Photo by Robert Powell (CC BY-SA)
Holiday rentals near Rocca of Montestaffoli
We found 1,610 holiday rentals — enter your dates for availability
If you'd like to stay close to Rocca of Montestaffoli, scroll through and discover private holiday rentals to find the perfect home base for your trip. Whether you’re staying in a holiday home with your children and pets or just with friends, you'll have the amenities that you expect and more, including air conditioning and Wi-Fi. At the end of the day, you're sure to find a property to rent for everyone's needs, including accessible or non-smoking choices.
Holiday rentals with weekly discounts - Rocca of Montestaffoli
Showing deals for:2 Jan - 9 Jan
Image gallery for Exclusive panoramic villa with private pool between Florence and Siena.
10 out of 10, Exceptional, (18 reviews)
Exceptional
(18 reviews)
Exclusive panoramic villa with private pool between Florence and Siena.
Certaldo, Toscana
10% off
Price is NZ$87,770
for 7 nights, 1 villa
NZ$12,539 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Find properties near top attractions in Rocca of Montestaffoli
Map Attractions
Find the best place to stay - Rocca of Montestaffoli
San Gimignano villa with pool, 5 rooms en suite, A/C, wi-fi, panoramic view
Sleeps 12 · 5 bedrooms · 6 bathrooms
10 out of 10
exceptional
(101 reviews)
Top rated rentals - Rocca of Montestaffoli
Very special family holiday
10 out of 10
exceptional
(59 reviews)
We spent 8 nights at this breathtaking property with our 3 kids. We absolutely loved the location, views and the surrounds. Jürgen was very welcoming and kind. A holiday to remember for sure. Thank you from 5 happy New Zealanders.
Sabrina D.
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