Cypress & Stone
18 guests
9 bedrooms
Castiglion Fibocchi, Arezzo
You’ll find this lavish Tuscan villa at the end of a tree-lined drive, where cypresses stand sentinel against the rolling landscape. A swimming pool set in the perfectly manicured lawn provides a cooling reprise from the Tuscan sun, and there are plenty of loungers to while away the days.
Chianti Classico
12 guests
6 bedrooms
Radda in Chianti, Tuscany
High up in the hills of Chianti sits this magnificent eighteenth-century residence, flanked by olive groves, rose gardens and lemon trees. The sublime archway structures harken back to the traditional Italian palazzo, and the interiors – prizing terracotta tiles and antique furniture – have a distinctly regal feel.
Bellissima Casa
4 guests
2 bedrooms
Sovicille, Tuscany
Restored by an Italian architect with a gentle touch, this villa has been updated and split into more modern apartments, but without ever compromising on the original charm. By honouring the villa's history – and thereby retaining its character – the home feels traditionally Tuscan with its terracotta tiles and wooden beams.
The Breadbasket
8 guests
4 bedrooms
Cellai, Rignano sull'Arno
It may be less than a thirty-minute drive from the spectacular Renaissance city of Florence, but this home feels like another world. Located up in the hills, you'll discover a spectacular villa – complete with a clock tower – just outside the small village of Cellai, where time seems to stand still.
Explore the 1206 most perfect homes in our collection
Search through our irresistible collection of remarkable Vacation Rentals for Valentine's Day in Tuscany, Italy. We leave no stone unturned in our hunt for the perfect properties, putting each home through multiple rounds of vigorous testing to ensure its quality. Only the top 3% of homes go on to become Plum Award winners, so nothing is left to chance. Every Plum Guide rental comes fully furnished for your convenience, with an excellently-equipped kitchen, all linen, and essential bathroom toiletries included. Book your romantic stay in a luxury Valentine's Day Holiday Rental in Tuscany today, and treat your other half to a getaway to remember for all the right reasons. Reach out to our team of Plum experts for any help you may need - they love nothing more than matching you with your ideal vacation rental.
