villa di Sotto
Castelnuovo Berardenga
9.4 out of 10, Exceptional, (32 reviews)
"Beautiful villa, very spacious, gorgeous property and great restaurant on the property to have a delicious meal. Staff very welcoming. Close to other main cities, like Siena, for day trips. We loved sitting by the pool, although it wasn’t heated, so too cold to use in April. We did love using the indoor heated pool and hot tub each day. We had a fabulous time and hope to go back someday! "
Canada
Jeremy
The price is P9,943
P10,937 total
includes taxes & fees
Jun 4 - Jun 5
Villa di Sotto
Terrace/patio

Fullino Nero

Fullino Nero
Siena
9.6 out of 10, Exceptional, (52 reviews)
"Great stay! Clean rooms with air conditioning. Beautiful grounds "
United States
Christian
The price is P6,823
P7,793 total
includes taxes & fees
Jun 5 - Jun 6
Fullino Nero
View from room

Chianti Village Morrocco

Chianti Village Morrocco
3.0 star property
Barberino Tavarnelle
8.6 out of 10, Excellent, (113 reviews)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is P6,100
P6,854 total
includes taxes & fees
Jun 7 - Jun 8
Chianti Village Morrocco
Desk, iron/ironing board, free WiFi, bed sheets

Al Mercato B&B

Al Mercato B&B
Siena City Centre
9.0 out of 10, Wonderful, (100 reviews)
"Ideal location close to Santa Maria Novella railway station easy walking distance. On the way a Carrefour. Several restaurants and shops. Short walk to river walks. Apartment spacious, comfortable. You can relax here."
Australia
Gavin
The price is P5,335
P6,787 total
includes taxes & fees
Jun 23 - Jun 24
Al Mercato B&B
Property amenity

hu Firenze Certosa camping in town

hu Firenze Certosa camping in town
Impruneta
8.2 out of 10, Very Good, (72 reviews)
"Good location. The bed and pillows not so good ! "
United States
Sebastian
The price is P3,814
P4,411 total
includes taxes & fees
Jun 4 - Jun 5
hu Firenze Certosa camping in town
Room amenity

Siena Vip

Siena Vip
Siena City Centre
9.2 out of 10, Wonderful, (450 reviews)
"It’s very close to the historical center but feels quiet and like you are separate from it. I loved our stay"
United States
David
The price is P8,478
P9,613 total
includes taxes & fees
Jun 18 - Jun 19
Siena Vip
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

Relais Vignale & Spa

Relais Vignale & Spa

10/10 Excellent
"Beautiful views in the downtown area. The Pizza restaurant across stree is awesome and owner makes his own MELLONCello which is to die for. Get a Francis Espresson Martini at pool bar too."
Edward 2-night trip
Posted 6 hours ago
Relais Vignale & Spa

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 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 an electric kettle. 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 Chianti Sculpture Park. 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.