Holiday rentals near Il Cassero
We found 3,643 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals within easy reach of Il Cassero that provide the perfect home base for your trip. Whether you're going on holiday with family or friends, holiday rentals have the amenities that you expect for your stay, which might include parking and a fireplace. You're sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.
Holiday rentals with weekly discounts - Il Cassero
Showing deals for:20 Mar - 27 Mar
Image gallery for PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views

10 out of 10, Exceptional, (41 reviews)
Exceptional
(41 reviews)
PRIVATE VILLA IN THE HEART OF CHIANTI with pools and stunning views
Castelnuovo Berardenga, Tuscany
9% off
Price is NZ$10,474
for 7 nights, 1 villa
NZ$1,496 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Il Cassero

Farmhouse in the heart of the real chiantishire
Sleeps 4 · 2 bedrooms
10 out of 10
exceptional
(148 reviews)
Top rated rentals - Il Cassero

A Jewel in Tuscany
10 out of 10
exceptional
(48 reviews)
We had a wonder few days staying at this devine property nestled in the hills of Tuscany.Our host Antonella was very welcoming and made our stay so easy.The villa was beautiful and catered to all our needs and the swimming pool was perfect for relaxing around in the afternoon sun.Situated in an idyllic country setting close to Florence & Pisa plus smaller Tuscan villages it is the perfect place to stay while in this region.I would highly recommend staying here and if we return to Tuscany we will be enjoying Antonellas hospitality again
Euan S.
Stayed May 2025
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value





















