Holiday rentals near Cassero Tower
We found 3,619 holiday rentals — enter your dates for availability
Choose the perfect holiday rental within easy reach of Cassero Tower. Holiday homes offer the best amenities for your stay with friends, family or just your pet, such as parking and a pool. Whatever you're looking for, you'll be sure to find a property to rent to meet everyone's needs, including a place that is accessible or non-smoking.
Holiday rentals with weekly discounts - Cassero Tower
Showing deals for:17 Oct - 24 Oct
Image gallery for Beautiful Tuscan farmhouse in the countryside with swimming pool

10 out of 10 rating
Exceptional
(7 reviews)
Beautiful Tuscan farmhouse in the countryside with swimming pool
Cortona, Tuscany
5% off
Price is NZ$7,732
NZ$1,105 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find the best place to stay - Cassero Tower
Showing deals for: 13 Oct - 16 Oct
Tuscany as it once was
Sleeps 4 · 2 bedrooms · 2 bathrooms
10 out of 10
exceptional
(29 reviews)
The current price is NZ$721
for 3 nights, 1 apartment
NZ$240 per night
includes taxes & fees
Top rated rentals - Cassero Tower

Our Favourite Villa Ever in Cortona
10 out of 10
exceptional
(19 reviews)
We absolutely loved our week in this gorgeous Tuscan Villa. It’s in a great location as we can easily walk into Cortona most days for lunch,dinner or aperitivo. The Villa is beautiful and has everything we need. It’s private, quiet, clean and the scenery around it is stunning. It was super hot in Tuscany and we used the pool everyday (our 10 year old grandson pretty much just stayed there). The description of the Villa is accurate as advertised. We were in Cortona 20 years ago and promised ourselves we will return soon to Villa Rosa - the perfect holiday home away from home. A special thanks to Christine who is an amazing communicator from the time we made the booking to the day we leave. Thank you for recommending Dejan to pick up our family from Rome airport, he helped us numerous times including during the national train strike - totally reliable. Oh and don’t forget to have dinners at Silvia’s restaurant Locanda Agli Amici which is just few minutes up the road. Superb food & views - so good we went back twice.
Siena C.
Stayed Jun 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