Holiday rentals near Il Cassero
We found 3,573 holiday rentals — enter your dates for availability
Select the perfect private holiday rental within easy reach of Il Cassero. Holiday rentals offer the amenities that you expect for you and your friends, family or even pets, such as Wi-Fi and a hot tub. You'll be sure to find a property to rent to meet everyone's 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 Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany
10 out of 10, Exceptional, (13 reviews)
Exceptional
(13 reviews)
Exclusive Villa 18th century, with pool. Fine winery in Chianti central Tuscany
Montevarchi Area
25% off
Price is NZ$28,335
for 7 nights, 1 home
NZ$4,048 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 hills with panoramic view and swimming pool
Sleeps 10 · 4 bedrooms · 2 bathrooms
9.6 out of 10
exceptional
(75 reviews)
Top rated rentals - Il Cassero
Secret Val D’Orcia
10 out of 10
exceptional
(20 reviews)
We have stayed in the Val D’Orcia before - it’s an area we love, but this was really next level.Privacy, huge beautiful grounds and amazing views from every window!Wonderful hosts who went out of their way to make this the most special stay - thank you, it was amazing!
Vernon H.
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