Cavallari Vacation Rentals

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Check prices for these dates

In two weeks
Dec 19 - Dec 21
In two months
Jan 30 - Feb 1
In three months
Feb 27 - Mar 1
In four months
Mar 27 - Mar 29

Vacation Rentals in Cavallari

View from room
Tuscasì Aparthotel

Aparthotel in Sovicille

9.0 out of 10, Wonderful, (24)
"Newly built property featuring large modern accommodation. Safe and easy parking on property, excellent breakfast. "
United States
Sergey
The price is P3,415
P3,960 total
includes taxes & fees
Dec 3 - Dec 4
Tuscasì Aparthotel
Seasonal outdoor pool, open 9:00 AM to 8:00 PM, pool umbrellas
Fattoria il Milione Agriturismo

Residence in Florence

4.0 star property
8.2 out of 10, Very Good, (226)
"Nice property, comfortable beds, awesome on site restaurant, good breakfast however room a little run down, broken shower tap and no AC work. "
Australia
Robert
The price is P3,468
P4,767 total
includes taxes & fees
Dec 12 - Dec 13
Fattoria il Milione Agriturismo
32-inch Smart TV with digital channels, TV, streaming services
B&B Il Corso

Townhouse in Siena City Centre

9.8 out of 10, Exceptional, (190)
"Safe, clean, close to all attractions"
Canada
Carlo
B&B Il Corso
Seasonal outdoor pool, open 8:00 AM to 8:00 PM, sun loungers
Lebbiano Residence Bio Resort

Residence in Scandicci

3.0 star property
9.4 out of 10, Exceptional, (23)
"Vicino a Firenze e quindi alle principali via di scambi, ma in una tranquillità disarmante. Il silenzio è parte integrante della struttura, ma sia chiaro assolutamente positivo. La struttura è ubicata in una zona veramente bella e le stanze sono confortevoli, comode e con la possibilità di cucinare. Infine fatevi coccolare dalla colazione servita in compagnia di uno stupendo gattone rosso e dalla bella Camilla. ;-)"
Italy
Matteo
The price is P6,059
P8,365 total
includes taxes & fees
Dec 20 - Dec 21
Lebbiano Residence Bio Resort
Birthday party area
Siena Vip

Townhouse in Siena City Centre

9.2 out of 10, Wonderful, (419)
"A great location!"
Canada
Cheryl
Siena Vip
Terrace/patio
Casa di Campagna in Toscana

Townhouse in Sovicille

9.4 out of 10, Exceptional, (18)
"Fantastic experience with friendly hosts and an excellent breakfast! A little rustic here and there but all part of the charm!"
United Kingdom
Alasdair
The price is P4,222
P4,848 total
includes taxes & fees
Dec 21 - Dec 22
Casa di Campagna in Toscana
Cribs/infant beds, bed sheets
hu Firenze Certosa camping in town

Camping in Impruneta

8.0 out of 10, Very Good, (57)
"Wonderful staff and great amenities!"
Canada
Chenjin
hu Firenze Certosa camping in town
Property grounds
Il Pozzo di Sant'Andrea

Townhouse in Siena

9.8 out of 10, Exceptional, (16)
"Great host, lovely place near Siena"
United Kingdom
Prem
Il Pozzo di Sant'Andrea
Daily cooked-to-order breakfast (EUR 15 per person)
La Coroncina Lodging

Aparthotel in Siena

10.0 out of 10, Exceptional, (42)
"Fantastic place, and I highly recommend it."
United States
Hassan
The price is P5,423
P6,237 total
includes taxes & fees
Dec 18 - Dec 19
La Coroncina Lodging
Garden
Fullino Nero

Cottage in Siena

9.6 out of 10, Exceptional, (49)
"The view of vineyards and olive trees."
Canada
Sunil
The price is P5,943
P6,809 total
includes taxes & fees
Dec 5 - Dec 6
Fullino Nero
Gazebo
Domus il Palio B&B

Townhouse in Ravacciano

9.2 out of 10, Wonderful, (81)
"Convenient for parking, clean and relatively easy access to the town. The rooms were functional, getting into the place after hours was easy ( check in). No breakfast but a supermarket was 300 meters away"
Canada
Marcus
Domus il Palio B&B
Full-size fridge, oven, stovetop, espresso maker
Rocca Palazzaccio

Residence in Impruneta

3.0 star property
9.0 out of 10, Wonderful, (14)
"A lovely stay at this property with our 2 year old.The apartment had everything we needed and communication with the host was very good There are steep hills to access the property by car or foot so bear that in mind but we managed fine with a pram and a car its just worth noting Handy to have laundry facilities on site aswell. There is a coop just a few minutes down the road Lovely views and a clean pool which was perfect for our little one to use and toys there that he could play in the...
United Kingdom
Lauren
Rocca Palazzaccio
Aerial view
Relais Villa Olmo

Residence in Impruneta

9.4 out of 10, Exceptional, (227)
"This is a beautiful Villa with a stunning views. Rooms were large and very clean and the location was wonderful. It was close to Florence and ideal for exploring Tuscany. Restaurant offered delicious buffet breakfast and many other wonderful local dishes for lunch and dinner. I would highly recommend this Villa and would love to stay here again."
United States
Ewa
The price is P7,350
P8,289 total
includes taxes & fees
Dec 7 - Dec 8
Relais Villa Olmo
Exterior
Sportland

Townhouse in Colle di Val d'Elsa

7.2 out of 10, Good, (5)
"Struttura essenziale ed economica "
Italy
Giorgio
Sportland
Outdoor pool, pool umbrellas, sun loungers
Chianti Village Morrocco

Residence in Barberino Tavarnelle

3.0 star property
8.6 out of 10, Excellent, (108)
"Front desk was very helpful and very comfortable room. "
United States
Chris
The price is P4,045
P4,586 total
includes taxes & fees
Dec 16 - Dec 17
Chianti Village Morrocco
Desk, iron/ironing board, free WiFi, bed sheets
Al Mercato B&B

Townhouse in Siena City Centre

9.0 out of 10, Wonderful, (95)
"Hotel is a one block from main square of the city also have a good restaurant around the corner "
United States
Guillermo
The price is P4,262
P5,558 total
includes taxes & fees
Dec 10 - Dec 11
Al Mercato B&B
Front of property
Borgo Antico Residence

Apartment in Certaldo Alto

10.0 out of 10, Exceptional, (3)
"Great place to relax take in the local culture and enjoy Tuscany."
United States
jane
The price is P5,153
P7,571 total
includes taxes & fees
Jan 2 - Jan 3, 2026
Borgo Antico Residence
Terrace/patio
B&B La Fonte del Machiavelli

Townhouse in San Casciano in Val di Pesa

9.2 out of 10, Wonderful, (82)
"It was a wonderful stay the bed was comfortable and the view was beautiful. "
United States
Ruben
The price is P7,042
P8,018 total
includes taxes & fees
Dec 5 - Dec 6
B&B La Fonte del Machiavelli
Breakfast, lunch, dinner served; garden views
Marignolle Relais and Charme

Townhouse in Florence

9.2 out of 10, Wonderful, (90)
"I stayed here June 2025 and was most delighted in the property and staff. They were incredibly kind and accommodating and the property is beautiful. Would stay here again!"
Canada
Shelley
Marignolle Relais and Charme
Property amenity
Antica Pieve B&B

Townhouse in Barberino Tavarnelle

9.4 out of 10, Exceptional, (14)
"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 P5,559
P7,746 total
includes taxes & fees
Dec 3 - Dec 4
Antica Pieve B&B
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 Athena

Hotel Athena

10/10 Excellent
"Beautiful walk to the city center"
Julian 1-night trip
Posted 4 days ago
Hotel Athena

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: Located near Cavallari, this vacation home rental 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 a coffee maker. 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.